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Colonial Homes for Sale in New Windsor, MD

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  • /43

    $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
  • /67

    $895,000

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

    14746 New Windsor Rd, New Windsor, MD 21776

    BRAND NEW ROOF with 50 year warranty! This stately brick-fronted Estate-Style 5,700 sf Colonial w/6-bedroom, 4.5 bath sits on a small knoll and features 360 degree views. Inside this smart home, the expansive interiors lend themselves to gracious living in a beautifully landscaped pastoral setting. Set back off the road, this petite pocket neighborhood (NO HOA) of elegant homes on large lots is

    Agent Photo

    Crystal Pickett

    EXP Realty, LLC

    (443) 720-7459

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

    $874,998

    • 4 Beds
    • 3.5 Baths
    • 3,457 Sq Ft

    2108 Dennings Rd, New Windsor, MD 21776

    Superior Quality New construction by local builders JP & SB Homes ... Hurry and see this home and select your finishes before the builders selects them for you! 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... This is not your

    Jim Bim Winning Edge

    2108 Dennings Rd, New Windsor, MD 21776
  • /67

    $750,000

    • 6 Beds
    • 8 Baths
    • 5,242 Sq Ft

    120 Water St, New Windsor, MD 21776

    Price Reduced! For Sale: A rare and exceptional property located in the historic Town of New Windsor. Commonly referred to as, “Atlee House”, 120 Water Street (“The Property”) once operated as a full-service Bed & Breakfast and Cafe. The Colonial-style mansion is +/- 5,242 sf in size and improved with 6 bedrooms, 5 full bathrooms, 3 half bathrooms, and a private owner’s quarters on +/-

    Victor White Hogan Companies Residential

    120 Water St, New Windsor, MD 21776
  • /2

    $510,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,224 Sq Ft

    2812 Town View Cir, New Windsor, MD 21776

    **COMING SOON**

    Bob Lucido Keller Williams Lucido Agency

    2812 Town View Cir, New Windsor, MD 21776
  • /9

    $725,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,209 Sq Ft

    2140 Marston Rd, New Windsor, MD 21776

    COMING SOON! This fantastic Colonial on nearly 2 beautiful acres will be hitting the market VERY SOON here in New Windsor, MD. The home is very charming with a unique layout and original hardwood flooring, while the setting is private and the views from the porch and patio are unmatched! Full details and media available soon.

    Edward Treadwell LPT Realty, LLC

    2140 Marston 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
  • /51

    $449,900 Open Sat 11AM - 1PM

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

    414 High St, New Windsor, MD 21776

    A beautifully updated Colonial offering rare space, character, and major system upgrades — all on a half‐acre corner lot in the heart of historic New Windsor! This home is the first address included in the upcoming state‐funded streetscape project, which will add new sidewalks and pedestrian lighting, enhancing walkability, safety, and curb appeal for the entire neighborhood. Step into timeless

    Ms. Kay Brenner Epique Realty

    414 High St, New Windsor, MD 21776
  • /55

    $765,000

    • 4 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    4036 Roop Rd, New Windsor, MD 21776

    Even though this property has a New Windsor zip code, it is perfectly situated within 1.5 miles of the Taylorsville intersection at (Routes 27 & 26), with easy access to both Frederick and Eldersburg. Welcome home to this beautifully updated 4-bedroom, 2.5-bath brick-front Colonial with a lovely front porch! Tucked away on a peaceful wooded lot, this home offers a great mix of comfort, space, and

    Lucy Renehan Berkshire Hathaway HomeServices Homesale Realty

    4036 Roop Rd, New Windsor, MD 21776
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