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$229,000
1050163 MLS
Nestled on a gently wooded hillside along a private road, this 5.54 acre parcel offers the perfect blend of privacy and accessibility in one of Eastern Dutchess County’s most unspoiled regions. Minutes from both the Wassaic and Ten Mile River Train Stations, and a short drive to Sharon and Kent, CT, this site provides effortless connection to everything you need. Underground conduit is already in place from the street to the building site; the well and septic will be installed by the purchaser. With State Parks, farm stands, and vibrant farm markets close by, this is a rare opportunity to build a home surrounded by nature, convenience, and country charm. Explore nearby Wassaic and Kent and Sharon CT. The parcel is not yet accessible. The photos are a few years old; the seller is making efforts to have the access opened up.

Jerry, Wassaic

$695,000
3 Beds 2 Baths 1047331 MLS
Set on 2.82 private acres in one of the Hudson Valley’s most beautiful areas, 60 Briarwood Lane is a completely reimagined three-bedroom, two-bath ranch offering easy one-level living in an exceptionally peaceful setting. A beautiful approach winds through a quiet residential community where homes are generously set back from the road. Residents enjoy exclusive access to the association’s private recreation area and lake. The approximately 1,680-square-foot home has been thoughtfully transformed with a warm, stylish and practical take on modern farmhouse living. The bright interior features newly refinished red oak hardwood floors and a spacious eat-in kitchen with new appliances, a large pantry, substantial custom hanging shelves and excellent storage. A handsome custom-built bookcase anchors the living room, while the newly created mudroom and first-floor laundry, complete with a new washer and dryer, add everyday practicality. Custom California Closets systems throughout provide exceptionally well-designed storage. The well-designed layout places the primary bedroom and private bath on one side of the home, with two additional bedrooms and a second full bath on the other. Both bathrooms have been newly renovated, continuing the home’s fresh, cohesive feel. New front and rear decks extend the living space outdoors and overlook the tranquil grounds. A massive walkout lower level provides tremendous storage, workshop and recreational potential, along with a wood-burning stove and direct access to the grounds. The attached two-car garage features an expansive workbench area. Additional amenities and improvements include a whole-house ventilation system, a portable-generator hookup, sanitary piping replaced approximately five years ago and a water softener less than five years old. Private and quiet, yet convenient to the Village of Millerton, The Moviehouse, Oblong Books and all that Millerton has to offer, with the Wassaic train station also within easy reach.

60 Briarwood Lane, Millerton

$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

$315,000
3 Beds 2 Baths 1044571 MLS
Situated just minutes from the town of Amenia, this three-bedroom, two-bath home offers fresh opportunity and convenient access to local amenities. The kitchen features cabinetry and connects to the dining area, while the adjoining living and dining rooms create a flexible layout. A bright, heated sunroom with sliding doors provides additional living space and abundant natural light. The primary bedroom includes a walk-in closet and an en-suite bath with a walk-in tub. Additional features include a full basement for storage and an attached garage. Located minutes from the Metro-North train station and within walking distance of the Harlem Valley Rail Trail, this property offers a convenient setting for enjoying the surrounding area.

90 Lake Amenia Road, Amenia

$339,000
2 Beds 1 Baths 1042548 MLS
Set on 7.07 peaceful acres along private Bella Vista Road, this property offers a rare blend of seclusion and convenience. The 2-bedroom home features a spacious eat in kitchen and a cozy living room anchored by a fireplace with a pellet stove insert. The residence and outbuildings—including a 2 car garage, one room cottage, and two sheds—will require updating, but the setting is extraordinary. Mature trees create a natural sanctuary, and thoughtful clearing could open space for gardens, recreation, or a future pool. This is a location that can easily support a more substantial home. Moments from Amenia, Millerton, Millbrook, and the Wassaic Train Station, it’s a promising canvas in a coveted valley. There is not an association, there is a driveway maintenance agreement. The contractor bills the individual homeowners

85 Bella Vista Road, Amenia

$8,900,000
1038787 MLS
Bull Farm is an extraordinary 422.42-acre assemblage of farmland, woodlands, wetlands, and working agricultural property offering a rare opportunity to create a private estate, equestrian property, working farm, recreational retreat, or multi-generational compound in the heart of Amenia’s scenic Harlem Valley. Comprised of two adjoining parcels, the property includes 389.21 acres with access and road frontage along Sharon Station Road, one of Amenia’s most picturesque country byways, together with a 33.22-acre working horse farm with access and frontage on Route 22. Combined, the parcels offer approximately 3,789 feet of Route 22 frontage. The expansive 389.21-acre parcel includes approximately 100 acres of cleared, productive farmland. The fields are currently cultivated with corn, alternating with soybeans each year. Ponds, streams, wetlands, and wooded areas create a diverse landscape that is particularly attractive for waterfowl hunting and other recreational pursuits. Gentle rolling hills rise throughout the property, revealing astounding panoramic views across the pastoral Harlem Valley. Multiple potential building sites offer privacy, solitude, and breathtaking vistas from sunrise to sunset, while the combination of open fields and mature woodlands creates endless possibilities for farming, livestock, equestrian use, recreation, hunting, or the creation of a remarkable private estate. The 33.22-acre parcel is an established working horse farm featuring a barn, approximately 14 cleared acres, pastures, several run-ins, outbuildings, two small ponds, and streams. The barn includes four horse stalls, two additional stalls currently used for mechanicals, feed and tack, plus four exterior stalls, with two on each side of the barn. A caretaker apartment above the barn provides additional living space. Trails weave through the woods between the two parcels, creating a natural connection throughout this remarkable expanse. Both properties currently benefit from an agricultural exemption, while the 389.21-acre parcel also has a forestry exemption. Current combined taxes with the exemptions are approximately $16,360, compared with approximately $32,628 without the exemptions. Located amid the charming hamlets and villages of the Harlem Valley, Bull Farm offers an exceptional balance of seclusion and convenience. Enjoy easy access to Wassaic, Millbrook, and Millerton, with the Connecticut border and the towns of Sharon and Kent just minutes away. The surrounding area is rich with farmers’ markets, fine dining, charming eateries, vineyards, cultural attractions, and outdoor recreation. The Harlem Valley Rail Trail abuts the property, while nearby destinations include Dover Stone Church, Innisfree Garden, Trevor Zoo, and local shooting preserves. Route 22 provides an easy connection throughout the region, and the Wassaic Metro-North station is approximately 10 minutes away, offering access to New York City in approximately two hours. A truly exceptional opportunity to own a substantial and versatile piece of the Hudson Valley, where productive farmland, natural beauty, sweeping views, and remarkable recreational potential come together in one extraordinary property. Be sure to click on the virtual tour icon to experience the stunning views from multiple locations throughout this incredible property.

5246 Route 22, Amenia

$339,000
3 Beds 2 Baths 1039832 MLS
Welcome to 5112 Route 22 in Amenia, a classic Cape Cod-I’m style single-family home set on approximately 1.2 acres in Dutchess County. Built in 1954, this charming 3-bedroom, 2-bath residence offers about 1,298 square feet of living space, a comfortable 1.5-story layout, and timeless character with practical updates throughout. The home features a fireplace, hot water/steam heat, a partial basement, and a large sunporch that provides inviting additional space to relax, gather, or enjoy views of the property. In addition to the home, there’s an oversized detached 2-car garage, and a large garden shed. There are new roofs on both the house and garage that add convenience and peace of mind. Conveniently located along Route 22, the property offers easy access to local amenities, nearby schools, and the broader Harlem Valley region. A great opportunity for buyers seeking a manageable home, usable acreage, and the charm of Amenia living. Locals love the close access to the Harlem Valley Rail Trail and the Metro-North rail station, both just minutes away.

5112 Route 22, Amenia

$595,000
1 Beds 2 Baths 1037710 MLS
Opportunity awaits with this unique one-bedroom, two-bath container home project set on approximately 5 private acres along a private road near the Village of Millerton. The structure has been partially completed and features electrical and plumbing already installed, along with new triple-pane windows throughout. This property offers the opportunity to complete the remaining work and create a residence tailored to your vision. The project requires additional improvements, including a septic system, water source, roof, decks, and completion of the electrical connection from the existing service at the property to the house. BOHA approvals are in place for the septic system. Two additional storage units are located on the property and offer flexible space for storage, equipment, materials, or other uses. The private acreage provides a peaceful setting while offering convenient access to the Village of Millerton and its shops, restaurants, markets, and amenities. A unique opportunity for a buyer seeking a private setting and a project with potential. Additional Information: Property is being offered in its current unfinished condition and as-is. Buyer to conduct independent due diligence regarding zoning, permits, BOHA approvals, septic, water, electric service, building requirements, and completion of the residence.

23 Reservoir Road, Millerton

$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

$3,000,000
1037367 MLS
Immerse yourself in the allure of 207.73 acres of picturesque land, thoughtfully combined from two lots to form an exceptional estate expanse. This captivating property, nestled within an esteemed estate area, offers a harmonious blend of lush woodlands, inviting meadows, tranquil ponds, babbling streams, and captivating vistas. The location is truly unparalleled, presenting an outstanding opportunity to build your dreams. Positioned at the pinnacle of desirability, this prime location boasts convenience and connectivity. A mere 10-minute drive brings you to the Metro-North train station, ensuring effortless access to the city. Additionally, the trendy village of Millerton is a mere 5-minute drive away, providing a delightful array of amenities and cultural attractions. Embrace the pinnacle of estate living with this remarkable offering.

SKUNKS MISERY Lot 3 Road, Millerton

$1,550,000
1037363 MLS
An Extraordinary Estate Opportunity Set within an exclusive and highly coveted estate enclave, this remarkable property offers a rare opportunity to create a truly exceptional country estate. Encompassing an exquisite blend of rolling meadows, mature woodlands, tranquil ponds, meandering streams, and breathtaking pastoral vistas, the land possesses the natural beauty, privacy, and scale rarely found in such a convenient location. The property evokes the timeless elegance of a private country estate, offering an unparalleled setting for a magnificent residence, compound, or distinguished weekend retreat. Expansive open land and picturesque natural features provide endless possibilities for gardens, equestrian pursuits, recreational amenities, or simply enjoying the extraordinary beauty and tranquility of the surroundings. Yet this secluded setting is remarkably well connected. The Metro-North train station is approximately 10 minutes away, providing convenient access to New York City, while the sophisticated and charming village of Millerton is just 5 minutes away, offering exceptional dining, boutique shopping, galleries, and a vibrant cultural scene.

SKUNKS MISERY Lot 1 Road, Millerton

$1,450,000
1037317 MLS
A Picturesque Private Retreat in the Heart of the Country Set along a quiet country lane, this picturesque property offers an exceptional sense of privacy and seclusion, surrounded by the natural beauty of the countryside. Expansive meadows and verdant pastures flow into mature woodlands, creating a diverse and beautiful landscape centered around a generously sized pond. Sweeping views further enhance the property’s peaceful and scenic character. A true haven for outdoor enthusiasts, the property offers an extraordinary setting for hunting, fishing, hiking, and enjoying the outdoors. Whether envisioned as a private country retreat, a sportsman’s paradise, or a potential estate, this remarkable parcel provides the space, privacy, and natural beauty to create something truly special. Yet despite its secluded setting, the property is conveniently located just minutes from the fashionable village of Millerton, with its restaurants, shops, galleries, and other amenities. The Metro-North train station is approximately 10 minutes away, providing easy access for commuting or weekend escapes. Private, picturesque, and rich in recreational possibilities, this is a rare opportunity to own a substantial country property in one of the Hudson Valley’s most desirable areas.

SKUNKS MISERY Lot 2 Road, Millerton

$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

$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

$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, a beautiful area of the Hudson Valley, known for its scenery. This listing is minutes from one of the best known bike rides, a paved 25 mile stretch of the Harlem Valley Rail Trail where one can ride through marshlands, forests and amid farms and the Taconic Range. 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 with electric and a 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

$559,000
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 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

$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

$1,395,000
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

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