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New Windsor, MD Homes for Sale under $400,000

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  • /31

    $355,900

    • 4 Beds
    • 2 Baths
    • 1,772 Sq Ft

    1326 Old New Windsor Rd, New Windsor, MD 21776

    Welcome to this Updated private out of the way peaceful retreat. This cozy home brings the vacation feel to everyday life. Rustic meets modern amenities. 3-4 bedrooms 2 full baths with a versatile and unique floorplan. The garage is a mancave dream, complete with Electric water and bath. The back deck is perfect for entertaining or your own quiet getaway. Finished basement could be the 4th

    Agent Photo

    Denise Lewis

    Brook-Owen Real Estate

    1326 Old New Windsor Rd, New Windsor, MD 21776
  • /26

    $399,900

    • 3 Beds
    • 4 Baths
    • 4,156 Sq Ft

    3601 Hooper Rd, New Windsor, MD 21776

    Opportunity awaits at 3601 Hooper Rd. in New Windsor! Situated on approximately half an acre, this spacious detached home offers over 4,100 square feet of living space and an incredible chance to complete a renovation already well underway. Public records reflect a home built in 1972 on a 0.51-acre lot, providing a generous footprint with endless possibilities. A significant amount of the heavy

    Ashley Dominick Coldwell Banker Realty

    3601 Hooper Rd, New Windsor, MD 21776
  • /24

    $339,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,408 Sq Ft

    204 Church St, New Windsor, MD 21776

    The beauty of this 1899 Victorian Style Colonial offers unique historic charm, with thoughtful updates throughout. Whether it’s sipping your morning coffee or evening relaxation, the full covered front porch is the perfect outdoor living space. As you enter, you will find beautiful oak hardwood flooring throughout the living and dining rooms that was just professionally refinished about a year

    Virginia Rizzo Long & Foster Real Estate, Inc.

    204 Church St, New Windsor, MD 21776
  • /4

    $299,900

    • Land
    • 1.53 Acres
    • $196,013 per Acre

    0 Nicodemus Rd Unit MDCR2036480, New Windsor, MD 21776

    NOT A DRIVE BY, DO NOT PULL IN THE DRIVEWAY- READ DETAILED INSTRUCTIONS ON HOW TO SHOW. (bottom of agent remarks) NOT A DRIVE BY. PLEASE READ CAREFULLY- The sale of this lot includes the sale of an adjoining lot - tax ID is in agent remarks- it is 6.28 acres and is NOT buildable. The lot is very wooded & sloped & is in a flood plain. 1.5 lot IS a buildable lot, with a well in place & it has a

    Jeannette Hitchcock RE/MAX Solutions

    0 Nicodemus Rd Unit MDCR2036480, New Windsor, MD 21776
  • /16

    $199,900

    • Land
    • 8.8 Acres
    • $22,716 per Acre

    3816 A Jim Smith Ln, New Windsor, MD 21776

    Build your dream home on this ready-to-go lot at 3816 Jim Smith Lane, New Windsor, MD. This property comes with a recent survey, a passing perk test, and some county permits in place, simplifying your planning process. A perk test produced a positive yield for a 2-bedroom home, Enjoy the flexibility to design your ideal space in a serene, private setting while being conveniently located near

    Bob Chew Samson Properties

    3816 A Jim Smith Ln, New Windsor, MD 21776
  • /41

    $275,000

    • 2 Beds
    • 2 Baths
    • 971 Sq Ft

    2820 Carlisle Dr, New Windsor, MD 21776

    This condo checks all the boxes for comfortable, worry-free living. The primary bedroom features its own attached bathroom, giving you a private retreat at the end of the day. Recent updates add real peace of mind: the storm windows and door were all replaced in 2024, and the attached 1-car garage door was also replaced in 2024 and comes with a lifetime warranty. A central vacuum system adds an

    Bret Merson Keller Williams Realty Centre

    2820 Carlisle Dr, New Windsor, MD 21776
  • /36

    $309,000

    $40K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,936 Sq Ft

    221 Main St, New Windsor, MD 21776

    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 sellers are motivated and must move. Act Now. Open to ALL reasonable offers, and eager to negotiate. Schedule your private showing today and see the possibilities for

    Frank Lancelotta Corner House Realty

    221 Main St, New Windsor, MD 21776
  • /37

    $275,000

    • 4 Beds
    • 1.5 Baths
    • 1,962 Sq Ft

    312 Main St, New Windsor, MD 21776

    Welcome to Main Street New Windsor. This semi-detached home gives the vibes of a detached home with it's great size, abundance of charm, yard space and off street parking. An updated kitchen, laundry/mud room, walk in pantry and flooring are just a few of the nice modern features you will see here, add to that the charm of this older home makes this a unique home like no others. Huge upstairs is

    Melissa Divers-Reed RE/MAX Solutions

    312 Main St, New Windsor, MD 21776
  • /26

    $174,900

    $25K PRICE DROP
    • Land
    • 5.87 Acres
    • $29,796 per Acre

    Parcel # 22 Sams Creek Rd, New Windsor, MD 21776

    AWESOME SITE ... TREMENDOUS VIEWS ... Large 5.87 acre wooded lot. READY TO GO with Well & Approved Perc in place ... Setting on top of the mountain ... Incredible Panoramic Views ... Nice Flat building site .. well drilled and perc in place ( see disclosures for details ) ... SIGN POST == ( Put 2965 Sams Creek Road in your GPS to find the location) . Plats, Well & Perc information are all in the

    Jim Bim Winning Edge

    Parcel # 22 Sams Creek Rd, New Windsor, MD 21776
  • /34

    $364,900

    • 3 Baths
    • 3,373 Sq Ft

    2900 Marston Rd, New Windsor, MD 21776

    PRICE IMPROVEMENT! 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

    Paul MacKenzie Berkshire Hathaway HomeServices Homesale Realty

    2900 Marston Rd, New Windsor, MD 21776
  • /34

    $385,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,291 Sq Ft

    315 College Ave, New Windsor, MD 21776

    Welcome home to this charming 3-bedroom, 2-full-bath residence that offers the perfect blend of comfort, style, and convenience. Relax with your morning coffee on the inviting front porch or unwind in the spacious screened-in back porch overlooking your private backyard oasis.Step outside to enjoy the beautiful in-ground pool, perfect for entertaining family and friends or cooling off on warm

    Michele & Stuart Schmidt Keller Williams Flagship

    315 College Ave, New Windsor, MD 21776
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