Talbot County Homes for Sale

Talbot County Homes for Sale

Welcome to Talbot County, Maryland, a picturesque region that beautifully marries small-town charm with stunning natural landscapes. Nestled on the Eastern Shore of the Chesapeake Bay, Talbot County is renowned for its rich history, vibrant arts scene, and outdoor recreational opportunities. With quaint towns like Easton, St. Michaels, and Oxford, residents enjoy a delightful blend of waterfront living and community spirit, making it an ideal place to call home.

Talbot County boasts a diverse array of homes for sale, catering to various lifestyles and preferences. Whether you are searching for a charming historic property, a modern waterfront estate, or a cozy cottage surrounded by nature, you will find an impressive selection to suit your needs. Many homes feature breathtaking views of the Chesapeake Bay, lush gardens, and easy access to outdoor activities such as boating, fishing, and hiking.

The real estate market in Talbot County is thriving, offering opportunities for both first-time buyers and seasoned investors. With its strong sense of community, top-rated schools, and proximity to major cities like Baltimore and Washington, D.C., Talbot County is not just a place to live, but a place to thrive.

Imagine waking up to the gentle sounds of nature and spending your weekends exploring charming boutiques, indulging in local cuisine, or enjoying the scenic beauty of the area. Discover your dream home in Talbot County today, where every day feels like a vacation in this idyllic Maryland paradise.

Newest Talbot County Homes for Sale

903 S Washington St, Easton
$525,000
3 Beds ⋅ 2 Baths
Brimming with traditional character, architectural details, and the enduring appeal of solid brick construction, this charming three-bedroom, two-bath rambler offers exceptional one-level living in the sought-after town of Easton, Maryland. Beautifully situated on a generously sized lot along South Washington Street, the home is set well back from the road, surrounded by magnificent trees and mature landscaping. A welcoming brick walkway leads to the front entrance, where the home's delightful character continues throughout its bright, beautifully maintained interior. Gorgeous hardwood flooring, elegant crown molding, custom built-ins, and distinctive architectural details showcase the craftsmanship and timeless appeal of this classic home. Abundant windows fill the spacious living room with natural light, while a traditional wood-burning fireplace and custom built-in shelving create an inviting gathering space. A generously sized formal dining room overlooks the beautiful grounds, and the updated kitchen features granite countertops, stainless steel appliances, a separate pantry, and charming built-in shelving. Just beyond the kitchen, a versatile family room offers additional living or recreation space. Three comfortable bedrooms feature hardwood flooring and attractive recessed lighting, while two full baths include a beautifully renovated bathroom with shiplap accents, a double-sink vanity, LVP flooring, and an expansive tiled walk-in shower. Meticulously maintained, the home benefits from significant recent improvements, including a new roof with 50-year shingles, replacement windows, and gutter guards installed in 2022, along with stainless steel kitchen appliances purchased within the past five years. Outside, the picturesque backyard features magnificent shade trees, and a spacious deck for outdoor entertaining. A charming brick outbuilding with electricity, rear-entry garage, and generous off-street parking add convenience and functionality. Completing this exceptional offering is its premier location in historic Easton, approximately a mile from downtown's acclaimed restaurants, boutiques, art galleries, and cultural attractions. Nearby Idlewild Park, shopping, healthcare, and everyday conveniences further enhance the appeal of this wonderful Eastern Shore setting. Combining timeless architectural charm, thoughtful updates, beautiful grounds, and an outstanding location, this captivating brick home is truly something special. Upcoming Open Houses: Friday 11/13 (2:00-4:00), Saturday 11/14 (10:00-1:00), Sunday 11/15 (10:00-1:00)

903 S Washington St, Easton

Listing courtesy of Northrop Realty. Contact:

26989 Miles River Rd, Easton
$11,500,000
6 Beds ⋅ 7 Baths
Fairmiles, one of Talbot County’s most distinguished waterfront estates, enjoys an extraordinary setting along the coveted Miles River. This Federal-style manor blends timeless elegance with the warmth and charm of Maryland’s Eastern Shore. Rarely does an estate offer such an intimate connection to the water. The residence and waterside swimming pool are remarkably close to the protected shoreline, capturing sweeping, ever- changing river views from nearly every room. Each season unveils its own captivating beauty: summer yachts gracefully navigating the river, autumn’s brilliant palette of changing colors, the enchanting glow of Christmas trees illuminating with neighboring piers, and the fresh blossoms of spring. Together, these ever-changing scenes create a remarkable waterfront experience throughout the year. A private dock with an impressive eight feet of mean low water (MLW) depth offers exceptional opportunities for accommodating deep-draft vessels. Ideally situated between historic Easton and St. Michaels, Fairmiles combines privacy, natural beauty, and refined waterfront living with convenient access to exceptional dining, shopping, and cultural attractions. For the discerning traveler, Easton Airport is approximately ten minutes away, offering convenient private aviation access and fixed-base operator (FBO) services. By appointment only. Listing agents must accompany all showings. Do not enter the property without an appointment.

26989 Miles River Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact:

6119 Country Club Dr, Easton
$2,000,000
3 Beds ⋅ 4 Baths
Location, location, location. This fully renovated waterfront rancher sits on a 2+ acre, park-like lot bordering Talbot Country Club, just off the Oxford Road corridor — close enough to walk to lunch at the club, private enough to forget it's there. Inside, the home lives like a boutique retreat. The kitchen and family room combine around quartz counters, stainless appliances, and custom solid wood cabinetry, opening to a living room with fireplace and reclaimed barnwood oak flooring running through the main living areas. The primary suite channels a five-star hotel — custom built-ins, a tiled zero-entry shower, and a private steam shower. A tile-floored sunroom and thoughtful ADA/aging-in-place features (32"+ doorways, 36"+ halls, roll-in shower access) round out a home built for comfort at every stage of life. The mechanicals match the finishes: whole-home generator, upgraded electrical panel, whole-home Sonos audio across six zones (garage, front porch, living room, great room, back porch, and poolside), upgraded well pump for stronger water volume throughout, and an epoxy-finished, cabinet-outfitted garage. Outside, this is a waterman's and water-lover's dream. The private dock — rebuilt larger, with new water and electric service — includes two remote-controlled boat lifts, two remote-controlled jet ski lifts, and a floating kayak launch, all set on 150 feet of frontage with 3' MLW on Trippe Creek. Crabbing is easy right off the dock. The in-ground gunite pool sits shaded by mature trees, creating a private, cooler retreat even at the height of summer, with recently replaced pumps and upgraded floating sprinkler equipment. Enjoy sunrise from the back porch and sunset from the front — with front-row seats to the eagles and osprey that nest along the creek each year, arriving as early as March. This is more than a renovation — it's a fully re-system waterfront estate, ready for its next chapter.

6119 Country Club Dr, Easton

Listing courtesy of Real Broker, LLC - Chester. Contact:

8014 Gosling Pond Ct, St Michaels
$775,000
4 Beds ⋅ 3 Baths
Beautifully situated on an exceptional lot overlooking a picturesque pond, this spacious home in the desirable Back Creek Landing community offers gorgeous sunset views, wonderful privacy, and a peaceful setting just minutes from historic St. Michaels. Tucked away on a quiet cul-de-sac, the property enjoys a lovely natural backdrop and a sense of tranquility that makes it feel like a private retreat. With over 3,000 square feet of living space, this thoughtfully designed home features 4 bedrooms, 2.5 baths, and a comfortable, versatile floor plan ideal for both everyday living and entertaining. Highlights include a spacious primary suite, inviting family room, separate dining room, and a private office or den. The eat-in kitchen, featuring newer appliances, opens to a delightful screened porch where you can relax, enjoy the pond views, and take in the spectacular evening sunsets. Beautifully maintained and thoughtfully updated, the home features fresh interior paint, an encapsulated crawl space, and numerous upgrades and special touches throughout. Generous living spaces and an easy flow between rooms create a welcoming atmosphere, with plenty of room to gather with family and friends or simply enjoy the comforts of home. Back Creek Landing is a charming community offering a wonderful Eastern Shore lifestyle, with amenities including a community pier on San Domingo Creek, kayak racks, scenic walking trails, ponds, and a wildlife observation area. Just a short drive away, historic St. Michaels offers an exceptional selection of waterfront dining, boutique shopping, marinas, and year-round activities. From quiet mornings overlooking the pond to spectacular sunsets from the screened porch, this is a home designed for enjoying the beauty and relaxed pace of life on Maryland’s Eastern Shore

8014 Gosling Pond Ct, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

5 S Park St S, Easton
$575,000
3 Beds ⋅ 2 Baths
This stunning Bungalow with a seperate commercial rental was beautifully renovated in 2020 and offers a perfect blend of modern luxury and timeless charm. With 1,168 sq. ft. of meticulously designed space in the residence, every corner of this home exudes warmth and sophistication. The renovated office building adds additional square footage. The open layout invites natural light, highlighting the exquisite craftsmanship throughout. Enjoy the seamless flow between indoor and outdoor living, perfect for entertaining or quiet evenings at home. The property features a versatile office/studio, ideal for remote work or creative pursuits. Nestled on a generous 0.19-acre lot, the lush surroundings provide a serene escape from the hustle and bustle of daily life. Parking is a breeze with ample driveway and street options. This residence is not just a home; it's a lifestyle, offering comfort, elegance, and a sense of community. Experience the joy of living in a space that has been thoughtfully updated to meet the demands of modern living while retaining its unique character. Your dream home and investment awaits!

5 S Park St S, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

8710 Cummings Rd, Wittman
$1,285,000
3 Beds ⋅ 3 Baths
Well maintained one level living on Cummings Creek. 3 BR's, 2.5 baths, DR, kitchen, waterside living room, 2 car garage, oversized screen porch. Beautiful Westerly sunset views. Pier has a boat lift, water and electric. 4 MLW with an option to extend the pier 50' to get over 5 MLW. Plenty of room to expand the footprint or add a pool. Professional Photos to Come.

8710 Cummings Rd, Wittman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

29709 Lyons Dr, Easton
$499,900
3 Beds ⋅ 3 Baths
Welcome to this lovely corner-lot home in desirable Easton Club East, offering 2,342 square feet of thoughtfully designed living space in Del Webb’s popular two-story Wittman model. A welcoming entry introduces beautiful architectural details and a spacious, well-appointed floor plan designed for comfortable everyday living and effortless entertaining. The elegant formal dining room features a tray ceiling, providing a wonderful setting for gatherings and special occasions. The bright, spacious kitchen offers a center island, pantry, abundant cabinetry, and a generous casual dining area. Just beyond, the inviting great room showcases a soaring vaulted ceiling, solar tubes that fill the space with natural light, and a cozy gas fireplace. A lovely sun room provides additional space to relax and unwind, while a dedicated main-level office offers the convenience of working from home. The first-floor primary suite features a spacious walk-in closet and private bath complete with dual vanities, a walk-in shower, and a soaking tub. A second bedroom, full hall bath, and convenient laundry room complete the main level. Upstairs, a fabulous loft-style family room provides a versatile second living area, perfect for relaxing, entertaining, or accommodating guests. A third bedroom and full bath offer additional privacy and flexibility, making this level ideal for extended family or multi generational living. Outside, mature landscaping creates a lovely sense of privacy around the patio, offering a peaceful setting for outdoor enjoyment. Additional highlights include a two-car rear-loading garage, generous driveway, and a new roof installed in 2023. Residents of Easton Club East enjoy an exceptional collection of community amenities, including a clubhouse with fitness room, library, and entertainment space; outdoor swimming pool; tennis and pickleball courts; bocce ball; putting green; picnic areas; gazebos; and scenic walking trails. The community also offers a convenient location for commuting, shopping, dining, and enjoying all that the Eastern Shore has to offer. An Important Distinction: This home is located in the non-age-restricted section of Easton Club East, meaning buyers are not required to be 55 or older. Residents enjoy the same community amenities and are subject to the same HOA dues and regulations.ties.

29709 Lyons Dr, Easton

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

29430 Corbin Pkwy, Easton
$365,000
4 Beds ⋅ 2 Baths
Welcome to Stoney Ridge Farm in Easton, Maryland! This 4-bedroom, 2-full-bath split-level home presents an excellent opportunity for buyers looking to make a home their own while building equity through improvements. Offering a versatile split-level floor plan, this property provides a great starting point for those ready to bring their ideas and personal touches to life. While the home could benefit from updating and cosmetic improvements, it offers the opportunity for the next owner to customize the property to their preferences and potentially reap the benefits of their own sweat equity. Whether making improvements over time or planning a more extensive renovation, the possibilities are worth exploring. Located in the established Stoney Ridge Farm neighborhood, the property offers convenient access to Easton's shopping, dining, and local amenities. For buyers seeking an opportunity to enter the Easton housing market and create value through thoughtful improvements, this home is certainly worth considering. Bring your vision and explore the potential this property has to offer!

29430 Corbin Pkwy, Easton

Listing courtesy of Sid Sells Maryland Realty. Contact:

9450 Canvasback Way, St Michaels
$1,895,000
5 Beds ⋅ 6 Baths
Discover the epitome of luxury living in this stunning Colonial home nestled in the desirable Martingham community. This exquisite residence has been freshly painted and boasts 5 spacious bedrooms and 5.5 totally updated bathrooms. The primary bath has an expansive steam shower, soaker tub and heated floors for those chilly mornings. The heart of the home features a spacious gourmet kitchen equipped with stainless steel appliances, including a Kitchen Aid refrigerator, Wolf double oven, Wolf 5 burner gas cooktop and Wolf dishwasher. Major renovations completed in 2026 include new roof with exposed copper valleys, copper gutters, windows and doors on the back of the house of the 1st floor have been replaced, new air handler on the 3rd floor, attic vent foam insulation, crawlspace has been encapsulated with sump pump and dehumidifier, irrigation and landscaping all have elevated this property to new heights, ensuring modern amenities while preserving its classic charm. Enjoy the ambience of two brick fireplaces, the convenience of an upper-floor laundry, and the tranquility of newly finished hardwood flooring throughout. The expansive private 2.34-acre lot faces the 14th hole of The Links at Perry Cabin picturesque golf course, offering a serene backdrop for outdoor gatherings. Step outside to your personal oasis, complete with a saltwater gunite pool, perfect for summer relaxation. The community enhances your lifestyle with well-maintained common areas and a waterfront picnic area for homeowners. This home is not just a residence; it's a lifestyle. There is nothing left to do but move your furniture in. Don't miss your chance to own this exceptional property!

9450 Canvasback Way, St Michaels

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

8496 Colony Cir, Easton
$459,900
4 Beds ⋅ 3 Baths
Welcome to 8496 Colony Circle in the desirable Matthewstown Run neighborhood! This well-maintained 4-bedroom, 2.5-bath home offers a great combination of comfortable living space and outdoor amenities. The home features an updated kitchen with stainless steel appliances, a newer roof, and a welcoming front porch. Out back, you'll find a spacious rear yard with a large deck and above-ground pool, providing plenty of room for entertaining friends and family or enjoying the warmer months. Conveniently located just minutes from downtown Easton, with easy access to local shops, restaurants, schools, and other amenities. Don't miss this great opportunity to own a home in the established Matthewstown Run community!

8496 Colony Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

7311 Madaline Ave, Easton
$495,000
2 Beds ⋅ 2 Baths
Welcome to 7311 Madaline Avenue in desirable Easton Club East, a Chesapeake by Del Webb community. Built by Pulte Builders, the popular Vanderbilt model offers a wonderfully flexible floor plan, generous living spaces, and a beautiful park-like setting, all of this in a well maintained home featuring a newer roof create an inviting Eastern Shore retreat. Thoughtfully designed for comfortable everyday living and entertaining, this home features nine-foot ceilings, an adaptable living and dining area, and an additional flexible living space with built-in shelving, ideal for a home office, music room, or quiet retreat. The inviting family room features a gas fireplace, built-in cabinetry, and recessed lighting, opening to a cheerful breakfast area and well-appointed kitchen with granite countertops, gas cooking, and convenient pantry storage. One of the home’s most outstanding features is its beautiful new screened-in porch, extending the living space outdoors and providing a peaceful place to relax, entertain, or simply enjoy the natural surroundings. Overlooking a picturesque, park-like setting framed by mature trees and walking path, this delightful outdoor retreat offers wonderful opportunities to appreciate the changing seasons from many areas within the home. The spacious primary suite features a tray ceiling, private bath with soaking tub and separate shower, and an exceptionally generous walk-in closet with thoughtfully designed organizers, abundant shelving, and pull-out drawers. An additional bedroom, full hall bath, and versatile office or music room provide flexibility for guests, hobbies, or working from home. A convenient laundry and mudroom area, abundant storage, and attached two-car garage complete the home’s practical amenities. Easton Club East is a beautifully established 55+ community offering an exceptional array of amenities, including an impressive clubhouse with fitness center, outdoor swimming pool, tennis and pickleball courts, bocce, walking paths, scenic ponds, and attractively maintained common areas. A full-time lifestyle director coordinates a variety of clubs, social gatherings, recreational activities, and special events, creating a welcoming and engaging community atmosphere. Lawn maintenance and snow removal add to the appeal of easy, low-maintenance living. Just minutes away, historic downtown Easton offers an outstanding selection of restaurants, charming boutiques, art galleries, and cultural attractions, including the renowned Avalon Theatre and Academy Art Museum. Quality medical facilities, shopping, and everyday conveniences are nearby, while the picturesque waterfront villages of St. Michaels and Oxford, the Chesapeake Bay, and the many recreational opportunities of Maryland’s Eastern Shore are within easy reach. Discover the wonderful combination of comfort, flexibility, natural beauty, and community at 7311 Madaline Avenue—a delightful place to enjoy your next chapter of Eastern Shore living.

7311 Madaline Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

29488 Mason Ln, Easton
$679,990
3 Beds ⋅ 4 Baths
Welcome to the Franklin, a beautifully designed home that pairs an open-concept layout with timeless Classic elements. Offering 3 bedrooms, 3.5 baths, and a 2.5-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 a walk-in closet. 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.

29488 Mason Ln, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

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