13

New Windsor, MD Homes for Sale under $500,000

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  • /43

    $484,900

    $14K PRICE DROP
    • 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

    118 S Clear Ridge Rd, New Windsor, MD 21776
  • /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
  • /46

    $450,000

    Open Sun 12PM - 2PM $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft

    307 Church St, New Windsor, MD 21776

    Discover this magnificently unique "Painted Lady" Victorian nestled in the heart of historic New Windsor! *Instant equity - this property recently appraised at $495K* Originally built in 1888, this home beautifully pairs the timeless charm of its 138-year backstory with modern updates for effortless comfort. This rare find features 3 bedrooms, 2 full baths, and a versatile bonus room

    Michael Guzzo Berkshire Hathaway HomeServices PenFed Realty

    307 Church St, 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
  • /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
  • /59

    $500,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,224 Sq Ft

    2812 Town View Cir, New Windsor, MD 21776

    Beautifully updated villa-style townhouse residence offering 3 bedrooms and 2.5 bathrooms in sought-after Snader’s Summit. // A covered front patio welcomes you inside the main level, where hardwood floors flow throughout the foyer with a convenient powder room and continue into the open-concept great room. // The dining area, accented by a chandelier, sits adjacent to the stunning eat-in kitchen

    Bob Lucido Keller Williams Lucido Agency

    2812 Town View Cir, 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
  • /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
  • /37

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    3527 Hooper Rd, New Windsor, MD 21776

    Beautifully updated rancher situated on a rear fenced lot in scenic New Windsor! This move-in ready home features refinished hardwood floors, fresh interior paint, and a bright, inviting layout filled with natural light. The renovated kitchen offers quartz countertops, gray cabinetry, engineered tile flooring, a subway tile backsplash, recessed microwave, and new side entry door. Separate living

    Cathy Blassino The KW Collective

    3527 Hooper Rd, New Windsor, MD 21776
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