2,789 properties for sale in Talbot County, Maryland

Discover this ranch-style home located 1 block to the center of downtown, perfect for those seeking convenience to everything St Michaels has to offer. This 3-bedroom, 2-bathroom residence offers 1,364 sq. Ft. of potential, set on a generous 0.17-acre lot. The rails to trails is located right at the end of the street. With a little creativity and vision, this property can be transformed into your dream home. Roof was replaced in 2014, HVAC 2014, hot water heater 2015. Fence panels have been removed, posts remain, they are on the property line. No permit would be needed to add new panels. There is space for a driveway to be added to the left of the home. Embrace the opportunity to invest in a community that values connection and quality of life. Don't miss out on this chance to make it your own!

Experience authentic Eastern Shore living in this peaceful Chesapeake Bay retreat, located just steps from historic Dogwood Harbour, home to the Skipjacksthe last working commercial sailing fleet in the United States. This charming home features three first-floor bedrooms and a full bath, providing comfortable one-level living for family and guests. The remodeled eat-in kitchen showcases granite countertops and opens to a spacious outdoor deck, perfect for entertaining or relaxing while enjoying the coastal atmosphere. Upstairs, the private primary suite offers a full bath with a spa tub, creating a tranquil retreat. Also on the second level is an expansive open living area complete with a half bath and wet bar, providing exceptional flexibility for entertaining, recreation, a home office, or additional guest accommodations. Recent improvements include a new roof (2026), luxury vinyl plank flooring throughout, a new washer and dryer, a new stove/range, and a new central heating and air

Come and see 29885 Londyn Lane in Easton, MD, a new two-story home under construction 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 owners 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 expansive second-floor addition, with an open loft, full bat

Now offered at $149,900! Two Bedroom, Two Full Bathroom in the Home in Sought-After Hyde Park 55+ Community Welcome to 3 Park Lane, a beautiful open floor double modular home nestled in the highly desired Hyde Park community of Easton, Maryland. This home is completely move in ready! Buyer must be approved at the park office before submitting offer. Applications are in the office and online. Property IS subject to “GROUND RENT of $711.17”! Monthly lot rent includes property taxes, all park amenities such as the outdoor pool, the clubhouse, water, sewer, weekly trash pick-up, bi-weekly recycling. Main roads only cleared of snow. Buyer is responsible to clear their own sidewalk, driveway, and steps. Step inside to the bright, inviting open floor plan, the interior features all-new carpet and tile flooring (2025), updated light fixtures, and a fresh, sophisticated look that radiates warmth and style. The kitchen and laundry area have been slightly updated in 2025, and a small coffee bar —

Charming 2-bedroom, 1-bath bungalow in downtown Easton! This move-in-ready home features a brand-new roof, fresh paint throughout, and new carpeting in both bedrooms. Enjoy a fully fenced backyard and a prime location just down the street from the elementary school and walking distance from downtown shops and restaurants. Refrigerator, washer, and dryer convey with the sale. A great opportunity to own a well-maintained home in a highly convenient location! Affordable home in Historic Easton, MD. You can own this home for what it would take to rent a home. Call me for info on loan programs and first time buyer incentives

Beautifully renovated Cape Cod in the heart of Easton, offering an exceptional blend of location, convenience, and lifestyle. This highly walkable home sits just one block from medical and dental offices, and only a few blocks from local schools. Outdoor recreation is moments away, with nearby playgrounds, tennis and basketball courts, and the area’s premier YMCA just minutes from your door. The scenic Rails-to-Trails path—perfect for walking, running, or biking—is also just one block away. Enjoy living in the wonderful tight knit neighborhood. Inside, the home features a flexible and functional layout with four bedrooms—two on the main level and two on the second level—making it ideal for a variety of living arrangements. Whether you’re seeking a full-time residence, a weekend retreat, or a charming pied-à-terre, this home adapts beautifully. Interior highlights include hardwood floors, updated appliances, a newer HVAC system, and a spacious mudroomu002Flaundry room conveniently locat

This charming Tilghman Island cottage was originally built in 1953 and thoughtfully renovated in 2020, including updated plumbing and electric. The home features durable luxury vinyl plank flooring throughout and the roof was replaced with 45-year architectural shingles for added peace of mind. The kitchen offers stainless steel appliances, space for a dining table and flows seamlessly into the spacious living room, ideal for everyday living and entertaining. The flexible floor plan includes 2–3 bedrooms and a full bath with a shower. The attic presents an opportunity for expansion, perfect for creating a loft or additional bedroom. Outside, enjoy a partially fenced backyard complete with a large shed equipped with electric, ideal for storage, hobbies or a workshop. Situated on scenic Tilghman Island, this property is just moments from marinas and public boat landings, providing easy access to the Chesapeake Bay and surrounding waterways for boating, fishing, and waterfront dining

Make your appointment today! Charming, beautifully updated Cape Cod just a short stroll from historic downtown Easton, where you'll enjoy an array of restaurants, boutiques, galleries, and year-round community events. This inviting home blends timeless character with thoughtful modern updates, featuring beautiful hardwood floors, fresh paint, an updated HVAC system, and a bright, welcoming kitchen. The spacious second level offers a large bedroom, a dedicated office or sitting area, a walk-in closet, and abundant additional storage. Outside, relax on the classic front porch complete with a porch swing, or entertain on the new deck and patio overlooking the beautifully landscaped backyard. A large storage shed with convenient attic storage provides plenty of room for tools, hobbies, or outdoor equipment. Perfectly located near shopping, schools, parks, and major commuter routes, this move-in ready home offers the ideal combination of charm, comfort, and convenience in one of Easton's mo

Timeless Tidewater Colonial-inspired waterfront estate set on 3.5 private acres with 870 feet of shoreline and panoramic water views. A rare offering combining classic architecture, thoughtful upgrades and exceptional outdoor living in one of Talbot Countys most desirable waterfront settings, with a seamless indoor-outdoor flow and water views from nearly every room. Featured in Coastal Living, the residence reflects exceptional design and offers gracious living spaces, including four bedrooms with three updated en-suite baths and three fireplaces. A custom great room with wood-burning fireplace, built-ins and fine wood cabinetry anchors the home, complemented by formal living and dining rooms each with fireplaces. The gourmet custom kitchen includes custom cabinetry, quartz countertops, KitchenAid appliances and dual pantries. Outdoor amenities include a 30,000-gallon pool, expansive lawns, mature trees, irrigation system, partial rip-rapped shoreline and private pier with electric an

Now Offered at $1,895,000 | Private Harris Creek Waterfront Private Harris Creek waterfront with pool, pier, boat lift and deep-water accesscrafted for boating, kayaking and the best of Eastern Shore living. This five-bedroom, three-and-a-half-bath residence offers a rare blend of privacy, comfort and wide water views just minutes from St. Michaels and Easton. Sun-filled interiors feature red oak floors, custom built-ins, multiple fireplaces and an inviting layout designed for everyday living and entertaining. The kitchen is the heart of the home with KitchenAid appliances, granite countertops, oversized island seating, butlers pantry and dry bar. Main-level living includes a waterside primary suite with fireplace, private guest suite, office or den, and additional gathering spaces. Upstairs offers three bedrooms, full bath and spacious family room. Outdoor living shines with a screened porch, expansive waterside deck, saltwater pool and firepit patio overlooking Harris Creek. Private

Cozy Waterview Townhome Discover serene living in this charming townhome located in the peaceful Cove View Condominium Community. Enjoy breathtaking waterfront views and exclusive access to the community pier, ideal for boating enthusiasts. Situated on a tranquil street, this residence offers the perfect blend of quiet privacy and convenient proximity to local attractions. Inside, youll find hardwood flooring on the first level, with a first-floor waterview bedroom or office/den, plus a tiled bathroom. Upstairs features carpeted floors and an additional tiled bathroom. On cooler evenings, cozy up by the wood-burning fireplace to relax in comfort. The unit needs some TLC and is being sold as-is, offering a great opportunity for those looking to customize their home. Additional features include: A convenient first-floor laundry room, a single-car garage for secure parking, and a recently replaced roof for added peace of mind. The condo fee covers hazard insurance (owners are responsible

Built in 2025, this new construction home offers the best of Eastern Shore living in the water-privileged community of Tilghman on the Chesapeake. Enjoy the ease of one-level living and a thoughtfully designed split-bedroom floor plan. The welcoming covered front porch opens to a bright entry foyer leading to the spacious, open-concept living area. The kitchen boasts granite countertops, a center island with bar seating, a pantry and ample cabinet space, perfect for everyday living and entertaining. The kitchen overlooks the living room, featuring a cozy gas fireplace and an open dining area with a sliding glass door, ideal for adding a future deck or patio. The primary suite is privately situated off the main living space and features two walk-in closets and a luxurious bathroom with a granite double-sink vanity, tile and glass shower and a linen closet. Two additional bedrooms and a full guest bath are located on the opposite side of the home, offering privacy for guests or family me

An Exceptional Opportunity! Unexpectedly available once again due solely to a change in the buyers' personal circumstances, this exceptional property is available through no fault of the home. If you missed it the first time, here's your opportunity to own one of the area's most distinctive and beautifully maintained residences. Ideally situated just four miles from the heart of charming St. Michaels, this timeless home offers peaceful country living with easy access to boutique shopping, exceptional dining, marinas, and the Chesapeake Bay lifestyle. Just moments from Claiborne Landing, you'll enjoy convenient public boat access for effortless days on the water, whether your passion is cruising, fishing, crabbing, or simply exploring the beauty of the Chesapeake Bay. Built in the early 1900s and thoughtfully renovated over the past two decades, this remarkable residence seamlessly blends historic character with today's modern conveniences. Situated on a picturesque half-acre lot, the h

Welcome to 13532 Rustling Oaks Drive: where meticulous pride of ownership truly shows on this classic Cape Cod in the land of pleasant living on the Eastern Shore. Situated on over an acre of land with towering pines providing excellent shade and privacy, this 5 bedroom, 5,500+ square foot home has been recently upgraded and offers something for the whole family. 10 foot ceilings, hardwood floors, arched hallways, crown moldings, columns, chair rails, are just a few of the timeless interior finishes while a brand new saltwater gunite pool elevates the exterior space. Inside, an expansive first floor primary suite offers total main level living and complete privacy. With a tray ceiling, bay window and double walk-in closets, it is a retreat in its own; punctuated by an updated ensuite bath with double vanity, soaking tub, and oversized glass walk-in shower. The true heart of the main level is the upgraded kitchen and living room areas. These large complementing spaces are perfect for en

This custom-built duplex completed in 12u002F25, located in the heart of historic Easton, is a one-of-a-kind investment opportunity. Featuring three bedrooms and two and a half baths in each home, the homes offer an ensuite primary bedroom complete with a walk-in closet and private bath. Designed with modern luxury in mind, it includes new stainless-steel appliances, Marvin windows, a rich wood front door, and high-end luxury vinyl plank flooring. The driveway is elegantly finished with pavers, adding to the home's curb appeal. Each home is equipped with an electric charging station for electric vehicles. As a newly constructed property, it combines timeless charm with contemporary finishes—perfect for homeowners or investors alike. Rental price is $3,100 per unit. Owner will consider some owner financing

Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept layout with a galley kitchen, dining area, and spacious living room. Sliding doors open to a balcony spanning the entire rear of the home, creating the perfect setting for indoor-outdoor living, entertaining, or simply enjoying the abundance of natural light. The main level offers two well-appointed bedrooms, two full baths, and a convenient laundry area. Whether you are seeking a primary residence, second home, first-time purchase, or investment property, this versatile townhome presents an exceptional opportunity. Residents enjoy convenient access to golf (membership available), scenic walking an

New price! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering wu002F over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier wu002F 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer wu002F dual-staircase. The “river room” wu002F 2-story octagon copula offers 270 views of the property & creek. The TV room wu002F 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in mediau002Fstorage cabinet, coffered ceiling, fireplace, 3 s

Welcome to 402 Cherry Street, a beautifully, renovated three or four bedroom, two-full bath, light-filled home located in the charming historic district of Easton. The residence combines modern updates with prime location and offers a low-maintenance lifestyle in the heart of this captivating town. Renovated in 2023 and thoughtfully designed to maximize space and functionality. The attention to detail is evident throughout, with stylish finishes and fixtures that perfectly complement the cozy interior. The floor plan allows for comfortable, everyday living. One of the standout features of this property is the small, private courtyard. This intimate outdoor space provides a private sanctuary where you can relax, unwind, and enjoy the outdoors. With minimal yard maintenance required, you'll have more time to savor the wonderful amenities Easton has to offer. Walking distance to an array of cultural attractions, galleries, boutique shops, and dining establishments. Schedule a private show

Move-in ready Elmwood townhome in Lakeside at Trappe featuring 3 bedrooms, 2.5 baths, and approx. 2,254 sq ft. Backs to a charming courtyard. Entry level offers a recreation room with access to outdoor space. Main level features an open-concept kitchen with quartz countertops, stainless steel appliances, dining area, and great room. Upper level includes two secondary bedrooms, full bath, and a private owners suite with walk-in closet and en-suite bath. Additional highlights include a 2-car garage, driveway parking, patio, smart home features, and energy-efficient systems. Community amenities include clubhouse, pool, fitness center, sports courts, dog parks, and trails. Convenient to Route 50 with easy access to Easton, Cambridge, and nearby waterfront areas

JUST REDUCED Seller offers 15,000.00 seller concession for home improvements, sale price to be SOLD AS IS. Waterfront Views on Peach Blossom Creek – 6608 Ocean Gateway, Easton, MD This property presents a solid investment potential for those ready to customize and improve. The functional three-bedroom two bath configuration combined with outdoor amenities and proximity to Oxford, Saint Michaels and Easton retail convenience makes this an attractive opportunity for renovation minded buyers seeking to build equity while enjoying a tranquil setting with convenient access to area attractions. The home sits perched on an elevated hill overlooking the head of Peach Blossom Creek, private outdoor spaces and a serene waterfront setting. Mature shade trees enhance the natural setting and provide everchanging scenery as the seasons unfold. Enjoy waterfront views and easy access for kayaking and paddleboarding, upgrades include pool liner installed 2021 for summer relaxation. Recent improvements

Welcome to the Spring Lake II, a beautifully designed home that pairs an open-concept layout with timeless Loft elements. Offering 2 bedrooms, 2 baths, and a 2-car garage, this home provides both elegance and everyday functionality. Just off the foyer, a formal dining room creates the perfect setting for hosting holidays and special gatherings. The spacious kitchen is both stunning and practical, featuring a large island and walk-in pantry to support effortless entertaining and daily living. The open and airy great room impresses with a vaulted ceiling, optional beams, and a sliding door leading to the covered patio, seamlessly blending indoor and outdoor living. A cozy fireplace with mantel and hearth adds warmth and character to the space, while the screened-in patio offers another inviting area to relax. The luxurious primary suite is a true retreat, highlighted by triple windows for abundant natural light and a gorgeous primary bath with an optional freestanding tub and walk-in clo

PRICE REDUCED: Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is 'move in ready' and ready to enjoy the Summer in Saint Michaels. 216 E Chew Ave. Is a 4-bedroom, 3 full bath and 1u002F2 bath home with the 1u002F2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2-car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size

Conveniently located between Route 50 and historic downtown Easton, this charming 1950s cottage is being sold as and presents a fantastic opportunity for homeowners and investors alike. Set back from the street with a large, private backyard, the home offers timeless character and original details throughout. The first floor features a welcoming living room with hardwood floors and arched doorways, adding warmth and classic appeal. A nicely sized kitchen opens to the dining room, where sliding glass doors lead to the porch for easy indoor-outdoor living. Two spacious bedrooms and a full bath complete the main level. Upstairs, the second floor offers a generous primary bedroom with a full bath, creating a private retreat. This property is also an investor’s dream, having served as a profitable rental for many years with the potential to continue as such. With its flexible layout, it may also offer the possibility of conversion into a two-family property, with the second-floor functionin

Back on the market due to no fault of the seller! Welcome to this spacious end-unit townhouse offering 4 bedrooms and 2.5 bathrooms, providing plenty of room for comfortable living. The main level features a bright and open layout with abundant natural light, ideal for everyday living and entertaining. The kitchen opens to the main living areas, creating a functional and inviting space. Upstairs, youll find generously sized bedrooms, including a primary suite with a private bathroom. Additional bedrooms offer flexibility for guests, a home office, or playroom. Enjoy the convenience of low-maintenance living while being just minutes from downtown Easton, shopping, dining, and parks. This home is a great opportunity for anyone looking for space, comfort, and a prime location on Marylands Eastern Shore

Discover Your Waterfront Oasis in Royal Oak*. Nestled in the charming town of Royal Oak, these exceptional waterfront properties present breathtaking views of Oak Creek, conveniently located near the Miles River and the renowned Chesapeake Bay. Positioned between the picturesque communities of Saint Michaels and Easton, this rare gem boasts approximately 541 feet of pristine water frontage, enhanced by a newly installed bulkhead as of summer 2025. Comprising two distinct parcels, both properties offer expansive water vistas that are truly captivating. Imagine enjoying serene afternoons by one of the two existing pools, each perfectly situated to overlook the tranquil waters. Each home is equipped with its own dedicated well and is connected to public sewer, ensuring convenience and reliability. Elevated above flood risks, this property requires no flood insurance, providing peace of mind for future owners. The first residence, a charming brick rancher at 7049 Acorn Alley, features sing