New Windsor Homes for Sale

Welcome to New Windsor, Maryland—a charming small town that perfectly blends picturesque landscapes with a rich historical backdrop. Nestled in Carroll County, New Windsor is known for its friendly atmosphere, vibrant community spirit, and stunning views of the surrounding countryside. With a population of just over 1,500 residents, this tight-knit community offers a peaceful retreat from the hustle and bustle of city life while still being conveniently located near major highways for easy access to nearby urban centers.

New Windsor boasts an array of recreational opportunities, including beautiful parks and trails that invite residents to explore the great outdoors. Whether you're strolling through the scenic streets lined with historic homes or enjoying a leisurely afternoon at one of the local parks, you’ll quickly fall in love with the serene environment. The town also hosts various community events throughout the year, fostering a sense of belonging and connection among residents.

For those looking to make New Windsor their home, the real estate market offers an exciting selection of homes for sale. From charming single-family houses with character to modern new builds that cater to contemporary tastes, there’s something for everyone. Many properties feature spacious yards, perfect for families or those who enjoy gardening. With competitive pricing and a strong sense of community, New Windsor is an ideal place to settle down and create lasting memories.

Explore the homes for sale in New Windsor today and discover the perfect blend of small-town charm and modern living. Your dream home awaits in this delightful Maryland town!

Newest New Windsor Homes for Sale

315 College Ave, New Windsor $385,000

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 inv...

3 Beds
2 Baths

Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

2828 Graybill Ct, New Windsor $550,000

Coming Soon! Welcome to 2828 Graybill Court in New Windsor, MD—a spacious and versatile property offering endless possibilities for today's evolving lifestyle. With 5 be...

5 Beds
5 Baths

Courtesy of EXIT Realty Center

Listing courtesy of EXIT Realty Center. Contact: 301-792-6812

1326 Old New Windsor Rd, New Windsor image

1326 Old New Windsor Rd, New Windsor $355,900

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 ...

4 Beds
2 Baths

Courtesy of Brook-Owen Real Estate

Listing courtesy of Brook-Owen Real Estate. Contact: (410) 733-8652

3527 Hooper Rd, New Windsor $449,900

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 ...

3 Beds
2 Baths

Courtesy of The KW Collective

Listing courtesy of The KW Collective. Contact: 4435741600

9787 Mckinstry Mill Rd, New Windsor image

9787 Mckinstry Mill Rd, New Windsor $1,450,000

Welcome home to this exceptional custom-built property on 1.69 private acres in New Windsor, Frederick County, MD. Built in 2014 by Lancaster Craftsman Builders, this Har...

5 Beds
5 Baths

Courtesy of LPT Realty, LLC

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

1423 Hallowell Ln, New Windsor $600,000

Aging Parents? College kids who need their own space? Check out his stunning multi-generational home offering over 3,700 square feet of living space on 1.5+ private acres...

4 Beds
4 Baths

Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

1604 Old New Windsor Rd, New Windsor image

1604 Old New Windsor Rd, New Windsor $550,000

Welcome to this charming home situated on a 3 ac lot offering the best of both worlds, close to town and the beauty and tranquility of country life. Located minutes to t...

5 Beds
3 Baths

Courtesy of Realty Advantage of Maryland LLC

Listing courtesy of Realty Advantage of Maryland LLC. Contact: 3018819800

3235 Old Liberty Rd, New Windsor $549,900 ▼

Fully Updated Brick Rancher, Main Level Features Open Concept Kitchen, Living Room and Dining Room. 3 Bedrooms, Full Bath and Laundry LOWER LEVEL FEATURES ADDITIONAL PRI...

3 Beds
2 Baths

Courtesy of Sweet Properties, LLC

Listing courtesy of Sweet Properties, LLC. Contact: 301-606-3140

307 Church St, New Windsor $450,000 ▼

Discover this magnificently unique "Painted Lady" Victorian nestled in the heart of historic New Windsor! *Instant equity - this property recently appraised at $495K* Ori...

3 Beds
2 Baths

Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: howardcounty@penfedrealty.com

204 Church St, New Windsor $339,900 ▼

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 rel...

3 Beds
3 Baths

Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4107959600

2140 Marston Rd, New Windsor $699,900 ▼

*NEW PRICE* Welcome Home to This custom built Colonial on nearly 2 beautiful acres here in New Windsor, MD. The home is very charming with a unique layout and original ha...

4 Beds
3 Baths

Courtesy of LPT Realty, LLC

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

2613 Liberty Rd, New Windsor $45,000

ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 7/17/2026, 10:00 AM. Bidding ends 7/21/2026, 12:50 PM. The ...

2 Beds
1 Baths

Courtesy of Ashland Auction Group LLC

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124