Nestled on a picturesque 5.7-acre setting and set well back from the road, this stunning and prestigious A-Frame home offers privacy, beauty, and exceptional living space. A long, scenic driveway welcomes you to this one-of-a-kind property, where natural surroundings and timeless architecture create a true Hudson Valley retreat. The main level features 3 bedrooms and 3.5 bathrooms, including a spacious primary suite with a walk-in closet, bay window overlooking the front yard, and an additional rear-facing window with peaceful views of the backyard. Two generously sized guest bedrooms share a thoughtfully designed Jack-and-Jill style bath, providing privacy while only sharing the tub area. The bright and airy interior is filled with natural light and warm character throughout. The eat-in kitchen offers granite countertops, bay windows, stainless steel appliances, a double wall oven, additional range, and refrigerator. Entertain with ease in the formal dining room featuring beautiful stone accents, mahogany doors, and brand-new hardwood flooring. The impressive step-down living room serves as the centerpiece of the home, boasting a magnificent floor-to-ceiling stone fireplace, soaring cathedral ceilings, and dramatic walls of windows that bring the outdoors in. A loft overlooking the living room provides additional living space and breathtaking views of both the fireplace and surrounding landscape. The finished walk-out lower level offers versatile bonus space with ceramic tile flooring, a built-in dehumidifier, and two large walk-in closets providing abundant storage.
Outdoor amenities include a screened-in covered flagstone patio leading to an in-ground pool, perfect for enjoying the warmer months. Additional features include a one-car garage, a detached workshop/storage structure, custom window shades, and a unique blend of modern comfort with the charm and character of a luxury lodge. For added convenience, the owner will provide lawn maintenance, pool maintenance, and snow removal. As an added bonus, tenants will have access to approximately 50 additional acres behind the property, ideal for hiking and enjoying nature. Conveniently located near major highways, the Mid-Hudson Bridge, wineries, restaurants, and all the recreational and cultural attractions the Hudson Valley has to offer. Come experience this exceptional property and enjoy country living at its finest.
Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and counter space, a convenient breakfast bar, and a dining area perfect for casual meals or large gatherings. One of the home’s standout features is the beautiful sunroom, flooded with natural light and offering year-round enjoyment. Large enough to host holiday celebrations, gatherings, or simply relax with a morning cup of coffee, this versatile space seamlessly blends indoor comfort with outdoor views. The finished lower level provides excellent flexibility with a guest room, a cozy living room centered around a fireplace, and a convenient prep area complete with a sink, counter space, and an additional oven-ideal when entertaining or preparing meals. A full bath adds convenience, while ample storage space helps keep everything organized. Adding even more value and versatility is a newly renovated one-bedroom apartment, perfect for guests, rental income, or a private home office. This attractive space features an updated kitchen and bathroom, new flooring throughout, and fresh paint, creating a move-in-ready living area with modern appeal. The backyard offers open space for gardens, play area, pool, backyard parties or whatever your outdoor needs are. Whether you’re looking for income potential, room to entertain, or simply a comfortable place to call home, this Highland ranch offers exceptional flexibility, generous living space, and a prime location close to the Mid-Hudson Bridge and the many attractions of the Hudson Valley.
Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and counter space, a convenient breakfast bar, and a dining area perfect for casual meals or large gatherings. One of the home’s standout features is the beautiful sunroom, flooded with natural light and offering year-round enjoyment. Large enough to host holiday celebrations, gatherings, or simply relax with a morning cup of coffee, this versatile space seamlessly blends indoor comfort with outdoor views. The finished lower level provides excellent flexibility with a guest room, a cozy living room centered around a fireplace, and a convenient prep area complete with a sink, counter space, and an additional oven-ideal when entertaining or preparing meals. A full bath adds convenience, while ample storage space helps keep everything organized. Adding even more value and versatility is a newly renovated one-bedroom apartment, perfect for guests, rental income, or a private home office. This attractive space features an updated kitchen and bathroom, new flooring throughout, and fresh paint, creating a move-in-ready living area with modern appeal. The backyard offers open space for gardens, play area, pool, backyard parties or whatever your outdoor needs are. Whether you’re looking for income potential, room to entertain, or simply a comfortable place to call home, this Highland ranch offers exceptional flexibility, generous living space, and a prime location close to the Mid-Hudson Bridge and the many attractions of the Hudson Valley.
Beautifully Renovated 2-Bedroom Unit for Rent
Welcome home to this beautifully renovated 2-bedroom unit located on a quiet street, just minutes from the Hudson River and the Poughkeepsie Bridge. Enjoy convenient access to major commuter roads, shopping, restaurants, parks, and everything the area has to offer.
This unit has been thoughtfully updated with:
Brand-new carpet throughout
Fresh paint throughout
Renovated bathroom with a new vanity
Renovated kitchen with granite countertops and brand-new appliances
New windows and patio door
Individual thermostats in every room
The unit is fully electric, and each room has its own thermostat, giving you greater control over your comfort and helping you manage your electric costs.
Don’t miss this opportunity to make this beautiful, move-in-ready home yours!
Unlock the potential of this 3,700+ SF, two-story commercial property in an area experiencing ongoing commercial growth and redevelopment. Conveniently located directly off Route 9W, the property offers excellent visibility and easy access to New Paltz, Poughkeepsie, Kingston and MetroNorth.
The main building features a lobby, two kitchen areas, three restrooms, multiple office suites, and individual offices. Formerly configured as a medical office, the flexible layout is well suited for professional or personal services, studio or creative space, or mixed-use concepts. Two separate entrances allow the building to be divided into multiple suites, and attached retail space can be incorporated into the main building.
An adjacent building, currently unused, provides additional potential for mixed-use space, storage, or redevelopment. This versatile property presents an excellent investment opportunity in a highly accessible location surrounded by established and emerging businesses.
ATTENTION INVESTORS, CONTRACTORS, OR SOMEONE LOOKING FOR A RENOVATION PROJECT!!! This townhouse is ready for renovations, being sold as a shell, Freshly painted, New windows, New siding, recessed lightening, New electric switches and outlets with USB plugs. This unit is a legal 2 bedroom, with potential for a 3rd bedroom, office or guest room. This unit needs flooring, kitchen and bathroom. This is a cash only transaction. This unit is all one level and and end unit which gives you privacy and walking distance to the walkway. Living room is a nice size with window, Dining area has ceiling fan and sliding glass door, Laundry room has washer/dryer 2024, crawl space to attic, Hot water heater is 2024, Bedroom 2 is 9X11 with 2 closets, Linen closet in hallway, Primary bedroom has ceiling fan with light, 13X10, double closets, Room off of living room can be office, bedroom, or guest room. Bring your imagination and make this unit your new home. Highland school District.
This freestanding, single-story commercial building offers high visibility, directly off US 9W at a signalized intersection, adjacent to the Walkway Over the Hudson and the Hudson Valley Rail Trail. With more than 2,300 sq.ft. of flexible interior space, the property suits medical and allied-health practices, financial and professional offices, retail showrooms, and service uses. The open-plan layout supports immediate owner-occupation, redevelopment, or conversion to a leased asset.
Located on a busy commercial and recreational corridor with 28,000+ vehicles per day and steady pedestrian and bicycle traffic, the site offers exceptional visibility and direct highway access. A generous lot allows for ample client parking and prominent signage to maximize exposure.
This property is attractive to owner-operators and investors seeking a high-visibility, adaptable space that benefits from riverfront amenities and trail-driven visitation.
Experience the pinnacle of upscale country living in this stunning, newly constructed 2,961-square-foot masterpiece. Nestled on 5.4 partially wooded acres in the scenic Hudson Valley, this architectural gem offers the perfect blend of private sanctuary and modern luxury, all just moments from the historic Hudson River.
As you approach, a magnificent covered front porch welcomes you, offering the ultimate spot for morning coffee or evening relaxation. Step inside to find an open-concept layout defined by exquisite custom interior trim, gleaming floors, and an abundance of natural light.
The heart of the home flows seamlessly into the main living spaces, while the expansive rear deck provides an effortless transition to outdoor entertaining against a backdrop of mature trees. Upstairs, the large primary suite serves as a private oasis, boasting an elegant tray ceiling and a spa-like atmosphere. Three additional generously sized bedrooms and 2.5 beautifully appointed bathrooms with their premium tile work & modern vanities ensure ample space for family and guests. The full basement offers a massive footprint ready for your customization—ideal for a home theater or gym. Enjoy modern luxury in this rare find that captures the true essence of upscale upstate living. Minutes to SUNY New Paltz, Amtrak Train, Bus Terminal, I87 & Rt 9W. Enjoy local shops and the Walkway Over the Hudson: Spanning from Poughkeepsie to Highland. Under construction and still time to make selections!!
Charming 2-Bedroom Townhouse for Rent in Highland, NY
Welcome to 56 Sterling Place in Highland, NY! This inviting 2-bedroom, 1.5-bath townhouse offers comfortable living in a welcoming community with fantastic amenities right at your doorstep.
Residents can enjoy a variety of community amenities, including a swimming pool, tennis courts, basketball courts, and a playground—providing plenty of opportunities for recreation, relaxation, and outdoor fun during the warmer months.
The townhouse offers a practical and comfortable layout with kitchen, living room and half bath on main level and two bedrooms, one full bathroom on the second level. Whether you’re relaxing at home or taking advantage of the community amenities, this property offers a wonderful place to call home.
Located in Highland, you’ll have convenient access to local shopping, restaurants, parks, and major roads, while being close to everything the beautiful Hudson Valley has to offer. Ideally located just minutes from the Mid-Hudson Bridge and Metro-North Railways, making commuting to work a dream.
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Overlooking the 27 hole Apple Greens Golf Course and the Shawangunk Mountains, this newly constructed home seamlessly merges modern refined living with the soul of a classic Hudson Valley farmhouse. Every detail has been purposefully curated to age gracefully, starting with the classic wrap-around porch featuring cedar decking and a traditional light-blue ceiling, anchored by rich mahogany front doors that echo the craftsmanship of the custom staircase inside. Built using advanced Insulated Concrete Form (ICF) construction, the home offers a superior build that delivers exceptional energy efficiency, structural resilience, and a safe, whisper-quiet sanctuary designed to keep out unwanted noise, moisture, pests and allergens. Inside, high ceilings and expansive windows flood the spaces with natural light and dramatic architectural shadows, illuminating warm wide-plank yellow pine floors selected to develop a rich patina over time. The double-sided brick fireplace serves as the central focal point, fluidly connecting the living and dining rooms to create an ideal layout for entertaining. The warm and inviting gourmet kitchen represents the perfect union of modern function and classic charm, featuring exposed wood beams, a custom alder wood island, chef-grade appliances, and polished marble countertops. Designed as a private escape, the first-floor primary suite offers direct access to a covered back deck with peaceful fairway views. Its spa-like ensuite sanctuary features a freestanding clawfoot soaking tub, custom tiled shower, double vanity, and a generous walk-in closet. Upstairs, two additional spacious bedrooms with oversized closets share a beautifully appointed full bath. The light-filled walkout lower level features a large family room ideal for an oversized sectional and media setup. Located just minutes from historic New Paltz, local wineries, craft breweries, and farm-to-table dining, this home offers an unmatched blend of intentional design, peace of mind, and modern luxury.
Village of Highland mixed use opportunity. Large building with commercial space on first floor and three bedroom apartment above. Commercial space ideal for office or retail. Also includes adjacent three family comprised of one bedroom ranch style units with separate utilities. Attractive setting with creek frontage and abundant parking. Conveniently located with easy access to village amenities, commuter routes & Mid-Hudson Bridge.
Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.
Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.
Unique offering with this Village of Highland 11 unit mixed use building. Property consists of two store fronts, (1) three bedroom unit, (6) one bedroom units and (2) studios. Majority of units with separate utilities. Central location with exceptional visibility and foot traffic for stores. Easy access to municipal parking, village amenities, commuter routes and Mid-Hudson Bridge.
Almost brand new this 2017 home is beautifully designed and energy efficient with ICF construction, 3 bedroom, 3.5 bath home offers modern finishes, an open floor plan, and stunning mountain views. Features include hardwood floors, granite countertops, custom tiled bathrooms, and a spacious kitchen that flows seamlessly into the living and dining areas, perfect for everyday living and entertaining.
The primary suite features a private balcony with breathtaking views of the Mohonk Preserve and the Catskill Mountains. It also has a large walk-in shower and a walk-in closet. A second floor laundry room adds convenience, while the finished lower level with a full bath provides flexible living space for a recreation room, home office, or guests. A 2 car garage offers plenty of storage.
Step outside to a large backyard patio, ideal for outdoor dining, relaxing, and entertaining. Privately set back from the road, this move-in-ready home combines privacy, quality craftsmanship, and an exceptional setting close to everything the Hudson Valley has to offer.



