Talbot County MD Homes for Sale

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  /25

  $999,000 New Construction

  • 3 Beds
  • 2.5 Baths

  108 Miles, Saint Michaels, MD 21663

  A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod–style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual

  Chuck Mangold Benson & Mangold, LLC

  108 Miles, Saint Michaels, MD 21663
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  /27

  $295,000

  • Land
  • 0.55 Acre
  • $536,364 per Acre

  108 Miles, Saint Michaels, MD 21663

  A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and natural. Approximately three times the size of a typical in-town lot,

  Chuck Mangold Benson & Mangold, LLC

  108 Miles, Saint Michaels, MD 21663
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  /23

  $462,490 New Construction

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  8741 Harper Way, Easton, MD 21601

  Come explore 8741 Harper Way in Easton, MD, a new home in Gannon Range. This Azalea ranch home offers three bedrooms, two bathrooms, a gas fireplace, 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

  D.R. Horton Builder

  8741 Harper Way, Easton, MD 21601
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  /81

  $3,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,035 Sq Ft

  23961 Lynnewood Dr, Saint Michaels, MD 21663

  Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining

  Barbara Watkins Benson & Mangold, LLC

  23961 Lynnewood Dr, Saint Michaels, MD 21663
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  /7

  $799,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  25831 Turner Ave, Royal Oak, MD 21662

  Designed to optimize water views of the Tred Avon and access to the community kayak launch and beach area is this to be built home. features an open floor plan with luxury vinyl plank on the main level. Kitchen features an island, granite countertops and GE Profile appliance. The exterior features Hardie plank siding, Andersen Windows and a covered porch. Centrally located between Easton and St

  Chuck Mangold Benson & Mangold, LLC

  25831 Turner Ave, Royal Oak, MD 21662
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  /7

  $942,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  25835 Turner Ave, Royal Oak, MD 21662

  Designed to optimize water views of the Tred Avon and access to the community kayak launch and beach area is this to be built home. features an open floor plan with luxury vinyl plank on the main level. Kitchen features an island, granite countertops and GE Profile appliance. The exterior features Hardie plank siding, Andersen Windows and a covered porch. Centrally located between Easton and St

  Chuck Mangold Benson & Mangold, LLC

  25835 Turner Ave, Royal Oak, MD 21662
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  $1,900,000

  • 4 Beds
  • 3.5 Baths
  • 2,839 Sq Ft

  24390 Oakwood Park Rd, Saint Michaels, MD 21663

  Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious blend of space and comfort. With approximately 2,839 finished square feet, all on the main level,

  Janet Larson Benson & Mangold, LLC

  24390 Oakwood Park Rd, Saint Michaels, MD 21663
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  /39

  $385,000

  • 2 Beds
  • 1.5 Baths
  • 1,364 Sq Ft

  8805 Cummings Rd, Wittman, MD 21676

  Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a

  Wink Cowee Benson & Mangold, LLC

  8805 Cummings Rd, Wittman, MD 21676
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  $249,900

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  125 S Higgins St, Easton, MD 21601

  Fully remodeled home. This 2 bedroom, 2.5 bathroom home in Easton's Historic District has been completely remodeled and is ready for move in. With approximately 1,368 sqft +/-, this property features spacious bedrooms with walk-in closets, and brand-new bathrooms, flooring, carpeting, and fresh paint throughout. The newly remodeled kitchen includes a center island, upgraded solid-surface

  Peter Stark Benson & Mangold, LLC

  125 S Higgins St, Easton, MD 21601
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  $4,395,000

  • 4 Beds
  • 4 Baths
  • 7,903 Sq Ft

  5084 Ferry Neck Rd, Royal Oak, MD 21662

  Tucked within a canopy of trees along Maryland’s Eastern Shore, this remarkable home rests quietly beside the Choptank River. The setting feels worlds away, eighty acres of meadows and woodland that open gently to more than 1,800 feet of private shoreline, where a western exposure captures breathtaking sunsets reflected across the water. The residence at 5084 Ferry Neck Road was shaped by owners

  Ron Mangas TTR Sothebys International Realty

  5084 Ferry Neck Rd, Royal Oak, MD 21662
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  /72

  $1,235,000

  • 4 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  28711 Hope Cir, Easton, MD 21601

  Approximately 4500 square feet +/- , 3 Level, newly updated, 4/5-bedroom, Federal style home on a quiet circle. Newer kitchen and first floor owner's en suite, new sun room and finished third floor office/additional living space. Second floor includes two spacious bedrooms, two baths (one en suite); plus, private bonus/storage room which could easily be converted to a 6th bedroom or in-law suite.

  Brian Petzold Benson & Mangold, LLC

  28711 Hope Cir, Easton, MD 21601
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  /39

  $1,390,000

  • 3 Beds
  • 2 Baths
  • 4,008 Sq Ft

  28701 Edgemere Rd, Easton, MD 21601

  Privately situated along the Oxford Road corridor, Heron Rest is a custom Pam Gardner–designed waterfront home that beautifully blends Eastern Shore charm with modern functionality. Built in 1995 and set on approximately two acres overlooking Peachblossom Creek, this property embodies the essence of relaxed waterfront living.The home features cathedral ceilings and hardwood floors throughout

  Coard Benson Benson & Mangold, LLC

  28701 Edgemere Rd, Easton, MD 21601
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  /2

  $1,675,000

  • Land
  • 27 Acres
  • $62,037 per Acre

  0 Dover Rd Unit MDTA2012294, Easton, MD 21601

  Outstanding development property containing 27 acres of open land , located next to Waylands subdivision on Dover Road , with Town water and sewer to property line. Property is adjacent to Town of Easton boundary and ready for annexation and development into residential single family lots. The owner will not take contract on final building permits approvals from the Town of Easton. This is an

  Zebulon Stafford Stafford-Stafford Real Estate

  0 Dover Rd Unit MDTA2012294, Easton, MD 21601
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  /98

  $519,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,540 Sq Ft

  1556 Lake Tahoe Dr, Trappe, MD 21673

  Brand New Home Ready for Move-In! Step into this stunning two-story home designed for modern living, offering the perfect blend of style, comfort, and functionality. The open-concept layout features upgraded lighting, hardware, and railings throughout, complemented by a premium exterior color package. The gourmet kitchen includes a large island, walk-in pantry, and stainless steel appliances,

  Juna Korreta Monument Sotheby's International Realty

  1556 Lake Tahoe Dr, Trappe, MD 21673
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  $549,000

  • 9 Beds
  • 2.5 Baths
  • 5,389 Sq Ft

  21486 Mission Rd, Tilghman, MD 21671

  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 and extensive historic renovation were completed, but

  Monica Penwell TTR Sotheby's International Realty

  21486 Mission Rd, Tilghman, MD 21671
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  $175,000

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  3 Park Ln, Easton, MD 21601

  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! Step inside to the bright, inviting open floor plan, the interior features all-new carpet and tile flooring (2025), updated light fixtures,

  Erene Katris Coldwell Banker Realty

  3 Park Ln, Easton, MD 21601
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  $250,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  305 Port St, Easton, MD 21601

  Constructed in 1948 this 2-bedroom, 1-bathroom brick bungalow has not been available on the market since 1989. 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

  Nicole Clemente Keller Williams Realty

  305 Port St, Easton, MD 21601
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  /56

  $4,250,000

  • 4 Beds
  • 7 Baths
  • 3,700 Sq Ft

  27473 Westpoint Rd, Easton, MD 21601

  Swan Point is an exquisite waterfront estate set on approximately 4.5 acres, offering sweeping westerly views across the Tred Avon River. A gated, paved driveway with cobblestone curbs welcomes you to this private retreat. This stately Colonial features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed for both intimate living and grand entertaining. The formal living room,

  Clifford Meredith Meredith Fine Properties

  27473 Westpoint Rd, Easton, MD 21601
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  /83

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,303 Sq Ft

  21485 Island Club Rd, Tilghman, MD 21671

  Discover the essence of refined Eastern Shore living in this meticulously renovated contemporary waterfront retreat, gracefully set along the tranquil shores of Harris Creek and looking out to the Choptank River. Every detail of this remarkable home exemplifies elegance. Step inside to a breathtaking panorama of water views framed by expansive windows that fill the home with ethereal lighting.

  Alicia Gannon Dulin Benson & Mangold, LLC

  21485 Island Club Rd, Tilghman, MD 21671
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  /23

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  507 Bainbridge Place, Easton, MD 21601

  Very nice one story rancher style house with attached one car garage and additional pole building shed with concrete floors. This home is a perfect blend of style, comfort, and convenience, offering an exceptional opportunity in a prime location. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2

  Edward Roe Meredith Fine Properties

  507 Bainbridge Place, Easton, MD 21601
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  /63

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 3,166 Sq Ft

  24912 Back Creek Dr, Saint Michaels, MD 21663

  Back Creek Landing home for sale in St. Michaels, MD — located in one of the town’s most desirable neighborhoods, known for its peaceful setting, friendly community, and proximity to downtown St. Michaels. This home is just minutes away by bike or golf cart, offering easy access to shops, restaurants, the harbor, and waterfront activities while still feeling private and serene. This beautifully

  Kathleen Coale Benson & Mangold, LLC

  24912 Back Creek Dr, Saint Michaels, MD 21663
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  $519,000

  • 3 Beds
  • 3 Baths
  • 2,990 Sq Ft

  29621 Charles Dr, Easton, MD 21601

  Set within the desirable non-age-restricted section of Easton Club East, this spacious Vanderbilt model offers the perfect blend of comfort, flexibility, and Eastern Shore lifestyle. With 3 bedrooms, 3 bathrooms, and a versatile loft/bonus room, the layout is designed for both everyday living and easy entertaining. The main level features a private bedroom suite with a tray ceiling, generous

  Barbara Watkins Benson & Mangold, LLC

  29621 Charles Dr, Easton, MD 21601
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  $569,000

  • 4 Beds
  • 2.5 Baths
  • 3,429 Sq Ft

  2669 Ocean Gateway, Trappe, MD 21673

  Enjoy the serenity of country living just minutes from both downtown Easton and Cambridge! This spacious four bedroom, two and a half bath home offers over 3,400 square feet of living space and sits on nearly an acre (.96+/-) with covered front porch and nice rear deck with views of open fields/farmland. This solid house offers a comfortable layout on both levels and it's perfect for both

  Barbara Watkins Benson & Mangold, LLC

  2669 Ocean Gateway, Trappe, MD 21673
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  /38

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 2,819 Sq Ft

  28959 Jasper Ln, Easton, MD 21601

  Totally renovated and in perfect move in condition this private end unit in The Galloways is available for immediate occupancy! Recently remodeled with a sun room addition and beautiful pergola and deck along with a new HVAC compressor in needs absolutely nothing. As an end unit with excellent privacy it offers a 2 car garage, spacious foyer, office with cherry cabinetry, half bath, new kitchen

  Bill Wieland Benson & Mangold, LLC

  28959 Jasper Ln, Easton, MD 21601
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  /31

  $439,000

  • 4 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  8388 Colony Cir, Easton, MD 21601

  Welcome to 8388 Colony Circle, a charming Juniper model offering 4 bedrooms, 2.5 bathrooms, and timeless traditional style just minutes from downtown Easton. This well maintained two-story home features a new roof, hardwood floors throughout the main level, a cozy fireplace, and custom built-ins that add warmth and character to the living space. The eat-in kitchen flows seamlessly into a spacious

  

  Brian Gearhart

  Benson & Mangold, LLC

  (443) 733-4941

  8388 Colony Cir, Easton, MD 21601
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  /14

  $325,000

  • 3 Beds
  • 2 Baths
  • 3,924 Sq Ft

  22314 Pot Pie Rd, Wittman, MD 21676

  Rental Opportunity in Wittman, MD Positioned in the desirable community of Wittman, this 3 bedroom, 2 bath home situated on 0.84± commercially zoned acreage and premier road frontage presents a compelling opportunity for investors seeking potential rental income in Talbot County. The property offers comfortable living space, a rural Eastern Shore setting, and proximity to key employment,

  Shawn Moore Meredith Fine Properties

  22314 Pot Pie Rd, Wittman, MD 21676
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  /6

  $659,000

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft

  13 Sandy Ln, Easton, MD 21601

  The one-of-a-kind Ryan model is set to be the largest one-story home constructed on Sandy Lane, brought to life by Developer Sandy Lane, LLC and renowned local builders Stansbury and Sons. Like all ten homes in this thoughtfully designed new downtown Easton community, the Ryan will be a custom, stick-built residence backed by a one-year builder’s warranty and outfitted with brand-new appliances

  Janet Larson Benson & Mangold, LLC

  13 Sandy Ln, Easton, MD 21601
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  /31

  $729,000

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft

  10118 Hiners Ln, Easton, MD 21601

  Discover the perfect blend of comfort and opportunity with this 4-bedroom, 2-bath home situated on a beautiful 1-acre homesite—plus an additional 12+ acres included! Enjoy outdoor living at its best on the back patio overlooking the fenced-in, in-ground pool—ideal for relaxing or entertaining.A massive 48' x 60' pole barn provides endless possibilities, featuring three large overhead doors,

  Pamela Geib Long & Foster Real Estate, Inc.

  10118 Hiners Ln, Easton, MD 21601
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  /19

  $376,540 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1231 Lake Meade Dr, Trappe, MD 21673

  This new two-story home is host to a spacious and flexible open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. On the second level, two bedrooms and a luxurious owner’s suite surround a versatile and inviting loft. A two-car garage completes the home.

  Lennar Builder

  1231 Lake Meade Dr, Trappe, MD 21673
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  /23

  $396,540 New Construction

  • 4 Beds
  • 2 Baths
  • 1,990 Sq Ft

  1235 Lake Meade Dr, Trappe, MD 21673

  This new two-story home features an inviting open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. A spacious loft provides a shared living area on the second floor near three secondary bedrooms and the lavish owner’s suite, complete with a spa-inspired bathroom and generous walk-in closet.

  Lennar Builder

  1235 Lake Meade Dr, Trappe, MD 21673
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  /23

  $379,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,990 Sq Ft

  1682 Lake Placid Dr, Trappe, MD 21673

  This new two-story home features an inviting open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. A spacious loft provides a shared living area on the second floor near three secondary bedrooms and the lavish owner’s suite, complete with a spa-inspired bathroom and generous walk-in closet.

  Lennar Builder

  1682 Lake Placid Dr, Trappe, MD 21673
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  /9

  $699,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  18 Sandy Ln, Easton, MD 21601

  Nestled in the charming town of Easton Maryland, this exquisite new construction home, set to be completed in early 2026, will offer a perfect blend of modern luxury and traditional elegance. The sixth of Sandy Lane's ten total homes to be built, this design is the first with two stories that include a first floor primary and two additional bedrooms up and a 320sf family room, providing a second

  Janet Larson Benson & Mangold, LLC

  18 Sandy Ln, Easton, MD 21601
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  /19

  $366,540 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1680 Lake Placid Dr, Trappe, MD 21673

  This new two-story home is host to a spacious and flexible open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. On the second level, two bedrooms and a luxurious owner’s suite surround a versatile and inviting loft. A two-car garage completes the home.

  Lennar Builder

  1680 Lake Placid Dr, Trappe, MD 21673
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  /22

  $399,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  1233 Lake Meade Dr, Trappe, MD 21673

  This new two-story home has a smart layout that offers ample space and functionality. The first floor is occupied by the living area, which includes an open Great Room, dining room and kitchen. A bedroom on the same level can be used as a home office. The three remaining bedrooms are tucked away upstairs to ensure better privacy and center around a versatile loft. The spacious owner’s suite comes

  Lennar Builder

  1233 Lake Meade Dr, Trappe, MD 21673
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  /17

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,259 Sq Ft

  106 Sycamore Ave, Easton, MD 21601

  Recently renovated rancher located in close proximity to downtown Easton. This 3-bedroom, 2-bath home offers a bright and open floor plan with fresh paint, new flooring throughout, new washer and dryer and both bathrooms updated. The layout includes a dining area and breakfast nook, creating a functional flow ideal for everyday living. Situated on a quiet street with a nicely sized yard, paved

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 261-4318

  106 Sycamore Ave, Easton, MD 21601
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  /30

  $439,000

  • 4 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  29736 Tallulah Ln, Easton, MD 21601

  Nestled in the serene community of Matthewstown Run, this exquisite Colonial-style residence offers a harmonious blend of elegance and comfort. Built in 2003, this meticulously maintained home spans 1,920 sq ft and is set on a 0.29-acre lot that backs to lush trees, providing a tranquil backdrop for your everyday life. Step inside to discover a warm and inviting interior that boasts an open floor

  James Bent Benson & Mangold, LLC

  29736 Tallulah Ln, Easton, MD 21601
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  /72

  $765,000

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  6660 Reeses Pride Rd, Sherwood, MD 21665

  Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18’x32’ inground salt-water pool, and surrounded by all new, high-quality fencing,

  

  John McGlannan

  Meredith Fine Properties

  (410) 431-3957

  6660 Reeses Pride Rd, Sherwood, MD 21665
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  /49

  $499,888 New Construction

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  5654 Trafalgar Cir, Tilghman, MD 21671

  Kim Crouch Ozman Benson & Mangold, LLC

  5654 Trafalgar Cir, Tilghman, MD 21671
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  /43

  $544,888 New Construction

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  5648 Trafalgar Cir, Tilghman, MD 21671

  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

  Kim Crouch Ozman Benson & Mangold, LLC

  5648 Trafalgar Cir, Tilghman, MD 21671
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  /31

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft

  9134 Honeysuckle Dr, Easton, MD 21601

  Located in the Chapel East neighborhood, this split-level home offers a practical and inviting layout. The main-level features an open floor plan with the kitchen flowing into the living room, and updated flooring extends throughout the main-level and the finished basement. The basement provides a versatile space ideal for a recreation room, home office, or hobby area. Upstairs, there are three

  Chuck Mangold Benson & Mangold, LLC

  9134 Honeysuckle Dr, Easton, MD 21601

Showing Results 81 - 120, Page 3 of 8