Wassaic Real Estate

Welcome to Wassaic, New York – a hidden gem nestled in the heart of Dutchess County. This quaint hamlet, part of the Town of Amenia, is a picturesque retreat that perfectly balances rural charm with modern conveniences. Surrounded by rolling hills and lush landscapes, Wassaic offers a serene escape from the hustle and bustle of city life, making it an ideal spot for those seeking tranquility and natural beauty.

One of Wassaic's standout features is its rich cultural heritage, deeply rooted in the arts. The renowned Wassaic Project, an artist residency and exhibition space, has transformed the area into a vibrant hub for creativity. Visitors and residents alike can explore thought-provoking installations and enjoy various community events throughout the year, fostering a strong sense of connection and collaboration among artists and locals.

Nature enthusiasts will appreciate the abundance of outdoor activities available in and around Wassaic. With nearby hiking trails, scenic parks, and the beautiful Appalachian Trail just a stone's throw away, residents can revel in the stunning landscapes that Dutchess County has to offer. The area's rural charm is complemented by its accessibility; Wassaic is conveniently located near the Metro-North train station, providing a direct link to New York City for commuters.

As you explore the real estate options in Wassaic, you'll find a diverse selection of charming homes, from historic properties to modern retreats, all set against the backdrop of breathtaking scenery. Whether you're looking for a weekend getaway or a permanent residence, Wassaic is a place where community spirit thrives, and the beauty of nature is always at your doorstep. Discover the magic of Wassaic – your new home awaits!

Newest Listings in Wassaic

$94,999

2 Beds ⋅ 2 Baths ⋅ 1046005 MLS

1982 double-wide manufactured home at Castle Gate Park in Wassaic. Two bedrooms and two bathrooms, about 1,150 square feet. The kitchen is equipped with newer appliances, including a dishwasher. Washer and dryer are in an interior laundry space. Both bedrooms offer usable room sizes, and the primary bedroom has an attached half bath. A detached shed provides additional outdoor storage. Setting is rural Harlem Valley with access to Route 22 and the Metro-North Harlem Line. Amenia, Millbrook, northwestern Connecticut, and the Harlem Valley Rail Trail are all nearby. Sale includes the home only. The lot is leased from the park and is not part of the conveyance. A monthly lot fee is payable to park management. Ownership may transfer only after the park’s application is approved in writing. Lot fee, community rules, and all measurements should be confirmed independently.

198 Sinpatch Road Unit #16, Wassaic

$425,000

4 Beds ⋅ 2 Baths ⋅ 1037440 MLS

Step back in time without sacrificing modern comfort in this authentic 1890 Farmhouse nestled in the heart of Wassaic. From the moment you arrive, the magnificent wraparound porch welcomes you to kick back, relax, and take in the Hudson Valley surroundings. Inside, warmth and character abound with numerous built-ins and old world accents. The charming eat-in kitchen features a cozy built-in corner table and bench—the ultimate spot for morning coffee or casual meals. A dedicated home office with en-suite full bath offers a quiet space for remote work, while four spacious bedrooms provide ample room for guests. Upstairs, unwind in a beautifully appointed full bath complete with a classic oversized vintage tub. Major mechanical updates—including a brand-new furnace and oil tank—offer key peace of mind. Unbeatably located just minutes to the Wassaic Metro-North train station, local eateries, and the Harlem Valley Rail Trail. Ideal as a full-time residence or country escape!

232 Old Route 22, Wassaic

$799,000

1031541 MLS ⋅ Wassaic Commons BLDG.

Nestled in the heart of Wassaic Hamlet on Main Street, this meticulously revitalized 1920s two-story barn, spanning 10,640 SF, stands as a testament to craftsmanship and vision. Over six years, from 2017 to 2023, exceptional contractors, tradespeople, and artisans transformed this historic structure into the Wassaic Commons, a modern masterpiece, blending rustic charm with state-of-the-art functionality. The iconic green barn, with HM zoning, offers a versatile canvas for a variety of uses, including office space, retail, arts instruction, studios, workshops, or storage, making it an ideal investment for entrepreneurs and creatives alike. The first floor, encompassing 5,320 SF, is thoughtfully divided into 3 distinct spaces. On one side, a 1,200 SF area houses an 800 SF market space and a 400 SF commercial kitchen, currently leased to the renowned Vitksy Bakery. On the opposite side, 3,600 SF of retail space, currently operates as the Wassaic Farmer’s Market. The seasonal farmers market is open from May until the end of October, Friday through Sunday. 22 tables covered in burlap tablecloth set the stage for local businesses to showcase a diverse range of items including farm fresh vegetables and eggs, artisanal breads, distinctly designed floral arrangements, health, healing and beauty products, to name a few. At the center, a 520 SF section includes an office, 2 bathrooms, and mechanical systems, providing essential infrastructure for seamless operations. The second floor, also 5,320 SF, features 3,600 SF of raw space brimming with potential for customization. The loft’s 20-foot ceilings are adorned with a breathtaking lighting design inspired by the constellation of Polaris, Ursa Minor, and neighboring stars, with fixtures suspended at varying heights, sizes, and brightness. The timbers on this floor boast a charred finish that is naturally resistant to mold, mildew, and insects, adding aesthetic allure and durability. This is an ancient Japanese technique known as shou sugi ban. The remaining 1,720 SF is currently utilized for mechanical systems and storage on the second floor. The barn’s transformation included extensive upgrades to ensure modern efficiency and comfort. Custom cabinetry, paneling, and millwork, crafted by master carpenters, elevate the interior, with careful attention to acoustics for an optimal environment. The structure itself has been rigorously evaluated by structural engineers, architects, and timber specialists, ensuring its integrity and longevity. Outside, the barn’s exterior was scraped and painted, with reclaimed planting areas, cleared views of the bordering stream, outdoor seating, and bicycle racks creating an inviting destination for residents and visitors. A concrete sidewalk connects the barn to a 748 SF storage shed, which houses a 12 x 6 commercial-grade walk-in cooler and additional storage space. Located just steps from the Wassaic Art Project, the Lantern Inn, Ten Mile Table, Calsi’s General Store and the local post office, this property is centrally positioned between Amenia, Millbrook, Millerton, Kent, Sharon, and Pawling. Its proximity to the Wassaic Metro North Train Station, the final stop on the Harlem line, and Route 22 make it a convenient 2-hour journey to NYC by car or train. For outdoor enthusiasts, the barn marks the starting point of the Harlem Valley Rail Trail, offering 46 miles of paved trails for bicyclists. This extraordinary property, blending historic charm with modern innovation, is a rare opportunity to own a versatile and vibrant cornerstone in the heart of Wassaic Hamlet.

3 Main Street, Wassaic

$16,500,000

4 Beds ⋅ 8 Baths ⋅ 1002180 MLS

Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of glass that allows the room to open completely to the landscape beyond. Outside, an expansive covered terrace unfolds beneath a contemporary pergola, where shifting light and shadow animate the space throughout the day. Conceived as a true outdoor living room, the terrace offers multiple seating areas oriented toward panoramic views of the surrounding fields and distant mountains. Beyond lies a media room with its own fireplace, a handsome retreat for film, music, or winter nights. Just beyond, the office appears as a hushed sanctuary bathed in soft natural light. With views stretching across the landscape, it offers a beautiful connection to the world outside. The home features a chef’s kitchen with contemporary millwork, discreet storage, and professional-grade appliances. Adjacent are a pantry, mudroom, powder room, and back-of-house spaces designed to support both intimate daily living and large-scale entertaining. A staircase of clean lines and floating geometry leads to the second level, though an elevator links all floors with ease. At the top, a spectacular outdoor terrace extends the living space into the sky. With lounge seating arranged around a sleek outdoor fireplace, it becomes a natural stage for twilight cocktails, summer dinners, and stargazing. The primary suite occupies its own wing, conceived as a restorative retreat. The bedroom, wrapped in glass and soft morning light, is complemented by dual dressing rooms, a massage and treatment room with fireplace, and a spa-inspired bath anchored by a sculptural soaking tub positioned toward the horizon. Separate indoor and outdoor showers offer a choice between privacy and open-air immersion. Three additional en suite bedrooms provide comfort and independence for guests, each with its own view and sense of calm. The outdoor amenities are equally sophisticated. A pool house with kitchen and lounge stands beside an infinity-edge pool and spa that appear to slip toward the valley below. A three-car garage, designed with the same architectural restraint as the main residence, adds practicality without compromising aesthetic integrity. Beyond the immediate grounds stretch acres of meadows, forested trails, and open fields suited for riding or walking. Though utterly private, the property is minutes from Millbrook’s charming village center, local farmstands, dining, and regional hiking and riding trails. Yet its true allure lies in the equilibrium it creates between monumental design and whisper-soft landscape, between contemporary precision and the timeless calm of country life. More than a residence, Sky House is a living composition of light, terrain, and modern craft; a place for contemplative mornings, lively weekends, and the rare sensation of inhabiting a home that is simultaneously shelter, sculpture, and sanctuary.

365 Tower Hill Road, Wassaic

$575,000

9 Beds ⋅ 4 Baths ⋅ 978880 MLS

Whether you’re seeking an investment property, multi-generational living, or the opportunity to live in one unit while generating rental income from the other two, this versatile property is ready to meet your needs. This well-designed triplex features three townhome-style apartments, each offering three bedrooms, a welcoming front porch, a private rear patio, and a one-car attached garage. Every spacious unit includes its own oil-fueled boiler, separate electric meter, and two private entrances—providing comfort, convenience, and independence for each residence. Ideally located near the Wassaic Metro-North Station, Route 22, and the scenic Harlem Valley Rail Trail, the property also offers easy access to shopping, dining, and the charming towns of Amenia and Millerton. Don’t miss this exceptional opportunity to own a flexible, income-producing property in a desirable location!

276 Old Route 22, Wassaic

$599,000

2 Beds ⋅ 1 Baths ⋅ 938516 MLS

PRICE JUST REDUCED. DUE TO LIFE EVENTS RECENTLY WILLING TO WORK WITH BUYER THAT CAN APPRECIATE THE PROPERTY. LOCATION LOCATION ONE OF A KIND PROPERTY HUNTING LAND OR A VACATION DESTINATION TO RELAX AND DESTRESS IN THE BEAUTIFUL BERKSHIRE MOUNTAINS 132.4 ACRES PLUS POND.AND 1,368 sq ft cabin.plus 462 sq ft loft. sleeps 8. three land parcels. 70 ACRES 50 ACRES and 12.4 ACRES for a total of 132.4 Acres. spring fed water system full bath and shower.hot water.wood stove and fire place. generator for electric. taxes approx. $2943 every 13 or 14 years you can harvest more mature trees.Provided extra income . should be ready to harvest again soon..and a savings on your property taxes each year. Well managed property.providing food source cover for deer.TROPHY RACKS ARE THERE. land has been a good investment over the years. give some thought of co owning with a few of your hunting friends. co ownership. so you don't let another buyer buy this beautiful property. if your not interested in hunting .the seclusion and privacy for your new home. walking trails ATV trail riding. enjoying natures solitude pleasures. quiet private secluded. priceless. stove. generator. propane tanks. and beds. stay.1/2 mile in to your new find.and memories for life. ONLY BEEN HUNTED ONE DAY I THREE YEARS. the ride up through the mountains is a beauty that you will never for get. some one once said. come up for the week end, stay a life time. ps owner might finance part at a reasonable rate and time period. he said lets talk. there are very few areas as nice as this one.

80 Hunter Lane, Wassaic

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.