Talbot County MD Homes for Sale

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  /9

  $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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  /23

  $2,900,000

  • 3 Beds
  • 3 Baths
  • 1,973 Sq Ft

  26396 St Michaels Rd, Newcomb, MD 21653

  Generational Waterfront Farm. Magnificent Building site on the Miles River on 50+ acres. Private tree-lined driveway passing through productive fields, mature evergreen and deciduous trees. There is a brick cape cod on the property and an outbuilding that should be considered a footprint for future development. Existing well, pier and bulkhead area on the cove (Newcomb Creek). Over 1500 of

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 618-4530

  26396 St Michaels Rd, Newcomb, MD 21653
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  /21

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  11116 Liberty Ln, Easton, MD 21601

  “It’s a beautiful spot!” That’s what everyone says when they stop by. Pastoral and wildlife views from almost every window of this 1.17+/- acre wooded lot. Very peaceful location just off Rt 50 in the Longwoods area north of Easton. 3 generous sized BR’s, with the Primary on the main floor next to a full bath, while the 2 upstairs BR’s flank an oversized full bath in this lovely cape cod style

  Iva Herr Benson & Mangold, LLC

  11116 Liberty Ln, Easton, MD 21601
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  /71

  $700,000

  • 5 Beds
  • 3.5 Baths
  • 2,306 Sq Ft

  26698 Arcadia Shores Rd, Easton, MD 21601

  Charming 5-Bedroom Cape Cod on 4 Private Acres with Pool, Sunroom & Endless Outdoor BeautyWelcome to your dream retreat! Tucked away on 4 private, park-like acres, this beautifully maintained 5-bedroom, 3.5-bath Cape Cod blends timeless charm with thoughtful modern updates. Relax or entertain with ease—whether you're enjoying summer afternoons by the in-ground pool (with a 20-year liner, only

  Becky Wibberley Coldwell Banker Realty

  26698 Arcadia Shores Rd, Easton, MD 21601
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  /65

  $850,000

  • 4 Beds
  • 2.5 Baths
  • 2,286 Sq Ft

  5489 Rude Ave, Tilghman, MD 21671

  Spacious 3,000 sqft two-story waterfront home on 3/4 acre parcel on Harris Creek where it joins the Choptank River for an 11-mile view to Cambridge. House is brick and block on the first level with redwood siding on the second level in board and batten style. 150ft heavily built and reinforced bulkhead waterfront with recently renovated 75ft long dock. Second floor includes four bedrooms with

  Leo Kuneman Meredith Fine Properties

  5489 Rude Ave, Tilghman, MD 21671
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  /10

  $559,990 New Construction

  • 2 Beds
  • 2 Baths
  • 2,143 Sq Ft

  7852 Ward Brothers Cir, Easton, MD 21601

  Home office with sliding doors off the foyer. Kitchen & great room share elegant ceiling treatment. Kitchen with stacked Tilden White cabinetry & glass uppers. Fireplace adds warmth to the great room. Screened patio extends living space outdoors. Window-lined dining area filled with natural light. Primary bath with dual freestanding vanities.

  K. Hovnanian Homes Builder

  7852 Ward Brothers Cir, Easton, MD 21601
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  /10

  $649,990 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,493 Sq Ft

  7845 Ward Brothers Cir, Easton, MD 21601

  Home office with sliding doors off the foyer. Great room & dining area share vaulted ceiling. Kitchen with stacked Trenton Quill cabinetry & glass uppers. Screened patio extends living space outdoors. Primary suite with spacious walk-in closet. Primary bath with dual freestanding vanities. Three-car garage for added storage & parking.

  K. Hovnanian Homes Builder

  7845 Ward Brothers Cir, Easton, MD 21601
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  /2

  $524,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,052 Sq Ft

  7459 Timothys Way, Easton, MD 21601

  Welcome to this 2-story McDaniel model in Easton Club East, perfectly situated on a spacious corner lot just moments from the clubhouse, pool, and tennis courts. Every inch of this home is drenched in sunlight from its southern exposure, enhanced by recessed lighting that makes the open floor plan glow from morning to evening. The freshly painted interiors, rebuilt fireplace insert, and enclosed

  Laura Anderson Coldwell Banker Realty

  7459 Timothys Way, Easton, MD 21601
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  /84

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  6608 Ocean Gateway, Easton, MD 21601

  Waterfront Views on Peach Blossom Creek – 6608 Ocean Gateway, Easton, MDPerched on an elevated hill overlooking the head of Peach Blossom Creek, this beautifully updated 3-bedroom, 2-bath home offers 1,756 sq. ft. of living space and a serene waterfront setting. Built in 1976, the property combines timeless charm with modern upgrades for the perfect Eastern Shore retreat.Enjoy waterfront

  Levin Elzey Long & Foster Real Estate, Inc.

  6608 Ocean Gateway, Easton, MD 21601
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  /48

  $329,000

  • 3 Beds
  • 3.5 Baths
  • 1,641 Sq Ft

  304 Wheatley Dr, Easton, MD 21601

  Welcome to this beautifully maintained Easton townhouse that offers far more than meets the eye — including a rare third-floor loft with its own full bath! Step through the front foyer into a warm and inviting living room featuring hardwood floors and 9-foot ceilings. The spacious kitchen is a true highlight, boasting marble countertops, a farmhouse sink, stainless steel appliances, a pantry, and

  Jarnell Foster Benson & Mangold, LLC

  304 Wheatley Dr, Easton, MD 21601
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  /2

  $18,900

  • Land
  • 0.21 Acre
  • $90,000 per Acre

  0 Ocean Gateway Unit MDTA2012420, Trappe, MD 21673

  A .21 ACRE LOT LOCATED ON OCEAN GATEWAY WITH GREAT VISABILITY! LOT DOES NOT HAVE A PERC OR SEWER HOOK-UP, OWNER IS BRYNN, LLC.

  Henry Gibbons-Neff Meredith Fine Properties

  0 Ocean Gateway Unit MDTA2012420, Trappe, MD 21673
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  /15

  $250,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  708 Dover Rd, Easton, MD 21601

  Welcome to this well-kept and adorable bungalow nestled on the outskirts of Easton. This charming residence offers the perfect blend of character and convenience, making it an ideal choice for buyers seeking a home with personality in a vibrant community setting. Step inside to find a warm and inviting layout filled with natural light. The home has been lovingly maintained, showcasing thoughtful

  Karla Wieland-Cherry Meredith Fine Properties

  708 Dover Rd, Easton, MD 21601
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  /41

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  5744 Johns Way, Tilghman, MD 21671

  2 year old cottage located on Tilghman Island. 3 bedrooms and 2.5 baths, this property is perfect for full time residents or for weekend getaways. Property is located on a quite cul-de-sac and backs up to trees. Large open living room, dining area and kitchen provides enough space for family gatherings or entertaining friends. Kitchen has granite counters and stainless appliances along with a

  Rebecca Biggs

  Tilghman Island Realty Inc

  (667) 245-9539

  5744 Johns Way, Tilghman, MD 21671
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  /71

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  3962 Main St, Trappe, MD 21673

  This unique and well maintained home is located in the heart of Trappe and has a lot to offer. Main home features formal living and dining areas, family room, kitchen, laundry, 1.5 baths on the first floor. 2nd floor has 3 spacious bedrooms and bath. Wood floors throughout home and all windows are currently being replaced (Dec. 2025). Warm radiator oil heat and mini-split units heat and cool the

  Judy Moore Benson & Mangold, LLC

  3962 Main St, Trappe, MD 21673
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  /11

  $549,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  7851 Ward Brothers Cir, Easton, MD 21601

  Efficient kitchen with Pewter Grey cabinetry & matte black finishes. Vast center island & quartz countertops. Open concept living spaces featuring striking vaulted ceiling. Lavish primary suite & bath with generous walk-in closet. Productive home office for working remotely. Lovely screened patio for relaxing with friends. Convenient 2-car garage with 8' garage extension.

  K. Hovnanian Homes Builder

  7851 Ward Brothers Cir, Easton, MD 21601
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  /10

  $449,990 New Construction

  • 2 Beds
  • 2 Baths
  • 1,385 Sq Ft

  7847 Ward Brothers Cir, Easton, MD 21601

  Home office tucked off the entry. Kitchen with Calacatta Abezzo quartz central island. Dining area & great room share ceiling treatment. Covered patio extends living space outdoors. Primary suite with detailed ceiling treatment. Private bath with dual sinks & modern finishes. Two-car garage for parking & storage.

  K. Hovnanian Homes Builder

  7847 Ward Brothers Cir, Easton, MD 21601
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  /12

  $489,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  7849 Ward Brothers Cir, Easton, MD 21601

  Well-equipped kitchen featuring Pewter Grey cabinetry & center island. Connected great room & dining area with stylish ceiling treatment. Private primary suite for rest & relaxation. Refreshing primary bath featuring brushed nickel finishes & walk-in closet. Inviting screened patio for relaxing with friends. Versatile loft for extra living space. Functional 2-car garage for vehicles & tools.

  K. Hovnanian Homes Builder

  7849 Ward Brothers Cir, Easton, MD 21601
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  /2

  $350,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,040 Sq Ft

  29487 Hemlock Ln, Easton, MD 21601

  Investor special! Home has had very little use and was mostly used as a storage unit over the last 6 years. Please contact listing agent with any questions you may have.

  Pasquale Carannante RE/Max Experience

  29487 Hemlock Ln, Easton, MD 21601
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  /24

  $585,000

  • 2 Beds
  • 1 Bath
  • 1,349 Sq Ft

  7375 Station Rd, Newcomb, MD 21653

  Nestled between Easton and St. Michaels, this 2 bedroom, 1 bathroom waterfront home in the quaint community of Newcomb offers waterfront living on Oak Creek. A small dock and pier provide access to the Miles River and Chesapeake Bay, making this property ideal for those who enjoy the "salt life"! This is a rare opportunity to purchase waterfront property between Easton and St. Michaels for under

  John Fifer Brokers Realty Group, LLC

  7375 Station Rd, Newcomb, MD 21653
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  /22

  $135,000

  • 2 Beds
  • 1 Bath
  • 1,322 Sq Ft

  13508 Main St, Queen Anne, MD 21657

  This property offers a fantastic opportunity to renovate on the quiet Main Street of Queen Anne ! Offering 2-3 bedrooms, off street parking and rear shed perfect for artist studio or gardeners shed. Traditional center hall colonial offers separate living room and dining room. Newer metal roof, back yard patio and raised garden beds. This quaint 1910 home requires updates but offers incredible

  Brenda Sarver Maryland Realty Connection

  13508 Main St, Queen Anne, MD 21657
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  /35

  $454,900

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  8460 Colony Cir, Easton, MD 21601

  This 4-bedroom, 2.5-bath colonial is set on a spacious lot in the sought-after Matthewstown Run community. The main level offers an open layout with a cozy family room featuring a wood-burning fireplace, flowing seamlessly into the kitchen and dining area. Upstairs, you’ll find four well-sized bedrooms and two full baths. Enjoy outdoor living on the back deck overlooking the large backyard,

  Peter Stark Benson & Mangold, LLC

  8460 Colony Cir, Easton, MD 21601
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  /27

  $349,000

  • 4 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  406 Bethune Dr, Easton, MD 21601

  Charming 4-bedroom, 2.5-bath end-unit townhome located just minutes from downtown Easton. The main level features hardwood floors throughout, a formal dining room, an open-concept kitchen and living area with a gas fireplace, and a first-floor primary suite with a full bath and walk-in closet. The second level includes three well-sized bedrooms and a full bath. A one-car garage provides added

  Alicia Gannon Dulin Benson & Mangold, LLC

  406 Bethune Dr, Easton, MD 21601
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  /46

  $1,099,000

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  100 Grace St, St. Michaels, MD 21663

  Located in the heart of St. Michaels' historic district, this adorable cottage has a rare zoning that allows for short term vacation rental, and it has been a very successful one. The current owner has great reviews and reports revenues of $65,000 in 2025. There is excellent bedroom separation, with one bedroom on the first floor in the back, the other on the second floor in the front. The

  Debra Crouch Benson & Mangold, LLC

  100 Grace St, St. Michaels, MD 21663
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  /7

  $595,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  316 Spring Dr, Easton, MD 21601

  Spacious & Well-Maintained Colonial in Charlestown Village - Welcome home to this beautifully cared-for Colonial offering 4 bedrooms, 2.5 baths, and over 2,288 sq. ft. of living space (actual square footage exceeds the tax record). The main level features hardwood flooring and a comfortable flow designed for everyday living and entertaining. At the back of the home, the kitchen with stainless

  Traci Jordan Meredith Fine Properties

  316 Spring Dr, Easton, MD 21601
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  /14

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  33293 Matthewstown Rd, Easton, MD 21601

  Welcome to this 3bed/2 bath home between Easton and Denton. Less than a 1/4 mile to the boat ramp on the Tuckahoe River. Walk out to the back and enjoy over acres of woods for your exploring or hunting. This home offers a side-entry garage and a detached 30x40 building with 2 bays, door openers, and additional shop space. Plenty of space to store firewood or equipment in the 16x16 open shed. If

  Roger Boyce Chesapeake Real Estate Associates, LLC

  33293 Matthewstown Rd, Easton, MD 21601
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  /37

  $499,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  105 Seymour Ave, Saint Michaels, MD 21663

  St. Michaels Charmer! Welcome Home to this Cozy Cottage perfectly situated in the desirable, walkable Historic Town of St. Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. Spacious .25 acre lot with mature trees and flower gardens. Step inside to find a welcoming living room with real hardwood floors and a wood-burning brick

  Pamela Ackermann-Doll RE/MAX Executive

  105 Seymour Ave, Saint Michaels, MD 21663
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  /26

  $89,990

  • 3 Beds
  • 1 Bath
  • 1,166 Sq Ft

  13510 Main St, Queen Anne, MD 21657

  Welcome to 13510 Main Street in Queen Anne, Maryland—an opportunity wrapped in potential and priced with intention. This is an as-is sale, a true handyman special, and exactly the kind of investment property that experienced buyers, savvy renovators, and vision-driven homeowners are constantly searching for. If you have been waiting for a property with room to add value, build equity, and shape

  Evan Weissman Real Broker, LLC

  13510 Main St, Queen Anne, MD 21657
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  /3

  $620,000

  • 4 Beds
  • 3 Baths
  • 3,150 Sq Ft

  7852 Woodland Cir, Easton, MD 21601

  Woodland Farms 4 bedroom, 3 bath Colonial with a walk-up attic that could provide additional living space. Conveniently located in a quiet setting just minutes from Oxford and downtown Easton off of the Oxford Rd corridor. This home is sitting on a flat, tree lined lot offering serene water views of Jack's Cove. Some notable features to include are the oversized, hand-cut brick foundation and

  Andrew Beaven Wright Real Estate

  7852 Woodland Cir, Easton, MD 21601
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  /37

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  7184 Oxford Rd, Easton, MD 21601

  If privacy just minutes from everything is what you want—LOOK NO FURTHER • 3 acres of privacy while staying close to Easton’s shopping, dining, schools, and everyday essentials • Fully renovated throughout—everything is done and move-in ready • Main-level primary suite with a sitting room • Large fenced in area perfect for dogs & kids • Outbuilding with electric—ideal for a studio, office, or

  Kara Shaffer Engel & Völkers Annapolis

  7184 Oxford Rd, Easton, MD 21601
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  /6

  $779,000 New Construction

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

  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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  /6

  $999,000 New Construction

  • 3 Beds
  • 2.5 Baths

  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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  /22

  $461,990 New Construction

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

  8745 Harper Way, Easton, MD 21601

  Check out 8745 Harper Way in Easton, MD, a new home in Gannon Range. This move-in ready Azalea ranch home offers three bedrooms, two bathrooms, 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 gourmet kitchen complete with beautiful

  D.R. Horton Builder

  8745 Harper Way, Easton, MD 21601
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  /3

  $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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  /2

  $520,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  8800 Roundhouse Cir, Easton, MD 21601

  Move-In Ready Kensington Model in Mulberry Station. Welcome home to this spacious 4 bedroom, 2.5 bath residence offering over 2,300 sq. ft. of beautifully designed living space in the sought-after Mulberry Station community. Perfectly positioned on a large lot that backs to open farmland, this property combines modern upgrades with timeless charm. Key Features & Upgrades: 9’ ceilings on the main

  Stacie Luhrman Benson & Mangold, LLC

  8800 Roundhouse Cir, Easton, MD 21601
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  /68

  $395,000

  • 3 Beds
  • 2 Baths
  • 2,522 Sq Ft

  29113 Superior Cir, Easton, MD 21601

  Welcome to 29113 Superior Circle in Easton, MD — where luxury, comfort, and functionality meet!This stunning home is truly move-in ready and shines from top to bottom. Featuring 3 spacious bedrooms and 2.5 baths, it offers an open-concept layout perfect for both entertaining and everyday living. Step inside and you’ll immediately notice the bright, airy flow of the main level — highlighted by

  Chris Kotula Realty Plus Associates

  29113 Superior Cir, Easton, MD 21601
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  /41

  $599,999 Open Sun 3PM - 5PM

  • 4 Beds
  • 3.5 Baths
  • 3,566 Sq Ft

  1262 Lake Michigan, Trappe, MD 21673

  Welcome to Lakeside at Trappe — a vibrant new community on Maryland’s Eastern Shore by Brookfield Residential. This beautifully appointed four-bedroom, three-and-a-half-bath home at 1262 Lake Michigan Drive combines modern comfort with thoughtful upgrades in a serene, amenity-rich neighborhood. Enjoy major upgrades the original owners installed, including luxury vinyl plank wood floors throughout

  Kayce Munyeneh Coldwell Banker Realty

  1262 Lake Michigan, Trappe, MD 21673
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  /76

  $5,575,000

  • 5 Beds
  • 5.5 Baths
  • 7,287 Sq Ft

  9170 Hunting Creek Ln, Easton, MD 21601

  Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been

  Brad Kappel TTR Sotheby's International Realty

  9170 Hunting Creek Ln, 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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