Highland Mills Homes with Driveway Parking features

Welcome to Highland Mills, a hidden gem nestled in the heart of Orange County, New York. This picturesque community is known for its serene landscapes, friendly neighborhoods, and a perfect blend of suburban charm and natural beauty. With the majestic backdrop of the Hudson Valley, residents enjoy stunning views and a plethora of outdoor activities, making it an ideal place for families, nature enthusiasts, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Highland Mills boasts a rich history and a vibrant community spirit, with local parks, hiking trails, and recreational facilities that invite exploration and adventure. The town is conveniently located near major highways, providing easy access to nearby cities while maintaining a tranquil atmosphere. Residents can enjoy the best of both worlds—small-town living with the conveniences of modern amenities just a short drive away.

When it comes to housing, Highland Mills offers a variety of charming homes, many of which feature the coveted driveway parking. This practical amenity not only enhances convenience but also adds to the appeal of these delightful residences. Whether you’re looking for a cozy family home or a spacious retreat, the properties here cater to diverse tastes and lifestyles, ensuring that you can find the perfect fit for your needs.

Come and discover the warmth and beauty of Highland Mills, where your dream home awaits amidst a community that feels like family. Experience the joys of driveway parking and the charm of this remarkable town—your new beginning starts here!

Newest Highland Mills Homes with Driveway Parking features

$749,000

4 Beds ⋅ 3 Baths ⋅ 1032361 MLS

CLASSIC COLONIAL on a cul de sac, and in the dramatic shadows of the Schunnemunk Mountains & State Park (the highest peaks in Orange County) -- oh those views! Built in 2008, this 2,926 square foot stunner features curb appeal galore with a classic wraparound front porch, along with 4 bedrooms, a fenced in backyard with an above-ground pool, and a full unfinished walk-out basement which must be seen to be truly appreciated! . . . . . . Cornwall School District! . . . . . . AND ON 3.3 LEVEL ACRES, which is a mixture of a wide-open backyard space beyond the fenced in portion, in addition to an awesome wooded area in the back of the property which ends at the Woodbury Creek, and includes bucolic & peaceful trails for walking, quads, etc.! . . . . . . Enter to foyer area with soaring 18 foot ceilings, while main floor also features a formal living room, open floor plan family room with gas fireplace and leading into breakfast nook & chef's kitchen with all the bells & whistles, and oversized formal dining room with gorgeous bay windows . . . . . . UPSTAIRS is highlighted by the primary en suite featuring more bay windows, a separate sitting area leading into a huge walk-in closet, and a primary bathroom with dual sinks, soaking tub and shower. Washer/dryer on second floor. NEW hot water heater. Central AC handler in attic just 2 years old. There's also a FULL HOUSE GENERATOR . . . . . . On a publicly-maintained cul de sac with just two other homes, and walk next door to Sweet Clover Farm (the former Palaia Winery), which features a distillery & tasting room, food, live music & a Sunday Farmer's Market, among other offerings! . . . . . . Fantastic commuter spot just minutes to the New York State Thruway, commuter train into Manhattan, bus -- also minutes to renowned Woodbury Commons Shopping Outlets, as well as everything else this wonderful area has to offer!

7 Seaman Court, Highland Mills

$440,000

3 Beds ⋅ 2 Baths ⋅ 1031034 MLS

Welcome to this charming single-family retreat set on a breathtaking, park-like lot surrounded by mature trees and lush, vibrant greenery. Inside, the home is bright, neutral, and move-in ready. Hardwood floors flow throughout, catching the natural light that pours in from generous windows in every room. The formal dining room is a true standout — featuring elegant crown molding and a graceful curved bay window it's the perfect setting for everything from weeknight dinners to holiday gatherings. Three large windows frame gorgeous views of the lush backyard, bringing the outdoors in. The kitchen is both functional and full of character, offering granite countertops, natural oak cabinetry, stainless steel appliances, and a large picture window overlooking the serene, tree-lined yard. Spacious bedrooms continue the home's warm, comfortable feel — hardwood floors, abundant natural light, generous closet space, and a versatile layout. Outside, the expansive grassy lot is truly the crown jewel. Mature trees provide shade, privacy, and a peaceful, retreat-like atmosphere that's rare to find. A charming wooden arbor, additional outbuilding for storage or a workshop, and a paved driveway round out this exceptional property. Homes this special don't stay on the market long. Schedule your private tour today — you'll fall in love the moment you pull up.

10 Park Avenue, Highland Mills

$524,999

4 Beds ⋅ 2 Baths ⋅ 1030332 MLS

Welcome to this beautifully renovated raised ranch nestled on a picturesque 1/2 acre lot in the highly desirable community of Highland Mills! Offering 1,528 square feet of thoughtfully updated living space, this move-in ready home combines modern comfort with timeless appeal. Step inside and discover a bright, inviting interior featuring 4 spacious bedrooms and 1.5 bathrooms, providing plenty of room for loved ones, or a dedicated home office. Recent renovations give this home a fresh, contemporary feel, allowing you to move in and start enjoying it from day one. Outside, the generous half-acre lot offers endless possibilities—from summer barbecues and outdoor entertaining to gardening, play areas, or simply relaxing while surrounded by mature trees that provide beauty and privacy. Conveniently located near shopping, restaurants, parks, major commuter routes, and everything the Hudson Valley has to offer, this home delivers the perfect balance of peaceful suburban living and everyday convenience. Whether you're searching for your first home, need more space for a growing family, or simply want a beautifully updated property in a sought-after location, this Highland Mills gem checks all the boxes. Don't miss your opportunity to make this exceptional home your own—schedule your private showing today before it's gone!

246 Skyline Drive, Highland Mills

$999,998

5 Beds ⋅ 4 Baths ⋅ 1029095 MLS

Welcome to 190 Ridge Road in the heart of Highland Mills! Nestled on a beautiful 1-acre lot in the highly sought-after Monroe-Woodbury School District, this spacious 4-bedroom, 3.5-bath split-level home offers over 2,500 square feet of comfortable living space designed for both everyday living and entertaining. Step inside to discover an inviting open floor plan featuring cathedral and high ceilings, a stunning kitchen with a center island, granite countertops, stainless steel appliances, pantry, and eat-in dining area. The formal dining room and bright living spaces provide the perfect setting for gatherings with family and friends. The primary suite offers a private retreat with a walk-in closet and en-suite bath featuring a double vanity and soaking tub. A versatile office can easily serve as a fifth bedroom, guest room, or sitting room. The entry level features a formal living room with a masonry fireplace and pellet stove, ideal for relaxing on cool evenings. There is a huge family room on the lower level - great for entertaining or hanging with the family and friends! Additional features include central air, recessed lighting, ceiling fans, skylights, abundant storage, and a spacious laundry room. Enjoy the community town pool located in Central Valley or the "Rez" located within walking distance. Outside, your backyard oasis awaits! Spend summers enjoying the in-ground pool, while the expansive yard provides plenty of room for entertaining, gardening, or simply enjoying the peaceful surroundings. Watch the fireworks from your deck when the "Rez" Celebrates 4th of July! An oversized garage and private driveway offer ample parking and storage. Conveniently located just minutes from major highways, shopping, parks, and schools, this home combines privacy with everyday convenience. Don’t miss the opportunity to make this exceptional Highland Mills property your forever home!

190 Ridge Road, Highland Mills

$498,000

3 Beds ⋅ 3 Baths ⋅ 1027087 MLS

Nestled on a quiet cul-de-sac, this beautifully maintained townhome offers spacious rooms, thoughtful details, and a wonderful townhome community setting. The open plan living and dining room combination features a marble gas fireplace, wood floors and walls of windows. The eat-in kitchen provides abundant counter space; sliding glass doors leading out to the enormous Trex deck make three seasons entertaining easy. Upstairs, the primary bedroom suite features 9-foot ceilings, a lovely palladian window, en suite private bath, and walk-in closet. Two additional bedrooms offer generous double closets, and the hall bath serves both. A finished lower level family room adds great additional space and is currently used as a music studio. The two car garage has added built in storage plus a custom closet was added under the stairs. Over $80k of improvements in the past few years include renovated kitchen with granite/stainless/new backsplash, water softener, new roof, new widened driveway (2025) with Belgian block and parking for 2+ additional cars. Enjoy a community filled with activities for family and friends, including scenic walking trails, lake access with a sandy beach, and a peaceful country feel, all while remaining close to shopping, dining, and conveniences, including the destination mecca Woodbury Common. Commuting to NYC is easy by train or bus. Taxes with STAR approximately $9,919.

1 Ledger View Court, Highland Mills

$925,000

4 Beds ⋅ 3 Baths ⋅ 1023811 MLS

Luxury, comfort, and exceptional craftsmanship define this stunning four-bedroom Center Hall Colonial. Thoughtfully designed with superior craftsmanship and premium finishes throughout, this impressive residence offers the perfect blend of sophistication, comfort, and functionality for the discerning buyer. At the heart of the home is a spectacular custom chef's kitchen featuring Travertine marble flooring, handcrafted cabinetry, a center island, Wolf built-in oven with warming drawer, Wolf microwave/convection oven, Sub-Zero refrigerator, Thermador induction cooktop, and Miele dishwasher—an extraordinary space designed for everyday living and effortless entertaining. The sun-filled living and dining rooms offer an elegant setting for both formal gatherings and everyday enjoyment. The inviting great room features soaring cathedral ceilings, a custom cherry built-in entertainment wall with surround sound, and seamless access to the backyard, where the outdoor amenities are second to none. Step outside to your own private backyard oasis featuring a stunning Cypress pergola, elegant stone patio, heated saltwater in-ground pool with exposed aggregate decking, and a separate hot tub. Weather entertaining guests or enjoying a peaceful evening under the stars, this exceptional outdoor living space is designed for year-round enjoyment. Additional highlights include a distinctive stucco front exterior with a covered front porch, an oversized three-car garage, two large storage sheds, and generously sized secondary bedrooms, each with dedicated study or play areas. The finished basement provides substantial additional living and entertaining space and is not included in the home's reported square footage, adding exceptional value and versatility. Also close to West Point, Woodbury Commons, Wineries, Hiking Trails, NYC transportation and with Woodbury Recreation access. From its exceptional craftsmanship to its resort-style outdoor amenities, every detail of this remarkable home reflects quality, elegance, and pride of ownership. A rare opportunity to own a residence of this caliber—one you won't want to miss.

10 Sutherland Drive, Highland Mills

$574,000

3 Beds ⋅ 2 Baths ⋅ 965720 MLS

43 Sunset Terrace | Highland Mills, NY. Offered for the first time in 58 years, this thoughtfully maintained 3-bedroom, 2-bath home sits atop a quiet neighborhood with beautiful mountain views. Carefully cared for through the decades, it offers a special opportunity for a new owner to bring their own style while benefiting from the stewardship and improvements already in place. Natural light fills the main living spaces, where hardwood floors run throughout the main level and expansive windows frame the surrounding landscape. Recent owner updates include the roof, windows, gutters, and generator. Just off the kitchen, a beautiful bluestone patio creates an extension of the living space, ideal for outdoor dining and entertaining. An oversized detached two-car garage is exceptional for vehicles, storage, hobbies, workshop space, or recreational equipment. The lower level expands the home's versatility with two large living rooms, one featuring a wood-burning fireplace. An additional room with a closet and a full bathroom on this level provides flexible space for guests, a home office, a fitness area, or creative pursuits. An oversized mudroom and laundry area with abundant storage adds everyday practicality and helps keep the main living areas organized. Located in the Town of Woodbury and within the Monroe-Woodbury School District, residents also enjoy access to exclusive town amenities, including the John P. Burke Memorial Pool and Earl Reservoir. The property also offers exceptional access to the best of Hudson Valley living, with nearby hiking trails, outdoor recreation, and cultural destinations, including Storm King Art Center. Conveniently located approximately five miles from rail service to New York City, about 51 miles from Midtown Manhattan, seven miles from Storm King Art Center, and six miles from Schunnemunk State Park, the home offers a wonderful balance of natural beauty and commuter accessibility. Additional features include transferable leased solar panels. With its elevated setting, mountain views, flexible living spaces, access to Woodbury's exceptional recreational amenities, and location within the Monroe-Woodbury School District, 43 Sunset Terrace offers a special opportunity to create a home that balances comfort, community, and Hudson Valley living.

43 Sunset Terrace, Highland Mills

$899,000

4 Beds ⋅ 3 Baths ⋅ 996875 MLS

Beautifully maintained and thoughtfully updated, this exceptional home is set on professionally landscaped grounds with outstanding curb appeal and a resort-style backyard designed for both relaxation and entertaining. The inviting interior features a grand entry foyer, a stunning chef's kitchen with custom cabinetry, granite countertops, and stainless steel appliances, along with spacious living and dining areas ideal for everyday living and gatherings alike. Generously sized bedrooms and versatile living spaces provide comfort and flexibility throughout. Step outside to your own private retreat, complete with a sparkling in-ground pool, cascading waterfall, expansive deck, hot tub, and beautifully manicured grounds surrounded by mature trees. Meticulously cared for inside and out, this move-in-ready property offers the perfect balance of elegance, comfort, privacy, and outdoor living. A truly special home that must be seen to be fully appreciated.

11 Country Hollow, Highland Mills

$675,000

3 Beds ⋅ 3 Baths ⋅ 1011652 MLS

Welcome to the Prestigious Brigadoon Community in Highland Mills. Discover the perfect blend of style, space, and serenity in this contemporary gem, ideally situated at the end of a quiet cul-de-sac in the highly sought-after Brigadoon community. Located within the Monroe-Woodbury School District, this bright and beautiful home offers comfort and breathtaking mountain views throughout. The main level features a spacious primary suite with his-and-her closets and vaulted ceilings that flood the space with natural light. A large bonus room adds valuable flexibility, perfect as a home office, playroom, or media space. The airy, open floor plan includes a dramatic two-story living room with a modern flair and a cozy fireplace, creating a warm and inviting atmosphere. The open floor plan kitchen is outfitted with granite countertops and stainless-steel appliances, ideal for both everyday living and entertaining. Upstairs, generously sized guest bedrooms feature ample closet space, with a walk-up attic offering even more storage potential. There's also a walk-out basement—complete with windows and a door—ready to be finished to suit your needs. Enjoy outdoor living at its finest with a picture-perfect covered front porch, mature landscaping on your .34 acres, and a spacious back deck with sweeping mountain views. Additional highlights include a two-car garage, and the central air condenser was replaced just two years ago. Priced to sell quickly, this home is a rare opportunity in one of Highland Mills' most desirable neighborhoods. Besides having your own community Pool and playground, the Town of Woodbury offers a Lake/Res for summer camp, swimming, boating, fishing, a Gorgeous Town Pool Facility where you can enjoy Residents of Woodbury Only Summer Fun!!! Playground etc. Take a ride to see what Woodbury has to offer its residents.

7 Paisley Court, Highland Mills

$699,000

4 Beds ⋅ 3 Baths ⋅ 1015588 MLS

Welcome home to this bright, beautifully maintained colonial tucked into a quiet corner of Brigadoon. A welcoming foyer leads into an open, airy main floor with gleaming hardwood floors throughout. The formal dining room connects to the kitchen via a convenient butler's pantry, perfect for entertaining, while the living room centers around a cozy fireplace for those cooler months. A flexible main floor room offers space for a home office or whatever suits your needs, and the main floor laundry connects directly to the 2-car garage for everyday convenience. Upstairs, the spacious primary suite impresses with two walk-in closets and a beautifully renovated master shower, joined by three additional well-sized bedrooms and a full bath. The walk-out basement adds valuable extra living area, and the private yard backs up to a peaceful, wooded view, all on a low-traffic circular street that's ideal for kids and quiet evenings alike. Residents enjoy community amenities including a pool, tennis courts, and playground, plus easy access to Woodbury's parks, beaches, and reservoir. With NYC transportation, Woodbury Common, and West Point all just minutes away, this home offers the perfect balance of comfort, space, and convenience.

5 Oldwyck Crescent, Highland Mills

$785,000

5 Beds ⋅ 5 Baths ⋅ 1012601 MLS

Discover this exceptional luxury residence located in a highly sought-after neighborhood. This one-of-a-kind property offers an expansive layout designed for comfortable living and entertainment. The home features a magnificent kitchen with elegant granite countertops and a family room characterized by cathedral ceilings and a fireplace. The residence includes five generously sized bedrooms and five bathrooms. Notably, the primary suite features a whirlpool tub, while an additional upstairs bedroom also included an ensuite full bathroom. Furthermore, the ground level contains a mother-in-law suite complete with a kitchenette, dinette, and full bath. The exterior serves as a private oasis, featuring a heated inground pool, a paver patio, and meticulously landscaped front and back yards. Additional amenities include central air conditioning and a beautiful, private setting conveniently located just minutes from Woodbury Common and transportation to New York City. Don't miss out, schedule your showing today!

1 Cindy Lane, Highland Mills

$450,000

2 Beds ⋅ 3 Baths ⋅ 1008921 MLS

Welcome to this beautifully sun-filled townhouse located on a cul-de-sac in the desirable Town of Woodbury, Highland Mills, NY. Nestled in a highly sought-after neighborhood, this spacious home offers two primary suites, each featuring walk-in closets and private primary baths. The open floor plan features a bright living room, formal dining area, and convenient half bath. The kitchen offers an open-concept design with a breakfast nook, hardwood floors, 42-inch cabinets, and balcony molding. Step out onto the sun-filled balcony and enjoy your morning coffee, family barbecues, or simply relax while taking in the peaceful scenery, mature trees, and birds chirping. The living and dining areas offer beautiful mountain views throughout all seasons. Brand-new flooring was installed throughout the main and second levels in 2025, along with a new storm door. Upstairs, you will find a versatile office nook that can also be used as a library, reading area, or flex space. Abundant closet space is found throughout the home. Additional features include attic floorboards for extra storage, a freshly painted garage with private storage space (2026), basement utility sink next to the laundry area, central air, natural gas, HVAC system installed in 2023, hot water heater installed in 2023, and front steps completed in 2022. Enjoy low HOA fees of just $170 per month and maintenance-free living. Residents of Highland Mills have access to Earl Reservoir and John Burke Pool, offering swimming, boating, fishing, dog parks, ball fields, summer camps, and pavilions, all within the highly rated Woodbury School District. Ideal commuter location with express bus service to NYC located at the entrance of Timber Trail and easy access to I-87, Route 17, Route 32, and Route 6. Conveniently located near Stewart International Airport, Woodbury Common Premium Outlets, West Point, Bear Mountain, and more. Nearby shopping includes Walmart, Target, Home Depot, BJ’s, TJ Maxx, and a variety of dining options featuring Italian, Spanish, and many other cuisines. New 2025 formal dining and living room set negotiable with sale. Select items may also be available for sale.

10 Rockridge Drive, Highland Mills

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