Refine Search
Map
Sort by
$2,795,000
4 Beds ⋅ 4 Baths
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.

$1,800,000
4 Beds ⋅ 4 Baths
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
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:

Selling Office: Benson & Mangold, LLC.

$1,664,000
5 Beds ⋅ 5 Baths
One of the area's most spectacular and widely admired homes! A rare opportunity to acquire a true Estate caliber property in highly sought after Oxford on the Potomac, a premier community in prime location in the heart of Mount Vernon. The home offers over 7,000 sq ft of luxury from its custom quality trim detail to its stunning white brick exterior. The elegance and grand room sizes of the original home have been enhanced by a breathtaking octagonal family room/atrium featuring a dramatic 20ft ceiling and glass walls overlooking yard and pool scene. The half acre grounds provide room for spacious pool/decking and large grassy area in rear yard. The home's interior and exterior flow smoothly to provide the ultimate opportunity for entertaining and every day luxurious living! More than ample parking provided by true oversized three car garage and large driveway. The home's status is enhanced by its commanding presence on elevated lot with circle drive. This custom home provides a unique opportunity to enjoy a luxury resort like lifestyle. Vacation at home every day!

9498 Lynnhall Pl, Alexandria

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Unrepresented.

$1,650,000
5 Beds ⋅ 5 Baths
This charming cape cod is located in Oxford on Town Creek just outside the Historic District on a quiet dead end street. Downstairs is a home office (with full bath, could also be used as a primary), a built-in bar, cozy den with gas fireplace, bright sunroom and fabulous screened porch. Upstairs, freshly carpeted and painted, are four bedrooms and three full baths. The awning-covered deck just off the Primary gives the feeling of a tree house with expansive Creek views. In the backyard sits a waterside cottage, “The Boathouse,” with amazing breezes all summer and in the winter it’s a prime viewing spot for the spectacular Oxford Christmas Dock tree display. Got boats? The dock has 4 slips, one currently occupied by a floating dock (conveys). The fenced yard is perfect for your furry friends. The crawl space was recently encapsulated and the attic newly re-insulated (2025). This wonderful house has it all and is as charming as it gets.

111 First St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$1,625,000
4 Beds ⋅ 4 Baths
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.

$1,350,000
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:

Selling Office: Benson & Mangold, LLC.

$1,320,000
4 Beds ⋅ 4 Baths
Discover the charm of 213 S Morris Street, an exquisite residence nestled in Oxford, MD's historic district. Originally built in 1870 by a skilled shipwright, this home was meticulously restored with a "down to the studs" renovation, seamlessly blending historic charm with modern luxury. The property boasts a gated brick and river stone driveway, providing off-street parking. The property is fully enclosed by both a historic brick wall and an Oxford-style picket fence ensuring privacy. The grounds are professionally landscaped and irrigated for natural beauty and feature a large blue slate patio for outdoor living. The home features a separate heated and air-conditioned studio/office, perfect for creative pursuits or remote work. Inside, the beautifully decorated interior offers a primary bedroom (with en-suite bath) on the first floor and three additional bedrooms upstairs. With three bathrooms—including two on the second floor, one on the first, plus a powder room—comfort and convenience are paramount. Enjoy cozy evenings by one of the four gas fireplaces or entertain in the stunning family room with vaulted ceilings and clerestory windows that adjoins a gourmet kitchen equipped with a six-burner Wolf stove and top-of-the-line appliances. The home is bathed in natural light, with top-quality windows and doors, and features pristine pine floors throughout. It's a "happy house," radiating warmth and elegance, and its reproduction costs in today's market would far exceed the list price.

213 S Morris St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented Buyer Office.

$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:

Selling Office: Benson & Mangold, LLC.

$1,270,000
4 Beds ⋅ 4 Baths
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.

$1,045,000
4 Beds ⋅ 4 Baths
Located in one of the county’s most coveted areas along the Oxford Corridor, this 4-bedroom, 3.5-bathroom custom home offers a spacious layout with a flexible design for modern living. The open floor plan seamlessly connects the kitchen, dining area, and vaulted-ceiling living room with fireplace, creating a functional space ideal for everyday living and entertaining. The updated kitchen features stainless steel appliances, Silestone countertops, an island, and a breakfast nook. Just off the foyer, a private office with French doors provides a quiet workspace, and a formal dining room offers room for gatherings. The main-level primary suite includes two walk-in closets, two vanities, a soaking tub, a walk-in shower, and direct access to the back patio. Upstairs, an en-suite bedroom serves well as a second primary suite, along with two additional bedrooms and a large bonus or recreation room. A cozy sunroom overlooks the elaborate stone patio and outdoor fireplace, offering a peaceful view of the surrounding 2.6± acre property. In addition to the attached 2-car garage, the property includes an oversized detached equipment building—well-suited for boat restoration, woodworking, recreation, or storage. A deeded right of way provides direct water access to Boone Creek, perfect for kayaking or fishing.

26604 E Bonfield Rd, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$875,000
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:

Selling Office: Unrepresented.

$799,000
3 Beds ⋅ 2 Baths
Traditional historic Oxford house on high elevation in the center of the historic district. Completely renovated in 2009-10. Back half of house is all new construction, with historic elevations and appearance preserved. Fine, high quality, functional, spacious kitchen, for serious cooks. Aga 2-oven, 5-burner stove with broiler. Stainless steel Kitchen Aid appliances, well located. Large refrigerator (upper) - freezer (lower) with high capacity ice maker. Kitchen Aid dishwasher. Very extensive kitchen-dining room storage capacity in floor to ceiling custom hickory cabinets and 2 dining room pantries. 3 full bedrooms on 2nd floor with good closets, windows and light. Full bathrooms on 1st and 2nd floors with accessible showers and original claw foot tub on 2nd, good storage and very nice fixtures. Washer and dryer laundry on 2nd floor. 2 current home offices or study rooms on the 2nd floor. In addition, the 1st floor front (book) room and back (morning) room could be used for home offices. 1st floor rear family/morning room could be converted to 1st floor bedroom, if necessary. All new plumbing, electrical and HVAC systems. Geothermal wells for very efficient all-season heating, cooling and electrical operations, with these costs rising rapidly. Conditioned, masonry 48” high crawl space for HVAC and abundant storage. Established, well-maintained lawn, garden and trees. Continually refreshed plants, flowers and herbs. Period garden shed for tools, mower and storage. Fully fenced back and side yards, with traditional Oxford pickets. Re-roofed the main part of the house before the 2009-10 renovation. Enjoy amenities including Oxford's picturesque waterfront park, shops, restaurants and marinas.

206 N Morris St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$760,000
3 Beds ⋅ 4 Baths
406 South Morris Street is a lovely home located in the Historic District of Oxford. This home has 3 bedrooms each include en-suite baths. The layout of this home is smartly designed, and the owners describe it as “an easy home to love” and adore its location between Doc’s Sunset Grill, Pope's Tavern, the Scottish Highland Creamery, Town Park and the Pickle Ball Courts and more. In recent years they have lifted the home, remodeled two of the bathrooms, new dual level screened in porch adding to her ease of living, new stainless steel appliances and much more.

406 S Morris St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$670,000
2 Beds ⋅ 2 Baths
Oxford, Unique Carriage House sits on large, high lot, with plenty of off street parking. Located on the quiet side of Town, this 2-BR, 2-Bath house offers open living plan with views of Town Creek. Nestled in a Maritime Community, that offers a feeling of privacy but puts you close to Marinas and a short walk to the center of Town. This is the perfect weekend or retirement house, with the possibility of easy expansion on the lower floor for an additional bedroom or family room if desired. The separate detached shop offers storage for all your toys, or the possibility of conversion to a private apartment for even more room or additional family space. This house is move in ready.

103 Richardson St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Sharon Real Estate P.C..

$665,000
3 Beds ⋅ 3 Baths
Completely Remodeled Coastal Gem with Deeded Boat Slip. Located on a beautifully landscaped corner lot in a quiet cul-de-sac, this fully remodeled 3-bedroom, 2.5-bath single-family home offers 1,980 sq.ft. of thoughtfully designed living space on a generous 7,538 sq. ft. lot. The open-concept layout features bright, airy living spaces and a tastefully updated kitchen with modern cabinetry, leathered granite countertops, and stainless-steel appliances—perfect for everyday living and entertaining. Step outside to your private fenced backyard, where a custom outdoor patio and cozy fire pit create an inviting space for gatherings or peaceful evenings. The deeded boat slip provides easy access to water activities, while solar panels offer energy efficiency and long-term savings. Every inch of this home has been meticulously renovated with high-end finishes, contemporary fixtures, and stylish flooring throughout. Additional highlights include: 1-car garage with extra storage, encapsulated crawlspace for improved air quality and energy efficiency, lush landscaping for curb appeal and privacy, corner lot location with enhanced natural light and quiet cul-de-sac setting for serene living. This turn-key property blends modern comfort, sustainability, and coastal charm—just steps from the water. Don’t miss your chance to make this exceptional home yours!

101 Robes Harbor Ct, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$663,000
4 Beds ⋅ 4 Baths
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:

Selling Office: Benson & Mangold, LLC.

$655,000
will do aa 1031

111 S Morris St, Oxford

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Anne Arundel Properties, Inc..

$639,000
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:

Selling Office: Unrepresented.

$620,000
4 Beds ⋅ 3 Baths
Open House 1/10/26 12-2pm; Continue to show for backup. Welcome to Oxford, a storybook town where quiet streets, salt-tinged summer air, and friendly waves from neighbors create an unmistakable sense of charm. Nestled along the peaceful Tred Avon River, this beloved waterfront community invites you to slow down and enjoy life’s simple pleasures—sunset strolls by the marina, weekend ferry rides aboard the Oxford-Bellevue, ice cream from Scottish Highland Creamery, or relaxing afternoons at the waterfront park watching sailboats drift by. With local restaurants, tennis and pickleball courts, and boutiques just a short walk away, Oxford offers a lifestyle that is both relaxed and refined. This four-bedroom, two-and-a-half-bath home sits on a generous in-town lot framed by mature perennial landscaping. Classic double porches welcome you and hint at the thoughtful design inside. Warm handscraped hardwood floors flow through a light-filled living room featuring high ceilings, a fireplace with built-in bookcases, and a sunny bump-out window—perfect for a reading nook or morning coffee. The open-concept main level balances flow and function. A chef’s kitchen boasts 42-inch cabinets with display shelving, bluestone counters reminiscent of the river, stainless steel appliances, and a six-burner commercial range. Dual breakfast bars offer casual dining, while the adjacent dining area includes a wet bar with beverage fridge and French doors opening to the front porch. At the rear of the home, a vaulted breakfast room with skylights and charming built-in bench seating (with hidden storage) connects to the backyard. A nearby laundry room adds convenience, and a main-level office with French doors provides a quiet workspace. There are two primary bedroom options. The first, located on the main floor, overlooks the backyard and features a walk-in closet and spa-like en suite with soaking tub, frameless glass shower, and double vanity in warm stone tile. Upstairs, the second primary bedroom offers a cathedral ceiling, river view, two closets, and access to a full bath shared with two additional bedrooms. Extra storage includes a pull-down attic and built-in eave space. Outdoors, the spacious yard is complete with raised garden beds and a storage shed—ideal for weekend projects or growing herbs and vegetables. There is also potential for an attached garage. A transferable flood insurance policy at just $648 per year provides added peace of mind. Blending quality finishes, flexible spaces, and timeless coastal appeal, this home embodies comfort, character, and connection. Whether you seek a full-time residence or a weekend retreat, Oxford is ready to welcome you home.

703 S Morris St, Oxford

Listing courtesy of Northrop Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$615,000
3 Beds ⋅ 2 Baths
Oxford- Impeccable Cape Cod in the historic village, close to restaurants, market, beach and marinas. Turnkey beautifully furnished 3BR, 2BA perfect for people that love to enjoy the outdoors. Large, screened porch in the front and retractable sunshade back deck with all-weather dining table and high back all-weather chairs. Oversized garage. New HVAC and new hardwood floors. Plenty of off-street parking. Room for hobbies in oversized detached garage/workshop.

109 Tilghman St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$600,000
3 Beds ⋅ 3 Baths
Discover the perfect blend of comfort and coastal charm in this captivating 3-bedroom, 2.5-bath Colonial nestled on a fenced corner lot in the heart of Oxford. From its classic architecture to the inviting indoor and outdoor living spaces, this home is an ideal retreat for year-round living or a weekend escape. Step into the welcoming foyer, where you'll be greeted by spacious living and dining areas adorned with beautiful hardwood floors, perfect for everyday relaxation or entertaining guests. The modern kitchen is ready for your culinary creativity, offering a functional and stylish space for cooking and gathering. A sun-drenched tiled sunroom offers serene views of the yard and surrounding neighborhood—an ideal spot for morning coffee or a quiet read. Adjacent to the sunroom is a tiled laundry/mudroom, equipped with a washer/dryer and convenient half bath. Upstairs, the primary suite provides a peaceful retreat, featuring a luxurious tiled bathroom with double sinks and a walk-in shower. Two additional bedrooms share a generous full hall bath with double sinks and a tub/shower combo—ideal for family or guests. New luxury vinyl flooring throughout the upstairs halls and bedrooms adds a fresh, modern touch. Step outside to enjoy expansive second-floor views of lush trees, passing boats, and scenic Town Creek from the impressive 23x19 wrap-around deck—a perfect spot to unwind and soak in the surroundings. The fully fenced yard offers a safe haven for pets and children to play, while the patio and deck make entertaining outdoors a breeze. A spacious garden shed provides ample storage for bikes, tools, outdoor furniture, or water gear. Located just moments from Town Creek and Campbell’s Boatyard, this home offers easy access to boating and water activities. Downtown Oxford is just a short stroll away, with shops, restaurants, and waterfront charm at your fingertips.

101 Sinclair St, Oxford

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$575,000
3 Beds ⋅ 2 Baths
Charming Cape Cod on a corner lot in the heart of Oxford, Maryland’s Eastern Shore. This 3-bedroom, 1.5-bath home at 807 South Morris Street offers glimpses of the Tred Avon River from multiple rooms. Walk across the street to enjoy sunsets, sandy beach views, and peaceful water scenes from a nearby bench. The home features formal and informal living areas on the first floor, a spacious laundry room, half bath, and basement access. Upstairs are three generously sized, freshly carpeted bedrooms and a full bath. A paved driveway leads to a detached two-car garage with ample space for vehicles and toys. A wonderful opportunity to enjoy small-town living with water just steps away.

807 S Morris St, Oxford

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Unrepresented Buyer Office.

$560,000
3 Beds ⋅ 1 Baths
This delightful three bedroom, one bath charmer is nestled in the heart of Oxford’s Historic District. Comfortable living room, large kitchen with adjacent dining area that accommodates eight. Contrasting chair rail molding, ample closet storage throughout, and laundry/utility room with shelves and additional storage. New roof, siding, gutters, windows, front porch railing, brick sidewalk, front fence, HVAC, hot water heater, and flooring throughout. Move-in ready! Front yard features two shady maple trees; backyard fully fenced with small deck and garden shed. Large, functional attic and gravel driveway. This Eastern Shore gem is three blocks from the waterfront park, Oxford Market, and Scottish Highland Creamery. The best of Oxford at an affordable price!

224 South St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$550,000
3 Beds ⋅ 3 Baths
Wonderful waterfront condo with views across the Tred Avon River. 1- car attached garage and is in move-in condition.

106 Robes Harbor Ct, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented Buyer Office.

$485,000
3 Beds ⋅ 3 Baths
Now Better Than Ever! Discover your private oasis with this meticulously maintained 2,205 sq ft ranch-style home, now thoughtfully upgraded and ready to impress. Nestled on a secluded lot, this rare offering combines peaceful surroundings with significant recent improvements, giving buyers confidence and value from day one. Since last year, the seller has made substantial investments in the home’s infrastructure, including a brand new septic system, updated well, new electrical panel with all new breakers, and the installation of a radon mitigation system—major upgrades that provide peace of mind for years to come. Inside, you’ll find 3 spacious bedrooms and 2.5 baths, with a flowing, thoughtfully designed layout that balances comfort and functionality. Sunlight pours through large windows, framing serene views of the surrounding landscape and enhancing the home’s warm, inviting feel. The generous living areas are perfect for both entertaining and everyday living, while the well-equipped kitchen is ready for your next gathering. The primary suite offers a quiet retreat, and each additional bedroom provides ample space and flexibility. Every corner of this home reflects true pride of ownership. When outside, you'll experience the true highlight—your own private escape. The secluded setting creates the perfect backdrop for morning coffee, evening relaxation, or hosting friends surrounded by nature. With major systems already updated and the home in pristine condition, this is a rare opportunity to own a move-in-ready retreat with both charm and long-term value. Don’t miss your chance—schedule your private showing today and see everything this exceptional property has to offer. Photos from 2025 and do not show the septic and well work.

417 Ray Mar Rd, Oxford

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Real Estate -Exton.

$475,000
3 Beds ⋅ 2 Baths
Oxford - First time offered in over 45 years. In a great location in the center of the historic district. Close to shops, marinas, the park and all the joys of Oxford. New kitchen. Flexible layout. Has been used by 2 couples since they purchased it in 1979. Large screened porch accessed from both the kitchen and living room. 2 car garage. Outdoor Storage shed. The yard is small, easily managed and has mature grasses and perennials, notably peonies by the front window.

200 Factory St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented Buyer Office.

$450,000
3 Beds ⋅ 2 Baths
Oxford Retreat with Coastal Appeal! This lovely, bright and airy 3-bedroom, 2- full bath home is located only a block from public beach access. Perfect as a second home or a cozy year-round residence, this charming property offers a warm, inviting atmosphere with solid, 5-inch wide, pine, hardwood floors, sun-filled rooms, and 10-foot ceilings in living room and the private, primary bedroom with en-suite bathroom and walk-in closet. Spacious, fenced lot with mature Oaks providing some shade, backs to Oxford Community Park with sports fields, walking trail, tennis court and EV charging station. Fabulous sunroom and large, composite, rear deck overlooking the park serves as an ideal space for night-time star gazing or entertaining. Located across the street from the wonderful Community Garden and Oxford dog park. There is also an inviting, covered front porch - perfect for relaxing or catching up with neighbors. Just outside of Historic District and close to all town amenities including restaurants, boating, marinas, parks, beaches and Oxford's famous ice-cream shop. Plenty of off-street parking. Detached shed, ideal for storing those kayaks, beach cruisers and beach toys.

105 Pier, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$435,000
3 Beds ⋅ 2 Baths
Fantastic summer getaway or full-time residence just minutes from all of Oxford's amenities which include famous restaurants, marinas, tennis/pickle ball courts, the Oxford Museum, the active Community Center and wonderful nature trails. Located only one block from a public access sitting area overlooking Town Creek. The standout features include all new flooring throughout, the fabulous screened porch, the open floor plan, many windows offering lots of natural light, plenty of off street parking, the primary bedroom with en-suite bathroom and two additional bedrooms share a second full bathroom, making it a great option for hosting guests. Tour this renovated and updated home before it's too late.

100 Division, E St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$429,500
4 Beds ⋅ 2 Baths
Within walking distance of the historic First Fridays in downtown Oxford, this Cape Cod offers a quintessential country living experience. This four-bedroom, two-bathroom, 1.1-car garage house in Oxford is listed for $424,500.00. The house boasts original hardwood throughout and is situated on one acre. The 23x13 family room, featuring knotty wood pine and a fireplace, is just one of the cozy family rooms available. The fourth bedroom on the first floor can be converted into an additional family room, office, or any other desired space. Both bathrooms have undergone recent updates. Additionally, three new mini splints have been installed in all the upstairs bedrooms. The basement features an updated 200-amp service, a new water heater, and ample storage space. The basement has a fireplace that has been closed off. Looking for a home with plenty of closet space, but this home addresses that issue. It also offers ample space for a family with eight cars and a driveway, ideal for hosting gatherings. Residents of all ages will enjoy witnessing the passing of horses and buggies on their street. The nearby shopping town and outdoor dining restaurants are conveniently located within a minute’s drive or a nice stroll.

251 W Locust St, Oxford

Listing courtesy of CG Realty, LLC. Contact:

Selling Office: LPT Realty, LLC.