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Welcome to 29331 Fourth Street! This charming split level 3 bedroom 2 bath house is situated on a well shaded lot perfect for outdoor entertaining. The beautifully updated kitchen has an entire wall of cabinets and eating area. Open living area, with a family room in the basement. Basement also has a large laundry area with great storage. Short walk to the community park!

29331 Fourth St, Easton

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$485,490

Coming soon to Gannon Range in Easton, MD is our most sought-after floor plan, the Hayden, located at 8695 Harper Way. As a contemporary, 2,511 square-foot, two-story home, the Hayden offers five bedrooms with one located on the first floor, three full bathrooms, a flex room, a loft, and a two-car garage. The home’s welcoming foyer offers two coat closets and creates the perfect space to greet your guests. In the front of the home, the flex room with an abundance of natural light could be used as a home office or a den. Past the foyer, you enter the well-designed kitchen that features a generous amount of white cabinetry and granite counter space, a corner pantry, and an island with a sink and additional room for seating. The kitchen has an eat-in dining space that is open to the spacious great room. A sizeable secondary bedroom and a full bathroom are located down the hall from the great room. Upstairs, the owner’s suite boasts an ample bedroom, a generous walk-in closet and an oversized owner’s bathroom with a linen closet, toilet closet and walk-in shower. The three additional large bedrooms and expansive open loft allow everyone to have their own space. The second floor also features a roomy secondary bathroom with double vanity and linen closet, a conveniently located laundry room, and an additional hall linen closet. The included fully sodded, landscaped, and irrigated lawn, white window blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

5 Beds ⋅ 3 Baths

Coming soon to Gannon Range in Easton, MD is our most sought-after floor plan, the Hayden, located at 8695 Harper Way. As a contemporary, 2,511 square-foot, two-story home, the Hayden offers five bedrooms with one located on the first floor, three full bathrooms, a flex room, a loft, and a two-car garage. The home’s welcoming foyer offers two coat closets and creates the perfect space to greet your guests. In the front of the home, the flex room with an abundance of natural light could be used as a home office or a den. Past the foyer, you enter the well-designed kitchen that features a generous amount of white cabinetry and granite counter space, a corner pantry, and an island with a sink and additional room for seating. The kitchen has an eat-in dining space that is open to the spacious great room. A sizeable secondary bedroom and a full bathroom are located down the hall from the great room. Upstairs, the owner’s suite boasts an ample bedroom, a generous walk-in closet and an oversized owner’s bathroom with a linen closet, toilet closet and walk-in shower. The three additional large bedrooms and expansive open loft allow everyone to have their own space. The second floor also features a roomy secondary bathroom with double vanity and linen closet, a conveniently located laundry room, and an additional hall linen closet. The included fully sodded, landscaped, and irrigated lawn, white window blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

8695 Harper Way, Easton

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact: 3017013700

$429,000

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: 4108226272

$359,000

Major Buyer Incentive! Seller is now offering $8,000 in closing cost assistance with an acceptable offer. 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

Major Buyer Incentive! Seller is now offering $8,000 in closing cost assistance with an acceptable offer. 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 RE/MAX Advantage Realty. Contact:

$2,175,000

Discover a serene retreat in the heart of Waverly Island Estates, where a major renovation in 2025 breathes new life into this charming Cape Cod home. Spanning 2.77 acres, this property offers a perfect blend of comfort and nature, featuring 4 spacious bedrooms and 2 full and 2 half bathrooms, ideal for both comfort and relaxation . Step inside to find a beautifully maintained interior with hardwood and ceramic tile flooring, complemented by a cozy fireplace that invites warmth and gatherings. Outside, the allure continues with a personal pool and a stunning view of the Tred Avon River. Enjoy the tranquility of waterfront living with 200 feet of river frontage, complete with a private dock site, perfect for boating, fishing, or simply soaking in the picturesque surroundings. The lot features rip-rap for added stability and a peaceful, no-thru street setting that enhances privacy. With ample parking, including a side-entry garage and driveway space for guests, convenience is at your fingertips. Embrace the lifestyle of riverfront living, where you can kayak, swim, or enjoy a leisurely day on the water. This home is not just a property; it’s a sanctuary waiting for you to create lasting memories. Experience the perfect blend of comfort, nature, and adventure in this exceptional residence. Only a few short miles to downtown Historic Easton, YMCA, shopping and parks.

4 Beds ⋅ 4 Baths

Discover a serene retreat in the heart of Waverly Island Estates, where a major renovation in 2025 breathes new life into this charming Cape Cod home. Spanning 2.77 acres, this property offers a perfect blend of comfort and nature, featuring 4 spacious bedrooms and 2 full and 2 half bathrooms, ideal for both comfort and relaxation . Step inside to find a beautifully maintained interior with hardwood and ceramic tile flooring, complemented by a cozy fireplace that invites warmth and gatherings. Outside, the allure continues with a personal pool and a stunning view of the Tred Avon River. Enjoy the tranquility of waterfront living with 200 feet of river frontage, complete with a private dock site, perfect for boating, fishing, or simply soaking in the picturesque surroundings. The lot features rip-rap for added stability and a peaceful, no-thru street setting that enhances privacy. With ample parking, including a side-entry garage and driveway space for guests, convenience is at your fingertips. Embrace the lifestyle of riverfront living, where you can kayak, swim, or enjoy a leisurely day on the water. This home is not just a property; it’s a sanctuary waiting for you to create lasting memories. Experience the perfect blend of comfort, nature, and adventure in this exceptional residence. Only a few short miles to downtown Historic Easton, YMCA, shopping and parks.

7272 Waverly Island Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$2,495,000

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: 4108226665

$2,475,000

"Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home with natural light while framing endless Bay views, spectacular sunrises, and unforgettable sunsets. The fully renovated interior includes a redesigned chef's kitchen, spa-inspired baths, new windows and sliding doors, updated trim and fireplace features, and extensive system upgrades throughout. Exceptional waterfront amenities include expansive Trex decking, deep-water dockage, a heated indoor pool and spa pavilion, and seamless indoor-outdoor living designed for entertaining and year-round enjoyment. Major capital improvements include new HVAC systems, roof replacement, hot water heater, air purification system, decking, windows, doors, and more, offering true turnkey peace of mind. Beyond its appeal as a private waterfront retreat, "Tranquil Waters" has enjoyed a Successfull Luxury Vacation Rental history, creating an appealing opportunity for buyers seeking both lifestyle and INVESTMENT POTENTIAL. Equally suited as a luxury primary residence, waterfront getaway, or private retreat, "Tranquil Waters" delivers the ultimate Eastern Shore lifestyle: water, light, privacy, and complete escape.

7 Beds ⋅ 6 Baths

"Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home with natural light while framing endless Bay views, spectacular sunrises, and unforgettable sunsets. The fully renovated interior includes a redesigned chef's kitchen, spa-inspired baths, new windows and sliding doors, updated trim and fireplace features, and extensive system upgrades throughout. Exceptional waterfront amenities include expansive Trex decking, deep-water dockage, a heated indoor pool and spa pavilion, and seamless indoor-outdoor living designed for entertaining and year-round enjoyment. Major capital improvements include new HVAC systems, roof replacement, hot water heater, air purification system, decking, windows, doors, and more, offering true turnkey peace of mind. Beyond its appeal as a private waterfront retreat, "Tranquil Waters" has enjoyed a Successfull Luxury Vacation Rental history, creating an appealing opportunity for buyers seeking both lifestyle and INVESTMENT POTENTIAL. Equally suited as a luxury primary residence, waterfront getaway, or private retreat, "Tranquil Waters" delivers the ultimate Eastern Shore lifestyle: water, light, privacy, and complete escape.

21642 Chicken Point Rd, Tilghman

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

$459,000

VIRTUAL STAGING. 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.

VIRTUAL STAGING. 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.

13415 Wye Landing Ln, Wye Mills

Listing courtesy of Powerhouse Realty, LLC.. Contact: 4109958386

$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: 4107458060

$1,295,000

Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/- acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious waterside paver patio. The water frontage is spectacular complete with additional seating areas on the shoreline to enjoy the river and a dock with 4' MLW with a newer lift. The two car garage has an additional half bath and plenty of room for cars and additional storage. Carpet and paint have just been completed - this is a turnkey house just in time for the season.

Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/- acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious waterside paver patio. The water frontage is spectacular complete with additional seating areas on the shoreline to enjoy the river and a dock with 4' MLW with a newer lift. The two car garage has an additional half bath and plenty of room for cars and additional storage. Carpet and paint have just been completed - this is a turnkey house just in time for the season.

9251 Mallard Point Ct, Mcdaniel

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$1,995,000

Experience sweeping western-facing views of the Chesapeake Bay from this beautifully renovated waterfront retreat in Tilghman Island. Thoughtfully redesigned and updated in 2023, this exceptional property seamlessly blends refined coastal living with the tranquility and natural beauty of its extraordinary waterfront setting. Inside, the light-filled great room is the heart of the home, with soaring vaulted ceilings, a gas fireplace, dramatic floor-to-ceiling windows that capture breathtaking panoramic water views, and stunning sunsets. Every detail of the renovation was carefully considered to enhance both comfort and connection to the outdoors, including the addition of a screened porch with vaulted ceilings and its own fireplace—an ideal space for year-round waterfront entertaining and relaxation. The first-floor primary suite offers a private sanctuary overlooking the Bay, complete with expansive water views, a spacious en suite bath, and generous walk-in closets. Designed for effortless indoor-outdoor living, the home also features low-maintenance composite decking, multiple waterfront gathering spaces, and a heated gunite pool perfectly positioned to enjoy the surrounding scenery. For boating enthusiasts, the property is equally exceptional. A private dock equipped with a boat lift and jet ski lift provides immediate access to some of the Eastern Shore’s finest boating, fishing, and waterfront destinations. The protected rip-rapped shoreline adds both beauty and peace of mind. This is a rare opportunity to own a turnkey waterfront escape offering luxury, privacy, and unforgettable Chesapeake Bay sunsets—all within the laid-back charm and timeless appeal that make Tilghman Island so special.

5 Beds ⋅ 4 Baths

Experience sweeping western-facing views of the Chesapeake Bay from this beautifully renovated waterfront retreat in Tilghman Island. Thoughtfully redesigned and updated in 2023, this exceptional property seamlessly blends refined coastal living with the tranquility and natural beauty of its extraordinary waterfront setting. Inside, the light-filled great room is the heart of the home, with soaring vaulted ceilings, a gas fireplace, dramatic floor-to-ceiling windows that capture breathtaking panoramic water views, and stunning sunsets. Every detail of the renovation was carefully considered to enhance both comfort and connection to the outdoors, including the addition of a screened porch with vaulted ceilings and its own fireplace—an ideal space for year-round waterfront entertaining and relaxation. The first-floor primary suite offers a private sanctuary overlooking the Bay, complete with expansive water views, a spacious en suite bath, and generous walk-in closets. Designed for effortless indoor-outdoor living, the home also features low-maintenance composite decking, multiple waterfront gathering spaces, and a heated gunite pool perfectly positioned to enjoy the surrounding scenery. For boating enthusiasts, the property is equally exceptional. A private dock equipped with a boat lift and jet ski lift provides immediate access to some of the Eastern Shore’s finest boating, fishing, and waterfront destinations. The protected rip-rapped shoreline adds both beauty and peace of mind. This is a rare opportunity to own a turnkey waterfront escape offering luxury, privacy, and unforgettable Chesapeake Bay sunsets—all within the laid-back charm and timeless appeal that make Tilghman Island so special.

5698 Leeward Ln, Tilghman

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$329,000

3 bedroom rancher conveniently located in town on quiet cul-de-sac. Large 1/3 acre lot with fenced in back yard, screened porch, deck ,and small storage shed. Quiet neighborhood. New roof 2021. Walking distance to Rails to-Trails and John Ford Park. Sold As Is. Priced below recent appraisal

3 bedroom rancher conveniently located in town on quiet cul-de-sac. Large 1/3 acre lot with fenced in back yard, screened porch, deck ,and small storage shed. Quiet neighborhood. New roof 2021. Walking distance to Rails to-Trails and John Ford Park. Sold As Is. Priced below recent appraisal

818 Applewood Ct, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$679,900

Nestled in the coveted Cooke’s Hope community, 28839 Jasper Lane offers the perfect blend of comfort, charm, and scenic surroundings. This spacious end-unit townhome features 4 bedrooms and 2.5 baths, including a desirable first-floor primary suite with a walk-in closet and spa-like soaking tub designed for easy everyday living. The airy, light-filled interior is highlighted by a soaring vaulted ceiling in the living room, where a cozy gas fireplace creates a warm and welcoming focal point. A thoughtfully designed layout provides both functionality and flexibility, while the attached 2-car garage adds convenience. Out back, the home truly shines with a beautifully landscaped patio overlooking a peaceful pond setting — a rare and calming backdrop that adds to the property’s unique appeal. The tranquil water views create an ideal setting for outdoor dining, quiet mornings, or simply enjoying the beauty of nature right from your backyard. As part of the beloved Cooke’s Hope neighborhood, residents enjoy access to walking trails, scenic green spaces, ponds, tennis courts, a dog park, and a strong sense of community, all just moments from the shops, restaurants, and charm of historic Easton.

Nestled in the coveted Cooke’s Hope community, 28839 Jasper Lane offers the perfect blend of comfort, charm, and scenic surroundings. This spacious end-unit townhome features 4 bedrooms and 2.5 baths, including a desirable first-floor primary suite with a walk-in closet and spa-like soaking tub designed for easy everyday living. The airy, light-filled interior is highlighted by a soaring vaulted ceiling in the living room, where a cozy gas fireplace creates a warm and welcoming focal point. A thoughtfully designed layout provides both functionality and flexibility, while the attached 2-car garage adds convenience. Out back, the home truly shines with a beautifully landscaped patio overlooking a peaceful pond setting — a rare and calming backdrop that adds to the property’s unique appeal. The tranquil water views create an ideal setting for outdoor dining, quiet mornings, or simply enjoying the beauty of nature right from your backyard. As part of the beloved Cooke’s Hope neighborhood, residents enjoy access to walking trails, scenic green spaces, ponds, tennis courts, a dog park, and a strong sense of community, all just moments from the shops, restaurants, and charm of historic Easton.

28839 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$800,000

This exceptional 10.48 acre parcel of land offers a rare opportunity to embrace an exclusive lifestyle. With an impressive 461+/- feet of waterfront along the picturesque Sandy Point Cove leading to Broad Creek, this property is a haven for privacy. Enjoy private access to the water, ideal for fishing, canoeing, and kayaking. The expansive lot offers ample space for the creation of a luxurious retreat, with approved plat, perc, and SDA. Located in the Bozman area of Talbot County, a short drive beyond Saint Michaels.

Quaker Neck Road Unit #LOT 16, Bozman

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$800,000

This exceptional 7.314-acre parcel of land offers a rare opportunity to embrace an exclusive lifestyle. With an impressive 562 +/- feet of waterfront along the picturesque Sandy Point Cove leading to Broad Creek, this property is a haven for privacy. Enjoy private access to the water, ideal for fishing, canoeing, and kayaking. The expansive lot offers ample space for the creation of a luxurious retreat, with approved plat, perc, and SDA. Located in the Bozman area of Talbot County, a short drive beyond Saint Michaels.

Quaker Neck Rd Unit #LOT 15, Bozman

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$679,000

This sturdy brick ranch sits on a premium lot backing up to The Links at Perry Cabin Golf Course in St. Michaels, MD. A park like setting with mature specimen trees and shrubs. It's a 4 BR, 3 full bath, one level for easy living. New updated flooring. The Martingham Subdivision provides a waterfront community lot to enjoy the Miles River constant boat shows. Wednesday night sailboat races, fourth of July fireworks and thirsty Thursday with your new neighbors. Less than 3 miles to downtown St. Michaels Fine Dining and Shopping. MORE PHOTOS TO COME.

This sturdy brick ranch sits on a premium lot backing up to The Links at Perry Cabin Golf Course in St. Michaels, MD. A park like setting with mature specimen trees and shrubs. It's a 4 BR, 3 full bath, one level for easy living. New updated flooring. The Martingham Subdivision provides a waterfront community lot to enjoy the Miles River constant boat shows. Wednesday night sailboat races, fourth of July fireworks and thirsty Thursday with your new neighbors. Less than 3 miles to downtown St. Michaels Fine Dining and Shopping. MORE PHOTOS TO COME.

24555 Deepwater Point, Saint Michaels

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

$800,000

This exceptional 17.84-acre parcel of land offers a rare opportunity to embrace an exclusive lifestyle. With an impressive 360 +/- feet of waterfront along the picturesque Sandy Point Cove leading to Broad Creek, this property is a haven for privacy. Enjoy private access to the water, ideal for fishing, canoeing, and kayaking. The expansive lot offers ample space for the creation of a luxurious retreat, with approved plat, perc, and SDA. Located in the Bozman area of Talbot County, a short drive beyond Saint Michaels. Vandenberg Lane is a private road, shared by multiple neighbors.

Quaker Neck Rd, Bozman

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$354,900

🏡 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:

$385,000

Situated in the established community of Martingham, and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additionally, the deck was also recently primed and painted. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property.

2 Beds ⋅ 3 Baths

Situated in the established community of Martingham, and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additionally, the deck was also recently primed and painted. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property.

24700 Deepwater Point Unit #20, Saint Michaels

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

$749,000

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:

$323,000

Step inside to an inviting open-concept main level, where a spacious great room flows seamlessly to a 15' deck overlooking two serene ponds and wooded views—a rare backdrop that makes everyday living feel like a retreat. Upstairs, you’ll find two private primary suites, each with its own full bath, walk-in closet, and gleaming hardwood floors. The rear suite offers especially stunning pond views and an additional closet, creating a peaceful, light-filled sanctuary. The home features 9+ ft ceilings, crown molding, recessed lighting, wood and tile flooring, and an eatin kitchen with gas cooking. Recent upgrades include a new roof and fire sprinkler system (2021), ensuring peace of mind for years to come. Residents of Easton Club enjoy access to a community pool and tennis courts, along with easy proximity to downtown Easton, Oxford, shops, dining, and waterfront recreation. With low HOA fees and a beautifully maintained interior, this home is ideal for those seeking low-maintenance living in a picturesque, amenity-rich neighborhood.

2 Beds ⋅ 3 Baths

Step inside to an inviting open-concept main level, where a spacious great room flows seamlessly to a 15' deck overlooking two serene ponds and wooded views—a rare backdrop that makes everyday living feel like a retreat. Upstairs, you’ll find two private primary suites, each with its own full bath, walk-in closet, and gleaming hardwood floors. The rear suite offers especially stunning pond views and an additional closet, creating a peaceful, light-filled sanctuary. The home features 9+ ft ceilings, crown molding, recessed lighting, wood and tile flooring, and an eatin kitchen with gas cooking. Recent upgrades include a new roof and fire sprinkler system (2021), ensuring peace of mind for years to come. Residents of Easton Club enjoy access to a community pool and tennis courts, along with easy proximity to downtown Easton, Oxford, shops, dining, and waterfront recreation. With low HOA fees and a beautifully maintained interior, this home is ideal for those seeking low-maintenance living in a picturesque, amenity-rich neighborhood.

7407 Tour Dr, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4107149166

$6,995,000

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. Less than two hours from Washington, D.C., 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. Less than two hours from Washington, D.C., 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: (410) 770-9255

$415,000

Welcome Home to a beautifully maintained home tucked away on a quiet cul-de-sac in an established neighborhood conveniently located within minutes of RT50 for easy commuting to Easton, Cambridge or the beach. This spacious 4 Bedroom, 3 Full Bath home offers the flexibility todays buyer's are looking for with a potential 5th main level bedroom thanks to a dining room with closet access and adjacent full bath. Designed for comfortable everyday living and effortless entertaining, the main level features 9 foot ceilings, crown molding and generous living spaces including an open kitchen with island, plenty of cabinets, dining and living area that flows seamlessly for gatherings both large and small. Step outside to a beautiful 17 x 15 screened in porch with ceiling fan to create a perfect spot for morning coffee or quiet evenings overlooking beautifully landscaped, fenced back yard. Upper level you will find a spacious primary suite with 2 separate closets, the primary suite includes a double sink, soaking tub and separate shower. Upper level laundry area is convenient for the 3 additional upper level bedrooms. The added feature of this home is the upper level 23 x 15 Bonus room with vaulted ceilings. Some facts about this home - Upper level A/C is 1 year old, Main level A/C is 2 years old.

Welcome Home to a beautifully maintained home tucked away on a quiet cul-de-sac in an established neighborhood conveniently located within minutes of RT50 for easy commuting to Easton, Cambridge or the beach. This spacious 4 Bedroom, 3 Full Bath home offers the flexibility todays buyer's are looking for with a potential 5th main level bedroom thanks to a dining room with closet access and adjacent full bath. Designed for comfortable everyday living and effortless entertaining, the main level features 9 foot ceilings, crown molding and generous living spaces including an open kitchen with island, plenty of cabinets, dining and living area that flows seamlessly for gatherings both large and small. Step outside to a beautiful 17 x 15 screened in porch with ceiling fan to create a perfect spot for morning coffee or quiet evenings overlooking beautifully landscaped, fenced back yard. Upper level you will find a spacious primary suite with 2 separate closets, the primary suite includes a double sink, soaking tub and separate shower. Upper level laundry area is convenient for the 3 additional upper level bedrooms. The added feature of this home is the upper level 23 x 15 Bonus room with vaulted ceilings. Some facts about this home - Upper level A/C is 1 year old, Main level A/C is 2 years old.

3868 Marvel Dr, Trappe

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$993,000

Nestled in the serene enclave of Bozman, this exquisite 1940s bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers. 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 crafted for an exclusive living experience.

Nestled in the serene enclave of Bozman, this exquisite 1940s bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers. 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 crafted for an exclusive living experience.

8090 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$4,495,000

Experience refined waterfront living in this stunning Lowcountry-style estate, gracefully set on an exceptional waterfront lot among mature Loblolly pines with a coveted southern exposure. Offering sweeping, unobstructed water views, and a rare sense of privacy, the property is bathed in natural light throughout the day, with breathtaking sunrises and and warm, golden reflections in the evening. This 3,800 square foot main residence is complimented by a beautifully appointed 1,200 sq. foot guest cottage, creating an ideal balance of elegance and hospitality. The guest cottage serves as a private retreat, complete with a comfortable living room, galley kitchen, three bedrooms, and a screened porch for quiet relaxation. Inside, timeless craftsmanship defines every space, from reclaimed oak flooring to granite countertops and a meticulously maintained cedar exterior. Outdoors, the lifestyle continues with resort style amenities, including a sparkling in-ground pool, hot tub, firepit and a private 120 foot pier with approximately 7 feet of depth at mean low water- offering effortless access for boating fishing, and enjoying the very best of waterfront living. A rare offering where exceptional land, elegant design, and an unparalleled coastal lifestyle come together.

5 Beds ⋅ 4 Baths

Experience refined waterfront living in this stunning Lowcountry-style estate, gracefully set on an exceptional waterfront lot among mature Loblolly pines with a coveted southern exposure. Offering sweeping, unobstructed water views, and a rare sense of privacy, the property is bathed in natural light throughout the day, with breathtaking sunrises and and warm, golden reflections in the evening. This 3,800 square foot main residence is complimented by a beautifully appointed 1,200 sq. foot guest cottage, creating an ideal balance of elegance and hospitality. The guest cottage serves as a private retreat, complete with a comfortable living room, galley kitchen, three bedrooms, and a screened porch for quiet relaxation. Inside, timeless craftsmanship defines every space, from reclaimed oak flooring to granite countertops and a meticulously maintained cedar exterior. Outdoors, the lifestyle continues with resort style amenities, including a sparkling in-ground pool, hot tub, firepit and a private 120 foot pier with approximately 7 feet of depth at mean low water- offering effortless access for boating fishing, and enjoying the very best of waterfront living. A rare offering where exceptional land, elegant design, and an unparalleled coastal lifestyle come together.

4335 World Farm Rd, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$68,500

Build your dream home on beautiful Tilghman Island! This ideally located lot is within walking distance of Sinclair Community Park, local marinas, charming shops, and popular waterfront restaurants. Stroll to the end of your street to enjoy stunning Chesapeake Bay sunsets from the park’s scenic shoreline. Tilghman Island is a beloved Eastern Shore destination known for its rich maritime heritage, working harbor, and friendly small-town atmosphere. Residents and visitors alike enjoy boating, fishing, kayaking, crabbing, and biking along quiet country roads. The island offers a relaxed coastal lifestyle while still being only a short drive to St. Michaels and other Bay communities. Public sewer connection available, making the building process straightforward and convenient. Don’t miss this opportunity to own a piece of island life—perfect for a full-time residence or a serene getaway by the Bay.

Sinclair Ave, Tilghman

Listing courtesy of Meredith Fine Properties. Contact: 4107149166

$739,900

Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifully maintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living room features a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind or entertain. Enjoy the ease of a 2-car garage and step outside to your own picturesque backyard with a stone patio—ideal for quiet mornings or evening gatherings. Nestled in the desirable Cooke’s Hope neighborhood, residents enjoy scenic walking trails, tranquil ponds, a dog park, tennis courts, and more—bringing a true sense of community and connection to nature. A rare opportunity to enjoy peaceful living with upscale amenities you won’t want to miss.

Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifully maintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living room features a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind or entertain. Enjoy the ease of a 2-car garage and step outside to your own picturesque backyard with a stone patio—ideal for quiet mornings or evening gatherings. Nestled in the desirable Cooke’s Hope neighborhood, residents enjoy scenic walking trails, tranquil ponds, a dog park, tennis courts, and more—bringing a true sense of community and connection to nature. A rare opportunity to enjoy peaceful living with upscale amenities you won’t want to miss.

28816 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$269,500

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: 410-822-7556

$2,275,000

Welcome to Soleil on the Bay! Nestled on nearly 7 acres along the calm, open waters of Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets providing the perfect blend of privacy, natural beauty, and endless potential. Centrally located between Easton and St. Michaels in one of the Eastern Shore’s most sought-after waterfront neighborhoods perfect for nature lovers. A beautiful, private, tree-lined paved driveway sets the tone as you enter your estate. Extensive site planning and improvements have already been completed, and the County and MDE have approved a septic expansion to support up to 8 bedrooms – a significant, hard-to-obtain entitlement that unlocks the property’s full potential for a future estate home. A rare compound includes features grandfathered-in not possible under today’s zoning rules; including three separate living structures, a 20’x40’ waterside pool, and a long 185- foot, new deep-water dock. The property includes a main residence which needs extensive remodeling or rebuild your dream home, plus two fully equipped and self-contained refreshed guest cottages totaling approximately 2,600 square feet, and 3 oversized attached garages. Imagine your friends and family enjoying their own cottage for the utmost in privacy on this family compound. The 185- foot, deep-water dock features 6’ mean low water, floating docks, fully connected with electrical and water, a jet ski lift, kayak launch, and a 20,000+ pound boat lift with 220 electrical outlet to charge your boat, perfect for boating and sailing enthusiasts. The estate is beautifully appointed with mature trees and 550’ of rip-rapped shoreline, extensive hardscaping, brick and paver walkways and patios, and a paved blacktop driveway, making this an extraordinary offering with unlimited potential in a prime waterfront setting. The grounds are mostly flat with available buildable lot coverage, offering a rare blank canvas for your landscape architect or builder to further elevate the property. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2 hours from Philadelphia. Just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport.