28 properties for sale in Brownsville, West Windsor town Windsor County Vermont

Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials and craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain and long-range views of NH. The property consists of 98 acres made up of fields, hard and softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartzite island and counters. Dining and Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron and glass doors for efficiency. A large Sunroom with slate floor, more than an entry it's a nice transitional space to enjoy, 3 BR/3 BA and a Sitting area on the 2nd floor with a tranquil view of the back fields. 2 additional BRs and a half bath on the 3rd floor. All new wiring, plumbing, new Bosch propane furnace supplies radiant heat, triple pane, Anderson low-E4 wind

Tucked away at the end of a quiet dirt road, this well-maintained and inviting home offers the perfect blend of privacy and comfort. Set on a secluded lot, the property provides ample space to relax and unwind, featuring two bright and versatile four-season porches ideal for enjoying the surrounding natural beauty year-round. Inside, a spacious living room serves as the heart of the home, highlighted by a stunning stone fireplace and expansive windows that frame picturesque views of a serene, spring-fed pond. The layout is designed for both everyday living and entertaining, with plenty of room to spread out. A standout feature is the bonus basement in-law apartment, complete with its own private entrance-perfect for extended family, guests, or potential rental income. The property directly abuts conservation land, ensuring lasting privacy and access to unspoiled nature, while nearby recreational trails offer endless opportunities for outdoor adventure. This is a rare opportunity to own

This is one of those homes you simply have to experience in person. The views alone are worth the visit. Perched above the valley with commanding, panoramic views of Mount Ascutney, this exceptional custom-built home offers a front-row seat to some of Vermont's most breathtaking scenery. From sunrise over the mountains to spectacular evening sunsets, every window showcases a landscape that changes beautifully with the seasons. Designed for comfortable everyday living and effortless entertaining, this thoughtfully crafted four-bedroom, three-bath home features the convenience of a first-floor primary suite, while three spacious upstairs bedrooms provide room for family, guests, or dedicated home office space. The finished walkout lower level adds even more flexibility with a bonus bedroom, expansive recreation room, and the potential for an in-law suite, guest quarters, or private workspace with its own entrance. Step outside onto the impressive 900-square-foot deck, where you'll enjoy

Located in the heart of Sheddsville-West Windsor's earliest settlement, this lovingly stewarded historic Greek Revival Farmhouse imbues the true character of the Vermont vernacular. Improved over the centuries to accommodate modern living, all while preserving the the period detail and charm with original pine plank floors, 6/6 sash windows and hewn beams. The home was well built of solid and sound plank construction, providing insulation throughout. The beautiful Great Room addition is anchored by a handsome wood burning fireplace with custom cherry mantel, and connects to the exterior spaces through French doors stepping out to a covered porch and a spacious deck overlooking a sweeping level lawn, mature maple trees, established perennial beds, and a firepit at the edge of a four-season stream. Open concept eat in kitchen with farmer sink and butcher block counters, formal dining room, library- TV room, study with a half bathroom. Two mudrooms complete the main level. Moving upstairs

With sweeping views of Mount Ascutney, this exceptional home offers the Vermont lifestyle so many buyers dream of. A place where family and friends gather, traditions begin, and every season brings new adventures. Thoughtfully expanded over time, it blends two living spaces into one inviting home, offering generous room to be together while providing comfort and privacy for everyone. The newer addition features an open concept kitchen, dining, and living area anchored by a custom stone fireplace and dramatic floor to ceiling windows framing the mountain views. A sun-filled deck invites morning coffee, summer entertaining, or cozy apres ski evenings. The primary suite is a private retreat with its own deck, ensuite bath, walk in closet, and dedicated office. The original wing offers four additional bedrooms, a kitchen, living area, and its own deck, creating an ideal space for guests or extended family. Whether enjoyed as one expansive residence, configured for private guest accommodati

Tuacknback Farm, located on the The Hill, is in the heart of horse country, just minutes from South Woodstock. Access to miles of interconnected trails invites hiking, snowshoeing, x-c skiing, snowmobiling, trail riding, and other recreational sports right from the property. Facing south to take full advantage of natural light, the home was thoughtfully expanded and renovated in 2018-2019. The upper level features an open-concept floor plan with a cathedral ceiling. There is a spacious kitchen designed for entertaining, along with comfortable dining and living areas. The primary suite includes a double walk-in closet with custom maple cabinetry and a private bath, while a guest bedroom with a full bath complete the level. The lower level offers three additional bedrooms, two baths, and direct access to the seven-stall stable, complete with a tack room and wash stall. The versatile barn is well suited for animals, equipment storage, or recreational gear. A four-bay garage, constructed i

Nestled in the sought-after Nordic Haus condominium community, this beautifully maintained first-floor unit is move-in ready! A back-facing position means added privacy, and the covered porch is the perfect spot to unwind. Inside, fresh tile flooring and updated lighting give the space a clean, modern feel. Whether you're looking to downsize, escape to a weekend retreat, or add a turnkey/furnished rental to your portfolio, this unit checks every box. Step outside and adventure awaits: skiing, mountain biking, and hiking are all right at your doorstep. Back on the grounds, a resort restaurant means a great meal is never far away. Daily conveniences are equally close. Mount Ascutney Hospital and the Brownsville Butcher and Pantry with its dining area are just minutes away, with Windsor's full array of shops, restaurants, and banks approximately 12 minutes out. Claremont, NH is roughly 20 minutes away, and easy I-91 access makes the entire region yours to explore

They say land remembers. On Rush Meadow Road-where rolling fields meet the quiet rhythm of the seasons-there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship-lush hayfields, a ready-to-tap sugarbush, rich soil for gardening and beautiful solar exposure across every acre. It's the kind of property that continues to give, year after year. At its heart sits a classic Vermont farmhouse with 3 bedrooms and 1.5 baths, grounded by its traditional woodshed ell and surrounded by substantial garage and equipment space. It's practical, authentic, and full of quiet character-equally suited as a full-time residence or a welcoming guest house. To the west, the land opens into sweeping fields with one of the most compelling building sites in the region-long-range views stretching to Mt. Ascutn

Constructed in 2025, and located in the desirable Rush Meadow region of West Windsor, this impeccably orchestrated Yankee Barn Post and Beam home features superb materials, old world craftsmanship and detailed fit and finish. Custom milled cabinetry and built-ins throughout. The rooms are filled with natural light with stunning bucolic views from every window. The home is centered by a dramatic floating staircase leading to the loft area. Red oak flooring runs throughout. The open concept kitchen is suited with top quality appliances, and a center island with a rich walnut edged yellow birch countertop. The first level Primary ensuite has a dressing room with laundry, and bathroom with a walk in shower and soaking tub. Up the stairs, there's a spacious area for TV Room, or office and a guest bedroom. The walk-out lower basement level is spacious with high ceilings- perfect opportunity for future expansion. The home connects seamlessly to exterior spaces with a stone terrace and a scree

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Nestled in the heart of the Vermont countryside, this charming stone and clapboard home offers the perfect blend of classic New England character and modern comfort. Set on an expansive 37-acre parcel, the property provides exceptional privacy, open space, and endless opportunities for recreation or relaxation. The home features 4 spacious bedrooms and 3 well-appointed bathrooms, with warm natural light and timeless details throughout. The combination of stonework and traditional clapboard creates a striking exterior, while the interior offers a welcoming layout ideal for both everyday living and entertaining. Enjoy the beauty of your own private acreage-perfect for hiking, gardening, or simply taking in the peaceful surroundings. Ideally located with easy access to some of Vermont's most sought-after destinations. World-class skiing and year-round recreation await at Okemo and Killington, while the historic charm, dining, and shops of Woodstock and Mount Ascutney are just a short driv

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

THE CABIN IN THE WOODS! THIS IS AN ADORABLE COTTAGE SETTING IN THE MOST PEACEFUL LOCATION WITH 440 FEET ON MILL BROOK. THE HOME OVERLOOKS THE BROOK WHICH GIVES IT THE MOST SOOTHING SOUNDS AND THE FEEL OF TOTAL SERENITY. THE HOME HAS ONLY BEEN USED AS A VACATION HOME FOR THE SUMMER MONTHS AND HAS BEEN VERY WELL CARED FOR. I AM CALLING IT A ONE BEDROOM HOME BUT IT DOES HAVE A SEMI FINISHED ATTIC WHICH IS ACCESSED BY A PULL DOWN LADDER. THIS ROOM HAS BEEN USED AS THE GUEST QUARTERS. THERE IS EVEN A HANDY WORKSHOP TO ENJOY. SO, IF YOU ARE LOOKING FOR A LITTLE GET-AWAY PLACE. THIS COULD BE IT. THIS SPECIAL HOME IS REALLY A LITTLE PIECE OF HEAVEN! SELLERS WILL SELL IT FURNISHED OR COMPLETLEY EMPTY

Set back from the road and with 11+/- acres, this updated historic home has 3 bedrooms and 3 baths. An original part of the Cornish Art Colony, built in 1886, the home has an apartment which can easily become a guest wing or rental if you wish. Light and bright with a lovely open floor plan there are views of Mt. Ascutney and the Connecticut River. Updated kitchen, baths, floors and heating system. Close to St. Gaudens National Park and the Cornish State Wildlife Management area. Really charming!

Set back from the road and with 11+/- acres, this updated historic home has 3 bedrooms and 3 baths. An original part of the Cornish Art Colony, built in 1886, the home has an apartment which can easily become a guest wing or rental if you wish. Light and bright with a lovely open floor plan there are views of Mt. Ascutney and the Connecticut River. Updated kitchen, baths, floors and heating system. Close to St. Gaudens National Park and the Cornish State Wildlife Management area. Really charming!

THE CABIN IN THE WOODS! THIS IS AN ADORABLE COTTAGE SETTING IN THE MOST PEACEFUL LOCATION WITH 440 FEET ON MILL BROOK. THE HOME OVERLOOKS THE BROOK WHICH GIVES IT THE MOST SOOTHING SOUNDS AND THE FEEL OF TOTAL SERENITY. THE HOME HAS ONLY BEEN USED AS A VACATION HOME FOR THE SUMMER MONTHS AND HAS BEEN VERY WELL CARED FOR. I AM CALLING IT A ONE BEDROOM HOME BUT IT DOES HAVE A SEMI FINISHED ATTIC WHICH IS ACCESSED BY A PULL DOWN LADDER. THIS ROOM HAS BEEN USED AS THE GUEST QUARTERS. THERE IS EVEN A HANDY WORKSHOP TO ENJOY. SO, IF YOU ARE LOOKING FOR A LITTLE GET-AWAY PLACE. THIS COULD BE IT. THIS SPECIAL HOME IS REALLY A LITTLE PIECE OF HEAVEN! SELLERS WILL SELL IT FURNISHED OR COMPLETLEY EMPTY

Experience the perfect blend of Vermont charm and modern comfort in this beautifully maintained 3-bedroom, 2-bath modern Craftsman-style home set on 3.75 scenic acres with sweeping eastern views of the New Hampshire mountains, including Mt. Cardigan on a clear day. Bathed in natural light, this move-in ready home features warm, inviting living spaces designed for everyday comfort and effortless entertaining. The expansive front porch is the perfect place to enjoy your morning coffee, unwind at sunset, or simply take in the peaceful surroundings. Thoughtfully landscaped gardens enhance the property's beauty, creating a private outdoor retreat. A new boiler provides added efficiency and peace of mind. Ideally located just minutes from the Upper Valley, Dartmouth, shopping, dining, and recreation, this exceptional property offers the tranquility of country living with the convenience of nearby amenities. Whether you're searching for a full-time residence or a peaceful getaway, this home i

Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic mid-century charm with extraordinary future potential, this property is an absolute dream for investors, developers, or anyone looking to build their ideal country homestead. The existing home offers 1,152 square feet of single-level living space, featuring two comfortable bedrooms, one full bathroom, and a full basement providing excellent storage or workshop space. While the house requires renovation, it boasts solid bones and a layout ready for your personal touch. For those desiring more space, the structure is suited to easily add a second-floor expansion, allowing you to maximize the footprint and capture beautiful scenic views.The true crown jewel of this property is the expansive acreage. With 6.8 total acres at your disposal, there is incredible potential to subdivide the land into two additional separate lot

Seller relocating. price reduced. Their loss is your find! Winter, Spring, Summer or Fall, this is a bit of heaven for the nature lover! Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two additions! This classic home includes 40+ acres. Only one other house can be seen from the property and you have to know where to look! The back yard has lawn area with room for games, gardens or pets. When you are peering out any of the windows toward the back of the house you overlook a giant pond and wetland, home to a terrific assortment of wildlife. Head out to paddle and bring your binoculars! The home offers so much. You will enjoy the family room with high ceilings and great shelving for your collections. There is a more formal living room and dining room along with a very nice L-shaped kitchen. There are 2 bedrooms down and 2 bedrooms up. 2 full baths and 1 three quarter. Above the garage there is a lar

Surrounded by the landscapes that inspired generations of artists in the former Cornish Art Colony, where grand old homes from another era keep watch, sits a homestead that has been lovingly and extensively restored by the current owners. The interior is a complete, custom renovation, with all the charm. It feels like the farmhouse you've been picturing for years: wide pine floors underfoot, post-and-beam bones overhead, and vertical nickel-gap shiplap that adds warmth and dimension. At the center of it all is a custom kitchen built around the idea that the best nights happen when everyone crowds in. Source a big farmhouse table for friends and family to gather around and let dinner take its time. One-level living comes easy with a main-floor bedroom and full bath, while upstairs two more bedrooms share a renovated bath with walk-in shower and claw-foot tub for long soaks. When the weather turns, the Jotul woodstove does what a woodstove should - pulls the whole house in close, while y

Exceptional Cape in Historic Windsor: Pool, Views and In-Law Suite Welcome home to this impeccably maintained Cape-style residence, where timeless charm meets modern elegance. Set against breathtaking protected views of Mt. Ascutney, this stunning 3-bedroom, 3-bath property is a rare find in one of Vermont's most storied communities. The heart of the home is a beautifully appointed, ultra-modern kitchen featuring rich maple cabinetry and a striking granite-topped island, perfect for both everyday living and entertaining. Gleaming oak hardwood floors flow seamlessly through the kitchen, formal dining room, primary and second bedrooms, and the spacious den/office. The sun-filled living room commands attention with its soaring cathedral ceiling and cozy propane fireplace, creating an inviting space for all seasons. The walkout basement offers exceptional versatility with a generous family room, utility room, 3/4 bath, and abundant storage ready to adapt to your lifestyle. Step outside and

Motivated Seller - Price Improved! Own a remarkable piece of Vermont history in the heart of Windsor. Built circa 1790, this beautifully preserved brick-and-frame Colonial blends timeless New England character with the modern updates today's buyers appreciate. Rich in craftsmanship and architectural detail, this one-of-a-kind home offers the perfect balance of historic charm, everyday comfort, and exciting future potential. Inside, you'll find wide-plank hardwood and softwood floors, abundant natural light from updated windows, fresh interior paint, and thoughtfully updated electrical and heating systems. A classic standing seam roof enhances both the home's historic appeal and long-term durability. At the heart of the home is a truly unforgettable kitchen, where carefully repurposed materials create a warm, inviting space full of personality and Vermont character. The attached one-car garage features a dedicated workshop and storage area, while the expansive attic-accessible from both

Tucked within the peaceful hamlet of South Reading, this inviting property offers a lifestyle where the pace slows, and everyday living feels a bit more enjoyable. Set on over three acres, this spacious four-bedroom, four-bath home combines comfort, functionality, and natural beauty. The true highlight is the backyard oasis-featuring a tranquil pond, a generous deck ideal for entertaining, a dedicated hot tub area, and a gentle babbling brook that creates a serene setting for relaxation. Inside, the home showcases warm hardwood floors and a thoughtfully designed layout. The kitchen, complete with a breakfast island, opens to the main living area, creating an easy flow for gathering. A second living room provides additional space to unwind, while a versatile bonus room is perfect for a home office, crafts, or gaming. A well-equipped workshop adds even more flexibility for hobbies or projects. The lower-level garage comfortably accommodates two vehicles with extra room for recreational g

Open House Saturday 6/20 11 AM to 2 PM - 56 Jenness Road, Ascutney, Vermont - Lovingly cared for by the same family since 1958, this cherished Vermont home is ready to welcome its next chapter. Nestled in the shadow of Mount Ascutney and conveniently located across from the Weathersfield School, with easy access to I-91 and nearby New Hampshire, the property offers a wonderful balance of community, convenience, and country living, all on one level. Imagine warm summer afternoons spent beneath the shade of a mature maple tree, sipping lemonade while butterflies dance among the perennial gardens. Garden enthusiasts will delight in the raised bed vegetable gardens, colorful pollinator gardens, and open yard that invites both relaxation and recreation. A spacious deck provides the perfect setting for morning coffee, family gatherings, or simply enjoying the peaceful surroundings. Inside, the home offers comfortable living with a wood-burning fireplace, creating a cozy gathering place durin