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Discover the charm of historic Easton with this beautifully designed new construction home, ideally located within walking distance of downtown's wonderful shops, restaurants, and attractions. Thoughtfully designed to blend timeless architectural appeal with modern comfort, this custom-built residence offers the perfect combination of quality, convenience, and style. Featuring a desirable main-level primary suite, a spacious two-car garage, and an inviting backyard, this home is designed for both everyday living and effortless entertaining. Enjoy the benefits of brand-new construction, with beautiful finishes and thoughtful details throughout. Whether you're searching for a full-time residence or a weekend retreat, this exceptional property offers the opportunity to enjoy the best of Eastern Shore living in one of Maryland's most charming historic towns. Completion is anticipated for the first week of November. Don't miss your opportunity to own a beautiful new home in the heart of Easton, where small-town charm meets modern luxury!

422 North St, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$2,495,000

Experience the best of waterfront living on picturesque Trippe Creek, where breathtaking sunsets and sweeping views of the neighboring nature conservancy create an idyllic setting. Nestled in the private Pirates Cove community of Oxford, Maryland, this peaceful retreat offers exceptional privacy, tranquility, and abundant wildlife. Designed for effortless one-level living, this inviting 4-bedroom home features beautiful hardwood and brick flooring, 3 fireplaces (one double sided so feels like 4), and expansive water views. A waterside screened porch provides the perfect setting to relax and enjoy the natural surroundings, while the saltwater pool overlooking the creek offers a wonderful space for outdoor entertaining. Capital improvements to the property 2019 - installed new septic system, enclosed 1-bay of the garage and converted into a finished office/studio. 2020 - installed a new driveway, reset the patio bricks on the back porch. 2021 - completed substantial pool renovation, including both the pool and surround improvements, reset the front walkway/patio brickwork, upgraded the HVAC system. 2023 - new refrigerator. 2024 - new wine refrigerator, constructed a new walkway. 2025 - installed brand new roof, replaced all toilets throughout the home. Through the years of ownership continuously invested in extensive landscaping and site improvements. Boating enthusiasts will appreciate the private pier with approximately 3 feet of mean low water (MLW), providing convenient access to the beautiful waterways of the Eastern Shore. A two-car garage plus a workspace for a studio adds everyday convenience. Offered turnkey with most furnishings included, this exceptional waterfront property also could convey with a 17-foot Scout center console boat with acceptable offer—allowing you to begin enjoying the Eastern Shore lifestyle from day one. Whether you're seeking a full-time residence or a relaxing weekend escape, this special property offers the perfect combination of waterfront recreation, natural beauty, and peaceful coastal living.

Experience the best of waterfront living on picturesque Trippe Creek, where breathtaking sunsets and sweeping views of the neighboring nature conservancy create an idyllic setting. Nestled in the private Pirates Cove community of Oxford, Maryland, this peaceful retreat offers exceptional privacy, tranquility, and abundant wildlife. Designed for effortless one-level living, this inviting 4-bedroom home features beautiful hardwood and brick flooring, 3 fireplaces (one double sided so feels like 4), and expansive water views. A waterside screened porch provides the perfect setting to relax and enjoy the natural surroundings, while the saltwater pool overlooking the creek offers a wonderful space for outdoor entertaining. Capital improvements to the property 2019 - installed new septic system, enclosed 1-bay of the garage and converted into a finished office/studio. 2020 - installed a new driveway, reset the patio bricks on the back porch. 2021 - completed substantial pool renovation, including both the pool and surround improvements, reset the front walkway/patio brickwork, upgraded the HVAC system. 2023 - new refrigerator. 2024 - new wine refrigerator, constructed a new walkway. 2025 - installed brand new roof, replaced all toilets throughout the home. Through the years of ownership continuously invested in extensive landscaping and site improvements. Boating enthusiasts will appreciate the private pier with approximately 3 feet of mean low water (MLW), providing convenient access to the beautiful waterways of the Eastern Shore. A two-car garage plus a workspace for a studio adds everyday convenience. Offered turnkey with most furnishings included, this exceptional waterfront property also could convey with a 17-foot Scout center console boat with acceptable offer—allowing you to begin enjoying the Eastern Shore lifestyle from day one. Whether you're seeking a full-time residence or a relaxing weekend escape, this special property offers the perfect combination of waterfront recreation, natural beauty, and peaceful coastal living.

5718 Pirates Cove Rd, Oxford

Listing courtesy of Meredith Fine Properties. Contact:

$693,900

BE SURE TO WATCH THE VIDEO TOUR TO EXPERIENCE THE PROPERTY AND SETTING. Privacy, a gunite pool, and two acres on Tilghman Island, just 12 miles from St. Michaels. A long, crepe myrtle-lined driveway leads to 4957 Bar Neck Road, surrounded by mature landscaping and expansive lawn with no HOA. The property offers flexibility as a full-time residence, weekend retreat, or potential income-producing short-term rental. Two leaded-glass doors provide separate entrances. The main entrance opens to the foyer, while the second leads to the breezeway and laundry area with a utility sink, storage, and access to a full bath. The main level features hardwood floors, a parlor with built-ins, formal dining room, and family room centered around a wood-burning fireplace. Exposed brick from the fireplace extends upward along the staircase to the second floor, adding warmth and architectural character. Sliding glass doors open directly to the deck, patio, and pool. The kitchen includes granite countertops, stainless steel appliances, light wood cabinetry, and a breakfast bar. Upstairs are three bedrooms, including a spacious primary suite with generous storage and an en-suite bath. A closet-lined passage leads from the bedroom to the bath, which features an oversized jetted tub, double vanity, and abundant natural light. An expansive finished bonus room adds another dimension to the home, with a wood-clad vaulted ceiling, built-in workspace and storage, and a separate mini-split. The space offers tremendous flexibility as an office, den, studio, recreation room, or additional retreat. Outside, the in-ground gunite pool anchors a private outdoor living area surrounded by two acres of open lawn and mature landscaping. A deck, patio, pergola, fire pit, and multiple gathering areas provide plenty of room for relaxing and entertaining. An oversized two-car garage provides additional parking and storage. Improvements include a newer roof, AZEK front decking and steps with vinyl railings, encapsulated crawlspace with concrete floor, tankless water heater, Bosch heating system, and updated primary bath. The home also features two security systems, fire and carbon monoxide detection, and a custom exterior camera system. The property is not located in a flood zone. With two acres, privacy, a gunite pool, generous indoor and outdoor living spaces, and no HOA, 4957 Bar Neck Road offers a distinctive opportunity for year-round living, a second home, or potential short-term rental near St. Michaels and the Chesapeake Bay.

BE SURE TO WATCH THE VIDEO TOUR TO EXPERIENCE THE PROPERTY AND SETTING. Privacy, a gunite pool, and two acres on Tilghman Island, just 12 miles from St. Michaels. A long, crepe myrtle-lined driveway leads to 4957 Bar Neck Road, surrounded by mature landscaping and expansive lawn with no HOA. The property offers flexibility as a full-time residence, weekend retreat, or potential income-producing short-term rental. Two leaded-glass doors provide separate entrances. The main entrance opens to the foyer, while the second leads to the breezeway and laundry area with a utility sink, storage, and access to a full bath. The main level features hardwood floors, a parlor with built-ins, formal dining room, and family room centered around a wood-burning fireplace. Exposed brick from the fireplace extends upward along the staircase to the second floor, adding warmth and architectural character. Sliding glass doors open directly to the deck, patio, and pool. The kitchen includes granite countertops, stainless steel appliances, light wood cabinetry, and a breakfast bar. Upstairs are three bedrooms, including a spacious primary suite with generous storage and an en-suite bath. A closet-lined passage leads from the bedroom to the bath, which features an oversized jetted tub, double vanity, and abundant natural light. An expansive finished bonus room adds another dimension to the home, with a wood-clad vaulted ceiling, built-in workspace and storage, and a separate mini-split. The space offers tremendous flexibility as an office, den, studio, recreation room, or additional retreat. Outside, the in-ground gunite pool anchors a private outdoor living area surrounded by two acres of open lawn and mature landscaping. A deck, patio, pergola, fire pit, and multiple gathering areas provide plenty of room for relaxing and entertaining. An oversized two-car garage provides additional parking and storage. Improvements include a newer roof, AZEK front decking and steps with vinyl railings, encapsulated crawlspace with concrete floor, tankless water heater, Bosch heating system, and updated primary bath. The home also features two security systems, fire and carbon monoxide detection, and a custom exterior camera system. The property is not located in a flood zone. With two acres, privacy, a gunite pool, generous indoor and outdoor living spaces, and no HOA, 4957 Bar Neck Road offers a distinctive opportunity for year-round living, a second home, or potential short-term rental near St. Michaels and the Chesapeake Bay.

4957 Bar Neck Rd, Tilghman

Listing courtesy of Compass. Contact:

$495,000

Positioned well within Easton’s established business and medical corridor, this 3,311 SF office condominium offers an ideal opportunity for an owner/user or professional office tenant seeking an easily accessible location surrounded by established businesses, medical providers, and professional services. The space features a large reception area, seven private offices, two existing bathrooms, and a kitchen. There is also ample room to add private offices or to customize the reception area layout to meet operational business needs. The location provides convenient access Rt 50, and is situated within one of Easton’s most active commercial and medical areas.

508 Idlewild Ave Unit 3, Easton

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

$250,000

Positioned well within Easton’s established business and medical corridor, this 1,659 SF office condominium offers an ideal opportunity for an owner-user or professional office tenant seeking an easily accessible location surrounded by established businesses, medical providers, and professional services. The space features an open floor plan, a large reception area, two existing bathrooms, and a kitchenette. There is ample room to add private offices or to customize the layout to meet specific business needs. The location provides convenient access Rt 50, and is situated within one of Easton’s most active commercial and medical areas.

508 Idlewild Ave Unit 4, Easton

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

$520,000

Chesapeake by Del Webb. This one owner Merion model is sited on an end lot overlooking a pond and community open space. Living room/office, family room with gas fireplace and wood flooring, formal dining room, kitchen with breakfast area, stainless appliances and granite countertops. 1st floor primary bedroom with trey ceiling and walk-in closet, primary bath with walk-in shower, soaking tub and double vanities, powder room and main floor laundry. 2nd floor features a loft and 2 guest bedrooms and bath. Large attached front loading garage with walk-up storage, lawn irrigation, patio with awning and beautiful landscaping. Prime lot on quiet street. Community amenities: Clubhouse with library, billiards room, meeting room, exercise rooms and game room plus outdoor pool and picnic areas, tennis/pickleball courts, bocce ball and exercise paths. 55+ age-restricted section. Close to downtown Easton, medical facilities, shopping, churches and restaurants.

Chesapeake by Del Webb. This one owner Merion model is sited on an end lot overlooking a pond and community open space. Living room/office, family room with gas fireplace and wood flooring, formal dining room, kitchen with breakfast area, stainless appliances and granite countertops. 1st floor primary bedroom with trey ceiling and walk-in closet, primary bath with walk-in shower, soaking tub and double vanities, powder room and main floor laundry. 2nd floor features a loft and 2 guest bedrooms and bath. Large attached front loading garage with walk-up storage, lawn irrigation, patio with awning and beautiful landscaping. Prime lot on quiet street. Community amenities: Clubhouse with library, billiards room, meeting room, exercise rooms and game room plus outdoor pool and picnic areas, tennis/pickleball courts, bocce ball and exercise paths. 55+ age-restricted section. Close to downtown Easton, medical facilities, shopping, churches and restaurants.

7196 Bobs Way, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$478,940

New main‑level primary bedroom home is about to start construction for a spring move‑in! This thoughtfully designed home offers 4 bedrooms and 3.5 bathrooms and is located in amenity filled, Lakeside at Trappe! The open main level features volume ceilings in the great room, creating an airy and inviting living space. Gourmet kitchen with stainless steel appliances including hood. The main‑level primary suite is a true retreat, complete with a deluxe bath including a separate soaking tub and shower. Located in Lakeside at Trappe, an amenity‑rich, master‑planned community just minutes from Easton, residents enjoy a lifestyle designed for connection and recreation including Resort‑style swimming pool, Bathhouse with fitness room, Ping pong & cornhole, Playground & sports courts, Dedicated Bark Park plus an immersive lakeside experience is planned, offering even more opportunities to enjoy the outdoors and waterfront lifestyle. With easy access to Easton, Cambridge, and surrounding areas, Lakeside at Trappe combines small‑town charm with everyday convenience in the heart of the growing Chesapeake Bay region. Please note that the photos are of a model as this home has not yet finished construction, and the photos may show additional options that are not included. ✨ Ask about builder incentives!

New main‑level primary bedroom home is about to start construction for a spring move‑in! This thoughtfully designed home offers 4 bedrooms and 3.5 bathrooms and is located in amenity filled, Lakeside at Trappe! The open main level features volume ceilings in the great room, creating an airy and inviting living space. Gourmet kitchen with stainless steel appliances including hood. The main‑level primary suite is a true retreat, complete with a deluxe bath including a separate soaking tub and shower. Located in Lakeside at Trappe, an amenity‑rich, master‑planned community just minutes from Easton, residents enjoy a lifestyle designed for connection and recreation including Resort‑style swimming pool, Bathhouse with fitness room, Ping pong & cornhole, Playground & sports courts, Dedicated Bark Park plus an immersive lakeside experience is planned, offering even more opportunities to enjoy the outdoors and waterfront lifestyle. With easy access to Easton, Cambridge, and surrounding areas, Lakeside at Trappe combines small‑town charm with everyday convenience in the heart of the growing Chesapeake Bay region. Please note that the photos are of a model as this home has not yet finished construction, and the photos may show additional options that are not included. ✨ Ask about builder incentives!

285 Silver Lake Ln, Trappe

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$389,999

Beautifully maintained and thoughtfully updated, this move-in-ready home offers a comfortable layout with LVP flooring, plantation shutters, and an inviting kitchen featuring quartz countertops, stainless steel appliances, a large island, and a breakfast area. The spacious living room offers plenty of room for a separate dining area. Upstairs, the primary suite features a full bath and two large walk-in closets, along with two additional bedrooms and a full bath. The finished lower level adds a family room, a separate office/bonus room with French doors, a powder room, and a laundry room with washer and dryer. Outside, enjoy a rear patio overlooking the private backyard, a paved driveway, and a storage shed that conveys as-is. Roof replaced October 2019, A/C 2018, Water heater 2013. Recently replace flooring with LVP, carpet replaced, kitchen cabinets painted and new hardware Oct 2026 . All bathrooms recently renovated. Located in a popular neighborhood close to downtown Easton and its many amenities! Don't miss this move in ready home.

Beautifully maintained and thoughtfully updated, this move-in-ready home offers a comfortable layout with LVP flooring, plantation shutters, and an inviting kitchen featuring quartz countertops, stainless steel appliances, a large island, and a breakfast area. The spacious living room offers plenty of room for a separate dining area. Upstairs, the primary suite features a full bath and two large walk-in closets, along with two additional bedrooms and a full bath. The finished lower level adds a family room, a separate office/bonus room with French doors, a powder room, and a laundry room with washer and dryer. Outside, enjoy a rear patio overlooking the private backyard, a paved driveway, and a storage shed that conveys as-is. Roof replaced October 2019, A/C 2018, Water heater 2013. Recently replace flooring with LVP, carpet replaced, kitchen cabinets painted and new hardware Oct 2026 . All bathrooms recently renovated. Located in a popular neighborhood close to downtown Easton and its many amenities! Don't miss this move in ready home.

29214 Corbin Pkwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$479,000

This 4-bedroom, 2.5-bath home offers a bright, open floor plan, well-designed living spaces, and a great location close to downtown Easton. Situated on a corner lot, the property features a beautifully landscaped backyard, Trex deck and storage shed. The main level includes formal living and dining rooms, an eat-in kitchen with abundant cabinetry, a custom center island with breakfast bar, stainless steel appliances, and butler’s pantry. A side-entry, attached two-car garage connects to a spacious mudroom. Upstairs, the large primary suite features a three walk-in closets and remodeled en-suite bath with a custom-tiled shower, along with three additional bedrooms and a full bath. Concrete crawl space. Enjoy direct access to the Rails to Trails, plus convenient access to a public boat ramp, community pool, and parks. The HOA includes common area maintenance and snow removal. Located just minutes from downtown Easton’s shopping, dining, YMCA, and local amenities, this home offers the space you need and the lifestyle that makes the Eastern Shore special.

This 4-bedroom, 2.5-bath home offers a bright, open floor plan, well-designed living spaces, and a great location close to downtown Easton. Situated on a corner lot, the property features a beautifully landscaped backyard, Trex deck and storage shed. The main level includes formal living and dining rooms, an eat-in kitchen with abundant cabinetry, a custom center island with breakfast bar, stainless steel appliances, and butler’s pantry. A side-entry, attached two-car garage connects to a spacious mudroom. Upstairs, the large primary suite features a three walk-in closets and remodeled en-suite bath with a custom-tiled shower, along with three additional bedrooms and a full bath. Concrete crawl space. Enjoy direct access to the Rails to Trails, plus convenient access to a public boat ramp, community pool, and parks. The HOA includes common area maintenance and snow removal. Located just minutes from downtown Easton’s shopping, dining, YMCA, and local amenities, this home offers the space you need and the lifestyle that makes the Eastern Shore special.

201 Coleman Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

24560 Deepwater Point Dr Unit 4, St Michaels

$385,000

2 Beds ⋅ 2 Baths

24560 Deepwater Point Dr Unit 4, St Michaels

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

$325,000

Welcome to the most charming historic colonial to hit the Eastern Shore during this fall market! Priced to sell, this stunning single family residence offers tons of natural light, new flooring throughout, fresh paint, a clean kitchen aesthetic and a spa like bathroom on the second level. The backyard extends for plenty of parking space, gardening opportunities, space to host or build a fire pit and more! The owners put love into this house to make sure its new family can really enjoy going into the holidays with real peace of mind. Make sure to schedule your private showing with the listing agent today!

4 Beds ⋅ 2 Baths

Welcome to the most charming historic colonial to hit the Eastern Shore during this fall market! Priced to sell, this stunning single family residence offers tons of natural light, new flooring throughout, fresh paint, a clean kitchen aesthetic and a spa like bathroom on the second level. The backyard extends for plenty of parking space, gardening opportunities, space to host or build a fire pit and more! The owners put love into this house to make sure its new family can really enjoy going into the holidays with real peace of mind. Make sure to schedule your private showing with the listing agent today!

619 Goldsborough St, Easton

Listing courtesy of Next Step Realty. Contact:

$5,750,000

Pine Point Farm is a remarkable 77+ acre waterfront estate on the scenic shores of Broad Creek comprising 4 total bedrooms, 4 full baths, and two half baths, and offering an exceptional combination of privacy, natural beauty, waterfront amenities, and newly constructed improvements. Built in 2023, the coastal-style main residence features an inviting open-concept kitchen, dining, and family room with beamed, vaulted ceilings and a wood-burning fireplace. Multiple sliders and doors open to the spacious rear deck and a screened-in porch, creating a seamless connection between the interior and the surrounding landscape while taking full advantage of the water views. The main house includes two en-suite bedrooms, an office/den, and a powder room, along with hardwood flooring throughout, and numerous built-ins. Also completed in 2023, the guest house and attached two-car garage are connected to the main residence by a breezeway. The guest house offers a large living room, kitchenette, and full bath on the main level, with two spacious bedrooms and a large hall bath upstairs. This thoughtfully designed space is ideal for guests, extended family, or a private retreat. The outdoor amenities are equally impressive. A large, stocked pond is home to hybrid bass, largemouth bass, and bluegill, offering a private setting for fishing and recreation. Along Broad Creek, the substantial dock features water and electric, approximately 3.5 feet mean low water, a boat lift, and multiple slips, providing excellent access for boating and waterfront activities. Additional improvements include a large block outbuilding ideal for equipment, storage, hobbies, or workshop use; an in-ground pool; irrigation system; and two generators. The sale includes a separate 0.146-acre waterfront lot on Harris Creek, and two additional, platted waterfront lots, providing more possibilities for the new owner. (Please note there is potentially an Eagles' Nest on the property). Pine Point Farm is a truly exceptional waterfront estate, combining 77+ acres, two newly constructed residences, extensive waterfront amenities, recreational features, and remarkable privacy—all in one extraordinary offering.

2 Beds ⋅ 3 Baths

Pine Point Farm is a remarkable 77+ acre waterfront estate on the scenic shores of Broad Creek comprising 4 total bedrooms, 4 full baths, and two half baths, and offering an exceptional combination of privacy, natural beauty, waterfront amenities, and newly constructed improvements. Built in 2023, the coastal-style main residence features an inviting open-concept kitchen, dining, and family room with beamed, vaulted ceilings and a wood-burning fireplace. Multiple sliders and doors open to the spacious rear deck and a screened-in porch, creating a seamless connection between the interior and the surrounding landscape while taking full advantage of the water views. The main house includes two en-suite bedrooms, an office/den, and a powder room, along with hardwood flooring throughout, and numerous built-ins. Also completed in 2023, the guest house and attached two-car garage are connected to the main residence by a breezeway. The guest house offers a large living room, kitchenette, and full bath on the main level, with two spacious bedrooms and a large hall bath upstairs. This thoughtfully designed space is ideal for guests, extended family, or a private retreat. The outdoor amenities are equally impressive. A large, stocked pond is home to hybrid bass, largemouth bass, and bluegill, offering a private setting for fishing and recreation. Along Broad Creek, the substantial dock features water and electric, approximately 3.5 feet mean low water, a boat lift, and multiple slips, providing excellent access for boating and waterfront activities. Additional improvements include a large block outbuilding ideal for equipment, storage, hobbies, or workshop use; an in-ground pool; irrigation system; and two generators. The sale includes a separate 0.146-acre waterfront lot on Harris Creek, and two additional, platted waterfront lots, providing more possibilities for the new owner. (Please note there is potentially an Eagles' Nest on the property). Pine Point Farm is a truly exceptional waterfront estate, combining 77+ acres, two newly constructed residences, extensive waterfront amenities, recreational features, and remarkable privacy—all in one extraordinary offering.

23505 Pine Point Rd, Bozman

Listing courtesy of Meredith Fine Properties. Contact:

$465,000

NEW HOME FEELING WITHOUT THE WAIT! Why wait for new construction when you can move right into this nearly new home, less than two years young! Enjoy a beautiful open floor plan, stylish stone countertops, a spacious kitchen island, and plenty of room to spread out. The fourth bedroom makes an ideal home office, guest room, or flex space to fit your lifestyle. Park in your finished garage and keep your car safe from the snow this winter! Step outside to a nice, level backyard with room to entertain, celebrate special occasions, enjoy outdoor activities, or simply relax. Skip the construction delays and make this beautiful home yours! Don't miss your opportunity to enjoy the benefits of a nearly new home without the wait.

4 Beds ⋅ 2 Baths

NEW HOME FEELING WITHOUT THE WAIT! Why wait for new construction when you can move right into this nearly new home, less than two years young! Enjoy a beautiful open floor plan, stylish stone countertops, a spacious kitchen island, and plenty of room to spread out. The fourth bedroom makes an ideal home office, guest room, or flex space to fit your lifestyle. Park in your finished garage and keep your car safe from the snow this winter! Step outside to a nice, level backyard with room to entertain, celebrate special occasions, enjoy outdoor activities, or simply relax. Skip the construction delays and make this beautiful home yours! Don't miss your opportunity to enjoy the benefits of a nearly new home without the wait.

31336 Dukes Bridge Rd, Cordova

Listing courtesy of RE/MAX United Real Estate. Contact:

$799,000

Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe. Time to make your personal selections. Make this home your personal statement. Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more. Make this your dream home.

Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe. Time to make your personal selections. Make this home your personal statement. Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more. Make this your dream home.

Lot 16A Meadow, Saint Michaels

Listing courtesy of Keller Williams Flagship. Contact:

$149,900

Enjoy living in the sought after community of Hyde Park 55+ Adult Living. Located on a corner lot, close to the pool and clubhouse. Amenities also include walking trails, dog park, shuffle board and picnic areas, workout room, boat & Rv storage. This home has new carpet and fresh paint, large living room, dining area and spacious kitchen with breakfast counter. 2 roomy bedrooms and 2 full baths. The dining area opens to a large sunroom and small deck. There is also a shed to house all your garden tools.

2 Beds ⋅ 2 Baths

Enjoy living in the sought after community of Hyde Park 55+ Adult Living. Located on a corner lot, close to the pool and clubhouse. Amenities also include walking trails, dog park, shuffle board and picnic areas, workout room, boat & Rv storage. This home has new carpet and fresh paint, large living room, dining area and spacious kitchen with breakfast counter. 2 roomy bedrooms and 2 full baths. The dining area opens to a large sunroom and small deck. There is also a shed to house all your garden tools.

19 St James Ct, Easton

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

$1,195,000

Welcome home to 28641 Hope Circle, an elegant 4BR/3.5BA Federal-style residence nestled in the highly sought after Village section of Cooke’s Hope. Spanning 4,772 sq ft of meticulously maintained living space, this property blends timeless Eastern Shore charm with modern luxury. The thoughtful layout offers unmatched flexibility, featuring dual primary suites with one on the main level and one on the upper level, making it perfect for multi-generational living or an exceptional guest arrangement. The upper primary suite serves as a true sanctuary boasting a luxury bath and a private outdoor deck overlooking the serene surroundings. A welcoming foyer leads to formal dining room (currently being used as a living room) with custom wainscoting, and a private home office/study complete with high-end built-in cabinetry. The heart of the home flows into a sunlit breakfast area, a bright laundry room, and a spacious mudroom with custom coat and shoe organizational shelving. From there, a second staircase leads to an incredible, fully equipped media/theater room featuring reclining stadium seating, a movie projector, and an integrated screen. Expanding the living space even further, a fully finished, heated and air-conditioned third-floor bonus room provides endless possibilities for a yoga studio, playroom, gym, or hobby shop. Outside your door, enjoy the prestigious Cooke’s Hope lifestyle, which offers miles of scenic walking trails, a fitness center, tennis courts, a kayak launch, and the community’s signature pastures home to resident Belted Galloway cows, all while being just minutes from historic downtown Easton’s premiers dining and shopping.

Welcome home to 28641 Hope Circle, an elegant 4BR/3.5BA Federal-style residence nestled in the highly sought after Village section of Cooke’s Hope. Spanning 4,772 sq ft of meticulously maintained living space, this property blends timeless Eastern Shore charm with modern luxury. The thoughtful layout offers unmatched flexibility, featuring dual primary suites with one on the main level and one on the upper level, making it perfect for multi-generational living or an exceptional guest arrangement. The upper primary suite serves as a true sanctuary boasting a luxury bath and a private outdoor deck overlooking the serene surroundings. A welcoming foyer leads to formal dining room (currently being used as a living room) with custom wainscoting, and a private home office/study complete with high-end built-in cabinetry. The heart of the home flows into a sunlit breakfast area, a bright laundry room, and a spacious mudroom with custom coat and shoe organizational shelving. From there, a second staircase leads to an incredible, fully equipped media/theater room featuring reclining stadium seating, a movie projector, and an integrated screen. Expanding the living space even further, a fully finished, heated and air-conditioned third-floor bonus room provides endless possibilities for a yoga studio, playroom, gym, or hobby shop. Outside your door, enjoy the prestigious Cooke’s Hope lifestyle, which offers miles of scenic walking trails, a fitness center, tennis courts, a kayak launch, and the community’s signature pastures home to resident Belted Galloway cows, all while being just minutes from historic downtown Easton’s premiers dining and shopping.

28641 Hope Cir, Easton

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

$449,500

JUST LISTED in Downtown Historic Easton! Fall in love with 25 S. Hanson St., a masterfully restored 1910 colonial farmhouse that balances timeless charm with contemporary luxury. What you'll love: an incredible wraparound front porch perfect for morning coffee or evening wine, a state-of-the art kitchen featuring premium countertops, beautifully refinished hardwood floors throughout, an unfinished basement with endless possibilities, an unbeatable downtown location where evertyhing is just minutes away.

JUST LISTED in Downtown Historic Easton! Fall in love with 25 S. Hanson St., a masterfully restored 1910 colonial farmhouse that balances timeless charm with contemporary luxury. What you'll love: an incredible wraparound front porch perfect for morning coffee or evening wine, a state-of-the art kitchen featuring premium countertops, beautifully refinished hardwood floors throughout, an unfinished basement with endless possibilities, an unbeatable downtown location where evertyhing is just minutes away.

25 S Hanson St, Easton

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

$125,000

Opportunity Awaits in Sun Communities Hyde Park! This spacious 2-bedroom, 2-bath home features a welcoming front porch, a bright sunroom, and plenty of potential to make it your own. Located in the desirable Hyde Park 55+ community, this home is ready for someone with vision and a little TLC to bring it back to life. Looking for an affordable opportunity to create a space that reflects your style? Picture yourself here in this thriving and active 55+ community! Pool, clubhouse, new dog park, covered shuffle boards and horseshoe pits and there's even a pond for fishing; you'll never be bored! Convenient to everything you need, an unbeatable value for all this home and location have to offer. Priced for a quick sale—don't miss this opportunity!

2 Beds ⋅ 2 Baths

Opportunity Awaits in Sun Communities Hyde Park! This spacious 2-bedroom, 2-bath home features a welcoming front porch, a bright sunroom, and plenty of potential to make it your own. Located in the desirable Hyde Park 55+ community, this home is ready for someone with vision and a little TLC to bring it back to life. Looking for an affordable opportunity to create a space that reflects your style? Picture yourself here in this thriving and active 55+ community! Pool, clubhouse, new dog park, covered shuffle boards and horseshoe pits and there's even a pond for fishing; you'll never be bored! Convenient to everything you need, an unbeatable value for all this home and location have to offer. Priced for a quick sale—don't miss this opportunity!

14 Curzon Ct, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$1,350,000

Waterfront coastal cottage living at its finest. Come see what makes this 3-bedroom, 2.5-bathroom retreat feel like a secluded getaway, approximately 10 minutes from downtown St. Michaels and two hours from the DC, and Baltimore areas. Set on 16.45 peaceful acres on Leadenham Creek, this property offers southwestern exposure and over 900 feet of shoreline. Sit back and enjoy evening sunset views from the newly installed dock (2025). Two sheds on the property, provide additional storage capability. Step inside to find a cozy, open-concept layout. The kitchen flows directly into a breakfast nook/dining area with built-in seating and an adjoining living room with a wood-burning fireplace, all with waterfront views. On the main level, you’ll find a primary bedroom suite with a full bathroom and access to a bright, private sunroom. A spiral staircase leads to two additional bedrooms. Additional updates include a new HVAC system (2022) and a new roof (2021). Privacy, waterfront, and acreage, all within a short drive of the restaurants, shops, museums, and activities St. Michaels has to offer.

Waterfront coastal cottage living at its finest. Come see what makes this 3-bedroom, 2.5-bathroom retreat feel like a secluded getaway, approximately 10 minutes from downtown St. Michaels and two hours from the DC, and Baltimore areas. Set on 16.45 peaceful acres on Leadenham Creek, this property offers southwestern exposure and over 900 feet of shoreline. Sit back and enjoy evening sunset views from the newly installed dock (2025). Two sheds on the property, provide additional storage capability. Step inside to find a cozy, open-concept layout. The kitchen flows directly into a breakfast nook/dining area with built-in seating and an adjoining living room with a wood-burning fireplace, all with waterfront views. On the main level, you’ll find a primary bedroom suite with a full bathroom and access to a bright, private sunroom. A spiral staircase leads to two additional bedrooms. Additional updates include a new HVAC system (2022) and a new roof (2021). Privacy, waterfront, and acreage, all within a short drive of the restaurants, shops, museums, and activities St. Michaels has to offer.

7582 Leadenham Cove Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact:

$349,900

Totally updated within the past year. Move-in ready, this one-level home offers 3 bedrooms and 2 full baths with LVP flooring throughout most of the home, Appliances replaced in kitchen, freshly painted, separate dining area, and a spacious living room. The primary bedroom includes a private bath. Major 2025 -2026 improvements include a HVAC system with all ductwork replaced in 2026. Return vents in every room. An encapsulated crawl space, new roof 2025 with warranty, new siding, new windows, new doors and new hardware. Fluharty electric replaced all outlets, and switches. Plumbing updated with new shut off valves in utility area. Comfort height toilets added in renovated bathrooms. Outside, you'll find a storage shed and a gravel driveway with ample parking. Conveniently located near downtown Trappe with fabulous dining options and two parks. See list of improvements. Close to public boat ramp. This home is ideally situated between Easton and Cambridge. A well-maintained, updated home offering excellent value and easy living on Maryland's Eastern Shore.

Totally updated within the past year. Move-in ready, this one-level home offers 3 bedrooms and 2 full baths with LVP flooring throughout most of the home, Appliances replaced in kitchen, freshly painted, separate dining area, and a spacious living room. The primary bedroom includes a private bath. Major 2025 -2026 improvements include a HVAC system with all ductwork replaced in 2026. Return vents in every room. An encapsulated crawl space, new roof 2025 with warranty, new siding, new windows, new doors and new hardware. Fluharty electric replaced all outlets, and switches. Plumbing updated with new shut off valves in utility area. Comfort height toilets added in renovated bathrooms. Outside, you'll find a storage shed and a gravel driveway with ample parking. Conveniently located near downtown Trappe with fabulous dining options and two parks. See list of improvements. Close to public boat ramp. This home is ideally situated between Easton and Cambridge. A well-maintained, updated home offering excellent value and easy living on Maryland's Eastern Shore.

4072 Main St, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

$2,495,000

Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon parking you realize that you can not see another house. As you enter the house the quality of construction is evident with high ceilings, wood floors, and view of the incredible pool area and views of Peachblossom Creek. The open floor plan is comfortable and well suited for entertaining, also offering a cozy den and an office that over look the acreage. The primary suite is stunning with an incredible bath with jetted tub and walk-in shower. The custom closet is enormous with built in drawers and automatic lights. Exploring the first floor even more you will find a gracious laundry room that features the coolest dog washing station that you have ever seen with hot and cold water and tile floors this feature alone sets off the house. The entire house is CAT6 wired with a water filtration system and a whole house reverse osmosis system with holding tanks that hold 150 gallons of treated water. Outside the star of the show is the deck and pool area. The concrete pool and separate hot tub that over look the creek are incredible with a pool house that has a changing area and full bath. There is a 2 car attached garage with a 3 bay detached garage with one bay that is fully insulated for that special car you want to keep out of the weather. There are not many places to hunt this close to Easton but with the pond and 20 acre additional wooded parcel there are waterfowl, deer and turkey opportunities right out your back door. The home also features a first floor and pool generator, and RV plug. There are so many unique things about this property it has to be seen to be believed.

Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon parking you realize that you can not see another house. As you enter the house the quality of construction is evident with high ceilings, wood floors, and view of the incredible pool area and views of Peachblossom Creek. The open floor plan is comfortable and well suited for entertaining, also offering a cozy den and an office that over look the acreage. The primary suite is stunning with an incredible bath with jetted tub and walk-in shower. The custom closet is enormous with built in drawers and automatic lights. Exploring the first floor even more you will find a gracious laundry room that features the coolest dog washing station that you have ever seen with hot and cold water and tile floors this feature alone sets off the house. The entire house is CAT6 wired with a water filtration system and a whole house reverse osmosis system with holding tanks that hold 150 gallons of treated water. Outside the star of the show is the deck and pool area. The concrete pool and separate hot tub that over look the creek are incredible with a pool house that has a changing area and full bath. There is a 2 car attached garage with a 3 bay detached garage with one bay that is fully insulated for that special car you want to keep out of the weather. There are not many places to hunt this close to Easton but with the pond and 20 acre additional wooded parcel there are waterfowl, deer and turkey opportunities right out your back door. The home also features a first floor and pool generator, and RV plug. There are so many unique things about this property it has to be seen to be believed.

28910 Jennings Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$425,000

Step into a piece of Eastern Shore history with this charming, beautifully maintained American Four Square, where original craftsmanship and timeless character create a home that feels truly special. Original doors, staircase, picture windows, plaster and lath walls, beautiful trim and floors, classic built-ins, and a welcoming wraparound porch evoke a simpler pace of life. Adding to the property's unique story is the retired U.S. Post Office building, a remarkable historic feature that gives this property a sense of place and a connection to the town’s rich history. With its own parking, the Post Office offers an excellent opportunity for an on-site professional office or cottage industry. Inside the house, 3 bedrooms and 2.5 baths are complemented by a country kitchen with newer appliances, downstairs laundry, parlor, living room, and formal dining room with built-in cabinetry. Upstairs, the original bath has been renovated and features an antique mahogany vanity matched with the original tub, to which a shower has been added. A second spacious bath has been renovated and features an antique walnut vanity with marble countertop and a step-in shower. A new heat pump upstairs and a split unit downstairs were added in 2023. The water heater was replaced this summer. There is a screened rear porch off the kitchen that backs to woods and a fenced yard. The entire property is complemented by mature landscaping, including many natives, a small water feature, plus pawpaw, persimmon, and fig trees, making it the perfect setting for entertaining, birdwatching. Programmable landscape lighting shows off the property each evening. Additionally, the cellar, attic, storage shed with lofts, and detached garage with workbench and loft add versatility and plenty of storage. Conveniently located on Alt. Rt. 404 near Rt. 309, the property offers quick access to the boat ramp at Hillsboro, Adkins Arboretum, Frederick Douglass Park, and nearby Tuckahoe State Park. Annapolis is only 45 minutes away, and BWI Airport is approximately 75 minutes away. More than a home, this is a rare opportunity to own a distinctive century property and make it part of your own story.

Step into a piece of Eastern Shore history with this charming, beautifully maintained American Four Square, where original craftsmanship and timeless character create a home that feels truly special. Original doors, staircase, picture windows, plaster and lath walls, beautiful trim and floors, classic built-ins, and a welcoming wraparound porch evoke a simpler pace of life. Adding to the property's unique story is the retired U.S. Post Office building, a remarkable historic feature that gives this property a sense of place and a connection to the town’s rich history. With its own parking, the Post Office offers an excellent opportunity for an on-site professional office or cottage industry. Inside the house, 3 bedrooms and 2.5 baths are complemented by a country kitchen with newer appliances, downstairs laundry, parlor, living room, and formal dining room with built-in cabinetry. Upstairs, the original bath has been renovated and features an antique mahogany vanity matched with the original tub, to which a shower has been added. A second spacious bath has been renovated and features an antique walnut vanity with marble countertop and a step-in shower. A new heat pump upstairs and a split unit downstairs were added in 2023. The water heater was replaced this summer. There is a screened rear porch off the kitchen that backs to woods and a fenced yard. The entire property is complemented by mature landscaping, including many natives, a small water feature, plus pawpaw, persimmon, and fig trees, making it the perfect setting for entertaining, birdwatching. Programmable landscape lighting shows off the property each evening. Additionally, the cellar, attic, storage shed with lofts, and detached garage with workbench and loft add versatility and plenty of storage. Conveniently located on Alt. Rt. 404 near Rt. 309, the property offers quick access to the boat ramp at Hillsboro, Adkins Arboretum, Frederick Douglass Park, and nearby Tuckahoe State Park. Annapolis is only 45 minutes away, and BWI Airport is approximately 75 minutes away. More than a home, this is a rare opportunity to own a distinctive century property and make it part of your own story.

32301 Main St, Queen Anne

Listing courtesy of Benson & Mangold, LLC. Contact:

$465,000

One of the best lots in Matthewstown Run! This 4 bedroom, 2.5 bath home backs up to a farm field with peaceful open views and no neighbors behind you. It has a country, secluded feel and is still close to everything Easton has to offer. The open living room and kitchen share a wood-burning fireplace, perfect for chilly nights. The primary suite has a soaking tub and a large walk-in closet. The 10x20 back porch was enclosed and conditioned with a mini-split, beautiful hickory floors, a closet and privacy doors, so it works as an office, playroom, or bonus room. Outside, the fenced backyard and hardscape patio are made for entertaining, and there’s an attached 2-car garage. Recent updates include a new tankless water heater, new stove, and 5 new upstairs windows. Schedule your showing today, this house will go quickly!

One of the best lots in Matthewstown Run! This 4 bedroom, 2.5 bath home backs up to a farm field with peaceful open views and no neighbors behind you. It has a country, secluded feel and is still close to everything Easton has to offer. The open living room and kitchen share a wood-burning fireplace, perfect for chilly nights. The primary suite has a soaking tub and a large walk-in closet. The 10x20 back porch was enclosed and conditioned with a mini-split, beautiful hickory floors, a closet and privacy doors, so it works as an office, playroom, or bonus room. Outside, the fenced backyard and hardscape patio are made for entertaining, and there’s an attached 2-car garage. Recent updates include a new tankless water heater, new stove, and 5 new upstairs windows. Schedule your showing today, this house will go quickly!

8362 Colony Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$595,000

BE SURE TO WATCH THE VIDEO TOUR TO EXPERIENCE THE PROPERTY AND SETTING. Rare opportunity in the coveted Village of Fairbank on Tilghman Island. Set on nearly an acre in a peaceful Eastern Shore setting, this charming 1900 traditional home offers 1,720 square feet of living space with three bedrooms, two full baths, and the warmth and character of a wood-burning fireplace. One of the property's most distinctive features is its setting along Black Walnut Cove, just beyond the backyard, offering an idyllic backdrop for kayaking, canoeing, and enjoying life near the water. The expansive .93-acre lot provides plenty of room for outdoor entertaining, gardening, or simply relaxing and taking in the natural surroundings. Fairbank on Tilghman is a special community where neighbors know one another and take care of eachother. Whether you're searching for a full-time residence or a weekend retreat, this property offers a wonderful opportunity to enjoy the character of Tilghman Island, the beauty of the Chesapeake Bay region, and a lifestyle centered around the water. Just minutes from the restaurants, marinas, and charm of Tilghman Island, 23180 Fairbank Circle is an opportunity to make this unique Eastern Shore community your own. Located 20 minutes from St. Michaels!

BE SURE TO WATCH THE VIDEO TOUR TO EXPERIENCE THE PROPERTY AND SETTING. Rare opportunity in the coveted Village of Fairbank on Tilghman Island. Set on nearly an acre in a peaceful Eastern Shore setting, this charming 1900 traditional home offers 1,720 square feet of living space with three bedrooms, two full baths, and the warmth and character of a wood-burning fireplace. One of the property's most distinctive features is its setting along Black Walnut Cove, just beyond the backyard, offering an idyllic backdrop for kayaking, canoeing, and enjoying life near the water. The expansive .93-acre lot provides plenty of room for outdoor entertaining, gardening, or simply relaxing and taking in the natural surroundings. Fairbank on Tilghman is a special community where neighbors know one another and take care of eachother. Whether you're searching for a full-time residence or a weekend retreat, this property offers a wonderful opportunity to enjoy the character of Tilghman Island, the beauty of the Chesapeake Bay region, and a lifestyle centered around the water. Just minutes from the restaurants, marinas, and charm of Tilghman Island, 23180 Fairbank Circle is an opportunity to make this unique Eastern Shore community your own. Located 20 minutes from St. Michaels!

21380 Fairbank Circle Cir, Tilghman

Listing courtesy of Compass. Contact:

$699,900

Discover an extraordinary opportunity to embrace a luxurious lifestyle on this stunning 4.05-acre waterfront property, nestled along the serene banks of Harris Creek With an impressive 295 feet of water frontage. Located in Tilghman on Chesapeake where you will enjoy an exceptional array of amenities, including a waterfront clubhouse, swimming pool, picnic area, community pier, and private boat slips available, that you can use while you build your own pier, as this lot offers an approved private dock site, one of only 4 in the community. The natural beauty surrounding this property provides the backdrop for any dream home with the potential for a pool, landscaping or luxurious outdoor living spaces. This exceptional property is not just a piece of land; it's a canvas for your vision of a perfect lifestyle, where the beauty of nature meets the comforts of home as you share your world with the daily visits of eagles, herons and deer. The private drive bordered by protected land is used to access just a hand full of lots and gives you a great sense of privacy.

21560 Spinnaker Way, Tilghman

Listing courtesy of Benson & Mangold, LLC. Contact:

$749,000

13579 Rustling Oaks Drive offers four bedrooms, three full bathrooms, and one half bathroom in the desirable Preserve at Wye Mills. Set on a beautifully landscaped three-quarter-acre lot, this light-filled home features an owner's suite on the main level and a convenient location between Easton and Annapolis. The gourmet eat-in kitchen is appointed with granite countertops, hardwood floors, cherrywood cabinetry, double sinks, a refrigerator, dishwasher, microwave, double oven, and a center island with a five-burner induction cooktop. Direct access leads to the garden deck, making indoor-outdoor entertaining effortless. Off the kitchen, the 13-by-14-foot formal dining room features hardwood floors, crown molding, chair railing, and two windows. A 10-by-13-foot flex room also offers hardwood floors, crown molding, and two windows. The impressive 20-by-17-foot living room has cathedral ceilings, a propane fireplace, carpeting, and ceiling fans. A 12-by-10-foot office with double doors, hardwood flooring, a ceiling fan, and a window provides a comfortable private workspace. The 16-by-18-foot main-level owner's suite includes carpeting, ceiling fans, four windows, and a spacious walk-in closet. Its private bathroom features dual sinks, tile flooring, a soaking tub, and a glass-enclosed walk-in shower. Upstairs are three carpeted bedrooms and two full bathrooms. Bedroom 2 measures 14 by 13 feet and includes a private bathroom. Bedrooms 3 and 4 share a Jack-and-Jill bathroom with dual sinks, tile flooring, and a tub-shower combination. Bedroom 3 measures 13 by 13 feet, while Bedroom 4 measures 13 by 14 feet and includes a ceiling fan. Additional highlights include a full basement with walkout stairs and an 8-by-11-foot wine cellar. The property provides easy access to BWI Airport, Washington, D.C., and Maryland's beaches.

13579 Rustling Oaks Drive offers four bedrooms, three full bathrooms, and one half bathroom in the desirable Preserve at Wye Mills. Set on a beautifully landscaped three-quarter-acre lot, this light-filled home features an owner's suite on the main level and a convenient location between Easton and Annapolis. The gourmet eat-in kitchen is appointed with granite countertops, hardwood floors, cherrywood cabinetry, double sinks, a refrigerator, dishwasher, microwave, double oven, and a center island with a five-burner induction cooktop. Direct access leads to the garden deck, making indoor-outdoor entertaining effortless. Off the kitchen, the 13-by-14-foot formal dining room features hardwood floors, crown molding, chair railing, and two windows. A 10-by-13-foot flex room also offers hardwood floors, crown molding, and two windows. The impressive 20-by-17-foot living room has cathedral ceilings, a propane fireplace, carpeting, and ceiling fans. A 12-by-10-foot office with double doors, hardwood flooring, a ceiling fan, and a window provides a comfortable private workspace. The 16-by-18-foot main-level owner's suite includes carpeting, ceiling fans, four windows, and a spacious walk-in closet. Its private bathroom features dual sinks, tile flooring, a soaking tub, and a glass-enclosed walk-in shower. Upstairs are three carpeted bedrooms and two full bathrooms. Bedroom 2 measures 14 by 13 feet and includes a private bathroom. Bedrooms 3 and 4 share a Jack-and-Jill bathroom with dual sinks, tile flooring, and a tub-shower combination. Bedroom 3 measures 13 by 13 feet, while Bedroom 4 measures 13 by 14 feet and includes a ceiling fan. Additional highlights include a full basement with walkout stairs and an 8-by-11-foot wine cellar. The property provides easy access to BWI Airport, Washington, D.C., and Maryland's beaches.

13579 Rustling Oaks Dr, Wye Mills

Listing courtesy of Benson & Mangold, LLC. Contact:

$499,000

Discover refined one‑story living enhanced by a full, pristine, ready‑to‑customize basement in this beautifully maintained three‑bedroom residence in Easton. The home’s taupe façade, enriched with stone and blue architectural accents, pairs elegantly with vibrant landscaping for standout curb appeal. The main level offers a thoughtfully designed layout: three bedrooms, two full baths, a gracious family room with gas fireplace, formal dining room, sunlit breakfast area, and a chef’s kitchen appointed with granite surfaces and extensive cabinetry. A well‑placed laundry/mudroom adds convenience. Downstairs, the impressive 2,224‑square‑foot basement provides exceptional potential—cool year‑round and easily adaptable for additional living space, including a bedroom with egress, recreation areas, or specialty rooms. Exterior highlights include a two‑car garage, paved drive, sidewalks, and a fully fenced backyard ideal for privacy and outdoor enjoyment. A large patio off the kitchen/breakfast area creates a perfect setting for entertaining. Hunters Mill also offers a neighborhood park with children’s play equipment. Just five minutes from downtown Easton, this home places you near acclaimed dining, cultural venues such as the Avalon Theatre and Academy Art Museum, boutique and specialty shopping, and nationally recognized festivals including Waterfowl and Plein Air. Saint Michaels and Oxford are just fifteen minutes away, not to mention the 28 public water landings and boat ramps around Talbot County for boating, fishing and waterfront access!

Discover refined one‑story living enhanced by a full, pristine, ready‑to‑customize basement in this beautifully maintained three‑bedroom residence in Easton. The home’s taupe façade, enriched with stone and blue architectural accents, pairs elegantly with vibrant landscaping for standout curb appeal. The main level offers a thoughtfully designed layout: three bedrooms, two full baths, a gracious family room with gas fireplace, formal dining room, sunlit breakfast area, and a chef’s kitchen appointed with granite surfaces and extensive cabinetry. A well‑placed laundry/mudroom adds convenience. Downstairs, the impressive 2,224‑square‑foot basement provides exceptional potential—cool year‑round and easily adaptable for additional living space, including a bedroom with egress, recreation areas, or specialty rooms. Exterior highlights include a two‑car garage, paved drive, sidewalks, and a fully fenced backyard ideal for privacy and outdoor enjoyment. A large patio off the kitchen/breakfast area creates a perfect setting for entertaining. Hunters Mill also offers a neighborhood park with children’s play equipment. Just five minutes from downtown Easton, this home places you near acclaimed dining, cultural venues such as the Avalon Theatre and Academy Art Museum, boutique and specialty shopping, and nationally recognized festivals including Waterfowl and Plein Air. Saint Michaels and Oxford are just fifteen minutes away, not to mention the 28 public water landings and boat ramps around Talbot County for boating, fishing and waterfront access!

29752 Gabler Ct, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$7,850,000

PRESQUILE MANOR HOUSE – An extraordinary waterfront estate steeped in history, architectural distinction, and timeless elegance. Magnificently positioned along the Wye River with breathtaking panoramic views and coveted western exposure, this distinguished circa-1800 manor house offers an exceptional combination of historic character, refined luxury, and unparalleled waterfront living. Originally part of the historic Lloyd family holdings, the 10.48-acre estate has been meticulously renovated by renowned Peter Zimmerman Architects and West & Callahan Construction, reflecting an extraordinary commitment to preserving its architectural heritage while incorporating the finest modern appointments. The magnificent 7BR/6FB/3HB manor house showcases exquisite craftsmanship throughout, with exceptional millwork, beautifully proportioned rooms, soaring ceilings, rich hardwood floors, elegant fireplaces, and graceful architectural details. Expansive windows fill the interiors with natural light while framing spectacular views of the river and surrounding grounds. A stunning curved staircase with a beautifully crafted wood handrail serves as an architectural centerpiece. Gracious formal living and dining rooms provide elegant spaces for entertaining, while inviting gathering areas offer warmth and comfort for everyday living. The extraordinary gourmet kitchen features extensive custom cabinetry, an expansive center island, premium appliances, and beautifully appointed finishes. Seven generously appointed bedrooms and beautifully renovated baths provide exceptional comfort and privacy for family and guests. Throughout the residence, sophisticated finishes and thoughtful design reflect a remarkable balance between the home's distinguished history and contemporary luxury living. Beyond the residence, the spectacular grounds provide a setting of extraordinary beauty and tranquility. Expansive lawns sweep toward the river, complemented by magnificent mature trees, formal gardens, and beautifully maintained landscaping. A waterside swimming pool offers an idyllic setting for relaxation and outdoor entertaining, while a private tennis court adds to the property's outstanding recreational amenities. Extensive riprapped shoreline and a coveted deepwater boathouse provide exceptional access to the Wye River and surrounding Chesapeake Bay waterways. Sweeping river vistas and magnificent western sunsets create a breathtaking backdrop for this remarkable waterfront retreat. Rarely does a property of such historical significance, architectural refinement, and exceptional waterfront presence become available. Presquile Manor House represents a remarkable opportunity to own one of the Wye River's most distinguished estates, where centuries of history, extraordinary craftsmanship, and the natural beauty of Maryland's Eastern Shore come together in a truly exceptional offering. The estate is approached by an impressive, tree-lined entrance drive extending across approximately 7.1 additional acres, with access secured by a perpetual easement.

7 Beds ⋅ 8 Baths

PRESQUILE MANOR HOUSE – An extraordinary waterfront estate steeped in history, architectural distinction, and timeless elegance. Magnificently positioned along the Wye River with breathtaking panoramic views and coveted western exposure, this distinguished circa-1800 manor house offers an exceptional combination of historic character, refined luxury, and unparalleled waterfront living. Originally part of the historic Lloyd family holdings, the 10.48-acre estate has been meticulously renovated by renowned Peter Zimmerman Architects and West & Callahan Construction, reflecting an extraordinary commitment to preserving its architectural heritage while incorporating the finest modern appointments. The magnificent 7BR/6FB/3HB manor house showcases exquisite craftsmanship throughout, with exceptional millwork, beautifully proportioned rooms, soaring ceilings, rich hardwood floors, elegant fireplaces, and graceful architectural details. Expansive windows fill the interiors with natural light while framing spectacular views of the river and surrounding grounds. A stunning curved staircase with a beautifully crafted wood handrail serves as an architectural centerpiece. Gracious formal living and dining rooms provide elegant spaces for entertaining, while inviting gathering areas offer warmth and comfort for everyday living. The extraordinary gourmet kitchen features extensive custom cabinetry, an expansive center island, premium appliances, and beautifully appointed finishes. Seven generously appointed bedrooms and beautifully renovated baths provide exceptional comfort and privacy for family and guests. Throughout the residence, sophisticated finishes and thoughtful design reflect a remarkable balance between the home's distinguished history and contemporary luxury living. Beyond the residence, the spectacular grounds provide a setting of extraordinary beauty and tranquility. Expansive lawns sweep toward the river, complemented by magnificent mature trees, formal gardens, and beautifully maintained landscaping. A waterside swimming pool offers an idyllic setting for relaxation and outdoor entertaining, while a private tennis court adds to the property's outstanding recreational amenities. Extensive riprapped shoreline and a coveted deepwater boathouse provide exceptional access to the Wye River and surrounding Chesapeake Bay waterways. Sweeping river vistas and magnificent western sunsets create a breathtaking backdrop for this remarkable waterfront retreat. Rarely does a property of such historical significance, architectural refinement, and exceptional waterfront presence become available. Presquile Manor House represents a remarkable opportunity to own one of the Wye River's most distinguished estates, where centuries of history, extraordinary craftsmanship, and the natural beauty of Maryland's Eastern Shore come together in a truly exceptional offering. The estate is approached by an impressive, tree-lined entrance drive extending across approximately 7.1 additional acres, with access secured by a perpetual easement.

26546 Presquile Farm Dr, Easton

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

$399,000

Scenic farmland views, peaceful country living, and convenient access to Easton and Preston—welcome to 30603 Dover Road. Nestled on two acres in Talbot County, this well-maintained brick rancher offers the perfect balance of privacy, comfort, and convenience. Surrounded by the natural beauty of Maryland’s Eastern Shore, the property enjoys picturesque views of neighboring farmland, expansive lawn, and a tranquil setting just minutes from the everyday conveniences of Easton and Preston. Inside, approximately 2,138 square feet of living space offer a warm and inviting atmosphere. The sun-filled living and dining rooms provide comfortable spaces for relaxing and entertaining, while the generously sized eat-in kitchen serves as the heart of the home. Recently updated flooring throughout much of the main level adds a fresh, welcoming feel. The primary bedroom features a dedicated dressing area, while a second bedroom and full bathroom complete the main-level accommodations. Downstairs, the finished lower level offers exceptional flexibility, with a spacious family room and dedicated home office space. A supplemental propane heater adds comfort during the colder months. Thoughtful recent improvements make this home even more attractive, including a new roof in 2024, replacement windows in 2022 and 2024, new flooring throughout much of the main level, a new water softener and filtration system, and a new reverse osmosis drinking water system in 2026. Outside, the expansive lawn provides endless opportunities for gardening, recreation, entertaining, or simply enjoying the beautiful farmland views. A covered front porch invites slow mornings and peaceful evenings, while the spacious two-car garage provides ample room for vehicles, storage, and workshop projects. Lovingly maintained by just two owners since its construction in 1984, this home is an opportunity to enjoy the space and serenity of country living with the convenience of being a short drive to restaurants, grocery stores, doctors and more. Two acres, scenic Eastern Shore surroundings, and meaningful modern improvements—discover the possibilities at 30603 Dover Road.

2 Beds ⋅ 1 Baths

Scenic farmland views, peaceful country living, and convenient access to Easton and Preston—welcome to 30603 Dover Road. Nestled on two acres in Talbot County, this well-maintained brick rancher offers the perfect balance of privacy, comfort, and convenience. Surrounded by the natural beauty of Maryland’s Eastern Shore, the property enjoys picturesque views of neighboring farmland, expansive lawn, and a tranquil setting just minutes from the everyday conveniences of Easton and Preston. Inside, approximately 2,138 square feet of living space offer a warm and inviting atmosphere. The sun-filled living and dining rooms provide comfortable spaces for relaxing and entertaining, while the generously sized eat-in kitchen serves as the heart of the home. Recently updated flooring throughout much of the main level adds a fresh, welcoming feel. The primary bedroom features a dedicated dressing area, while a second bedroom and full bathroom complete the main-level accommodations. Downstairs, the finished lower level offers exceptional flexibility, with a spacious family room and dedicated home office space. A supplemental propane heater adds comfort during the colder months. Thoughtful recent improvements make this home even more attractive, including a new roof in 2024, replacement windows in 2022 and 2024, new flooring throughout much of the main level, a new water softener and filtration system, and a new reverse osmosis drinking water system in 2026. Outside, the expansive lawn provides endless opportunities for gardening, recreation, entertaining, or simply enjoying the beautiful farmland views. A covered front porch invites slow mornings and peaceful evenings, while the spacious two-car garage provides ample room for vehicles, storage, and workshop projects. Lovingly maintained by just two owners since its construction in 1984, this home is an opportunity to enjoy the space and serenity of country living with the convenience of being a short drive to restaurants, grocery stores, doctors and more. Two acres, scenic Eastern Shore surroundings, and meaningful modern improvements—discover the possibilities at 30603 Dover Road.

30603 Dover Rd, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$425,000

Handsome, cozy Farmhouse in the village of Royal Oak. Built in 1999 with a modern floor plan and amenities providing three bedrooms and two and a half baths. Great covered front porch and side patio with privacy screening. Second floor sun deck and primary suite with walk-in closet and attached full bath. New LVP flooring upstairs and wood flooring downstairs. Sited on a generous .69 acre lot with mature tree canopy, nice lawn expanse and a sturdy shed. Well water and County sewer service. OWNER FINANCING AVAILABLE FOR QUALIFIED BUYERS