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$824,900
4 Beds ⋅ 4 Baths ⋅ 1050809 MLS
Welcome to your “Private Country Club”! THE POOL and pool house are now open, but only for two more weeks! This gorgeous home is priced to sell! There is attention to detail and decorator touches throughout! First, you’ll enter the large, two-story foyer, which welcomes your guests with its soaring, vaulted ceiling, Palladium window, inlaid wood floor, and custom picture moldings! The lovely dining room is enhanced by inlaid wood floors,modern wall sconces, chair rails, and moldings. The bright, and inviting Family Room, features a stunning, white marble-front, wood-burning fireplace, inlaid wood floors, and large, sliding doors that showcase the breathtaking view of the garden and open to the deck. You’ll love creating new dishes, in the TRULY "PROFESSIONALLY OUTFITTED" kitchen, with 6-burner Viking range, PLUS BOSCH DOUBLE OVENS (w/ many options for baking, & roasting). There are THREE ovens total! The Bosch ovens are less than 5 years old! There is a large, EXTRA-THICK iSLAND with beveled edge & PREP SINK (perfect for 2 chefs working side-by-side),a top-of-the-line refrigerator, 4 yr.old dishwasher, pantry, & desk.There is a large ROUND GRANITE TABLE THAT SEATS 5-6, with beveled edge (matches the granite throughout the kitchen), IN THE SUNNY, BAY-WINDOWED BREAKFAST AREA with view of yard. Upstairs, the stunning Primary Ensuite has a vaulted ceiling, wood floors, dressing alcove, recessed lighting, AND a windowed sitting room, which overlooks the gardens below. The elegant Ensuite Bath features a tray ceiling, beautiful Jacuzzi tub, Travertine marble tiles, a tumbled- marble shower with wall jets and bench, a bidet, Toto toilet, new granite counters & sinks, new faucets, new light fixtures & extra towel rods. One of the best features is an extra walk-in closet in the Primary bathroom (with shelving).The other bedrooms are oversized and sunny, with wood floors, and big windows (One bedroom features lovely wainscoting) The LAUNDRY IS UPSTAIRS with new storage cabinets. There is a fabulous, heated 20 x 40’ pool with fiberglass coating (no vinyl liner),custom steps, and "Sunshelf", surrounded by extended paver decking… plus a SPACIOUS POOL HOUSE (kitchenette, 1/2 bath,and lovely lounge)! After you’ve finished swimming, you can relax in the shade of the POOL HOUSE, with a glass of iced tea, prepared right there! Tall, stately trees line the the property. There are beautiful black gates, and a stunning paver staircase leading from the side-load driveway to the backyard. Tall grasses are another beautiful source of privacy in the summer. There are “Specimen trees” in both the front and back of the home (over $100k in exterior upgrades), TWO pergolas (one perfect for a BBQ grill, AND one for a table & chairs),a flagstone patio,and a huge deck for several furniture groupings! There are numerous places to entertain friends and family! Among the numerous recent upgrades are another new central a/c compressor (the home has two), and a GORGEOUS NEW PAVER PATH (framed by a beautiful border)that leads visitors to the front door! The solar panels (owned, not rented), AND extra, blown-in insulation in the attic, provide SAVINGS on the heating & electric bills year-round.The versatility of the finished basement is perfect for working out, gaming, & watching movies. PLUS there is an extra room, and a BEAUTIFUL, full bathroom. *Monroe-Woodbury Schools. COMMUTING IS EASY…Close to Palisades Pkwy, & NYS Thruway. Spend the day @ Woodbury Park, or John Burke pool- exclusive to Woodbury Residents offering a beach, parks, ball fields, picnic pavilions,life-guard pool, & DAY CAMP. It is less than 3 miles to I87, Route 6, & Route 17. It is 60 miles to NYC, 15 minutes to West Pt. and minutes to Stewart International Airport. World class shopping is only 1 1/2 miles away @Woodbury Commons Factory Outlets. Enjoy the local farmers markets, & hiking trails with breathtaking views!

9 Roselawn Road, Highland Mills
$269,900
2 Beds ⋅ 2 Baths ⋅ 1049236 MLS
Welcome home to this beautifully updated 2-bedroom end-unit townhouse offering the perfect blend of comfort, style, privacy, and convenience. This move-in ready home presents a rare opportunity to own a residence that has been lovingly maintained and thoughtfully updated throughout the years. Featuring gorgeous new flooring, a stunning new kitchen with modern finishes, beautifully renovated bathrooms, gas heat, and gas cooking, central air, every detail has been carefully curated for today's lifestyle. Now let's discuss LOCATION! Step outside to your own private outdoor retreat featuring an exceptional custom paver patio with brilliant hardscaping, creating the perfect setting for entertaining, dining al fresco, or simply relaxing while enjoying peaceful wooded views and added privacy. As an end unit backing to the woods, you'll appreciate the added sense of space and tranquility rarely found. You will also love your own carport. An exclusive space w/ added storage area. Additional parking is also available. Located in a highly desirable community with amenities galore, residents enjoy access to Woodbury Recreation, swimming pools, the reservoir, beach areas, playgrounds, sports courts, walking trails, and a variety of year-round activities and events. New York City commuter-friendly and ideally situated just minutes from Woodbury Common Premium Outlets, West Point Military Academy, Bear Mountain State Park, Harriman State Park, major highways, dining, shopping, and recreation. Whether you're searching for a full-time residence or a weekend retreat, this exceptional townhouse offers low-maintenance living and an unbeatable Hudson Valley lifestyle in a picturesque setting. Opportunities to purchase a one-owner home with this level of care, updates, privacy, and location are truly rare.

13 Redwood Drive, Highland Mills
$449,555
3 Beds ⋅ 2 Baths ⋅ 1046409 MLS
Welcome to this beautiful and inviting Colonial! This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort, style, and modern updates in a highly desirable area. Step inside to find brand-new, high-quality vinyl flooring and recessed lighting throughout the home, creating a fresh, modern, and welcoming atmosphere. The spacious eat-in kitchen features brand-new cabinetry, while the oversized living room and separate dining room offer plenty of space for entertaining and everyday living. Numerous windows throughout the home provide an abundance of natural light, and ample closet space offers plenty of storage. The second-floor full bathroom includes a convenient laundry hookup located in the closet, adding functionality and ease to your daily routine. Enjoy peace of mind with several major recent upgrades, including a brand-new roof and newly paved driveway, both completed just one month ago, along with a brand-new hot water tank and boiler. It’s ready to be made your own. Outside, enjoy a great front porch where you can relax and take in peaceful views, along with plenty of front, back, and side yard space for entertaining, relaxing, and outdoor activities. A convenient shed provides additional storage. The location is ideal for both convenience and entertainment. Just 8 minutes from Woodbury Common Premium Outlets, with major shopping, restaurants, and everyday conveniences close by. Enjoy easy travel with Stewart International Airport approximately 22 minutes away and plenty of entertainment for all ages, including LEGOLAND New York approximately 25 minutes away. Outdoor enthusiasts will love being approximately 20 minutes from Bear Mountain State Park, where you can enjoy hiking, biking, boat paddling, barbecuing, carousel , basketball courts, playground, the community pool, zoo, and seasonal ice skating. The home is also conveniently located near public transportation and schools, making it an excellent choice for commuters and people looking to enjoy outdoor activities. Highly desirable location, beautifully updated, competitively priced, and ready for you to move right in! Don’t miss the opportunity to make this wonderful Colonial your new home. Hurry, home wont last.

132 Ridge Road, Highland Mills
$665,000
3 Beds ⋅ 3 Baths ⋅ 1041475 MLS
Welcome to 6 Paisley Court — This beautifully appointed 3-bedroom, 7-room home offers an impressive 2,722 square feet of thoughtfully designed living space, nestled on a generous 0.23-acre lot. Total sq ft includes 450 finished sq ft in the basement. Step inside to a bright, open floor plan that instantly welcomes you with a sense of space and sophistication. At the heart of the home lies a stunning open kitchen, with granite countertops and a generous kitchen island — perfect for cooking, gathering, and entertaining. Next to the kitchen, there is a warm dining room that invites meals, while the inviting living room, complete with a cozy fireplace, sets the perfect atmosphere for relaxing evenings. The first floor is thoughtfully designed with a primary bedroom and full bathroom, offering comfort and convenience. Heading up to the second floor, you'll discover two beautifully appointed bedrooms, two additional bathrooms, and a charming vanity — every detail curated with care and style. Outside, you'll see Lush front and back grounds that create a serene natural escape, with manicured greenery that soothes the senses. The backyard is a dream come true — featuring a wonderful park area for outdoor fun, along with elegant coach-style seating that makes relaxation an everyday pleasure. Outdoor sprinkler system throughout the property. Patio and retaining wall 2 years old. Outside shed included in the sale. Whether you're hosting gatherings or enjoying a quiet evening in, this home delivers the perfect balance of comfort, style, and functionality that today's discerning buyer is looking for.

6 Paisley Court, Highland Mills
$425,000
2 Beds ⋅ 3 Baths ⋅ 1042318 MLS
Welcome to this beautifully maintained townhouse in Highland Mills offering 2 bedrooms, 2.5 baths, and 1,569 square feet of thoughtfully designed living space. Built in 2001, the home features an open-concept main level with hardwood floors, a spacious kitchen with white cabinetry, stainless-steel appliances and dark countertops, and a bright dining area that opens directly to the rear deck. Large windows and distinctive arched windows bring in natural light, while the main living spaces offer a comfortable flow for everyday living and entertaining. Upstairs, two generously sized bedrooms provide flexibility, including a primary bedroom with a large arched window, walk-in closet, and private full bath. The second bedroom also offers generous closet space and convenient access to a full ensuite bathroom. The lower level provides a 2-car attached garage, laundry area, utility/storage space, and additional finished space that can be adapted to suit your needs. Additional features include a roof replaced in 2020, tankless water heater, water softener and filtration system, pull-down attic access, and ample storage. Step outside to the private rear deck, where the wooded backdrop and expansive lawn create an inviting extension of the living space. The deck offers room for outdoor dining, lounging, or entertaining, with direct access from the main level. Conveniently located in Highland Mills with access to I-87 and Route 17, the home is also near Woodbury Common Premium Outlets, Woodbury Town Park, schools, shopping, and Metro-North service in the surrounding area. At $425,000, this home offers the combination of townhouse convenience, attached garage space, updated major components, and outdoor living that buyers searching in Southern Orange County will appreciate.

60 Rockridge Drive, Highland Mills
$590,000
4 Beds ⋅ 3 Baths ⋅ 1043320 MLS
Welcome to 15 Cindy Lane, a beautifully updated 4 bedroom 2.5 bath colonial tucked away on a quiet side street with very little through traffic in the desirable Roselawn Park neighborhood of Highland Mills. Inside, you’ll find a warm and inviting floor plan! The living room features a wood - burning fireplace. The kitchen features updated cabinetry, granite counters, recessed, lighting, a double pantry and stainless steel appliances. A cozy family room is also conveniently located next to the kitchen area. The primary bedroom upstairs features new Levolor shades and an updated en suite bath. There are also three additional bedrooms and another updated full hallway bath as well as hardwood floors under all existing carpeted areas. An unfinished basement offers plenty of additional storage or other possibilities. In the rear, the deck overlooks the level backyard – perfect for entertaining, play or simply relaxing at home. A separate side entrance leads directly into the mudroom/laundry room, while the attached two car garage provides plenty of parking and pull down stairs to a storage area. The home has been thoughtfully maintained and improved over the years, including 200 amp electrical service, Central air conditioning, water softener, kitchen, lighting, flooring and most recently a new roof in 2023, front walkway in 2024, LeafFilter and Levolor shades in 2026. And one of the great advantages of calling Woodbury home is access to the communities outstanding resident recreation facilities. Spend summer days at the John P Burke Memorial pool or head to Earl Reservoir better known as “The Rez”. Perfectly positioned for commuters, this home offers convenient access to New York City and the surrounding region. The Coach USA ShortLine bus stop is just 1 mile away, the Harriman entrance to the NYS Thruway is 2 miles from the home, and the Harriman Metro-North train station is only 4 miles away—making commuting by bus, train, or car easy and convenient. 15 Cindy Ln. combines a peaceful neighborhood setting and access to everything Woodbury has to offer. Make an appointment to see it today.

15 Cindy Lane, Highland Mills
$369,900
2 Beds ⋅ 2 Baths ⋅ 1039455 MLS
Luxury Living at its very Best! 45 min to NYC. This Gorgeous Home features Bamboo Flooring Throughout, New Windows, Doors and Water Softener. Inviting Entry with Vaulted Ceilings and Skylight. Designer High End Kemper Kitchen, with beautiful Granite Countertops with breakfast Bar, with Pendulum lighting, Tumbled Marble Backsplash, Top of the Line Jen Air Refrigerator & Dishwasher, Capital Commercial Stove with Gas Grill, 1200 CFM Blower, and Recessed Lighting. Living Rm with Custom Stone Gas. Spacious Formal Dining Rm, Laundry Rm. Bathroom with custom tiled stone inlay floor, Maple Vanity with Granite Countertop and Maintenance Free Tub / Shower. Generous size bedroom. Huge Master Br Suite with recessed lighting, Spacious Walk in Closet and Additional Closet. Spa Bathroom that offers Marble Flooring, Cherry Vanity with Marble top, 2 Person Marble Shower that includes a Bench seat, Waterfalls, and a rain Shower Head. Private Backyard that backs up to woods. Additional Information: Amenities: Tennis, ParkingFeatures:1 Car Attached,

7 Ironwood Drive, Highland Mills
$599,900
4 Beds ⋅ 3 Baths ⋅ 1042727 MLS
Welcome to this expansive 4-bedroom, 2.5-bath Colonial nestled on a beautiful 3-acre lot in Highland Mills, NY. Offering over 2,250 square feet of living space, this home combines comfort, privacy, and convenience in a desirable Hudson Valley setting. The inviting main level features a step-down family room with wood burning fireplace, creating a warm and comfortable space for relaxing or entertaining. The updated kitchen is a standout, featuring granite countertops, stainless steel appliances, a center island, and ample cabinet space. Just off the kitchen, a spacious deck provides the ideal spot for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A formal dining area, living room and convenient half bath complete the main level. Upstairs, you'll find four generously sized bedrooms, including a primary bedroom with a private ensuite bath. The three additional bedrooms offer plenty of flexibility for family, guests, a home office, or hobbies. This home also offers a full basement, providing abundant storage and potential for additional living or recreational space, along with a 2-car garage for parking and convenience. Set on three acres, the property provides plenty of room to enjoy the outdoors while maintaining easy access to nearby amenities. Woodbury Common Premium Outlets are just minutes away, offering premier shopping and dining. Major roadways such as Route 17, New York State Thruway (Route 87), and the Palisades Interstate Parkway are also conveniently accessible, with a train station less than 5 miles away making commuting throughout Orange County and beyond easy. With its voluminous interior, updated kitchen, primary ensuite, full basement, 2-car garage, deck, and expansive three-acre setting, this Highland Mills Colonial offers an exceptional opportunity to enjoy comfortable Hudson Valley living.

30 Pine Hill Road, Highland Mills
$995,000
5 Beds ⋅ 4 Baths ⋅ 1040759 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
$625,000
5 Beds ⋅ 2 Baths ⋅ 1030932 MLS
108 Ridge Road, Highland Mills, NY 10930 Spacious Five-Bedroom Home Offering Comfort, Flexibility & Hudson Valley Living Welcome to 108 Ridge Road, a spacious and inviting home offering five bedrooms and two full bathrooms with plenty of room to spread out and make the space your own. From the moment you arrive, you'll appreciate the property's generous setting and the possibilities this home provides. Inside, the flexible floor plan offers comfortable living areas and multiple rooms that can adapt to your needs. With five bedrooms, there is exceptional flexibility for bedrooms, home office space, guests, hobbies, or additional living areas. The approximately 0.48-acre property provides valuable outdoor space and the opportunity to create your own private retreat for relaxing, entertaining, gardening, or simply enjoying the outdoors. Located in Highland Mills, this home combines the appeal of Hudson Valley living with convenient access to shopping, dining, recreation, transportation, and nearby communities. Whether you're looking for more space, a flexible floor plan, or a property you can personalize over time, 108 Ridge Road offers an opportunity to create the home you've been looking for. Don't miss the opportunity to see this property in person—schedule your private showing today! Property information, including bedroom and bathroom count, square footage, lot size, taxes, school information, zoning, permits, and certificates of occupancy, should be independently verified by the buyer and buyer's agent.

108 Ridge Road, Highland Mills
$618,450
3 Beds ⋅ 2 Baths ⋅ 1037999 MLS
Set on a beautiful, private and quiet street in Woodbury, this unique 3-bedroom, 2-bath home offers 2,144 sq. ft. of living space with plenty of character inside and out and warm cedar cathedral ceilings extending through the main level and bedrooms. The main level features a spacious living room with a built-in bar, brick fireplace and loft above. A few steps up are all three bedrooms and a full bath, while the lower level offers the kitchen and dinette, another full bath, a large family room with fireplace, and an enclosed glass sunroom overlooking the wooded property. Multiple walkouts lead to expansive wraparound decks, with seasonal mountain views from the hilltop setting. The property also includes a detached car garage, separate car carport and front patio. Recent improvements include a new -heat and hot water- boiler, new oil tank, fresh paint throughout, some new flooring, some new lighting, a new refrigerator, and numerous interior and exterior updates. Located in the Monroe-Woodbury School District, this is a home that stands out for its privacy, setting and unique character.

15 Overlook Drive, Highland Mills
$589,999
4 Beds ⋅ 2 Baths ⋅ 1037720 MLS
Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California Closets in every upstairs bedroom, Pella doors, and Andersen 400 Series windows reflect a home maintained with discipline, not shortcuts. The mechanicals back it up: hot water heater (2021), whole-house water softener and filtration system (2023), and an upgraded back deck (2019) built for those gorgeous Hudson Valley sunsets. Comfort and security are handled. A heated garage with its own thermostat means projects don't stop in January. A central-station monitoring system covers fire, burglary, low-temperature, and carbon monoxide, plus camera coverage for complete confidence. The fenced backyard and lawn sprinkler system round out a property that's genuinely move-in ready. Location is the quiet advantage here. The Metro-North Harriman station sits under 10 minutes away, with NYC roughly 50 miles and about an hour out via I-87 and Route 17. Woodbury Common Premium Outlets, grocery, and everyday essentials are a short drive down Route 32. Weekends open up fast: Harriman State Park and Bear Mountain for hiking, nearby golf, and local wineries and farms that make Orange County living what it is. Enjoy local access to the John P. Burk Memorial Pool, Earl Resevoir and Brickley Field as well for all your athletic enjoyment. This is the rare home where the big ticket items are already done and done right. All that's left is to move in, relax and watch the sun go down right off your back deck.

5 Columbia Circle, Highland Mills
$499,000
4 Beds ⋅ 2 Baths ⋅ 1036840 MLS
Welcome to 10 Andre Drive, a spacious four-bedroom, two-bath split level home situated on 0.35 beautifully landscaped acres in Highland Mills. In addition to the home’s three bedrooms, the finished lower level features two additional rooms, providing valuable flexible space for home offices, a gym, recreation room, guest space, hobby room, or other uses to fit your needs. An attached garage and generous driveway provide convenient parking and storage. Outside, the expansive lawn and rear deck create an inviting setting for entertaining, gardening, recreation, or simply relaxing and enjoying the scenery. Located in the Cornwall Central School District, the property combines quiet residential living with convenient access to Woodbury Common Premium Outlets, local shopping and dining, Town of Woodbury recreational facilities, Harriman State Park, and the Harriman Metro-North station. Routes 32 and 17 and the New York State Thruway provide convenient connections throughout the Hudson Valley and beyond. With its combination of space, scenery, and accessibility, 10 Andre Drive is ready to welcome its next owner.

10 Andre Drive, Highland Mills
$780,000
4 Beds ⋅ 3 Baths ⋅ 1034143 MLS
Check out the 3D walk through from the entire house on zillow you can find it by FACTS & FEATUES Virtual tour! 17 Oldwyck Cres - Original Owner Estate, Meticulously Maintained This is the one you’ve been waiting for. Loved since day one by its original owner, 17 Oldwyck Cres offers timeless quality, generous space, and thoughtful updates at every turn. Step Inside You are greeted by a grand two-story foyer with dramatic double-height ceilings that set an elegant tone from the moment you arrive. Gleaming hardwood floors lead you into the main living areas and carry warmth throughout the first floor. Main Level Living To your Left, a quiet home office provides the perfect work-from-home retreat with privacy and natural light. Flowing forward, the formal dining room impresses with space for large gatherings and holiday hosting. The heart of the home is the oversized living room, anchored by a classic wood-burning fireplace that invites cozy evenings and conversation. This opens to the true showstopper: an expansive extended great room. With soaring cathedral ceilings and walls of windows on three sides, the space is bathed in light all day and feels like a private sunlit sanctuary. Chef’s Kitchen & Outdoor Living The large kitchen is designed for entertaining. Stainless steel appliances, ample cabinetry, and two dedicated buffet stations make serving effortless. Step through to the oversized rear deck complete with built-in speakers. It’s ready for summer barbecues, morning coffee, or evening unwinds. A convenient main-floor laundry room keeps daily life easy. Upstairs Retreat Upstairs you will find four generous bedrooms. The primary suite is a true escape with room for a sitting area, walk-in Custom closets, and a spa-inspired bath featuring a deep soaking tub for relaxing after long days. The additional bedrooms are bright, spacious, and share a well-appointed full bath. Lower Level & Bonuses The fully finished walk-out basement extends your living space. A built-in Dry bar makes it ideal for movie nights, game days, or a guest suite. Build in Speakers in basement, With one side at ground level, it feels open and bright, not like a basement at all. Quality & Updates You Can Trust This home has been proactively maintained. Features include a whole-home central vacuum system and water filtration for clean living. Major systems are done: new roof 2025, water heater 2021, and upstairs AC 2021. A 2-car garage completes the package. This is more than a house. It’s a home where memories were made and where your next chapter begins. Key Systems Updated: Roof 2025 | Water Heater 2021 | Upstairs AC 2021- big shed in back of the house

17 Oldwyck Crescent, Highland Mills
$479,999
3 Beds ⋅ 2 Baths ⋅ 1033827 MLS
Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. With plenty of space to possibly expand both above and behind the house, the opportunities here are endless. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard barbecues, spontaneous play or quiet evenings outdoors. The living and dining areas flow together with relaxed ease, while the structured split-level layout gives each space its own purpose—ideal for guests and everyday life. Located in a warm and welcoming community with easy access to local schools, parks and commuter routes, this home blends suburban comfort with real-world practicality.

172 Ridge Road, Highland Mills
$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
$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
$900,000
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
$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
$760,000
4 Beds ⋅ 3 Baths ⋅ 1023481 MLS
Welcome to this Custom Colonial offering almost 3,100 finished SQFT of beautifully designed living space perched up on a hill in Timber Crest Estates, an enclave of 15 homes in the heart of Highland Mills, town of Woodbury. This 4-bedroom, 3-full bath home features an open and inviting layout with 9-foot ceilings, freshly painted throughout, hardwood floors, and an abundance of natural light from oversized windows throughout. The main level offers a spacious eat-in kitchen with stainless steel appliances, a formal dining room, a dedicated office/den, and a full bath, providing flexibility for guests or multigenerational living. The dramatic two-story great room is the heart of the home, centered around a cozy gas fireplace, while sliding doors off the kitchen lead to a deck overlooking the backyard—perfect for outdoor dining and entertaining. Upstairs, the expansive primary suite serves as a private retreat with tray ceilings, a large walk-in closet and an ensuite bath featuring a Jacuzzi tub. Three additional generously sized bedrooms and a full hall bath complete the second level. The full unfinished walk-out basement offers endless possibilities for future finished living space, a home gym, or recreation area. Additional highlights include municipal water, sewer, and natural gas, as well as owned solar panels for increased energy efficiency and cost free electric! This exceptional home combines space, comfort, and convenience in one outstanding total package. This will not last, PRICED TO SELL!

5 Sherwood Court, Highland Mills
$649,000
4 Beds ⋅ 3 Baths ⋅ 1005912 MLS
4 Sequoia Trail is a beautifully renovated 2,004 sq ft residence that seamlessly blends comfort, style, and convenience. Set on landscaped grounds with plenty of outdoor space, it offers a peaceful retreat while being near local attractions. The bright living room, featuring oversized windows and an elegant fireplace, flows into a delightful dinette area. The kitchen boasts contemporary cabinetry and a spacious deck for entertaining. The home includes four bedrooms with great storage, two modernized bathrooms, and a finished basement providing extra living space. A two-car garage and a well-kept yard round out this move-in-ready property, ideal for modern living.

4 Sequoia Trail, Highland Mills
$549,000
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
$999,000
4 Beds ⋅ 3 Baths ⋅ 1012714 MLS
Spacious Colonial situated on a beautiful private lot featuring oversized bedrooms, updated baths, and a bright open floor plan. The impressive primary suite includes a spa-like bathroom, while multiple living areas provide flexibility for today's lifestyle. Enjoy a large deck, patio, expansive yard, and peaceful surroundings. Conveniently located near shopping, schools, parks, and major commuter routes. A wonderful opportunity to own a move-in-ready home with space both inside and out.

14 Apple Hill Drive, 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
$649,900
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
$875,000
6 Beds ⋅ 3 Baths ⋅ 1010358 MLS
Explore this great opportunity located at 27 Van Tassel in Highland Mills, offering an impressive 2.6-acre property with expansive grounds, privacy, and a peaceful, calm setting. This beautiful home spans 3,058 square feet and is filled with rich features and amenities designed for both comfort and everyday living. As you enter, you are welcomed by an elegant formal dining room and a spacious kitchen, along with a separate dining nook that creates the perfect space for relaxed meals and gatherings. The home includes 6 well-appointed bedrooms, 3 bathrooms, a laundry room and a double vanity that adds both convenience and style. Additionally the house includes a beautifully airy sunroom filled with natural light to enjoy nature! The roof is brand new as of year 2024. Outside, the property truly shines with its beautifully maintained grassy backyard and two comfortable patios, providing ideal spaces for entertaining, outdoor dining, or simply enjoying the serene surroundings and a natural pond beside the house, offering a peaceful place to enjoy nature. Besides for the attached garage, this property also offers a detached carport and a 14x16 shed for added storage. This property offers the perfect blend of space, privacy, and charm in a highly desirable setting. Don't miss this great opportunity! Schedule your showing today, to make this home yours!

27 Van Tassel Court, Highland Mills
$824,000
5 Beds ⋅ 3 Baths ⋅ 1004118 MLS
On Zillow the virtual 3D tour you can find it by facts and features, 8 Allaway Crescent - 4,231 SQ FT + Full Unfinished Basement 4,231 SQ FT + Full Unfinished Basement | 5 Bedrooms Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath | Mountain Views, Welcome to 8 Alloway Crescent. This 4,231 square foot home offers functional layout and impressive scale, plus a full unfinished basement ready for your vision. Main Level You enter through a big, wide foyer with hardwood flooring extending throughout the main level. Dining Room: To the right of the foyer is a big dining room with ample space for entertaining. Living Room: To the left of the foyer is a nice, big living room, well suited for formal seating or quiet conversation. Family Room: The beautiful big family room is open to the kitchen and open to the dinette area, accommodating large furniture arrangements and everyday living. Dinette: Adjacent to the kitchen, there is beautiful space for a dinette with room to put a table. This area has a walkout to the deck and access to the beautiful views. Kitchen: The big kitchen features a large center island, marble countertops, two sinks, abundant cabinetry, and stainless steel appliances. The layout flows directly into the family room and dinette for ease of daily use and hosting. Main Floor Bedroom & Full Bath: The main level includes a den or bedroom plus a full bathroom. This provides flexibility for guests, a home office, or multi-generational living. Garage & Views: A two-car garage is accessed from the main level. Beautiful scenery and views are visible from multiple rooms. Second Level Primary Suite: The master bedroom features a cathedral ceiling and beautiful mountain views. The en-suite bathroom includes a combined soaking tub with jetted jacuzzi, dual vanities, and a stall shower. A walk-in closet is included. The second bedroom is connected to the master with open doors. This layout works well as a baby room, office, or additional bedroom. The third bedroom is a nice size bedroom with closet space. The fourth bedroom is a nice size bedroom with closet space. Fifth Bedroom / Bonus Room: functions as a bonus room and provides additional flexibility for use as a bedroom, playroom, or media room. Laundry is located upstairs for convenience, near the bedrooms. Hall Bathroom: A full hall bathroom serves the additional bedrooms. Additional Levels Walk-Up Attic: A finished walk-up attic is accessed from the second floor and includes a window. The space is suitable for storage, studio, or playroom use. The home includes a full unfinished basement ready for future build-out. Key Specifications: 4,231 Sq Ft Above Grade | Full Unfinished Basement | 6 Total Bedrooms, 5 Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath |2-Car Garage | Cathedral Ceiling in Primary | Walk-Up Attic with Window | Mountain Views

8 Alloway Crescent, 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
$675,000
4 Beds ⋅ 3 Baths ⋅ 1004321 MLS
Experience the perfect blend of modern elegance and suburban tranquility in this beautiful Colonial, perfectly positioned on 1.2 acres of manicured grounds. Inside, rich hardwood floors and walls of windows create an airy, light-filled atmosphere. The heart of the home is the efficiently designed kitchen, boasting a breakfast bar, pantry and stainless-steel appliances. It flows seamlessly into both a large family room and a spacious composite deck overlooking your private backyard—ideal for summer BBQs. For formal gatherings, the sophisticated living and dining rooms with crown molding and wainscotting provide a serene backdrop for entertaining. Upstairs, the primary suite serves as a peaceful retreat, complete with a walk-in closet and a double-sink vanity. The additional bedrooms are generously scaled for sleep, study, or play. These bedrooms share a hall bathroom with marble countertops. As an exclusive bonus, residents enjoy premium access to the Woodbury Pool and The Earl Reservoir. Minutes from shopping, schools, and commuter transit.

33 Sutherland Drive, Highland Mills
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