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$750,000
3 Beds 3 Baths 1030855 MLS
Historic Charm. Timeless Character. Endless Possibilities. Steeped in local history and rich with original character, this remarkable 1800s home offers the rare opportunity to own a piece of the past while enjoying the privacy and space today's buyers crave. Nestled on 3.4 picturesque acres, this peaceful property feels like a private country retreat, yet is just a short drive to town, offering a balance of seclusion and convenience. Adding to its unique story, this historic residence was once home to renowned American artist Winslow Homer, the grounds and surrounding landscape inspiring the most recognized work of his Hudson Valley period and giving the property a fascinating connection to one of America's most celebrated painters. From the moment you arrive, the stately farmhouse, inviting wraparound porch, and beautifully landscaped grounds create an unforgettable first impression. Surrounded by towering mature trees, the property is a haven for nature lovers. Throughout the seasons, stunning hydrangeas provide vibrant blooms, a graceful weeping cherry tree welcomes spring with breathtaking color, and the magnificent Persian Silk Tree (Mimosa) is a favorite gathering place for butterflies and hummingbirds, creating a peaceful setting you'll enjoy from the porch or while strolling the grounds. Inside, timeless craftsmanship has been lovingly preserved with oversized windows, elegant millwork, an exquisite carved marble fireplace, and a classic clawfoot soaking tub that reflects the home's rich history and enduring character. Currently recognized as a 3-bedroom home, the spacious and flexible floor plan offers abundant opportunity to create up to five bedrooms, making it ideal for a growing family, multigenerational living, dedicated home offices, guest accommodations, or creative studio space. Whether you're sipping coffee on the wraparound porch, entertaining beneath the shade of mature trees, watching hummingbirds dance through the gardens, or simply enjoying the quiet surroundings, every corner of this property invites you to slow down and appreciate a lifestyle that is increasingly difficult to find. Historic homes offering this combination of architectural character, documented history, beautiful gardens, privacy, acreage, and future potential rarely come to market. Whether you're searching for a forever home, a weekend retreat, or a property with a story worth preserving, this exceptional residence presents a truly rare opportunity. Come experience the history, beauty, and timeless charm for yourself. Some homes are simply places to live. This one is a place to be inspired.

250 Old St Rte 32, Highland Mills

$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

$599,000
3 Beds 3 Baths 1005423 MLS
I am pleased to share the details for this immaculate, move-in-ready home in the Cornwall School District. The bright, open-concept layout features a sun-drenched living room and a sunken formal dining room with vaulted ceilings, both offering deck access. The updated kitchen includes granite countertops, stainless appliances, and a center island. The main level provides two bedrooms and a full bath, while the upstairs primary suite offers a walk-in closet and a luxury en-suite with a Jacuzzi tub. The finished lower level adds 1,182 square feet of living space, including a recreation area, flex room, and full bathroom. Recent upgrades include a new HVAC system, hot water heater, and oil tank. The property features a private deck, brick patio, level yard and a Mobile Charging Port for Electric Vehicles for easy convenience. Access to Woodbury Reservoir and community pool amenities.

29 Olympus Road, Highland Mills

$689,999
3 Beds 3 Baths 1002671 MLS
Set against a picturesque one acre property with peaceful views of Woodbury Creek, this stunning modern stucco raised ranch offers the perfect blend of space, style, and comfort in the desirable Cornwall School District. With over 2,800 square feet of thoughtfully designed living space, this exceptional home features 3 bedrooms, 3 full bathrooms, vaulted ceilings, and an abundance of natural light throughout. Step inside to discover gleaming hardwood floors, plush carpeting in the bedrooms, with grand cathedral ceilings in the primary bedroom, relaxing jetted soaking tub and a spacious living room, complete with a custom built-in fireplace and charming window seats, creating a warm and inviting atmosphere ideal for everyday living and entertaining. The updated kitchen is a true centerpiece with granite countertops, stainless steel appliances, a wall oven, pantry, and a large island with built-in storage. The lower level offers incredible versatility with a cozy pellet stove, a full bathroom, and a bonus space ideal for a home office, gym, playroom, or recreational area. Additional highlights include updated central air, ample closet space throughout, and a fully updated septic system completed in 2023. Outdoors, enjoy a double deck overlooking the partially fenced yard, retaining walls, and an enclosed above-ground pool, perfect for entertaining, relaxing, or taking in the peaceful creek views. This property also offers exceptional practicality with a two car garage, oversized driveway, carport, generator, and owned solar panels for added energy efficiency and peace of mind. Perfectly situated for commuting, this home is just minutes from Routes 9W, 17, I-84, and I-87, approximately 60 miles to NYC, and conveniently close to the Beacon Bridge, NJ Transit, and Metro-North. A rare opportunity to own a spacious, move-in-ready home in one of Orange County’s most convenient locations. Schedule your showing today!

1649 State Route 32, Highland Mills

$585,000
5 Beds 3 Baths 977872 MLS
Price Reduced...Make this home your own. You won’t be disappointed with this serene park-like neighborhood. This spacious and stunning 5-bedroom, 3-bath residence is nestled in a prime Woodbury location. The open-concept kitchen—complete with stainless steel appliances—flows seamlessly into living and dining areas, creating the perfect setting for daily life and entertaining guests. Enjoy the warmth of hardwood floors and the convenience of multiple walk-in closets throughout, offering both comfort and style. The primary suite features two closets, a full bathroom with a shower, and a private bonus room, ideal for a luxurious walk-in closet or dressing area. Downstairs, a finished basement with durable vinyl flooring for versatile living space. This space is ideal for relaxation or gatherings. Step outside onto the expansive back deck, perfect for summer barbeques and enjoying the outdoors. Located within the sought-after Cornwall School District. You’ll also benefit from nearby reservoir park access and easy highway connections—ideal for commuters. Plenty of 5-star restaurants and the famous Woodbury Commons nearby. Don't miss your chance to experience everything this exceptional home has to offer!

2 Olympus Road, Highland Mills

$430,000
4 Beds 2 Baths 965888 MLS
Location, lifestyle, and space all come together in this charming 4-bedroom, 2 full bath Cape— conveniently located near major highways for easy commuting and just minutes from Woodbury Commons shopping, dining, and entertainment. Step inside to a bright and airy living room featuring a large bay window that fills the space with natural light. The spacious eat-in kitchen offers plenty of room for everyday dining and gatherings— a welcoming space ready for your personal style. Two generously sized bedrooms and a full bath complete the main level. Upstairs, you’ll find two additional bedrooms and another full bathroom, offering flexibility for guests, home office space, or growing needs. The full unfinished walk-out basement provides excellent storage and the potential to finish for even more living space. Outdoor living truly shines with a wrap-around Trex deck extending three-quarters around the home — perfect for relaxing or entertaining. Enjoy access to a community lake and pool, walking trails, soccer fields, paddle boats, a playground, and more — creating a vibrant neighborhood lifestyle. This home offers comfort, convenience, and opportunity!

10 Maplewood Road, Highland Mills

$175,000
1 Beds 1 Baths 952623 MLS
Tucked away on a private road in the Town of Cornwall, this charming 600 sq ft cottage offers the perfect blend of privacy, tranquility, and convenience. Whether you’re seeking a full-time residence or a peaceful weekend getaway, this home delivers mountain views and a secluded setting that feels like a true escape. The interior features a spacious living room with large window overlooking the backyard, a convenient kitchen, and a flexible layout offering 1–2 bedrooms plus an office—ideal for remote work or guest space. A full bath completes the main level, while the unfinished basement provides abundant storage options. Significant mechanical updates include a new furnace (January 2025), newer hot water heater (2022), well pressure tank (2020), updated electric with a new electric meter, and two 275-gallon oil tanks, offering peace of mind for years to come. Located in the highly sought-after Cornwall School District, this home is just minutes from the train station, I-87, restaurants, shops, and everyday conveniences—making it as practical as it is peaceful. A rare opportunity to enjoy privacy, mountain views, and easy commuter access in one of Cornwall’s most desirable locations. (Home needs a new septic tank. Selling as is.)

36 Paradise Hill, Highland Mills

$1,040,000
5 Beds 4 Baths 900348 MLS
237 Mineral Springs Rd, Highland Mills, NY 10930 – 5,700 sq ft | 5 Beds | 3.5 Baths | 2.5 Acres | Cornwall Central School District Exceptional 5,700 sq ft colonial on 2.5 landscaped acres, less than one hour from NYC. Located in the Cornwall Central School District, this home offers high-end finishes, vaulted ceilings, and extensive indoor/outdoor entertaining spaces. Interior Features: • Chef’s kitchen with Viking stove and custom cabinetry • Indoor brick pizza oven • Vaulted ceilings in main living areas • Huge primary suite with 2 walk-in closets and master bath • Multiple fireplaces • Home gym • Entertainment/media room • Sunroom with mountain views • Central air conditioning • Whole-house water filtration with built-in UV light (artesian well) Exterior Features: • 2.5 private acres • Blue stone patio with built-in outdoor kitchen and fire pit • 4-car garage (3 detached + 1 attached) • Barn/workshop • Chicken coop • Backup generator Location: Minutes to I-87, Route 32, and Woodbury Commons. Close to parks, wineries, Storm King Art Center, and Hudson Valley attractions.

237 Mineral Springs Road, Highland Mills

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