TTR Sotheby's International Realty
400 S Talbot Street, 21663 Saint Michaels (United States)
Listings of the agency
Listings for sale: 1 to 14 / 14
- 41Video
House Saint Michaels (United States)
New Price! Transformative renovation in Martingham! This beautifully updated 2-bedroom, 2-bath single-level Gull Wing Villa overlooks the 6th fairway at Links at Perry Cabin, offering a serene golf course setting just minutes from the heart of St. Michaels. Thoughtfully redesigned, the home features new flooring throughout, a fully renovated kitchen and baths, and a reimagined layout that enhances both flow and functionality. The kitchen now opens seamlessly to the living area—ideal for modern living and entertaining. The primary bath has been expanded and now includes a large vanity. The smart design choices resulted in the addition of a generous extra closet in the primary suite. Additional updates include a new roof (2025), providing peace of mind for years to come. Located in the desirable Martingham community, residents enjoy access to a waterfront park with beach which is only about a 15 minute walk away. All of this is just moments from St. Michaels’ renowned shops, restaurants, and harbor.
…$399,9992bedrooms2bathroomsBy Ttr Sotheby's International Realty
- 50
Apartment with terrace Saint Michaels (United States)
Situated in the established community of Martingham, and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property.
…$399,0002bedrooms3bathroomsBy Ttr Sotheby's International Realty
- Contract pending35
Farmhouse Easton (United States)
Don't miss this easy-care, charming 3 br, 2 bath home in the heart of Easton!!! Renovated by the current architect/owner, it features a gracious floor plan with abundant natural light. Public spaces feature two major seating areas, two dining areas, hall bath, open kitchen with generous counter space, plus a large porch and deck. A hallway leads to two bedrooms on the left. On the right, there is a full bath, a pantry with refrigerator-freezer and abundant storage, plus a laundry room. Beyond is a spacious primary suite with private tile bath and large walk-in closet.
…$495,0003bedrooms2bathroomsBy Ttr Sotheby's International Realty
- 46
House with pool and terrace Easton (United States)
PRICE IMPROVEMENT*** Discover the charm of Lakelands at Easton, where community spirit meets modern living in this stunning coastal-style townhouse. Built in 2010, this beautifully maintained home boasts 4 spacious bedrooms and 3.5 bathrooms, offering ample space for relaxation and entertainment. The inviting exterior features well-kept sidewalks that encourage evening strolls and friendly neighborly chats. Step outside to enjoy the community amenities, including basketball courts and a refreshing outdoor pool, perfect for summer gatherings and active lifestyles. The vibrant neighborhood is designed for connection, with parks nearby that provide green spaces for picnics, playdates, and outdoor activities. The community's commitment to safety and convenience is evident, with public services readily accessible, making daily life a breeze. Inside, the home features a cozy gas fireplace, ideal for creating warm memories during chilly evenings. The improved basement offers additional living space, while the attached garage and driveway provide ample parking for guests. With a lot size of 0.09 acres, this property strikes the perfect balance between manageable upkeep and outdoor enjoyment. Embrace a lifestyle where community, comfort, and convenience come together seamlessly in Lakelands at Easton. Don't miss your chance to make this delightful townhouse your new home! **New AC 2024, Five New windows with warranty, New Roof Ridge top peak and vents through Marasun 2025, Gas Fireplace-all new parts 2026, 2019 Replaced wood Decking with Trex decking, Only One of 4 units that has 4 bedrooms.**
…$425,0004bedrooms4bathroomsBy Ttr Sotheby's International Realty
- 50
House Saint Michaels (United States)
This exquisite in-town St. Michaels coastal-style waterfront is a designer’s dream home. The 3,300 sq, ft. residence shows like a new model home with an unparalleled quality of finishes and level of design. Located in desirable San Domingo Cove, the community enjoys protected natural open space, beautiful water features and immediate access to the ever-popular St. Michaels Nature Trail offering an easy walk or bike ride to the wonderful shops, restaurants and amenities of Historic St. Michaels. The residence features four private bedroom suites, a den, 4.5 spa-like bathrooms and a 2-car garage with an adorable guest residence with outdoor deck above. A 1.5-acre manicured lush, landscaped setting features a beautiful saltwater, waterside pool, substantial outdoor entertaining space and a firepit. The property also features a custom, stone entrance with lighting, a tree lined Belgian block bordered driveway and a fully irrigated sprinkler system. The home enjoys a bright, sunlit, open floor plan, sophisticated finishes, tall ceilings, a main level waterside primary suite, and a beautiful kitchen designed for entertaining that includes quartz counters, a glass subway tile backsplash and stainless appliances. The living room features a fireplace wall with limestone surround, custom cabinetry and floating shelving. The home’s appointments include; high-end bath fixtures and lighting by Restoration Hardware, beautiful bamboo hardwood flooring, custom frameless glass shower enclosures, an upgraded sound system on the main level and pool entertainment deck and automated blinds. The dream garage is temperature controlled, has epoxy flooring and a custom cabinetry and storage system. Enjoy boating on the picturesque San Domingo Creek and the connecting, beautiful tributaries via the dedicated pier that is shared with the adjacent neighbor that features, an approximate 4 feet MLW water depth, a 10,000 lb. boat lift and a floating pier for your kayaks. Your family and guests will enjoy the convenience and lifestyle of this coveted St. Michaels location and the waterfront living experience afforded by this exquisite residence. **See the movie icon for the virtual tour and floor plans.
…$2,449,0004bedrooms5bathroomsBy Ttr Sotheby's International Realty
- 50
House with pool Sherwood (United States)
Reduced Price! Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus game/theatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage. The property also includes a 30x30 pole building with concrete floors, as well as a dock. New septic installed in 2025!
…$1,099,0003bedrooms3bathroomsBy Ttr Sotheby's International Realty
- Contract pending50
Property with garden Saint Michaels (United States)
205 Cherry Street is one of the most prestigious addresses in historic St. Michaels. Originally built as a single-family residence, it currently operates as an Inn. It is being marketed both as a 7 bedroom inn and also as a single family residence, offering 5 bedrooms (including the first floor primary bedroom suite). The original living room/office with fireplaces on the first floor are currently being used as bedrooms for the inn but can easily be converted back to living areas. (see virtual images in photos). The beautiful front lawn provides a park-like setting with one-of-a-kind water-views overlooking St. Michaels Harbor. There is also a 2 bedroom, 2 bath guest cottage on the property. The property directly across the street (FKA The Hambeleton Inn) was purchased as a private residence and serves as a second home to its owner. This is a wonderful opportunity to own a landmark historic inn or primary or second home in the heart of St. Michaels.
…$2,575,0005bedrooms9bathroomsland 2,954m²By Ttr Sotheby's International Realty
- 50Video
House Saint Michaels (United States)
Set on 19.5 private acres just minutes from historic waterfront Saint Michaels, this exceptional 4,492 sq ft residence offers the perfect blend of space, privacy, and convenience. The home features four bedrooms and two and a half baths, with expansive living areas ideal for both everyday living and entertaining, including a well-appointed chef's kitchen. The thoughtfully designed layout includes a designated space for a future elevator, adding flexibility and long-term convenience. A separate car barn provides ample storage for vehicles, hobbies, or workshop space. Enjoy the nicely fenced rear patio area, perfect for outdoor relaxation or entertaining. Surrounded by peaceful countryside yet close to the charm, dining, and waterfront attractions of downtown Saint Michaels, this property presents a rare opportunity to enjoy Eastern Shore living at its finest. **Note the forest area behind the house has been put into the DNR's Forest Stewardship Plan which allows the home owner to keep the AG tax discount without having to grow crops and/or livestock.
…$2,100,0004bedrooms3bathroomsBy Ttr Sotheby's International Realty
- 40
House Saint Michaels (United States)
This home allows for a 3.12% FHA Assumable Loan! Welcome to easy Eastern Shore living in the charming waterfront town of St. Michaels! This 3-bedroom, 2 bath, 1,232 sq. ft. home is located in the desirable community of Rio Vista offering direct access to the Miles River, complete with a community dock, boat slips, and boat ramp — perfect for boating, crabbing, paddleboarding, or sunset cruises. Enjoy the relaxed coastal lifestyle just minutes from shops, restaurants, marinas, and everything that makes St. Michaels so special. Residents also enjoy access to a community pool for summer fun. Whether you’re looking for a full-time residence, weekend getaway, or investment opportunity, this home offers the ideal blend of comfort, location, and waterfront amenities.
…$470,0003bedrooms2bathroomsBy Ttr Sotheby's International Realty
- 50Video
House with pool Tilghman (United States)
PRICE IMPROVEMENT*** Welcome to waterfront living at its finest on picturesque Tilghman Island! This beautifully maintained 3,040 sq ft Colonial offers stunning open water views and a lifestyle of comfort, elegance, and ease. Boasting four spacious bedrooms and two and a half baths, this home features a flowing floor plan with natural light, generous living spaces, and a perfect blend of indoor and outdoor living. Enjoy your morning coffee while watching boats drift by, or relax in the evening with views that will take your breath away. The home is located in a sought-after waterfront community offering fantastic amenities including a clubhouse, pool, and marina—perfect for boating, entertaining, and leisure. Whether you’re looking for a peaceful full-time residence or a weekend retreat, this home checks all the boxes. Just bring your boat and your dreams! NEW ROOF & FIREPLACE 2024, NEW APPLIANCES 2019
…$1,150,0004bedrooms3bathroomsBy Ttr Sotheby's International Realty
- 23
House Cambridge (United States)
Welcome home to 603 Academy St, a charming 3 Bed, 2.5 Bath home in downtown Cambridge, just blocks from the Choptank River. A spectacular, fully-renovated property that blends everything new with the peace of mind that comes with a top-to-bottom 2025 renovations. Key Home Features & Upgrades: Brand New Systems (2025): Enjoy maximum efficiency and safety with a new roof, new mini split heat and air conditioning systems, new electrical wiring, and new plumbing. Modern Interior: The home boasts all-new LVP flooring throughout and a beautifully renovated kitchen equipped with brand new appliances. The bathrooms have also been fully updated with modern fixtures and finishes. Spacious and Bright with a functional floor plan, ample living space, and charming details. Discover the Cambridge Lifestyle: Cambridge, MD, offers a unique blend of small-town hospitality, rich history, and stunning natural beauty. This historic seaport community is a haven for outdoor enthusiasts, with easy access to the Choptank River and Chesapeake Bay for boating, fishing, and kayaking. Enjoy the local culture in the revitalized downtown area, featuring boutique shops, art galleries, and diverse local cuisine. Year-round community events and festivals like the Taste of Cambridge and the Cambridge Classic Powerboat Regatta. Proximity to the Blackwater National Wildlife Refuge, offering extensive trails for hiking and biking amidst diverse wildlife. This move-in-ready home offers an exceptional opportunity to own a piece of this desirable and growing Eastern Shore town.
…$225,0003bedrooms3bathroomsBy Ttr Sotheby's International Realty
- 50
House Saint Michaels (United States)
Welcome to Mostly Porches an exceptional coastal retreat with captivating views of the harbor, perfectly situated on a spacious .41 acre corner lot just around the corner from the shops and restaurants of St. Michaels. Built in 2018 with virtually maintenance-free construction, this beautifully designed home offers the ideal blend of comfort, style, and convenience in a rare St. Michaels setting. Inside the floor plan is filled with an abundance of natural light and enhanced by soaring cathedral ceilings, creating an airy and inviting atmosphere ideal for both every day living and perfect for entertaining. The main living area incorporates the living, dining and kitchen and offers easy access to the extensive porches the home features, including the screened-in porch with a gas fireplace and views of the harbor. In the great room there is also a hidden pantry along the dining area wall with plenty of shelving and storage. Custom built-in bookcases line the living area wall to the left of the propane fireplace which incorporates a built-in 90 lb per day nugget ice-maker. The gourmet kitchen is centered around a large island and features SS Thermador appliances including a duel fuel range with a six burner gas cooktop and electric oven, and an under counter wine fridge and under counter beverage fridge in the island. The contemporary design features the primary suite, 2nd bedroom, office/den, full bath and utility closet all on the main level. A standout out feature of this property is the 2nd level private guest suite, which is a licensed income-producing vacation rental, offering flexibility for guest or the opportunity for supplemental income. This private enclave includes a small sitting area, private bath and kitchenette with under counter refrigerator drawer, under counter freezer drawer, Keurig coffee maker, counter top microwave, and free standing shelves. The property also includes an attached 2 car garage, fire pit, raised garden beds with drip irrigation, and full irrigation system in the yard plus an oversized attached 2 car garage. With its desirable location close to all St. Michaels has to offer, exceptional amenities, and low-maintenance design, this is a rare opportunity to own one of the town's newer build homes with water views and income producing opportunity.
…$1,985,0003bedrooms3bathroomsBy Ttr Sotheby's International Realty
- Contract pending32
House with garden Tilghman (United States)
This historic property known as The Elms was built in 1900 and originally used as a fishing lodge for many years. The property sits on 2 acres, has public sewer and well water and consists of three buildings which are: The original main building, the detached garage and a shed/storage building. The buildings hold virtually no value unless an extensive historic renovation were completed, but the opportunity is fantastic. Tilghman is an historic waterfront town that features a waterman's museum, marina, many restaurants, and established neighborhoods/communities such as Tilghman on the Chesapeake, Fairbanks, and Black Walnut Point. In addition to restoring the buildings, there may be opportunity to build new. A truly iconic piece of Tilghman history. Property being sold As-Is.
…$549,0009bedrooms3bathroomsBy Ttr Sotheby's International Realty
- 18
House Oxford (United States)
Exceptional 2.18 acre residential lot. Ready to go with approved 4 Bedroom perc. Locate in the very desirable Sailors Retreat neighborhood with a beautiful setting and high-end homes. This parcel offers a high elevation (Zone X). Build your dream home on this last remaining parcel in this coveted neighborhood. See conceptual house plans and site plan in the photos. House plans are available. Click on the movie camera icon for the Virtual Tour*
…$262,000By Ttr Sotheby's International Realty
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