Monroe-Woodbury Homes with Carport Parking features

Welcome to Highland Mills, NY, a charming community nestled in the heart of Orange County, where the Monroe-Woodbury School District stands out for its commitment to academic excellence and holistic student development. This district is renowned for its innovative programs, dedicated educators, and a strong sense of community, making it an ideal choice for families seeking a nurturing educational environment. With a diverse range of extracurricular activities and advanced placement courses, students are well-prepared for future success, whether they aspire to attend college or enter the workforce.

In Highland Mills, you'll find a variety of homes that cater to your lifestyle needs, including those with convenient carport parking features. Imagine coming home to a beautifully designed residence that not only offers comfort and style but also provides the convenience of protected parking. Carports are an excellent addition, offering shelter for your vehicle from the elements while providing easy access to your home.

The real estate market in Highland Mills is vibrant and varied, with homes that reflect the area's scenic beauty and community spirit. Whether you’re a first-time homebuyer or looking to upgrade, the options available in this picturesque town will surely captivate you.

Explore the charm of Highland Mills and discover the perfect home that aligns with your family’s needs, all while benefiting from the exceptional educational opportunities provided by the Monroe-Woodbury School District. Your dream home awaits!

Newest Monroe-Woodbury Homes with Carport Parking features

$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

$999,000

5 Beds ⋅ 4 Baths ⋅ 1035894 MLS

7 Lake Avenue, Monroe, NY — A rare 1920 mini-estate blending classic Mediterranean architecture with exquisite Victorian flourishes. Spanning 3,758 square feet of interior living space across three finished stories (plus an additional 1,325 sq ft of outdoor space on the wrap-around deck and balcony off of the primary bedroom in addition to a full basement. This makes the gross total sq ft 5,083), this 5-bedroom, 3.5-bath residence has been masterfully updated to offer every modern luxury without sacrificing its historic charm. Hand-carved wood trim, hardwood floors throughout, and a cozy fireplace set a regal tone, leading to a chef’s kitchen with a butler’s pantry, a formal dining room, and an inviting sitting room. The primary suite serves as a true sanctuary, featuring a private balcony and an in-home spa complete with a jacuzzi, soaking tub, and sauna. The HVAC system is brand new and is still on warranty. Unrivaled Outdoor Living & Grounds Designed as the ultimate private getaway, the grounds feature an additional 1,325 square feet of outdoor living, anchored by a massive wrap-around deck. Step outside to a resort-style paradise complete with a plunge pool, separate jacuzzi, outdoor kitchen, two koi ponds, a tranquil stream, built-in seating areas, and beautiful lake views. Parking and storage are effortless with a 6-car heated garage plus a covered port under the deck. The area is complete with an outdoor kitchen. Land & Expansion Opportunity Situated on a lush 1.58-acre lot, the entire property enjoys deeded access to Lake Walton. The listed price includes the home and the primary 1.77-acre lot. Buyers also have the unique option to acquire the adjacent cleared parcel (1.77 acres currently) for an additional $250,000—creating an expansive 3.358-acre private estate compound. The cleared parcel will be set back to approximately 1.5 acres. Prime Location Located in one of Orange County’s most sought-after communities, Monroe offers the perfect union of nature and convenience. Just about one hour from NYC, residents enjoy top-rated school systems, vibrant small-town charm, and easy access to a rich selection of eateries, cafes, bars, and parks—with nature right at your doorstep.

7 Lake Avenue, Monroe

$634,999

4 Beds ⋅ 3 Baths ⋅ 1013375 MLS

Rare opportunity in Chester! This 4-bedroom, 3-bath raised ranch sits on a private 2.5-acre lot and features a true 6-car garage — an uncommon and highly desirable feature that sets this home apart. The oversized garage offers exceptional flexibility: perfect for the car enthusiast, contractor, large family, or anyone who needs serious storage, a workshop, or space for boats, RVs, or equipment. Inside, the home offers 2,316 sq ft of comfortable living space with a practical raised-ranch layout, full basement, and room to expand or personalize. The private 2.5-acre setting provides privacy, outdoor space, and room to enjoy the Hudson Valley lifestyle while remaining convenient to major routes and amenities. Whether you’re looking for extra vehicle capacity, a home-based business space, or simply room to breathe, the 6-car garage combined with the acreage makes this a standout property in the area. Monroe-Woodbury schools. Schedule your showing today. Located in Orange County with easy access to major routes, this property delivers the space and privacy so many buyers are searching for — without sacrificing convenience. Whether you’re looking for a primary residence with room to grow or a peaceful retreat, 424 Laroe Road offers a strong foundation and exceptional land value. Key Features: 4 bedrooms | 3 bathrooms 2,316 sq ft 2.5 private acres Expansive deck for outdoor living Built 1974 – solid bones with modern potential Convenient Chester location Schedule your private showing today and experience the space, privacy, and potential for yourself.

424 Laroe Road, Chester

$769,000

4 Beds ⋅ 4 Baths ⋅ 1013284 MLS

Truly one of a kind, fully renovated home. Offers privacy, yet close to everything, set on a hilltop overlooking a bubbling brook and Little Dam Lake! Commuters dream with just a short ride to Route 17 and the Thruway. Home features an oversized master bedroom with its own private bath and a wood sauna, library and decks on every floor.

1199 Mombasha Road, Monroe

$875,000

6 Beds ⋅ 3 Baths ⋅ 1010358 MLS

Explore this great opportunity located at 27 Van Tassel in Highland Mills, offering an impressive 2.6-acre property with expansive grounds, privacy, and a peaceful, calm setting. This beautiful home spans 3,058 square feet and is filled with rich features and amenities designed for both comfort and everyday living. As you enter, you are welcomed by an elegant formal dining room and a spacious kitchen, along with a separate dining nook that creates the perfect space for relaxed meals and gatherings. The home includes 6 well-appointed bedrooms, 3 bathrooms, a laundry room and a double vanity that adds both convenience and style. Additionally the house includes a beautifully airy sunroom filled with natural light to enjoy nature! The roof is brand new as of year 2024. Outside, the property truly shines with its beautifully maintained grassy backyard and two comfortable patios, providing ideal spaces for entertaining, outdoor dining, or simply enjoying the serene surroundings and a natural pond beside the house, offering a peaceful place to enjoy nature. Besides for the attached garage, this property also offers a detached carport and a 14x16 shed for added storage. This property offers the perfect blend of space, privacy, and charm in a highly desirable setting. Don't miss this great opportunity! Schedule your showing today, to make this home yours!

27 Van Tassel Court, Highland Mills

$599,000

4 Beds ⋅ 3 Baths ⋅ 997183 MLS

Beyond a long 150-foot driveway, tucked quietly behind mature landscaping and surrounded by the natural beauty of Tuxedo Park, 80 Clinton Road offers the kind of privacy and tranquility that has become increasingly rare. From the moment you arrive, the property evokes a sense of calm and understated elegance, where nature, architecture, and comfort exist in perfect harmony. This impeccably maintained split-level residence features 4 bedrooms, 2 full bathrooms, and 1 half bath, with sunlit interiors, expansive windows, and thoughtfully designed living spaces that feel both refined and welcoming. The home offers a gracious living room, inviting family room, 2 wood-burning fireplaces, and a dedicated laundry room with a slop sink, adding everyday comfort and practicality. Throughout the home, soft natural light and peaceful views create an atmosphere that changes beautifully with every season. The solarium serves as the soul of the residence, a serene year-round retreat where mornings begin slowly with coffee and sunlight filtering through the glass, and evenings are spent immersed in the quiet beauty of the surrounding landscape. Every detail of the home has been curated to encourage a lifestyle centered around privacy, comfort, and effortless living, equally suited for intimate gatherings or quiet moments away from the pace of everyday life. Surrounded by winding roads, preserved landscapes, golf courses, and equestrian estates, 80 Clinton Road captures the timeless appeal of Hudson Valley living while remaining within convenient reach of Manhattan. Properties offering this level of seclusion, character, and setting in Tuxedo Park are seldom available. Schedule your private showing and experience the quiet sophistication and enduring charm of this exceptional residence firsthand.

80 Clinton Road, Tuxedo Park

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