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

$699,999

4 Beds ⋅ 4 Baths ⋅ 1032874 MLS

This custom-built Contemporary Colonial captures breathtaking mountain views from every direction and features cathedral-style ceilings, a gas fireplace in the great room, and gorgeous daily sunset views. Set on a private 2-acre property, the home offers over 4,000 sq ft of sunlit living space with vaulted ceilings, skylights, Andersen windows, three fireplaces, two dens with Brazilian hardwood floors, and a bright modern eat-in kitchen that opens to an expansive three-tier deck system overlooking the stunning landscape. The fully finished walk-out lower level provides private exterior access—ideal for extended family, guests, or a home office—and includes a large media room and an oversized 3-car garage with exceptional storage or workshop capability, plus additional parking for over 10 vehicles. Perfectly located just minutes to Salisbury Mills train, I87, Route 9W, West Point, Stewart Airport, Moodna Creek trails, Storm King Art Center, Woodbury Commons, Resorts World Casino, Legoland, Bear Mountain, and historic Hudson Valley sites, this home offers a rare blend of sweeping views, space, and convenience in a setting that truly stands out.

254 Orrs Mills Road, New Windsor

$515,000

3 Beds ⋅ 4 Baths ⋅ 1030988 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!

501 Iron Forge Lane, New Windsor

$488,888

3 Beds ⋅ 2 Baths ⋅ 1030142 MLS

Welcome to 42 Keats Dr, New Windsor! This 3 bedroom, 2 full bath home offers 1,764 sq ft of living space in a convenient, established neighborhood off Temple Hill Rd. Located in the Newburgh City School District, with easy access to Rt 32, I-84, and Stewart International Airport. Under 60 miles to NYC. Great layout with room to personalize — perfect for buyers looking to add their own touches. Don't miss this opportunity in a sought-after New Windsor location! MLS remarks are usually capped around 750-1000 characters depending on the board, so this fits comfortably. But it's still generic — MLS listings sell on specifics (updates, sq ft breakdown, taxes, lot size, garage). If you give me the price, updates, and any standout features, I can tighten this into something that actually competes and ranks well in search.

42 Keats Drive, New Windsor

$349,000

4 Beds ⋅ 1 Baths ⋅ 1022051 MLS

Welcome to 28 Hilltop Drive. This lovely home is priced to sell, so come and see for yourself! Starting with the front of home with its curb appeal and property, you can see it is very well maintained and inviting. The backyard with its large and sturdy deck is a perfect place to relax, be peaceful or entertain friends and family. As you turn onto Hilltop Drive you will appreciate the handsome neighborhood and your new neighbors. Entering front door there is a good-sized living room with attractive laminate flooring and sunshine. Kitchen has ample space, an easy flow to maneuver, a pass-through opening to dining room as well as brand new flooring. The dining room has enough room to easily accommodate. Bathroom tastefully updated 2020. Two roomy bedrooms on 1st floor and two sizable bedrooms on second level with storage space. Very large walkout basement that has potential for future living space. Garage at present was used as workshop. Short drive from property to Newburgh Waterfront which is a vibrant dining and entertainment hub on the shore of the Hudson River. Waterfront has beautiful unobstructed views of the river and mountains. Also, a convenient location for commuters.

28 Hilltop Drive, New Windsor

$99,900

2 Beds ⋅ 2 Baths ⋅ 1029336 MLS

Amazing end lot with privacy! Imagine your bright and modern new home to be ready for occupancy approx 8/1! This lovely home offers comfort, convenience and affordability. The home features a bright and airy open layout. The kitchen cabinets are white and it offers a crisp contemporary feel with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a quick 5-minute drive to town and less than 10 minutes to both I-84 and I-87. Plus, you're only about an hour from the New York City! This spot is also close to West Point, Stewart Airport, the Beacon Bridge, the Newburgh-Beacon Ferry, Metro-North, and both major highways. Please note: The photos shown are from a similar home from the same manufacturer. The home is on order and is expected soon!

11 Square Hill Road Unit ##27, New Windsor

$444,000

3 Beds ⋅ 2 Baths ⋅ 1027849 MLS

Welcome to 19 Farmstead Road! This centrally located 3 Bedroom, 2 bath home is awaiting its next chapter. With 2 bedrooms and full bath on the first floor, there's also a bedroom and bathroom on the second floor. The kitchen and living room is open and ready for entertaining with a wood burning fireplace and slider to the wrap around porch. The back yard is fenced in for the pets and kids with a level spot with electric to install an above ground pool if desired. The garage is located under the house or could also function as a workshop. With access to the main house from garage, the basement has room for storage and more. Located 18 minutes from Beacon train station, 20 minutes to West Point, 13 minutes to I-87/I-84 interchange.

19 Farmstead Road, New Windsor

$500,000

3 Beds ⋅ 2 Baths ⋅ 1027390 MLS

Welcome to this beautifully maintained home offering the perfect blend of comfort, space, and outdoor living. Inside, you'll find bright, inviting living areas, a spacious kitchen with ample cabinetry, comfortable bedrooms, and flexible living space to fit your lifestyle. Step outside to enjoy the expansive deck, patio, and fire pit—perfect for entertaining or relaxing year round. Conveniently located near shopping, schools, parks, and commuter routes, this move-in-ready home is one you won't want to miss. SOLD AS-IS.

414 Philo Street, New Windsor

$499,900

3 Beds ⋅ 3 Baths ⋅ 1027670 MLS

Welcome home to this beautifully maintained Raised Ranch offering over 1,800 square feet of comfortable living space! From the moment you step inside, you'll appreciate the home's bright, open layout filled with natural light from an abundance of windows. This inviting home features 3 generously sized bedrooms and 2.5 bathrooms, with hardwood floors tucked beneath the bedroom carpeting, ready to be uncovered. Enjoy your morning coffee or unwind at the end of the day on the spacious deck overlooking a large, level backyard-perfect for entertaining, gardening, play, or creating your own outdoor oasis. Conveniently located just minutes from Stewart International Airport, the Newburgh waterfront, where you'll find waterfront dining and entertainment, as well as numerous parks and hiking trails, this home offers the perfect blend of comfort, convenience, and outdoor recreation. Don't miss the opportunity to make this lovingly cared-for home your own!

41 Keats Drive, New Windsor

$484,900

3 Beds ⋅ 3 Baths ⋅ 1027494 MLS

Welcome to 3 Park Hill Drive, New Windsor! This beautifully maintained 3-bedroom, 2.5 bath brick home offers the perfect blend of comfort, charm, and functional living space. From the moment you arrive, you'll appreciate the inviting curb appeal and thoughtfully designed indoor and outdoor spaces. Inside, you'll find spacious living areas filled with natural light, a cozy fireplace, and a 325 sq/ft sunroom with a cathedral ceiling and Jacuzzi that can be enjoyed year-round—perfect as a morning coffee retreat, home office, or relaxing sitting room. The basement offers a laundry room, full bathroom and additional storage providing plenty of space to keep seasonal items, tools, and hobbies organized. Note that the basement is for storage only. House includes central air conditioning, many new windows, updated 25-cabinet eat-in kitchen with stainless steel appliances, granite countertops in kitchen, upstairs bathrooms and sunroom, living room bay window, high efficiency natural gas furnace, and hardwood floors through most of upstairs and more. Step outside into your own private backyard oasis. Unwind beside your own tranquil private koi pond with streams and waterfalls. Entertain family and friends in the sitting area by a fire pit, or simply enjoy the peaceful settings surrounded by mature landscaping. There is also a 225 sq/ft backyard deck for various uses. Whether you're hosting summer gatherings or enjoying a quiet evening outdoors, this backyard is designed for relaxation. Additional features include an attached garage, a backyard shed, comfortable living spaces, and a convenient New Windsor location close to shopping, schools, parks, major highways, NYC transit, Stewart International Airport, and the Hudson River waterfront. Don't miss this opportunity to own a home that combines everyday convenience with unique outdoor amenities that are hard to find. Schedule your private showing today!

3 Park Hill Drive, New Windsor

$89,000

2 Beds ⋅ 2 Baths ⋅ 1022109 MLS

Welcome home to this spacious double-wide manufactured home in the desirable Walters Mobile Home Park! Measuring approximately 24' x 44', this move-in-ready home offers an open, functional floor plan that's perfect for first-time buyers, downsizers, or anyone looking for affordable, low-maintenance living. The bright living room flows effortlessly into the dining area and spacious kitchen, featuring abundant cabinet and counter space, stainless steel appliances, and plenty of room for everyday living and entertaining. The private primary suite includes a walk-in closet and an updated en-suite bathroom, while the generously sized second bedroom also offers a walk-in closet and is conveniently located next to the full guest bath with updated shower inserts. Step through the sliding glass doors to the recently rebuilt wraparound deck, creating the perfect outdoor space for relaxing, grilling, or entertaining guests. Home offers a two-car driveway and a matching 8' x 8' storage shed. Recent updates include a new roof (2021), rebuilt wraparound deck, energy-efficient mini-split system providing both heating and air conditioning, water heater (2020), updated shower inserts, and a matching storage shed (2013). The home also features propane heat with the added efficiency and comfort of the supplemental mini-split system. Ideally located just minutes from shopping, restaurants, schools, and everyday conveniences, this home is less than 10 minutes from Interstates 84 and 87, approximately 60 miles from New York City, and conveniently close to West Point, Stewart International Airport, the Newburgh-Beacon Ferry, and bus and rail transportation to NYC. This is an outstanding opportunity to own a spacious, updated, and affordable home in a convenient Hudson Valley location. Schedule your private showing today! Home is sold as is and the seller can close quickly.

18 Square Hill Road Unit #80, New Windsor

$899,000

8 Beds ⋅ 4 Baths ⋅ 1026800 MLS

Income-producing multi-property asset offered at approximately an 8% cap rate with $75,900 NOI. This unique offering includes three separate residences on one 1.4 acre parcel, delivering multiple income streams and long-term upside potential. Ideal for investors seeking yield, value-add opportunity, or a hybrid owner-occupant strategy. Located across the street from Cornwall High School and near train service, shopping, and schools, the location supports steady rental demand. This property generates a gross annual rental income of $96,300. Annual operating expenses, including taxes, insurance, and lawn care, total $20,400, resulting in a net annual operating income of $75,900. Buyers looking for an income-producing property with strong numbers will recognize the value of a multi-home setup that delivers consistent cash flow with limited expense categories. Each home functions independently, allowing for flexible strategies such as renting all three, living in one while leasing the others (one house will be delivered vacant), or repositioning over time. The large lot provides room for outdoor use, future improvements, or added outdoor entertaining space depending on your long-term vision. A rare opportunity to acquire a multi-structure investment property with immediate cash flow and future upside.

9 Benedict Lane Unit #5-7, New Windsor

$465,000

2 Beds ⋅ 3 Baths ⋅ 1025347 MLS

Welcome to this Beautifully Maintained Townhouse in The Grove. This is a Spacious 2-Bedroom with Loft (Possible 3rd BR), 2.5-bath Condominium with Garage. The Kitchen is complete with Granite Countertops, a Large Island, Pantry, and Stainless-Steel Appliances. The Open Concept Dining Room and Living Room with Large Windows make entertaining a pleasure. Primary Bedroom Features Its Own Balcony, A Walk-In Closet, Privet Bathroom With Double Vanity, Separate Shower and Jacuzzi Tub. Residents of The Grove at New Windsor enjoy access to fantastic community amenities, including a Clubhouse, Outdoor Pool, Fitness Center & Tennis Courts for a lifestyle of comfort and convenience. Close to major highways, shops, restaurants, trains and airport.

1515 Balsam Drive, New Windsor

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