$425,000 Nestled in the serene community and quiet court of The Woods at Stoney Ridge, this beautiful Colonial offers an inviting blend of elegance, comfort, and thoughtful updates throughout more than 3,300 square feet of living space. The interior showcases elegant crown molding, hardwood floors, and plush carpeting, creating a warm and welcoming atmosphere. The functional, yet spacious kitchen is designed for both everyday living and entertaining, featuring a spacious peninsula island and quality appliances, including a self-cleaning oven and built-in microwave. Gather in the cozy family room, complete with a gas fireplace, or retreat to the private main level primary suite, where a generous walk-in closet and spa-inspired bath with both a walk-in shower and soaking tub provide the perfect place to unwind. A convenient main-level laundry room and partially finished walkout basement offer added functionality and flexible living space. Additional highlights include a two-story, two-car garage and ample driveway parking. Major updates provide added peace of mind, including a new roof in 2025, new HVAC system and tankless hot water heater in 2021, new main-level carpeting in 2023, and new upper-level carpeting in October 2026. Combining timeless Colonial charm, spacious interiors, and valuable updates, this home is ready to welcome its next owners! 4 Beds ⋅ 4 Baths Nestled in the serene community and quiet court of The Woods at Stoney Ridge, this beautiful Colonial offers an inviting blend of elegance, comfort, and thoughtful updates throughout more than 3,300 square feet of living space. The interior showcases elegant crown molding, hardwood floors, and plush carpeting, creating a warm and welcoming atmosphere. The functional, yet spacious kitchen is designed for both everyday living and entertaining, featuring a spacious peninsula island and quality appliances, including a self-cleaning oven and built-in microwave. Gather in the cozy family room, complete with a gas fireplace, or retreat to the private main level primary suite, where a generous walk-in closet and spa-inspired bath with both a walk-in shower and soaking tub provide the perfect place to unwind. A convenient main-level laundry room and partially finished walkout basement offer added functionality and flexible living space. Additional highlights include a two-story, two-car garage and ample driveway parking. Major updates provide added peace of mind, including a new roof in 2025, new HVAC system and tankless hot water heater in 2021, new main-level carpeting in 2023, and new upper-level carpeting in October 2026. Combining timeless Colonial charm, spacious interiors, and valuable updates, this home is ready to welcome its next owners! 7079 Blackberry Ct, Easton Listing courtesy of American Premier Realty, LLC. 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, this land offers a private dock site, one of only 4 approved in Tilghman on the Chesapeake. The natural beauty surrounding this property is complemented by 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. 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, this land offers a private dock site, one of only 4 approved in Tilghman on the Chesapeake. The natural beauty surrounding this property is complemented by 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. 21560 Spinnaker Way, Tilghman 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! 3 Beds ⋅ 2 Baths 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:
$139,900 Large home in Cordova. Home is located close to Easton for shopping and medical care. Do not miss the opportunity to own this large home. Detached 2 car garage. Home is being sold "As-Is" 4 Beds ⋅ 2 Baths Large home in Cordova. Home is located close to Easton for shopping and medical care. Do not miss the opportunity to own this large home. Detached 2 car garage. Home is being sold "As-Is" 31048 Skipton Cordova Rd, Cordova Listing courtesy of Keller Williams Realty. Contact:
$750,000 Thread Haven. This 3500 sq. ft. home on a double lot (.7 acres), features formal living and dining rooms, large family room with gas fireplace and custom wood built-ins, sunroom, spacious galley kitchen with breakfast area, 1st floor primary suite, office/bedroom, guest bedroom and bath. 2nd floor features 2 additional guest bedrooms and bath, 2 large walk-in attic storage areas. Exterior has attached oversized 2-car garage, extensive landscaping, patio, deck, storage shed, lawn irrigation and privacy fence. Roof and HVAC systems have been updated. House security system. Close to YMCA, schools, churches, parks and downtown Easton amenities. 4 Beds ⋅ 5 Baths Thread Haven. This 3500 sq. ft. home on a double lot (.7 acres), features formal living and dining rooms, large family room with gas fireplace and custom wood built-ins, sunroom, spacious galley kitchen with breakfast area, 1st floor primary suite, office/bedroom, guest bedroom and bath. 2nd floor features 2 additional guest bedrooms and bath, 2 large walk-in attic storage areas. Exterior has attached oversized 2-car garage, extensive landscaping, patio, deck, storage shed, lawn irrigation and privacy fence. Roof and HVAC systems have been updated. House security system. Close to YMCA, schools, churches, parks and downtown Easton amenities. 38 Londonderry Dr, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$1,495,000 Prime commercial location at the corner of Route 50 and Matthewstown Road, offering excellent visibility and convenient access from both roadways. Situated on approximately 0.66 acres, the property is currently operating as a restaurant and features ample on-site parking to accommodate customers and staff. The prominent corner location and dual ingress/egress provide added convenience and accessibility, making this an attractive opportunity for investors or owner-users seeking a strategically positioned commercial property. Investors will appreciate the long-term tenant who would like to stay. Lease is also flexible for seller if buyer is an end-user. Prime commercial location at the corner of Route 50 and Matthewstown Road, offering excellent visibility and convenient access from both roadways. Situated on approximately 0.66 acres, the property is currently operating as a restaurant and features ample on-site parking to accommodate customers and staff. The prominent corner location and dual ingress/egress provide added convenience and accessibility, making this an attractive opportunity for investors or owner-users seeking a strategically positioned commercial property. Investors will appreciate the long-term tenant who would like to stay. Lease is also flexible for seller if buyer is an end-user. 8305 Ocean Gtwy, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$2,375,000 Solitude on Edge Creek with over 300+/- feet of tranquil waterfrontage and protected shoreline. Five-foot-wide pier with ample room for boats, substantial boat lift and 2-3+/- feet mean low water. A private, serene Eastern Shore retreat on manageable 3+/- acres with its very own nature walking-trail. The park-like setting features southeast exposure, a multitude of beautiful, specimen trees, and waterside pool with shaded patio. The additional charming and practical one bedroom guest house with separate kitchen offers a sanctuary for any weekend visitors. The main house includes first and second floor primary suites with views of the creek and all its natural inhabitants, an additional 3 bedrooms (one with en-suite bath), a total of 4 1/2 bathrooms, a terrific light-filled, large sunroom and waterside deck. Conveniently located close to the wonderful dining at The Oaks Waterfront Hotel and t at The General Store, while also not far from the Bellevue Ferry to historic Oxford, MD or shops of St. Michaels. 5 Beds ⋅ 5 Baths Solitude on Edge Creek with over 300+/- feet of tranquil waterfrontage and protected shoreline. Five-foot-wide pier with ample room for boats, substantial boat lift and 2-3+/- feet mean low water. A private, serene Eastern Shore retreat on manageable 3+/- acres with its very own nature walking-trail. The park-like setting features southeast exposure, a multitude of beautiful, specimen trees, and waterside pool with shaded patio. The additional charming and practical one bedroom guest house with separate kitchen offers a sanctuary for any weekend visitors. The main house includes first and second floor primary suites with views of the creek and all its natural inhabitants, an additional 3 bedrooms (one with en-suite bath), a total of 4 1/2 bathrooms, a terrific light-filled, large sunroom and waterside deck. Conveniently located close to the wonderful dining at The Oaks Waterfront Hotel and t at The General Store, while also not far from the Bellevue Ferry to historic Oxford, MD or shops of St. Michaels. 25705 Edgeview Rd, Royal Oak Listing courtesy of Benson & Mangold, LLC. Contact:
$525,000 Enjoy the charm of Oxford at 105 E. Pier Street! This inviting three-bedroom, two-bathroom home features a kitchen with an eat-in area and three spacious bedrooms, including a primary bedroom with vaulted ceilings and a large walk-in closet. Relax on the front porch beneath the shade of a beautiful oak tree, or unwind on the back porch overlooking the town park, with basketball, pickleball, and tennis courts, a large field for soccer, and a walking trail right outside your door. Oxford’s walkable setting makes it easy to enjoy local favorites, from Doc’s Restaurant to the Highland Creamery, along with the Strand, waterfront park, dog park, and community garden. Several marinas and docking locations throughout town offer options for keeping your boat nearby, subject to availability. A wonderful opportunity to enjoy the relaxed lifestyle of this waterfront town! 3 Beds ⋅ 2 Baths Enjoy the charm of Oxford at 105 E. Pier Street! This inviting three-bedroom, two-bathroom home features a kitchen with an eat-in area and three spacious bedrooms, including a primary bedroom with vaulted ceilings and a large walk-in closet. Relax on the front porch beneath the shade of a beautiful oak tree, or unwind on the back porch overlooking the town park, with basketball, pickleball, and tennis courts, a large field for soccer, and a walking trail right outside your door. Oxford’s walkable setting makes it easy to enjoy local favorites, from Doc’s Restaurant to the Highland Creamery, along with the Strand, waterfront park, dog park, and community garden. Several marinas and docking locations throughout town offer options for keeping your boat nearby, subject to availability. A wonderful opportunity to enjoy the relaxed lifestyle of this waterfront town! 105 Pier, Oxford Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$3,150,000 THE HELM – Spectacularly positioned on an elevated private point overlooking Peachblossom Creek, The Helm is an exceptional 5BR/4FB/2HB waterfront residence offering extraordinary panoramic views and an unparalleled sense of privacy. Approached by a private drive and surrounded by mature trees and established landscaping, the property feels wonderfully secluded while embracing its natural Eastern Shore setting. Inside, light-filled interiors are thoughtfully designed to capture the beauty of the setting, with water views from nearly every room. The welcoming foyer features skylights that fill the space with natural light. Beyond, the dramatic living room showcases a beamed vaulted ceiling, custom built-ins, wood-burning fireplace, and breathtaking 180-degree views. The formal dining room features a vaulted ceiling and sliding glass doors opening to the rear patio, while the gourmet kitchen is beautifully appointed with premium appliances, a generous center island with breakfast bar, dining area, wood-burning fireplace, and captivating views. A butler’s pantry, separate beverage center, laundry room, and powder room add convenience to the main level. The spacious main-level primary suite is a private waterside retreat, featuring a vaulted ceiling, skylights, custom built-ins, expansive windows and sliding glass doors, and a generous sitting area centered around a wood-burning fireplace. The beautifully updated ensuite bath offers dual vanities, a tub/shower, and glass-enclosed walk-in shower. A separate main-level guest wing includes an additional bedroom with beamed vaulted ceiling and wood-burning fireplace, along with a nearby full bath. Upstairs, three additional guest bedrooms are complemented by an updated full hall bath with glass-enclosed walk-in shower and a separate half bath. The extraordinary waterfront setting truly distinguishes The Helm. Sweeping views surround the property, with a combination of bulkheaded and natural shoreline extending along approximately 1,346 feet of waterfront. A gunite pool creates an inviting setting for outdoor living and entertaining, with the Eastern Shore breeze adding to the appeal. The private dock features two slips and 6' MLW, easily accommodating a large sailboat. A detached three-bay garage provides generous space for vehicles, boating equipment, pool gear, and property maintenance needs. With its extraordinary point location, extensive shoreline, deep water, light-filled interiors, and panoramic setting, The Helm presents a rare opportunity to experience exceptional Eastern Shore waterfront living. Conveniently located between Easton and Oxford and just minutes from Talbot Country Club. 5 Beds ⋅ 6 Baths THE HELM – Spectacularly positioned on an elevated private point overlooking Peachblossom Creek, The Helm is an exceptional 5BR/4FB/2HB waterfront residence offering extraordinary panoramic views and an unparalleled sense of privacy. Approached by a private drive and surrounded by mature trees and established landscaping, the property feels wonderfully secluded while embracing its natural Eastern Shore setting. Inside, light-filled interiors are thoughtfully designed to capture the beauty of the setting, with water views from nearly every room. The welcoming foyer features skylights that fill the space with natural light. Beyond, the dramatic living room showcases a beamed vaulted ceiling, custom built-ins, wood-burning fireplace, and breathtaking 180-degree views. The formal dining room features a vaulted ceiling and sliding glass doors opening to the rear patio, while the gourmet kitchen is beautifully appointed with premium appliances, a generous center island with breakfast bar, dining area, wood-burning fireplace, and captivating views. A butler’s pantry, separate beverage center, laundry room, and powder room add convenience to the main level. The spacious main-level primary suite is a private waterside retreat, featuring a vaulted ceiling, skylights, custom built-ins, expansive windows and sliding glass doors, and a generous sitting area centered around a wood-burning fireplace. The beautifully updated ensuite bath offers dual vanities, a tub/shower, and glass-enclosed walk-in shower. A separate main-level guest wing includes an additional bedroom with beamed vaulted ceiling and wood-burning fireplace, along with a nearby full bath. Upstairs, three additional guest bedrooms are complemented by an updated full hall bath with glass-enclosed walk-in shower and a separate half bath. The extraordinary waterfront setting truly distinguishes The Helm. Sweeping views surround the property, with a combination of bulkheaded and natural shoreline extending along approximately 1,346 feet of waterfront. A gunite pool creates an inviting setting for outdoor living and entertaining, with the Eastern Shore breeze adding to the appeal. The private dock features two slips and 6' MLW, easily accommodating a large sailboat. A detached three-bay garage provides generous space for vehicles, boating equipment, pool gear, and property maintenance needs. With its extraordinary point location, extensive shoreline, deep water, light-filled interiors, and panoramic setting, The Helm presents a rare opportunity to experience exceptional Eastern Shore waterfront living. Conveniently located between Easton and Oxford and just minutes from Talbot Country Club. 28041 Old Country Club Rd, Easton Listing courtesy of TTR Sotheby's International Realty. Contact:
$489,900 Nestled in the charming Mulberry Station community, this delightful traditional home offers a perfect blend of comfort and style. A thoughtfully designed living space, ideal for creating lasting memories awaits you. Step inside to discover a warm and inviting interior featuring beautiful wood floors that flow seamlessly throughout the main living areas. The kitchen is equipped with modern stainless steel appliances, including a built-in microwave, dishwasher, and electric oven/range, ensuring that meal preparation is a breeze. A charming breakfast area invites you to enjoy your morning coffee while overlooking the serene backyard. The family room, conveniently located off the kitchen, features a stunning gas fireplace with glass doors and a mantel, creating a cozy atmosphere for those chilly evenings. For more formal occasions, the separate dining room provides an elegant space to host dinner parties and celebrations. This home offers four generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and a private bath featuring a jetted tub and a stall shower. Each additional bedroom is well-appointed, providing ample space for relaxation and personalization. Step outside to your own private oasis. The extensive hardscape and beautifully landscaped yard are perfect for outdoor entertaining or simply enjoying the tranquility of nature. A personal in-ground pool invites you to take a refreshing dip on warm summer days, while the deck offers a perfect spot for sunbathing or hosting barbecues. The property also includes a charming shed for additional storage or hobbies. Surrounded by lush trees and woods, this space creates a peaceful retreat from the hustle and bustle of daily life. The attached two-car garage provides convenient access and ample parking. This residence is not just a house; it's a place to call home. With its thoughtful design, modern amenities, and serene outdoor space, it's ready for you to create your own story. Don't miss the opportunity to make this beautiful property your own! 4 Beds ⋅ 3 Baths Nestled in the charming Mulberry Station community, this delightful traditional home offers a perfect blend of comfort and style. A thoughtfully designed living space, ideal for creating lasting memories awaits you. Step inside to discover a warm and inviting interior featuring beautiful wood floors that flow seamlessly throughout the main living areas. The kitchen is equipped with modern stainless steel appliances, including a built-in microwave, dishwasher, and electric oven/range, ensuring that meal preparation is a breeze. A charming breakfast area invites you to enjoy your morning coffee while overlooking the serene backyard. The family room, conveniently located off the kitchen, features a stunning gas fireplace with glass doors and a mantel, creating a cozy atmosphere for those chilly evenings. For more formal occasions, the separate dining room provides an elegant space to host dinner parties and celebrations. This home offers four generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and a private bath featuring a jetted tub and a stall shower. Each additional bedroom is well-appointed, providing ample space for relaxation and personalization. Step outside to your own private oasis. The extensive hardscape and beautifully landscaped yard are perfect for outdoor entertaining or simply enjoying the tranquility of nature. A personal in-ground pool invites you to take a refreshing dip on warm summer days, while the deck offers a perfect spot for sunbathing or hosting barbecues. The property also includes a charming shed for additional storage or hobbies. Surrounded by lush trees and woods, this space creates a peaceful retreat from the hustle and bustle of daily life. The attached two-car garage provides convenient access and ample parking. This residence is not just a house; it's a place to call home. With its thoughtful design, modern amenities, and serene outdoor space, it's ready for you to create your own story. Don't miss the opportunity to make this beautiful property your own! 8862 Roundhouse Cir, Easton Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
$289,900 Professional photos and detailed description coming soon! 3 Beds ⋅ 2 Baths Professional photos and detailed description coming soon! 3967 Harrison Cir, Trappe Listing courtesy of LPT Realty, LLC. Contact:
$239,000 Welcome to 112 Glenwood Avenue, a charming and affordable home in the heart of Easton! Built in 1946, this home offers the character and charm of an earlier era while featuring updates for today’s lifestyle. With 2 bedrooms, 1 bath, 912 square feet of comfortable living space, NO HOA, and a convenient downtown location, this home has plenty to offer. Freshly painted and move-in ready, the home features new carpet in both bedrooms, a NEW ROOF, a gas range, and a fenced backyard—perfect for pets, gardening, entertaining, or simply enjoying your own outdoor space. One of the highlights of this home is its walkability! You’re just a 6-minute walk to the Avalon Theatre and other downtown Easton attractions, including coffee shops, restaurants, shopping, galleries, and more. The home is located across from the Easton Police Department and just half a block from the elementary school, putting so much of Easton within easy reach. Easton is a wonderful place to call home, offering the charm and character of Maryland’s Eastern Shore along with a vibrant downtown, local restaurants and boutiques, arts and entertainment, community events, parks, and convenient access to nearby waterfront towns. It’s a community where small-town Eastern Shore charm meets everyday convenience. Whether you’re a first-time buyer, looking to downsize, searching for a low-maintenance home, or an investor looking to add a well-located property to your rental portfolio, 112 Glenwood Avenue is worth a look. Why rent when homeownership may be within reach? Seller is offering $4,000 toward buyer closing costs or an interest-rate buy-down with an acceptable offer. Schedule your private showing and discover the convenience, character, and charm of living in downtown Easton! 2 Beds ⋅ 1 Baths Welcome to 112 Glenwood Avenue, a charming and affordable home in the heart of Easton! Built in 1946, this home offers the character and charm of an earlier era while featuring updates for today’s lifestyle. With 2 bedrooms, 1 bath, 912 square feet of comfortable living space, NO HOA, and a convenient downtown location, this home has plenty to offer. Freshly painted and move-in ready, the home features new carpet in both bedrooms, a NEW ROOF, a gas range, and a fenced backyard—perfect for pets, gardening, entertaining, or simply enjoying your own outdoor space. One of the highlights of this home is its walkability! You’re just a 6-minute walk to the Avalon Theatre and other downtown Easton attractions, including coffee shops, restaurants, shopping, galleries, and more. The home is located across from the Easton Police Department and just half a block from the elementary school, putting so much of Easton within easy reach. Easton is a wonderful place to call home, offering the charm and character of Maryland’s Eastern Shore along with a vibrant downtown, local restaurants and boutiques, arts and entertainment, community events, parks, and convenient access to nearby waterfront towns. It’s a community where small-town Eastern Shore charm meets everyday convenience. Whether you’re a first-time buyer, looking to downsize, searching for a low-maintenance home, or an investor looking to add a well-located property to your rental portfolio, 112 Glenwood Avenue is worth a look. Why rent when homeownership may be within reach? Seller is offering $4,000 toward buyer closing costs or an interest-rate buy-down with an acceptable offer. Schedule your private showing and discover the convenience, character, and charm of living in downtown Easton! 112 Glenwood Ave W, Easton Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$849,900 Charming Cape Cod in the Heart of St. Michaels Welcome to this beautifully maintained Cape Cod in the heart of St. Michaels, where newer construction, timeless charm, and exceptional indoor-outdoor living come together in a truly special property. Built in 2019, this inviting home features three generously sized bedrooms, two full bathrooms, and one half bath, with beautiful hardwood flooring throughout. Meticulously maintained and move-in ready, the home offers the comfort and quality of a newer home with the character and warmth of a classic Cape Cod. The outdoor living space is truly exceptional. Step onto the large deck, perfect for entertaining family and friends, and enjoy a private backyard that backs to peaceful woods. Gather around the fire pit, relax with a drink at your own tiki bar, or simply enjoy the tranquility of the wooded setting. It's an ideal space for summer entertaining, weekend gatherings, or quiet evenings at home. And then there's the location. Situated within walking distance of downtown St. Michaels, you can easily leave the car behind and enjoy the town's wonderful restaurants, shops, waterfront, and attractions. Few properties offer this combination of privacy and convenient in-town living. Inside, the home offers spacious bedrooms, three bathrooms, hardwood floors, and the peace of mind that comes with a 2019 build. Whether you're looking for a full-time residence, weekend retreat, or Eastern Shore getaway, this home offers an exceptional opportunity to enjoy the St. Michaels lifestyle. Property Highlights Built in 2019 3 large bedrooms 2 full bathrooms + 1 half bath Beautiful hardwood flooring throughout Beautifully maintained and move-in ready Large deck designed for entertaining Private backyard backing to woods Outdoor tiki bar Fire pit Excellent indoor-outdoor entertaining space Walk to downtown St. Michaels Close to restaurants, shops, waterfront, and attractions Rare combination of in-town convenience and private wooded setting Come discover a home where entertaining comes naturally, privacy is preserved, and the best of St. Michaels is just a short walk away. This home is also for Rent on MLS MDTA2015258 3 Beds ⋅ 3 Baths Charming Cape Cod in the Heart of St. Michaels Welcome to this beautifully maintained Cape Cod in the heart of St. Michaels, where newer construction, timeless charm, and exceptional indoor-outdoor living come together in a truly special property. Built in 2019, this inviting home features three generously sized bedrooms, two full bathrooms, and one half bath, with beautiful hardwood flooring throughout. Meticulously maintained and move-in ready, the home offers the comfort and quality of a newer home with the character and warmth of a classic Cape Cod. The outdoor living space is truly exceptional. Step onto the large deck, perfect for entertaining family and friends, and enjoy a private backyard that backs to peaceful woods. Gather around the fire pit, relax with a drink at your own tiki bar, or simply enjoy the tranquility of the wooded setting. It's an ideal space for summer entertaining, weekend gatherings, or quiet evenings at home. And then there's the location. Situated within walking distance of downtown St. Michaels, you can easily leave the car behind and enjoy the town's wonderful restaurants, shops, waterfront, and attractions. Few properties offer this combination of privacy and convenient in-town living. Inside, the home offers spacious bedrooms, three bathrooms, hardwood floors, and the peace of mind that comes with a 2019 build. Whether you're looking for a full-time residence, weekend retreat, or Eastern Shore getaway, this home offers an exceptional opportunity to enjoy the St. Michaels lifestyle. Property Highlights Built in 2019 3 large bedrooms 2 full bathrooms + 1 half bath Beautiful hardwood flooring throughout Beautifully maintained and move-in ready Large deck designed for entertaining Private backyard backing to woods Outdoor tiki bar Fire pit Excellent indoor-outdoor entertaining space Walk to downtown St. Michaels Close to restaurants, shops, waterfront, and attractions Rare combination of in-town convenience and private wooded setting Come discover a home where entertaining comes naturally, privacy is preserved, and the best of St. Michaels is just a short walk away. This home is also for Rent on MLS MDTA2015258 207 Brooks Ln, St Michaels Listing courtesy of Coldwell Banker Waterman Realty. Contact:
$2,495,000 "Creekside" is a classic Eastern Shore Waterfront Retreat. Sited on 5 private, partially-wooded acres with extensive shoreline, the 3,800 sq ft main house provides panoramic southerly views across the confluence of Fire Cove and Cummings Creek. The views are exceptional! Sunsets, too! The 4-bedroom, 4-bath home has been lovingly updated and improved, including an outstanding new kitchen, which opens to a spacious "Great Room" w/cathedral ceilings and lots of glass to enjoy the views. So much more: Waterside swimming pool; Detached 3-car garage (w/HVAC); Spacious garage apartment/office above the garage w/full bath; Private 120 ft dock w/two boatlifts and a floating kayak dock. By car, St. Michaels is just 10-minutes away. By Boat, Tilghman Island and Knapps Narrows with its marinas and several waterside restaurants is a short, scenic cruise down-stream. The 5-acre property (approximately 2/3 wooded), is a nature-lovers paradise. You can catch fish and crabs from the dock and/or enjoy watching a wide variety of native birds, including Bald Eagles; Osprey; Owls; Bluebirds; Blue Herons; Kingfishers; Canada Geese and many species of migratory ducks. In addition, the owners participate in the Delmarva Nesting Foundation's annual installation of Purple Martin houses attached to the dock. They are fun to watch, make happy sounds and devour mosquitos! There is an annual fee if you want to continue with this program, but well worth the cost and it helps to increase the Purple Martin population. 5 Beds ⋅ 5 Baths "Creekside" is a classic Eastern Shore Waterfront Retreat. Sited on 5 private, partially-wooded acres with extensive shoreline, the 3,800 sq ft main house provides panoramic southerly views across the confluence of Fire Cove and Cummings Creek. The views are exceptional! Sunsets, too! The 4-bedroom, 4-bath home has been lovingly updated and improved, including an outstanding new kitchen, which opens to a spacious "Great Room" w/cathedral ceilings and lots of glass to enjoy the views. So much more: Waterside swimming pool; Detached 3-car garage (w/HVAC); Spacious garage apartment/office above the garage w/full bath; Private 120 ft dock w/two boatlifts and a floating kayak dock. By car, St. Michaels is just 10-minutes away. By Boat, Tilghman Island and Knapps Narrows with its marinas and several waterside restaurants is a short, scenic cruise down-stream. The 5-acre property (approximately 2/3 wooded), is a nature-lovers paradise. You can catch fish and crabs from the dock and/or enjoy watching a wide variety of native birds, including Bald Eagles; Osprey; Owls; Bluebirds; Blue Herons; Kingfishers; Canada Geese and many species of migratory ducks. In addition, the owners participate in the Delmarva Nesting Foundation's annual installation of Purple Martin houses attached to the dock. They are fun to watch, make happy sounds and devour mosquitos! There is an annual fee if you want to continue with this program, but well worth the cost and it helps to increase the Purple Martin population. 22703 Emilys Ln, Wittman Listing courtesy of Benson & Mangold, LLC. Contact:
$469,990 **Red Tag Sales Event through November 1, 2026! Was $483,990 Now: $469,990!** Coming soon to Gannon Range at 8700 Harper Way in Easton, MD, the popular Hayden is a contemporary 2,511-square-foot, two-story home with five bedrooms, including one on the first floor, three full bathrooms, a flex room, loft, and two-car garage. The welcoming foyer offers two coat closets and guest space. A light-filled front flex room serves as an office or den, while the gourmet kitchen features white cabinetry, granite countertops, a corner pantry, and a seating island with sink. The kitchen’s eat-in dining area opens to the spacious great room. Down the hall are a sizeable secondary bedroom and full bathroom. Upstairs, the owner’s suite includes a spacious bedroom, walk-in closet, and oversized bathroom with linen and toilet closets and a walk-in shower. Three large bedrooms, an open loft, a double-vanity secondary bathroom with linen closet, a nearby laundry room, and a hall linen closet complete the floor. A fully sodded, landscaped, and irrigated lawn, white window blinds, and an innovative Smart Home® package offer peace of mind 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 **Red Tag Sales Event through November 1, 2026! Was $483,990 Now: $469,990!** Coming soon to Gannon Range at 8700 Harper Way in Easton, MD, the popular Hayden is a contemporary 2,511-square-foot, two-story home with five bedrooms, including one on the first floor, three full bathrooms, a flex room, loft, and two-car garage. The welcoming foyer offers two coat closets and guest space. A light-filled front flex room serves as an office or den, while the gourmet kitchen features white cabinetry, granite countertops, a corner pantry, and a seating island with sink. The kitchen’s eat-in dining area opens to the spacious great room. Down the hall are a sizeable secondary bedroom and full bathroom. Upstairs, the owner’s suite includes a spacious bedroom, walk-in closet, and oversized bathroom with linen and toilet closets and a walk-in shower. Three large bedrooms, an open loft, a double-vanity secondary bathroom with linen closet, a nearby laundry room, and a hall linen closet complete the floor. A fully sodded, landscaped, and irrigated lawn, white window blinds, and an innovative Smart Home® package offer peace of mind 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. 8700 Harper Way, Easton Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:
$349,000 Welcome to easy Eastern Shore living in the desirable Easton Club. This 3-bedroom, 2-bath townhome offers a peaceful, low-maintenance setting with a wooded backdrop and convenient access to everything Easton has to offer. A major renovation in 2016, along with more recent updates, has created a fresh and comfortable interior featuring newer flooring, newer paint, and newer stainless steel appliances. The inviting floor plan includes a main-level bedroom, spacious living and dining areas, and a well-appointed kitchen with abundant cabinetry and workspace. Natural gas serves both the heating system and cooking, while two mini-split units provide supplemental heating and cooling for bedrooms two and three. A Rinnai tankless hot water heater adds everyday efficiency and convenience. Step outside to the rear deck and enjoy the privacy of the surrounding trees, with refreshed landscaping enhancing the setting. Easton Club residents enjoy community amenities including a pool and tennis/pickleball courts, along with maintained grounds and lawn mowing for a more carefree lifestyle. Just minutes from historic Downtown Easton, with its restaurants, boutiques, galleries, theaters, medical facilities and everyday conveniences, the location also offers easy access to the waterways, kayaking, biking, walking trails, parks, and outdoor recreation that are such a part of the Eastern Shore lifestyle. This home combines a tranquil residential setting with quick access to town and the many ways to enjoy the surrounding area. 3 Beds ⋅ 2 Baths Welcome to easy Eastern Shore living in the desirable Easton Club. This 3-bedroom, 2-bath townhome offers a peaceful, low-maintenance setting with a wooded backdrop and convenient access to everything Easton has to offer. A major renovation in 2016, along with more recent updates, has created a fresh and comfortable interior featuring newer flooring, newer paint, and newer stainless steel appliances. The inviting floor plan includes a main-level bedroom, spacious living and dining areas, and a well-appointed kitchen with abundant cabinetry and workspace. Natural gas serves both the heating system and cooking, while two mini-split units provide supplemental heating and cooling for bedrooms two and three. A Rinnai tankless hot water heater adds everyday efficiency and convenience. Step outside to the rear deck and enjoy the privacy of the surrounding trees, with refreshed landscaping enhancing the setting. Easton Club residents enjoy community amenities including a pool and tennis/pickleball courts, along with maintained grounds and lawn mowing for a more carefree lifestyle. Just minutes from historic Downtown Easton, with its restaurants, boutiques, galleries, theaters, medical facilities and everyday conveniences, the location also offers easy access to the waterways, kayaking, biking, walking trails, parks, and outdoor recreation that are such a part of the Eastern Shore lifestyle. This home combines a tranquil residential setting with quick access to town and the many ways to enjoy the surrounding area. 28475 Pinehurst Cir, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$1,075,000 The charm of historic St Michaels comes to life in this 1890 home, completely updated for modern comfort and amenities. Each room is defined yet open, flowing into each other with ease. The dining room opens to the living space and sitting room with gas fireplace. Exposed beams and cathedral ceilings provide interest in design and skylights provide brightness and light. The beautiful, gourmet kitchen (updated recently) has quartz countertops and a breakfast nook overlooking the backyard patio and gardens. Both en suite full baths are updated and wait until you see the thoughtfully placed half bath tucked under the staircase in the foyer entry hall. Just one of the many details found throughout the home. There are multiple opportunities to take advantage of outdoor living with a light-filled sun room and screened porch leading to a spacious brick patio. The masterfully designed gardens surrounding the home provide privacy, peace and tranquility as well as a tapestry of color during the summertime. Included amidst the gardens a pergola for outdoor dining and a babbling stone water fountain. The entire back yard is fenced and lovely mature trees provide comfortable shade on this corner lot. Walk to town for shopping, waterfront dining and local events or get some exercise on the nearby St. Michaels Nature Trail. For your parking needs, there is a detached one car garage and three additional off-street, private parking spaces. To truly appreciate this lovingly cared-for home, it must be felt in person! 3 Beds ⋅ 3 Baths The charm of historic St Michaels comes to life in this 1890 home, completely updated for modern comfort and amenities. Each room is defined yet open, flowing into each other with ease. The dining room opens to the living space and sitting room with gas fireplace. Exposed beams and cathedral ceilings provide interest in design and skylights provide brightness and light. The beautiful, gourmet kitchen (updated recently) has quartz countertops and a breakfast nook overlooking the backyard patio and gardens. Both en suite full baths are updated and wait until you see the thoughtfully placed half bath tucked under the staircase in the foyer entry hall. Just one of the many details found throughout the home. There are multiple opportunities to take advantage of outdoor living with a light-filled sun room and screened porch leading to a spacious brick patio. The masterfully designed gardens surrounding the home provide privacy, peace and tranquility as well as a tapestry of color during the summertime. Included amidst the gardens a pergola for outdoor dining and a babbling stone water fountain. The entire back yard is fenced and lovely mature trees provide comfortable shade on this corner lot. Walk to town for shopping, waterfront dining and local events or get some exercise on the nearby St. Michaels Nature Trail. For your parking needs, there is a detached one car garage and three additional off-street, private parking spaces. To truly appreciate this lovingly cared-for home, it must be felt in person! 700 S Talbot St, St Michaels Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
$354,900 🏡 COMING SOON — 8490 Tilghman Island Rd Welcome to this extensively renovated 3-bedroom, 2-full-bath home, offering approximately 1,539 sq. ft. of living space on a spacious, level 0.69-acre lot. ✨ Recent updates include: • New flooring throughout • Fresh interior and exterior paint • Updated kitchen with new countertops and appliances • Updated bathrooms • New deck • New dishwasher • New washing machine • New AC unit Move-in ready with plenty of room inside and out, this home offers comfortable living in a peaceful Eastern Shore setting—approximately 10 minutes from St. Michaels and 5 minutes from Tilghman Island Beach 3 Bedrooms | 2 Full Bathrooms | 1,539 Sq. Ft. | 0.69 Acres 3 Beds ⋅ 2 Baths 🏡 COMING SOON — 8490 Tilghman Island Rd Welcome to this extensively renovated 3-bedroom, 2-full-bath home, offering approximately 1,539 sq. ft. of living space on a spacious, level 0.69-acre lot. ✨ Recent updates include: • New flooring throughout • Fresh interior and exterior paint • Updated kitchen with new countertops and appliances • Updated bathrooms • New deck • New dishwasher • New washing machine • New AC unit Move-in ready with plenty of room inside and out, this home offers comfortable living in a peaceful Eastern Shore setting—approximately 10 minutes from St. Michaels and 5 minutes from Tilghman Island Beach 3 Bedrooms | 2 Full Bathrooms | 1,539 Sq. Ft. | 0.69 Acres 8490 Tilghman Island Rd, Wittman Listing courtesy of Johnson-Needham Realty LLC. Contact:
$499,000 This house comes with a REDUCED RATE as low as 6.490% (APR 7.027%) as of 10/23/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information. Welcome to this beautifully updated 4 bedroom, 2.5 bath home nestled in a private, tree-lined setting just outside of town. Offering space, comfort, and privacy, this home features an oversized two-car garage and an impressive list of recent improvements. The main level includes a spacious living room, a dining area, and a kitchen with a large pantry and breakfast bar. For relaxation, there is an additional room with a fireplace and an enclosed porch equipped with a pellet stove. The generous primary suite offers custom built-ins, while the additional bedrooms provide plenty of space for guests or a home office. The many updates throughout the home include renovated bathrooms, fresh paint and new trim, new fixtures, a new dishwasher, as well as a new front door and porch door. Functional improvements feature new HVAC motors for both units, a newer roof and water softener, newer windows, and new exterior light poles. The crawl space has been encapsulated and the support beam replaced. Outside, the backyard has been completely transformed, creating a beautiful outdoor space to enjoy alongside extensive tree work and stump grinding completed throughout the property. A bar/game room is conveniently located off the garage, providing additional space for entertaining. Enjoy peaceful wooded views while being just minutes from Easton and surrounding areas. Conveniently close to town without town taxes, this property offers a great combination of privacy, space, and location with many thoughtful improvements already completed. 4 Beds ⋅ 3 Baths This house comes with a REDUCED RATE as low as 6.490% (APR 7.027%) as of 10/23/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information. Welcome to this beautifully updated 4 bedroom, 2.5 bath home nestled in a private, tree-lined setting just outside of town. Offering space, comfort, and privacy, this home features an oversized two-car garage and an impressive list of recent improvements. The main level includes a spacious living room, a dining area, and a kitchen with a large pantry and breakfast bar. For relaxation, there is an additional room with a fireplace and an enclosed porch equipped with a pellet stove. The generous primary suite offers custom built-ins, while the additional bedrooms provide plenty of space for guests or a home office. The many updates throughout the home include renovated bathrooms, fresh paint and new trim, new fixtures, a new dishwasher, as well as a new front door and porch door. Functional improvements feature new HVAC motors for both units, a newer roof and water softener, newer windows, and new exterior light poles. The crawl space has been encapsulated and the support beam replaced. Outside, the backyard has been completely transformed, creating a beautiful outdoor space to enjoy alongside extensive tree work and stump grinding completed throughout the property. A bar/game room is conveniently located off the garage, providing additional space for entertaining. Enjoy peaceful wooded views while being just minutes from Easton and surrounding areas. Conveniently close to town without town taxes, this property offers a great combination of privacy, space, and location with many thoughtful improvements already completed. 29349 Woodridge Dr, Easton Listing courtesy of Coldwell Banker Realty. Contact:
$45,000 Buyers and agents may walk the property at their own risk. Do not enter neighboring properties. Listing agent approval is required before any soil testing, digging, staking, or other invasive activity. Buyers and agents may walk the property at their own risk. Do not enter neighboring properties. Listing agent approval is required before any soil testing, digging, staking, or other invasive activity. Tilghman Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:
$350,000 Great opportunity in Easton! This spacious 4-bedroom, 2-bath rancher offers nearly 2,000 square feet of comfortable one-level living on approximately half an acre. The inviting floor plan features a generously sized kitchen with quartz countertops, ample cabinetry, a large pantry and plenty of space for everyday living and entertaining. The primary bedroom offers a vaulted ceiling, skylight, huge walk-in closet and private full bath with custom shower. Three additional bedrooms provide flexibility for family, guests or a home office. Outside, enjoy the spacious yard, patio/deck area and storage shed. The attached one-car garage provides additional storage and convenience. Ideally located with easy access to Easton, shopping, dining, St. Michaels, airport, new hospital and golf course! A wonderful opportunity to enjoy space, comfort and one-level living just minutes from all that Easton has to offer! 4 Beds ⋅ 2 Baths Great opportunity in Easton! This spacious 4-bedroom, 2-bath rancher offers nearly 2,000 square feet of comfortable one-level living on approximately half an acre. The inviting floor plan features a generously sized kitchen with quartz countertops, ample cabinetry, a large pantry and plenty of space for everyday living and entertaining. The primary bedroom offers a vaulted ceiling, skylight, huge walk-in closet and private full bath with custom shower. Three additional bedrooms provide flexibility for family, guests or a home office. Outside, enjoy the spacious yard, patio/deck area and storage shed. The attached one-car garage provides additional storage and convenience. Ideally located with easy access to Easton, shopping, dining, St. Michaels, airport, new hospital and golf course! A wonderful opportunity to enjoy space, comfort and one-level living just minutes from all that Easton has to offer! 10225 Ocean Gtwy, Easton Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$699,900 Built in 2022, this Bridgeport model in Easton Village offers low-maintenance living with a flexible floor plan and plenty of space for guests. The main level features a primary bedroom with a large walk-in closet and en-suite bath, along with a second bedroom and full bathroom. The kitchen is finished with Admiral Blue cabinetry, quartz countertops, and stainless steel appliances and opens to the great room with vaulted ceilings and a gas fireplace. An office area just off the great room provides a dedicated space for working from home. A screened porch off the rear of the home provides additional space for relaxing or entertaining. Upstairs, a spacious loft offers flexible living space along with a third bedroom and full bathroom, creating a private area for guests, an office, or additional family room. The home also includes a two-car rear-load garage and stone exterior accents. Easton Village offers a convenient location just minutes from St. Michaels and downtown Easton, shopping, restaurants, healthcare, parks, and the area's arts and entertainment. Community amenities include a pool, clubhouse with fitness center, kayak launch, and community pier overlooking the Tred Avon River. The combination of main-level living, flexible guest space, community amenities, and a convenient Easton location makes this home well suited for both full-time and part-time living. 3 Beds ⋅ 3 Baths Built in 2022, this Bridgeport model in Easton Village offers low-maintenance living with a flexible floor plan and plenty of space for guests. The main level features a primary bedroom with a large walk-in closet and en-suite bath, along with a second bedroom and full bathroom. The kitchen is finished with Admiral Blue cabinetry, quartz countertops, and stainless steel appliances and opens to the great room with vaulted ceilings and a gas fireplace. An office area just off the great room provides a dedicated space for working from home. A screened porch off the rear of the home provides additional space for relaxing or entertaining. Upstairs, a spacious loft offers flexible living space along with a third bedroom and full bathroom, creating a private area for guests, an office, or additional family room. The home also includes a two-car rear-load garage and stone exterior accents. Easton Village offers a convenient location just minutes from St. Michaels and downtown Easton, shopping, restaurants, healthcare, parks, and the area's arts and entertainment. Community amenities include a pool, clubhouse with fitness center, kayak launch, and community pier overlooking the Tred Avon River. The combination of main-level living, flexible guest space, community amenities, and a convenient Easton location makes this home well suited for both full-time and part-time living. 8082 Easton Village Dr, Easton Listing courtesy of TTR Sotheby's International Realty. Contact:
$499,000 Embrace an effortless coastal lifestyle in the heart of Oxford, where days are shaped by the water and some of the town’s most beloved destinations are just a short stroll from home. Ideally located near beach access, waterfront dining, marinas, tennis and pickleball courts, and a local church, this beautifully refreshed cottage offers a rare combination of walkability, privacy, and Eastern Shore charm. Set on a generous 16,988+/- square foot lot, the 1,200+/- square foot, two bedroom, two full bath residence has been thoughtfully updated with a fresh coastal sensibility. The remodeled kitchen features new stainless steel appliances, while renovated baths, new luxury vinyl plank flooring throughout, windows and doors, custom window treatments, and efficient ductless heating and cooling create a polished, comfortable interior designed for easy living. A wooden deck extends the living space outdoors, providing a relaxed setting for morning coffee, meals with friends and family, and evening relaxation after a day on the water. The grounds offer room to entertain and enjoy the outdoors, complemented by ample parking and a two story outbuilding with electricity, offering potential with exceptional storage and versatility. Additional improvements include a new hot water heater and French drain installation, while affordable utility costs add to the home’s low maintenance appeal. A history of short term rental income provides additional flexibility for buyers seeking a coastal retreat with income potential. What truly distinguishes this property is its location. From 705 S. Morris Street, the waterfront lifestyle of Oxford is within easy reach. Walk to the beach, stroll to enjoy dinner overlooking the river, head to the marina for an afternoon on the Chesapeake, or spend the morning on the tennis and pickleball courts and many walking paths. Situated in sought after Talbot County, Oxford offers the understated elegance and slower pace that have long made Maryland’s Eastern Shore a coveted destination. Conveniently positioned between Washington, D.C. and the Atlantic Ocean, this inviting cottage presents an opportunity to enjoy a refined yet relaxed coastal escape in one of the Shore’s most charming waterfront towns. 2 Beds ⋅ 2 Baths Embrace an effortless coastal lifestyle in the heart of Oxford, where days are shaped by the water and some of the town’s most beloved destinations are just a short stroll from home. Ideally located near beach access, waterfront dining, marinas, tennis and pickleball courts, and a local church, this beautifully refreshed cottage offers a rare combination of walkability, privacy, and Eastern Shore charm. Set on a generous 16,988+/- square foot lot, the 1,200+/- square foot, two bedroom, two full bath residence has been thoughtfully updated with a fresh coastal sensibility. The remodeled kitchen features new stainless steel appliances, while renovated baths, new luxury vinyl plank flooring throughout, windows and doors, custom window treatments, and efficient ductless heating and cooling create a polished, comfortable interior designed for easy living. A wooden deck extends the living space outdoors, providing a relaxed setting for morning coffee, meals with friends and family, and evening relaxation after a day on the water. The grounds offer room to entertain and enjoy the outdoors, complemented by ample parking and a two story outbuilding with electricity, offering potential with exceptional storage and versatility. Additional improvements include a new hot water heater and French drain installation, while affordable utility costs add to the home’s low maintenance appeal. A history of short term rental income provides additional flexibility for buyers seeking a coastal retreat with income potential. What truly distinguishes this property is its location. From 705 S. Morris Street, the waterfront lifestyle of Oxford is within easy reach. Walk to the beach, stroll to enjoy dinner overlooking the river, head to the marina for an afternoon on the Chesapeake, or spend the morning on the tennis and pickleball courts and many walking paths. Situated in sought after Talbot County, Oxford offers the understated elegance and slower pace that have long made Maryland’s Eastern Shore a coveted destination. Conveniently positioned between Washington, D.C. and the Atlantic Ocean, this inviting cottage presents an opportunity to enjoy a refined yet relaxed coastal escape in one of the Shore’s most charming waterfront towns. 705 S Morris St, Oxford Listing courtesy of Meredith Fine Properties. Contact:
$554,990 The Bogart offers an open-concept design with classic details and a projected settlement date of February 2027. Designed for comfortable everyday living, this home features 3 bedrooms, 2 baths, and a 2-car garage. The thoughtfully designed layout includes a screened-in patio, 8’ garage extension, upgraded color palette, and feature wall. The kitchen features stainless steel appliances and quartz countertops. Laminate flooring extends throughout the main living areas, with carpet in the bedrooms and office and tile in the bathrooms and laundry room. The bathroom features a Plus Shower for added comfort. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. 3 Beds ⋅ 2 Baths The Bogart offers an open-concept design with classic details and a projected settlement date of February 2027. Designed for comfortable everyday living, this home features 3 bedrooms, 2 baths, and a 2-car garage. The thoughtfully designed layout includes a screened-in patio, 8’ garage extension, upgraded color palette, and feature wall. The kitchen features stainless steel appliances and quartz countertops. Laminate flooring extends throughout the main living areas, with carpet in the bedrooms and office and tile in the bathrooms and laundry room. The bathroom features a Plus Shower for added comfort. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. 7598 Ward Brothers Cir, Easton Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:
$2,595,000 Current owner/architect was in process of large upscale renovation when plans changed. The property has received Talbot County approval for a new 5-6 bedroom septic system. Fully permitted architectural and structural plans , along with a full-color exterior fly-through video The approved plans provide additional options for future improvements and may be modified to suit a buyer’s preferences. Plans are available for a fee. See the document panel for floor plans showing the proposed large addition and an alternative one-level living design. Current owner/architect was in process of large upscale renovation when plans changed. The property has received Talbot County approval for a new 5-6 bedroom septic system. Fully permitted architectural and structural plans , along with a full-color exterior fly-through video The approved plans provide additional options for future improvements and may be modified to suit a buyer’s preferences. Plans are available for a fee. See the document panel for floor plans showing the proposed large addition and an alternative one-level living design. 9338 Bantry Rd, Easton Listing courtesy of TTR Sotheby's International Realty. Contact:
$649,500 This beautifully maintained 4-bedroom, 3-full-bath home offers approximately 3,348 square feet of living space in desirable Bozman, Maryland. Surrounded by mature trees, the property offers a peaceful, private setting while staying close to downtown St. Michaels. The home has been thoughtfully updated, with improvements including a roof installed in 2020, replacement windows in 2017, public sewer connection completed in 2026, a professionally installed water-filtration system in 2022, upgraded kitchen appliances in 2022, an upstairs air handler and heat pump installed in 2017, and a downstairs air handler replaced in 2025. Interior features include bamboo flooring in the kitchen, kitchenette, foyer, and hallway; tiled bathrooms and laundry room; and wall-to-wall carpeting in additional rooms. The primary bathroom features a Jacuzzi tub and glass-enclosed shower. Another bathroom offers a decorative vanity and distinctive river-rock flooring. Additional conveniences include pantry storage, an attic exhaust fan, and a washer and dryer approximately two years old. The flexible floor plan provides exceptional possibilities. The main level features an expansive family and recreation room highlighted by a large stone fireplace. This space is currently set up with a pool table and game area but could also accommodate a main-level bedroom suite, private guest quarters, a home office, or a hobby room subject to approvals. The second level includes a spacious workout area and additional space that may potentially accommodate up to two additional bedrooms with approval. Outdoor living is equally impressive. A refurbished deck measuring approximately 1,050 square feet overlooks the expansive backyard and provides an ideal setting for entertaining or relaxing. A 12-by-12-foot gazebo with a sunblind, an above-ground pool, a play structure, and ample yard space further enhance the property. Additional features include large front and rear yards, a wide driveway, an attached two-car garage with a wash basin, public sewer, and a private well. The following items may remain at the buyer’s request or may be removed by the seller: • Pool table, cue and game-wall rack, and pub-style overhead light • 20-by-4-foot above-ground pool and maintenance equipment Chickens no longer available as of 10/3/26; rehomed • Children’s play structure A detailed list of items the seller will leave, remove, or consider selling is included with the disclosures. These items are not included in the asking price, With its generous living space, extensive improvements, flexible floor plan, privacy, and convenient location near St. Michaels, this distinctive property offers outstanding versatility. Schedule a private showing to experience everything this exceptional home offers. 4 Beds ⋅ 3 Baths This beautifully maintained 4-bedroom, 3-full-bath home offers approximately 3,348 square feet of living space in desirable Bozman, Maryland. Surrounded by mature trees, the property offers a peaceful, private setting while staying close to downtown St. Michaels. The home has been thoughtfully updated, with improvements including a roof installed in 2020, replacement windows in 2017, public sewer connection completed in 2026, a professionally installed water-filtration system in 2022, upgraded kitchen appliances in 2022, an upstairs air handler and heat pump installed in 2017, and a downstairs air handler replaced in 2025. Interior features include bamboo flooring in the kitchen, kitchenette, foyer, and hallway; tiled bathrooms and laundry room; and wall-to-wall carpeting in additional rooms. The primary bathroom features a Jacuzzi tub and glass-enclosed shower. Another bathroom offers a decorative vanity and distinctive river-rock flooring. Additional conveniences include pantry storage, an attic exhaust fan, and a washer and dryer approximately two years old. The flexible floor plan provides exceptional possibilities. The main level features an expansive family and recreation room highlighted by a large stone fireplace. This space is currently set up with a pool table and game area but could also accommodate a main-level bedroom suite, private guest quarters, a home office, or a hobby room subject to approvals. The second level includes a spacious workout area and additional space that may potentially accommodate up to two additional bedrooms with approval. Outdoor living is equally impressive. A refurbished deck measuring approximately 1,050 square feet overlooks the expansive backyard and provides an ideal setting for entertaining or relaxing. A 12-by-12-foot gazebo with a sunblind, an above-ground pool, a play structure, and ample yard space further enhance the property. Additional features include large front and rear yards, a wide driveway, an attached two-car garage with a wash basin, public sewer, and a private well. The following items may remain at the buyer’s request or may be removed by the seller: • Pool table, cue and game-wall rack, and pub-style overhead light • 20-by-4-foot above-ground pool and maintenance equipment Chickens no longer available as of 10/3/26; rehomed • Children’s play structure A detailed list of items the seller will leave, remove, or consider selling is included with the disclosures. These items are not included in the asking price, With its generous living space, extensive improvements, flexible floor plan, privacy, and convenient location near St. Michaels, this distinctive property offers outstanding versatility. Schedule a private showing to experience everything this exceptional home offers. 22611 Indian Point Rd, Bozman Listing courtesy of Keller Williams Select Realtors of Easton. Contact:
$250,000 Bring your vision and your renovation plans to 9144 Honeysuckle Drive in Easton! This three-bedroom, one-bath split-foyer home is being offered at $250,000 and presents an opportunity for investors, contractors, or buyers looking to create a home tailored to their own style. The property needs a full rehab, but the potential is here. The existing layout offers three bedrooms, one full bath, and the versatility of a split-foyer design. Out back, an in-ground swimming pool adds an attractive feature that could become the centerpiece of the finished property. Located in Easton, this property offers the opportunity to transform an existing home into something special while taking advantage of the area's established residential setting. Property is being sold as-is. Buyers should conduct their own due diligence regarding condition, renovations, permits, and the pool. 3 Beds ⋅ 1 Baths Bring your vision and your renovation plans to 9144 Honeysuckle Drive in Easton! This three-bedroom, one-bath split-foyer home is being offered at $250,000 and presents an opportunity for investors, contractors, or buyers looking to create a home tailored to their own style. The property needs a full rehab, but the potential is here. The existing layout offers three bedrooms, one full bath, and the versatility of a split-foyer design. Out back, an in-ground swimming pool adds an attractive feature that could become the centerpiece of the finished property. Located in Easton, this property offers the opportunity to transform an existing home into something special while taking advantage of the area's established residential setting. Property is being sold as-is. Buyers should conduct their own due diligence regarding condition, renovations, permits, and the pool. 9144 Honeysuckle Dr, Easton Listing courtesy of EXP Realty, LLC. Contact:
$300,000 REAL ESTATE AUCTION featuring ON SITE and SIMULCAST BIDDING!! Online Bidding Opens - Thursday, October 29, 2026. Live On Site Auction - Friday, October 30, 2026 at 12:00 noon. List price is opening bid only. Live Auction Bidders – A $40,000 deposit, payable by cashier’s check, will be required of the purchaser at time and place of sale. Online Auction Bidders – A $40,000 deposit, payable by cashier’s check or wire transfer, is due from all online bidders prior to bidding platform approval. That deposit to be applied to the purchase price for the purchaser, and all other deposits returned within 1 business day. A once in a lifetime opportunity to purchase a waterfront restaurant building with tiki bar in one of the most sought after locations on Maryland’s Eastern Shore. Located at the gateway to Tilghman Island and facing the Tilghman Island Drawbridge, considered to be the busiest on the East Coast, the property features ample exposure to both boat and vehicle traffic. The auction provides an opportunity for both users and investors to purchase a trophy waterfront property in a truly unique, desirable location with extensive long-term potential. REAL ESTATE AUCTION featuring ON SITE and SIMULCAST BIDDING!! Online Bidding Opens - Thursday, October 29, 2026. Live On Site Auction - Friday, October 30, 2026 at 12:00 noon. List price is opening bid only. Live Auction Bidders – A $40,000 deposit, payable by cashier’s check, will be required of the purchaser at time and place of sale. Online Auction Bidders – A $40,000 deposit, payable by cashier’s check or wire transfer, is due from all online bidders prior to bidding platform approval. That deposit to be applied to the purchase price for the purchaser, and all other deposits returned within 1 business day. A once in a lifetime opportunity to purchase a waterfront restaurant building with tiki bar in one of the most sought after locations on Maryland’s Eastern Shore. Located at the gateway to Tilghman Island and facing the Tilghman Island Drawbridge, considered to be the busiest on the East Coast, the property features ample exposure to both boat and vehicle traffic. The auction provides an opportunity for both users and investors to purchase a trophy waterfront property in a truly unique, desirable location with extensive long-term potential. 6136 Tilghman Island Rd, Tilghman Listing courtesy of A.J. Billig & Company. Contact: