14

New Windsor, MD Houses for Sale

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  • /44

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    118 S Clear Ridge Rd, New Windsor, MD 21776

    Welcome to this beautifully rebuilt modern farmhouse in New Windsor, where timeless charm meets modern comfort on 1.53 scenic acres. Originally dating back to the 1870s and thoughtfully rebuilt in 2023, this three bedroom, two full and one half bath home offers over 2,050 square feet of light filled living space surrounded by peaceful farmland views. Use your built in firepit on the patio to

    Agent Photo

    Nikki Nail

    Cummings & Co. Realtors

    (443) 888-2315

    118 S Clear Ridge Rd, New Windsor, MD 21776
  • /2

    $895,000 Coming Soon

    • 6 Beds
    • 4.5 Baths
    • 5,020 Sq Ft

    14746 New Windsor Rd, New Windsor, MD 21776

    WILL BE READY FOR SHOWINGS ONCE NEW ROOF IS INSTALLED AND WE HAVE PROFESSIONAL PHOTOS!With over 5,700 square feet, this stately brick-fronted Executive-style 6-bedroom, 4.5 bath Colonial sits on a small knoll and features 360 degree views. Inside, the expansive interiors lend themselves to gracious living. Outside, you will fall in love with the bucolic, pastoral views while enjoying your

    Agent Photo

    Crystal Pickett

    EXP Realty, LLC

    (443) 347-5516

    14746 New Windsor Rd, New Windsor, MD 21776
  • /44

    $575,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    2832 Graybill Ct, New Windsor, MD 21776

    Welcome to 2832 Graybill Ct. Location, Location, Location, Location! This 4-bedroom, 2.5-bathroom house is in Maryland's beautiful countryside in the midst of protected farmland and within minutes of Westminster’s shopping. No HOA! It offers gorgeous views of the Catoctin Mountains from its large back deck. The house itself is on a quiet cul-de-sac and is eye-catching with its stone facade and a

    Tricia Stonesifer Keller Williams Keystone Realty

    2832 Graybill Ct, New Windsor, MD 21776
  • /24

    $499,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,668 Sq Ft

    414 High St, New Windsor, MD 21776

    Gorgeous! Step into timeless elegance at 414 High Street, a beautifully updated Colonial in the heart of historic New Windsor! This stately 3-bedroom, 2.5-bath home brimming with character and modern comforts sits on a generous half-acre corner lot. Exciting news: This address is included in an upcoming state streetscape project, which will add brand-new sidewalks and pedestrian

    Kay Brenner Epique Realty

    414 High St, New Windsor, MD 21776
  • /18

    $733,048

    • 3 Beds
    • 4 Baths
    • 2,352 Sq Ft

    Lot 6, South Parsonage Ln, New Windsor, MD 21776

    Harlow model to be built by Grossnickle Construction. This home features an open living concept with 9' ceilings and a main-level primary bedroom. Standard finishes include a gourmet kitchen with quartz countertops, stainless steel appliances, and a large island; solid hardwood floors in the main living areas, ceramic tile in the bathrooms, laundry, and mudroom; Moen plumbing fixtures; and a

    David Wilkinson MacRo, Ltd.

    Lot 6, South Parsonage Ln, New Windsor, MD 21776
  • /44

    $674,999

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

    3895 Buffalo Rd, New Windsor, MD 21776

    Take advantage of our new price before another buyer does! Welcome to this beautifully maintained 4 bedroom, 2.5 bath home with tons of amazing features! Situated on 1.49 acres, you'll note the serene beauty of the location that backs to a Forest Conservation Easement for ultimate privacy. Upon entering, you'll first note the warm wood floors and elegant oak staircase in the two story foyer. The

    Kathryn Sullivan RE/MAX Distinctive Real Estate, Inc.

    3895 Buffalo Rd, New Windsor, MD 21776
  • /70

    $2,350,000

    • 3 Beds
    • 2.5 Baths
    • 3,688 Sq Ft

    3501 Sams Creek Rd, New Windsor, MD 21776

    Experience serene living on this unique 88-acre estate, where vintage charm meets modern luxury. The main house showcases wide plank wood floors and original stonework throughout, blending historical elegance with contemporary design. The spacious living room features a brick fireplace, perfect for cozy evenings, while the dining room is ideal for gatherings. Enjoy stunning morning views from the

    Tony 'C' Checchia VCRE.CO

    3501 Sams Creek Rd, New Windsor, MD 21776
  • /5

    $100,000

    • 2 Beds
    • 1 Bath

    2613 Liberty Rd, New Windsor, MD 21776

    Welcome to 2613 liberty road. Situated on over a quarter acre of land in the desirable town of New Windsor. This location and view will have you absolutely delighted. The home needs a major rehab but there's plenty of room to enjoy outdoor activities or gardening. The inviting and ample outdoor space make it perfect for relaxation and entertainment. Don't miss the opportunity to make this

    Solomon Zaldivar Compass

    2613 Liberty Rd, New Windsor, MD 21776
  • /34

    $400,000

    • 3 Baths
    • 3,373 Sq Ft

    2900 Marston Rd, New Windsor, MD 21776

    Discover the charm and opportunity of this beautiful historic church, originally built in 1878 and offering over 5,100 square feet of interior space. Set on a peaceful 0.7-acre lot surrounded by picturesque farmland, the property combines pastoral views with a convenient, expansive parking area.A welcoming front ramp provides easy access into the building, where visitors are greeted by a

    Paul MacKenzie Berkshire Hathaway HomeServices Homesale Realty

    2900 Marston Rd, New Windsor, MD 21776
  • /63

    $995,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,962 Sq Ft

    15030 New Windsor Rd, New Windsor, MD 21776

    Custom built craftsman home nestled on 1.7 acres in rural Frederick County. Experience the perfect blend of rustic surroundings and modern details in this beautiful, newly constructed contemporary home. Lots of curb appeal with crisp white batten board siding and black framed windows. The first floor is open concept with 10-foot ceilings, throughout. Gourmet kitchen with functional, working

    Jennifer Liberto New Solutions Realty

    15030 New Windsor Rd, New Windsor, MD 21776
  • /25

    $875,000 New Construction

    • 4 Beds
    • 3.5 Baths

    2108 Dennings Rd, New Windsor, MD 21776

    Superior Quality New construction by local builders JP & SB Homes ... Photos of Finished products are not of this model and are provided so you can see the quality of construction... some photos include upgrades while others are standard features! More photos can be provided upon request... Hurry and see this home and select your finishes before the builders selects them for you! This is not your

    Jim Bim Winning Edge

    2108 Dennings Rd, New Windsor, MD 21776
  • /37

    $349,000 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,936 Sq Ft

    221 Main St, New Windsor, MD 21776

    You must have a look at this gorgeous Colonial home featuring stunning craftsmanship and beautiful woodwork including original pocket doors and custom handrails on the flowing staircase leading to 4 generous sized bedrooms on the second level. The home is located in the historic town of New Windsor, MD. You’ll find this 4 bedroom, one and a half bath property to be more than roomy. Your Kitchen

    Frank Lancelotta Corner House Realty

    221 Main St, New Windsor, MD 21776
  • /52

    $565,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    1345 Wakefield Valley Rd, New Windsor, MD 21776

    Welcome to 1345 Wakefield Valley Rd in New Windsor—a solid 3 bed, 2 bath rancher sitting on 1.3 acres in a great location for commuters. This home has been nicely updated over the years, featuring quartz countertops, updated bathrooms, new Anderson windows, and a new HVAC system. The layout is simple and functional, plus a partial basement and crawlspace for extra storage. You’ve also got a 2-car

    Chance Stem LPT Realty, LLC

    1345 Wakefield Valley Rd, New Windsor, MD 21776
  • /43

    $400,000

    • 4 Beds
    • 4.5 Baths
    • 5,770 Sq Ft

    10301 Mckinstry Mill Rd, New Windsor, MD 21776

    Auction Property. In Collaboration with Alex Cooper Auctioneers. List price is Opening Bid at The Online Only Auction Sale to Be Held on The Auctioneers Website – Bidding begins Saturday, April 4, 2026 & ends Thursday, April 9, 2026 at 12:00 PM. Grounds include a bank barn with animal stalls, fenced pastures, multiple outbuildings, and a picturesque pond—ideal for a variety of agricultural or

    Melanie James Berkshire Hathaway HomeServices Homesale Realty

    10301 Mckinstry Mill Rd, New Windsor, MD 21776
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