Homes for Sale in New Windsor, MD

If you're searching for homes for sale in New Windsor, MD, you're likely looking for a quieter lifestyle with space, charm, and a strong sense of community.

 

New Windsor offers a more rural feel while still being conveniently located within Carroll County.

Why Buyers Choose New Windsor

Buyers are drawn to New Windsor for:

 

  • Peaceful surroundings
  • Larger properties and open space
  • Small-town atmosphere
  • Less competition compared to larger areas

Real Estate Market

You’ll find:

 

  • Single-family homes with land
  • Farmettes and rural properties
  • Historic homes with character
  • 55+ Active Adult Communities
  • More affordable options compared to nearby towns

Lifestyle

Living in New Windsor means:

 

  • Quiet, scenic surroundings
  • A slower pace of life
  • Strong community feel

What to Know Before You Buy

New Windsor is ideal for buyers looking for space and privacy—but property differences matter.

I help buyers:

 

  • Evaluate land and property value
  • Identify the best opportunities
  • Make confident decisions

Work With a Local Expert

If you're considering New Windsor, I’d love to help guide you through the process.

Reach out anytime to start your search.

Homes for Sale in New Windsor MD

$309,000
4 Beds ⋅ 2 Baths
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 yourself!"*** The home is located in the historic town of New Windsor, MD, and only needs your love and vision. You’ll find this 4 bedroom, one and a half bath property to be more than roomy. Your Kitchen with stainless appliances opens to the spacious dining room for easy entertaining. The main level offers, living, dining, laundry, and the half bath. Step out back to your fenced in yard with private patio for coffee/tea, or reading your favorite book. Upstairs, you will find generously sized bedrooms, a full bath, and a stairway to the bonus level. Use the third level for additional storage, or its waiting for your vision to add living space. Convenient off-street parking in the rear gives you security for your vehicles. New Windsor offers rich history with the small-town feel, but is close to all the amenities of Westminster, only a 10-minute drive away. Let’s work together to make this your next home. Schedule your tour today.

221 Main St, New Windsor

Listing courtesy of Corner House Realty. Contact: (443) 499-3839
$339,900
3 Beds ⋅ 3 Baths
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 ago. The perfectly designed kitchen is complete with 42” cabinets, stainless farmhouse sink, a Quartz center island with generous culinary space, JennAir stove/oven, stainless steel appliances, and durable, wide plank, luxury vinyl stone look flooring. The oversized laundry room is conveniently located off the kitchen. Upstairs has easy-care, engineered hardwood flooring that flows perfectly into the beautiful en suite bathroom, with new vanity, toilet, shower, and custom-designed shower doors. Exit the kitchen onto the large Trex-style deck overlooking a level fenced yard with a spacious shed for your outdoor storage needs. This is the perfect place to call home for small-town living with all the modern conveniences, located in the beautiful town of New Windsor, approximately 10 minutes from Westminster.

204 Church St, New Windsor

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4107959600
$355,900
4 Beds ⋅ 2 Baths
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 bedroom, or the perfect hang out area.

1326 Old New Windsor Rd, New Windsor

Listing courtesy of Brook-Owen Real Estate. Contact: (410) 733-8652
$364,900
3 Baths
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 are greeted by a dedicated entry area that opens into a spacious sanctuary adorned with stunning stained glass windows, filling the space with warmth and natural light. The building includes six large, windowed rooms that are ideal for gatherings, classrooms, or office use—each offering natural light and flexibility for a variety of needs. The lower level features a generous 38' x 24' dining area alongside an impressive commercial-style kitchen equipped with a ten-burner gas stove, oversized sink, two refrigerators, and abundant cabinet and counter space—ideal for hosting community meals or events. This level also includes windows and a ground-level entrance, allowing for easy loading and unloading of supplies. An attached storage room in the rear of the building provides additional space for equipment or seasonal items. Thoughtfully updated, the property includes one main-level bathroom and two on the lower level, and a stair-accessible chairlift that conveys with the sale. Dual oil furnaces, and central air conditioning on both levels ensure comfort and functionality year-round. A water treatment system is also in place for added peace of mind. With agricultural zoning and a long history of use as a church, this property offers potential for continued religious use or a variety of other permitted purposes. It’s a rare opportunity to own a timeless structure with character, functionality, and serene surroundings. Listing broker does not guarantee permissible uses, it is sole responsibility of buyer and buyer's agent to ensure buyer's intended use complies with zoning and land use through Carroll County and/or applicable government agency controlling parcel.

2900 Marston Rd, New Windsor

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$385,000
3 Beds ⋅ 2 Baths
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 summer days. Inside, you'll find a functional layout with comfortable living spaces designed for everyday living. Conveniently located in a desirable area close to shopping, dining, schools, and major commuter routes, this home combines a peaceful setting with easy access to everything you need. Whether you're looking for a place to entertain or simply enjoy everyday living, this home is ready to welcome you.

315 College Ave, New Windsor

Listing courtesy of Keller Williams Flagship. Contact:

$449,900
3 Beds ⋅ 2 Baths
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 and dining room with access to the rear deck through a new sliding door, with three bedrooms and an updated full bath completing the first level. The finished walk-out lower level provides additional living space with luxury vinyl plank flooring, recessed lighting, a brick fireplace with wood stove insert, powder room, laundry area, workshop and plenty of storage. Recent improvements include a new roof (2024), new furnace (2024), efficient heat pump, Trex deck with aluminum railings, new sliding door, new shed, new side entry door, new fence, new HWH, new heat pump and water treatment system. Enjoy the spacious backyard featuring mature landscaping, new split rail fencing, two large storage sheds and patio. Conveniently located with easy access to Westminster while offering the tranquility of country living.

3527 Hooper Rd, New Windsor

Listing courtesy of The KW Collective. Contact: 4435741600
$450,000
3 Beds ⋅ 2 Baths
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 upstairs—perfect for a dedicated work-from-home space. Inside, dual staircases add a touch of historic character and architectural flair, while a large attic and a walk-out basement provide abundant extra storage. At the heart of the home, the modern kitchen features beautiful cabinets proudly produced and crafted just down the road right here in New Windsor. Outside, enjoy a meticulously manicured yard and a detached, fully powered one-and-a-half-car garage with convenient rear-alley entry and parking for up to four vehicles. Brimming with original character and completely move-in ready, this one-of-a-kind beauty eagerly awaits its next owners. Schedule your tour today and make this authentic piece of history your own!

307 Church St, New Windsor

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: howardcounty@penfedrealty.com
$484,900
3 Beds ⋅ 3 Baths
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 watch the amazing sunsets over the farmland! The open first floor creates an inviting flow between the living room, dining area, and kitchen, perfect for everyday living and entertaining. Enjoy quiet mornings on the welcoming front porch while taking in the surrounding countryside. Upstairs you will find three spacious bedrooms including a private primary suite with walk in closet featuring custom shelving and a beautifully appointed bath with dual vanity and separate shower. A convenient laundry room located on the bedroom level adds everyday functionality. Major systems have been recently updated including a new hot water heater installed in 2026, offering added peace of mind for the next owner. Located just ten minutes from downtown Westminster shopping and dining, fifteen minutes to Old Westminster Winery, and minutes from scenic walking trails, this property offers the perfect balance of rural tranquility and convenient access to town amenities.

118 S Clear Ridge Rd, New Windsor

Listing courtesy of Cummings & Co. Realtors. Contact: 4108230033
$549,900
3 Beds ⋅ 2 Baths
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 PRIVACY: Fully Finished Lower Level with Full Kitchen, Full Bath, Laundry Room, Family Room and Lg Den and Lg Study. Each of the Bonus Rooms have a large storage closet. JUST REDUCED $10,000 Attached Rear Entry 2 Car Garage. Owner is Licensed Real Estate Broker. Agent is related to Seller. Utilities- Electric-First Energy Propane- Thompson Gas for Service Well/ Septic- Fogel for Service

3235 Old Liberty Rd, New Windsor

Listing courtesy of Sweet Properties, LLC. Contact: 301-606-3140
$550,000
5 Beds ⋅ 3 Baths
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 the city of Westminster and Frederick, this home it is larger than it looks the 5 bedrooms and 2.5 bathrooms has had many upgrades/updates done in the last 2 years such as gourmet kitchen with upgraded appliances, bathroom renovations, engineered hardwood floors, new washer and dryer, heat pump , water heather, new shed, views that will not disappoint and a huge roof decking to enjoy with family and friends that add extra space.

1604 Old New Windsor Rd, New Windsor

Listing courtesy of Realty Advantage of Maryland LLC. Contact: 3018819800
$550,000
5 Beds ⋅ 5 Baths
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 bedrooms, 4.5 bathrooms, two full kitchens, 2 living rooms, two washers, and two dryers, this unique home is thoughtfully designed to accommodate a variety of living arrangements while providing comfort, privacy, and flexibility. The functional floor plan allows for separate living areas, making it ideal for households seeking additional privacy, long-term guests, or extended living space. The second kitchen and dedicated laundry areas offer convenience and independence, which can enhance everyday comfort for everyone in the home. The partially finished basement provides even more potential, with ample space to create additional rooms for recreation areas, offices, hobby rooms, or storage to suit your needs. Whether you're looking for room to grow, space for home-based activities, or a property that can adapt to changing circumstances, this home offers exceptional versatility. Investors and buyers seeking flexible living arrangements will appreciate the layout's potential for creating separate 2 living spaces, subject to local zoning and permitting requirements and possible use as assisted living facility or other shared living home. The generous design also offers opportunities for those exploring shared living configurations or future customization. Located on a quiet cul-de-sac in desirable New Windsor, this property combines generous square footage with the flexibility to meet a wide range of housing needs. If you've been searching for a home that can evolve with your lifestyle, this home is ready to welcome your vision.

2828 Graybill Ct, New Windsor

Listing courtesy of EXIT Realty Center. Contact: 301-792-6812
$600,000
4 Beds ⋅ 4 Baths
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 with no HOA. This beautifully maintained 4-bedroom, 3.5-bath split-level home combines modern updates, flexible living arrangements, and outstanding indoor and outdoor living spaces in a desirable area. The main residence features 3 bedrooms, 2.5 baths, and new LVP flooring throughout. The centerpiece of the home is the fully remodeled gourmet kitchen, showcasing soft-close white shaker cabinetry, Calacatta Ultra Quartz countertops, stainless steel appliances, wide-wood look plank porcelain tile flooring tile and a stunning 7-foot double waterfall island perfect for entertaining and everyday living. Andersen windows throughout provide abundant natural light, while updated lighting and fresh finishes create a bright and inviting atmosphere. A private in-law suite offers exceptional flexibility and includes its own entrance, full kitchen, living room, spacious bedroom with a large walk-in closet, full bath, private deck overlooking the backyard, dedicated washer and dryer, and an unfinished lower level providing ample storage or future expansion opportunities. Outdoor amenities include an oversized deck with custom lighting, paver patio, fenced backyard, mature landscaping, and scenic views across the property. Both decks were thoughtfully designed and built to accommodate the future addition of a four-season room or a screened-in porch, offering excellent potential to expand your living space while enjoying the surrounding views.. The attached 2-car garage conveniently connects both living spaces, while the detached 2-car garage with electric service provides additional room for vehicles, hobbies, workshop space, or storage. A separate storage shed is also included. Recent improvements include water tank (2026), luxury vinyl plank flooring (2026), French drain in the in-law suite basement (2025), complete kitchen renovation (2024), stainless steel appliances (2024), Some replacement Andersen windows (2024), water softener (2023), HVAC system (2022), well pump (2021), water heater (2020), privacy fence (2020), deck and patio improvements (2019), and roof sections and gutters (2018). The home is also wired for a generator for added peace of mind. Ideally located just minutes from Westminster, Mount Airy, shopping, dining, schools, and major commuter routes, this unique property offers the perfect blend of privacy, functionality, and modern convenience.

1423 Hallowell Ln, New Windsor

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