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$729,900
3 Beds 3 Baths 202625294 MLS
Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar--perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in closet and a freshly remodeled primary bath that boasts a luxurious soaking tub and a spacious walk-in shower, while the first floor also features a stylish half bath for guests. Upstairs discover two large bedrooms and a versatile room ideal for a storage area, home office, or playroom, along with a second full bath for added convenience. Step outside to a huge rear deck that wraps around the side of the house, offering a perfect space for entertaining against a backdrop of serene, wooded views, ensuring maximum privacy. Additional amenities include a generator, a three-car detached garage, and central air conditioning for year-round comfort. The full basement provides ample storage space and a dedicated area for a home gym, complete with a rubber floor for your workouts. Don't miss the opportunity to make this remarkable property your forever home. Schedule a viewing today and experience the tranquility and elegance it has to offer!

417 Overlook Drive

$353,400
3 Beds 2 Baths 202623873 MLS
Welcome home to your year-round vacation. The moment you step inside this newly remodeled double-wide, you'll feel the care and craftsmanship that went into every detail. Hardwood floors greet you, ceramic tile with a beautiful medallion anchors the mudroom, and tongue-and-groove pine boards glow in the living and dining rooms. The kitchen is stocked with new and newer appliances, including a standout refrigerator. Your main bedroom suite is a retreat all its own--Pergo flooring, a spacious closet, a bidet, and a luxurious shower with multiple heads and a rainfall feature. The living/dining area stretches wide, filled with natural light and warmed by a gas fireplace. Look out the patio doors and you'll see the backyard that makes this home truly special. Step outside to a full outdoor cooking setup--massive grill, storage cabinets, outdoor kitchen space--and a modular pool house and sunroom for shade, rain, or gathering with friends and family. With two additional bedrooms or office spaces, a full bath, custom closets, and thoughtful built-ins throughout, this home offers comfort and convenience at every turn. Outside fridge does not convey. Set on 0.58 acres with a metal roof, underground electric, a shed, a small garage, Veranda decking, new oil tank, water softener, solar lighting, solid interior doors, Welborne cabinetry, and fresh paint, it's move-in ready and close to everything: The Berkshires, Hudson, Chatham, I-90, TSP, the Thruway, and Albany. Don't wait--homes like this disappear fast.

1505 U.S. 20

$395,000
4 Beds 2 Baths 202623225 MLS
Recently renovated, this four-bedroom, two full bath home is ''move-in'' ready and waiting only for one's final touches. The level and grassed half-acre of land is sun drenched and sits nearby to 550+ acres of state-owned land - The Brickyard Preserve. Furnace, A/C, water heater, appliances and septic system are all under five years old. The walls of the full walkout basement are spray foamed, for added insulation, and the basement can be finished for added living space. The home has been updated by the previous owner to include a vaulted great room adding to the already comfortable first floor living space. There is also a first floor, generously sized and tiled full bath. Off the kitchen is a covered deck with open views to the very private rear yard. And the second floor has four spacious bedrooms centered around a second beautifully tiled full bath. Only ten minutes to Hudson or Kinderhook and surrounded by some of Columbia Country's finest meat, egg and produce farms and farm markets. Come and enjoy all the comforts and conveniences of this recently upgraded home.

187 New York 9J

$654,000
3 Beds 2 Baths 202620622 MLS
Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$654,000
4 Beds 3 Baths 202620368 MLS
Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$1,499,000
6 Beds 5 Baths 202617663 MLS
Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious bedrooms and 5 bathrooms, including an ideal in-law suite or private apartment setup for extended family, guests, or potential additional living space. The heart of the home is the incredible chef's kitchen--thoughtfully designed with generous work space, high-end finishes, and the kind of layout any chef or aspiring cook would absolutely love. Step outside to enjoy the wrap around deck overlooking the built-in saltwater pool and serene grounds, creating the perfect setting for entertaining or simply relaxing into total privacy. A 3-car garage plus an additional garage beneath the residence provide plenty of room for tractor, hobbies, and storage. This one-of-a-kind Chatham retreat combines elegant country living with modern convenience, all just a short drive to the charming villages, restaurants, and culture the Hudson Valley is known for.

20 Stony Knoll

$2,285,000
3 Beds 3 Baths 202616466 MLS
Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the beautiful Catskills. Stepping through the front door of a wide covered front porch, you'll find an open plan kitchen, dining & living room - the heart of the home, made cozy in winter by an efficient wood stove. The first floor also includes a mud room, office, powder room, laundry room and den. However, it is the 600 sq ft ''Great Room'', with windows on 3 sides that immerse you in the ever-shifting displays of nature and the Catskill range. Upstairs you'll find 3 generous sized bedrooms and 2 full baths including a primary suite with walk-in closet room. The pond, designed by famed UK pool master Anthony Archer-Wills, provides an unparalleled natural swimming experience, set among a chorus of frogs and dragonfly's dancing across the water. A variety of colorful waterlilies and other pond plantings keep to keep the water fresh and inviting. Renovated throughout in 2024-2025, this solar powered home offers you privacy, comfort and jaw dropping sunsets. Conveniently located 10 minutes from Chatham, 30 minutes to the train in Hudson, 40 minutes to the Albany Airport and 25 minutes to Great Barrington & all the culture and fun that our neighboring Berkshires offer. Broker Owned.

53 May Lane

$599,000
4 Beds 3 Baths 202615994 MLS
Move right in! Enjoy the best of both worlds at 22 Van Winkle Road -- a sophisticated retreat tucked away in the serene ''Silent Zone'' of Hudson's sought-after Academy Hill community. This spacious 4-bedroom plus den, 3 full bath townhome offers stunning Hudson River and mountain views, blending peaceful suburban privacy with convenient access to the vibrant energy of nearby Warren Street's acclaimed dining, breweries, art galleries, and boutiques. Bring your own vision and personal touches to this generously sized home featuring two fireplaces, a relaxing jet bath, finished basement and two private balconies and deck overlooking the Catskill and Berkshire mountains. A scenic walking path with breathtaking views adds to the tranquil setting. Whether you are seeking a stylish primary residence, weekend escape, or investment opportunity, the low-maintenance lifestyle allows more time to enjoy the nearby Greenport Conservation area or hop on Amtrak for an easy trip to NYC. Discover modern convenience, natural beauty, and Hudson Valley charm in a community that truly offers it all.

22 Van Winkle Road

$1,650,000
3 Beds 3 Baths 202612013 MLS
Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooks Maiden Lake in the highly sought-after Fern Hill community. Designed for refined living with privacy and effortless indoor-outdoor flow, the home is clad in warm natural cedar siding that blends seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, close to respected private schools, and offers easy access to the Taconic Parkway and Albany International Airport. The thoughtfully designed interior features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. High-quality natural materials and craftsmanship are showcased throughout, including white oak flooring, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer staircase with black steel detailing. Bedrooms feature maple flooring, while the loft or studio offers wide-board pine floors. The open main living area centers on a chef's kitchen with an oversized island and premium appliances by Bosch, Thermador, Fisher & Paykel, KitchenAid, and Zephyr. Bathrooms feature classic subway tile, marble countertops, and rain and hand-shower fixtures. Comfort and efficiency include Marvin triple-pane windows, automated skylights, radiant heated floors, heat pump heating and cooling, gas fireplace, whole-house generator, 400-amp service, updated systems, and ethernet throughout. A cherry-appointed laundry room and sun-filled mudroom add function and charm. The landscaped grounds include perennial gardens, bluestone walkways, raised beds, selective fencing, a charming barn with luxury sauna, wraparound Brazilian walnut deck, gazebo, additional pond-facing deck, and private dock. Nearby are Hudson cultural destinations.

119 Fern Hill Road

$719,000
5 Beds 4 Baths 202518112 MLS
Welcome to your private retreat in the Taconic Hills School District! Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there's plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create a warm, inviting atmosphere. The updated kitchen is both functional and stylish, complete with new cabinetry, butcher block countertops, and a spacious walk-in pantry. The finished lower level offers 2 additional bedrooms, a full bath, a family room, and a walkout, making it an ideal setup for guests, in-laws, or even rental potential. An oversized 2-car garage provides ample storage, while the open, peaceful grounds invite you to enjoy nature and outdoor living. Perfectly located—just 20 minutes to Catamount Ski Resort, Hudson, and Lake Taghkanic, and only an hour to Hunter and Windham—this property is ideal as a primary residence, weekend escape, or a high-potential short-term rental. Don't miss the chance to make this versatile and beautifully updated property yours!

100 Schnackenberg Road

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