St Michaels, MD Homes for Sale

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  $1,895,000

  • 3 Beds
  • 4 Baths
  • 2,568 Sq Ft

  6119 Country Club Dr, Easton, MD 21601

  Location, Location, Location!!! This recently renovated waterfront rancher on a 2+ acre, park-like lot is conveniently located next to Talbot Country Club, and off the Oxford Road corridor. This home features 3 bedrooms, 2 full and 2 - 1/2 baths, a large living room with fireplace, kitchen/family room combo with the kitchen featuring quartz counter tops, stainless steel appliances and custom

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 941-0437

  6119 Country Club Dr, Easton, MD 21601
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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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  $479,000

  • 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 comfort, style, and abundant natural light throughout.A welcoming foyer sets the tone, with a 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,

  

  Dustin Oldfather

  Compass

  (443) 363-5004

  29580 Kent Ave, Easton, MD 21601
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  $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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  /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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  /50

  $799,900

  • 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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  $575,000

  • 3 Beds
  • 3 Baths
  • 2,548 Sq Ft

  28642 Clubhouse Dr, Easton, MD 21601

  Come see this fantastic home at The Easton Club off the Oxford Corridor. Welcome to this beautifully designed two-level home in the sought-after Eastern Club community along Easton’s desirable Oxford corridor. Built in 1995 with timeless appeal, this residence combines modern comfort with an open and inviting floor plan that maximizes both space and natural light. The first floor features a

  

  Martha Suss

  Coldwell Banker Realty

  (410) 593-1549

  28642 Clubhouse Dr, Easton, MD 21601
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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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  /58

  $825,000

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

  8050 Easton Village Dr, Easton, MD 21601

  Just listed! Easton VillageThis beautifully appointed 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 timeless finishes — ideal for both elegant

  

  Annie Witte Raymond

  Coldwell Banker Realty

  (443) 331-9589

  8050 Easton Village Dr, Easton, MD 21601
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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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  $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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  $454,990 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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  /53

  $949,900

  • 4 Beds
  • 4 Baths
  • 2,900 Sq Ft

  28713 Emanuel St, Easton, MD 21601

  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 property includes a spacious entry-level side porch, second-level balcony, lush seasonal gardens, and a private fenced brick courtyard with built-in speakers for music and a retractable awning—perfect for outdoor entertaining.

  Chuck Mangold Benson & Mangold, LLC

  28713 Emanuel St, Easton, MD 21601
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  /2

  Call for Price

  • Land
  • 1.35 Acres

  12b Mistletoe Dr, Easton, MD 21601

  New Development - Build to suit, variety of uses available in zoning. Adjacent to Easton airport and close proximity to Rt. 50.

  Chuck Jr. Benson and Mangold

  12b Mistletoe Dr, Easton, MD 21601
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  /2

  $549,900

  • Land
  • 4.26 Acres
  • $129,085 per Acre

  28850 Jennings Rd, Easton, MD 21601

  Welcome to an extraordinary opportunity in the heart of the picturesque Eastern Shore! This 4.26-acre building lot, nestled within the esteemed Llandaff at Cookes Hope Subdivision, presents an unparalleled canvas for your dream estate. Perc approved for a 7-bedroom home and has the rare opportunity to include a basement, this expansive parcel offers serene living in a peaceful country setting.

  Chuck Jr. Benson and Mangold

  28850 Jennings Rd, Easton, MD 21601
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  /2

  $995,000

  • Land
  • 5.48 Acres
  • $181,569 per Acre

  9361 Woodstock Ln, Easton, MD 21601

  Quiet country setting can be yours with this 5.5 +/- acre waterfront lot located in the Woodstock Farm community on Goldsborough Creek is perc approved for 6 bedrooms! Located just minutes to downtown Easton and all of the amenities Easton has to offer from shopping to dining, entertainment at the Avalon Theatre, and the convenience of Easton's Jetport.

  Chuck Jr. Benson and Mangold

  9361 Woodstock Ln, Easton, MD 21601
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  /2

  $1,600,000

  • Land
  • 1.8 Acres
  • $888,889 per Acre

  8493 Ocean Gateway, Easton, MD 21601

  8493 Ocean Gtwy, Easton, MD 21601

  Chuck Jr. Benson and Mangold

  8493 Ocean Gateway, Easton, MD 21601
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  /2

  $1,795,000

  • Land
  • 1.83 Acres
  • $980,874 per Acre

  0 Ocean Gateway Unit 20568200, Easton, MD 21601

  Two RT 50 parcels located in Easton on sought after O.C. bound side at corner of Rt 50 and Dutchman s Lane. Office on property in good condition but sold as-is. Zoned General Commercial with all utilities available at site.

  Chuck Jr. Benson and Mangold

  0 Ocean Gateway Unit 20568200, Easton, MD 21601
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  $465,000

  • 2 Beds
  • 2 Baths
  • 1,805 Sq Ft

  7477 Casey Ave, Easton, MD 21601

  *Professional photos coming. Chesapeake by Del Webb—This well maintained, 1,805 sq. ft. one-level Claiborne model home features great room with cozy gas fireplace and cathedral ceiling, formal dining room, relaxing sunroom, large kitchen complete with an island and breakfast area, Quartz countertops and stainless appliances. The primary suite features a tub and separate shower, double vanities

  Judy Moore Benson & Mangold, LLC

  7477 Casey Ave, Easton, MD 21601
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  /11

  $850,000

  • 4 Beds
  • 4 Baths
  • 3,527 Sq Ft

  7588 Easton Club Dr, Easton, MD 21601

  *Professional photos coming. Easton Club. Boasting an open layout, the home features a great room with vaulted ceiling, completely remodeled kitchen (Kitchen Creations) with quartz countertops, stainless appliances (6 burner Wolf stove, double wall oven, GE profile refrigerator, Bosch dishwasher), breakfast area and morning room with Palladian windows, formal dining room, 1st floor primary suite

  Judy Moore Benson & Mangold, LLC

  7588 Easton Club Dr, Easton, MD 21601
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  /9

  $270,000

  • 1 Bed
  • 1 Bath
  • 511 Sq Ft

  6937 Bellevue Rd, Royal Oak, MD 21662

  Charming cottage in the village of Royal Oak sited on a 1+ acre lot with plenty of room to expand . Set back off the road, surrounded by lawn and backing to trees offering privacy and serenity. Step inside and find freshly painted walls and new Luxury Vinyl plank flooring throughout. Kitchen is complete with dishwasher, gas stove and refrigerator. Though small, the house inside is bright and

  Kelly Showell Benson & Mangold, LLC

  6937 Bellevue Rd, Royal Oak, MD 21662
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  $500,000

  • 3 Beds
  • 3 Baths
  • 2,342 Sq Ft

  29638 Janets Way, Easton, MD 21601

  Chesapeake by Del Webb. Popular 2-story Wittman model. Spacious 3 bedroom, 3 bath home. Great room with gas fireplace, office, large kitchen with center island, granite countertops and breakfast nook. Primary bedroom suite with walk-in closet, bath with separate vanities, separate shower and soaking tub. Guest bedroom, hall bath with walk-in tub and laundry room. Sunroom, enclosed porch

  Judy Moore Benson & Mangold, LLC

  29638 Janets Way, Easton, MD 21601
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  $2,995,000

  • 4 Beds
  • 3.5 Baths
  • 4,571 Sq Ft

  9716 Bantry Rd, Easton, MD 21601

  Travel along an enchanting and winding drive, through a park-like setting, across the bridge, to the grand reveal of a prairie-style home boasting coastal-meets-contemporary design elements, all situated in the desirable Bantry community of Easton! On a private cove feeding into the Miles River, this property offers expansive, breathtaking water views and, the opportunity for boating, kayaking

  Tiffany Cloud Meredith Fine Properties

  9716 Bantry Rd, Easton, MD 21601
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  $514,000

  • 3 Beds
  • 2.5 Baths
  • 2,355 Sq Ft

  28413 Pinehurst Cir, Easton, MD 21601

  Just minutes from downtown Easton off the Oxford Road, this light-filled 2350fsf end townhome backs to lovely woods and features a two-car garage and a fully fenced backyard, patio and mature, colorful seasonal landscaping. The first floor includes entry hall, living/dining room combo, and a study with built-in bookshelves. Also enjoy an upgraded kitchen with freshly painted cabinetry, granite,

  Janet Larson Benson & Mangold, LLC

  28413 Pinehurst Cir, Easton, MD 21601
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  $399,000

  • 3 Beds
  • 4 Baths
  • 2,644 Sq Ft

  29809 Captain Adamouski St Unit 15A, Easton, MD 21601

  Welcome to your unique dream home in Hunters Mill! This "Charleston Villa" model is one of a kind twin, semi-attached duplex over 2600 sq ft. featuring hardwood floors, and crown molding thought the main level, granite countertops and a fully finished basement. With 3 bedrooms, 2 full bathrooms and 2 half bathrooms. The walkout basement offers two more bonus rooms for extra bedrooms, offices or a

  Bryanna Schafer Chesapeake Real Estate Associates, LLC

  29809 Captain Adamouski St Unit 15A, Easton, MD 21601
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  /19

  $369,000

  • 4 Beds
  • 3.5 Baths
  • 1,756 Sq Ft

  28476 Pinehurst Cir, Easton, MD 21601

  Beautiful 4-bedroom, 3.5-bath townhouse in the desirable Easton Club community. This home features numerous upgrades including cherry flooring on main level, custom built-ins, and an open-concept floor plan ideal for everyday living and entertaining. The spacious kitchen includes a center island and overlooks the family room with built ins .A first-floor primary bedroom with a full bath offers

  Barbara Watkins Benson & Mangold, LLC

  28476 Pinehurst Cir, Easton, MD 21601
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  /65

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  9829 Bantry Rd, Easton, MD 21601

  Drive down a country lane surrounded by farmland & woods to the lovely neighborhood of Bantry. Enjoy your own 5+acres with a circular driveway & scenic surroundings. Welcome to your single level home w/ full front porch, lots of decking & a warm interior. Gather around the fireplace or enjoy a window filled great room w/ wood burning stove & access to extensive decking which overlooks the

  Barbara Best RE/MAX One

  9829 Bantry Rd, Easton, MD 21601
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  /37

  $534,900

  • 3 Beds
  • 3 Baths
  • 2,342 Sq Ft

  7401 Casey Ave, Easton, MD 21601

  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 come together effortlessly. From the moment you step inside, you’ll notice the extensive improvements throughout, from custom paint and upgraded lighting to engineered wood flooring and high-end finishes that elevate every space.

  Laura Anderson Coldwell Banker Realty

  7401 Casey Ave, Easton, MD 21601
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  /2

  $210,500

  • Land
  • 0.34 Acre
  • $619,118 per Acre

  313 N Aurora St, Easton, MD 21601

  Redevelopment opportunity. Unique zoning of CB district allows for residential or commercial uses - such as offices , retail, etc. Buildings on site are likely tear downs. Build a mixed use building, or duplex, office with apartment , and more. New "boundry" survey recently completed - willing to sell at discount to Buyer.

  Larry Peseski Coldwell Banker Commercial CBH

  313 N Aurora St, Easton, MD 21601
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  /36

  $405,000

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  402 Cherry St, Easton, MD 21601

  Welcome to 402 Cherry Street, a beautifully renovated three-bedroom two-full bath home located in the charming historic district of Easton, Maryland. This delightful residence combines modern updates with a prime location and offers a low-maintenance lifestyle in the heart of this captivating town. Renovated in 2023, this home has been thoughtfully designed to maximize space and functionality.

  Brian Petzold Benson & Mangold, LLC

  402 Cherry St, Easton, MD 21601
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  $739,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,798 Sq Ft

  24965 Back Creek Dr, Saint Michaels, MD 21663

  Tucked into the heart of Back Creek Landing, this home offers the kind of layout and setting that just works—comfortable, well thought out, and connected to both nature and town. The main living space is designed around how people actually live. The kitchen is open and inviting, with a bright eat-in area and an elevated counter with seating—perfect for morning coffee, casual meals, or simply

  Kathleen Coale Benson & Mangold, LLC

  24965 Back Creek Dr, Saint Michaels, MD 21663
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  $1,275,000 Open Sat 11AM - 1PM

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

  209 Goldsborough St, Easton, MD 21601

  Historic Charm Meets Endless Potential in EastonWelcome to this beautifully renovated home situated on a highly desirable, deep double corner lot in Easton's Historic District. Inside, you are greeted by bright, airy spaces that perfectly balance historic character with modern flair, featuring gorgeous hardwood floors, classic moldings, and elegant fireplaces. Main House Highlights: Inviting

  Jennifer Chino Compass

  209 Goldsborough St, Easton, MD 21601
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  /46

  $454,900

  • 4 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  7220 Fir St, Easton, MD 21601

  Welcome in! Discover the charm of this Colonial home nestled in the desirable Woods at Stoney Ridge. Spanning 2,388 sq. ft., this residence boasts four spacious bedrooms and 2.5 baths, perfect for both relaxation and entertaining. Family room with super efficient pellet stove, formal dining room and living room, powder room, private office/study and centrally located, inviting kitchen present

  Kelly Showell Benson & Mangold, LLC

  7220 Fir St, Easton, MD 21601
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  $389,900

  • 3 Beds
  • 2 Baths
  • 2,288 Sq Ft

  29400 Golton Dr, Easton, MD 21601

  PRICE IMPROVEMENT!!! This beautifully renovated split-level home offers 2,288+/- square feet of stylish and comfortable living space. Updated in 2025, this home features new LVP flooring, new carpet, new lighting, fresh paint and a new roof with a transferable warranty. The stunning kitchen features white cabinetry, granite countertops, stainless steel appliances, a pantry and a spacious dining

  Kim Crouch Ozman Benson & Mangold, LLC

  29400 Golton Dr, Easton, MD 21601
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  $549,000

  • Land
  • 4.26 Acres
  • $128,873 per Acre

  28850 Jennings Rd, Easton, MD 21601

  Build your dream home on this exceptional 4.26-acre waterfront lot in the prestigious Llandaff at Cookes Hope community. Perc approved for a 7-bedroom home with the rare option for a basement, this property offers approximately 361 feet of frontage on Peachblossom Creek—perfect for enjoying serene views and waterfront living. Ideally located just minutes from Easton and the Oxford corridor, this

  Tim Velasco ERA Martin Associates

  28850 Jennings Rd, Easton, MD 21601
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  $499,995

  • 3 Beds
  • 2.5 Baths
  • 2,729 Sq Ft

  7371 Michael Ave, Easton, MD 21601

  Welcome to Easton Club East, one of the area's most sought-after 55+ communities. This beautifully cared-for Merion model, with 3 bedrooms, 2.5 baths, 2700+ sq.ft. of open living space, is situated on a premier lot backing to trees. The foyer sets a welcoming tone, leading into the formal dining area, sun-bathed sitting room, and the main living spaces. The two-story great room with fireplace

  Doc Keane Washington Fine Properties, LLC

  7371 Michael Ave, Easton, MD 21601
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  /31

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,631 Sq Ft

  304 Elm Ave, Easton, MD 21601

  Charming cottage in South Easton! This classic 1940s brick home is filled with charm, timeless craftsmanship and thoughtful custom details. Beautiful hardwood floors run throughout, complemented by vintage solid wood entry door. The spacious living room features a cozy fireplace, while the updated kitchen adjoins a separate dining room—perfect for everyday living and entertaining. Two comfortable

  Barbara Watkins Benson & Mangold, LLC

  304 Elm Ave, Easton, MD 21601
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  /14

  $322,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  7 Judas St, Easton, MD 21601

  Conveniently located between Route 50 and historic downtown Easton, this charming 1950s cottage presents a fantastic opportunity for homeowners and investors alike. Set back from the street with a large, private backyard, the home offers timeless character and original details throughout. The first floor features a welcoming living room with hardwood floors and arched doorways, adding warmth and

  Jennifer Brown Meredith Fine Properties

  7 Judas St, Easton, MD 21601
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  /47

  $539,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  533 South St, Easton, MD 21601

  This property has recently undergone a full renovation, while keeping all of the charm and character of a downtown Easton house! Fully fenced in back yard with privacy fence, patio, detached outbuilding and off-street parking. No expenses were spared during the renovation! Easy walk to Rise Up Coffee, the Avalon Foundation and all the Restaurants.

  Henry Gibbons-Neff Meredith Fine Properties

  533 South St, Easton, MD 21601

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