12

New Windsor, MD Homes for Sale with Acreage

Section Image Section Image
  • 118 S Clear Ridge Rd, New Windsor, MD 21776
    118 S Clear Ridge Rd, New Windsor, MD 21776
    118 S Clear Ridge Rd, New Windsor, MD 21776
    /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
  • 14746 New Windsor Rd, New Windsor, MD 21776
    14746 New Windsor 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
  • Lot 6, South Parsonage Ln, New Windsor, MD 21776
    Lot 6, South Parsonage Ln, New Windsor, MD 21776
    Lot 6, South Parsonage Ln, 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
  • 3895 Buffalo Rd, New Windsor, MD 21776
    3895 Buffalo Rd, New Windsor, MD 21776
    3895 Buffalo Rd, 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
  • Parcel # 22 Sams Creek Rd, New Windsor, MD 21776
    Parcel # 22 Sams Creek Rd, New Windsor, MD 21776
    Parcel # 22 Sams Creek Rd, New Windsor, MD 21776
    /26

    $199,900

    • Land
    • 5.87 Acres
    • $34,055 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
  • 3501 Sams Creek Rd, New Windsor, MD 21776
    3501 Sams Creek Rd, New Windsor, MD 21776
    3501 Sams Creek 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
  • 3816 A Jim Smith Ln, New Windsor, MD 21776
    3816 A Jim Smith Ln, New Windsor, MD 21776
    3816 A Jim Smith Ln, 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
  • 0 New Windsor Rd Unit MDFR2073236, New Windsor, MD 21776
    0 New Windsor Rd Unit MDFR2073236, New Windsor, MD 21776
    /2

    $725,000

    • Land
    • 5.41 Acres
    • $134,011 per Acre

    0 New Windsor Rd Unit MDFR2073236, New Windsor, MD 21776

    Seller open to partial financing! Exceptional opportunity in the beautiful scenic hills of Frederick County, Maryland! This 5.4± acre Agricultural-zoned property offers rare, verified subdivision potential and flexible purchase options, making it ideal for builders, investors, or end users seeking both immediate enjoyment and long-term upside. Per a Subdivision Potential Verification Letter

    Sam Benkirane Proplocate Realty, LLC

    0 New Windsor Rd Unit MDFR2073236, New Windsor, MD 21776
  • 15030 New Windsor Rd, New Windsor, MD 21776
    15030 New Windsor Rd, New Windsor, MD 21776
    15030 New Windsor 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
  • 2108 Dennings Rd, New Windsor, MD 21776
    2108 Dennings Rd, New Windsor, MD 21776
    2108 Dennings 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
  • 1345 Wakefield Valley Rd, New Windsor, MD 21776
    1345 Wakefield Valley Rd, New Windsor, MD 21776
    1345 Wakefield Valley Rd, 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
  • 10301 Mckinstry Mill Rd, New Windsor, MD 21776
    10301 Mckinstry Mill Rd, New Windsor, MD 21776
    10301 Mckinstry Mill 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
Maryland Carroll County New Windsor

Homes for Sale with Acreage in New Windsor, MD

How to Buy a Home How to Finance a Home How to Sell a Home

In New Windsor, there are currently 12 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in New Windsor, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in New Windsor and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group