2,794 properties for sale in Talbot County, Maryland

Welcome to 21647 Camper Circle in the charming waterfront community of Tilghman Island. This well-maintained home offers a peaceful Eastern Shore lifestyle with easy access to boating, fishing, crabbing, local marinas, and waterfront dining. Enjoy the relaxed island atmosphere while still being just a short drive from historic St. Michaels and other nearby amenities. The property features comfortable living spaces, a spacious yard, and the opportunity to enjoy all that Tilghman Island has to offer. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, this home provides the perfect setting to experience Maryland's Chesapeake Bay lifestyle

Chesapeake by Del Webb. Popular 2-story Wittman model. Spacious 3 bedroom, 3 bath home. Great room with gas fireplace, office, large kitchen with center island, granite countertops and breakfast nook. Primary bedroom suite with walk-in closet, bath with separate vanities, separate shower and soaking tub. Guest bedroom, hall bath with walk-in tub and laundry room. Sunroom, enclosed porch overlooking your own private fenced in-ground pool. 2nd floor features large loft, guest bedroom and bath perfect for visitors or separate living area. Central air (2025) and newer roof (approx. 7 years old). Economical gas heat. Recent interior painting of some rooms. Attached 2-car garage, patio and irrigation system. Sited on a corner lot close to the community amenities which include a Clubhouse, tennisu002Fpickleball courts, exercise trails, community pool, bocce ball, picnic areas, putting green. 55+ age restricted section. Convenient location to downtown Easton, St. Michaels and Oxford, MDu002FDE

Red Tag Sales Event through August 2, 2026! Was $519,990 Now: $509,990! Come and see 29885 Londyn Lane in Easton, MD, a new two-story home in Gannon Range. This Azalea home offers four bedrooms, three bathrooms, 9' ceilings, a loft, and a two-car garage. The welcoming foyer has two coat closets and separates to afford privacy to the two spacious guest bedrooms with closets and the secondary bathroom. The open floorplan features a well-designed kitchen complete with beautiful white cabinets, an oversized island with granite countertops, a pantry closet, and stainless-steel appliances. The kitchen is open to the breakfast nook, dining area, and great room making it easy to spend time with friends and family. The large laundry room, tucked between the kitchen and the two-car garage, also features an additional coat closet. The private owner’s suite is a retreat in the back of the home with a spacious bathroom with a luxury shower and a large walk-in closet. This home also offers an expans

Located on a quiet street with walking distance to a Boat yard at end of cul-de sac This home built from the remains of the Oxford Military acadamy and recently updated in 2015 with all new kitchen equipment. This is an estate sale so all items in house, garage and gazebo will convey. Open floor plan and master bedroom with private porch and exterior stairway. Few properties in Oxford have privacy, pool and good depth at the dock with open floor plan. Garage holds additional frige and pool furniture

Don't miss this opportunity to own a wonderful Colonial Style home in the family-oriented community of Matthewstown Run with no HOA fees. Four bedrooms and two and a half bathrooms, and a 2-car garage. Relax on your covered front porch or entertain on the rear deck and swim in your own private in-ground pool, making summer days a delight, and a fully fenced-in backyard for privacy. Also, it features a 2-car attached garage and a large laundry/mud room leading into the kitchen with a breakfast bar. The primary bedroom has a walk-in closet with built-ins and a private bath. This home has recently had a new roof, a new HVAC system, a newly encapsulated crawlspace, and luxury vinyl flooring. The community playground and ball park are easily accessible. Very well maintained and waiting for you

This well-maintained duplex in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractionsall while benefiting from no town taxes. With both units currently 100% leased, this property provides immediate, reliable income, making it a smart addition to any investment portfolio

Charming rancher set on a quiet one way street. The interior has an open space concept with the Kitchen in the middle. The kitchen has updated cabinetry and granite tops with brand new stainless steel refrigerator, microwave, stove and dishwasher. The Family Room on the back has a pellet stove for those chilly winter nights. The large laundry area with cabinetry is perfect for additional storage. Four good size bedrooms and an updated bathroom. Sit on the large back deck while you watch the kids or pets play in the fenced in backyard. The detached garage can be used as a workshop or man cave as it has electric. Trappe MD is located between Cambridge and Easton so you can enjoy all the water and land fun the area has to offer

Just five minutes from downtown Easton, this beautifully maintained one-level home offers the perfect blend of comfort, style, and easy Eastern Shore living. With peaceful water views of Peachblossom Creek and access to a community landing for effortless kayak launching, this property truly embraces its setting. Inside, gleaming black walnut floors create a seamless flow from the spacious family room, which overlooks the pool, to the serene primary suite, where youll wake up to stunning sunrise views over the water. Thoughtful upgrades and meticulous care are evident throughout. This home has been extensively updated over the years, including a new roof, new ductwork with additional vents and returns, a new Trane heat pump system (air handler and blower), an Aprilaire humidifier, and a new water heater, offering comfort and efficiency. Custom electric cellular shades and wood blinds add both style and functionality throughout. A custom-built bookcase adds character and charm to the liv

Discover the charm of 8699 Harper Way, a new home in Gannon Range, ideally located minutes away from downtown Easton, MD, boasting serene surroundings and convenient proximity to Route 50. This 2,401 square foot, open concept two-story home offers three bedrooms, including a first-floor primary, a flex room, three full bathrooms, 9’ ceilings, a loft, and a two-car garage. A welcoming foyer leads you to the spacious guest bedroom with a closet, the guest bathroom and a linen closet. The inviting flex room is a versatile space with an abundance of natural light. The home's well-designed kitchen features modern white cabinets, granite countertops, a generous walk-in pantry, an oversized island and stainless-steel appliances. The kitchen is open to the ample living room and dining room that leads to the privately covered patio at the back of the home and a fully sodded, landscaped and irrigated lawn. The large first floor owner’s suite is a retreat in the back of the home; its private bath

Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the towns many amenities, the home provides easy access to the best of Eastern Shore living. Inside, warm and inviting interiors feature hardwood floors throughout, multiple living areas, and four wood-burning fireplaces that enhance the homes historic character. The flexible floor plan includes four bedrooms, four and one-half baths, a dedicated office, custom built-ins, and generous storage, well-suited for a variety of living arrangements and lifestyle needs. Thoughtfully designed spaces offer both comfortable everyday living and additional room for guests, creative pursuits, work-from-home flexibility, or future customization. Outdoor

Charming cottage in South Easton! This classic 1940s brick home is filled with charm, timeless craftsmanship and thoughtful custom details. Beautiful hardwood floors run throughout, complemented by vintage solid wood entry door. The spacious living room features a cozy fireplace, while the updated kitchen adjoins a separate dining roomperfect for everyday living and entertaining. Two comfortable bedrooms and a full bath are located on the main level. Upstairs, the private owners suite offers a attached bathroom, dedicated laundry area, and ample closet spaceyour own retreat. French doors open to a lovely screened porch overlooking the fenced backyard with mature landscaping. A detached studio/office with HVAC and half bath provides the perfect space for working from home, hobbies, or home gym. Owner had house connected to town gas. All set on a quiet, tree-lined street in a wonderful South Easton locationthis is a truly special home. Close to downtown Easton shopping, parks, Rails to T

The perfect renovated, water view cottage, dating back to circa 1890. Has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+u002F. 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened porch and deck extend the living space outdoors, providing opportunities to enjoy views of the large backyard and breezes off the water. Detached garageu002Fshed with electric for storage of boats in addition to space for a workshop. Solar panels on roof are owned and convey. They substantially lower electric cost to heat and cool the home. Only about 12 miles from the shops and restaurants of charming St Michaels but without St. Michael's town taxes. The village has its own park and playground as well as a public landing with a launch for canoes and kayaks. While currently on a

Want to live close to Historic Saint Michaels in a beautiful and low maintenance setting offering ample first floor living? Welcome to 24375 Widgeon Place, Unit 37, nestled in the picturesque Martingham Community just outside Historic St. Michaels. This desirable END UNIT property is the epitome of style and comfort, encapsulating all the charms of eastern shore coastal living. Featuring 3 stunning bedrooms with 3 full bathrooms, offering generous living spaces and functionality, the property overlooks the beautiful Links of the Perry Cabin Golf Course, blending indoor comfort with outdoor beauty. After you enter the vestibule/covered entryway, you're greeted by the foyer leading into the open living room area, which offers an inviting atmosphere, all new LVP flooring, a convenient wet bar, Bose sound system, and an electric fireplace, then unfolds into the dining area featuring grasscloth wallpaper and is perfect for hosting social gatherings. Off the dining area is a well-appointed k

Nestled in one of downtown Eastons most coveted neighborhoods, this expansive four-bedroom residence offers an unparalleled blend of classic Eastern Shore charm and modern peace of mind. The location is truly unbeatable, placing you just a short stroll from the scenic trails of Idlewild Park, the YMCA, and the vibrant shopping and dining scene of historic downtown Easton. From the moment you arrive, the home greets you with exceptional curb appeal and an inviting presence that continues throughout the interior. The thoughtfully designed floor plan balances formal and casual living with ease. A dedicated home office provides a quiet retreat for remote work, while the formal dining and living rooms offer elegant spaces for entertaining guests. At the heart of the home, the spacious family roomfeaturing brand-new carpetingflows naturally into a bright kitchen equipped with updated appliances and a center island with a breakfast bar. This open layout ensures that the chef is always part of

Beautifully renovated and ideally located in downtown Easton, this 3-bedroom, 2.5-bath home offers the perfect blend of historic charm and modern updates, all within close proximity to the towns best shops, restaurants, galleries, theaters, and parks. Inside, the home features an open and functional floor plan centered around a renovated kitchen, ideal for both everyday living and entertaining. Recent updates include a renovated primary bathroom, updated powder room, and newly installed knotty pine flooring throughout, adding warmth and character to every space. The spacious primary suite is a standout, featuring vaulted ceilings, abundant natural light, a large walk-in closet, and a beautifully renovated bathroom. Two additional bedrooms offer flexibility for guests, a home office, or additional living space. Outdoor living is a rare highlight for an in-town property, with a large stone patio and side yard that provide the perfect setting for entertaining, gardening, or simply enjoyin

Brande New Single Level Matisse is now Ready for Move In at Lakeside at Trappe! This home is highlighted by impressive 10-foot ceilings throughout. The kitchen is designed with white and grey cabinets, Carrara Morro quartz countertops, a gourmet stainless steel appliance package and opens to the family room and dining area which leads to the rear screened porch. The primary suite offers a private retreat with dual walk-in closets and a deluxe primary en suite bathroom featuring a soaking tub. The opposite wing houses two secondary bedrooms and a full bathroom. A well-appointed laundry room with a sink, conveniently located off the two-car garage, also functions as a practical mudroom. Located in Lakeside at Trappe, a vibrant lakeside community with a plethora of amenities and ideally located on Maryland's Eastern Shore. Lakeside at Trappe is a private retreat to live, work, and play all in one place. Community currently offers a pool, bathhouse with fitness room, ping pong, corn hole,

The perfect weekend getaway does existand it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect place to relax, recharge, and enjoy a slower pace of life. Welcome to 204 E Marengo Streetan affordable opportunity to own a move-in ready home just outside of the Historic District and approximately 1.5 blocks from water access, including a marina and public boat ramp. Whether you're looking for a weekend retreat, second home, or a place to enjoy extended stays on the Shore, this charming cottage offers the ideal blend of comfort, convenience, and location. Inside, you'll find bright, inviting living spaces, easy main-level living, an updated bathroom, modern HVAC, and numerous recent improvements. Major updates include a new roof (202

Here it is.Luxurious yet comfortable End unit townhome with numerous upgrades! This 2350+ sf, 3 bedroom, 2 full and 1 half bath home, with attached 2 car garage, is located just off of Oxford Road, in The Easton Club, which is slightly southwest of Easton and its picturesque downtown, as well as just minutes from the Tred Avon River. The home backs to tree Lined open space with a nicely landscaped back yard (front yard also! )and well appointed patio that is totally fenced in, with access to the garage, as well as through sliding glass doors to the breakfast nook and the family room. The family room has a natural gas fireplace, which helps to set the mood for a nostalgic cozy atmosphere, it is located at the back of the home and abuts the breakfast nook and the kitchen. The kitchen which features granite counter tops, upgraded tile back splash, dishwasher, range (Brook Gas) and microwave. With an added bonus of a sub zero refrigerator and pantry with slide out shelving. (See upgrade li

Discover 29881 Londyn Lane, a new home under construction in Gannon Range, a new community in Easton, MD. The Hanover, a contemporary 2,818 square feet two-story home, features four bedrooms, two and a half bathrooms, a flex room, a home office, a gas fireplace, and a two-car garage. As you step into the distinct foyer you will appreciate the office with French doors that provides the perfect space for a home office or a private den. The flex room is versatile and could be used for a formal dining room or a playroom. The spacious gourmet kitchen boasts an abundance of white cabinetry and granite counter space, an expansive walk-in pantry, a large island with room for seating and stainless-steel appliances. The kitchen has an eat-in dining space that flows perfectly into the sizeable family room. The powder room is conveniently located on the first floor and a coat closet is located near the two-car garage. Upstairs, the owners suite boasts an ample bedroom, a generous walk-in closet an

Charming cottage in the village of Royal Oak sited on a 1+ acre lot with plenty of room to expand. Set back off the road, surrounded by lawn and backing to trees offering privacy and serenity. Step inside and find freshly painted walls and new Luxury Vinyl plank flooring throughout. Kitchen is complete with dishwasher, gas stove and refrigerator. Though small, the house inside is bright and sunny and along with bedroom, bathroom and kitchen/great room there is an office with a closet and lovely view of the backyard. Serviced by County sewer and private well. No town taxes

Lovely location backing to trees and community pond in 55+ Easton Club East/Chesapeake by Del Web. One story'Vanderbilt' model with two bedrooms and two full baths, laundry, 2 car garage, study/office, open living to dining room, kitchen to family room (gas fireplace) overlooking through large windows picturesque patio, backyard and wooded area. Roof under three years old, original flooring, kitchen and baths. Community HOA includes welcoming clubhouse with two exercise rooms, game room, meeting/ball room, library as well as outdoor pool and tennis courts. Shady common area parks throughout and enjoyable walking paths. Just 5 minutes to downtown Easton

Large 3 bed Townhouse 2,254 sq ft. July Delivery! Open plan kitchen, Stainless steel appliances. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community

Nestled on a desirable corner lot in Easton, this charming 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and location. Just a short distance from a scenic walking trail, its ideal for those who enjoy outdoor strolls, morning jogs, or peaceful evenings surrounded by nature. Inside, the home features a functional and inviting layout with spacious living areas, perfect for both everyday living and entertaining. The kitchen flows seamlessly into the dining and living spaces, creating a warm and connected atmosphere. Central heating and air conditioning ensure year-round comfort no matter the season. Upstairs, youll find three well-sized bedrooms, including a primary suite with a private full bath. An additional full bathroom and a convenient half bath provide ample space for family and guests. Step outside to enjoy the rear deck, perfect for grilling, relaxing, or hosting gatherings. The attached garage adds convenience and extra storage. Located just minutes f

Constructed in 1948 this 2-bedroom, 1-bathroom brick bungalow has not been available on the market since 1989. The current tenants have resided in the property for over 20 years, indicating its strong appeal and potential. This residence is ideally suited for first-time buyers as well as investors seeking a valuable addition to their portfolio. Situated on a substantial corner lot, the home includes a detached brick garage and storage shed. It boasts a convenient location, being a short distance from the community pool and within walking proximity to downtown Easton. The property has been well maintained over the years and is ready for immediate occupancy. Furthermore, the lot size presents the opportunity for the potential construction of an additional dwelling, enhancing its long-term value

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites one on the main level give the home the flexibility to accommodate full-time living, wee