Highland Mills, New York listings for sale


$16,000,000 - Highland Mills, NY

415 State Route 32 Highland Mills, NY - 142 acres with municipal services available. One of the last large lots available in the area. Lots of rental income potential. Caretakers house is occupied. Bring your imagination and restore this house and property to it's former glory. This has been in the same family for almost 100 years. Property is on both sides of Route 32. The eastern side goes all the way down to the train tracks. The western side goes all the way up to CR 105. Zoning is 2 acre Additional Information: Amenities:Guest Quarters,Storage,HeatingFuel:Oil Below Ground,ParkingFeatures:4+ Car Detached,
1810 | 14 | 6 | 10,041 sqft.
$1,800,000 - Highland Mills, NY

435 Schunnemunk Rd Highland Mills, NY - Charming raised ranch awaiting its new owners to appreciate all it has to offer! Step inside the this lovely home were you will be met by an expansive living room enhanced by oversized windows, hardwood flooring a built- in fireplace creating a cozy atmosphere. The modern designed eat-in kitchen features granite countertops, beautiful white cabinetry, Center Island, stainless steel appliances, multiple spotlights, and two pantries, all for the family chef! Large eat in area as well, with sliding door leading to the oversized back deck. Head towards the sleeping quarters of this lovely home. There you will be met by a full bathroom and 3 beautifully sized bedrooms, including a master bedroom which includes a full bathroom Lower level features:3 bedrooms, a family room, laundryroom and a full bathroom. Your family will surely delight in this sprawling outdoor retreat! 2 oversized decks overlooking the manicured, fenced backyard. Beautiful nature views lots of place for the kids to play! 20by 40 ft beautiful inground pool. New heating system that was recently installed with 6 ft of stone pavement on each side of the pool. Prime location! This home is awaiting its new owners to move in and appreciate all it has to offer!
1975 | 6 | 3 | 3,000 sqft.
$1,279,999 - Highland Mills, NY

21 Castleton Drive Highland Mills, NY - Completely rebuilt home in 2023! This stunning home is the epitome of modern luxury and craftsmanship. It features 4 spacious bedrooms, 3 elegant bathrooms, and a versatile bonus room. Every detail of this home has been meticulously designed for maximum comfort and style. The home features cutting-edge upgrades like new Pex plumbing, new ductwork, new HVAC systems (humidifiers included for the first and second floor), a new 30-year roof, and a state-of-the-art electrical system with a whole-house surge protector! This home seamlessly blends beauty with modern reliability. The chef’s kitchen is a dream. It is outfitted with top-of-the-line appliances, a 6-burner stove, dual ovens, dual sinks, and a striking waterfall island which makes it perfect for entertaining and creating culinary masterpieces. Both the living and family rooms feature a sleek, modern fireplace, recessed lighting, and elegant crown molding.. The home has smart features like SimpliSafe security, smart lights, and video monitoring for peace of mind. Upstairs, the master suite is a private sanctuary with a spa-like bathroom featuring a rain shower, a jacuzzi tub with a warming feature, and custom Amish vanities. Additionally, the entire home is equipped with an instant hot water system. The three large additional bedrooms with tray ceilings offer ample space and spectacular mountain views. The fully finished basement is a true highlight. It boasts a full bathroom, playroom, wine room, and roughed-in hookups for a bar or kitchenette. The basement houses dual furnaces, a reverse osmosis water filtration system, and smart water and sprinkler controls. Step outside to a beautifully landscaped backyard featuring a tree-lined perimeter, a sledding hill, and a gas hookup for grilling—ideal for outdoor entertaining. The fully finished and heated garage matches the home's high-tech features, boasting insulated doors and smart openers for seamless convenience. Located in the sought-after Brigadoon community, this home grants access to a range of top-tier amenities, including a community pool, gym, park, tennis court, and the beautiful Woodbury Rez. With easy access to Woodbury Commons and local shopping, this home is the perfect blend of luxury, smart technology, and lifestyle. Don’t miss the chance to make this one-of-a-kind property your own!
2002 | 4 | 3 | 3,855 sqft.
$979,000 - Highland Mills, NY

9 Roselawn Road Highland Mills, NY - Luxury Awaits! Slide open all of your back doors to...Your own private "Country Club"!!! Exquisite heated pool with fiberglass coating and "Sunshelf", surrounded by an oversized deck of beautiful pavers, AND a POOL HOUSE with kitchenette, 1/2 bath, and sitting room! Tall trees line the back of the property, and the greenery continues to the right side and beautiful black gate with paver staircase. To the left of the yard, tall grasses provide a beautiful source of privacy on the on another side. There is another lovely black gate and fencing. The house itself completes the private feeling, as you fully enjoy your enclosed "Country Club", with it's TWO pergolas (one perfect for BBQ grill, and one for a table and chairs), and a huge deck across the back of the home, with still another area for your entertaining needs! This one- of-a-kind home has been almost totally redecorated with the finest of materials (yes, even the pool house)! The feature list is huge! Upgrades this past year alone are numerous, on the exterior as well as the interior! Solar panels (owned), and blown-in insulation in the attic, provide savings for your family year-round. As you enter the home, you will be greeted by the BREATHTAKING foyer with its vaulted ceiling, big chandelier, large arched Palladium window, gorgeous inlaid wood floors with medallion, and stunning staircase! After a long day at work, you'll look forward to retreating to your own private sanctuary, wyour very own, very spacious, Ensuite, complete with sitting and dressing areas, and sunroom. The Ensuite bath has a tall, tray ceiling, and is replete with new granite, tumbled marble tile, a gorgeous Jacuzzi tub, and a big marble-tiled shower with built-in bench as well as extra jets. There are new sinks, new faucets, stunning designer light fixtures and towel rods, and a big, walk-in toiletry/ extra linen closet with shelving from top to bottom (it even has a refrigerator for midnight snacks when you don't want to go downstairs). The three other bedrooms are oversized, with wood laminate floors, lots of closet space, and big windows. To make your life so much easier, your washer and dryer are upstairs, right near the bedrooms, where most of the laundry originates!I No more dragging laundry up and down stairs! Now for the "Professional" kitchen... with 6-burner Viking range, Bosch double ovens (less than 4 yrs. old), 8-ft. extra-thick granite island with beveled edge and prep sink, top-of-the-line built-in refrigerator, 4-yr.old dishwasher, pantry, top-of-the-line inlaid wood cabinets, desk with granite top, and extra-large round granite table with beveled edge to match the island granite) in the bay-windowed breakfast area, make this kitchen truly wonderful! As you enjoy your meals in this area, you'll appreciate the many beautiful plantings in the gorgeous backyard. When you are entertaining inside, your formal dining room, with it's inlaid wood floors, and wall sconces, chair-rail, and moldings, make the holidays even more special! If you can recognize quality in a home, you will appreciate all that this home has to offer. Monroe-Woodbury Schools, the amazing Woodbury Recreation, and the close proximity to Woodbury Commons Factory Outlet Center,the Palisades Pkwy, and NYS Thruway, make this a dream-come-true!
2003 | 4 | 4 | 4,290 sqft.
$839,000 - Highland Mills, NY

1 Cindy Lane Highland Mills, NY - NEW!! Discover the epitome of luxury living in this magnificent, one-of-a-kind home!! Nestled in a highly sought-after neighborhood. This stunning property boasts an expansive layout, offering ample space for both relaxation and entertainment. The heart of the home is the magnificent kitchen, featuring elegant granite countertops that blend style and functionality, perfect for culinary enthusiasts. With five generously sized bedrooms and a total of five bathrooms, this residence ensures comfort and privacy for the entire family. Step outside to your own private oasis, where a beautiful inground pool is surrounded by lush greenery, creating a serene retreat for summer gatherings or quiet evenings. The meticulously landscaped front and back yards enhance the home's curb appeal and provide additional outdoor living space. Don’t miss the opportunity to make this gem your own—call today before it slips away!
1967 | 5 | 4 | 3,182 sqft.
$735,000 - Highland Mills, NY

3 Moorefield Circle Highland Mills, NY - Welcome to the highly desirable Brigadoon community, ideally situated on a quiet cul-de-sac! This elegant colonial home offers 4 spacious bedrooms and 2.5 bathrooms, along with a 2-car garage. The sunlit eat-in kitchen is a chef’s dream, featuring granite countertops, a center island, ceramic tile flooring, and a convenient butler’s pantry—perfect for entertaining. The expansive primary suite includes tray ceilings, a double-sink vanity, a generous walk-in closet, and a serene retreat feel. The home also features a formal dining room, a bright living room, and a cozy family room with a fireplace, creating warm and inviting spaces throughout. Step outside to a large deck overlooking the backyard, and imagine the possibilities with a full walk-out basement ready to be customized to suit your needs. Gleaming hardwood floors run throughout the main living areas, and central air ensures year-round comfort. Brigadoon offers the best of country club living, with access to a clubhouse, swimming pool, tennis courts, and a fitness center. Perfectly located for commuters, the home is just minutes from major highways, train and bus lines, and a variety of shopping and dining options. As a Woodbury resident, you'll also enjoy exclusive access to the Woodbury Pool and the scenic Earl Reservoir. Don’t miss this opportunity to live in one of the area’s most sought-after neighborhoods!
2003 | 4 | 2 | 2,566 sqft.
$650,000 - Highland Mills, NY

117 Woodland Road Highland Mills, NY - This colonial style Mother-daughter home has plenty of room for everyone! Large 7-bedroom home with legal accessory apartment in desirable Woodbury has many recent updates. The main level was re-done in 2024. Enter from the covered front entry into the living room which has new LVP flooring that extends into the kitchen and hall. The main level bedroom has an ensuite bath with beautifully tiled shower. Upstairs you will find 4 additional bedrooms with original hardwood floors and a full bath. The new kitchen features stainless appliances, lots of cabinets and counter space and dining area. Off the kitchen you will enter the private 2 bedroom 1 bath apartment, complete with an open living room, dining room and kitchen. There is also a separate entrance to the apartment from outside. Both the main house and the apartment have their own washer and dryer. The private fenced yard has a large patio. The interior of the garage is finished and could be used as additional living space if desired. Newer roof (2018) and boiler (2010). Municipal water & sewer. The house is in a beautiful neighborhood in the Monroe Woodbury school district and includes the coveted Woodbury Recreation – the John Burke Memorial Pool, also the Park at the Rez – fishing, swimming, PICKLE BALL, soccer, sensory park and more. Just an hour from NYC with Easy access to NYS Thruway, and NYC bus or train. Close to Woodbury Commons, shops and restaurants. Make this gorgeous house in Woodbury your next home!
1968 | 7 | 3 | 2,504 sqft.
$625,000 - Highland Mills, NY

7 Tufts Lane Highland Mills, NY - Welcome to 7 Tufts Lane, a (lives like 5), legal 4 bedroom, 2 bathroom home located in the private Highland Lake Estates, Built in 1995, this 2,128 square-foot residence offers privacy, relaxation and warmth. Upstairs greets you with a beautiful semi open concept living room & dining room with hardwood floors. The eat in kitchen is big with tons of cabinets, Stainless Steel appliances, center island and walk out to three-tier deck with mountain views perfect for entertaining or morning coffee. Head down the hall to 2 big bedrooms and a Primary bedroom w access to full bath. The lower level features a legal bedroom and a bonus room that can serve as a guest room or office, a den that could be converted back into a garage by removing a wall, a family room and a full bathroom. Residents have access to Woodbury's recreational areas, offering swimming and barbecue facilities exclusively for town residents The area is close to local dining options like The Warehouse and Café Bacci, as well as shopping at Woodbury Common Premium Outlets. Outdoor enthusiasts can explore nearby Harriman State Park and Sterling Forest State Park for hiking and scenic views. The Village of Monroe provides additional restaurants and shops, while the Palisades Interstate Parkway offers easy travel to the Hudson Valley. Highland Mills combines natural surroundings with dining and shopping, making it a well-rounded community. Truly a gem waiting to be yours
1995 | 4 | 2 | 2,128 sqft.
$535,000 - Highland Mills, NY

22 Elm Street Highland Mills, NY - Welcome to 22 Elm Street, a beautiful colonial blending classic charm with modern updates in the heart of Highland Mills. Meticulously maintained and move-in ready. This spacious 5-bedroom, 2-bath home offers flexibility with two bedrooms and a full bath conveniently located on the first floor. Featuring nearly 2,000 sq ft of living space, the home includes an open porch, a welcoming entry, timeless built-ins and accents, a bright 3-season room, a fenced yard, a stone patio, a beautiful kitchen with a large pantry and separate dining area, and a full walk-up attic providing plenty of extra space and storage. The detached garage and full basement offers even more storage and potential. Located in the Monroe-Woodbury School District and part of the highly sought-after Woodbury Recreation, residents enjoy exclusive access to the John Burke Memorial Pool with slides, diving boards, and a pavilion, plus the Park at “The Rez” with swimming, fishing, pickleball, and more. Just down the road, a commuter bus to Manhattan offers ease for daily travel. Walk to a local park with a baseball field, basketball court, and playground. Public water, sewer, and natural gas. A rare offering with location, lifestyle, and character.
1915 | 5 | 2 | 1,984 sqft.
$515,000 - Highland Mills, NY

21 Pleasant Drive Highland Mills, NY - Welcome to your dream home! This beautifully maintained 4-bedroom, 2-bath residence is nestled in a highly sought-after neighborhood known for its friendly atmosphere and fantastic community amenities. As you step inside, you'll be welcomed by a spacious, light-filled layout perfect for both relaxing and entertaining. The updated kitchen opens seamlessly to a large deck, complete with a charming built-in pergola—ideal for enjoying outdoor meals or simply unwinding with a good book. The bedrooms offer ample space and flexibility, whether for family or a home office. Commuting to the city is a breeze with convenient access to major highways, making your daily travels quick and easy. Plus, you'll have access to community perks like parks, walking trails, a pool, and a clubhouse—all just minutes from top-rated schools, shopping, and dining. This isn't just a house; it's a lifestyle waiting for you to enjoy!
1968 | 4 | 2 | 1,428 sqft.