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Perfectly positioned along the prestigious shores of the Tred Avon River, this extraordinary waterfront estate offers breathtaking water views from nearly every room and an unparalleled blend of luxury, craftsmanship, and cutting-edge sustainability. Designed to embrace its spectacular setting, the three-level main residence features exceptional attention to detail throughout, including rich hardwood flooring, custom millwork, hidden built-in cabinetry, and exquisite finishes at every turn. A gracious main hallway draws your eye directly to the covered waterside porch, creating a seamless connection between the home's elegant interior and its stunning riverfront backdrop. The heart of the home is a chef's kitchen appointed with marble countertops, a spacious center island, and thoughtfully designed gathering spaces that flow effortlessly into the dining room and inviting sitting room with a fireplace. The second-floor primary suite serves as a private retreat, featuring access to its own waterfront balcony overlooking the Tred Avon River. The luxurious primary bath offers a beautiful tiled steam shower with water views, a dedicated vanity area, and an expansive custom walk-in closet with integrated laundry. Outside, an incredible overflow pool creates a resort-like setting where endless river views take center stage. Guests will enjoy complete privacy in the detached guest house, which includes a kitchenette and full bath. A detached one-car garage provides additional storage and convenience. Built with both comfort and efficiency in mind, the property showcases Tesla Solar Roof shingles on both the main residence and guest house, geothermal heating and cooling, radiant floor heating throughout the first and second levels, seven Tesla backup batteries providing power during outages, and elevator access serving the first and second floors. A rare offering in the heart of historic Oxford, 200 West Street represents waterfront living at its finest—where timeless elegance, modern innovation, and spectacular views come together in one unforgettable property. --- {Luxury & Special Features} Waterfront primary suite featuring a private balcony, rain shower, and steam bath | Chef's kitchen with two freezer drawers and built-in plate warmer | Continuous warm water circulation system throughout the home | Dedicated water pressure enhancement system | Elevator serving the first and second floors | Radiant floor heating throughout the first and second levels | Geothermal heating and cooling system | Tesla Solar Roof shingles on the main residence and guest house | Seven Tesla Powerwall backup batteries providing power during outages | Tesla electric vehicle charging station | Resort-style overflow pool overlooking the Tred Avon River | Electric retractable awnings | Detached guest house with kitchenette and full bath | Detached one-car garage

200 West St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

$2,750,000

Set on a private point overlooking Boone Creek and the Choptank River in Oxford, this exceptional 4BR/2.5BA modern farmhouse offers panoramic water views and refined coastal living on 2.4 acres. Built in 2018, the home showcases high-end finishes, hardwood flooring throughout, and a light-filled, open design with walls of windows capturing the surrounding waterfront. A welcoming, expansive front porch introduces the main level, where the cathedral-ceiling living room with gas fireplace flows seamlessly into a gourmet kitchen with top-tier appliances—ideal for both everyday living and entertaining. The main-level primary suite enjoys water views and privacy, while the second level overlooks the living space below and features three additional bedrooms and a full hall bath. Outdoor amenities complete the offering, including a waterside deck, new gunite pool (Aqua Pool), private pier with two slips and floating dock, riprapped shoreline, detached two-car garage (transformed and finished into a large office), and beautifully landscaped grounds—perfectly capturing the relaxed elegance and timeless appeal of Eastern Shore living.

Set on a private point overlooking Boone Creek and the Choptank River in Oxford, this exceptional 4BR/2.5BA modern farmhouse offers panoramic water views and refined coastal living on 2.4 acres. Built in 2018, the home showcases high-end finishes, hardwood flooring throughout, and a light-filled, open design with walls of windows capturing the surrounding waterfront. A welcoming, expansive front porch introduces the main level, where the cathedral-ceiling living room with gas fireplace flows seamlessly into a gourmet kitchen with top-tier appliances—ideal for both everyday living and entertaining. The main-level primary suite enjoys water views and privacy, while the second level overlooks the living space below and features three additional bedrooms and a full hall bath. Outdoor amenities complete the offering, including a waterside deck, new gunite pool (Aqua Pool), private pier with two slips and floating dock, riprapped shoreline, detached two-car garage (transformed and finished into a large office), and beautifully landscaped grounds—perfectly capturing the relaxed elegance and timeless appeal of Eastern Shore living.

4361 Bachelors Point Rd, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$2,695,000

Set in the highly sought-after Patrick’s Plains community, 28211 Brick Row Drive is an exceptionally maintained and thoughtfully appointed waterfront residence overlooking the serene waters of Island Creek. Bathed in natural light, the home welcomes you with a stunning foyer and living room featuring floor-to-ceiling windows, skylights, and a gas fireplace, seamlessly connecting to the expansive deck. Designed for both everyday living and elegant entertaining, the home offers a formal dining area and beautiful hardwood flooring throughout. The gourmet kitchen is a true centerpiece, boasting a massive island, Viking gas range, Sub-Zero refrigerator, stainless steel appliances, and abundant pantry storage. Just off the kitchen, the family room impresses with cathedral ceilings, a gas fireplace, sweeping water views, and direct access to a screened-in porch. The main-level primary suite is a private retreat, complete with a spacious walk-in closet and direct access to the back deck, where you can enjoy tranquil poolside and waterfront views. The luxurious primary bath features a cathedral ceiling, a standalone soaking tub, and a glass-enclosed shower. The lower level offers incredible flexibility as a poolside retreat or in-law suite, with its own living room, recreation space, bedroom, full bath, and kitchenette. Completing the home is a rare three-car garage, adding both convenience and functionality. The owner has completed many upgrades, including a new pool, pier improvements, three new HVAC systems, a new driveway, and a water treatment system, along with many other enhancements (full list available). With its prime waterfront setting, abundant natural light, and exceptional living spaces, this home offers a truly elevated lifestyle in one of the area’s most desirable communities.

5 Beds ⋅ 6 Baths

Set in the highly sought-after Patrick’s Plains community, 28211 Brick Row Drive is an exceptionally maintained and thoughtfully appointed waterfront residence overlooking the serene waters of Island Creek. Bathed in natural light, the home welcomes you with a stunning foyer and living room featuring floor-to-ceiling windows, skylights, and a gas fireplace, seamlessly connecting to the expansive deck. Designed for both everyday living and elegant entertaining, the home offers a formal dining area and beautiful hardwood flooring throughout. The gourmet kitchen is a true centerpiece, boasting a massive island, Viking gas range, Sub-Zero refrigerator, stainless steel appliances, and abundant pantry storage. Just off the kitchen, the family room impresses with cathedral ceilings, a gas fireplace, sweeping water views, and direct access to a screened-in porch. The main-level primary suite is a private retreat, complete with a spacious walk-in closet and direct access to the back deck, where you can enjoy tranquil poolside and waterfront views. The luxurious primary bath features a cathedral ceiling, a standalone soaking tub, and a glass-enclosed shower. The lower level offers incredible flexibility as a poolside retreat or in-law suite, with its own living room, recreation space, bedroom, full bath, and kitchenette. Completing the home is a rare three-car garage, adding both convenience and functionality. The owner has completed many upgrades, including a new pool, pier improvements, three new HVAC systems, a new driveway, and a water treatment system, along with many other enhancements (full list available). With its prime waterfront setting, abundant natural light, and exceptional living spaces, this home offers a truly elevated lifestyle in one of the area’s most desirable communities.

28211 Brick Row Dr, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

‘Eagle’s Nest’ is an exceptional waterfront retreat overlooking Island Creek, just minutes from historic Oxford. Prime location with guest house and deep water (6.5' MLW). Privately sited on more than four acres amid mature trees and meticulously landscaped grounds, this impressive main residence (5324 SF)—completely rebuilt by Ilex Construction in 2008—offers four bedrooms, four full baths, and two half baths. Every room is generously sized and thoughtfully designed to capture expansive water views while providing elegant yet comfortable living. The main level features beautifully appointed living spaces, including a formal living room with coffered ceiling, wood-burning fireplace, custom built-ins, wet bar, and sliding doors opening to the waterside patio. A formal dining room, enclosed by French doors, offers an inviting setting for entertaining. At the heart of the home, the gourmet kitchen showcases a cathedral ceiling, large center island, top-of-the-line appliances, gas fireplace, spacious walk-in pantry, and custom built-ins—creating a warm and functional gathering space. The adjoining sunroom is filled with natural light and features vaulted ceilings, slate tile flooring, and sweeping water views, with glass doors opening to the patio and pool area. Nearby, a well-equipped mudroom, laundry room, and half bath add everyday convenience, along with a covered breezeway to the two-car garage. The desirable main-level primary suite serves as a private retreat with tranquil water views, dual walk-in closets, and a luxurious en suite bath. Just off the primary suite corridor, a private office with custom built-ins and an additional powder room enhance the home’s thoughtful design. Upstairs, three generously sized guest bedrooms each include en suite baths. A comfortable sitting area opens to a balcony overlooking Island Creek—an ideal place to relax and take in the serene setting. In addition, a coveted one-bedroom, one-and-a-half-bath guest house (968 SF) includes a full kitchen, living room, and attached two-car garage—perfect for visitors, extended family, or flexible use. Outdoor living is equally impressive, highlighted by a gunite swimming pool, expansive brick patio, mature landscaping, and extensive hardscaping designed to complement the waterfront setting. The private pier features two slips and a boat lift with 6.5' MLW along a protected, riprapped shoreline. ‘Eagle’s Nest’ presents a rare opportunity to enjoy refined Eastern Shore waterfront living just moments from Oxford. New roof on main house (2025). New pool cover: Aqua pool service contract paid for-2026

$2,600,000

4 Beds ⋅ 6 Baths

‘Eagle’s Nest’ is an exceptional waterfront retreat overlooking Island Creek, just minutes from historic Oxford. Prime location with guest house and deep water (6.5' MLW). Privately sited on more than four acres amid mature trees and meticulously landscaped grounds, this impressive main residence (5324 SF)—completely rebuilt by Ilex Construction in 2008—offers four bedrooms, four full baths, and two half baths. Every room is generously sized and thoughtfully designed to capture expansive water views while providing elegant yet comfortable living. The main level features beautifully appointed living spaces, including a formal living room with coffered ceiling, wood-burning fireplace, custom built-ins, wet bar, and sliding doors opening to the waterside patio. A formal dining room, enclosed by French doors, offers an inviting setting for entertaining. At the heart of the home, the gourmet kitchen showcases a cathedral ceiling, large center island, top-of-the-line appliances, gas fireplace, spacious walk-in pantry, and custom built-ins—creating a warm and functional gathering space. The adjoining sunroom is filled with natural light and features vaulted ceilings, slate tile flooring, and sweeping water views, with glass doors opening to the patio and pool area. Nearby, a well-equipped mudroom, laundry room, and half bath add everyday convenience, along with a covered breezeway to the two-car garage. The desirable main-level primary suite serves as a private retreat with tranquil water views, dual walk-in closets, and a luxurious en suite bath. Just off the primary suite corridor, a private office with custom built-ins and an additional powder room enhance the home’s thoughtful design. Upstairs, three generously sized guest bedrooms each include en suite baths. A comfortable sitting area opens to a balcony overlooking Island Creek—an ideal place to relax and take in the serene setting. In addition, a coveted one-bedroom, one-and-a-half-bath guest house (968 SF) includes a full kitchen, living room, and attached two-car garage—perfect for visitors, extended family, or flexible use. Outdoor living is equally impressive, highlighted by a gunite swimming pool, expansive brick patio, mature landscaping, and extensive hardscaping designed to complement the waterfront setting. The private pier features two slips and a boat lift with 6.5' MLW along a protected, riprapped shoreline. ‘Eagle’s Nest’ presents a rare opportunity to enjoy refined Eastern Shore waterfront living just moments from Oxford. New roof on main house (2025). New pool cover: Aqua pool service contract paid for-2026

4573 Bringman Farm Rd, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

Welcome to your private Eastern Shore retreat! This amazing 4-bedroom, 4.5-bath Cape Cod is perfectly situated on a secluded peninsula, offering unparalleled tranquility and breathtaking waterfront views of Boone Creek located in beautiful Oxford, Maryland. The home offers an incredible blend of traditional elegance and modern luxury. An open and airy floor plan is bathed in natural light, with expansive windows framing the stunning water views from nearly every room. The living room has beautiful brick floors and a wood burning fireplace. You will also find a gas fireplace in the spacious family room. The bright and inviting sunroom has cathedral ceilings and walls of glass doors with water, pool, garden and patio views. The gourmet kitchen is a chef's delight, featuring high-end appliances, custom cabinetry, and a large center island. It flows effortlessly into the formal dining area which includes an additional fireplace for cozy and intimate dining experiences. Beautiful hard wood floors flow into several rooms. The main floor also hosts two private sanctuaries: an ensuite bedroom and a primary bedroom, each with private decks offering stunning water views. The primary suite's closet is a truly incredible, separate dressing room. A laundry room, a full bath, and a half bath complete the main level. Upstairs, two large bedrooms and a shared bath provide comfort and privacy for guests or family. Outside you discover a true entertainer's paradise. The property's unique peninsula location offers a wide expanse of water frontage, perfect for enjoying the Eastern Shore lifestyle. A large, sparkling in-ground pool is the centerpiece of the manicured grounds, surrounded by extensive hardscaping and lush landscaping, creating a resort-like feel. The detached two-car garage is enormous. There are raised beds in a fully fenced garden with a garden shed. The climate-controlled dock house offers endless possibilities for a gym, office, art studio or storage. The private dock provides water access for boating, kayaking, paddleboarding, fishing and crabbing on Boone Creek. With quick water access to Choptank River, Tred Avon River, Chesapeake Bay & Miles River, you can explore the best areas of the shore. This home is more than a residence; it's a lifestyle. Located just minutes from the historic town of Oxford, you'll have easy access to charming shops, restaurants, parks, the beach strand and the Oxford-Bellevue Ferry. This is a rare opportunity to own a piece of paradise on the Eastern Shore.

$2,600,000

4 Beds ⋅ 5 Baths

Welcome to your private Eastern Shore retreat! This amazing 4-bedroom, 4.5-bath Cape Cod is perfectly situated on a secluded peninsula, offering unparalleled tranquility and breathtaking waterfront views of Boone Creek located in beautiful Oxford, Maryland. The home offers an incredible blend of traditional elegance and modern luxury. An open and airy floor plan is bathed in natural light, with expansive windows framing the stunning water views from nearly every room. The living room has beautiful brick floors and a wood burning fireplace. You will also find a gas fireplace in the spacious family room. The bright and inviting sunroom has cathedral ceilings and walls of glass doors with water, pool, garden and patio views. The gourmet kitchen is a chef's delight, featuring high-end appliances, custom cabinetry, and a large center island. It flows effortlessly into the formal dining area which includes an additional fireplace for cozy and intimate dining experiences. Beautiful hard wood floors flow into several rooms. The main floor also hosts two private sanctuaries: an ensuite bedroom and a primary bedroom, each with private decks offering stunning water views. The primary suite's closet is a truly incredible, separate dressing room. A laundry room, a full bath, and a half bath complete the main level. Upstairs, two large bedrooms and a shared bath provide comfort and privacy for guests or family. Outside you discover a true entertainer's paradise. The property's unique peninsula location offers a wide expanse of water frontage, perfect for enjoying the Eastern Shore lifestyle. A large, sparkling in-ground pool is the centerpiece of the manicured grounds, surrounded by extensive hardscaping and lush landscaping, creating a resort-like feel. The detached two-car garage is enormous. There are raised beds in a fully fenced garden with a garden shed. The climate-controlled dock house offers endless possibilities for a gym, office, art studio or storage. The private dock provides water access for boating, kayaking, paddleboarding, fishing and crabbing on Boone Creek. With quick water access to Choptank River, Tred Avon River, Chesapeake Bay & Miles River, you can explore the best areas of the shore. This home is more than a residence; it's a lifestyle. Located just minutes from the historic town of Oxford, you'll have easy access to charming shops, restaurants, parks, the beach strand and the Oxford-Bellevue Ferry. This is a rare opportunity to own a piece of paradise on the Eastern Shore.

4500 Boone Creek Rd, Oxford

Listing courtesy of Keller Williams Realty. Contact:

$2,210,000

3 Beds ⋅ 4 Baths

206 S Morris St S, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

This Island Creek waterfront home located on deep water with a southern exposure and long shoreline is being sold for the first time since built in 1999. Situated on 3.8 acres, every detail was thought out and executed by the owners and a top rate builder. The house consists of 4,469 sq. ft. of living space plus a two car garage. The house has an open floor plan, featuring a large eat in kitchen with views over Island Creek, the dock and an expansive well landscaped lawn that drops to the shoreline. The kitchen is well appointed with top end appliances, tons of storage areas, pantry and is close to the laundry room and shop. There is a primary bedroom suite on the first floor, a second bath, and three bedrooms and two full baths on the second floor. There is a deck, patio and screened porch facing SW, all meticulously maintained. The property is located in the “X” flood zone. This is an extraordinary waterfront property located in the Oxford zip code on one of the best deep water creeks in Talbot County.

$2,100,000

This Island Creek waterfront home located on deep water with a southern exposure and long shoreline is being sold for the first time since built in 1999. Situated on 3.8 acres, every detail was thought out and executed by the owners and a top rate builder. The house consists of 4,469 sq. ft. of living space plus a two car garage. The house has an open floor plan, featuring a large eat in kitchen with views over Island Creek, the dock and an expansive well landscaped lawn that drops to the shoreline. The kitchen is well appointed with top end appliances, tons of storage areas, pantry and is close to the laundry room and shop. There is a primary bedroom suite on the first floor, a second bath, and three bedrooms and two full baths on the second floor. There is a deck, patio and screened porch facing SW, all meticulously maintained. The property is located in the “X” flood zone. This is an extraordinary waterfront property located in the Oxford zip code on one of the best deep water creeks in Talbot County.

27877 Bent Farm Ln, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Welcome to an amazing farm opportunity located 3 miles from Oxford, Maryland, one of the Eastern Shore’s most treasured waterfront towns, where timeless charm meets an exceptional opportunity to create your dream home. Set along the shores of Goldsborough Creek, this premier waterfront parcel offers northwestern exposure, delivering breathtaking sunset views across tranquil waters. The preferred waterfront building site allows for construction with a 100-foot setback, providing nearly 180 degrees of waterfront views on Goldsborough Creek. A proposed 150-foot private dock site would provide approximately 2.5 feet at mean low tide. A recent septic application with the Talbot County Health Department has been submitted for a four-bedroom residence. Soil evaluations indicate excellent conditions for a generous sewage disposal area, offering flexibility for a substantial home and the potential for future improvements. Engineering analysis also supports the possibility of identifying additional SDA locations should subdivision be pursued, subject to county approvals. Preliminary estimates show the potential for 2 waterfront and 1 inland building site, to be confirmed with Talbot County Planning and Zoning. The farm is located within a historic waterfowl staging area providing habitat for wintering Canada Geese and Ducks. Adjacent woodland and contiguous farm fields complement this coveted rural setting with ample opportunity to enhance the natural features and create a haven for the outdoors and nature enthusiasts. This unique waterfront farm opportunity provides an extraordinary setting to design and build a custom waterfront retreat in a location defined by the natural beauty where land and water combine.

$1,875,000

Oxford Road, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$1,800,000

Simply Sensational! Sunrise views over Town Creek set the tone for this beautifully designed four-bedroom waterfront home, where contemporary architecture meets the warmth of a waterfront cottage. The main living areas include a formal living room and dining room, each with a fireplace, a bright eat-in kitchen and an inviting family room, where walls of windows frame the water views and fill the home with natural light. Two first-floor bedrooms offer the convenience of main-level living. Upstairs, two ensuite bedrooms open to the second-floor sun deck, including a spacious primary suite with floor-to-ceiling windows overlooking Town Creek.An expansive waterside patio and pool create the perfect setting for relaxing and entertaining. The separate one-bedroom guest house/pool house and detached workshop provide additional space for family, guests, hobbies or a home office. The private pier, complete with a boat lift and floating dock for kayaks and paddleboards, provides easy access to the Tred Avon River and the Chesapeake Bay. Located in the historic waterfront village of Oxford, this exceptional home captures the beauty, charm and relaxed waterfront lifestyle that define Maryland's Eastern Shore. The property is offered with its furniture allowing for an effortless transition.

Simply Sensational! Sunrise views over Town Creek set the tone for this beautifully designed four-bedroom waterfront home, where contemporary architecture meets the warmth of a waterfront cottage. The main living areas include a formal living room and dining room, each with a fireplace, a bright eat-in kitchen and an inviting family room, where walls of windows frame the water views and fill the home with natural light. Two first-floor bedrooms offer the convenience of main-level living. Upstairs, two ensuite bedrooms open to the second-floor sun deck, including a spacious primary suite with floor-to-ceiling windows overlooking Town Creek.An expansive waterside patio and pool create the perfect setting for relaxing and entertaining. The separate one-bedroom guest house/pool house and detached workshop provide additional space for family, guests, hobbies or a home office. The private pier, complete with a boat lift and floating dock for kayaks and paddleboards, provides easy access to the Tred Avon River and the Chesapeake Bay. Located in the historic waterfront village of Oxford, this exceptional home captures the beauty, charm and relaxed waterfront lifestyle that define Maryland's Eastern Shore. The property is offered with its furniture allowing for an effortless transition.

106 E Division St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,695,000

Welcome to Tred Avon Point, an extraordinary waterfront property on a stunning point of land in the picturesque, historic town of Oxford, MD. Strategically sited only 25 feet to the waters edge on three sides to capture breathtaking views of the Tred Avon River & amazing western sunsets! Maritime inspired post & beam, open design visually connects the views to the space. The character & depth of the architecture blurs the lines between indoor & outdoor living. The abundance of the wood toned palette play with the hue & saturation of the natural landscape. The space easily transitions from entertaining friends & family to a respite for homeowners. The perfect vantage point to watch the boats, sailing races & watermen go by. Two primary suites on each level can be reached by the nautically designed wood spiral staircase or elevator. Gorgeous custom designed kitchen renovation done in 2019. The guest suite on the first level enjoys the views from its private deck. The rooftop cupula offers a stunning 360 degree birdseye view of the town & water. All season beauty can be enjoyed even in winter in front of the recently installed, high-end brick fireplace. The property includes a shared lot with a 7ft MLW deepwater multislip dock with lift. Perfectly located near dining, yacht club & marinas yet still invoking quiet & privacy. The included furniture, fine art & accessories create a move-in ready primary, 2nd home or vacation rental. Truly a one of a kind home!

3 Beds ⋅ 3 Baths

Welcome to Tred Avon Point, an extraordinary waterfront property on a stunning point of land in the picturesque, historic town of Oxford, MD. Strategically sited only 25 feet to the waters edge on three sides to capture breathtaking views of the Tred Avon River & amazing western sunsets! Maritime inspired post & beam, open design visually connects the views to the space. The character & depth of the architecture blurs the lines between indoor & outdoor living. The abundance of the wood toned palette play with the hue & saturation of the natural landscape. The space easily transitions from entertaining friends & family to a respite for homeowners. The perfect vantage point to watch the boats, sailing races & watermen go by. Two primary suites on each level can be reached by the nautically designed wood spiral staircase or elevator. Gorgeous custom designed kitchen renovation done in 2019. The guest suite on the first level enjoys the views from its private deck. The rooftop cupula offers a stunning 360 degree birdseye view of the town & water. All season beauty can be enjoyed even in winter in front of the recently installed, high-end brick fireplace. The property includes a shared lot with a 7ft MLW deepwater multislip dock with lift. Perfectly located near dining, yacht club & marinas yet still invoking quiet & privacy. The included furniture, fine art & accessories create a move-in ready primary, 2nd home or vacation rental. Truly a one of a kind home!

121 Pier, Oxford

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

Discover the rare opportunity to own one of the Eastern Shore's finest waterfront parcels: Lot 5, an exceptional 4.18-acre homesite in the exclusive Morgan's Point community of Oxford, Maryland. This home site has an approved prec, and flood insurance is not required. Tucked along the serene Tred Avon River, this buildable waterfront gem offers expansive privacy and boundless potential, thanks to its generous scale and direct river access with 389 feet of rip-rap shoreline. Perfect for your custom estate, family compound, or legacy retreat, this sanctuary marries natural splendor with the refined charm of Talbot County's coastal haven. Spanning 4.18 acres, a fully usable lot provides versatile space to build your future home with breathtaking river vistas. Boasting direct frontage on the Tred Avon River with ample mean low water depth In a market where waterfront estates command premiums, this rare 4+ acre offering represents an unparalleled canvas for your vision. Nestled in the tranquil town of Oxford, this estate offers privacy and serenity while remaining conveniently close to shopping, dining, entertainment, medical facilities, and the Chesapeake Bay. Major commuter routes provide easy access to Washington, DC; Northern Virginia; Annapolis; and Philadelphia, with four major airports: BWI (71 miles), DC (74 miles), Dulles (112 miles), and Philadelphia (113 miles). Embrace the Eastern Shore lifestyle and live the Bay Life in unparalleled luxury!

$1,650,000

Morgans Point Drive, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

Oxford Cove – A truly rare offering, this extraordinary waterfront property is a study in serenity, privilege, and timeless eastern shore beauty. Surrounded by sweeping, uninterrupted water views to the south and east, the property captures the beautiful sunrise, immersing you in the everchanging light and rhythm of the tides. The main residence- graciously scaled with four bedrooms-embraces a refined yet relaxed aesthetic, designed for effortless living and seamless indoor-outdoor flow. Expansive terrace with a waterside pool, creates an idyllic setting for both quiet reflection and elegant entertaining. A charming one bedroom guest house/pool house offers a private haven for visitors, while a separate workshop provides space for creativity or collection. For the avid mariner, the property is exceptionally equipped with a private pier with a boat lift and a floating dock for kayaks and canoes- delivering immediate access to the finest waters of the Chesapeake Bay. Set in the historic village of Oxford,, one of the Eastern Shore’s most treasured enclaves, “Oxford Cove” offers a rare balance of seclusion and proximity. Here, life is defined by understated luxury, natural beauty, and the enduring allure of the waterfront.

$1,625,000

Oxford Cove – A truly rare offering, this extraordinary waterfront property is a study in serenity, privilege, and timeless eastern shore beauty. Surrounded by sweeping, uninterrupted water views to the south and east, the property captures the beautiful sunrise, immersing you in the everchanging light and rhythm of the tides. The main residence- graciously scaled with four bedrooms-embraces a refined yet relaxed aesthetic, designed for effortless living and seamless indoor-outdoor flow. Expansive terrace with a waterside pool, creates an idyllic setting for both quiet reflection and elegant entertaining. A charming one bedroom guest house/pool house offers a private haven for visitors, while a separate workshop provides space for creativity or collection. For the avid mariner, the property is exceptionally equipped with a private pier with a boat lift and a floating dock for kayaks and canoes- delivering immediate access to the finest waters of the Chesapeake Bay. Set in the historic village of Oxford,, one of the Eastern Shore’s most treasured enclaves, “Oxford Cove” offers a rare balance of seclusion and proximity. Here, life is defined by understated luxury, natural beauty, and the enduring allure of the waterfront.

106 E Division St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,495,000

Welcome to this beautifully maintained 4/5 BR/3.5BA waterfront residence in desirable Oxford, offering timeless coastal appeal and the relaxed lifestyle that defines Maryland's Eastern Shore. Thoughtfully designed for both comfortable everyday living and gracious entertaining, the home features a desirable main-level primary suite with tranquil water views, a large walk-in closet, and a spacious ensuite bath with double-sink vanity. Upstairs, a second primary suite, two additional guest bedrooms, a full bath, and a versatile bonus room provide exceptional flexibility for family and guests. Filled with natural light, the home offers a seamless blend of traditional design and inviting gathering spaces. The gourmet kitchen features a center island, custom glass-front cabinetry, and opens to a charming breakfast room where peaceful water views create the perfect backdrop for morning coffee. A formal dining room is ideal for special occasions, while the dramatic vaulted living room showcases a gas-burning fireplace with custom surround and built-in entertainment center. Double sliding doors open to the patio and gardens, creating an effortless connection between indoor and outdoor living. A separate mudroom provides convenient interior access to the attached 2-car garage, which also offers a full staircase to wonderful attic storage above. Outside, a waterside screened porch invites you to relax and enjoy gentle Eastern Shore breezes and ever-changing views across Boone Creek. The beautifully landscaped grounds are enhanced by mature trees, flowering gardens, and expansive lawn leading to the water's edge. Complete with a private pier featuring two slips and a boat lift, approximately 3.5+ feet of MLW, riprapped shoreline, and picturesque views along Boone Creek, this exceptional waterfront property offers an ideal setting for boating, entertaining, and embracing the best of Oxford's waterfront lifestyle.

Welcome to this beautifully maintained 4/5 BR/3.5BA waterfront residence in desirable Oxford, offering timeless coastal appeal and the relaxed lifestyle that defines Maryland's Eastern Shore. Thoughtfully designed for both comfortable everyday living and gracious entertaining, the home features a desirable main-level primary suite with tranquil water views, a large walk-in closet, and a spacious ensuite bath with double-sink vanity. Upstairs, a second primary suite, two additional guest bedrooms, a full bath, and a versatile bonus room provide exceptional flexibility for family and guests. Filled with natural light, the home offers a seamless blend of traditional design and inviting gathering spaces. The gourmet kitchen features a center island, custom glass-front cabinetry, and opens to a charming breakfast room where peaceful water views create the perfect backdrop for morning coffee. A formal dining room is ideal for special occasions, while the dramatic vaulted living room showcases a gas-burning fireplace with custom surround and built-in entertainment center. Double sliding doors open to the patio and gardens, creating an effortless connection between indoor and outdoor living. A separate mudroom provides convenient interior access to the attached 2-car garage, which also offers a full staircase to wonderful attic storage above. Outside, a waterside screened porch invites you to relax and enjoy gentle Eastern Shore breezes and ever-changing views across Boone Creek. The beautifully landscaped grounds are enhanced by mature trees, flowering gardens, and expansive lawn leading to the water's edge. Complete with a private pier featuring two slips and a boat lift, approximately 3.5+ feet of MLW, riprapped shoreline, and picturesque views along Boone Creek, this exceptional waterfront property offers an ideal setting for boating, entertaining, and embracing the best of Oxford's waterfront lifestyle.

26226 Langs Landing Rd, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

Beyond the white picket fence, a storybook garden unfolds—lush, curated, and unmistakably Oxford. Perfectly positioned just moments from the beach, ferry, and waterfront park, 208 Factory Street offers a rare blend of timeless village charm and sophisticated modern comfort. Thoughtfully enhanced with updated mechanical systems since 2019, this three-bedroom residence has been meticulously maintained and beautifully reimagined for effortless living. Sunlight pours into the airy, open- concept living, dining, and kitchen spaces, where hardwood flooring flows seamlessly throughout and every room feels connected to the outdoors. Designed with exceptional flexibility, the home features two private primary suites—one conveniently located on the main level and a second occupying the upper floor. The upstairs retreat serves as a true sanctuary, complemented by a beautifully renovated spa-inspired bath featuring a glass-enclosed porcelain tile steam shower. The main-level suite offers its own renovated bath and charming loft area, creating an equally inviting private escape. Just off the kitchen, a dedicated office provides the ideal work-from-home setting, while multiple outdoor living spaces invite relaxation and entertaining throughout the seasons. Enjoy quiet mornings on the intimate sitting porch overlooking the pool, gather with friends on the screened porch, or simply savor the beauty of the impeccably landscaped cottage gardens that envelop the property. Completing the offering is a detached one-car garage and an enviable location in the heart of Oxford. A home that captures the very essence of Eastern Shore living—elegant yet approachable, refined yet welcoming, and perfectly connected to one of Maryland’s most treasured waterfront communities. Here, every detail has been thoughtfully curated to create a lifestyle as beautiful as its surroundings. ---{Luxury & Special Features} Electric retractable awnings | Heated floor in second-floor primary bath | Glass-enclosed steam shower with rain shower in second-floor primary bath | Towel warmer in second-floor primary bath | Tesla charger in detached garage | Moen smart water shutoff valve | Water pressure booster pump | Lawn irrigation system | Updated mechanical systems since 2019 | Hardwood flooring throughout | Two primary suites, including a main-level primary | Dedicated office/flex room | Screened porch | Poolside sitting porch | Detached one-car garage | Cottage gardens and white picket fence setting |

$1,350,000

3 Beds ⋅ 4 Baths

Beyond the white picket fence, a storybook garden unfolds—lush, curated, and unmistakably Oxford. Perfectly positioned just moments from the beach, ferry, and waterfront park, 208 Factory Street offers a rare blend of timeless village charm and sophisticated modern comfort. Thoughtfully enhanced with updated mechanical systems since 2019, this three-bedroom residence has been meticulously maintained and beautifully reimagined for effortless living. Sunlight pours into the airy, open- concept living, dining, and kitchen spaces, where hardwood flooring flows seamlessly throughout and every room feels connected to the outdoors. Designed with exceptional flexibility, the home features two private primary suites—one conveniently located on the main level and a second occupying the upper floor. The upstairs retreat serves as a true sanctuary, complemented by a beautifully renovated spa-inspired bath featuring a glass-enclosed porcelain tile steam shower. The main-level suite offers its own renovated bath and charming loft area, creating an equally inviting private escape. Just off the kitchen, a dedicated office provides the ideal work-from-home setting, while multiple outdoor living spaces invite relaxation and entertaining throughout the seasons. Enjoy quiet mornings on the intimate sitting porch overlooking the pool, gather with friends on the screened porch, or simply savor the beauty of the impeccably landscaped cottage gardens that envelop the property. Completing the offering is a detached one-car garage and an enviable location in the heart of Oxford. A home that captures the very essence of Eastern Shore living—elegant yet approachable, refined yet welcoming, and perfectly connected to one of Maryland’s most treasured waterfront communities. Here, every detail has been thoughtfully curated to create a lifestyle as beautiful as its surroundings. ---{Luxury & Special Features} Electric retractable awnings | Heated floor in second-floor primary bath | Glass-enclosed steam shower with rain shower in second-floor primary bath | Towel warmer in second-floor primary bath | Tesla charger in detached garage | Moen smart water shutoff valve | Water pressure booster pump | Lawn irrigation system | Updated mechanical systems since 2019 | Hardwood flooring throughout | Two primary suites, including a main-level primary | Dedicated office/flex room | Screened porch | Poolside sitting porch | Detached one-car garage | Cottage gardens and white picket fence setting |

208 Factory St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Prime waterfront home in Oxford’s beautiful historic district, faces west overlooking the Tred Avon River. Offering the best in Oxford waterfront with prevailing SW summer breezes, fantastic year-round sunsets, a long dock, patio, old growth large trees, extensive hardscape and off-street parking make this property unique. It has a carport and is located on a significant tree-lined street and lies with the “X” zone on the flood maps. On the first floor is an open, well equipped kitchen that opens to the great room with views overlooking the patio, gardens and the river. One full bath on the first floor with a library/den and front entrance. There is a primary bedroom suite on the second level adjoining a screened porch and deck with views to the Tred Avon beyond. The views are extraordinary! In addition, there is a second bedroom and bath on this level.

$1,280,000

2 Beds ⋅ 3 Baths

Prime waterfront home in Oxford’s beautiful historic district, faces west overlooking the Tred Avon River. Offering the best in Oxford waterfront with prevailing SW summer breezes, fantastic year-round sunsets, a long dock, patio, old growth large trees, extensive hardscape and off-street parking make this property unique. It has a carport and is located on a significant tree-lined street and lies with the “X” zone on the flood maps. On the first floor is an open, well equipped kitchen that opens to the great room with views overlooking the patio, gardens and the river. One full bath on the first floor with a library/den and front entrance. There is a primary bedroom suite on the second level adjoining a screened porch and deck with views to the Tred Avon beyond. The views are extraordinary! In addition, there is a second bedroom and bath on this level.

102 Tred Avon Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Tucked in a lovely Oxford location just steps from in-town amenities, this completely redone 4 bedroom, 3.5-bath residence offers quaint Eastern Shore living with exceptional charm and flexibility. The light-filled main home features a formal dining room, private office/bedroom, inviting family room with gas fireplace and wet bar with custom built-ins, and a top-of-the-line gourmet kitchen with cathedral ceiling, generous cabinetry, center island, and an adjacent mudroom with additional appliances. Upstairs, the spacious primary suite overlooks the beautifully landscaped rear grounds , pool and features vaulted ceilings, custom built-ins, and a walk-in closet. There is a comfortable guest bedroom and full bath. Outdoor living features a fabulous rear deck overlooking an in-ground swimming pool and manicured gardens—perfect for entertaining or quiet relaxation. A separate guest cottage with murphy bed, full bath and kitchenette adds even more versatility, ideal for guests, extended stays, or a private retreat. Only a couple blocks to town owned waterfront, shops, restaurants, parks, marinas and the local market. Move in ready home.

$1,270,000

Tucked in a lovely Oxford location just steps from in-town amenities, this completely redone 4 bedroom, 3.5-bath residence offers quaint Eastern Shore living with exceptional charm and flexibility. The light-filled main home features a formal dining room, private office/bedroom, inviting family room with gas fireplace and wet bar with custom built-ins, and a top-of-the-line gourmet kitchen with cathedral ceiling, generous cabinetry, center island, and an adjacent mudroom with additional appliances. Upstairs, the spacious primary suite overlooks the beautifully landscaped rear grounds , pool and features vaulted ceilings, custom built-ins, and a walk-in closet. There is a comfortable guest bedroom and full bath. Outdoor living features a fabulous rear deck overlooking an in-ground swimming pool and manicured gardens—perfect for entertaining or quiet relaxation. A separate guest cottage with murphy bed, full bath and kitchenette adds even more versatility, ideal for guests, extended stays, or a private retreat. Only a couple blocks to town owned waterfront, shops, restaurants, parks, marinas and the local market. Move in ready home.

103 Tred Avon Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Compass.

$1,025,000

A lovely waterfront home located in Sailors Retreat. Three bedrooms and two and half baths. primary bedroom, sunroom, and family room have a beautiful view of Island Creek. Nice deck and patio for relaxing Two car garage with walk upstairs to the attic. The dock can accommodate two boats with a water depth of 3'-4' MLW. Buyer must verify the water depth

3 Beds ⋅ 2 Baths

A lovely waterfront home located in Sailors Retreat. Three bedrooms and two and half baths. primary bedroom, sunroom, and family room have a beautiful view of Island Creek. Nice deck and patio for relaxing Two car garage with walk upstairs to the attic. The dock can accommodate two boats with a water depth of 3'-4' MLW. Buyer must verify the water depth

4752 Sailors Retreat Rd, Oxford

Listing courtesy of Meredith Fine Properties. Contact:

US RT 1 and Rt 10 interchange. 2.1 acre +/- site available for commercial use. Approximately 300' From Route 1 Bypass Ramps. Excellent visibility & traffic count. property situated on route to Walmart shopping center. Commercial Building has many possibilities as well. 4600 S.F. steel structure, 2 Heat Pumps. . Route 10 Road Frontage Is 175'. Public Sewer, on site well. Opportunity to lease or purchase.

$900,000

309 Limestone Rd, Oxford

Listing courtesy of BHHS Fox & Roach-Kennett Sq. Contact:

Selling Office: BHHS Fox & Roach-Jennersville.

$875,000

This charming Victorian house is located in the Historic District of Oxford and has resided with the current owner for several decades. A front porch overlooks a beautifully landscaped garden and lawn while the rear lawn is surrounded by gardens for beauty and privacy. A stunning water fountain with trickling water works perfectly for a quiet time on the sun porch or the second floor deck with sliding shades for the late afternoon sun. A garden shed/shop and a single car garage with a studio/apartment on the second floor round out this beautifully decorated home. A full size modern kitchen with top of the line appliances, dining room, and formal living room are on the first floor. Three bedrooms and two modern baths are located on the second floor. The house enjoys the benefits of a geothermal well system, 9’ ceilings and two fireplaces. The garage and garden shed are accessed by an alley which also allows for additional off street parking, a rarity in the Historic District. All of this sits on high ground in the “X” flood zone. Enjoy easy access to local shops, restaurants, the waterfront park, Oxford Market, and the beloved Scottish Highland Creamery.

3 Beds ⋅ 3 Baths

This charming Victorian house is located in the Historic District of Oxford and has resided with the current owner for several decades. A front porch overlooks a beautifully landscaped garden and lawn while the rear lawn is surrounded by gardens for beauty and privacy. A stunning water fountain with trickling water works perfectly for a quiet time on the sun porch or the second floor deck with sliding shades for the late afternoon sun. A garden shed/shop and a single car garage with a studio/apartment on the second floor round out this beautifully decorated home. A full size modern kitchen with top of the line appliances, dining room, and formal living room are on the first floor. Three bedrooms and two modern baths are located on the second floor. The house enjoys the benefits of a geothermal well system, 9’ ceilings and two fireplaces. The garage and garden shed are accessed by an alley which also allows for additional off street parking, a rarity in the Historic District. All of this sits on high ground in the “X” flood zone. Enjoy easy access to local shops, restaurants, the waterfront park, Oxford Market, and the beloved Scottish Highland Creamery.

226 S Morris St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Welcome to Wicklow Heights, a community built by award-winning Cedar Knoll Builders. Offering 69 thoughtfully designed lots ranging from .21 to .40 acres, this neighborhood is a rare find, with most homesites backing to peaceful open space-perfect for enjoying those "post-card perfect" sunsets. The Braeburn starts at 2,879 sq. ft. of living space. The Braeburn is the ultimate blend of beauty and functionality. The main level features a dedicated study and an additional flex room—perfect for a second office, hobby room, or formal dining room. The heart of the home is an expansive, open-concept kitchen, breakfast area, and great room built for entertaining. Start your mornings with coffee on the charming front porch and end your day with the convenience of an upper-level laundry room. Add more space with a morning room, bump outs, or a screened in porch. Wicklow Heights is serviced by public water, public sewer, and natural gas. Located just minutes from the Rt 1 bypass, Wicklow Heights offers a perfect location for local commuters.

370 Wickmere Street #C- Braeburn, Oxford

$867,620

Welcome to Wicklow Heights, a community built by award-winning Cedar Knoll Builders. Offering 69 thoughtfully designed lots ranging from .21 to .40 acres, this neighborhood is a rare find, with most homesites backing to peaceful open space-perfect for enjoying those "post-card perfect" sunsets. The Braeburn starts at 2,879 sq. ft. of living space. The Braeburn is the ultimate blend of beauty and functionality. The main level features a dedicated study and an additional flex room—perfect for a second office, hobby room, or formal dining room. The heart of the home is an expansive, open-concept kitchen, breakfast area, and great room built for entertaining. Start your mornings with coffee on the charming front porch and end your day with the convenience of an upper-level laundry room. Add more space with a morning room, bump outs, or a screened in porch. Wicklow Heights is serviced by public water, public sewer, and natural gas. Located just minutes from the Rt 1 bypass, Wicklow Heights offers a perfect location for local commuters.

370 Wickmere Street #C- Braeburn, Oxford

Listing courtesy of Beiler-Campbell Realtors-Oxford. Contact:

Selling Office: Compass.

$729,000

Welcome to 275 Bentley Dr — a rare opportunity to enjoy upscale, newer one-floor living in a peaceful golf course setting. Built in 2023 by Cedar Knoll Builders, this beautifully designed custom home is tucked away on a quiet cul-de-sac street of just 11 homes, surrounded by the scenic fairways and rolling countryside of Wyncote Golf Club. Offering the perfect blend of luxury, comfort, and long-term value, this home is ideal for buyers seeking an easier lifestyle without sacrificing space or quality. Perfectly positioned on a desirable 1.1 acre lot, the Amelia model offers timeless curb appeal with extensive landscaping, HardiePlank siding, stone accents, a 40-year roof, double-hung tilt & pull-out windows, and an oversized insulated garage. Outdoor living is just as impressive with a private screened porch and adjoining paver patio—perfect for relaxing evenings, entertaining guests, or simply enjoying the peaceful views. Inside, the open-concept layout was thoughtfully designed for everyday functionality and effortless entertaining. Luxury vinyl plank flooring flows throughout the home, while oversized windows fill the space with natural light and showcase the surrounding countryside. The gourmet kitchen serves as the heart of the home and features abundant cabinetry, stainless GE appliances with gas cooking, quartz and granite countertops, tile backsplash, a walk-in pantry, and an oversized island with seating—ideal for gatherings both large and small. The adjoining family room offers a warm and inviting atmosphere with a wood-burning fireplace and beautiful rear views. Privately tucked away at the back of the home, the spacious primary suite creates a peaceful retreat featuring tranquil views and a luxurious bath with a frameless glass tile shower. Designed with flexibility in mind, the home also includes two additional bedrooms, a full hall bath, and a versatile study with custom built-in bookcases that can easily function as a home office, library, den, or formal dining room depending on your lifestyle needs. A convenient main-floor laundry room with utility sink adds to the ease of one-floor living. The partially finished basement expands the possibilities even further with a guest powder room, a large unfinished storage area, and excellent potential for future finishing—whether you envision a home gym, media room, workshop, guest suite, or additional living space down the road. Major systems include a high-efficiency Carrier natural gas HVAC system, adding long-term efficiency and peace of mind. Upscale, newer one-story homes on beautiful one-acre lots are incredibly difficult to find—especially in a setting this private and picturesque. 275 Bentley Dr offers the rare combination of luxury, flexibility, low-maintenance living, and long-term value that today’s buyers are searching for. Don’t miss this opportunity to enjoy the lifestyle you’ve been waiting for.

3 Beds ⋅ 3 Baths

Welcome to 275 Bentley Dr — a rare opportunity to enjoy upscale, newer one-floor living in a peaceful golf course setting. Built in 2023 by Cedar Knoll Builders, this beautifully designed custom home is tucked away on a quiet cul-de-sac street of just 11 homes, surrounded by the scenic fairways and rolling countryside of Wyncote Golf Club. Offering the perfect blend of luxury, comfort, and long-term value, this home is ideal for buyers seeking an easier lifestyle without sacrificing space or quality. Perfectly positioned on a desirable 1.1 acre lot, the Amelia model offers timeless curb appeal with extensive landscaping, HardiePlank siding, stone accents, a 40-year roof, double-hung tilt & pull-out windows, and an oversized insulated garage. Outdoor living is just as impressive with a private screened porch and adjoining paver patio—perfect for relaxing evenings, entertaining guests, or simply enjoying the peaceful views. Inside, the open-concept layout was thoughtfully designed for everyday functionality and effortless entertaining. Luxury vinyl plank flooring flows throughout the home, while oversized windows fill the space with natural light and showcase the surrounding countryside. The gourmet kitchen serves as the heart of the home and features abundant cabinetry, stainless GE appliances with gas cooking, quartz and granite countertops, tile backsplash, a walk-in pantry, and an oversized island with seating—ideal for gatherings both large and small. The adjoining family room offers a warm and inviting atmosphere with a wood-burning fireplace and beautiful rear views. Privately tucked away at the back of the home, the spacious primary suite creates a peaceful retreat featuring tranquil views and a luxurious bath with a frameless glass tile shower. Designed with flexibility in mind, the home also includes two additional bedrooms, a full hall bath, and a versatile study with custom built-in bookcases that can easily function as a home office, library, den, or formal dining room depending on your lifestyle needs. A convenient main-floor laundry room with utility sink adds to the ease of one-floor living. The partially finished basement expands the possibilities even further with a guest powder room, a large unfinished storage area, and excellent potential for future finishing—whether you envision a home gym, media room, workshop, guest suite, or additional living space down the road. Major systems include a high-efficiency Carrier natural gas HVAC system, adding long-term efficiency and peace of mind. Upscale, newer one-story homes on beautiful one-acre lots are incredibly difficult to find—especially in a setting this private and picturesque. 275 Bentley Dr offers the rare combination of luxury, flexibility, low-maintenance living, and long-term value that today’s buyers are searching for. Don’t miss this opportunity to enjoy the lifestyle you’ve been waiting for.

275 Bentley Dr, Oxford

Listing courtesy of Beiler-Campbell Realtors-Kennett Square. Contact:

Selling Office: Integrity Real Estate.

$715,000

Escape to serenity! Tucked away at the end of a long, private drive, this classic 4-bedroom, 2.5-bath Colonial sanctuary offers the perfect blend of traditional elegance and outdoor adventure. Situated on 8 sprawling acres with a tranquil stream, this is the rare Oxford property you’ve been waiting for. Enjoy seclusion without sacrificing convenience. This home features sun drenched interiors with a flex space perfect for a home office or 5th bedroom. The primary suite features a large walk in closet and bonus room. The bright walkout basement is already drywalled and framed with windows- perfect for a future in-law suite, gym, or home theater. Sip coffee on the wraparound porch and enjoy beautiful sunrises and sunsets! Host summer parties on the large rear deck and enjoy the Kayak pool. Whether you’re looking for a hobby farm, a workspace, or a peaceful retreat, this estate delivers. Hitting the market soon! For video tour search YouTube for "684 Waterway Rd Tour"

Escape to serenity! Tucked away at the end of a long, private drive, this classic 4-bedroom, 2.5-bath Colonial sanctuary offers the perfect blend of traditional elegance and outdoor adventure. Situated on 8 sprawling acres with a tranquil stream, this is the rare Oxford property you’ve been waiting for. Enjoy seclusion without sacrificing convenience. This home features sun drenched interiors with a flex space perfect for a home office or 5th bedroom. The primary suite features a large walk in closet and bonus room. The bright walkout basement is already drywalled and framed with windows- perfect for a future in-law suite, gym, or home theater. Sip coffee on the wraparound porch and enjoy beautiful sunrises and sunsets! Host summer parties on the large rear deck and enjoy the Kayak pool. Whether you’re looking for a hobby farm, a workspace, or a peaceful retreat, this estate delivers. Hitting the market soon! For video tour search YouTube for "684 Waterway Rd Tour"

684 Waterway Rd, Oxford

Listing courtesy of Beiler-Campbell Realtors-Oxford. Contact:

Selling Office: Realty One Group Restore.

$676,145

This Limerick floorplan is available to be built at The Meadows at Wicklow 55+ Community. Visit our model homes during our weekly Open House; Wednesday through Saturday from 12-5pm. The Meadows at Wicklow offers 5 floorplans to build. The Limerick model is a timeless, one-level, three bedroom ranch home, which offers homeowners the convenience of main floor living with an open concept floor plan. What we love most about the Limerick plan is that by itself, the plan boasts all the necessities. Moreover, this home can be a real charmer with customized optional built-ins in your laundry room, kitchen and great room areas. Not to mention, the ability to grow this 1,660 sq. ft. home with optional morning room addition and optional screen porch addition leave the Limerick plan to be desired. Contact site agents for current builder incentives. Terms and Conditions apply. Directions: Please use google maps address 2647 Baltimore Pike, Oxford, PA 19363

3 Beds ⋅ 2 Baths

This Limerick floorplan is available to be built at The Meadows at Wicklow 55+ Community. Visit our model homes during our weekly Open House; Wednesday through Saturday from 12-5pm. The Meadows at Wicklow offers 5 floorplans to build. The Limerick model is a timeless, one-level, three bedroom ranch home, which offers homeowners the convenience of main floor living with an open concept floor plan. What we love most about the Limerick plan is that by itself, the plan boasts all the necessities. Moreover, this home can be a real charmer with customized optional built-ins in your laundry room, kitchen and great room areas. Not to mention, the ability to grow this 1,660 sq. ft. home with optional morning room addition and optional screen porch addition leave the Limerick plan to be desired. Contact site agents for current builder incentives. Terms and Conditions apply. Directions: Please use google maps address 2647 Baltimore Pike, Oxford, PA 19363

230 Buckingham St, Oxford

Listing courtesy of Beiler-Campbell Realtors-Oxford. Contact:

Selling Office: BHHS Fox & Roach-Media.

$665,000

Welcome to this extensively upgraded Mayberry model in the desirable Century Oak community, situated on a premium 1+ acre homesite with PUBLIC Water and Sewer! Offering the benefits of newer construction without the extended build timeline, upgrade selection process, added expense, or post-construction projects, this meticulously maintained home has been thoughtfully customized throughout with over $245,000 in builder upgrades and enhancements. Far from a standard builder-grade home, this property offers a level of finish, comfort, and functionality rarely found in comparable new construction. From the moment you arrive, the expanded driveway, side-load garage, professional landscaping, decorative stonework, upgraded hardscaping, and full-property irrigation system immediately set this home apart. Inside, 9’ first-floor ceilings, upgraded trim work, solid-core doors, hardwood flooring, recessed lighting, and custom built-in cabinetry surrounding the gas fireplace create a warm yet elevated feel throughout the main living spaces. The gourmet kitchen was designed to be both beautiful and functional, featuring upgraded painted cabinetry, granite countertops, an oversized center island, premium appliance package, under-cabinet lighting, and expanded storage. The open-concept layout flows seamlessly into the main gathering spaces, making the home equally suited for everyday living and entertaining. The spacious primary suite offers hardwood flooring, tray ceiling, luxury tiled walk-in shower, granite vanity, and upgraded fixtures. The second floor also features a spacious bonus room with a large walk-in closet, offering ideal flexibility as a potential 4th bedroom, guest suite, home office, or recreation space. The first floor also includes a laundry room, powder room, and practical mudroom-style drop zone area designed for everyday convenience and organization. Outdoor living was clearly prioritized with a beautifully designed 3-season room with windows, TimberTech composite deck, custom paver patio and walkways, landscape lighting, decorative stone landscaping, and a direct gas connection for outdoor grilling. The included gas grill allows for effortless outdoor entertaining with no propane tanks required. The walk-up basement features 9’ foundation walls, insulation, plumbing rough-in for a future bathroom, and is already prepped for finishing, offering exceptional potential for expanded living space, recreation, fitness, or multi-generational use. Additional upgrades include a whole-house Generac generator, tankless water heater, two-zone HVAC, insulated side-load garage with upgraded storage shelving system, and expanded driveway for additional parking and functionality. Lightly lived in and exceptionally maintained, this is a rare opportunity to own a truly move-in ready luxury property where the hard work, expense, and customization have already been completed for you.

Welcome to this extensively upgraded Mayberry model in the desirable Century Oak community, situated on a premium 1+ acre homesite with PUBLIC Water and Sewer! Offering the benefits of newer construction without the extended build timeline, upgrade selection process, added expense, or post-construction projects, this meticulously maintained home has been thoughtfully customized throughout with over $245,000 in builder upgrades and enhancements. Far from a standard builder-grade home, this property offers a level of finish, comfort, and functionality rarely found in comparable new construction. From the moment you arrive, the expanded driveway, side-load garage, professional landscaping, decorative stonework, upgraded hardscaping, and full-property irrigation system immediately set this home apart. Inside, 9’ first-floor ceilings, upgraded trim work, solid-core doors, hardwood flooring, recessed lighting, and custom built-in cabinetry surrounding the gas fireplace create a warm yet elevated feel throughout the main living spaces. The gourmet kitchen was designed to be both beautiful and functional, featuring upgraded painted cabinetry, granite countertops, an oversized center island, premium appliance package, under-cabinet lighting, and expanded storage. The open-concept layout flows seamlessly into the main gathering spaces, making the home equally suited for everyday living and entertaining. The spacious primary suite offers hardwood flooring, tray ceiling, luxury tiled walk-in shower, granite vanity, and upgraded fixtures. The second floor also features a spacious bonus room with a large walk-in closet, offering ideal flexibility as a potential 4th bedroom, guest suite, home office, or recreation space. The first floor also includes a laundry room, powder room, and practical mudroom-style drop zone area designed for everyday convenience and organization. Outdoor living was clearly prioritized with a beautifully designed 3-season room with windows, TimberTech composite deck, custom paver patio and walkways, landscape lighting, decorative stone landscaping, and a direct gas connection for outdoor grilling. The included gas grill allows for effortless outdoor entertaining with no propane tanks required. The walk-up basement features 9’ foundation walls, insulation, plumbing rough-in for a future bathroom, and is already prepped for finishing, offering exceptional potential for expanded living space, recreation, fitness, or multi-generational use. Additional upgrades include a whole-house Generac generator, tankless water heater, two-zone HVAC, insulated side-load garage with upgraded storage shelving system, and expanded driveway for additional parking and functionality. Lightly lived in and exceptionally maintained, this is a rare opportunity to own a truly move-in ready luxury property where the hard work, expense, and customization have already been completed for you.

329 Century Oak Dr, Oxford

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: SERHANT PENNSYLVANIA LLC.

$663,000

Located just outside Oxford’s Historic District, this immaculate four bedroom home with three and a half baths needs nothing. Move in ready in a quiet neighborhood on a beautifully landscaped lot, there is a two car garage, a large Amish built shed with two upper storage lofts and private rear yard. Stainless appliances, primary bedroom with two walk-in California closets and beautiful bathrooms with porcelain tile. The house underwent a significant update in 2019-2020. There is an encapsulated crawl space and beautiful brick fireplace with glass doors. Freshly painted, the house is bright, warm and inviting. The honey colored old pine floors are beautiful, adding to the warmth. Floors throughout the house are either wood or porcelain tile. This home is very close to several marinas and restaurants, and most importantly, Oxford’s famous ice cream shop. Call for an appointment before this one slips away.

Located just outside Oxford’s Historic District, this immaculate four bedroom home with three and a half baths needs nothing. Move in ready in a quiet neighborhood on a beautifully landscaped lot, there is a two car garage, a large Amish built shed with two upper storage lofts and private rear yard. Stainless appliances, primary bedroom with two walk-in California closets and beautiful bathrooms with porcelain tile. The house underwent a significant update in 2019-2020. There is an encapsulated crawl space and beautiful brick fireplace with glass doors. Freshly painted, the house is bright, warm and inviting. The honey colored old pine floors are beautiful, adding to the warmth. Floors throughout the house are either wood or porcelain tile. This home is very close to several marinas and restaurants, and most importantly, Oxford’s famous ice cream shop. Call for an appointment before this one slips away.

102 Jacks Point Rd, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

*BRAND NEW PHASE!!* Welcome to Sycamore Crossing - Custom New Construction community in the heart of Oxford Borough. The new Model has been completed featuring a beautiful oak tread staircase and tiled Primary Bath Shower. This fantastic community is the best value in the area...SAI Custom Builder uses standard high-end finishes in these fully customizable Single Family Homes! The options for your home are limitless and our team is happy to help you custom design your new home to fit your lifestyle. you can choose 1, 2, or 2 story floor plans totaling up to as much as 3,600 square feet, and from 1-5 bedrooms with an optional First Floor Master Suite. High-End Finishes include Granite/Quartz Countertops and Stainless Steel Appliances, double-hung windows and high-end LVP flooring throughout the First Floor. These homes have Full Basements and 2-Car Garages as well. **Take advantage of the special financing available through the builders lender. Offering 3% down, and no PMI, saving your buyer $300+- per month in their payment!** Rarely does such an amazing opportunity present itself! Floor plans, photos and elevations shown may not coincide with the actual model.

$659,929

*BRAND NEW PHASE!!* Welcome to Sycamore Crossing - Custom New Construction community in the heart of Oxford Borough. The new Model has been completed featuring a beautiful oak tread staircase and tiled Primary Bath Shower. This fantastic community is the best value in the area...SAI Custom Builder uses standard high-end finishes in these fully customizable Single Family Homes! The options for your home are limitless and our team is happy to help you custom design your new home to fit your lifestyle. you can choose 1, 2, or 2 story floor plans totaling up to as much as 3,600 square feet, and from 1-5 bedrooms with an optional First Floor Master Suite. High-End Finishes include Granite/Quartz Countertops and Stainless Steel Appliances, double-hung windows and high-end LVP flooring throughout the First Floor. These homes have Full Basements and 2-Car Garages as well. **Take advantage of the special financing available through the builders lender. Offering 3% down, and no PMI, saving your buyer $300+- per month in their payment!** Rarely does such an amazing opportunity present itself! Floor plans, photos and elevations shown may not coincide with the actual model.

126 Trinity Dr, Oxford

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: EXP Realty, LLC.

$655,000

Country club living at it's finest! Welcome to this beautiful home located in the ever-popular Wyncote community! This home has been lovingly cared for and ready for it's new owner. As you approach the home you will notice the lovely yard and lot on which it stands. The colonial, cape exterior is such a classic look for your new home. The driveway is nice a roomy for pulling into the home and the three-car garage is just perfect for your family needs. The owner performed a pre-list stucco inspection and re mediated the stucco issues for you to enjoy too. The front of the home had no issues, but the owner replaced the other three sides of the home with Hardi Plank! Step inside to a nice sized foyer and notice the hardwood floors everywhere. To the left is a living room/sitting room which adjoins the family room in front of you. What a great layout for entertaining! The family room has a gorgeous wood paneled wall with a fire place. And there is a wall of windows to let an abundance of light into the room. The kitchen sits just off of the family room so it is truly the center of the home! The island is situated for daily prep work or for presenting food for a party. And the extremely long breakfast room is the most beautiful room to sit in for your daily meals. There is a french door out to a screened in deck. I'll be you'll spend hours in this tranquil spot! Take your morning coffee or your evening cocktail to the covered deck and let hustle and bustle of the world leave your mind. The first-floor primary bedroom is very large and has two big walk-in closets. The primary bath is huge! There are two separate sinks, a soaking tub, shower stall with a bench and a separate toilet closet. On the other side of the home there is a full bath with a bedroom on the left and on the right (or you can use it as an office like the current owner). The laundry room completes the main floor. Upstairs is perfect for an adult child or for guest as it is quite private. There is a full bath and a bedroom as well a large storage closet on the second floor. Need more space? Head to the basement where you find another bedroom/craft room/office/flex space with an adjoining full bath. There is a great room/second family room along with a bar area with tons of cabinetry and a second refrigerator. There are doors from this area out to a beautiful patio overlooking the back yard. There is a huge storage area in the basement too. This basement seems to go on forever! And there are double doors from the unfinished area of the basement out to the back yard. What an easy way to bring in your patio furniture for the winter! All of this just off of Rt 1 and next to the Wyncote Golf Course. Come and see the best of both worlds... country living with quick access to major roadways, shopping and restaurants. Welcome home!

5 Beds ⋅ 4 Baths

Country club living at it's finest! Welcome to this beautiful home located in the ever-popular Wyncote community! This home has been lovingly cared for and ready for it's new owner. As you approach the home you will notice the lovely yard and lot on which it stands. The colonial, cape exterior is such a classic look for your new home. The driveway is nice a roomy for pulling into the home and the three-car garage is just perfect for your family needs. The owner performed a pre-list stucco inspection and re mediated the stucco issues for you to enjoy too. The front of the home had no issues, but the owner replaced the other three sides of the home with Hardi Plank! Step inside to a nice sized foyer and notice the hardwood floors everywhere. To the left is a living room/sitting room which adjoins the family room in front of you. What a great layout for entertaining! The family room has a gorgeous wood paneled wall with a fire place. And there is a wall of windows to let an abundance of light into the room. The kitchen sits just off of the family room so it is truly the center of the home! The island is situated for daily prep work or for presenting food for a party. And the extremely long breakfast room is the most beautiful room to sit in for your daily meals. There is a french door out to a screened in deck. I'll be you'll spend hours in this tranquil spot! Take your morning coffee or your evening cocktail to the covered deck and let hustle and bustle of the world leave your mind. The first-floor primary bedroom is very large and has two big walk-in closets. The primary bath is huge! There are two separate sinks, a soaking tub, shower stall with a bench and a separate toilet closet. On the other side of the home there is a full bath with a bedroom on the left and on the right (or you can use it as an office like the current owner). The laundry room completes the main floor. Upstairs is perfect for an adult child or for guest as it is quite private. There is a full bath and a bedroom as well a large storage closet on the second floor. Need more space? Head to the basement where you find another bedroom/craft room/office/flex space with an adjoining full bath. There is a great room/second family room along with a bar area with tons of cabinetry and a second refrigerator. There are doors from this area out to a beautiful patio overlooking the back yard. There is a huge storage area in the basement too. This basement seems to go on forever! And there are double doors from the unfinished area of the basement out to the back yard. What an easy way to bring in your patio furniture for the winter! All of this just off of Rt 1 and next to the Wyncote Golf Course. Come and see the best of both worlds... country living with quick access to major roadways, shopping and restaurants. Welcome home!

267 Wyncote Dr, Oxford

Listing courtesy of Weichert, Realtors - Cornerstone. Contact:

Selling Office: Compass Pennsylvania, LLC.

$652,866

*BRAND NEW PHASE!!* Welcome to Sycamore Crossing - Custom New Construction community in the heart of Oxford Borough. The new Model has been completed featuring a beautiful oak tread staircase and tiled Primary Bath Shower. This fantastic community is the best value in the area...SAI Custom Builder uses standard high-end finishes in these fully customizable Single Family Homes! The options for your home are limitless and our team is happy to help you custom design your new home to fit your lifestyle. you can choose 1, 2, or 2 story floor plans totaling up to as much as 3,600 square feet, and from 1-5 bedrooms with an optional First Floor Master Suite. High-End Finishes include Granite/Quartz Countertops and Stainless Steel Appliances, double-hung windows and high-end LVP flooring throughout the First Floor. These homes have Full Basements and 2-Car Garages as well. **Take advantage of the special financing available through the builders lender. Offering 3% down, and no PMI, saving your buyer $300+- per month in their payment!** Rarely does such an amazing opportunity present itself! Floor plans, photos and elevations shown may not coincide with the actual model.

*BRAND NEW PHASE!!* Welcome to Sycamore Crossing - Custom New Construction community in the heart of Oxford Borough. The new Model has been completed featuring a beautiful oak tread staircase and tiled Primary Bath Shower. This fantastic community is the best value in the area...SAI Custom Builder uses standard high-end finishes in these fully customizable Single Family Homes! The options for your home are limitless and our team is happy to help you custom design your new home to fit your lifestyle. you can choose 1, 2, or 2 story floor plans totaling up to as much as 3,600 square feet, and from 1-5 bedrooms with an optional First Floor Master Suite. High-End Finishes include Granite/Quartz Countertops and Stainless Steel Appliances, double-hung windows and high-end LVP flooring throughout the First Floor. These homes have Full Basements and 2-Car Garages as well. **Take advantage of the special financing available through the builders lender. Offering 3% down, and no PMI, saving your buyer $300+- per month in their payment!** Rarely does such an amazing opportunity present itself! Floor plans, photos and elevations shown may not coincide with the actual model.

165 Trinity Dr, Oxford

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Foraker Realty Co..

$639,900

Welcome to 206 Crimson Drive in the Autumn Hills neighborhood, located in Southern Chester County within the Oxford Area School District. Set on a picturesque one-acre corner home site with a tree-lined driveway, this well-maintained property offers updated living spaces, exceptional outdoor amenities, and room to spread out inside and out. Step inside to a two-story foyer with a turned staircase and Luxury Vinyl Plank flooring throughout the first floor. The open floor plan features a remodeled eat-in kitchen (2017) that opens to the spacious family room with a gas fireplace, creating an ideal layout for everyday living and entertaining. The first floor also includes a convenient laundry room, mudroom, and powder room. The entire interior has been freshly painted, making this home truly move-in ready. The second floor offers four bedrooms and two full baths, including the spacious primary suite with a very spacious walk-in closet, soaking tub, and separate shower. The finished walkout lower level expands the living space with a recreation area, an additional bedroom, full bath, and direct access to the lower patio, providing flexible space for guests, hobbies, a home office, or other uses. Outdoor living is just as impressive. Enjoy the large fenced backyard featuring a spacious deck that steps down to a patio, a gazebo, and storage shed. A three-car garage provides plenty of room for vehicles, hobbies, and storage. Additional updates include a new roof (2016), remodeled kitchen (2017), new siding (2018), newer HVAC, and owned Tesla solar panels (see separate document for details). Conveniently located near shopping, dining, parks, and major commuting routes, this home offers the perfect combination of space, updates, and location.

5 Beds ⋅ 4 Baths

Welcome to 206 Crimson Drive in the Autumn Hills neighborhood, located in Southern Chester County within the Oxford Area School District. Set on a picturesque one-acre corner home site with a tree-lined driveway, this well-maintained property offers updated living spaces, exceptional outdoor amenities, and room to spread out inside and out. Step inside to a two-story foyer with a turned staircase and Luxury Vinyl Plank flooring throughout the first floor. The open floor plan features a remodeled eat-in kitchen (2017) that opens to the spacious family room with a gas fireplace, creating an ideal layout for everyday living and entertaining. The first floor also includes a convenient laundry room, mudroom, and powder room. The entire interior has been freshly painted, making this home truly move-in ready. The second floor offers four bedrooms and two full baths, including the spacious primary suite with a very spacious walk-in closet, soaking tub, and separate shower. The finished walkout lower level expands the living space with a recreation area, an additional bedroom, full bath, and direct access to the lower patio, providing flexible space for guests, hobbies, a home office, or other uses. Outdoor living is just as impressive. Enjoy the large fenced backyard featuring a spacious deck that steps down to a patio, a gazebo, and storage shed. A three-car garage provides plenty of room for vehicles, hobbies, and storage. Additional updates include a new roof (2016), remodeled kitchen (2017), new siding (2018), newer HVAC, and owned Tesla solar panels (see separate document for details). Conveniently located near shopping, dining, parks, and major commuting routes, this home offers the perfect combination of space, updates, and location.

206 Crimson Dr, Oxford

Listing courtesy of Beiler-Campbell Realtors-Avondale. Contact:

Selling Office: Compass Pennsylvania, LLC.

$639,000

Nestled in a peaceful setting, this thoughtfully renovated home blends modern comfort with Eastern Shore charm. Move-in ready and designed for easy living, the home features a welcoming wraparound porch and a spacious screened porch—perfect for relaxing and enjoying the sights and sounds of nature. During the renovation, all major mechanical systems and the water and sewer lines—including both interior lines and street connections—were replaced. A new heat pump, air conditioning unit, and all associated ductwork were also installed. The home also offers an encapsulated crawl space, foam insulation in the walls and attic rafters, and attic decking for added storage. The beautifully updated kitchen features under-cabinet lighting, illuminated cabinet drawers, and quality countertops, creating both style and functionality. Additional upgrades include vinyl siding, energy-efficient windows, and a Rinnai propane gas water heater. The cooktop and clothes dryer are also propane-powered. For added peace of mind, the former oil tank was removed and the site passed all contamination testing. Notable features include a remote-controlled shade in the living room and numerous energy-efficient improvements throughout the home. The detached shed/garage was installed a few years before the home renovation and includes full electrical service. Situated on a quiet corner lot with convenient access to a west-facing beach, this property offers the perfect setting to enjoy beautiful sunset views and the relaxed lifestyle of Maryland’s Eastern Shore.

3 Beds ⋅ 2 Baths

Nestled in a peaceful setting, this thoughtfully renovated home blends modern comfort with Eastern Shore charm. Move-in ready and designed for easy living, the home features a welcoming wraparound porch and a spacious screened porch—perfect for relaxing and enjoying the sights and sounds of nature. During the renovation, all major mechanical systems and the water and sewer lines—including both interior lines and street connections—were replaced. A new heat pump, air conditioning unit, and all associated ductwork were also installed. The home also offers an encapsulated crawl space, foam insulation in the walls and attic rafters, and attic decking for added storage. The beautifully updated kitchen features under-cabinet lighting, illuminated cabinet drawers, and quality countertops, creating both style and functionality. Additional upgrades include vinyl siding, energy-efficient windows, and a Rinnai propane gas water heater. The cooktop and clothes dryer are also propane-powered. For added peace of mind, the former oil tank was removed and the site passed all contamination testing. Notable features include a remote-controlled shade in the living room and numerous energy-efficient improvements throughout the home. The detached shed/garage was installed a few years before the home renovation and includes full electrical service. Situated on a quiet corner lot with convenient access to a west-facing beach, this property offers the perfect setting to enjoy beautiful sunset views and the relaxed lifestyle of Maryland’s Eastern Shore.

903 S Morris St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: