Highland Mills Homes with Tennis Court(s) Amenities

Welcome to Highland Mills, a hidden gem nestled in the heart of Orange County, New York. This charming hamlet offers a serene suburban lifestyle, surrounded by the breathtaking beauty of the Hudson Valley. With its picturesque landscapes, friendly community, and convenient access to both nature and urban amenities, Highland Mills is an ideal place to call home.

Highland Mills boasts a rich history, with roots dating back to the 18th century. Today, it harmoniously blends the quaintness of small-town living with modern conveniences. Residents enjoy a plethora of outdoor activities, including hiking in the nearby Harriman State Park or exploring the scenic trails along the Hudson River. The community is also conveniently located just a short drive from bustling towns like Woodbury and Monroe, offering shopping, dining, and entertainment options.

For those who cherish an active lifestyle, Highland Mills is home to stunning properties that feature tennis court amenities. Imagine stepping out of your beautifully designed home to your very own private tennis court, where you can enjoy friendly matches with family and friends or simply bask in the sun while practicing your serve. These homes not only cater to tennis enthusiasts but also offer expansive outdoor spaces for relaxation and recreation.

Whether you’re seeking a tranquil retreat or a vibrant community, Highland Mills has something for everyone. With its unique blend of natural beauty and recreational opportunities, it’s no wonder that homes with tennis courts in this area are highly sought after. Discover your dream home in Highland Mills and experience the perfect balance of leisure and luxury!

Newest Highland Mills Homes with Tennis Court(s) Amenities

$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

$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

$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

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