New Windsor Real Estate

New Windsor Real Estate

Welcome to New Windsor, Maryland – a hidden gem nestled in the heart of Carroll County. This charming town combines the warmth of small-town living with the conveniences of modern amenities, making it an ideal place to call home. With a population of just over 1,500 residents, New Windsor boasts a tight-knit community where neighbors become friends and local businesses thrive.

Rich in history, New Windsor was established in the early 1800s and features beautifully preserved architecture that reflects its storied past. As you stroll through the picturesque streets, you’ll find quaint shops, delightful eateries, and inviting parks that offer the perfect backdrop for family picnics or leisurely walks. The town's commitment to preserving its heritage is evident in its annual events, such as the New Windsor Heritage Festival, which celebrates local culture and history with music, food, and activities for all ages.

Nature enthusiasts will appreciate New Windsor’s proximity to stunning landscapes and outdoor recreational opportunities. The nearby Catoctin Mountain Park and the Patapsco Valley State Park offer hiking trails, fishing spots, and breathtaking views, perfect for weekend adventures.

Families will also find an excellent quality of life here, with highly-rated schools and community programs that foster a supportive environment for children and parents alike.

Whether you’re looking for a serene place to retire, a family-friendly community to raise your children, or a vibrant locale to start anew, New Windsor, MD, is a place where dreams can flourish. Come discover the charm and warmth of this lovely town – your new home awaits!

Newest Listings in New Windsor

$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:

$550,000
5 Beds ⋅ 5 Baths
Welcome to 2828 Graybill Court in New Windsor, MD—a massive and versatile home offering endless possibilities for today's evolving lifestyle. Hiding behind what looks to be an average size home is amazing - 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. With 2 laundry areas, 2 kitchens, and multiple bedrooms and bathrooms, PLUS additional storage in the basement, you will find this home offers space galore! 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
$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
$299,900
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 perc for a conventional septic system as well. This lot is staked out- and is NOT a drive by- if you would like to see the lot, call LA for more info. Total acreage with both lots is 7.8 acres.

Nicodemus, New Windsor

Listing courtesy of RE/MAX Solutions. 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 rooms with access to the rear Trex deck with aluminum railings (2024) through a new sliding door, with three bedrooms and an updated full bath completing the main 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), Trex deck with aluminum railings (2024), paddock fence (2022), big shed (2023), new sliding door, new side entry door, new water heater, and water treatment system. Enjoy the spacious backyard featuring mature landscaping, paddock fencing, big shed, patio, and peaceful country views. 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
$275,000
4 Beds ⋅ 2 Baths
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 an understatement, which offers many rooms to designate for bedrooms, play/gaming w/ full bath. A large primary bedroom is located on main level w/ private half bath. Fenced yard w/ solar lighting for privacy, quaint paver patio sitting area and plenty of yard space for play and gardening. Must see!

312 Main St, New Windsor

Listing courtesy of RE/MAX Solutions. Contact:

$275,000
2 Beds ⋅ 2 Baths
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 extra layer of everyday convenience. Living here means more time for what you enjoy — the association takes care of snow removal, lawn maintenance, landscaping, and leaf gathering, and streets and driveways throughout the community were freshly resurfaced in 2025. Enjoy access to a clubhouse, offering space to relax or connect with neighbors. Proximity to MD 75 and 31, as well as downtown New Windsor and Westminster.

2820 Carlisle Dr Unit #15, New Windsor

Listing courtesy of Keller Williams Realty Centre. Contact:

$399,900
3 Beds ⋅ 4 Baths
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 lifting has already been completed. As shown in the photos, the property features newly installed luxury vinyl plank flooring in several areas, fresh drywall and paint, updated lighting, spacious rooms, and a partially completed renovation that simply needs the finishing touches to bring the vision to life. The expansive floor plan offers tremendous flexibility for today's lifestyle, with plenty of room for entertaining, working from home, or creating additional living spaces. This property is an excellent fit for buyers looking to build equity through a renovation loan such as an FHA 203(k), Fannie Mae HomeStyle, VA Renovation Loan, or other renovation financing options. Complete the remaining improvements and enjoy a customized home with potential value well beyond the cost of the project. Investors and contractors will also appreciate the opportunity to finish the renovation and capitalize on the strong demand for updated homes in Carroll County. Outside, the large lot provides ample space for outdoor entertaining, gardening, recreation, or future enhancements, while the peaceful New Windsor setting offers the perfect balance of country living with convenient access to Westminster, Mount Airy, and major commuter routes. Whether you're searching for your next investment, renovation project, or forever home with instant equity potential, 3601 Hooper Rd. is packed with opportunity. Bring your vision, finish what's been started, and unlock the full potential of this impressive property.

3601 Hooper Rd, New Windsor

Listing courtesy of Coldwell Banker Realty. Contact: 4107407100
$1,450,000
5 Beds ⋅ 5 Baths
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 Hardy Plank home with classic Craftsman trim offers 5 bedrooms and 4.5 bathrooms across a thoughtful main-level living layout, complete with a gourmet kitchen featuring a 48" Sub-Zero refrigerator, Wolf 60" range, quartz countertops, and custom cabinetry. The primary suite, as well as two additional bedrooms (each with their own full bathroom) are on the main level... With 2 more spacious bedrooms and full bath upstairs. Additional highlights include hardwood flooring throughout, trayed ceilings, a gas fireplace, geothermal heating and cooling, and a spacious 3-car attached garage. Outside, unwind on the hardscape patio with fire pit and custom accent lighting, and rest easy with 400-amp electrical service prepped for a generator. And then there's the detached 60' x 80' shop — a rare find for the car collector, hobbyist, or business owner, offering 16-foot ceilings, fully insulated w/ radiant heated concrete floors, a 10,000 lb BendPak 2-post lift, an 8 HP Snap-on rotary screw air compressor, two 10' x 10' and one 14' x 14' garage doors, 2 commercial grade "Big Ass Fans" a 3/4 bathroom with hot water, 200-amp electrical service, and multiple 220V outlets. Massive 2,900 sqft basement with 9ft ceilings, bathroom rough in, walkout stairs, and safe room is just waiting for your personal touches. A truly special property — schedule your private tour today.

9787 Mckinstry Mill Rd, New Windsor

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$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
$579,900
4 Beds ⋅ 4 Baths
Why wait for new construction when you can move right into this stunning, like-new home in the highly desirable Snader’s Summit community? Built less than three years ago and meticulously maintained, this exceptional 4-bedroom, 3.5-bath residence offers more than 3,500 square feet of beautifully finished living space designed for both everyday comfort and effortless entertaining. From the moment you step inside, you'll be impressed by the soaring ceilings, abundant natural light, and spacious open-concept layout. The heart of the home is the inviting living room, anchored by an electric fireplace that creates the perfect setting for cozy evenings and memorable gatherings. Step outside to the newly added partially-covered porch—an ideal extension of your living space and the perfect place to enjoy morning coffee, unwind after a long day, or entertain guests throughout the seasons. The fully finished lower level provides valuable additional living space with abundant storage, offering flexibility for a recreation room, home gym, media room, playroom, or whatever suits your lifestyle. Located just minutes from Westminster, this move-in-ready home combines the appeal of modern construction with thoughtful upgrades already completed for you. Simply unpack and start enjoying everything this beautiful home and community have to offer. Opportunities like this are rare in Snader’s Summit. Schedule your private showing today and discover why you'll want to call this one home.

2820 Town View Cir, New Windsor

Listing courtesy of Next Step Realty. Contact: 4439012200
$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
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