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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

$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

$11,250,000
5 Beds 6 Baths 1020209 MLS
Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the very best of Hudson Valley country living. Designed by architect Jimmy Crisp and completed in 2004, the residence offers over 9,684 finished square feet of beautifully crafted living space. A long, tree-lined drive framed by mature red maples leads to the elegant residence, where gracious proportions and refined finishes create a home equally suited to grand entertaining and relaxed everyday living. At its heart is a chef's kitchen that flows seamlessly into the main gathering spaces, while walls of windows frame the surrounding landscape. The second floor is anchored by a luxurious primary suite with a fireplace, private balcony, sitting room, dual walk-in closets, and a spacious spa-like bath. Four additional bedrooms and a private office provide generous accommodations for guests. The lower level offers a gym, Pilates studio, play area, expansive wine cellar, and large laundry room. One of the home's defining features is the remarkable stone wing, built around a dismantled historic barn. Its vaulted beamed ceilings, custom copper railings, and floor-to-ceiling stone fireplace create a dramatic great room that opens directly to the pool. Outside, a beautifully landscaped 75' x 25' pool and spa overlook rolling fields and distant mountain views. A stone terrace with an outdoor fireplace, dining loggia, and fire pit creates exceptional spaces for entertaining, while a vegetable garden, pond, pole barn, and detached two-car garage with a studio and bath above complete the estate. Private, peaceful, and surrounded by extraordinary natural beauty, this exceptional property offers a rare opportunity to experience refined country living.

147 Moadock Road, Millerton

$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

$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

$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

$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

$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

$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

$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

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