Wassaic Homes for Sale

Welcome to Wassaic, New York – a hidden gem nestled in the heart of Dutchess County. This charming hamlet is renowned for its picturesque landscapes, vibrant community, and a perfect blend of rural tranquility and modern conveniences. With rolling hills, lush greenery, and the serene Wassaic River flowing through, it’s no wonder that residents often describe their hometown as a peaceful retreat from the hustle and bustle of city life.

Wassaic is not only a haven for nature lovers but also boasts a rich history and a welcoming atmosphere. The community is home to a variety of local shops, eateries, and art galleries, making it an ideal spot for those who appreciate a small-town feel with a creative twist. The nearby Harlem Valley Rail Trail offers residents and visitors alike the opportunity to explore the great outdoors, whether it be biking, walking, or simply soaking in the stunning views.

For those considering a move to this idyllic locale, there are a variety of homes for sale that cater to diverse tastes and budgets. From charming historic houses that echo the town's rich past to modern family homes equipped with all the amenities, Wassaic has something for everyone. Whether you’re looking for a cozy cottage or a spacious family residence, the real estate options here promise comfort and style.

Come discover the enchanting lifestyle that Wassaic has to offer, where community spirit thrives, and every day feels like a getaway. Your dream home awaits in this delightful corner of Dutchess County!

Newest Wassaic Homes for Sale

$499,000

4 Beds ⋅ 3 Baths ⋅ 1030689 MLS

Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors, hand-hewn beams, and timeless architectural details throughout. Offering 2.5 bathrooms, a spacious deck overlooking the peaceful backyard, and a large basement with excellent storage. The walk-up attic has original woodwork, and would make a fantastic additional room once finished. While full of warmth and charm, it presents an exciting opportunity for its next owner to complete the cosmetic updates and make it their own. The 2.68-acre property has a year-round stream, spring fed that runs through the property and includes a two-story barn, chicken coop, partially fenced yard, and a separate fenced area ideal for dogs, hobby farming, or gardening. The home has also benefited from numerous mechanical system upgrades: 200 amperage service, generator panel, new water softener system, three stage water filters, additionally the barn has 100 amperage service. Close to the Harlem Valley Rail Trail, wineries, hiking, farm-to-table restaurants, and shopping. Minutes to Metro North, Kent, Connecticut, Amenia, and Millbrook. This property offers easy access to the best of both the Hudson Valley and Northwest Connecticut.

35 Benton Road, Wassaic

$70,000

2 Beds ⋅ 2 Baths ⋅ 1024378 MLS

Welcome home to this inviting two bedroom, two bath residence offering a comfortable layout and several valuable updates. Awaiting its new owners, this move-in ready home is complete with added home furnishings if desired. The primary bedroom with a king size bed features a large private en-suite bathroom with a walk-in shower, creating a relaxing and convenient retreat. The eat-in kitchen provides plenty of space for casual dining, while the dedicated laundry area adds to the home's functionality. Outside, enjoy a fully fenced yard -- perfect for pets, gardening, entertaining or simply relaxing outdoors. Recent improvements include a new roof with plywood and ice water shield, new hot water heater, new Trex top decking, updated plumbing, and some new insulation under the home. With the practical layout, private outdoor space and important upgrades already completed, this home is ready for its next owner to move in and make it their own. In close proximity to Route 22 and Metro North, it's ideal for commuting. An application to the Mobile Home Park must be completed, submitted and approved prior to transfer of ownership. . if desired, has a new roof and shingles and deck. In close proximity to Route 22 and Metro-North, it's ideal for commuting. Application to Mobile Home Park must be completed, submitted and approved prior

198 Sinpatch Road Unit #Lot #42, Wassaic

$110,000

2 Beds ⋅ 2 Baths ⋅ 1017556 MLS

This double-wide manufactured home is available and ready for its new owners. Kitchen has all almost- new appliances complete with dishwasher. A conveniently-locatefd inside laundry area features washer and dryer. Bedrooms are good-sized with one-half bath featured in primary bedroom. Added to this is an outside shed for gardening tools and other items needing storage. Commuter friendly being located in close proximity to major roadways and Metro-North being within a ten minute walk. Application to Castle Gate Park must be completed, submitted and approved prior to transfer of ownership.

198 Sinpatch Road Unit #16, Wassaic

$16,500,000

4 Beds ⋅ 8 Baths ⋅ 1002180 MLS

Introducing Sky House. This 7,500-square-foot modern estate atop 138 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

$7,500,000

6 Beds ⋅ 8 Baths ⋅ 961772 MLS

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and primary bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor primary guest room with soaking tub and deck with views. Two bedroom suites with en-suite bathrooms, charming bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

Wassaic

$725,000

2 Beds ⋅ 1 Baths ⋅ 938516 MLS

PRICE JUST REDUCED.$ 34,000 DUE TO LIFE EVENTS RECENTLY QWNER WILLING TO REDUCE MORE. 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 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 with the property. going to the property. ware out door walking boots. not dress shoes. 1/2 mile in to your new find.and memories for life. ONLY BEEN HUNTED ONE DAY I THREE YEARS.if road looks mud. I would park and take a walk in. to the camp. 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.

80 Hunter Lane, Wassaic

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.