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Hillsboro model in the desirable Easton Club East 55+ Community. Corner lot! Over 3000sqft with a thoughtful floor plan. The first floor boasts the primary bedroom with a connected bathroom and large closet, guest bedroom and bathroom, an office/library, family room off of the eat in kitchen, living and dining room and large laundry room. Upstairs is a large loft area with a 3rd bedroom and full bathroom. Neutral colors. New HVAC in 2022, New roof in 2023. Seller is offering $5,000 towards new kitchen appliances!

7316 Casey Ave, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$814,990

The Brentwood: True Executive-Style Luxury on the Eastern Shore Experience unparalleled scale and sophisticated design in the Brentwood, a magnificent 3,736-square-foot executive residence designed for modern luxury living. Set within a premier community featuring expansive, large home sites, this estate offers a rare and highly coveted feature for the Eastern Shore: a massive, full unfinished basement providing endless potential for future customization, a home gym, or unparalleled storage. The architectural design prioritizes ultimate privacy and comfort, boasting spacious bedrooms, each complete with its own private, dedicated en-suite bath. The crowning jewel of the home is the sprawling Owner’s Suite—a private sanctuary featuring an exclusive owner's sitting room, a massive walk-in closet, and a specialized wardrobe storage area designed for the ultimate organizer.Designed to blend grand indoor living with the coastal lifestyle, the Brentwood offers flexible structural options, including a sun-drenched morning room or a spacious three-car garage. Step outside to create your own private outdoor oasis on a generous home site, all while being just minutes from the scenic river for premier boating, kayaking, and outdoor water activities. The Brentwood isn’t just a home; it’s an elevated lifestyle. Feature & Highlight Lists 🌟 Executive Structural Highlights Massive Footprint: 3,736 sq. ft. of expertly designed, wide-open living space. The Eastern Shore Unicorn: Rare, full unfinished basement offering incredible structural storage or future finished square footage. Ultimate Family/Guest Privacy: Every single bedroom features its own private, dedicated en-suite bathroom. Flexible Footprint: Customization options to add a bright, open morning room or expand to a 3-car garage. The Owner’s Retreat Private Sitting Room: A dedicated relaxation space tucked inside the primary suite. Expansive Walk-In Closet: A massive, boutique-style layout with a dedicated wardrobe storage area. 🌊 Community & Lifestyle Large Home Sites: Generous lot sizes with ample room to engineer a custom outdoor oasis (pool, outdoor kitchen, or extensive hardscaping). Scenic River Access: Located just minutes from the river, offering instant access to boating, paddleboarding, and coastal outdoor recreation. The Owner’s Retreat Private Sitting Room: A dedicated relaxation space tucked inside the primary suite. Expansive Walk-In Closet: A massive, boutique-style layout with a dedicated wardrobe storage area. 🌊 Community & Lifestyle Large Home Sites: Generous lot sizes with ample room to engineer a custom outdoor oasis (pool, outdoor kitchen, or extensive hardscaping). Scenic River Access: Located just minutes from the scenic Wye river, offering instant access to boating, paddleboarding, and coastal outdoor recreation. "Limited time" Up to $20,000 closing cost assistance if buyer uses a Koch Homes preferred lender and tile company. Talbot County maintains the communities shared treatment facility.. The other fee listed reflects the public works facility fee (sewer fee)for ongoing operation, maintenance, administration and engineering.

4 Beds ⋅ 5 Baths

The Brentwood: True Executive-Style Luxury on the Eastern Shore Experience unparalleled scale and sophisticated design in the Brentwood, a magnificent 3,736-square-foot executive residence designed for modern luxury living. Set within a premier community featuring expansive, large home sites, this estate offers a rare and highly coveted feature for the Eastern Shore: a massive, full unfinished basement providing endless potential for future customization, a home gym, or unparalleled storage. The architectural design prioritizes ultimate privacy and comfort, boasting spacious bedrooms, each complete with its own private, dedicated en-suite bath. The crowning jewel of the home is the sprawling Owner’s Suite—a private sanctuary featuring an exclusive owner's sitting room, a massive walk-in closet, and a specialized wardrobe storage area designed for the ultimate organizer.Designed to blend grand indoor living with the coastal lifestyle, the Brentwood offers flexible structural options, including a sun-drenched morning room or a spacious three-car garage. Step outside to create your own private outdoor oasis on a generous home site, all while being just minutes from the scenic river for premier boating, kayaking, and outdoor water activities. The Brentwood isn’t just a home; it’s an elevated lifestyle. Feature & Highlight Lists 🌟 Executive Structural Highlights Massive Footprint: 3,736 sq. ft. of expertly designed, wide-open living space. The Eastern Shore Unicorn: Rare, full unfinished basement offering incredible structural storage or future finished square footage. Ultimate Family/Guest Privacy: Every single bedroom features its own private, dedicated en-suite bathroom. Flexible Footprint: Customization options to add a bright, open morning room or expand to a 3-car garage. The Owner’s Retreat Private Sitting Room: A dedicated relaxation space tucked inside the primary suite. Expansive Walk-In Closet: A massive, boutique-style layout with a dedicated wardrobe storage area. 🌊 Community & Lifestyle Large Home Sites: Generous lot sizes with ample room to engineer a custom outdoor oasis (pool, outdoor kitchen, or extensive hardscaping). Scenic River Access: Located just minutes from the river, offering instant access to boating, paddleboarding, and coastal outdoor recreation. The Owner’s Retreat Private Sitting Room: A dedicated relaxation space tucked inside the primary suite. Expansive Walk-In Closet: A massive, boutique-style layout with a dedicated wardrobe storage area. 🌊 Community & Lifestyle Large Home Sites: Generous lot sizes with ample room to engineer a custom outdoor oasis (pool, outdoor kitchen, or extensive hardscaping). Scenic River Access: Located just minutes from the scenic Wye river, offering instant access to boating, paddleboarding, and coastal outdoor recreation. "Limited time" Up to $20,000 closing cost assistance if buyer uses a Koch Homes preferred lender and tile company. Talbot County maintains the communities shared treatment facility.. The other fee listed reflects the public works facility fee (sewer fee)for ongoing operation, maintenance, administration and engineering.

0000 Rustling Oaks Dr, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact:

$525,000

Just reduced to $525,000—affordable, turn-key easy living near the water in St. Michaels. Located 1.5 blocks from public boat ramps and marina access, this updated coastal getaway delivers effortless weekend living without Historic District restrictions. Major recent capital investments—a new roof (2024), updated plumbing (2025), upgraded crawlspace with French drain (2025), and Thompson Creek windows—mean zero weekend project lists. Spend your Saturdays lounging by your private in-ground pool, hosting at the beach bar with cable TV, or storing kayaks and gear in the detached garage. Convenient main-level living just steps from downtown dining, coffee shops, and harbor parks. Perfect as a low-maintenance weekend retreat or primary escape from Day 1.

2 Beds ⋅ 1 Baths

Just reduced to $525,000—affordable, turn-key easy living near the water in St. Michaels. Located 1.5 blocks from public boat ramps and marina access, this updated coastal getaway delivers effortless weekend living without Historic District restrictions. Major recent capital investments—a new roof (2024), updated plumbing (2025), upgraded crawlspace with French drain (2025), and Thompson Creek windows—mean zero weekend project lists. Spend your Saturdays lounging by your private in-ground pool, hosting at the beach bar with cable TV, or storing kayaks and gear in the detached garage. Convenient main-level living just steps from downtown dining, coffee shops, and harbor parks. Perfect as a low-maintenance weekend retreat or primary escape from Day 1.

204 E Marengo St, Saint Michaels

Listing courtesy of Compass. Contact:

$399,900

Wonderful price for a wonderful property! Don't miss out ! The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a beautiful1-acre parcel, this property is framed by magnificent, beautifully spaced mature trees and a cool gazebo to enjoy the park-like setting. Located in desirable McDaniel, you enjoy the ultimate Eastern Shore lifestyle: peaceful rural privacy, no HOA, and a straight 5-minute drive directly into the heart of historic St. Michaels Harbor.

Wonderful price for a wonderful property! Don't miss out ! The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a beautiful1-acre parcel, this property is framed by magnificent, beautifully spaced mature trees and a cool gazebo to enjoy the park-like setting. Located in desirable McDaniel, you enjoy the ultimate Eastern Shore lifestyle: peaceful rural privacy, no HOA, and a straight 5-minute drive directly into the heart of historic St. Michaels Harbor.

9818 Tilghman Rd, Mcdaniel

Listing courtesy of Coldwell Banker Realty. Contact:

$2,750,000

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact:

$157,900

Investor Special with Strong Upside Potential! Opportunity awaits with this 2-bedroom Cape Cod situated on a large fenced lot in Easton. The main level has been opened up to create a spacious layout that's ideal for entertaining, while the sunroom addition provides extra living space and abundant natural light. This property needs renovation and is being offered as a project for investors, flippers, or owner-occupants looking to build equity through improvements. With significant redevelopment activity nearby, including new residential and commercial projects, the location offers excellent long-term potential. Whether you're looking for your next fix-and-flip, a value-add rental property, or a home to customize to your own taste, this property presents a unique opportunity. Due to its condition, the home will not qualify for conventional financing. Cash, hard money, or renovation financing will be required. Sold as-is. Bring your vision and unlock this property's potential!

2 Beds ⋅ 1 Baths

Investor Special with Strong Upside Potential! Opportunity awaits with this 2-bedroom Cape Cod situated on a large fenced lot in Easton. The main level has been opened up to create a spacious layout that's ideal for entertaining, while the sunroom addition provides extra living space and abundant natural light. This property needs renovation and is being offered as a project for investors, flippers, or owner-occupants looking to build equity through improvements. With significant redevelopment activity nearby, including new residential and commercial projects, the location offers excellent long-term potential. Whether you're looking for your next fix-and-flip, a value-add rental property, or a home to customize to your own taste, this property presents a unique opportunity. Due to its condition, the home will not qualify for conventional financing. Cash, hard money, or renovation financing will be required. Sold as-is. Bring your vision and unlock this property's potential!

9604 Cordova Rd, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$719,990

Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive , dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive -level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing Koch Homes Preferred Lender and Title Company. Fee is for the shared treatment facility. Talbot County Public Works is responsible for all operations maintenance, administration and engineering of public sewer facility. $$ Early Buyer opportunity. $$ For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing a Koch Homes preferred lender and title company. Photos show a representative model: actual home to be built vary based on buyer selections and homesite requirements.

Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive , dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive -level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing Koch Homes Preferred Lender and Title Company. Fee is for the shared treatment facility. Talbot County Public Works is responsible for all operations maintenance, administration and engineering of public sewer facility. $$ Early Buyer opportunity. $$ For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing a Koch Homes preferred lender and title company. Photos show a representative model: actual home to be built vary based on buyer selections and homesite requirements.

0000 Quiet Hollow Ct, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact:

$699,900

This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by two additional bedrooms, a full bath, and a storage room. Additional highlights include: NEW HVAC, hardwood, ceramic tile, and carpeted flooring, recessed lighting, ceiling fans, crown molding, chair rail details, first floor laundry room, wired surround sound, extensive hardscape and exterior lighting, private patio for outdoor dining and gatherings, a fully fenced yard with a sprinkler system, and a rear-entry two-car attached garage with garage door opener Located in Easton Village, residents enjoy sidewalks, common grounds, a community center, exercise room, meeting room, picnic area, area, recreational paths, and outdoor pool all close to historic Easton, shopping, dining, and local attractions. A wonderful opportunity to enjoy comfort, convenience, and community in one of Easton’s most charming neighborhoods.

This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by two additional bedrooms, a full bath, and a storage room. Additional highlights include: NEW HVAC, hardwood, ceramic tile, and carpeted flooring, recessed lighting, ceiling fans, crown molding, chair rail details, first floor laundry room, wired surround sound, extensive hardscape and exterior lighting, private patio for outdoor dining and gatherings, a fully fenced yard with a sprinkler system, and a rear-entry two-car attached garage with garage door opener Located in Easton Village, residents enjoy sidewalks, common grounds, a community center, exercise room, meeting room, picnic area, area, recreational paths, and outdoor pool all close to historic Easton, shopping, dining, and local attractions. A wonderful opportunity to enjoy comfort, convenience, and community in one of Easton’s most charming neighborhoods.

28288 Hemmersley St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$995,000

This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities.

This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities.

109 W Marengo St, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$784,990

FOR A LIMITED TIME: Now offering an incredible $30,000 builder incentive (up from $20,000) when using our preferred lender and title company! Apply these funds toward a mortgage rate buy-down to lower your monthly payments from day one, plus significantly reduce your out-of-pocket settlemenrt expenses at closing. One of the most architecturally prestigious new homes, the magnificent Dover model exceptionaly blends grand scale with sophisticated design, premium finishes, and undeniable curb apeal. This spectacular property sets a new standard for luxury living. Dramatic foyer highlighted by a stunning dual staircase, A massive great room built for luxurious entertainment and everday living. An elegant private office and a separate lifestyle room to customize for your own needs (gym, playroom, den) Designed with ultimate flexibility in mind, this home offers the rare opportunity to expand to a 6-bedroom upper level layout, complete with an additional full bath. Rare new construction opportunity in a serene Eastern Shore community! Situated on expansive homesites up to1.19 acres offering unparalled peace and quiet. Minutes from Wye Landing and the scenic Wye River, providing easy access the the waterfront lifestyle. Build your dream retreat here. - Purchase for limited time and receive $20,000 in closing cost assistance with the use of a Koch Home preferred lender and title company. Photos uses in this listing represent a completed version of the same floor plan in another community. They are intended to demonstrate the exceptional layout, architectural beauty, and available high-end options from the builder. Other fee noted in listing is a quarterly fee to Talbot County who is responsible for the operation, maintenace, and engineering of the shared public sewer system

5 Beds ⋅ 4 Baths

FOR A LIMITED TIME: Now offering an incredible $30,000 builder incentive (up from $20,000) when using our preferred lender and title company! Apply these funds toward a mortgage rate buy-down to lower your monthly payments from day one, plus significantly reduce your out-of-pocket settlemenrt expenses at closing. One of the most architecturally prestigious new homes, the magnificent Dover model exceptionaly blends grand scale with sophisticated design, premium finishes, and undeniable curb apeal. This spectacular property sets a new standard for luxury living. Dramatic foyer highlighted by a stunning dual staircase, A massive great room built for luxurious entertainment and everday living. An elegant private office and a separate lifestyle room to customize for your own needs (gym, playroom, den) Designed with ultimate flexibility in mind, this home offers the rare opportunity to expand to a 6-bedroom upper level layout, complete with an additional full bath. Rare new construction opportunity in a serene Eastern Shore community! Situated on expansive homesites up to1.19 acres offering unparalled peace and quiet. Minutes from Wye Landing and the scenic Wye River, providing easy access the the waterfront lifestyle. Build your dream retreat here. - Purchase for limited time and receive $20,000 in closing cost assistance with the use of a Koch Home preferred lender and title company. Photos uses in this listing represent a completed version of the same floor plan in another community. They are intended to demonstrate the exceptional layout, architectural beauty, and available high-end options from the builder. Other fee noted in listing is a quarterly fee to Talbot County who is responsible for the operation, maintenace, and engineering of the shared public sewer system

0000 Quiet Hollow Ct, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact:

$689,990

MAJOR PRICE/INCENTIVE UPDATE: For a limited time, take advantage of an incredible $30,000 closing cost incentive (previously $20,000) when using our preferred lender. Apply these funds for a mortgage rate buy-down to lower your monthly payment from day one AND reduce your out-of-pocket settlement expenses at closing. Koch Homes Award Winning Madison Model checks all the boxes! A convenient entryway from the garage leads into the kitchen, complete with a closet, a home planning center and spacious pantry. A modern gourmet kitchen with a large island that opens to the great room and dining room create the perfect flow for entertaining or family gatherings. The 1st floor home office offers a fantastic blend of daily functionality and long term flexibility. Standard full basement is a bonus! This to-be-built home has a 3 car garage and morning room option. Spacious homesites nestled within an established tranquil community on Maryland's Eastern Shore will win you over if you crave space, privacy and connecting to the outdoors. Enjoy nearby Wye River where boating, kayaking and waterfront relaxation become part of your everyday routine. Pre-preconstruction pricing . F 13 Premier Lots up to 1 + acres! Images show a completed model elsewhere. Actual finishes & features vary.

MAJOR PRICE/INCENTIVE UPDATE: For a limited time, take advantage of an incredible $30,000 closing cost incentive (previously $20,000) when using our preferred lender. Apply these funds for a mortgage rate buy-down to lower your monthly payment from day one AND reduce your out-of-pocket settlement expenses at closing. Koch Homes Award Winning Madison Model checks all the boxes! A convenient entryway from the garage leads into the kitchen, complete with a closet, a home planning center and spacious pantry. A modern gourmet kitchen with a large island that opens to the great room and dining room create the perfect flow for entertaining or family gatherings. The 1st floor home office offers a fantastic blend of daily functionality and long term flexibility. Standard full basement is a bonus! This to-be-built home has a 3 car garage and morning room option. Spacious homesites nestled within an established tranquil community on Maryland's Eastern Shore will win you over if you crave space, privacy and connecting to the outdoors. Enjoy nearby Wye River where boating, kayaking and waterfront relaxation become part of your everyday routine. Pre-preconstruction pricing . F 13 Premier Lots up to 1 + acres! Images show a completed model elsewhere. Actual finishes & features vary.

00 Rustling Oaks Dr, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact:

$419,000

Custom built house in 2002 with first floor master suite, large family room, enclosed sunporch and two car garage. House has hardwood floors, gas fireplace with quality built in shelving, covered front porch and so much more. You won't want to miss this one!

Custom built house in 2002 with first floor master suite, large family room, enclosed sunporch and two car garage. House has hardwood floors, gas fireplace with quality built in shelving, covered front porch and so much more. You won't want to miss this one!

29739 Penny Ln, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$340,000

Charming and move-in ready, this updated 2-bedroom, 1-bath home with a flexible office space that could easily serve as a third bedroom is perfect for first-time homebuyers, downsizers, or anyone seeking comfortable, low-maintenance living. Major improvements include a new roof and siding completed in 2020, along with a whole-house generator for added peace of mind. Inside, you'll find tasteful updates throughout, creating a warm and inviting atmosphere. The oversized detached 2-car garage offers endless possibilities, providing ample space for vehicles, storage, hobbies, or the ideal workshop. Award winning school district. Conveniently located just minutes from Easton and nearby public boat ramps, this home offers easy access to shopping, dining, and all the outdoor recreation the Eastern Shore has to offer.

2 Beds ⋅ 1 Baths

Charming and move-in ready, this updated 2-bedroom, 1-bath home with a flexible office space that could easily serve as a third bedroom is perfect for first-time homebuyers, downsizers, or anyone seeking comfortable, low-maintenance living. Major improvements include a new roof and siding completed in 2020, along with a whole-house generator for added peace of mind. Inside, you'll find tasteful updates throughout, creating a warm and inviting atmosphere. The oversized detached 2-car garage offers endless possibilities, providing ample space for vehicles, storage, hobbies, or the ideal workshop. Award winning school district. Conveniently located just minutes from Easton and nearby public boat ramps, this home offers easy access to shopping, dining, and all the outdoor recreation the Eastern Shore has to offer.

11994 Cordova Rd, Cordova

Listing courtesy of Coldwell Banker Realty. Contact:

$2,249,000

Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property is designed for effortless waterfront living. The 3-bedroom residence features a desirable main-level primary suite with expansive creek views and direct access to the rear deck. The updated kitchen is a showpiece, centered around a massive U-shaped island with gas cooktop, abundant seating, and seamless flow into the light-filled living spaces. Hardwood flooring runs throughout most of the main level, while soaring ceilings and expansive windows create an airy, open feel that beautifully captures the surrounding waterfront scenery. Upstairs, two additional bedrooms share a full bath, accompanied by an open loft overlooking the foyer and living room — could be used as an office space or sitting area. Outdoor spaces are equally impressive. A sprawling rear deck stretches across the back of the home with access from the primary suite, living room, and kitchen, creating effortless indoor-outdoor living. The in-ground pool, mature landscaping, attached 2-car garage, and detached garage/workshop/storage building complete this exceptional waterfront offering. A rare opportunity to enjoy privacy, boating, and timeless architectural style in one of Talbot County’s most desirable waterfront settings.

Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property is designed for effortless waterfront living. The 3-bedroom residence features a desirable main-level primary suite with expansive creek views and direct access to the rear deck. The updated kitchen is a showpiece, centered around a massive U-shaped island with gas cooktop, abundant seating, and seamless flow into the light-filled living spaces. Hardwood flooring runs throughout most of the main level, while soaring ceilings and expansive windows create an airy, open feel that beautifully captures the surrounding waterfront scenery. Upstairs, two additional bedrooms share a full bath, accompanied by an open loft overlooking the foyer and living room — could be used as an office space or sitting area. Outdoor spaces are equally impressive. A sprawling rear deck stretches across the back of the home with access from the primary suite, living room, and kitchen, creating effortless indoor-outdoor living. The in-ground pool, mature landscaping, attached 2-car garage, and detached garage/workshop/storage building complete this exceptional waterfront offering. A rare opportunity to enjoy privacy, boating, and timeless architectural style in one of Talbot County’s most desirable waterfront settings.

26282 Deep Water Harbor Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$419,000

VIRTUAL STAGING. Online Auction Mon. Oct 12th - Wed. Oct 14th . Nestled in the charming Wye Mills community, this delightful Colonial-style home offers a perfect blend of comfort and functionality, ideal for those seeking a serene retreat. Built in 1995, this well-maintained residence boasts 1,984 square feet of inviting living space, thoughtfully designed to cater to modern lifestyles. Step inside to discover an open floor plan that seamlessly connects the living areas, creating an inviting atmosphere for gatherings and everyday living. The heart of the home features a cozy country kitchen, complete with a breakfast area that invites leisurely mornings. The dining area is perfect for hosting dinner parties, while the spacious living room, highlighted by a warm wood stove, provides a welcoming space to unwind after a long day. This home offers three generously sized bedrooms, including a primary suite with an en-suite bath, ensuring privacy and comfort. Outside, the property is a true oasis. Set on a sprawling 2-acre lot, it backs to lush trees, providing a sense of tranquility and privacy. The beautifully landscaped yard is perfect for outdoor activities, while the in-ground pool invites you to relax and enjoy sunny days. Multiple outdoor spaces, including a deck and porch, offer ideal spots for entertaining or simply enjoying the peaceful surroundings. For those who appreciate nature, the proximity to the Wye River adds an extra layer of charm. Just blocks away, you can enjoy leisurely walks by the water or engage in various water activities. The property also features an attached two-car garage and ample off-street parking, ensuring convenience for you and your guests. With sidewalks lining the neighborhood, this home encourages a sense of community and outdoor exploration. Whether you're looking for a peaceful retreat or a place to create lasting memories, this Wye Mills gem is ready to welcome you home. Experience the perfect blend of comfort, style, and nature in this inviting residence. This property is now under auction terms. All Bids must be submitted during the auction via the property’s listing page at servicelinkauction. This sale is subject to a 5% or $2,500 minimum buyer’s premium pursuant to the auction Terms & Conditions. All bids will be subject to seller approval (minimums may apply).

VIRTUAL STAGING. Online Auction Mon. Oct 12th - Wed. Oct 14th . Nestled in the charming Wye Mills community, this delightful Colonial-style home offers a perfect blend of comfort and functionality, ideal for those seeking a serene retreat. Built in 1995, this well-maintained residence boasts 1,984 square feet of inviting living space, thoughtfully designed to cater to modern lifestyles. Step inside to discover an open floor plan that seamlessly connects the living areas, creating an inviting atmosphere for gatherings and everyday living. The heart of the home features a cozy country kitchen, complete with a breakfast area that invites leisurely mornings. The dining area is perfect for hosting dinner parties, while the spacious living room, highlighted by a warm wood stove, provides a welcoming space to unwind after a long day. This home offers three generously sized bedrooms, including a primary suite with an en-suite bath, ensuring privacy and comfort. Outside, the property is a true oasis. Set on a sprawling 2-acre lot, it backs to lush trees, providing a sense of tranquility and privacy. The beautifully landscaped yard is perfect for outdoor activities, while the in-ground pool invites you to relax and enjoy sunny days. Multiple outdoor spaces, including a deck and porch, offer ideal spots for entertaining or simply enjoying the peaceful surroundings. For those who appreciate nature, the proximity to the Wye River adds an extra layer of charm. Just blocks away, you can enjoy leisurely walks by the water or engage in various water activities. The property also features an attached two-car garage and ample off-street parking, ensuring convenience for you and your guests. With sidewalks lining the neighborhood, this home encourages a sense of community and outdoor exploration. Whether you're looking for a peaceful retreat or a place to create lasting memories, this Wye Mills gem is ready to welcome you home. Experience the perfect blend of comfort, style, and nature in this inviting residence. This property is now under auction terms. All Bids must be submitted during the auction via the property’s listing page at servicelinkauction. This sale is subject to a 5% or $2,500 minimum buyer’s premium pursuant to the auction Terms & Conditions. All bids will be subject to seller approval (minimums may apply).

13415 Wye Landing Ln, Wye Mills

Listing courtesy of Powerhouse Realty, LLC.. Contact:

$849,000

Rare opportunity to own 7.46 private acres in Easton's exclusive Ashby area, with room for horses, a pool, gardens, or future expansion. This is an opportunity defined by setting, privacy, and potential. A picturesque tree-lined driveway creates a welcoming sense of arrival, leading to a classic French Provincial-style brick residence thoughtfully sited within a serene landscape of mature trees and open space. The setting offers both seclusion and flexibility, with room to reimagine, expand, or simply enjoy the natural surroundings. This well-maintained home features 3 bedrooms and 2.5 baths, with a comfortable single-level layout ready for its next chapter. Whether updated to reflect modern tastes or preserved and enhanced over time, the property presents a compelling opportunity to create a truly special Eastern Shore retreat. With acreage, architectural character, and a sought-after location as its foundation, this offering is ideally suited for those seeking space, privacy, and long-term potential in one of Talbot County’s most desirable areas. Properties like this—held and cared for over decades—are increasingly rare. A unique opportunity to shape your vision in a timeless setting. Welcome to BLEUHAVEN.

Rare opportunity to own 7.46 private acres in Easton's exclusive Ashby area, with room for horses, a pool, gardens, or future expansion. This is an opportunity defined by setting, privacy, and potential. A picturesque tree-lined driveway creates a welcoming sense of arrival, leading to a classic French Provincial-style brick residence thoughtfully sited within a serene landscape of mature trees and open space. The setting offers both seclusion and flexibility, with room to reimagine, expand, or simply enjoy the natural surroundings. This well-maintained home features 3 bedrooms and 2.5 baths, with a comfortable single-level layout ready for its next chapter. Whether updated to reflect modern tastes or preserved and enhanced over time, the property presents a compelling opportunity to create a truly special Eastern Shore retreat. With acreage, architectural character, and a sought-after location as its foundation, this offering is ideally suited for those seeking space, privacy, and long-term potential in one of Talbot County’s most desirable areas. Properties like this—held and cared for over decades—are increasingly rare. A unique opportunity to shape your vision in a timeless setting. Welcome to BLEUHAVEN.

27663 Goldsborough Neck Rd, Easton

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

$5,045,000

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts — built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior — every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites — one on the main level — give the home the flexibility to accommodate full-time living, weekend retreats, and extended guests alike. The cook's kitchen is built to entertain. The bathrooms have heated floors, step-in showers, and a soaking tub. The living room and first-floor primary suite have motorized power shades. The fireplace anchors the main living space. The bonus room above the two-car garage has its own kitchenette — a private studio, a home office, or self-contained guest quarters, depending on what the next chapter of your life looks like. Every detail has been thought through and verified firsthand. You arrive, you put your bags down, and the Eastern Shore life that brought you here begins — not in six months, not after contractors and decisions and weekends lost to logistics, but the day you close. Easton and St. Michaels are minutes away. Annapolis is fifty minutes. Washington is ninety. Or a private airport is ten minutes away. *By appointment only* *Do not enter the property without an appointment*

4 Beds ⋅ 5 Baths

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts — built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior — every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites — one on the main level — give the home the flexibility to accommodate full-time living, weekend retreats, and extended guests alike. The cook's kitchen is built to entertain. The bathrooms have heated floors, step-in showers, and a soaking tub. The living room and first-floor primary suite have motorized power shades. The fireplace anchors the main living space. The bonus room above the two-car garage has its own kitchenette — a private studio, a home office, or self-contained guest quarters, depending on what the next chapter of your life looks like. Every detail has been thought through and verified firsthand. You arrive, you put your bags down, and the Eastern Shore life that brought you here begins — not in six months, not after contractors and decisions and weekends lost to logistics, but the day you close. Easton and St. Michaels are minutes away. Annapolis is fifty minutes. Washington is ninety. Or a private airport is ten minutes away. *By appointment only* *Do not enter the property without an appointment*

8051 Leehaven Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$349,000

🏡 Cute as a button Updated Rancher Easton – 29316 Will Street 🏡 Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, you’ll love the versatility this property offers: Detached garage complete with a private office space— Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Don’t miss your opportunity to enjoy easy living with extra space where you need it most! 📍 Conveniently located near all that Easton has to offer—shops, dining, and more!

🏡 Cute as a button Updated Rancher Easton – 29316 Will Street 🏡 Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, you’ll love the versatility this property offers: Detached garage complete with a private office space— Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Don’t miss your opportunity to enjoy easy living with extra space where you need it most! 📍 Conveniently located near all that Easton has to offer—shops, dining, and more!

29316 Will St, Easton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$725,000

Quality construction throughout. This Custom Coastal Home has all the bells and whistles ..... hardwood cherry floors, masonry fireplace, 1st floor primary suite, double porches to enjoy the sunsets over Eastern Bay. Gourmet kitchen with stainless steel appliances. Two screened in porches for dining or sleeping. Very private with professional landscaping. Easy walk to Claiborne boat ramp, beach and jetty. More pictures to follow..

Quality construction throughout. This Custom Coastal Home has all the bells and whistles ..... hardwood cherry floors, masonry fireplace, 1st floor primary suite, double porches to enjoy the sunsets over Eastern Bay. Gourmet kitchen with stainless steel appliances. Two screened in porches for dining or sleeping. Very private with professional landscaping. Easy walk to Claiborne boat ramp, beach and jetty. More pictures to follow..

10554 Miracle House Cir, Claiborne

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

$5,850,000

Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of sailboats, yachts, and waterfowl. With close proximity to major metropolitan areas, this private waterfront retreat offers a rare combination of architectural quality, recreational opportunity, and lasting investment. Whether envisioned as a family compound, executive retreat, or waterfront residence for entertaining on a grand scale, the setting delivers an experience that is increasingly difficult to replicate along the Chesapeake Bay. Constructed in 2006 by its builder as their personal residence, the approximately 8,500 square foot home reflects enduring craftsmanship and design throughout. Seven ensuite bedrooms provide generous accommodations for family and guests, while soaring ceilings, three fireplaces, richly appointed living spaces, and a sunlit morning room create an atmosphere that is both elegant and welcoming. A distinctive turret crowns the residence, providing a remarkable vantage point from which to enjoy the sunset as it settles across Broad Creek. Outdoor living is at the heart of the estate. Expansive terraces, waterside porches, and beautifully landscaped gathering spaces transition naturally toward the shoreline, where the pool, pool house, outdoor kitchen, and riverfront fire pit become the backdrop for unforgettable evenings overlooking the water. Nearly every outdoor amenity has been carefully positioned to take advantage of the property's extraordinary western exposure and uninterrupted water views. For the boating enthusiast, the estate offers exceptional privacy and water access along Broad Creek, providing an ideal setting for cruising to St. Michaels, Oxford, Tilghman Island, and destinations throughout the Chesapeake Bay. Approximately 1,900+/- feet of stone revetment protects the prominent shoreline, while an additional 2,500+/- feet along the quiet waters of Bridge Creek remains preserved in its natural state, creating a diverse waterfront environment rich with wildlife and native vegetation. Beyond the residence, the property continues to offer remarkable flexibility. Approximately 13 acres are under cultivation with an additional 3.5 acres in pasture, presenting opportunities for equestrian pursuits, hobby farming, or simply preserving the estate's open landscape. A substantial 40-foot by 60-foot barn includes workshop space, equipment storage, and a second-floor caretaker or guest apartment, providing exceptional utility for managing the property or accommodating extended stays. White Swan Point represents far more than an extraordinary waterfront home. It is an opportunity to own one of Maryland's signature Chesapeake estates, where privacy, recreation, architectural quality, and timeless waterfront living come together in one exceptional offering.

7 Beds ⋅ 6 Baths

Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of sailboats, yachts, and waterfowl. With close proximity to major metropolitan areas, this private waterfront retreat offers a rare combination of architectural quality, recreational opportunity, and lasting investment. Whether envisioned as a family compound, executive retreat, or waterfront residence for entertaining on a grand scale, the setting delivers an experience that is increasingly difficult to replicate along the Chesapeake Bay. Constructed in 2006 by its builder as their personal residence, the approximately 8,500 square foot home reflects enduring craftsmanship and design throughout. Seven ensuite bedrooms provide generous accommodations for family and guests, while soaring ceilings, three fireplaces, richly appointed living spaces, and a sunlit morning room create an atmosphere that is both elegant and welcoming. A distinctive turret crowns the residence, providing a remarkable vantage point from which to enjoy the sunset as it settles across Broad Creek. Outdoor living is at the heart of the estate. Expansive terraces, waterside porches, and beautifully landscaped gathering spaces transition naturally toward the shoreline, where the pool, pool house, outdoor kitchen, and riverfront fire pit become the backdrop for unforgettable evenings overlooking the water. Nearly every outdoor amenity has been carefully positioned to take advantage of the property's extraordinary western exposure and uninterrupted water views. For the boating enthusiast, the estate offers exceptional privacy and water access along Broad Creek, providing an ideal setting for cruising to St. Michaels, Oxford, Tilghman Island, and destinations throughout the Chesapeake Bay. Approximately 1,900+/- feet of stone revetment protects the prominent shoreline, while an additional 2,500+/- feet along the quiet waters of Bridge Creek remains preserved in its natural state, creating a diverse waterfront environment rich with wildlife and native vegetation. Beyond the residence, the property continues to offer remarkable flexibility. Approximately 13 acres are under cultivation with an additional 3.5 acres in pasture, presenting opportunities for equestrian pursuits, hobby farming, or simply preserving the estate's open landscape. A substantial 40-foot by 60-foot barn includes workshop space, equipment storage, and a second-floor caretaker or guest apartment, providing exceptional utility for managing the property or accommodating extended stays. White Swan Point represents far more than an extraordinary waterfront home. It is an opportunity to own one of Maryland's signature Chesapeake estates, where privacy, recreation, architectural quality, and timeless waterfront living come together in one exceptional offering.

24390 Deep Neck Farm Ln, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

$939,000

Nestled in the serene enclave of Bozman, on Harris Creek this exquisite 1940s style bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers along with fantastic sunset views and a sheltered cove. Spanning 1,362+/- square feet, this detached residence boasts three spacious bedrooms and two elegantly appointed bathrooms, each designed with high-end finishes that elevate everyday living. The country-style kitchen features rich wood cabinetry and ample counter space, while the family room, conveniently located off the kitchen, invites relaxation with its warm ambiance. The primary bedroom, a true sanctuary, offers breathtaking waterfront views, allowing you to wake up to the gentle sounds of nature. The interior is adorned with beautiful wood floors that exude warmth and sophistication, complemented by ceiling fans that enhance the airy feel throughout. The bathrooms are thoughtfully designed, featuring a luxurious walk-in shower and a stall shower, ensuring a spa-like experience at home. An attic provides additional storage, while the main floor laundry adds convenience to your daily routine. Outside, the property is a true oasis, set on a generous 0.58+/-acre lot that is cleared and beautifully landscaped. The sloping rear yard leads to 98+/- feet of pristine waterfront along Harris Creek, where you can indulge in the tranquility of water views framed by lush trees and woods. This unique setting not only offers a picturesque backdrop but also provides navigable water access, perfect for kayaking or leisurely afternoons by the water. The exterior features include a charming outbuilding and a shed shop, ideal for hobbies or additional storage. An attached garage with front entry and an asphalt driveway ensures ample parking for you and your guests. Located in a peaceful riverfront community, this property is not just a home; it's a lifestyle. Enjoy the serenity of nature while being just a short drive from local amenities and attractions. Experience the perfect blend of luxury, comfort, and natural beauty in this exceptional Bozman residence, where every detail has been meticulously . Being sold with most furniture and personal possessions this is a GREAT OPPORTUNITY. RECENTLY REDUCED FOR QUICK SALE!

Nestled in the serene enclave of Bozman, on Harris Creek this exquisite 1940s style bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers along with fantastic sunset views and a sheltered cove. Spanning 1,362+/- square feet, this detached residence boasts three spacious bedrooms and two elegantly appointed bathrooms, each designed with high-end finishes that elevate everyday living. The country-style kitchen features rich wood cabinetry and ample counter space, while the family room, conveniently located off the kitchen, invites relaxation with its warm ambiance. The primary bedroom, a true sanctuary, offers breathtaking waterfront views, allowing you to wake up to the gentle sounds of nature. The interior is adorned with beautiful wood floors that exude warmth and sophistication, complemented by ceiling fans that enhance the airy feel throughout. The bathrooms are thoughtfully designed, featuring a luxurious walk-in shower and a stall shower, ensuring a spa-like experience at home. An attic provides additional storage, while the main floor laundry adds convenience to your daily routine. Outside, the property is a true oasis, set on a generous 0.58+/-acre lot that is cleared and beautifully landscaped. The sloping rear yard leads to 98+/- feet of pristine waterfront along Harris Creek, where you can indulge in the tranquility of water views framed by lush trees and woods. This unique setting not only offers a picturesque backdrop but also provides navigable water access, perfect for kayaking or leisurely afternoons by the water. The exterior features include a charming outbuilding and a shed shop, ideal for hobbies or additional storage. An attached garage with front entry and an asphalt driveway ensures ample parking for you and your guests. Located in a peaceful riverfront community, this property is not just a home; it's a lifestyle. Enjoy the serenity of nature while being just a short drive from local amenities and attractions. Experience the perfect blend of luxury, comfort, and natural beauty in this exceptional Bozman residence, where every detail has been meticulously . Being sold with most furniture and personal possessions this is a GREAT OPPORTUNITY. RECENTLY REDUCED FOR QUICK SALE!

8090 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact:

$265,000

Important Georgian residence built in 1763 by Quaker Emanuel Jenkinson. House contains much original raised paneling, built-in cupboard, paneled doors, wide-board flooring etc. The house sits on a 1660s land-grant called "Edmondson's Freshes". Today the neighborhood is known as "Stoney Ridge" Seller has the brass front door lock and other useful 18th C, hardware. No restriction against moving the house to a waterfront building site . . . Listing agent is owner. The house was largely re-wired in the 1980s. In 2009 the windows were rebuilt using mahogany, with salvaged wavy glass, The roof is of unknown age, but is over eighteen years. Seller purchased the property in 2008 for $140,000 and can document over $150,000 on restoration: repointing the brick, restoring the windows, and cornices, installing French drains,, taking down trees, The house was last occupied in 2007. It requires extensive further renovations and the task is not for the faint of heart. The bathroom water pipes froze and burst in 2007 and have not been replaced, but that is not a difficult job. for a plumber. The property is not subject to the covenants and restrictions of Stoney Ridge A former owner removed the wide yellow poplar floorboards from one of the third story bedrooms to create a cathedral ceiling in the room below. Replacing the missing flooring would be an easy job. Despite its condition, the house is worthy of restoration and is just waiting for an old house lover to complete the restoration. Brick portion exterior measures 19' x 33 1/2'.

Important Georgian residence built in 1763 by Quaker Emanuel Jenkinson. House contains much original raised paneling, built-in cupboard, paneled doors, wide-board flooring etc. The house sits on a 1660s land-grant called "Edmondson's Freshes". Today the neighborhood is known as "Stoney Ridge" Seller has the brass front door lock and other useful 18th C, hardware. No restriction against moving the house to a waterfront building site . . . Listing agent is owner. The house was largely re-wired in the 1980s. In 2009 the windows were rebuilt using mahogany, with salvaged wavy glass, The roof is of unknown age, but is over eighteen years. Seller purchased the property in 2008 for $140,000 and can document over $150,000 on restoration: repointing the brick, restoring the windows, and cornices, installing French drains,, taking down trees, The house was last occupied in 2007. It requires extensive further renovations and the task is not for the faint of heart. The bathroom water pipes froze and burst in 2007 and have not been replaced, but that is not a difficult job. for a plumber. The property is not subject to the covenants and restrictions of Stoney Ridge A former owner removed the wide yellow poplar floorboards from one of the third story bedrooms to create a cathedral ceiling in the room below. Replacing the missing flooring would be an easy job. Despite its condition, the house is worthy of restoration and is just waiting for an old house lover to complete the restoration. Brick portion exterior measures 19' x 33 1/2'.

7346 Shirley Dr, Easton

Listing courtesy of Shoreline Realty. Contact:

$675,000

Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal for everyday living and entertaining. The second floor offers a nice loft / bonus area with fireplace, spacious owners suite with WIC and attached bath, plus a walk-in attic with potential for additional living space. Step outside to your own private retreat featuring a fenced rear yard, in-ground swimming pool, full pool bath with exterior access, and an expansive composite deck with vinyl railing—perfect for summer gatherings. Additional highlights include a new roof in 2025, new water heater April 2026, Polaris pool pimp replaced Fall 2025. attached 2-car garage with workbench. New shower in primary bathroom 2025, Chesapeake Crawl space Nov 2024,. Enjoy peaceful country living while remaining close to downtown amenities. Less than a mile to Kingston Landing – a public boat ramp for easy access to the water. Fence as-is.

Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal for everyday living and entertaining. The second floor offers a nice loft / bonus area with fireplace, spacious owners suite with WIC and attached bath, plus a walk-in attic with potential for additional living space. Step outside to your own private retreat featuring a fenced rear yard, in-ground swimming pool, full pool bath with exterior access, and an expansive composite deck with vinyl railing—perfect for summer gatherings. Additional highlights include a new roof in 2025, new water heater April 2026, Polaris pool pimp replaced Fall 2025. attached 2-car garage with workbench. New shower in primary bathroom 2025, Chesapeake Crawl space Nov 2024,. Enjoy peaceful country living while remaining close to downtown amenities. Less than a mile to Kingston Landing – a public boat ramp for easy access to the water. Fence as-is.

32930 Oyster Bank Ter, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$5,995,000

Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton, Cambridge, and St. Michaels, The Wilderness is sure to please the discerning buyer. Sited among large waterfront estates, The Wilderness enjoys privacy and a commanding presence with old-growth trees, broad southerly views, and deep water. The scope of improvements includes the primary residence, waterside guest cottage, beach house, pool, pier, tennis court, early 20th-century barn, and a host of accessory structures for life on the farm. Visit the virtual tour for an inside look. The main house has great historical significance not only for the original owner’s grandson who lived there and served two terms as the Governor of Maryland but also for its place in the development of Maryland’s domestic architecture, as noted on two markers from the Maryland Bicentennial Commission and the Maryland Historical Society. The smaller and original of the two brick wings dates from the late 18th century and the larger wing from the early 19th century. The house’s architecture is unusual in that the 19th-century wings telescope up, instead of down, from the original wing. The white brick, black shutters, and historical olive green trim color are a serene palette against the house’s majestic specimen trees around the property, including a gigantic Sycamore that was at one time, the largest of its species in Maryland. The long white gravel drive under the sheltering canopy of mature trees passes by the barn and other outbuildings then curves around the front of the house. Brick steps lead up to the front porch of the early 19th century wing opening into a gracious foyer and stair hall with an elegant elliptical arch that rests on pilasters at the side walls to separate the public from private areas of the house. A French door at the rear of the foyer frames a vista of the lawn and Choptank River. To the side of the foyer are two identical parlors at the front and rear corners of the house. Both rooms have magnificent fireplace mantles and surround; one is a 1740 hand-carved mantel by noted English artisan woodcarver Grinnling Gibbons and the other is a 1780 mantel surrounded by the famous English architect and artisan, Robert Adam. The main floor of the 18th-century wing contains a spacious living room, dining room, original kitchen, and larger kitchen, pantry, two powder rooms, and a stunning sunroom connecting to a terrace along the rear of the house overlooking the Choptank River. Part of this wing was the final addition to the original home. The second floor of the 19th-century wing contains two bedrooms over the two parlors below with fireplaces and walk-in closets and two baths. The 18th-century wing and later addition contain an artist’s studio with cabinetry and sink that has a myriad uses– TV room, arts and crafts room. The primary suite is located at the rear corner of this wing. It has a fireplace flanked by single windows and another window on the rear wall for panoramic views of the mature landscape and the Choptank River. Two baths complete the suite, with one bath off a hall for access from the art studio. Two stairs access the attic level; one in the 18th-century wing leads to two bedrooms and one bath. The main stair in the 19th-century wing leads to a large game room and another cozy bedroom ensuite.

6 Beds ⋅ 6 Baths

Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton, Cambridge, and St. Michaels, The Wilderness is sure to please the discerning buyer. Sited among large waterfront estates, The Wilderness enjoys privacy and a commanding presence with old-growth trees, broad southerly views, and deep water. The scope of improvements includes the primary residence, waterside guest cottage, beach house, pool, pier, tennis court, early 20th-century barn, and a host of accessory structures for life on the farm. Visit the virtual tour for an inside look. The main house has great historical significance not only for the original owner’s grandson who lived there and served two terms as the Governor of Maryland but also for its place in the development of Maryland’s domestic architecture, as noted on two markers from the Maryland Bicentennial Commission and the Maryland Historical Society. The smaller and original of the two brick wings dates from the late 18th century and the larger wing from the early 19th century. The house’s architecture is unusual in that the 19th-century wings telescope up, instead of down, from the original wing. The white brick, black shutters, and historical olive green trim color are a serene palette against the house’s majestic specimen trees around the property, including a gigantic Sycamore that was at one time, the largest of its species in Maryland. The long white gravel drive under the sheltering canopy of mature trees passes by the barn and other outbuildings then curves around the front of the house. Brick steps lead up to the front porch of the early 19th century wing opening into a gracious foyer and stair hall with an elegant elliptical arch that rests on pilasters at the side walls to separate the public from private areas of the house. A French door at the rear of the foyer frames a vista of the lawn and Choptank River. To the side of the foyer are two identical parlors at the front and rear corners of the house. Both rooms have magnificent fireplace mantles and surround; one is a 1740 hand-carved mantel by noted English artisan woodcarver Grinnling Gibbons and the other is a 1780 mantel surrounded by the famous English architect and artisan, Robert Adam. The main floor of the 18th-century wing contains a spacious living room, dining room, original kitchen, and larger kitchen, pantry, two powder rooms, and a stunning sunroom connecting to a terrace along the rear of the house overlooking the Choptank River. Part of this wing was the final addition to the original home. The second floor of the 19th-century wing contains two bedrooms over the two parlors below with fireplaces and walk-in closets and two baths. The 18th-century wing and later addition contain an artist’s studio with cabinetry and sink that has a myriad uses– TV room, arts and crafts room. The primary suite is located at the rear corner of this wing. It has a fireplace flanked by single windows and another window on the rear wall for panoramic views of the mature landscape and the Choptank River. Two baths complete the suite, with one bath off a hall for access from the art studio. Two stairs access the attic level; one in the 18th-century wing leads to two bedrooms and one bath. The main stair in the 19th-century wing leads to a large game room and another cozy bedroom ensuite.

27293 Southside Island Creek Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

$598,000

Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style home is currently tenant-occupied; a minimum of 24 hours' notice is required for showings. Home Features: Hardwood floors throughout Wood cabinetry kitchen with quartz countertops Bright tiled sunroom with a cozy wood stove Attached 2-car garage Comfortable single-level living Whether you're looking for a weekend retreat or a year-round residence, this property offers both comfort and convenience in a sought-after location. Priced below appraised value—an outstanding opportunity!

Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style home is currently tenant-occupied; a minimum of 24 hours' notice is required for showings. Home Features: Hardwood floors throughout Wood cabinetry kitchen with quartz countertops Bright tiled sunroom with a cozy wood stove Attached 2-car garage Comfortable single-level living Whether you're looking for a weekend retreat or a year-round residence, this property offers both comfort and convenience in a sought-after location. Priced below appraised value—an outstanding opportunity!

204 Lincoln, Saint Michaels

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

$799,900

Seller has an assumable VA mortgage at 2.7% for a significant amount of principle. There are buyer requirements to assume this loan, but you do not have to be a veteran to apply/qualify. LA has info regarding the process. Brand new roof just completed with 50 year shingles! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has cathedral ceilings and 2nd floor overlook, gas fireplace and is directly located off the kitchen and sunroom.The kitchen which is perfect for entertaining, offers cooktop with wall oven, tile flooring with an island and bar area with seating. Finishing off the 1st floor offers an oversized laundry room with cabinet storage, the primary bedroom with primary bath, tub, separate shower and double vanity and a walk in closet with sitting room. The 2nd floor offers 3 additional bedrooms as well as a spacious bonus room over the garage. The exterior offers private deck with sunroom and primary bedroom access, 3 car garage and utility shed. Situated in the Chapel School District and 10 minutes to Easton or Centreville and 20 minutes to the Bay Bridge.

Seller has an assumable VA mortgage at 2.7% for a significant amount of principle. There are buyer requirements to assume this loan, but you do not have to be a veteran to apply/qualify. LA has info regarding the process. Brand new roof just completed with 50 year shingles! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has cathedral ceilings and 2nd floor overlook, gas fireplace and is directly located off the kitchen and sunroom.The kitchen which is perfect for entertaining, offers cooktop with wall oven, tile flooring with an island and bar area with seating. Finishing off the 1st floor offers an oversized laundry room with cabinet storage, the primary bedroom with primary bath, tub, separate shower and double vanity and a walk in closet with sitting room. The 2nd floor offers 3 additional bedrooms as well as a spacious bonus room over the garage. The exterior offers private deck with sunroom and primary bedroom access, 3 car garage and utility shed. Situated in the Chapel School District and 10 minutes to Easton or Centreville and 20 minutes to the Bay Bridge.

29583 Skipton Estates Dr, Cordova

Listing courtesy of Benson & Mangold, LLC. Contact:

$498,900

Tucked away in a quiet country setting just minutes from downtown Easton and convenient access to Rt. 50, this well-maintained Cape Cod offers the perfect balance of privacy and accessibility. Set on a .63-acre lot backing to open space, the home features a bright and inviting main living area with wood flooring, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy feel. The layout flows easily into the dining area and kitchen, making it well-suited for both everyday living and entertaining. Offering 4 bedrooms and 2.5 bathrooms, the home also includes a versatile bonus room. Recent updates include a new rear deck, ideal for outdoor dining or relaxing while overlooking the peaceful backyard, as well as a new washer and dryer installed in 2024 and a vapor barrier added in the crawlspace for improved efficiency and maintenance. Additional features include a spacious 2-car garage and a functional layout that offers both comfort and flexibility. Backing to open space and surrounded by a quiet setting, this property delivers a more relaxed pace of living while still being just minutes from Easton’s shops, restaurants, and everyday conveniences.