New Windsor Homes with Driveway Parking features

Welcome to New Windsor, a charming gem nestled in the heart of Orange County, New York. This picturesque town is renowned for its rich history, stunning landscapes, and vibrant community spirit. With its convenient location just a stone's throw from the Hudson River and close proximity to the bustling cities of New York and New Jersey, New Windsor offers the perfect blend of serene suburban living and easy access to urban amenities.

As you explore this delightful area, you'll find a variety of homes that cater to diverse lifestyles and preferences. One of the standout features of many properties here is the availability of driveway parking. Imagine coming home to your own private space, free from the hassle of street parking. With driveway parking, you can easily accommodate multiple vehicles, making it an ideal choice for families, guests, or those who simply value convenience.

New Windsor's neighborhoods boast a range of architectural styles, from charming single-family homes to modern townhouses, each with its unique character and charm. The community is known for its excellent schools, beautiful parks, and a plethora of recreational activities, ensuring that residents of all ages can find something to enjoy.

Whether you're a first-time homebuyer, a growing family, or looking to downsize, New Windsor has something for everyone. With homes featuring driveway parking, you can enjoy the ease of coming and going as you please. Discover the warmth and welcoming atmosphere of New Windsor, where your dream home awaits amidst the stunning backdrop of the Hudson Valley.

Newest New Windsor Homes with Driveway Parking features

$399,000

3 Beds ⋅ 1 Baths ⋅ 1047624 MLS

Don't miss out on this wonderful opportunity to own this home in the heart of the Hudson Valley—Welcome to 66 Silver Springs Road— Picture yourself unwinding here in a rocking chair or porch swing, catching the evening breeze. Inside and out, this home offers comfort, character, and tranquility. Step into a welcoming layout and find yourself in a relaxing living room. The next room features a spacious kitchen outfitted with custom wooden countertops and an area that can be dedicated as the eat-in dining area. The second floor features two comfortable bedrooms and a bathroom. The finished, walk-up attic boasts brand-new carpeting—offering a 3rd bedroom and more living space that can be used as a home office, media room, or extra living space. Enjoy a fully fenced backyard with your own private koi pond, along entertaining around a firepit area and a covered patio. Find here a 2 car garage that will provide ample storage, workspace, or parking. Book your next tour and see what is nestled in a quiet neighborhood, with a short distance from New Windsor Elementary and Route 9W. Enjoy effortless commuting with quick access to the NYS Thruway, I-84, Stewart International Airport, and the Beacon Metro-North station (for an easy ride into NYC), minutes from local grocery stores, shops, and restaurants, as well as top Hudson Valley attractions like the Storm King Art Center, charm-filled Cornwall, and the vibrant Newburgh Waterfront. Don't forget to schedule your tour today!

66 Silver Spring Road, New Windsor

$415,000

3 Beds ⋅ 2 Baths ⋅ 1048302 MLS

Welcome to a home where comfort, charm and nature come together beautifully! This inviting 3-bedroom, 2-bath ranch offers the ease of one-floor living with a warm, open layout designed for both everyday life and entertaining. A spacious living room, dining room and open kitchen flow effortlessly together, while a cozy fireplace creates the perfect gathering spot. But step into the backyard and discover what truly makes this home unforgettable—a lovingly cultivated Monarch butterfly sanctuary. Milkweed and butterfly-friendly plantings have been carefully grown to attract, nurture and raise Monarchs, transforming the garden into a colorful, living retreat. Imagine watching Monarchs flutter through the yard, spotting caterpillars among the milkweed and experiencing the remarkable transformation from chrysalis to butterfly right at home. Whether you’re enjoying your morning coffee, tending the gardens or simply relaxing as butterflies drift through the landscape, this special backyard offers a connection to nature that is rarely found. More than a home—it’s a place to live, unwind and watch nature come to life.

105 Pine Drive, New Windsor

$325,000

3 Beds ⋅ 2 Baths ⋅ 1049039 MLS

Split level in quiet neighborhood in New Windsor - More details and photos to come!

54 Clancy Avenue, New Windsor

$675,000

3 Beds ⋅ 3 Baths ⋅ 1048171 MLS

Enjoy panoramic Hudson River views, including the historic Bannerman Island, from two private decks in the sought-after Plum Point community. This beautiful 3-bedroom, 2 1/2 bath condo has been extensively updated inside and out. Recent improvements include new roof (2025), renovated kitchen with added peninsula, bathrooms, newer windows and doors, updated flooring, newer hot water heater, and in-unit washer (brand new)and dryer. Skylights add natural light throughout. The spacious primary suite features its own river-facing deck, creating the perfect setting for morning coffee or unwinding at the end of the day. The remodeled primary bathroom features a tiled shower, double vanity, and whirlpool spa tub overlooking the river, plus a large walk-in closet with custom shelving and organizers. Enjoy the convenience of a one-car garage and private driveway parking, offering added ease for coming and going. Community amenities include pickleball, tennis, a large outdoor pool, clubhouse, playground, and basketball court. The location is ideally situated approximately 8.5 miles from Metro-North's NYC train service and just 55 miles from the George Washington Bridge, offering a wonderful balance of peaceful Hudson River living and accessibility to New York City. Whether you're looking for a full-time residence, weekend getaway, or a place to enjoy the beauty of the Hudson Valley, this exceptional condo delivers views, space, updates, amenities, and convenience, all in one remarkable setting.

272 Tamerisk Lane, New Windsor

$499,000

3 Beds ⋅ 4 Baths ⋅ 1047948 MLS

Enjoy the luxury of moving into this recently built town home located in the sought after town of New Windsor! At a boasting 2550 square feet, this spacious airy home features a one of a kind kitchen with a center island, stainless steel appliances, high ceilings and recessed lighting. The open floor plan is perfect for entertaining, with a lovely patio overlooking the spacious backyard. The upscale primary suite features an elegant en-suite bathroom, walk in closet with ample amount of space for relaxation. The finished walkout basement is an added perk that has a airy family room or fourth bedroom with a powder bath with 1 car garage. Perfect commuter location, close to Woodbury Commons, West Point and just minutes away from major highways, I-84, I-87, Route 9W, Stewart Airport, Beacon Metro North, Newburgh waterfront, shopping and just 60 miles North of NYC! Pack your bags and call this your new home!

505 Iron Forge Lane, New Windsor

$825,000

4 Beds ⋅ 5 Baths ⋅ 1044044 MLS

Lakefront living at its finest! This exceptional 4-bedroom, 4.5-bath colonial offers a rare combination of a substantial, beautifully appointed home, a private 1.2-acre lot, and significant frontage on Beaverdam Lake. Beautifully landscaped grounds and sweeping lake views create a truly private and picturesque setting, while private beach rights provide an additional way to enjoy all the lake has to offer. Inside, the home is designed for both comfortable living and effortless entertaining. The main level features a spacious open-concept layout, with the kitchen and family room creating a welcoming space for both everyday living and entertaining. The well-appointed kitchen is anchored by a stunning Wolf gas range and complemented by premium appliances, granite countertops, cherry cabinetry, and a generous center island. Hardwood flooring, recessed lighting, and thoughtful architectural details including crown and picture-frame molding add warmth and elegance throughout. The family room features a wood-burning fireplace and expansive views of the lake. The home offers exceptional spaces for gathering, including a large finished bonus room above the garage featuring a custom bar, built-in bookshelves, a beautiful pool table, and its own full bath. The finished walk-out lower level provides even more flexible space, complete with a full and half bath and direct access to the backyard. The primary suite features a spacious en-suite bath and a large walk-in closet with custom built-in drawers and dresser storage. Two laundry rooms add convenience and functionality. Outside, enjoy the lake from the recently screened back deck, complete with a new roof, or take in the peaceful surroundings from the beautifully mature landscaping. With private lake access, private beach rights, generous outdoor space, and the option to purchase the boat and trailer, this property makes it possible to embrace the lake lifestyle from day one.

9 Short Road, New Windsor

$400,000

2 Beds ⋅ 2 Baths ⋅ 1043762 MLS

This charming ranch in the Cornwall School District offers 2 bedrooms, 1.5 baths, and 1,460 square feet of living space on a 0.50-acre lot, with a layout that combines comfortable one-level living with additional finished space below. The open-concept kitchen features granite countertops, extensive wood cabinetry, stainless steel appliances, and a breakfast bar that connects naturally to the adjoining living and dining areas. Hardwood floors extend throughout much of the main level, while skylights bring additional natural light into the home. The spacious family room provides another area for relaxing or entertaining, and the two bedrooms offer comfortable private spaces. The finished basement adds valuable flexibility with a large open area, laundry, storage, and walk-out access. Outside, the rear deck overlooks the wooded backyard and provides an inviting space for outdoor dining, entertaining, or enjoying the surrounding greenery. Additional features include leased solar panels, and a water softener and filtration system in place. Located near the Salisbury Mills Train Station, this property offers convenient access to transportation along with nearby shopping, schools, parks, and other everyday amenities. Buyers searching for a New Windsor ranch, a home with a finished basement, flexible storage space, or a home with a rear deck and wooded backyard will find plenty to appreciate here.

692 Mount Airy Road, New Windsor

$494,900

3 Beds ⋅ 2 Baths ⋅ 1042444 MLS

This beautifully renovated bi-level home in the Town of New Windsor offers 1,704 sq ft of bright, comfortable living space in a well-established neighborhood. The upper level features refinished hardwood floors, a spacious living and dining area, and a brand-new kitchen complete with stainless steel appliances, new cabinets, ceramic tile, and granite countertops. Three bedrooms are located on the main floor along with a fully renovated full bathroom, giving the home a convenient and functional layout. The lower level adds even more living space with fresh vinyl flooring, a second fully renovated full bathroom, and flexible space perfect for a family room, home office, or guest suite. A two-car garage provides additional storage and convenience. With modern updates throughout, stylish finishes, and a location close to shopping, schools, parks, and commuter routes, this move-in-ready home offers an ideal blend of comfort, quality, and value for today’s buyers.

57 Keats Drive, New Windsor

$739,999

4 Beds ⋅ 4 Baths ⋅ 1042179 MLS

Welcome to 2506 Constitution Way, a spacious 4-bedroom, 3.5-bath Colonial located in the award-winning Cornwall Central School District. Offering an impressive amount of living space and a versatile floor plan in New Windsor, the main level features hardwood floors throughout most of the space, crown molding, recessed lighting, and multiple rooms designed for both everyday living and entertaining. At the heart of the home is the open kitchen, featuring quartz countertops, ample cabinetry, a center island offering additional prep space and seating, and recessed lighting. A formal dining room provides the perfect setting for gatherings and holidays, while the living room is highlighted by a gas fireplace, creating a warm and inviting focal point. A separate family room offers even more space to relax, while a dedicated first-floor office provides an ideal work-from-home setup. A convenient powder room completes the main living area. Just off the kitchen, a separate laundry room is ideally positioned between the kitchen and attached 2-car garage for added everyday convenience. Upstairs features four bedrooms and two full bathrooms. The hall bathroom offers a dual-sink vanity and shower, while the expanded primary bedroom provides a spacious retreat complete with a walk-in closet and its own private full bathroom with a separate shower. Three additional bedrooms complete the second floor, providing plenty of space for a variety of needs. The partially finished lower level adds valuable additional living space and includes another full bathroom, making it ideal for a recreation room, home gym, guest area, or additional entertaining space. Additional highlights include central air, an attached 2-car garage, a lawn irrigation system, and a fully fenced backyard offering plenty of room for outdoor entertaining, pets, and play. With multiple living areas, a first-floor office, an expanded primary suite, additional lower-level space, and a functional layout across three levels, this classic Colonial offers plenty of room to make your own. Conveniently located near shopping, dining, recreation, and major commuter routes throughout the Hudson Valley.

2506 Constitution Way, New Windsor

$525,000

3 Beds ⋅ 3 Baths ⋅ 1040427 MLS

WELCOME TO BUTTER HILL ESTATES! Set in a picture-perfect suburban community, this well-maintained 3-bedroom (with 4th Bonus Room in Lower Level), 3-full-bath bi-level offers generous living space, a fantastic outdoor setup, and a Hudson Valley location that makes commuting and enjoying the region equally convenient. After a long day, kick off your shoes and unwind in the dramatic living room featuring soaring vaulted ceilings and a cozy wood-burning fireplace. The inviting kitchen offers stainless steel appliances, a convenient pass-through window to the sunroom, and direct access to the formal dining room—ideal for both everyday living and entertaining. Bright and welcoming, the sun-filled den/sunroom is the perfect spot for morning coffee, reading, or simply enjoying views of the outdoors, with a walk-out door leading directly to the deck and expansive backyard. Upstairs, the oversized primary suite offers a private full bathroom, while two additional bedrooms and another full bathroom provide comfortable accommodations for family and guests. The lower level expands the living space with a large family room, 4th bonus room (currently used as a Gym), third full bathroom, laundry room, and two-car garage. Whether used as a guest suite, home office, recreation space, or additional living area, the flexible layout provides plenty of options. Outside, enjoy 0.73 acres of private space featuring an oversized fenced backyard, multiple outdoor entertaining areas, sheds for storage, and a NEW 26-foot-wide chlorine above-ground pool (2025)—perfect for summer gatherings and relaxing at home. Recent improvements include NEW roof, windows and siding (2021), NEW chimney flue, and NEW above-ground pool (2025), along with additional updates throughout. THINK SUBURBAN LIVING MEANS GIVING UP CITY ACCESS? THINK AGAIN! This Hudson Valley location offers an ideal balance of suburban living and regional connectivity, with convenient access to Metro-North, I-87, major bridges, and Stewart International Airport, while placing you within reach of Storm King Art Center, West Point, Bear Mountain, Schunnemunk State Park, Woodbury Common, the Hudson River, local restaurants, shopping, and recreation. A spacious home, a generous property, and a location that lets you enjoy everything the Hudson Valley has to offer—welcome home to Butter Hill Estates!

210 Dairy Lane, New Windsor

$599,000

3 Beds ⋅ 3 Baths ⋅ 1044757 MLS

Amazing opportunity in New Windsor with Cornwall Schools! Set on 1.4 beautiful private acres along a peaceful private road, this three-bedroom, two-and-a-half-bath Colonial offers the space, updates and setting buyers are looking for. A beautifully landscaped front yard with mature gardens and four stately columns creates wonderful curb appeal, while inside you’ll find a warm, inviting home with no carpeting throughout. The gorgeous new designer kitchen, completed in 2022, is truly the heart of the home, featuring a long quartz island with an oversized sink, touch faucet, pull-out garbage, dishwasher and a beautiful view of the backyard, along with a designer backsplash, under-cabinet lighting, crown molding and Maytag appliances including a five-burner electric range, microwave and refrigerator with water and ice. Step right outside from the kitchen to a beautiful paver patio installed in 2022, along with the grill, overlooking the private backyard and creating a wonderful space for entertaining, relaxing or enjoying the peaceful surroundings. The main level also offers a comfortable living room and dining area combination and a spacious family room with a wood-burning fireplace. All of the hardwood flooring on the main level was completely replaced in 2019, while the additional bedrooms upstairs also feature hardwood flooring. The primary suite offers a large walk-in closet and private bath with double sinks, marble finishes and rich cherry cabinetry. Additional features include an LG washer and dryer, two heating zones with Nest controls, pull-down attic stairs, three ceiling fans upstairs, a paved driveway and garage with remote opener. Major improvements include windows and the kitchen door completed in 2013, along with the roof, siding, new gutters and gutter guards, plus a water softener installed in 2012. Beautifully maintained inside and out, with wonderful outdoor space, privacy and the benefit of Cornwall Schools, this is a home that offers both comfort and convenience in a truly special setting. Snow blower, lawn mower and generator are negotiable.

2 Lilac Hill Road, New Windsor

$572,000

3 Beds ⋅ 2 Baths ⋅ 1041638 MLS

Perched atop a beautiful hilltop setting, this inviting three-bedroom High Ranch offers beautiful views, a warm and welcoming atmosphere, and an exceptionally convenient location. Enjoy the peaceful surroundings of an elevated property while remaining just minutes from shopping, schools, major highways, restaurants, and everyday conveniences. The upper level features a charming living room, bright and open dining room, and kitchen complete with newer appliances, striking cabinetry, an island with breakfast bar, and plenty of space for gathering. Three comfortable bedrooms and a full bathroom complete the main level. The ground floor provides additional living space with a cozy family room featuring a wood-burning stove, a versatile office, laundry room, ample storage, and a second full bathroom—offering plenty of flexibility for today’s lifestyle. Outside, enjoy the property’s beautiful hilltop views from the refreshing two-tiered deck, perfect for relaxing, entertaining, or enjoying the surrounding scenery. The partially fenced yard, one-car garage, and additional off-street parking add to the home’s appeal. Convenience is another standout feature. The home is located within easy reach of local schools, numerous shopping plazas, restaurants, and major roadways, including nearby access to Routes 87 and 84, making commuting and everyday errands simple. Beautiful views, a peaceful hilltop setting, generous living space, and convenient access to shopping, schools, and highways make this home a wonderful opportunity.

17 Old Hemlock Drive, New Windsor

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