New Windsor Homes for Sale

New Windsor Homes for Sale

Welcome to New Windsor, Maryland—a hidden gem nestled in the heart of Carroll County. This charming town perfectly blends small-town charm with modern amenities, making it an ideal place for families, young professionals, and retirees alike. With its picturesque landscapes, friendly community, and rich historical roots, New Windsor offers a serene lifestyle that’s just a stone's throw away from the bustling cities of Baltimore and Washington, D.C.

New Windsor is renowned for its scenic beauty, characterized by rolling hills, lush greenery, and beautiful parks. Residents enjoy a variety of outdoor activities, from hiking and biking to picnicking in the local parks. The town is also home to several historic sites, adding a touch of nostalgia to its vibrant atmosphere. With a close-knit community, you’ll find plenty of opportunities to engage with neighbors at local events, farmers' markets, and seasonal festivals.

For those considering a move to New Windsor, the real estate market offers a diverse selection of homes for sale. From charming historic houses that reflect the town's rich heritage to modern family homes equipped with the latest amenities, there’s something for everyone. Whether you’re searching for a cozy starter home or a spacious residence with room to grow, New Windsor has properties that cater to all lifestyles and budgets.

Explore the possibilities that await you in New Windsor, where the warmth of community meets the comfort of home. Your dream home is just around the corner in this delightful town!

Newest New Windsor Homes for Sale

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:

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

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

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

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

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

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

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

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. Roof replaced in 2022. Added new insulation and a pull down latter from attic to garage for additional storage. A new submersible well pump system with 1/2 hp Goulds well pump and a new 33 Gal Pressure Tank was added in 2021 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's for Service Plumbing: Sean Biscarr

3235 Old Liberty Rd, New Windsor

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

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

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

4 Beds ⋅ 3 Baths

This home 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 modern updates. Step through the double front doors into a welcoming foyer with a convenient half bath. The main level features stylish luxury vinyl plank flooring throughout (except the powder room), giving the space a clean, updated feel. The recently remodeled kitchen is a true standout, featuring quartz countertops, stainless steel appliances, a stylish backsplash, bay window and recessed lighting—perfect for hosting friends and family. Just off the kitchen, the spacious family room offers a warm gathering space with a full-wall brick propane fireplace, wood mantel, and recessed lighting. A three-panel slider opens to a screened-in porch with a cathedral ceiling and ceiling fan, measuring 13' x 12', with additional adjoining decks (12' x 12' and 18' x 12')—perfect for relaxing or hosting outdoors. The dining room offers plenty of space for gatherings, complete with chair rail and crown molding, and the living room adds even more room to spread out, also featuring crown molding. Upstairs, you’ll find four very large size bedrooms, including a comfortable primary suite with its own wood-burning fireplace, a beautifully updated bathroom with a spa-like shower, and a walk-in closet. The lower level is ready for your ideas—whether you’re thinking about a home gym, movie room, or extra living space. If desired, the laundry room could be easily relocated to the lower level with hookups already in place. A slider door and an additional exit door make this lower level easily accessible. Major updates have already been done for you, including the kitchen (2025), water holding tank (2026), garage floor and deck staining (2024), hot water heater (2021), and roof, LVT flooring, primary bath, and radon remediation (2019). The home is also equipped with 400 amp service. If you’re looking for a move-in ready home in a quiet, natural setting, this one is definitely worth a look. Come see it for yourself—you won’t want to miss it!

4036 Roop Rd, New Windsor

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

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