St Michaels, MD Homes for Sale

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  /44

  $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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  /32

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  6827 Bellevue Rd, Royal Oak, MD 21662

  Charming One-Story Royal Oak Retreat – Minutes from St. MichaelsWelcome to this impeccably maintained 3-bedroom, 1.5-bath home in the heart of Royal Oak, just minutes from the shops, restaurants, and waterfront of historic St. Michaels. This charming one-story residence offers beautiful hardwood floors, an updated full bath, and a warm, inviting layout perfect for everyday living or

  

  Angela Simonelli

  Compass

  (410) 200-0414

  6827 Bellevue Rd, Royal Oak, MD 21662
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  /5

  $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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  /42

  $434,000

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

  29184 Corbin Pkwy, Easton, MD 21601

  NEW ROOF TO BE INSTALLED BEFORE SETTLEMENT!! ALL NEW CARPET-- ALL NEW INSULATION AND FLOOR VAPOR BARRIER IN CRAWL SPACE-- NEW PAINT IN UPSTAIRS HALL, STAIR WAY , FOYER, KITCHEN AND FAMILY ROOM !! 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

  

  Joanne Brown

  Meredith Fine Properties

  (410) 469-8790

  29184 Corbin Pkwy, Easton, MD 21601
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  /31

  $469,000

  • 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 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 formal

  

  Brian Gearhart

  Benson & Mangold, LLC

  (443) 733-4941

  8388 Colony Cir, Easton, MD 21601
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  /50

  $419,000

  • 3 Beds
  • 2 Baths
  • 2,132 Sq Ft

  29390 Hawkes Hill Rd, Easton, MD 21601

  Charming Easton Rancher! Lovely 3 bedroom, 2 full-bath rancher perfectly situated near all that the wonderful Town of Easton has to offer. Nestled on over a half-acre lot, this home features a spacious fenced-in backyard surrounded by beautiful mature trees. Recent updates include a new roof and gutters, gorgeous refinished hardwood floors throughout, fresh interior paint, updated bathroom, new

  

  Annie Witte Raymond

  Coldwell Banker Realty

  (410) 304-7065

  29390 Hawkes Hill Rd, Easton, MD 21601
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  /17

  $349,900

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

  106 Sycamore Ave, Easton, MD 21601

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

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 261-4318

  106 Sycamore Ave, Easton, MD 21601
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  /37

  $479,000

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

  28417 Pinehurst Cir, Easton, MD 21601

  Discover this beautifully renovated end-unit townhouse in the desirable Easton Club with a newly installed roof. perfectly situated at the end of a peaceful street for maximum privacy. Surrounded by lush woodsand mature trees, this home offers a tranquil retreat just minutes from the vibrant heart ofDowntown Easton.Step inside to find a light-filled interior featuring luxury vinyl

  

  John McGlannan

  Meredith Fine Properties

  (410) 498-7571

  28417 Pinehurst Cir, Easton, MD 21601
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  /50

  $810,000

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

  28309 Village Lake Way, Easton, MD 21601

  WELCOME to 28309 Village Lake Way - a 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

  

  Lori Woods-Fortney

  Berkshire Hathaway HomeServices Homesale Realty

  (410) 517-7606

  28309 Village Lake Way, Easton, MD 21601
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  /37

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 3,098 Sq Ft

  29768 Hillary Ave, Easton, MD 21601

  29768 Hillary Ave, a meticulously updated McDaniel Model home in Easton Club East. This 3-bedroom, 2.5-bath home sits on a quarter-acre lot with a rear-entry garage accessed from the alley, providing convenient off-street parking and extra storage. A first-floor primary suite features a walk-in closet and a luxurious bath with a jacuzzi tub and dual vanities. Inside, the home blends comfort with

  

  Brian Gearhart

  Benson & Mangold, LLC

  (443) 909-1491

  29768 Hillary Ave, Easton, MD 21601
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  /39

  $615,000

  • 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. House goes ACTIVE this Saturday and there is an Open House this Saturday from 12pm to 2pm. Photos will be up soon.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

  

  Martha Suss

  Coldwell Banker Realty

  (410) 593-1549

  28642 Clubhouse Dr, 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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  /29

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  7384 Brett Rd, Easton, MD 21601

  ***Mortgage savings may be available for buyers of this listing*** Built in 1984, this single-level home has been fully renovated with thoughtful updates throughout. Recent improvements include fresh interior paint and a brand-new patio, perfect for outdoor living. Inside, you’ll find wood flooring across the main spaces and a modern, neutral color palette. The open kitchen is equipped with

  Barbara McCaffrey Redfin Corp

  7384 Brett Rd, Easton, MD 21601
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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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  /80

  $1,250,000

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

  28028 Playtor Rd, Easton, MD 21601

  Welcome to this stunning William Poole-designed Tidewater Colonial, nestled on approximately 2.3 acres in the serene neighborhood of Waverly Island Estates, just three miles from the vibrant Town of Easton. This exceptional property blends classic architecture with modern amenities, offering a peaceful retreat on the Eastern Shore of Maryland. Step inside to discover a thoughtfully designed floor

  Coard Benson Benson & Mangold, LLC

  28028 Playtor Rd, Easton, MD 21601
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  /32

  $420,000

  • 4 Beds
  • 3.5 Baths
  • 2,036 Sq Ft

  202 Tubman Dr, Easton, MD 21601

  Beautifully maintained 4 bedroom, 3.5 bath home minutes to downtown Easton offering a rear two tiered deck, formal living and dining rooms, family room w/ wood floors, and open kitchen with island , newer built-in microwave, dishwasher, range, frig, and granite counters. Mostly finished basement has a full bath w/shower-tub. Laundry room (w/newer W/D) on 2nd floor where bedrooms and primary

  Craig Linthicum Benson & Mangold, LLC

  202 Tubman Dr, 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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  /5

  $519,000

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

  29621 Charles Dr, Easton, MD 21601

  Located in the desirable non-age restricted section of Easton Club East, this spacious Vanderbuilt model offers 3 bedrooms, 3 bathrooms, and a versatile loft/bonus room. The main level features a bedroom suite with tray ceiling, a large walk-in closet, and a luxurious bathroom with Jacuzzi tub. Additional highlights include an office/library with built-ins, a formal dining room, and an eat-in

  Barbara Watkins Benson & Mangold, LLC

  29621 Charles Dr, Easton, MD 21601
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  /6

  $659,000

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

  13 Sandy Ln, Easton, MD 21601

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

  Janet Larson Benson & Mangold, LLC

  13 Sandy Ln, Easton, MD 21601
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  /7

  $699,000

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

  18 Sandy Ln, Easton, MD 21601

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

  Janet Larson Benson & Mangold, LLC

  18 Sandy Ln, Easton, MD 21601
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  /39

  $545,000

  • 4 Beds
  • 4 Baths
  • 3,594 Sq Ft

  8658 Camac St, Easton, MD 21601

  Nestled in the charming Hunters Mill community, this stunning traditional home offers a perfect blend of comfort and modern living. Built in 2010, this beautifully maintained residence boasts 4 spacious bedrooms and 4 full bathrooms, providing ample space for relaxation and entertaining. The heart of the home features a cozy gas fireplace, perfect for those chilly evenings, creating a warm

  Annie Eaton Coldwell Banker Realty

  8658 Camac St, Easton, MD 21601
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  /69

  $524,900

  • 4 Beds
  • 3.5 Baths
  • 4,304 Sq Ft

  29798 Captain Adamouski St, Easton, MD 21601

  4 BR 3 1/2 BA LOCATED IN HUNTER'S MILL WITH A FULLY FINISHED BASEMENT AND FENCED IN BACK YARD!

  Henry Gibbons-Neff Meredith Fine Properties

  29798 Captain Adamouski St, Easton, MD 21601
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  /29

  $580,000

  • 3 Beds
  • 3.5 Baths
  • 2,811 Sq Ft

  28496 Wedgeway Ct, Easton, MD 21601

  Easton Club 3 bedroom, 3.5 bath home featuring an open great room with fireplace and separate dining room, 2nd floor has a very large loft with built in book cases and a full bath. All bedrooms are on the first floor. California closet in Master bedroom . Roof replaced in 2023, HVAC replaced in 2024, new shower enclosure in master bath installed 2025. carpet in both guest rooms and hall replaced

  Carl Treat Meredith Fine Properties

  28496 Wedgeway Ct, Easton, MD 21601
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  /37

  $515,000

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft

  27240 Hayward Trail, Easton, MD 21601

  Exceptionally well-maintained rancher located on a quiet residential street (Hayward Trail) in the Doncaster community between Easton and St. Michaels. The 3-bedroom, 2-bath home features a spacious dining/family room addition w/fireplace and cathedral ceiling. A breezeway connects the house to a 2-car garage. The back yard is special, with a beautiful swimming pool and covered Tiki Bar/sitting

  Tom Crouch Benson & Mangold, LLC

  27240 Hayward Trail, Easton, MD 21601
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  /56

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  8629 Unionville Rd, Easton, MD 21601

  This spacious 2200+ square foot NEW BUILD is MOVE IN READY and features a **MAIN LEVEL OWNER'S SUITE** and high end appointments throughout. Step into the main level and enjoy an open concept layout including a spacious family room with gas fireplace, formal office with cathedral ceiling, morning room, dining area and a half bath. The luxury kitchen features a center island with breakfast bar,

  Adam Ellison Long & Foster Real Estate, Inc.

  8629 Unionville Rd, Easton, MD 21601
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  /35

  $525,000

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

  29638 Janets Way, Easton, MD 21601

  Welcome to this stunning two-story Wittman model in the sought-after 55+ section of Easton Club East by Del Webb. Situated on a beautifully landscaped corner lot near the clubhouse and community amenities, this spacious 3-bedroom, 3-bath home offers style, comfort, and function. Step inside to a bright, open floor plan featuring a gourmet kitchen with granite countertops, GE Profile appliances,

  Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

  29638 Janets Way, Easton, MD 21601
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  /44

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  228 Tyler Ave, Saint Michaels, MD 21663

  This handsome home is nestled in the trees on a quiet cul de sac in Rio Vista. This popular neighborhood is five minutes from historic St. Michaels and offers public sewer and water with no town taxes. Rio Vista has a waterfront picnic area and boat slips for rent to residents for $225 per slip.This home has been very nicely maintained by the original owner. It offers one-level living, with a

  Debra Crouch Benson & Mangold, LLC

  228 Tyler Ave, Saint Michaels, MD 21663
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  /49

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  8862 Roundhouse Cir, Easton, MD 21601

  Private backyard in Vibrant Community. Get lost in this backyard oasis close to downtown Easton in the very exciting neighborhood of Mulberry Station. Minutes from downtown Easton, you will get lost in all the special nooks and crannies hiding in your hidden paradise. Lose yourself in a book under the Crepe Myrtles, Zen out next to the manmade ponds with water features. Who needs a sound machine

  Juliet Wells Coldwell Banker Chesapeake Real Estate Company

  8862 Roundhouse Cir, Easton, MD 21601
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  $514,000

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft

  414 S Aurora St, Easton, MD 21601

  Welcome to 414 S Aurora Street — a move-in ready home near Easton’s historic district with outstanding walkability and unbeatable condition. This three-bedroom, two-bath Colonial offers timeless curb appeal and has been immaculately maintained. From the original hardwood floors to the updated kitchen and fenced backyard, every space reflects care and pride of ownership. Step inside through the

  Julie Stevenson Shore Living Real Estate

  414 S Aurora St, Easton, MD 21601
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  /17

  $410,000

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

  28520 Augusta Ct, Easton, MD 21601

  Beautifully maintained townhome, perfectly situated in the highly sought-after Easton Club Community. Offering a bright and open floor plan, this home features two spacious primary suites on the entry level and two full bathrooms. Upstairs, you'll find a large finished bonus room with roughed-in plumbing, offering endless potential for a third bedroom, office, or additional living space. The home

  Meghann Rauch Rauch Properties, LLC

  28520 Augusta Ct, Easton, MD 21601
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  /54

  $499,000

  • 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+ Community Welcome 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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  /89

  $550,000

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

  7371 Michael Ave, Easton, MD 21601

  Welcome to Easton Club East — a vibrant 55+ community offering the perfect blend of comfort, convenience, and coastal charm on Maryland’s Eastern Shore.This beautifully maintained Merion model features 3 bedrooms, 2.5 baths, and a thoughtfully designed layout ideal for those looking to downsize without compromising quality or space. This home is also situated on one of the premier lot

  Coard Benson Benson & Mangold, LLC

  7371 Michael Ave, Easton, MD 21601
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  /63

  $525,000

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

  29830 Hillary Ave, Easton, MD 21601

  Chesapeake by Del Webb - 55+ age restricted section of community. McDaniel model in move-in condition. Living room, dining room, family room with gas fireplace, open gourmet kitchen with breakfast area, granite countertops, cooktop, double wall oven, sunroom, 1st floor primary suite with double vanities, jacuzzi tub and separate shower. Laundry room and powder room. 2nd floor has loft, 2 guest

  Judy Moore Benson & Mangold, LLC

  29830 Hillary Ave, Easton, MD 21601
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  /35

  $529,900

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  203 E Earle Ave, Easton, MD 21601

  This charming 1910 historic home offers timeless character and incredible potential. Lovely hardwood floors run throughout, with standout features like a spacious sunroom with brick flooring and a cozy family room with built-in shelves and cabinets. The main level includes a living room, family room, sunroom, country kitchen, laundry area, and powder room. The kitchen opens to a generously sized

  Randy Staats Benson & Mangold, LLC

  203 E Earle Ave, Easton, MD 21601
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  /2

  $520,000

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

  8800 Roundhouse Cir, Easton, MD 21601

  Stacie Luhrman Benson & Mangold, LLC

  8800 Roundhouse Cir, Easton, MD 21601
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  /10

  $686,160 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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