Highland Mills Homes with Monroe-Woodbury School district

Highland Mills Homes with Monroe-Woodbury School district

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Highland_Mills and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Highland Mills Homes with Monroe-Woodbury School district

$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

$999,000
1025743 MLS
Rare mixed-use opportunity in the heart of Highland Mills with outstanding visibility along Route 32. This beautifully maintained two-story property offers approximately 2,750 square feet of flexible space, a detached two-car garage and/or workshop, approximately 17 parking spaces, public water and sewer, and excellent potential for an owner-user or investor. The approximately 1,300-square-foot first floor is currently configured as professional office space featuring a welcoming waiting room, reception area, private office, half bathroom, kitchen and breakroom. Large windows provide abundant natural light, while an accessibility ramp offers added convenience. The approximately 1,450-square-foot second floor features a fully renovated two-bedroom, one-bath apartment with high ceilings, oversized custom windows and a bright, open layout. The spacious kitchen includes quartz countertops, stainless steel appliances, recessed lighting and under-cabinet lighting. The kitchen opens directly to a Trex deck with vinyl railings and an electric awning overlooking the fenced backyard. A comfortable family room, two well-proportioned bedrooms and a full bathroom complete the residence. The building underwent extensive renovations in 2018, including a whole-building generator, irrigation system, upgraded electrical, substantial plumbing improvements, a new water heater and two heating and air-conditioning systems, with one serving each floor. The second-floor apartment was also fully renovated at that time. Additional features include basement and attic storage, French drains and a sump system installed in 2006, one electric meter, two gas meters and a landscaped exterior with decorative stonework. The detached garage and workshop is heated and cooled and includes a dedicated 220-volt outlet, making it ideal for a contractor, tradesperson, hobbyist or additional workspace. Conveniently located near major highways, Woodbury Common Premium Outlets, local businesses, offices and residential neighborhoods. Rent the spaces separately, occupy one floor while generating income from the other, or explore combining the property for a larger commercial operation. A versatile and highly visible property offering professional space, residential accommodations and exceptional owner-user potential.

531 State Route 32, 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

$795,000
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

$535,000
3 Beds 3 Baths 1020871 MLS
….. Desperate Seller – Bring All Offers!! The seller is highly motivated and ready to make a deal! Don't miss this opportunity. Submit all offers—every offer will be presented and considered. Welcome to this beautifully updated home offering the perfect blend of modern style, comfort, and functionality. Set on a spacious property in the heart of Highland Mills, this move-in-ready home features an open-concept layout with abundant natural light, creating a warm and inviting atmosphere. The stunning renovated kitchen is the centerpiece of the home, showcasing elegant wood cabinetry, beautiful stone countertops, stainless steel appliances, ample cabinet space, and a large peninsula that's perfect for everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, making gatherings effortless. The home offers generously sized bedrooms, updated bathrooms, hardwood and ceramic flooring, and a flexible lower level that provides additional living space ideal for a family room, home office, gym, playroom, or guest area. A charming stone fireplace adds warmth and character to the lower level. Outside, enjoy a level backyard with a brick patio, perfect for outdoor dining, relaxing, or entertaining. The oversized driveway and attached garage provide plenty of parking and storage. Conveniently located just minutes from Woodbury Common Premium Outlets, major highways, parks, schools, restaurants, and public transportation, this home offers an easy commute while maintaining a peaceful suburban setting. Property Highlights: Beautifully updated throughout Spacious open-concept living Renovated kitchen with stone countertops and stainless steel appliances wood cabinetry with abundant storage Flexible finished lower level with stone fireplace Large driveway and attached garage Brick patio and spacious backyard Convenient Orange County location near shopping, dining, and major commuter routes Move right in and enjoy everything this exceptional Highland Mills home has to offer! Schedule a showing!

249 Ridge Road, 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

Start Your Search
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.