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$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

$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

$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

$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

$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

$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

$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

$649,000
5 Beds 4 Baths 981420 MLS
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, or private guest quarters, home office, or rental income potential. Just 2.4 miles to town, restaurants, shops, and the movie theater. 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

$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

$895,000
958505 MLS
Located at the edge of the Village of Millerton, this approximately 2,560-square-foot commercial property offers an exceptional opportunity in a highly visible and easily accessible location on Route 44, with direct visibility for traffic traveling between Millerton and Connecticut. The property is thoughtfully divided into two separate units, offering flexibility for a variety of professional, retail, office, or service-oriented businesses. The larger, light-filled unit features a flexible layout that can accommodate two to three private offices, along with a spacious waiting room, lobby, or retail area. The second unit includes a main office with an additional comfortable area ideal for administrative support, workspace, or a sitting area. Each unit has its own kitchenette, providing added convenience for daily operations. The property offers ample on-site parking for up to 20 vehicles, making it convenient for both clients and staff. A drive-through is also located on the property, adding another valuable feature for businesses seeking convenience and accessibility. The location is ideally situated near the Village of Millerton and just minutes from Salisbury, Sharon, and Lakeville, Connecticut. The property is also approximately 10 minutes from the Wassaic Metro-North station, providing convenient rail access to the greater Hudson Valley and New York City. With prominent Route 44 visibility, a drive-through, two flexible commercial units, generous parking, and easy access to surrounding communities, this property is ideally suited for a business seeking to serve both local and regional clientele. Also, for rent MLS# 958511

135 Route 44, Millerton

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