Talbot County MD Homes For Sale

Welcome to the Kelly, a beautifully designed home that pairs an open-concept layout with timeless classic elements. Offering 2 bedrooms, 2 baths, and a 3-car garage, this...

Welcome to this charming Jack’s Point bungalow, where classic style, modern updates, and thoughtfully restored Craftsman details come together in a warm, bright, and invi...

Beautifully renovated, this turn-of-the-century home is ideally situated on Brookletts Avenue in Easton's sought-after Historic District. Designed to maximize natural lig...

Charming 3-bedroom, 1-bath home conveniently located in Easton with easy access to Route 50 and just minutes from historic downtown Easton, shopping, restaurants, parks, ...

Mc Daniel Rancher - This 3 Bedroom and 2 Bathroom rancher in the community of Mc Daniel, is conveniently located approximately 5 miles to St. Michaels. Close to half an ...

Welcome to this beautifully maintained end-unit townhome in the highly desirable Lakelands community of Easton. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully des...

Welcome to this beautifully maintained 3-bedroom, 2-bath ranch home located on more than an acre in the peaceful waterfront community of Glebe Villa. With a view of the T...

This Richmond model features 5 bedrooms, including a convenient 1st floor bedroom, making it a great option for guests, multi generational living or a home office. This...

Beautifully updated, stylish split-level residence blends thoughtful design with everyday comfort. A 3 or 4 bedroom, 2 full bath home that feels both welcoming and well ...

Open Sunday, August 2nd from 1:00 to 3:00pm. A stunning Farmhouse completely restored/rebuilt by reknown Architect Greg Wiedemann on two glorious acres meticulously mai...

Beautifully maintained two-story Colonial in Matthewstown Run.  Situated on a large lot that backs to a farm with a peaceful spring fed pond, offering privacy and picture...

Bright and inviting, this Easton Club townhome offers a comfortable two-level floor plan designed for everyday living. The main level features a bright living room, an ea...

Welcome to White Barn at Middlespring, a remarkable 8-acre Eastern Shore estate offering the perfect blend of historic charm, modern updates, privacy, and country living....

Under Construction | Late Summer Move-In! Backing to a serene tree line, this beautifully designed home offers privacy, style, and exceptional living. A private office, d...

Extremely well maintained, inside and out, 3 bedroom 2 1/2 bath house with an oversized 2 car detached garage, huge back yard and within walking distance to downtown St. ...

This exceptional waterfront estate was thoughtfully designed and custom built by its current owner after years of meticulous research and planning, drawing architectural ...

This attractive end-unit townhouse is located in the desirable Easton Club community offering well-maintained, move-in ready living just minutes from historic downtown Ea...

Chesapeake by Del Webb. Thurston model single-story in the Easton Club East, 55+ active adult community. This rarely available, single-owner home is move-in ready and bo...

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 acce...

Duvall Farm is a rare Eastern Shore offering — a 408± acre farm that blends meaningful conservation efforts with immense easement potential, productive farmland, and refi...

Enjoy the combination of privacy, convenience, and low-maintenance living in this beautifully updated townhome just minutes from downtown. Nestled against a peaceful wood...

Waterfront, a deeded boat slip, off-street parking, and a single-car garage with additional storage set the stage for this thoughtfully redesigned coastal retreat in the ...

Simply Sensational! Sunrise views over Town Creek set the tone for this beautifully designed four-bedroom waterfront home, where contemporary architecture meets the warmt...

Extremely private 3 BR 3 1/2 BA house on 4 acres with a pool! This property features a huge, finished bonus/game room over the garage with separate hvac zone, large famil...

Welcome to 3759 Rumsey Drive, Trappe, MD, located in the “La Trappe Heights” community; within the town limits of Trappe and connected to public water and sewer. This spa...

Welcome to easy living in one of Easton's most sought-after 55+ communities. Situated on a desirable corner lot with mature landscaping, this well-maintained Thurston mod...

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 sit...

First time offering in Morgans Point. Custom built estate designed by architect Lauren Dianich of Atelier 11, this elegant Georgian-style brick and shingle residence offe...

This commercial property in St Michaels presents a unique investment opportunity. Situated on a 2.24-acre lot, the property benefits from a prime highway location, ensuri...

BUYER MUST FILL OUT APPLICATION AT HYDE PARK OFFICE AND BE APPROVED. NEW ROOF JUST INSTALLED MAY 2026! This charming and well maintained 2-bedroom, 3-bath rancher is loca...

Discover a unique investment opportunity in the charming Victorian-style home located in the serene Tilghman Island. This detached residence, built in 1900, boasts 2 over...

Professional Photos coming soon. You’ll love this beautiful recently updated home with 4 bedrooms, 3 full baths in a sought after neighborhood. The home features a large ...

Chesapeake By Del Webb. Beautiful 2 story Wittman model located on a corner lot on a quiet street. Great room with gas fireplace, dining room, gourmet kitchen with gran...

Location, location, location! It doesn't get much better than this. Nestled on a private, wooded 2.3-acre lot between Easton and Oxford, this property has everything you ...

Chesapeake by Del Webb. Popular 2-story Wittman model. Great room with wood flooring and gas fireplace, dining room, large kitchen with center island, breakfast area, t...

Introducing the Greenbrier: Premium Coastal Luxury at The Preserve at Wye Mills. Experience the perfect blend of sophisticated design and Eastern Shore living with this e...

Showing remarks are always a 10 out of 10. The property reviews always put it at the top of the list. Easton Club East - Where comfort, convenience and leisure meet.. ...

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a sev...

"Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new ...

Commercial Opportunity– Positioned along S. Talbot Street (Route 33) at the entrance to St. Michaels, this General Commercial (GC) property offers exceptional visibility,...

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a sev...

Nestled in the serene Chapel Woods subdivision, this charming traditional home offers a perfect blend of comfort and functionality. With four spacious bedrooms and two fu...

An Exceptional Opportunity! Unexpectedly available once again due solely to a change in the buyers' personal circumstances, this exceptional property is available through...

Nestled in the charming THREAD HAVEN community, close to the YMCA, Idlewild Park with easy access to Easton Bypass for commuters. This delightful traditional home offers...

Built in 2006 and meticulously maintained, this exceptional home offers 6,553 square feet of living space, including 4,463 square feet above grade and an additional 2,090...

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...

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...

Rare buildable lot in Talbot County! Featuring an approved SDA Plat from the Health Department, this property offers a valuable head start in the building process. Locate...

Located in the desirable Martingham community, this two-bedroom, two-and-a-half-bath condominium offers comfortable living just minutes from historic downtown St. Michael...

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 garag...

Welcome to this beautifully updated two-story Wittman model in the highly sought-after 55+ community of Easton Club East, where thoughtful upgrades and timeless design co...

Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where breathtaking sunset views and a relaxed coastal atmosphere create the perfect setti...

Here's your chance to own a full service waterfront restaurant and a piece of Tilghman Island history. This property has operated as a restaurant for almost 90 years. Loc...

Zoned MXW this is one of the last remaining large parcels in the Town of Easton, Maryland Plans must be approved by Easton Planning and Zoning . See zoning for permitte...

Largest remaining undeveloped parcel in the Town of Easton with attractive zoning of MXW. Please review permitted applications and development requirements. Agents must r...

Enjoy a Piazza Italian Market lunch at this Public and Broker/Agent open house Thursday 8/6 11am-1pm. With sweeping sunset views, this picturesque estate—perfectly situa...

Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles River Holly House presents an extraordinary opportunity to own one of the Upper Miles River’s most...

Welcome to Easton Club East, Easton's premiere 55+ community with mature trees and sidewalks and ton of amenities for a vibrant lifestyle! Bright and open with first floo...

Chesapeake by Del Webb. Nicely sited for maximum sunshine , this handsome and beautifully cared for two story Wittman model awaits you. Recent upgrades include luxury V...

Grafton Manour Estate—A Rare Chesapeake Waterfront Legacy. Embrace the quiet grandeur of Grafton Manour Estate, an 86±-acre peninsula wrapped by approximately 1.5± miles ...

Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and pr...

Move-in ready, one-owner end-unit townhome built in 2022, proudly owner-occupied and meticulously maintained, located in the desirable Patriot Square community. This home...

Thoughtfully reimagined from the studs out, this exceptional residence offers the character of an in-town cottage with the quality, comfort, and finishes of a newly const...

Comfortable living spaces can be found in this well-maintained 2BR/2BA townhome located just minutes from downtown Easton. Features include hardwood floors, wood-burning ...

Great Investment Opportunity – This 5500+/- sq ft Commercial Condo has a long term Lease with a well-established Tenant. Zoned Commercial, ideal for Medical or related Bu...

Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/- acres in the quaint village of Wittman. Offering 1,662+/- sqft, th...

Great Potential for this cleared lot !! , attention Investors , builders, or someone who wants to build the house of their dreams. 2.41 cleared Flat acres off of R...

Welcome to 5116 Ocean Gateway, a thoughtfully updated rancher in Trappe offering Eastern Shore charm, comfortable one-level living, 1.5 acres, and an exceptional detached...

August Delivery! Discover the Elmwood, a luxury three-story townhome offering 2,254 square feet of thoughtfully designed living space in Lakeside at Trappe. This move-in ...

Welcome to this spacious 3-bedroom, 2.5-bath middle-unit townhome located in Easton. Conveniently situated near shopping, dining, parks, schools, and many of the amenitie...

This is a Great Opportunity to make this your Forever Home. Great remodel and expansion potential in this Brick home on a large corner lot with Water Views. Home is in ne...

Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 ...

Tired of paying rent? This move-in-ready 3-bedroom Easton home lets you start building equity immediately—with exterior maintenance handled for you. The main level featur...

Offered for the first time in nearly 30 years, this charming waterfront bungalow on Duck Cove has been lovingly maintained and thoughtfully improved by its current owners...

Easton Cape. This 4 bedroom, 2 bath home offers a living room with wood burning brick fireplace, spacious eat-in kitchen, porch/sunroom. Hot water baseboard oil heat, c...

This two-story Charleston-style Colonial is located in the desirable Cooke’s Hope Village community and sits on an oversized lot with a fenced side and rear yard. The pro...

Welcome to an exceptional opportunity to own a home in the highly sought‑after Mulberry Station community. This spacious 4‑bedroom, 2.5‑bath residence offers one of the n...

Nestled on Peachblossom Creek in Easton is a property that won’t disappoint if you are one who expects the unexpected. From the one-hundred-year-old oak standing sentine...

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 acce...

The Rose Cottage was first built in 1890 and owned by a waterman. With barely 1,200 square feet, the house served many generations of Oxford families. Fast forward for ab...

Experience authentic Eastern Shore living in this peaceful Chesapeake Bay retreat, located just steps from historic Dogwood Harbour, home to the Skipjacks—the last workin...

Welcome to this spacious Cape Cod home featuring three bedrooms and two and a half bathrooms. Enjoy a welcoming front porch, an attached garage, and a generous yard perfe...

Just 4 miles (five minutes) outside the historic town of St. Michaels, MD, this 15-acre property is located in an area of large, private waterfront estates. Over 400 ft. ...

Lot has been approved by the Historic commission and exterior plans available , Easton Board of zoning appeal is approved for Variances to lot lines setback and approved ...

*INCOME PRODUCING* Tucked away in the charming Fairbank community on Tilghman Island, this delightful waterfront home captures the very best of Eastern Shore living. Over...

Make your appointment today! <br> Charming, beautifully updated Cape Cod just a short stroll from historic downtown Easton, where you'll enjoy an array of restaurants, bo...

Hillsboro model in the desirable Easton Club East Community. Corner lot! Over 3000sqft with a thoughtful floor plan. The first floor boasts 2 bedrooms and 2 bathrooms, an...

The Brentwood: True Executive-Style Luxury on the Eastern Shore ​Experience unparalleled scale and sophisticated design in the Brentwood, a magnificent 3,736-square-foot ...

A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done ...

Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary sui...

Nestled on 2± acres, this inviting property offers a peaceful setting surrounded by mature trees that provide shade and natural beauty throughout the seasons. A circular ...

Priced to sell! The perfect weekend getaway does exist—and it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the ...

Beautiful end-unit townhome in desirable Easton Club, offering a rare combination of natural light, flexible living space, and sweeping, peaceful nature views. Thoughtful...

Unique Tilghman Island Property. Zoned Residential-Commercial. Situated on a 2.74 acre fenced yard. This 2450 sq ft Stone Rancher has many upgrades, new 2 car garage and ...

Located in the sought-after Easton Club East community and not restricted to 55+, this well-maintained home offers 3 bedrooms, 3 full baths, and a flexible layout designe...

Improved Price!! Don't miss out ! The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a ...

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque a...

Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 squ...

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque a...

The Richmond by Lennar is a popular new construction home on Maryland’s Eastern Shore, offering approximately 2,238 square feet of thoughtfully designed living space. Thi...

Welcome to **1312 Lake Lucerne Lane in Trappe, Maryland**, featuring the beautiful **Elmwood Model** in a resort-style community designed for today’s modern lifestyle. Th...

Investor Special with Strong Upside Potential! Opportunity awaits with this 2-bedroom Cape Cod situated on a large fenced lot in Easton. The main level has been opened u...

NEW PRICE: Welcome to 27990 Woods Road! Situated on approximately 1/2 acre lot, this home and property has much to offer. A new fully fenced backyard offers privacy to...

Backing to open space for added privacy, this beautiful new construction townhome offers the perfect blend of comfort, style, and convenience. Residents enjoy exceptional...

Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye ...

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. Enj...

This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access...

Oxford Lot in the heart of town in the Historic District. Lot size .20 acre +/-. Build your ideal home. A few blocks to Town Creek and Tree Avon River, restaurants, fer...

This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite pr...

Tucked away in a quiet setting, this 3 bedroom, 2 full bathroom home has a full, unfinished basement, front deck and a large, detached garage with numerous access doors a...

Nestled on just over 2 acres in Trappe, this spacious 3-bedroom, 2-bath home offers nearly 2,500 square feet of living space with room to grow, gather, and make lasting m...

Come experience this beautifully maintained townhome offering an impressive 2,520 square feet of living space, featuring an open-concept floor plan designed for comfortab...

Rare opportunity to acquire a well-appointed home with immense views and convenient proximity to St Michaels. Ideally located by land and sea in Chance Hope Farm on the ...

Welcome to 29331 Fourth Street! This charming split level 3 bedroom 2 bath house is situated on a well shaded lot perfect for outdoor entertaining. The beautifully update...

Coming soon to Gannon Range in Easton, MD is our most sought-after floor plan, the Hayden, located at 8695 Harper Way. As a contemporary, 2,511 square-foot, two-story ho...

Custom built house in 2002 with first floor master suite, large family room, enclosed sunporch and two car garage. House has hardwood floors, gas fireplace with quality b...

Major Buyer Incentive! Seller is now offering $8,000 in closing cost assistance with an acceptable offer. Charming and move-in ready, this updated 2-bedroom, 1-bath home ...

Discover a serene retreat in the heart of Waverly Island Estates, where a major renovation in 2025 breathes new life into this charming Cape Cod home. Spanning 2.77 acres...

Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Centu...

"Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic wate...