St Michaels, MD Homes for Sale

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  $750,000

  • 5 Beds
  • 3.5 Baths
  • 2,254 Sq Ft

  7392 Back St, Newcomb, MD 21653

  *Seller to include a 1 year American Home Shield Warranty "Complete" package which covers everything inside your home plus roof coverage!Coastal meets Victorian in this exquisitely renovated home in the quaint waterfront village of Newcomb! The open floor plan exudes a peaceful vibe in every room--airy, light color palette, incredible indoor-outdoor living spaces. This home is all about enjoying

  

  Tiffany Cloud

  Meredith Fine Properties

  (410) 304-7796

  7392 Back St, Newcomb, MD 21653
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  $1,050,000

  • 5 Beds
  • 3.5 Baths
  • 2,625 Sq Ft

  301 S Washington St, Easton, MD 21601

  Welcome to Pin Oak House, an Easton Federal style white-washed brick property proud to feature the Grand Champion Pin Oak of Talbot County within the confines of its iron-fenced front yard. The spacious corner lot also offers fine gardens, providing colorful foliage nearly year-round. Roses, honeysuckle, tulips, a glorious crepe myrtle, gazebo, irises, stone hardscaping, and a koi pond with

  

  Tiffany Cloud

  Meredith Fine Properties

  (410) 755-7464

  301 S Washington St, Easton, MD 21601
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  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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  $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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  $995,000

  • Land
  • 5 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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  $695,000

  • 2 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  28622 Clubhouse Dr, Easton, MD 21601

  Spacious One-Level Living in the Desirable Easton Club Community - Welcome to this meticulously maintained home featuring a highly sought-after, single-level floor plan with lofty ceilings. The expansive kitchen is equipped with brand-new stainless steel appliances, an island with seating, and a generous dining area—perfect for everyday living and entertaining. Adjacent to the kitchen, a cozy

  Clifford Meredith Meredith Fine Properties

  28622 Clubhouse Dr, Easton, MD 21601
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  $779,500

  • 4 Beds
  • 3.5 Baths
  • 3,010 Sq Ft

  24977 Back Creek Dr, Saint Michaels, MD 21663

  Discover this exquisite custom-built retreat in the serene St. Michaels community, a perfect blend of luxury and comfort with 4 spacious bedrooms and 3.5 well-appointed bathrooms, packed with premium features for an elevated lifestyle. Cozy up to the versatile gas fireplace, while enjoying a spacious layout enhanced with numerous built-ins for style and function. The expansive primary suite

  Eddie Mangold Benson & Mangold, LLC

  24977 Back Creek Dr, Saint Michaels, MD 21663
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  $825,000

  • 4 Beds
  • 3 Baths
  • 2,792 Sq Ft

  8127 Easton Village Dr, Easton, MD 21601

  Experience nearly 3,000 square feet of refined living in this beautifully appointed four-bedroom home, perfectly positioned on a spacious end lot within a highly desirable waterfront community. From the moment you step onto the tranquil front porch, you’ll appreciate the thoughtful design and upscale finishes that define this exceptional residence. Inside, rich hardwood flooring flows

  Eddie Mangold Benson & Mangold, LLC

  8127 Easton Village Dr, Easton, MD 21601
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  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,886 Sq Ft

  1009 S Washington St, Easton, MD 21601

  Nestled in one of downtown Easton’s more desirable neighborhoods—just south of Idlewild Park—this spacious 4-bedroom home plus office offers the perfect blend of comfort, convenience, and charm on Maryland’s Eastern Shore. Enjoy being just moments from the YMCA, scenic parks, top-rated restaurants, and shopping. Inside, you’ll find a welcoming floor plan featuring a formal dining room, living

  Barbara Watkins Benson & Mangold, LLC

  1009 S Washington St, Easton, MD 21601
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  $739,000

  • 3 Beds
  • 1.5 Baths
  • 2,316 Sq Ft

  27843 Saint Michaels Rd, Easton, MD 21601

  Secluded Eastern Shore farmhouse. Just over a mile outside Easton, this rare unknown property has been home to an artist couple for nearly 25 years. Its long tree lined drive opens into an authentic and romantic retreat. Set on 2+/- acres, it is surrounded by mature Willow Oaks, English boxwoods, heirloom plantings and a huge Magnolia tree. Inside, it features original oak floors and whitewashed

  Denis Gasper Benson & Mangold, LLC

  27843 Saint Michaels Rd, Easton, MD 21601
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  $749,999

  • 3 Beds
  • 2.5 Baths
  • 2,102 Sq Ft

  8543 Ingleton Rd, Easton, MD 21601

  Welcome to 8543 Ingleton Rd., a beautiful one-level home located in a sought-after water access community! Offering 3 spacious bedrooms, 2.5 baths, and a dedicated office, this home is designed for comfortable living and easy entertaining. Enjoy the cozy charm of a brick wood-burning fireplace, perfect for relaxing evenings. The stylish kitchen features granite countertops and stainless steel

  Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

  8543 Ingleton Rd, Easton, MD 21601
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  $845,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 3.5 Baths
  • 2,884 Sq Ft

  6456 Fairway Ln, Easton, MD 21601

  Located near the Talbot Country Club on a corner parcel enjoying 2 acres of remarkable natural habitat, gardens, and a wonderful canopy of trees, this single-floor home has been lovingly cared for with substantial improvements over the years. With approximately 2,800 square feet providing three bedrooms, three baths, an open living & dining area with fireplace, a family room with fireplace,

  Coard Benson Benson & Mangold, LLC

  6456 Fairway Ln, Easton, MD 21601
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  $745,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  27232 Hayward Trail, Easton, MD 21601

  First time offered in 50 years! Discover this hidden gem nestled along 200' of waterfrontage on Hayward Cove, opening onto the scenic Miles River. Located on at the end of the street, between Easton and St. Michaels this colonial style home is situated on a 1+ acre lot with mature trees, offering three bedrooms, two bathrooms, beautiful wood flooring, a cozy dining area accentuated by a free

  Barbara Watkins Benson & Mangold, LLC

  27232 Hayward Trail, Easton, MD 21601
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  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,324 Sq Ft

  219 S Harrison St, Easton, MD 21601

  Step into timeless elegance with this beautifully maintained 1900s home nestled in the heart of historic downtown Easton. Offering 3 bedrooms and 2.5 bathrooms, this residence seamlessly blends classic charm with modern comfort. Drenched in natural light, the inviting interior boasts a formal dining room, a cozy living room with a fireplace, and a spacious family room just off the kitchen. The

  Chuck Mangold Benson & Mangold, LLC

  219 S Harrison St, Easton, MD 21601
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  $730,000

  • 4 Beds
  • 3.5 Baths
  • 1,930 Sq Ft

  7023 Cheston Way, Easton, MD 21601

  Discover modern charm and convenience in this newly built home by West & Callahan, located in the sought-after community of Cooke’s Hope in Easton, MD. Completed in 2023, this beautiful property offers a premium location and a thoughtfully designed floor plan with approximately 2,000 square feet of finished living space.The main level features high ceilings and an open layout, creating a spacious

  Coard Benson Benson & Mangold, LLC

  7023 Cheston Way, Easton, MD 21601
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  $499,999

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  295 Bay St, Easton, MD 21601

  "Beautifully renovated townhome within blocks of Downtown Easton" This 2 Bedroom, 2 Bath unit was taken down to the stud and built back with no expenses spared. When you enter the front door, you will be amazed by the spaciousness of the unit given the open floor plan. The living room is very inviting, with a wood burning fireplace, floating “old wood” mantle, and recessed lighting. Wood

  Craig Linthicum Benson & Mangold, LLC

  295 Bay St, Easton, MD 21601
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  $689,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,831 Sq Ft

  16 Sandy Ln, Easton, MD 21601

  Come tour the first two story “Liam” model custom designed and stick built home at 16 Sandy Lane in downtown Easton. This is the fourth of ten homes being built in the new Sandy Lane subdivision and one of only six lots still available in this fantastic new Easton neighborhood. This two-story home offers three bedrooms, two full and one-half baths, an open first floor plan with great room,

  Janet Larson Benson & Mangold, LLC

  16 Sandy Ln, Easton, MD 21601
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  $715,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,574 Sq Ft

  28477 Wedgeway Cir, Easton, MD 21601

  Don’t miss this rare opportunity to own one of the final homesites in the sought-after Easton Club community! This brand-new Riviera model, crafted by the well-respected Crown Homes, offers the ease of one-level living with thoughtful design and high-quality finishes. Featuring an open floor plan, this home includes a spacious living room, and eat-in kitchen with adjacent dining space. The

  Alicia Gannon Dulin Benson & Mangold, LLC

  28477 Wedgeway Cir, Easton, MD 21601
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  $474,000 New Construction

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  300 Dixon St Unit 205, Easton, MD 21601

  This modern townhome at 300 Dixon Street, Unit 205, offers a sophisticated four-level living experience defined by an attractive all-brick front that exudes timeless appeal. Designed for efficiency and comfort, this interior unit provides easy access to Easton’s diverse local amenities in vibrant Talbot County on Maryland’s Eastern Shore.Level 1 – Garage & Service:The entry level is

  Coard Benson Benson & Mangold, LLC

  300 Dixon St Unit 205, Easton, MD 21601
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  /18

  $474,000 New Construction

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  300 Dixon St Unit 204, Easton, MD 21601

  This modern townhome at 300 Dixon Street, Unit 204, offers a contemporary four-level interior layout defined by an elegant all-brick front. Designed for both functionality and style, this unit presents an efficient living solution, with convenient access to downtown Easton's vibrant amenities.Level 1 – Garage & Service:Enter through a private garage with rear entry and direct access. This level

  Coard Benson Benson & Mangold, LLC

  300 Dixon St Unit 204, Easton, MD 21601
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  $469,000 New Construction

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  300 Dixon St Unit 203, Easton, MD 21601

  This uniquely appointed interior townhome at 300 Dixon Street presents a distinctive exterior that sets it apart from its neighbors. The lower portion of the facade is finished in classic brick, while the upper section is clad in elegant green Hardie Plank siding that flows into a refined roofline accented by tasteful dormers. A brick stairwell leads to a covered front porch, welcoming you into

  Coard Benson Benson & Mangold, LLC

  300 Dixon St Unit 203, Easton, MD 21601
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  $474,000 New Construction

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  300 Dixon St Unit 202, Easton, MD 21601

  This thoughtfully designed interior townhome at 300 Dixon Street offers modern, efficient living in a distinctive four-level layout. The exterior features an attractive brick front complemented by Hardie Plank siding on the rear, creating a unique blend of textures that sets this unit apart. A brick stairwell at the front leads to a covered porch at the entry, providing a welcoming first

  Coard Benson Benson & Mangold, LLC

  300 Dixon St Unit 202, Easton, MD 21601
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  $775,000 Coming Soon

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

  26698 Arcadia Shores Rd, Easton, MD 21601

  Charming 4-Bedroom Cape Cod on 4 Private Acres with Pool & Sunroom!Welcome to your dream retreat! This beautifully maintained Cape Cod offers 4 spacious bedrooms and 3.5 baths, set on a serene 4-acre lot. Enjoy summer days by the in-ground pool, or unwind in the sunny, four-season sunroom. The inviting living room features a cozy wood stove—perfect for cool evenings. The expansive primary suite

  Becky Wibberley Coldwell Banker Realty

  26698 Arcadia Shores Rd, Easton, MD 21601
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  $449,000

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  29184 Corbin Pkwy, Easton, MD 21601

  Welcome to 29184 Corbin Parkway located in Easton Maryland. Colonial offers a lovely sunroom with tray ceiling and tile floors. Family room with gas fireplace. Kitchen with sile stone counter tops. The master suite/bath with soaking tub and separate shower. Two additional bedrooms and bath on second floor.Nice two car garage with area for workshop and overhead lighting. Enjoy your evenings

  Joanne Brown Meredith Fine Properties

  29184 Corbin Pkwy, Easton, MD 21601
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  $436,000

  • 3 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  328 N Washington St, Easton, MD 21601

  Welcome to 328 North Washington St. This Gem of a house is tucked away behind a screen of mature evergreen and magnolia but walking distance to all the fantastic downtown amenities! The homeowner planned every detail of this home including and amazing amount of windows. Gleaming hardwood floors throughout all living areas. The privacy afforded by the trees are boosted by TWO front poches

  Barbara Dayton Long & Foster Real Estate, Inc.

  328 N Washington St, Easton, MD 21601
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  $559,900 Open Wed 10AM - 1PM

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

  7389 Karen Ave, Easton, MD 21601

  Meticulously Maintained One-Owner Home in Chesapeake by Del Webb – 55+ CommunityWelcome to this beautifully cared-for McDaniel model in the sought-after 55+ section of Chesapeake by Del Webb. Situated near the main entrance and just a short distance to the clubhouse, this home offers both comfort and convenience in one of Easton's premier active adult communities.Enjoy relaxing mornings on the

  Debbie Lipscomb Benson & Mangold, LLC

  7389 Karen Ave, Easton, MD 21601
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  $995,000

  • Land
  • 3.71 Acres
  • $268,194 per Acre

  0 Enniskillen Rd Unit MDTA2011052, Easton, MD 21601

  Rare find, prime Bailey's Neck/Easton location. This beautiful 3+ acre waterfront lot is on the Tred Avon River in the highly sought after Oxford Corridor. 470+/- feet of water frontage, providing expansive views of the Tred Avon River. Gorgeous views. Great location close to downtown Easton and Oxford. Survey available. Property has some property markers. It appears that part of the

  Barbara Watkins Benson & Mangold, LLC

  0 Enniskillen Rd Unit MDTA2011052, Easton, MD 21601
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  $339,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  28483 Pinehurst Cir, Easton, MD 21601

  Charming 3-Bedroom Townhouse Near Easton! Don’t miss this beautifully maintained 3-bedroom, 2 full bathroom townhouse located just minutes from Easton! This home features a desirable first-floor primary suite, offering convenience and comfort. Enjoy the outdoors on your private back deck, or take advantage of the neighborhood amenities, including scenic walking trails, a community pool, and

  Jimmy Higgins Benson & Mangold, LLC

  28483 Pinehurst Cir, Easton, MD 21601
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  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,912 Sq Ft

  26310 Tunis Mills Rd, Easton, MD 21601

  This charming 3-bedroom home is located in the sought-after Tunis Mills Village where the community boat ramp is only a short walk. It sits on a double lot, almost a full acre, and has a shaded stone patio, garden shed, and detached 2-car garage with an entire finished upper level previously used as an office, storage room, and teenager hang-out. Inside the home you will find hardwood floors,

  Meg Moran Long & Foster Real Estate, Inc.

  26310 Tunis Mills Rd, Easton, MD 21601
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  $457,000

  • 5 Beds
  • 3 Baths
  • 1,950 Sq Ft

  718 Wayside Ave, Easton, MD 21601

  This 4-5 bedroom, 3 full bath Colonial is nestled in the highly sought-after Mecklenburg community, just minutes from downtown Easton and Route 50. The home has undergone numerous updates.As you enter, you'll be captivated by the open-concept design, enhanced by the installation of an industrial steel beam. The living room, featuring a beautiful bay window, boasts a newly rebuilt wood-burning

  Amy Kling Meredith Fine Properties

  718 Wayside Ave, Easton, MD 21601
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  $1,299,000 Open Sun 10:30AM - 12PM

  • 4 Beds
  • 2.5 Baths
  • 2,553 Sq Ft

  205 S Hanson St, Easton, MD 21601

  Nestled in the heart of Easton’s Historic District, 205 S Hanson Street is a beautifully preserved early-20th-century home that exudes timeless charm and sophistication. Built around 1910, this elegant Colonial Revival offers approximately 2,520 square feet of refined living space with original hardwood floors, detailed millwork, and gracious proportions that reflect its rich architectural

  Derek Blazer Cummings & Co. Realtors

  205 S Hanson St, Easton, MD 21601
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  $424,000

  • 5 Beds
  • 2 Baths
  • 2,344 Sq Ft

  7347 Shirley Dr, Easton, MD 21601

  Charming Five-Bedroom Home in Easton – Spacious & Inviting! This beautiful five-bedroom, two-bath home has a split level layout that makes sense for everyone! Enter into the foyer warm wood floors that flow through an inviting living room and dining area. You can access the patio and fenced in back yard for picnics and outdoor living. Head into the gallery kitchen with plenty of counter space

  Lisa Spicer ERA Martin Associates

  7347 Shirley Dr, Easton, MD 21601
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  $389,000

  • 3 Beds
  • 1 Bath
  • 1,101 Sq Ft

  412 Trippe Ave, Easton, MD 21601

  Cozy 3 bedroom, 1 bath bungalow in Easton. Close to schools, YMCA and Idlewild Park. Wood floors and a fireplace with woodburning insert. Detached garage with a workshop. New roof and new windows.

  Andrew Beaven Wright Real Estate

  412 Trippe Ave, Easton, MD 21601
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  $729,000

  • Land
  • 5 Acres
  • $133,029 per Acre

  9361 Woodstock Ln, Easton, MD 21601

  GORGEOUS WATERFRONT LOT, PRIME LOCATION IN EASTONLook no further....this is the perfect spot on Maryland's beautiful Eastern Shore on which to build your dream home. This 5.5+/- acre, cleared lot enjoys a high elevation, offers lovely water views of Goldsborough Creek, and has been perc approved for 6 bedrooms! Envision living in a quiet, country setting in the Woodstock Farm community of only 7

  Peter Frevel Benson & Mangold, LLC

  9361 Woodstock Ln, Easton, MD 21601
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  $450,000

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

  301 Spring Dr, Easton, MD 21601

  Welcome to 301 Spring Drive, a beautifully updated rancher nestled in the sought-after Charlestown Village community of Easton, MD. This charming one-level home offers three spacious bedrooms, two full bathrooms, and a flexible den—perfect for a home office or guest space. The primary suite features its own private bathroom with a walk-in shower, creating a peaceful retreat. The kitchen and

  Kaitlyn Collins Benson & Mangold, LLC

  301 Spring Dr, Easton, MD 21601
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  $499,000

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

  29865 Hillary Ave, Easton, MD 21601

  Welcome to easy Eastern Shore living in the sought-after 55+ age restricted community of Easton Club East! This pet and smoke-free home has been lovingly maintained and thoughtfully updated, offering comfortable one-level living with style and ease.Step inside to discover a spacious 2 bedroom, 2 bathroom layout with a dedicated office, formal dining room, and a large kitchen that's perfect for

  Erin Anderson Chesapeake Real Estate Associates, LLC

  29865 Hillary Ave, Easton, MD 21601
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  $459,000

  • 2 Beds
  • 2.5 Baths
  • 1,838 Sq Ft

  506 Bainbridge Place, Easton, MD 21601

  Welcome to this stunning custom built rancher located in the heart of Easton. Offering the best of in town living with the feel of a designer showcase home. Every detail has been thoughtfully curated and it truly shows like a model. This home features an open, airy floor plan perfect for modern living. The spacious living and dining areas flow seamlessly with beautiful finishes and warm natural

  Daphne Cawley TTR Sotheby's International Realty

  506 Bainbridge Place, Easton, MD 21601
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  $425,000

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

  29359 Bartlett Ave, Easton, MD 21601

  NEW PRICE AND NEW CARPET! SALT WATER ABOVE GROUND POOL IS READY TO OPEN AND ENJOY FOR THE SUMMER! Welcome to this beautifully maintained and updated 4-bedroom, 2 bath Cape Cod home, perfectly situated on a spacious, professionally landscaped corner lot in Easton. A resurfaced circular driveway with a deep parking pad provides ample space for 5+ vehicles, framed by vibrant perennial gardens. The

  Barbara McCaffrey Redfin Corp

  29359 Bartlett Ave, Easton, MD 21601
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  $515,000

  • 4 Beds
  • 3 Baths
  • 1,848 Sq Ft

  1221 Washington Dr, Saint Michaels, MD 21663

  ASSUMABLE USDA LOAN AT 3.25%! Charm meets modern luxury in this beautifully appointed Cape Cod nestled in the desirable Rio Vista community of historic Saint Michaels. This thoughtfully designed 4 bedroom, 3 full bath two-story home is situated on a .34 acre setting and seamlessly blends traditional architecture with contemporary amenities, creating an inviting space perfect for both everyday

  Barbara McCaffrey Redfin Corp

  1221 Washington Dr, Saint Michaels, MD 21663
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  $550,000 Open Wed 10AM - 1PM

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

  29782 Hillary Ave, Easton, MD 21601

  Welcome to this well-maintained 3-bedroom, 3-bath two story Wittman located in the 55+ back section of the Easton Club East community. The current owners have upgraded numerous aspects of the house including new roof, HVAC, water heater, appliances, fresh paint throughout, to name a few Thoughtfully designed for both comfort and functionality, this home offers a spacious first-floor primary

  Alicia Gannon Dulin Benson & Mangold, LLC

  29782 Hillary Ave, Easton, MD 21601

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