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$865,000
4 Beds 4 Baths 997814 MLS
Welcome to this beautifully maintained Colonial located in the highly desirable Brigadoon neighborhood, perfectly situated on a quiet cul-de-sac and set on 1.9 private acres. This spacious and move-in-ready home offers 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. The main level features a stunning great room, formal living room, cozy family room, private office, and an expansive eat-in kitchen complete with granite countertops, cherry wood cabinets and flooring, stainless steel appliances, center island, and a convenient butler’s service area. Step outside to your own backyard retreat featuring two decks and a beautiful paver patio — perfect for entertaining or enjoying peaceful outdoor living. Additional highlights include crown molding throughout, a newly renovated finished basement ideal for gatherings or recreation, security system, sprinkler system, two-car garage, and ample street parking. Combining space, comfort, and an unbeatable location, this exceptional home is truly a must-see.

3 Braemar Way, Highland Mills

$669,999
3 Beds 3 Baths 1002671 MLS
Set against a picturesque one acre property with peaceful views of Woodbury Creek, this stunning modern stucco raised ranch offers the perfect blend of space, style, and comfort in the desirable Cornwall School District. With over 2,800 square feet of thoughtfully designed living space, this exceptional home features 3 bedrooms, 3 full bathrooms, vaulted ceilings, and an abundance of natural light throughout. Step inside to discover gleaming hardwood floors, plush carpeting in the bedrooms, with grand cathedral ceilings in the primary bedroom, relaxing jetted soaking tub and a spacious living room, complete with a custom built-in fireplace and charming window seats, creating a warm and inviting atmosphere ideal for everyday living and entertaining. The updated kitchen is a true centerpiece with granite countertops, stainless steel appliances, a wall oven, pantry, and a large island with built-in storage. The lower level offers incredible versatility with a cozy pellet stove, a full bathroom, and a bonus space ideal for a home office, gym, playroom, or recreational area. Additional highlights include updated central air, ample closet space throughout, and a fully updated septic system completed in 2023. Outdoors, enjoy a double deck overlooking the partially fenced yard, retaining walls, and an enclosed above-ground pool, perfect for entertaining, relaxing, or taking in the peaceful creek views. This property also offers exceptional practicality with a two car garage, oversized driveway, carport, generator, and owned solar panels for added energy efficiency and peace of mind. Perfectly situated for commuting, this home is just minutes from Routes 9W, 17, I-84, and I-87, approximately 60 miles to NYC, and conveniently close to the Beacon Bridge, NJ Transit, and Metro-North. A rare opportunity to own a spacious, move-in-ready home in one of Orange County’s most convenient locations. Schedule your showing today!

1649 State Route 32, Highland Mills

$619,990
4 Beds 3 Baths 1000710 MLS
Welcome to 95 Pine Hill Rd. in Highland Mills, NY! This spacious 4-bedroom, 2.5-bath Colonial is located in a highly sought after area offers the perfect blend of comfort, convenience, and outdoor enjoyment. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space, making it ideal for everyday living and entertaining. Enjoy summer days in your private backyard oasis complete with an inground pool. Conveniently located close to shopping, major highways including I-87, and just minutes to Woodbury Common Premium Outlets, this home is perfect for commuters and anyone looking to enjoy all the Hudson Valley has to offer. Don’t miss this opportunity to own a beautiful home in a prime location.

95 Pine Hill Road, Highland Mills

$11,000,000
16 Beds 16 Baths 974021 MLS
R1A zoned, R3A zoned, agriculture zone approved, infinity pool, tennis and basketball court, gazebo and private lake set across gated 39.1 acres MAIN HOUSE - 10 bedrooms, 6 full baths, 3 half baths, 10 fireplaces, Kitchen has Miele Steam unit, Viking warming drawer, Viking microwave, 3 Viking ovens, including 6-burner and grill, 2 dishwashers, walk-in refrigerator, custom-designed and renovated in 2005, radiant heat. Main house has generator with auto transfer switch, 2 zones heat (1 zone radiant in kitchen) 4 zones central air and oil heat. BALLROOM - 4 bedrooms all with en-suite bathrooms, 2 half baths, 5 fireplaces, full kitchen with dishwasher, refrigerator and washer/dryer. Gilded age ballroom with plaster ceiling, 6 zones AC and heat (all new) each room has its own thermostat. GUEST HOUSE - 2 bedrooms, 1 full bathroom, original wood burning stove in kitchen. Guest house has 3 car-garage with a Tiffany clocktower clad in glazed ceramic. Guest house has 275 gallon oil heat, forced air, central air. Home has oil heat, 1 septic for main house & guest house. Separate septic for ballroom. Water is municipal, but there is also a well on site. Welcome to Rushmore estate. Set across over 39 acres of pristine woodland in the lower Hudson Valley. It is a rare offering of historic elegance and complete privacy. Originally commissioned in 1908 by financier/attorney Charles E. Rushmore, this Spanish Colonial-style mansion was designed as a secluded retreat. A long tree-lined 1/4 mile brick pavers driveway opens to a breathtaking estate centered around a grand Gilded-Age ballroom, vaulted hand-plastered ceilings, French doors, Palladian windows and an oversized fireplace creating an iconic setting. The home has incredible historic details throughout. The grounds are equally compelling with rolling lawns, a private lake with beachfront, a 60-foot infinity pool overlooking the water and a network of wooded trails that wind through the untouched landscapes of abundant wildlife. The trails connect to Shawangunk mountains. A romantic original gazebo, waterfall and multiple outdoor entertaining spaces create a true estate experience rarely found this close to Manhattan. This is a destination property equally suited as a private compound, legacy estate or event-driven retreat that offers a level of privacy, beauty and history that is increasingly rare in the Hudson Valley. Rushmore Estate is not just a home, it is a gilded-age masterpiece completely and historically in tact. Home is approved and zoned for event venue, house of worship, school, horses, cemetery, among others.

14 Castleton Drive, Highland Mills

$641,000
3 Beds 3 Baths 987346 MLS
Opportunity & LOCATION! Renovated and well maintained split-level style home in Highland Mills/Woodbury NY. This impressive home offers over 2300 sqft. Bright dining/living/family rooms with lots of spotlights and loaded with windows throughout. Large eat in kitchen features granite countertops, and costume wood cabinetry. 3 spacious and sunny bedrooms 2.5 baths, master with jetted tub and walk-in closet. Lower level includes an additional living room/playroom, and partially finished basement adds 322 sqft of living space. Enjoy the fenced backyard and maintained landscaped property with plenty of space to entertain. Near all Conveniences, Public Transportation, Major Highways, Woodbury Commons and Shopping malls, here is so much more in this wonderful neighborhood, Just Waiting for You.

35 Depalma Drive, Highland Mills

$849,000
6 Beds 5 Baths 976525 MLS
This high-impact, move-in-ready luxury home delivers instant appeal on 1.5 private, park-like acres. Designed to impress, it features vaulted ceilings, rich Brazilian wood floors, a granite kitchen, and a fireplace that anchors the space with warmth and style. The flexible layout offers 2 bedrooms plus an office on the main level—perfect for guests or extended living—while upstairs includes a spacious primary suite and 3 additional bedrooms. Step outside to a large patio, covered porch, and beautifully landscaped grounds with a scenic brook—ideal for relaxing or entertaining. A rare combination of luxury, space, and setting—don’t miss this one. *Appliances shown are included. If the buyer is interested in purchasing any furnishings, we’re happy to discuss available options.

155 Roselawn Road, Highland Mills

$650,000
5 Beds 3 Baths 960068 MLS
Welcome to this beautifully updated Colonial nestled in the highly sought-after community of Highland Mills, within the coveted Woodbury Recreation District. Built in 1995 and set in a picturesque, well-established development, this spacious home offers 4 generously sized bedrooms and 2.5 bathrooms—perfect for comfortable everyday living and entertaining alike. Step inside to find a freshly painted interior that feels bright, clean, and move-in ready. The second floor features brand-new flooring, adding a modern touch and enhancing the home’s overall appeal. The layout offers a seamless flow with ample living space designed to suit today’s lifestyle. A full finished basement provides incredible versatility—ideal for a home theater, gym, playroom, or additional living area. Enjoy the added benefit of lake access, along with all the amenities that come with being part of the Woodbury Recreation District, making this location as desirable as the home itself. With its combination of updates, new updated retaining wall and stairs that leads to backyard. Hot water heater and much more, Home in prime location in a beautiful neighborhood. Don’t miss your opportunity to own in one of Highland Mills’ most desirable communities!

3 Emory Road, Highland Mills

$625,000
3 Beds 3 Baths 968339 MLS
Beautifully updated oversized high ranch in a cul-de-sac, with generously sized rooms, sitting on great flat almost 1/2 acre of property with an updated pool and fenced private backyard. Light and bright with new recessed lighting throughout the house, the renovated kitchen has all new appliances, cabinets, countertops and tile flooring and the primary bedroom has walk-in closet and ensuite bathroom. Pretty hardwood floors throughout the living areas on the first floor and all the big bedrooms have new laminate flooring. The backyard has a big screened in deck and a brand new deck around the pool with a new liner and pump/filter. Downstairs you will find three more rooms that can be used as a den/family room, office, playroom or whatever your heart desires and the laundry room. Plenty of parking and a one car garage. Great commuter location and walking distance to restaurants, deli and other local shops. Close to major highways, schools, Woodbury Common outlets and many other shopping areas and join the Woodbury parks and recreation and town pool!

41 Rutledge Avenue, Highland Mills

$549,900
5 Beds 3 Baths 977872 MLS
SELLER SAYS SELL...Make this home your own. You won’t be disappointed with this serene park-like neighborhood. This spacious and stunning 5-bedroom, 3-bath residence is nestled in a prime Woodbury location. The open-concept kitchen—complete with stainless steel appliances—flows seamlessly into living and dining areas, creating the perfect setting for daily life and entertaining guests. Enjoy the warmth of hardwood floors and the convenience of multiple walk-in closets throughout, offering both comfort and style. The primary suite features a full walk-in closets, a full bathroom with a shower, and a private bonus room, ideal for a luxurious walk-in closet or dressing area. Downstairs, a finished basement with durable vinyl flooring for versatile living space. This space is ideal for relaxation or gatherings. Step outside onto the expansive back deck, perfect for summer barbeques and enjoying the outdoors. Located within the sought-after Cornwall School District. You’ll also benefit from nearby reservoir park access and easy highway connections—ideal for commuters. Plenty of 5-star restaurants and the famous Woodbury Commons nearby. Don't miss your chance to experience everything this exceptional home has to offer!

2 Olympus Road, Highland Mills

$775,000
5 Beds 3 Baths 976052 MLS
Welcome to this meticulously maintained 2,180 sq. ft. Colonial-style home, perfectly situated on over an acre of lush, private land on a quiet cul-de-sac. The main level boasts a bright and airy floor plan, highlighted by a spacious dining room with oversized windows that flood the space with natural light. The large kitchen offers ample wood cabinetry and a separate dining area, ideal for both everyday living and hosting. ?This home features a flexible layout with four total bedrooms and three full bathrooms. The primary suite serves as a true retreat, featuring an en-suite bath with a custom 4x4x3 whirlpool soaking tub. The first floor includes a dedicated guest wing with its own private entrance, closet space, and a second whirlpool tub, offering an excellent solution for multi-generational living or a quiet professional study. ?Significant high-value upgrades provide peace of mind, including new parquet flooring throughout the first floor reinforced with 3/4" plywood, a fully reconstructed fireplace and chimney, a modern propane boiler, and an updated electrical panel. Additional features include an insulated attic for energy efficiency, a large exterior awning, and a one-car attached garage. Residents benefit from the highly-rated Monroe-Woodbury School District and exclusive access to Woodbury Recreation amenities, including the Earl Reservoir and Central Valley Pool.

41 Serpi Road, Highland Mills

$150,000
1 Beds 1 Baths 952623 MLS
Tucked away on a private road in the Town of Cornwall, this charming 600 sq ft cottage offers the perfect blend of privacy, tranquility, and convenience. Whether you’re seeking a full-time residence or a peaceful weekend getaway, this home delivers mountain views and a secluded setting that feels like a true escape. The interior features a spacious living room with large window overlooking the backyard, a convenient kitchen, and a flexible layout offering 1–2 bedrooms plus an office—ideal for remote work or guest space. A full bath completes the main level, while the unfinished basement provides abundant storage options. Significant mechanical updates include a new furnace (January 2025), newer hot water heater (2022), well pressure tank (2020), updated electric with a new electric meter, and two 275-gallon oil tanks, offering peace of mind for years to come. Located in the highly sought-after Cornwall School District, this home is just minutes from the train station, I-87, restaurants, shops, and everyday conveniences—making it as practical as it is peaceful. A rare opportunity to enjoy privacy, mountain views, and easy commuter access in one of Cornwall’s most desirable locations. (Home needs a new septic tank. Selling as is.)

36 Paradise Hill, Highland Mills

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