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$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
$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
$385,000
2 Beds ⋅ 2 Baths ⋅ 1023851 MLS
Bright and sunny two-bedroom home with a third room ideal for a home office, den, or guest room. Both bedrooms are located on the second floor. The main floor features beautiful hardwood floors, a spacious living room, and a separate dining room. Step out onto the deck and enjoy views of the neighboring pasture. Fantastic location just minutes from the charming town of Amenia and the Metro North train station. Nestled in an area renowned for its scenic beauty, farm to table restaurants, shopping and outdoor recreation. Conveniently located near the Litchfield Connecticut border offering easy access to all the Hudson Valley and Northwest Connecticut have to offer.

5 Lake Amenia Road, Amenia
$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
$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
$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
$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
$599,000
4 Beds ⋅ 3 Baths ⋅ 1011480 MLS
Elegant & Upscale - Completely renovated 4 bedroom, 2.5 bathroom farmhouse blending timeless charm with modern luxury. This stunning home features a chef-inspired gourmet kitchen with premium finishes, custom cabinetry, and high-end appliances, perfect for entertaining and everyday living. The luxurious primary suite offers a spa-like custom bathroom designed with exceptional craftsmanship, creating a private retreat. Thoughtfully updated throughout, this exceptional property delivers the character of a classic farmhouse with all the comforts of contemporary living. Close to the Harlem Valley Rail Trail, Sharon Playhouse, Silo Ridge, and Wassaic Metro North Train Station.

9 Depot Hill Road, Amenia
$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
$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
$399,000
3 Beds ⋅ 3 Baths ⋅ 995667 MLS
Welcome to Perrys Corners Rd, where timeless details and future vision come together. This 3 bedroom, 3 bath home features original hardwood floors preserved beneath the carpeting—an opportunity to restore warmth and authenticity. The finished lower level adds flexible space ideal for a creative retreat, home office, or entertainment zone. Step outside and discover private grounds that drift toward a serene stream, creating a natural oasis for gardeners, nature lovers, and anyone seeking quiet moments. With the Harlem Valley Rail Trail and Wassaic Train Station just minutes away, recreation and convenience are always within reach. A home with history, heart, and endless possibility.

126 Perrys Corners Road, Amenia
$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
$1,299,999
4 Beds ⋅ 3 Baths ⋅ 993431 MLS
Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining. Inside, you’ll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn. Step outside to your own private setting featuring a large deck—perfect for morning coffee or evening gatherings—and a peaceful private pond that enhances the property’s serene, country feel. Adding to the sense of privacy and long-term protection, the adjoining property is preserved under a conservation easement. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you’ll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafes, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail—perfect for walking, biking, and enjoying the surrounding countryside. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

150 Sawchuck Road, Millerton
$365,000
3 Beds ⋅ 1 Baths ⋅ 989555 MLS
Situated on 2.45 acres of land in the Town of Amenia, you will find this three-bedroom ranch style home. The grounds are lovely, with a private, mostly level yard. The home provides single level living and the property includes a detached three bay garage with a one-bedroom apartment on the second floor. Perfect property for a first-time home buyer or an investor. Conveniently located minutes from Metro North train stations and the enjoyable Harlem Valley rail trail. Just a short drive to Millbrook or Sharon, CT.

24 Wilson Eaton Road, Amenia
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 931962 MLS
Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine In a region celebrated for its natural beauty and creative spirit, a new standard of luxury is being completed for this Summer. Presented in collaboration with Hudson Valley Magazine as their inaugural “Dream Home”, this custom-built modern farmhouse on lush and private acreage in Millerton Village, offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. The home is just 2 minutes from the heart of the village of Millerton and set on 14 pristine acres with private ponds and sweeping pastural views, the single-level contemporary farmhouse spans nearly 6,000 square feet of thoughtfully conceived living space. A dramatic vaulted ceiling in the entry foyer makes an unforgettable first impression, flowing seamlessly into a grand entertaining Great Room, where living, dining, and kitchen converge beneath soaring 17 foot ceiling featuring a floor to ceiling fireplace and large walls of glass that frame the bluestone terraces and serene landscape beyond. The four, oversized bedroom suites include two equal-sized, luxurious primary suites on opposite corners of the home. Two additional half baths, a massive, dedicated media room, a second-floor wellness studio, private office complete an exceptional program designed for both grand entertaining and quiet, inspired living. With the exterior already complete, the discerning buyer has the rare privilege of collaborating directly with the builder and the magazine's creative team to finish the interior to their own aesthetic vision — a level of customization typically reserved for the most prestigious branded residences. Luxury fixtures, custom cabinetry, high-end Fisher Paykel appliances and designer details throughout ensure the finished product will be nothing short of remarkable. Beyond the property itself, Millerton enchants. A walkable village approaching its 175th anniversary, it pulses with creative energy — an arthouse cinema, antique shops, acclaimed dining, and a vibrant community of artists, tastemakers, and discerning newcomers who have quietly made this corner of the Hudson Valley one of the most sought-after addresses in the Northeast. This is not simply a brand new home. It is a collaboration, a statement, and an invitation to live beautifully.

42 Hy Vue Terrace, Millerton
$649,000
3 Beds ⋅ 3 Baths ⋅ 981397 MLS
Main house PLUS Cottage! Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, private guest quarters, home office, or rental income potential. Set in a peaceful wooded and private lot with room to roam, garden and enjoy and just 2.4 miles to town, restaurants, shops, the movie theater and only minutes from the Harlem Valley Rail Trail for outdoor adventure. This property solves the need for space, convenience, and extra income. Whether you are hosting friends in the cozy cottage, or relaxing in the main house, you are surrounded by the best of the Hudson Valley/Berkshires area, close to Dutchess Day School, Hotchkiss, and Millbrook, and the Wassaic train station is 10 miles away.

4523 Route 199, Millerton
$450,000
4 Beds ⋅ 2 Baths ⋅ 971132 MLS
Spacious 4-bedroom, 2-bath colonial in Northern Dutchess County featuring modern updates and timeless charm. The kitchen boasts granite countertops, stainless steel appliances, and hardwood floors, which flow into the dining and family rooms. French doors open to a large deck and private, fenced backyard, ideal for entertaining or relaxing. Additional features include radiant heat, a five-year-old boiler, and a huge basement with potential for finishing to add extra living space. Conveniently located near schools, shopping, the Village of Millerton, skiing, and the Harlem Valley Rail Trail. Easy access to Connecticut and Columbia County makes this home perfect for commuters or weekend getaways. Don’t miss this opportunity to own a beautifully updated home in a desirable Millerton location!

41 Beilke Road, Millerton
$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
$8,650,000
5 Beds ⋅ 7 Baths ⋅ 955653 MLS
Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground Pool/Spa; Heated 3-Car Attached Garage; Electric Shades Throughout; 2 Screened Porches with Powered Screens & Built in Heaters. Finished Lower Level with 2 Bedrooms, 2.5 Baths & Family Room with Direct Access to Heated Pool/Spa & Cabana with Fireplace. 1-Mile to Metro North Train & Arms Distance to all the Hudson Valley has to Offer. The Best of Silo Ridge for Sale. Exceptional!

292 Wood Duck Road, Amenia
$725,000
2 Beds ⋅ 1 Baths ⋅ 938516 MLS
PRICE JUST REDUCED.$ 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
$125,000
3 Beds ⋅ 2 Baths ⋅ 883614 MLS
Investor’s Dream in Millerton – Prime Location with Endless Potential! Nestled just outside the charming Village of Millerton, this single-family residence offers a rare opportunity for investors, builders, or handy homeowners. In need of TLC, this property is brimming with potential and ready to be transformed into the perfect country getaway or income-generating asset. Enjoy the serenity of a peaceful setting with the Harlem Valley Rail Trail running directly behind the property—ideal for walking, biking, and exploring nature. Conveniently located just 5 minutes to the village, where you’ll find beloved local restaurants, boutique shops, and cafes. Only 15 minutes to the Metro-North train for an easy NYC commute or weekend escape. This is a must-see for those with vision—bring your tools and imagination to unlock the full potential of this ideally situated home. *Sold As-Is* *Highly Motivated Seller*

22 Beilke Road, Millerton
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