Talbot County MD Homes for Sale

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  /26

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 2,252 Sq Ft

  10490 Longwoods Rd, Easton, MD 21601

  Tucked away in a quiet country setting just minutes from downtown Easton and convenient access to Rt. 50, this well-maintained Cape Cod offers the perfect balance of privacy and accessibility. Set on a .63-acre lot backing to open space, the home features a bright and inviting main living area with wood flooring, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy

  

  Brian Gearhart

  Benson & Mangold, LLC

  (443) 332-7340

  10490 Longwoods Rd, Easton, MD 21601
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  /25

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  206 South St, Easton, MD 21601

  Beautifully renovated and ideally located in downtown Easton, this 3-bedroom, 2.5-bath home offers the perfect blend of historic charm and modern updates, all within close proximity to the town’s best shops, restaurants, galleries, theaters, and parks. Inside, the home features an open and functional floor plan centered around a renovated kitchen, ideal for both everyday living and entertaining.

  

  Brian Gearhart

  Benson & Mangold, LLC

  (443) 464-2789

  206 South St, Easton, MD 21601
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  /27

  $949,000

  • 5 Beds
  • 3 Baths
  • 2,981 Sq Ft

  28715 Jacks Field Rd, Wye Mills, MD 21679

  Set on a peaceful two-acre lot in Wye Mills, 28715 Jacks Field Road has been thoughtfully updated from top to bottom, offering the space, functionality, and modern finishes today’s buyers are looking for. This spacious five-bedroom, three-bath home features a newly reimagined interior with new flooring throughout, custom blinds, and a series of high-impact upgrades that elevate both everyday

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 593-1432

  28715 Jacks Field Rd, Wye Mills, MD 21679
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  /75

  $569,000

  • 5 Beds
  • 3.5 Baths
  • 3,404 Sq Ft

  5559 Trafalgar Cir, Tilghman, MD 21671

  TILGHMAN ISLAND.Welcome to this beautiful and spacious 5-bedroom, 3.5-bath single-family home located in the highly sought-after Tilghman on Chesapeake community. Designed for modern comfort and relaxed island living, this home offers an open-concept floor plan filled with abundant natural light and elegant finishes throughout. The gourmet kitchen is a true centerpiece, featuring granite

  

  John McGlannan

  Meredith Fine Properties

  (410) 834-0959

  5559 Trafalgar Cir, Tilghman, MD 21671
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  /27

  $1,795,000

  • Land
  • 20 Acres
  • $89,750 per Acre

  0 St Michaels Rd Unit MDTA2012442, Newcomb, MD 21653

  20 acres off St Michaels Rd overlooking Newcomb Creek and out to the Miles River. Partially cleared shoreline offering expansive views of the water with beautiful sandy beaches and high elevation. During the summer, enjoy a quick boat ride to St. Michaels and all that the town has to offer. In the fall and winter, enjoy great goose and duck hunting. Approved for 6 bedroom SDA.

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 421-7750

  0 St Michaels Rd Unit MDTA2012442, Newcomb, MD 21653
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  /76

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  11778 Old Skipton Rd, Cordova, MD 21625

  Online Bidding Open: High Visibility Corner Property on Busy Route 50 - Perfect for Living & Business! Exceptional Opportunity in Cordova, MD! This stunning corner property boasts almost 1.5 acres of land on Route 50, offering high visibility and traffic flow.This renovated home is perfect for owner living and operating a good-sized low profile retail business, such as a real estate,

  

  Jane Gharfeh

  Taylor Properties

  (410) 650-6320

  11778 Old Skipton Rd, Cordova, MD 21625
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  /19

  $375,000 Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 1,487 Sq Ft

  24700 Deepwater Unit 23, Saint Michaels, MD 21663

  Escape to Swan Road Villa Townhomes — a bright, low-maintenance retreat. This reverse-living 2‐bedroom, 2.5‐bath townhome features an open floor plan on the second level with a galley kitchen, dining area, and a combined living room that opens to a balcony spanning the entire back of the floor — perfect for indoor/outdoor living and filled with natural light. The main level includes two bedrooms,

  

  Tracy Higgs-Wagner

  Meredith Fine Properties

  (844) 569-6559

  24700 Deepwater Unit 23, Saint Michaels, MD 21663
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  /144

  $1,795,000

  • 4 Beds
  • 3.5 Baths
  • 3,575 Sq Ft

  216 E Chew Ave, Saint Michaels, MD 21663

  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

  

  Christopher Clinton

  Coldwell Banker Chesapeake Real Estate Company

  (855) 940-3395

  216 E Chew Ave, Saint Michaels, MD 21663
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  /3

  $304,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,254 Sq Ft

  1413 Lake Geneva Dr, Trappe, MD 21673

  This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

  

  Terri Hill

  Builder Solutions Realty

  1413 Lake Geneva Dr, Trappe, MD 21673
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  /50

  $779,900

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  28309 Village Lake Way, Easton, MD 21601

  Reduced Price! Beautifully maintained 4-bedroom, 2.5 bath home in the highly desirable Easton Village community, offering a perfect blend of traditional style, modern comfort, and timeless charm. Step into a bright 2-story foyer with newly installed luxury vinyl plank (LVP) flooring that continues throughout much of the home. On either side, the formal living and dining rooms provide elegant

  

  Lori Woods-Fortney

  Berkshire Hathaway HomeServices Homesale Realty

  (410) 517-7606

  28309 Village Lake Way, Easton, MD 21601
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  /4

  $344,440 New Construction

  • 3 Beds
  • 2 Baths
  • 2,254 Sq Ft

  1417 Lake Geneva Dr, Trappe, MD 21673

  This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

  

  Terri Hill

  Builder Solutions Realty

  1417 Lake Geneva Dr, Trappe, MD 21673
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  /10

  $80,000

  • Land
  • 13,068 Sq Ft
  • $266,667 per Acre

  21472 Willey Rd, Tilghman, MD 21671

  Tilghman Island. Clear level building lot with public sewer available. The perfect spot for your new vacation / retirement home. Excellent opportunity to make your island dream come true.

  

  John McGlannan

  Meredith Fine Properties

  (667) 382-8747

  21472 Willey Rd, Tilghman, MD 21671
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  /19

  $349,990 New Construction

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

  1686 Lake Placid Dr, Trappe, MD 21673

  This new two-story home features a bright and open first floor, where the kitchen, living, and dining areas flow seamlessly to create a flexible, spacious environment. Upstairs, two bedrooms and a luxurious owner’s suite are arranged around a versatile loft, perfect for work, study, or relaxation. The home is finished with a convenient two-car garage.

  

  Terri Hill

  Builder Solutions Realty

  1686 Lake Placid Dr, Trappe, MD 21673
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  /72

  $599,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  204 E Marengo St, Saint Michaels, MD 21663

  The perfect weekend getaway does exist — and it’s affordable. Escape the city / suburbs and spend your weekends in the quintessential Eastern Shore town of St. Michaels, known for its picturesque streets, quaint shops, vibrant dining scene, wineries, and distilleries. This charming waterfront community has everything you need to relax, recharge, and truly enjoy life on Maryland’s Eastern Shore -

  

  Gretchen Wichlinski

  Compass

  (844) 461-3815

  204 E Marengo St, Saint Michaels, MD 21663
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  /72

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 2,840 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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  /6

  $895,000

  • Land
  • 2 Acres
  • $447,500 per Acre

  0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601

  A prime commercial opportunity awaits at Easton Technology Park. This fully cleared 2-acre lot comes with all utilities — water, sewer, electric, and gas — already brought to the curb, making it truly move-in ready for your business. Zoned BC (Business Commercial), the property offers exceptional visibility and accessibility with direct access from Route 50. Situated directly across from Easton

  

  Tracy Higgs-Wagner

  Meredith Fine Properties

  (443) 294-8450

  0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601
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  /61

  $469,000

  • 2 Beds
  • 2 Baths
  • 1,878 Sq Ft

  29580 Kent Ave, Easton, MD 21601

  Welcome to this beautifully appointed 2 bedroom, 2 bathroom single-level home in the sought-after Easton Club East community, offering natural light throughout. A welcoming foyer sets the tone, with an office/library on the right and dining room on the left, and the living room straight ahead, which impresses with a tray ceiling, crown molding, and classic wainscoting, creating an ideal space for

  

  Dustin Oldfather

  Compass

  (443) 363-5004

  29580 Kent Ave, Easton, MD 21601
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  /2

  $409,500 Coming Soon

  • 2 Beds
  • 2 Baths

  24580 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663

  Transformative renovation in Martingham! This beautifully updated 2-bedroom, 2-bath single-level Gull Wing Villa overlooks the 6th fairway at Links at Perry Cabin, offering a serene golf course setting just minutes from the heart of St. Michaels. Thoughtfully redesigned, the home features new flooring throughout, a fully renovated kitchen and baths, and a reimagined layout that enhances both flow

  

  Larry Brennan

  TTR Sotheby's International Realty

  (855) 416-7963

  24580 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
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  /6

  $1,250,000

  • Land
  • 47.52 Acres
  • $26,305 per Acre

  0 Unionville Rd Unit MDTA2008824, Easton, MD 21601

  Presenting 47+ acres of stunning land just minutes from Easton, perfectly positioned at the intersectionof Unionville Road and Miles River Road, extending along Anchorage Road. This expansive property iscurrently leased for farming and hunting, offering both income potential and recreational opportunities.While it has not been perc tested, the property holds potential for multiple

  

  Tracy Higgs-Wagner

  Meredith Fine Properties

  (443) 205-7213

  0 Unionville Rd Unit MDTA2008824, Easton, MD 21601
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  /35

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  5933 Tilghman Island Rd, Tilghman, MD 21671

  Unique, one-of-a-kind property located in the heart of Tilghman Island, offering unparalleled tranquility and breathtaking water views overlooking Dogwood Harbor. Welcome to your private Eastern Shore retreat! This beautifully updated water-view home captures the essence of coastal living with sweeping views of the harbor and surrounding wildlife. Enjoy stunning sunsets and peaceful mornings from

  

  John McGlannan

  Meredith Fine Properties

  (667) 242-9472

  5933 Tilghman Island Rd, Tilghman, MD 21671
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  /65

  $799,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,648 Sq Ft

  8050 Easton Village Dr, Easton, MD 21601

  Now Priced to reflect exceptional value in Easton Village This beautifully appointed Custom built four-bedroom, three-and-a-half bath home offers refined comfort and effortless Eastern Shore living in one of Easton’s most sought-after waterfront access communities. Built in 2014 and thoughtfully designed for today’s lifestyle, the kitchen features quartz countertops, abundant cabinetry, and

  

  Annie Witte Raymond

  Coldwell Banker Realty

  (443) 331-9589

  8050 Easton Village Dr, Easton, MD 21601
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  /64

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 3,853 Sq Ft

  6670 Tilghman Island Rd, Sherwood, MD 21665

  New Price! Waterfront home situated on Back Creek in Sherwood, offering direct access to the Chesapeake Bay and Choptank Rivers. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed

  

  Larry Brennan

  TTR Sotheby's International Realty

  (410) 881-8730

  6670 Tilghman Island Rd, Sherwood, MD 21665
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  /5

  $2,250,000

  • Land
  • 4.18 Acres
  • $538,278 per Acre

  0 Morgans Point Dr Unit MDTA2012470, Oxford, MD 21654

  Discover the rare opportunity to own one of the Eastern Shore's finest waterfront parcels: Lot 5, an exceptional 4.18-acre homesite in the exclusive Morgan's Point community of Oxford, Maryland. This home site has an approved prec, and flood insurance is not required. Tucked along the serene Tred Avon River, this buildable waterfront gem offers expansive privacy and boundless potential, thanks to

  

  Gil Poudrier

  TTR Sotheby's International Realty

  (667) 213-6183

  0 Morgans Point Dr Unit MDTA2012470, Oxford, MD 21654
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  /6

  $995,000

  • Land
  • 2.18 Acres
  • $456,422 per Acre

  0 I-Way Court Lot #10, Easton, MD 21601

  A prime commercial opportunity awaits at Easton Technology Park. This fully cleared 2.185-acre lot comes with all utilities — water, sewer, electric, and gas — already brought to the curb, making it truly move-in ready for your business. Zoned BC (Business Commercial), the property offers exceptional visibility and accessibility with direct access from Route 50. Situated directly across from

  

  Tracy Higgs-Wagner

  Meredith Fine Properties

  (443) 375-5532

  0 I-Way Court Lot #10, Easton, MD 21601
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  /10

  $374,990 New Construction

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

  1233 Lake Meade Dr, Trappe, MD 21673

  Quick move-in 4-bedroom, 3.5-bath home with a nice yard, great schools, and plenty of space for a family.

  

  Terri Hill

  Builder Solutions Realty

  (443) 249-9269

  1233 Lake Meade Dr, Trappe, MD 21673
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  /19

  $334,290 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  1217 Loch Ness Ln, Trappe, MD 21673

  Large 3 bed Townhouse 2,254 sq ft - July Delivery! Open plan kitchen, Stainless steel appliances. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

  

  Terri Hill

  Builder Solutions Realty

  (443) 407-8476

  1217 Loch Ness Ln, Trappe, MD 21673
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  /18

  $299,990 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  1423 Lake Geneva Dr, Trappe, MD 21673

  Backs to courtyard - Quick move in home

  

  Terri Hill

  Builder Solutions Realty

  (443) 565-4823

  1423 Lake Geneva Dr, Trappe, MD 21673
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  /8

  $5,350,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 6,184 Sq Ft

  0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654

  Envisioned for a premier waterfront setting along the Tred Avon River, this exceptional TO-BE-BUILT coastal residence by award-winning firm - Pacquin Design Build, presents a rare opportunity to create a refined Eastern Shore retreat on a remarkable 4.18-acre homesite within the exclusive Morgan’s Point community of Oxford. Thoughtfully designed in classic shingle-style architecture, the proposed

  

  Gil Poudrier

  TTR Sotheby's International Realty

  (410) 883-9692

  0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
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  /19

  $337,440 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  1213 Loch Ness Ln, Trappe, MD 21673

  New Luxury 3 Bedroom spacious 3 level Townhome with a 2 car garage. Designer counter tops. Move in ready for July 2025. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

  

  Terri Hill

  Builder Solutions Realty

  (443) 806-8828

  1213 Loch Ness Ln, Trappe, MD 21673
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  /23

  $439,990 New Construction

  • 3 Beds
  • 1 Bath
  • 1,841 Sq Ft

  Matisse Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

  Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

  Brookfield Residential Builder

  1254 Lake Michigan Unit 36578892, Trappe, MD 21673
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  /23

  $369,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,676 Sq Ft

  Alan Plan at Lakeside at Trappe - Signature, Trappe, MD 21673

  Designed for low-maintenance living, this new single-family home features a convenient, open-concept layout. Two secondary bedrooms frame the foyer to provide peaceful retreats, while down the hallway is the main living area. It showcases a fully equipped kitchen, dining room and a spacious Great Room with direct access to the backyard. In a corner is the owner’s suite with an attached bathroom

  Lennar Builder

  1258 Lake Michigan Unit 36949654, Trappe, MD 21673
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  /52

  $12,500,000

  • 2 Beds
  • 3 Baths
  • 2,388 Sq Ft

  6150 Oxford Rd, Easton, MD 21601

  Duvall Farm is a rare Eastern Shore offering — a 525± acre farm that blends meaningful conservation efforts with immense easement potential, productive farmland, and refined residential improvements in a location between Easton and Oxford. Significant in both scale and character, the farm is comprised of 30 recorded parcels, presenting long-term value and a wide range of opportunities. The land

  Coard Benson Benson & Mangold, LLC

  6150 Oxford Rd, Easton, MD 21601
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  /71

  $9,900,000

  • 5 Beds
  • 6 Baths
  • 14,935 Sq Ft

  6010 Shipyard Ln, Easton, MD 21601

  Situated on one of the finest residential parcels in the country, Ship’s Point, is an estate with few rivals anywhere, at any price. The completely private 13+/- acre estate includes a deep water pier, and 270-degree views at the confluence of Trippe’s Creek and the Tred Avon River. The south-west facing manor house has been meticulously renovated by renowned builder Winchester Construction. A

  Chuck Mangold Benson & Mangold, LLC

  6010 Shipyard Ln, Easton, MD 21601
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  /28

  $464,990 New Construction

  • 4 Beds
  • 1.5 Baths
  • 2,340 Sq Ft

  Torrington Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

  Step into refined living with The Torrington – an impeccably designed 2-level residence that seamlessly marries sophistication with functionality. A covered porch extends a gracious welcome. Upon entering is a living room that can be converted into a library or playroom to meet your needs. The heart of this residence lies in its open-concept kitchen, harmoniously connecting the dining room and

  Brookfield Residential Builder

  1254 Lake Michigan Unit 36578895, Trappe, MD 21673
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  /22

  $399,990 New Construction

  • 2 Beds
  • 1 Bath
  • 1,311 Sq Ft

  Douglas Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

  The Douglas offers an open concept and the convininece of main level living. The heart of the home is the stunning chef's kitchen, featuring Carrara Morro quartz countertops, and conveniently positioned between the dining room and cozy living room, fostering seamless flow for gatherings. 10' ceilings on the main level amplify the spaciousness of the home. A sliding door in the family room opens

  Brookfield Residential Builder

  1254 Lake Michigan Unit 36578897, Trappe, MD 21673
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  /27

  $514,990 New Construction

  • 4 Beds
  • 1.5 Baths
  • 3,241 Sq Ft

  Beckham Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

  Step into the two-story foyer of the Beckham and you’ll feel the unmatched luxury and comfort. The open floorplan creates an atmosphere that is both impressive and inviting. Use the library to work from home and be tucked away in the back of the home or choose to turn this into a main level guest suite. A large gourmet kitchen with center island and pantry are a chef’s delight and flow into the

  Brookfield Residential Builder

  1254 Lake Michigan Unit 36578896, Trappe, MD 21673
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  /80

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,443 Sq Ft

  28028 Playtor Rd, Easton, MD 21601

  Welcome to this exceptional William Poole–designed Tidewater Colonial, gracefully sited on approximately 2.3 acres in the desirable community of Waverly Island Estates, just three miles from the Town of Easton. Offering a refined blend of classic coastal architecture and modern comfort, this property provides a private retreat on Maryland’s Eastern Shore. Inside, the home features a well-designed

  Coard Benson Benson & Mangold, LLC

  28028 Playtor Rd, Easton, MD 21601
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  /44

  $458,990 New Construction

  • 5 Beds
  • 3 Baths
  • 2,511 Sq Ft

  HAYDEN Plan at Gannon Range, Easton, MD 21601

  The Hayden, a 2,511 square foot unique two-story home, offers five bedrooms, one located on the first floor, three full bathrooms, a flex room, a loft, and a two-car garage. The home’s welcoming foyer offers two coat closets and creates the perfect space to greet your guests. In the front of the home, the flex room with an abundance of natural light could be used as a home office or a den. Past

  D.R. Horton Builder

  8749 Harper Way Unit 36203248, Easton, MD 21601
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  /29

  Call for Price

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  29181 Pin Oak Way, Easton, MD 21601

  Spacious 3 bedroom / 2 bath Rambler located in the convenient community of South Beechwood! Updated kitchen overlooks the large family room with small bar area, gas stove fireplace insert. Separate formal Living Room and Dining Room. Most rooms with new all new flooring Nice level lot with a fenced rear yard, fantastic maintenance free rear deck for outdoor entertaining! Attached garage with work

  Vincent Payne Realty Navigator

  29181 Pin Oak Way, Easton, MD 21601
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  /28

  $1,250,000

  • Land
  • 82.54 Acres
  • $15,144 per Acre

  3750 Windy Hill Rd Unit Trappe MD 21673, Trappe, MD 21673

  This 82.54-acre property in Talbot County, Maryland, offers a highly desirable opportunity to own productive Eastern Shore farmland with strong agricultural value, recreational appeal, and future homesite potential. Situated in a well-regarded farming region, this tract offers a balanced combination of income-producing capability, land investment potential, and outdoor enjoyment. The property is

  Casey Kennedy Whitetail Properties Real Estate

  3750 Windy Hill Rd Unit Trappe MD 21673, Trappe, MD 21673

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