Highland Mills Homes for Sale

Welcome to Highland Mills, a hidden gem nestled in the picturesque Hudson Valley of New York. Located in Orange County, this charming community offers a perfect blend of small-town allure and modern conveniences. Surrounded by stunning natural beauty, Highland Mills is characterized by rolling hills, lush landscapes, and a tranquil atmosphere, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Highland Mills boasts a rich history and a tight-knit community spirit. With easy access to nearby attractions such as the scenic Bear Mountain State Park and the vibrant town of Woodbury, residents enjoy a wealth of recreational activities, from hiking and biking to shopping and dining. The area is also known for its excellent schools, making it a great choice for families looking to plant roots.

When it comes to homes for sale in Highland Mills, you'll find a diverse array of properties that cater to various tastes and budgets. From charming single-family homes with spacious yards to modern townhouses that offer low-maintenance living, there's something for everyone. Many of these homes feature beautiful interiors, updated amenities, and outdoor spaces perfect for entertaining or relaxing.

Whether you're a first-time homebuyer or looking to upgrade, Highland Mills presents a unique opportunity to invest in a community that values quality of life and natural beauty. Explore the homes for sale in Highland Mills today and discover the perfect place to call home in this enchanting corner of New York!

Newest Highland Mills Homes for Sale

$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

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