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$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

$389,000
3 Beds 1 Baths 1031813 MLS
Charming and filled with natural light, this inviting Village of Millerton home offers comfortable living in a convenient location. Warm wood floors flow throughout this single story home, with a welcoming eat-in kitchen, a cozy living room, three bedrooms, and a full bathroom. A walk-up attic provides abundant storage and presents an excellent opportunity for future expansion or additional living space, subject to any necessary approvals. Outside, a deck overlooks the backyard, creating the perfect setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Set on approximately 0.80 acres of mostly level land, the property offers ample space for gardening, recreation, or relaxation. Enjoy the ease of a short stroll to Millerton’s charming Main Street, where you’ll find local shops, restaurants, cafés, and community events, making this an ideal full-time residence or weekend retreat.

18 Highland Street, Millerton

$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

$850,000
1025339 MLS
Where panoramic mountain views, protected farmland, open skies, and endless possibility come together. Set across approximately 32 acres on two adjoining parcels, this extraordinary Millerton offering presents a rare opportunity to create something truly special. The primary 22-acre parcel is productive farmland with an agricultural assessment in place, helping to keep property taxes low, and is currently leased to a highly regarded local farmer, providing income potential while preserving the land's agricultural heritage. Thoughtful planning has already been done. Architectural plans for a custom home and guest cottage have been maintained with the Department of Health, with approvals in place for well, septic, and electric. A county-approved driveway has already been roughed in, allowing you to move one step closer to building. Plans for an approximately 1,800-square-foot barn are also available, with the barn package ready for construction if desired. The offering also includes an additional approximately 10-acre parcel of protected wetlands adjacent to the rail trail, ensuring the natural landscape remains preserved while adding privacy and recreation at your doorstep. Surrounded by rolling farmland and panoramic mountain views in every direction, this is a property that invites you to slow down, spread out, and build a home that embraces the beauty of the Hudson Valley. Whether your vision is a modern country retreat, a full-time residence, or a legacy property to be enjoyed for generations, the opportunity here is truly exceptional.

1275 Boston Corners Road, Millerton

$359,900
2 Beds 1 Baths 1026158 MLS
Welcome to your newly rebuilt from the ground up home that sits on a peaceful .22 acres of land but is surrounded by beautiful untouched property with a mountain view that makes it appear you have hundreds of acres. Outside you will see a brand new asphalt architectural shingle style roof complete with copper flashing around the chimney. CVG siding (clear vertical grain) wrap the home again with copper drip cap all around the foundation between it and the sill plate. New Pella windows, Brosco fiberglass entry doors in the front and rear, a new 1000 gallon plastic septic tank & new pressure treated grade A pine decks in front and back to enjoy early morning sun or evenings sitting under the stars with zero light pollution. Enter into the brand new kitchen complete with concrete counter tops, marble backsplash & stainless LG appliances. Walk through the open layout towards the front of the home and you'll notice the original wide plank pine floors that shine like they're not a hundred years old. A brand new full bath off the kitchen & dinning area as well. A comfortable space to relax in the front part of the home where there always seems to be a cool breeze through the windows for comfort. Two bedrooms at opposite ends of the home finish off the living space inside. Look closely and you'll notice old wood from prior to the makeover that was used to finish off some moulding, stairs and railings to a small storage area as well as doors to the rooms, closets and recessed storage space for tv so its hidden when you're not watching it. 200 amp electric service allows power so you can use every device needed to work from home while not having to be concerned about all other conveniences at the same time. Vapor barrier between the outside walls and roxul insulation make the home air tight for heating and cooling. Harvest all your own vegetables in a garden just waiting for seeds to be planted. The craftsmanship in this home is incredible. Walk to the village of Millerton or a less than 5 min drive to everything in town. Close to metro north and less than 10 min to Connecticut state line.

90 State Line Road, Millerton

$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

$299,000
3 Beds 1 Baths 1021382 MLS
Beautifully maintained three-bedroom cottage overlooking the scenic Harlem Valley Rail Trail in the charming town of Amenia. This move-in-ready home has been thoughtfully updated with new electric, new windows and new insulation, improvements that offer comfort and peace of mind for years to come. Pride of ownership is evident throughout the well maintained interior and exterior. Step outside and enjoy the tranquil setting with direct views of the Harlem Valley Rail Trail, perfect for walking, biking and enjoying the natural beauty of the surrounding countryside. A spacious 10' x 16' utility shed offers excellent storage for tools, outdoor equipment or recreational gear. Whether you're looking for a full-time residence or the perfect weekend retreat, this inviting home is sure to impress. A wonderful opportunity to own a turnkey home in one of Dutchess County's most picturesque communities. 24 Rail Trail Way is a rare opportunity not to be missed.

24 Rail Trail Way, Amenia

$595,000
4 Beds 3 Baths 1019167 MLS
Welcome to 15 Horseshoe Lane, where every day feels like a vacation. Tucked away on over two beautifully landscaped acres in the highly sought-after Indian Lake community on the New York/Connecticut border, this meticulously maintained 4-bedroom, 2-bath raised ranch offers the perfect blend of privacy, comfort, and year-round recreation. From the moment you arrive, you'll appreciate the home's inviting curb appeal, mature landscaping, and peaceful setting. Inside, more than 1,500 square feet of thoughtfully designed living space welcomes you with exposed wood beams, gleaming hardwood floors, and abundant natural light. The open-concept living and dining areas create an inviting space for gathering with family and friends, while oversized windows frame picturesque views of the surrounding property. The spacious eat-in kitchen features warm wood cabinetry, generous counter space, updated stainless steel appliances and a Sub-Zero refrigerator. The functional layout makes everyday living and entertaining effortless. Elegant French glass doors open to an expansive deck overlooking the backyard, creating a seamless transition between indoor and outdoor living. The finished lower level adds exceptional versatility with a spacious family room highlighted by a cozy wood-burning fireplace and pellet stove, offering the perfect place to relax throughout every season. A fourth bedroom, full bathroom, and additional living space provide endless possibilities for guests, a home office, or multi-generational living. Just beyond, the charming three-season sunroom offers a peaceful retreat to enjoy your morning coffee while overlooking the private backyard oasis. Step outside and discover what truly sets this property apart. The spectacular heated gunite in-ground pool is surrounded by beautiful natural stone patios, multiple lounging and entertaining areas, lush gardens, and exceptional privacy. Whether hosting unforgettable summer gatherings, enjoying an afternoon by the pool, or relaxing beneath the stars around the fire pit, every inch of the outdoor space has been thoughtfully designed for making memories. The attached one-car garage provides excellent storage for vehicles, equipment, hobbies, or recreational toys while complementing the property's timeless country charm. As a resident of Indian Lake, you'll enjoy exclusive access to the community's private lake, complete with a sandy beach, boat launch, and recreation area. Spend your summers swimming, kayaking, boating, and fishing. Then embrace every season with hiking, spectacular fall foliage, and winter ice fishing just moments from your doorstep. Adding even more value, the sale includes an additional buildable lot, bringing the total property to over two acres while offering future building potential, added privacy, and outstanding long-term value. Conveniently located just minutes from the Village of Millerton, local restaurants, shopping, hiking trails, and the Connecticut border, and situated within the Webutuck Central School District, this remarkable property offers the perfect balance of peaceful country living and everyday convenience. Whether you're searching for a full-time residence, a weekend retreat, or your own private resort, 15 Horseshoe Lane delivers a lifestyle that's difficult to replicate. This is more than a home. It's a destination you'll never want to leave. Schedule your private showing today.

15 Horseshoe Lane, Millerton

$850,000
1 Beds 1 Baths 1017229 MLS
A Rare Opportunity to Create Your Ideal Country Retreat Nestled on 9.88 private acres, this exceptional property offers a rare combination of privacy, infrastructure, flexibility, and breathtaking views. Tucked away among mature woodlands, a winding drive meanders through the trees before opening to a picturesque homesite where the existing one-bedroom cottage enjoys sweeping vistas stretching east toward Sharon and west toward Amenia. The setting is peaceful and secluded yet conveniently located just minutes from the centers of Sharon and Amenia, the Wassaic Station, and approximately ten minutes from Millerton. Whether you are seeking a weekend escape, a full-time residence, or the perfect location to create a future estate, this property provides an outstanding foundation for your vision. Much of the groundwork has already been completed, allowing you to focus on designing and building the home you've always imagined. The property includes an existing one-bedroom cottage and benefits from BOHA approval that provides multiple options for future development. A new three-bedroom home may be constructed while retaining the cottage for guest accommodations, rental income, or studio space, or you may choose to build a new four-bedroom residence and remove the existing cottage altogether.

660 Sharon Station Road, Millerton

$75,000
1016711 MLS
Discover the perfect canvas for your dream home on this beautiful, flat, and mostly cleared parcel of vacant land. Situated on a serene, quiet road, this property offers the ideal balance of peaceful country living and modern convenience. The surrounding neighborhood features lovely, well-maintained homes, ensuring lasting value and a welcoming community atmosphere. Best of all, this parcel comes fully approved for a new construction home of up to 4 bedrooms, saving you valuable time in the planning phase. Commuters and weekenders alike will love the location—just 15 minutes from the Wassaic Train Station, providing a direct, seamless ride into towns along the Metro-North Harlem Line. Bring your builder and turn your vision into reality!

Country View Road, Millerton

$549,000
4 Beds 4 Baths 1014048 MLS
Wonderful center hall Colonial with timeless appeal, conveniently located in the charming Village of Millerton. Built in 1890, this home beautifully preserves its original details while incorporating thoughtful updates for modern living. The interior offers comfortable, well-proportioned, light-filled rooms and a stylish, open flow ideal for both everyday living and entertaining. The spacious eat-in kitchen opens seamlessly to a family room, creating a perfect setting for casual gatherings. For more formal occasions, the inviting living room provides a classic and elegant space. The main level also features a gracious center hall, a powder room, a mudroom with laundry, and a private en-suite bedroom—ideal for guests or flexible use. Upstairs, the second floor includes a primary bedroom suite, two additional bedrooms, a home office, and a full bathroom. A walk-up attic offers abundant storage. Outside, the property is equally inviting, with a beautiful gravel driveway, mature landscaping, and a covered side porch overlooking a level, fenced yard—perfect for relaxing or entertaining. A detached two-car garage and lean-to provide additional functionality. Added peace of mind can be had with the new roof and mechanicals, including a new propane boiler. Exciting things happening in Millerton, a community Olympic size pool will be built at Eddie Collins Memorial Park and the Village has approved and funded an upcoming sewer development project. Ideally located just a short walk to Millerton’s restaurants, shops, the Harlem Valley Rail Trail, and the Moviehouse, this home offers the best of village living. An excellent opportunity for a primary residence or a weekend retreat.

14 S Maple Avenue, Millerton

$1,250,000
3 Beds 3 Baths 1012838 MLS
Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a 2-bedroom apartment with a full bath, living room, kitchenette, and lofted office. Ample storage throughout. Grounds include mature gardens with hydrangea trellises. The acreage offers room for further development. Located near Metro-North rail service in the Northeast Central School District (Webutuck High School). Zoning permits continued restaurant use, retail conversion, or single-family residential.

6 Autumn Lane, Amenia

$85,000
977656 MLS
Discover the perfect canvas for your dream home. This BOHA-approved lot offers rare, highly sought-after "select-fill" soil- making it truly build-ready from day one. Just 1 hour and 40 minutes from New York City, this property gives you the best of both worlds: peaceful country living with effortless access to the city. Wake up each morning to breathtaking seasonal views and a sweeping open meadow right outside your window. The location is exceptional- just minutes from the Connecticut border, close to Massachusetts, and less than 5 minutes to the Wassaic train station for easy commuting. If you love recreation, wellness, or simply enjoying life, you’re in the perfect spot. Silo Ridge Field Club is less than 5 minutes away, offering world-class golf, dining, and activities. The Harlem Valley Rail Trail is also moments from your doorstep for biking, walking, and exploring nature. Medical care is conveniently nearby, with facilities within 5 minutes and Sharon Hospital less than15 minutes away. For leisure, you’re only a short drive from the local drive-in theater or the iconic Troutbeck Hotel- where you can dine, relax, or even spot a few Hudson Valley celebrities. This isn’t just a lot. It’s a lifestyle. A rare opportunity to build your future in one of the most beautiful, accessible, and desirable pockets of the Hudson Valley.

Old State Route 22, Amenia

$1,250,000
1008685 MLS
Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a 2-bedroom apartment with a full bath, living room, kitchenette, and lofted office. Ample storage throughout. Grounds include mature gardens with hydrangea trellises. The acreage offers room for further development. Located near Metro-North rail service in the Webutuck (Northeast) Central School District. Zoning permits continued restaurant use, retail conversion, or single-family residential.

6 AUTUMN Lane, Amenia

$4,495,000
4 Beds 5 Baths 1006093 MLS
**TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet of thoughtfully designed living space, blending timeless craftsmanship with modern efficiency and luxury. Featuring 4 spacious bedrooms, 5 full baths and oversized 3 car garage, the home provides an ideal balance of comfort, functionality, and elegant entertaining. Designed for today’s lifestyle, the floor plan includes stunning 2-story great room and foyer, floating staircase, oversized aluminum clad windows throughout, first floor expansive primary suite with his and hers walk-in closets, guest room with en suite full bath, a dedicated home office/flex space and mud room. Custom chef's kitchen is sure to impress with custom in lay cabinetry, Quartz countertops, 5x11 island, 48" range, serving room with additional range and dishwasher and walk-in pantry. Upstairs you will find 2 additional well sized bedrooms with en suite baths, a game room, play room and gym/bonus room, creating flexible spaces for work, wellness, and recreation. The full walk-out basement, complete with 9-foot ceilings, offers endless possibilities for future finishing and additional living space. The exterior showcases striking Hardie Plank board-and-batten siding, while inside, quality construction and energy efficiency take center stage. Premium building materials, spray foam insulation, recessed lighting throughout, and high-efficiency heat pumps for heating and cooling provide year-round comfort and long-term savings. Step outside to your own private retreat, highlighted by a custom gunite saltwater heated pool surrounded by mature landscaping, hardscape and the tranquility and natural beauty of the property. Whether enjoying quiet mornings overlooking the acreage or hosting gatherings with family and friends, this remarkable setting offers the perfect blend of luxury, privacy, and convenience—just moments from the charming village of Millbrook. A rare opportunity to own a newly crafted estate where exceptional design, modern efficiency, and unparalleled privacy come together in one of the Hudson Valley’s most sought-after locations. Builder is offering generous builder specs and allowances. **PHOTOS ARE RENDERINGS OF A SIMILAR MODEL**

101 N Tower Hill Road, Millbrook

$579,000
3 Beds 3 Baths 1004984 MLS
Fully available: Cooper Road, Town of North East — Tucked serenely along a quiet country lane, this gracefully charming retreat offers the rare gift of true peace. Lovingly maintained for 29 years by its current steward, the home now opens its doors to a new chapter—inviting you to enjoy the care, character, and timeless warmth infused into every corner. Hardwood floors, a wood burning fireplace, three bedrooms, three baths, a den or office set in a quiet area of the home, skylights, and a gorgeous screened in porch create an atmosphere that feels both elevated and effortlessly comfortable. The setting is blissful, the home is welcoming, and the 3.42 acres provide a perfect blend of solitude and rejuvenation. A sanctuary of simple beauty and quiet magic.

230 Cooper, Millerton

$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

$529,000
3 Beds 3 Baths 1001908 MLS
An elevated retreat wrapped in small town charm. Experience airy, sophisticated living with 3 generously proportioned bedroom, 3 full baths, and a flowing floor plan. The lower-level suite framed by natural light is ideal for a mother/daughter set up, studio, workshop, home office or simply the additional open space. Designer touches — hardwood floors, crown molding, newer appliances, and silestone counters — create a polished, luxurious feel throughout. Outdoors, a sweeping wraparound deck reveals panoramic views of your own serene landscape, offering unmatched privacy and beauty. Located just minutes to the Wassaic Train Station and the Harlem Vally Rail Trail is a short walk or bike ride away. Taxes shown reflect full assessment.

21 Ohandley Drive, Amenia

$1,595,000
4 Beds 5 Baths 997845 MLS
Steeped in history and country elegance, this beautifully maintained Colonial estate offers the perfect blend of classic architecture and refined rural living. Lovingly cared for by the same family for more than five decades, the residence has evolved gracefully over time with carefully designed additions that complement its original charm. The spacious home features inviting gathering spaces, including an updated chef’s kitchen, generous living areas, a private primary suite wing, and a light-filled greenhouse that brings the outdoors in year-round. Four fireplaces add warmth and character throughout the residence, which includes 4 bedrooms and 5 baths designed for comfortable everyday living as well as entertaining. Outside, the setting is truly exceptional. The 27-acre property stretches across gently rolling fields and manicured grounds, creating a peaceful landscape complete with a scenic pond and picturesque pastoral views. A heated in-ground pool with its own pool house provides a resort-like retreat for summer enjoyment. Equestrian amenities include a barn with six stalls, paddock, and additional outbuildings and garages that offer flexibility for hobbies, storage, or agricultural use. Ideally situated near the heart of Millerton, the property enjoys close proximity to celebrated dining, local shops, the beloved movie theater, and the Harlem Valley Rail Trail for biking and outdoor recreation. Convenient access to private schools, ski areas, and New York City makes this an exceptional full-time residence or weekend country escape

4569-4577 Rt-199, Millerton

$160,000
2 Beds 2 Baths 993980 MLS
This 1,176 sq ft village home presents a rare opportunity for those with vision and ambition. Offered strictly as-is, the property is a true blank canvas—the existing structure remains, but interior floors have been removed, creating the perfect starting point for a complete renovation. Electric, water, and septic systems are already in place, providing a valuable foundation for your project. With the right plans and creativity, this property can be transformed into a charming village residence or investment opportunity. Please note: there is no existing driveway, and all prospective buyers must sign a hold harmless agreement prior to accessing the property. Ideal for investors, builders, or experienced DIY buyers. Cash purchase required.

52 N Center Street, Millerton

$189,000
993639 MLS
Westerly Ridge 7.9 acres with an elevated home site and extraordinary vistas of the rural countryside. The sunsets are magnificent, and the sun rises are invigorating. There is a well already installed and the BOHA has been renewed requires no fill. The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values established from the beginning. The region is blessed with a huge variety of cultural and recreational activities. The Wassaic Train Station is minutes away. The path to the homesite has been cleared you should plan to make the trip to check out the gorgeous Town of Amenia. There is electric underground to the lot. The new purchasers will need to install the utilities and the driveway. Please do not enter this parcel or any other property on Westerly Ridge without the list agent.

#2 Lot #2 Westerly Ridge Drive, Amenia

$475,000
993280 MLS
This parcel might possibly be the most appealing 12 acre parcel available in northeastern Dutchess County at this moment. It is part of a three lot complex totaling 30 acres of mixed farmland/woodland. This 12 acre parcel is mostly open, ex-farmland, currently in mixed grass cover, with sheltering wooded border areas on three sides, and offering truly lovely, eye-catching, northerly or westerly views. The house site is near the south end of the property, away from McGhee Hill Rd. and any potential traffic noise. It will be delivered to a buyer with Board of Health Approval. A stone-mix, hard surface driveway currently runs back to the house site; underground electric is already in place, and new stone pillars welcome visitors once they turn off McGhee Hill Rd.

Lot # 10 McGhee Hill Road, Millerton

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