$1,150,000 $196 per sq.ft. West Haven VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 5882  |  Acres: 81.33
Listed on Wednesday Feb 19, 2025
Description: A Once-in-a-Lifetime Legacy Estate - 221-Year-Old Historic Property: Step back in time with this extraordinary 221-year-old estate, a generational treasure owned by the same family for over 2 centuries. Nestled on 80+ acres of pristine land, this property is a rare blend of history, grandeur, and natural beauty. The centerpiece is a magnificent historic home, meticulously preserved, offering timeless architectural details, original craftsmanship, and an ambiance steeped in history. A known stop on the Underground Railroad, this estate carries an unmatched legacy, with hidden passageways and historical significance woven into its history. Whether your love is of historical detains such as the grand entrance, the 11' ceilings or the 7 large fireplaces this estate has a lot to fall in love with. Complementing the main residence is a charming renovated caretaker's house built in 1900, multiple classic barns, and a stately carriage house, all contributing to the property's rich past. Expansive fields, mature woodlands, and rolling landscapes provide a breathtaking backdrop, ideal for equestrian pursuits, farming, or private retreat living. This estate is more than a home it's a living testament to history, offering a rare opportunity to preserve the past while embracing the future. A property of this significance is truly once in a lifetime. Welcome Home! See Listing Details & 59 images.

$299,500 $164 per sq.ft. West Windsor VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1824  |  Acres: 17
Listed on Sunday Mar 9, 2025
Description: Beautiful Fully Furnished Home with a Solid Airbnb Rental History. This charming VT townhouse features 3 bedrooms, 2.5 baths and has a wonderful flow for gathering. Bright and cheerfully decorated, it is currently designed to sleep eight. The mudroom entryway has natural light and a coat closet and upon entering you will be greeted by a well-appointed living space with every familiar comfort. The living room offers a warm place for gathering and includes both a wood burning fireplace as well as a balcony covered-porch that opens out to fresh air. The kitchen has a drop-in double sink and Corian countertops, and the 1/2 bath on the main level opens into a utility room with stackable washer & dryer. The master suite includes a walkout covered patio with a grill, and an en-suite full bathroom. Moving downstairs there is a cozy family room, 3/4 bath, and two additional bedrooms, both with natural light. Ample closet space (with private owners closet) and warm carpeting throughout. Excellent location at the foot of Ascutney Outdoors Center (hiking and biking) and Mnt. Ascutney is a decades-old Ski mountain resort. Just a mile away you will find the Brownsville Butcher & Pantry and the Windsor or Brownsville Trail can take you to breathtaking summit views at the top of Mt. Ascutney. You'll be within 30 miles of DHMC, West Lebanon shopping, Okemo Mountain Resort, and close to Woodstock and Hanover NH. Water bill of $480/yr. The Special Assessment of $528/qtr expires at end of 2025. See Listing Details & 44 images.

Under Contract Village of Brownsville in Town of West Windsor VT Home for sale $749,000 $218 per sq.ft.

$749,000 $218 per sq.ft. Village of Brownsville in Town of West Windsor VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3443  |  Acres: 1.76
Listed on Monday Mar 10, 2025
Description: Outdoor lover's heaven! Scenic 4 season's views, peaceful country setting you will enjoy in this well-built contemporary cape that stages Mt Ascutney from your own backyard! The home features 4-5 bedrooms, 2.5 baths, newly renovated gourmet kitchen with stone counters, hickory cabinets, stainless steel appliances, bamboo flooring, vaulted ceiling in the living room with a wood fireplace and French doors that open to a wonderful deck to enjoy that Mountain View. There is a primary bedroom with walk-in closet and a Jacuzzi bath as well as a first floor laundry room. A spacious loft guides you to 3 good size bedrooms and a full bathroom on the second floor where you will enjoy the views from every room. Beautiful sunrises, rainbows, friendly neighbors. Perfect home to share with your family and friends year round, or a vacation home, a country get-away, or a peaceful retirement setting. Lots to do for all ages including skiing, hiking, Mt. biking, gravel grinding, horseback riding, strolling miles of country roads. A new T-bar and rope tow with a tubing park for the kids. Only 15 mins. from I91, 30 mins. from I89 Hanover/Lebanon, NH, 45 mins. to Killington Ski Area and 30 mins. to Okemo Ski Area. See Listing Details & 39 images.

Under Contract West Windsor VT Home for sale $1,100,000 $287 per sq.ft.

$1,100,000 $287 per sq.ft. West Windsor VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3830  |  Acres: 5.01
Listed on Thursday Feb 20, 2025
Description: This tidy, well orchestrated Custom Timber Frame Cape is the perfect package! You will love the beautiful, bright spaces that connect seamlessly for every day living and entertaining. Tasteful updates and improvements throughout, this house was designed with convenience in mind. Gleaming hardwood floors run through the main and second level. The roomy country kitchen has soapstone counters, and excellent quality appliances. The living room is anchored by a beautiful stone fireplace, and steps out to a huge deck overlooking mature plantings and lawn, and of course- the view! The first floor is further completed by a TV room, three-season porch, a full bathroom, mudroom, laundry and powder room. The second level has a lovely primary ensuite bedroom with a beautiful, new bathroom and customized walk in closet. There are three additional bedrooms, an office and full bath. Lots of closet storage. The finished walk out basement has an oversized family room with a second fireplace, wet-bar, storage room, a mud room, and utilities, and direct access to the yard. Perfectly situated on five manicured acres to maximize the panoramic view of Mt. Ascutney, and across the CT River Valley. Attached two car garage. Beautiful perennial beds, mature plantings, a handy Amish garden shed, and dog fence enclosure. Wooded acreage with a stream lacing through. Enjoy easy access to trail system for hiking, snow shoeing. Just minutes to Mt Ascutney, and Brownsville Village with the Butcher Pantry. See Listing Details & 48 images.

$1,295,000 $344 per sq.ft. West Windsor VT Home »

Waterfront on Pond _Unnamed
4 Beds | 3 Baths |   Total Sq. Ft. 3764  |  Acres: 33.5
Listed on Monday Mar 31, 2025
Description: 4 BR 3 Ba Custom home in West Windsor. 33.5 acres with swimming pond, 3rd (last) home on private road. Privacy! Constructed by Biebel Builders, a well respected, local builder. Lots of natural light. Spacious kitchen, dining area with woodstove, sunken living room with fireplace, laundry room & bath, den on 1st floor. Attached oversized 2 car garage, screened porch. Second floor has primary BR suite, & 3 BRs & bath; 1 has cute built in playhouse for the kids! Nice Great room over the garage. Finished basement offers family room & exercise room, plenty of storage & separate room for mechanicals. Open yard with shed/chicken coop, swimming pond & changing cabin VERY nice woodworking shop/office/could be addl. dwelling unit with permitting. West Windsor has much to offer. Mt. Ascutney has hiking, mountain biking & year round activities at Ascutney Outdoors. Skiing and tubing when there is natural snow. Butcher & Pantry market and restaurant draws people from miles around. 20 min. to Okemo, Woodstock with the Green Mountain Horse Association, Golf & Health Club. Golf in Windsor. Excellent medical care at Mt. Ascutney and Dartmouth Hitchcock Hospitals. Less than 2.5 hrs to Boston or Hartford. Taxes way lower than nearby Woodstock! No drivebys please EZ to show. See Listing Details & 54 images.

$1,715,000 $297 per sq.ft. Village of Brownsville in Town of West Windsor VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 5774  |  Acres: 5.51
Listed on Wednesday Oct 16, 2024
Description: Unique Two-Home Property with Stunning Mountain Views. Discover this exceptional property featuring two connected homes, seamlessly blending contemporary design with functionality. Originally built in 1975 and expanded in 2000, this unique residence offers a total of 7 bedrooms, perfect for multi-generational living or as a rental opportunity. The newer side of the home showcases beautiful hardwood floors, an expansive open floor plan, and a large primary suite complete with an ensuite bath, walk-in closet, office and a private deck. The spacious kitchen, dining, and living area boasts a custom stone fireplace, floor-to-ceiling windows, and sliders that lead to a renovated deck with breathtaking views of Ascutney Mountain. The original section of the home includes 4 bedrooms, another open living space, and access to an additional deck with serene views. Both sections can function independently, offering the flexibility of a secondary guest house for full-time or short-term rental. Located in the heart of Brownsville, this home is just a short distance from Ascutney Mountain and a short drive from I-91 and the Upper Valley, with convenient access to top Vermont attractions, including the historic and charming town of Woodstock only 30 minutes away, Okemo Mountain (30 minutes) and Killington Resort (45 minutes). Hanover and Lebanon, NH less than 30 minutes away, Mount and Lake Sunapee NH (45 minutes) making this property a perfect retreat. See Listing Details & 46 images. Includes a Virtual Tour

$740,000 $191 per sq.ft. Weston VT Home »

6 Beds | 7 Baths |   Total Sq. Ft. 3880  |  Acres: 2.84
Listed on Tuesday Jan 28, 2025
Description: Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views. Embrace the beauty of nature with nearby XC ski trails, snowmobiling, and snowshoeing, plus five renowned ski mountains just a short drive away. In summer, Weston comes alive with concerts on the village green, summer theater, charming shops, and farm-to-table dining. The property's picturesque grounds feature lush perennial gardens, apple trees, classic stone walls, and a secluded in-ground swimming pool--offering a serene sanctuary for relaxation. Step inside and be transported back in time with beautifully preserved historical details, while five en suite bedrooms provide comfort and public areas continue to embrace New England traditions and character. A charming guest cottage with a kitchenette, living/dining area, bedroom, and ¾ bath is perfect for visitors or extended stays. Additional highlights include a detached studio, a spacious attic, and an attached garage, giving you endless possibilities to enjoy this stunning countryside escape. Discover the timeless beauty of Vermont living--floor plans and 3D video assist in revealing the layout. Showings by appointment scheduled around occupancy. Furniture list being finalized. See Listing Details & 59 images. Includes a Virtual Tour

$899,000 $194 per sq.ft. Weston VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 4642  |  Acres: 0.15
Listed on Wednesday Sep 13, 2023
Description: This charming historic home, nestled on a hillside in the heart of Weston Village, offers a unique blend of old-world character and modern comfort. Built in the 1800s, the house is rich with architectural details, including aged barn wood accents, warm pine floors, and sunlit rooms that create a welcoming atmosphere for family and friends. The spacious living area is perfect for gatherings, while the home also offers plenty of quiet spaces to relax and unwind. The master suite is a true retreat, featuring stunning views of the stream at the back of the property, a walk-in closet, a dressing room, and a luxurious full bath. Each of the additional bedrooms is equally private, with its own bath either en-suite or just across the hall. Outside, the firepit area in the backyard and the front patio offer peaceful spots to enjoy the soothing sounds of the West River. Plus, with the Village Green, Weston Playhouse, and local shops only 0.2 miles away, this home is ideally located to embrace all that Weston has to offer. This property is a timeless treasure, ready to be cherished by generations to come. See Listing Details & 45 images. Includes a Virtual Tour

New Listing! Weston VT Home for sale $1,650,000 $285 per sq.ft.

$1,650,000 $285 per sq.ft. Weston VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 5790  |  Acres: 7.05
Listed on Monday Apr 7, 2025
Description: Location, Views, and Room for Everyone - It's All Here and Waiting for You! Offering maximum warmth, comfort, and charm, this beautifully-built and well-maintained home features traditional New England architecture on 7+ picturesque and tranquil acres just outside the delightful village of Weston. The inviting layout features classic design and rich architectural details with formal and informal spaces, and the house was cleverly designed to seamlessly transition from being able to accommodate large groups, to those times when all you need is a smaller, more intimate part of the house. To wit, a "self-catering" guest suite built-out over the Great Room offers a completely separate living area - ideal for extended family and guests - with an additional 4BR/2BA and kitchenette. Offered partially furnished, the house is turnkey and ready for your enjoyment. You will love living in Weston and won't be far from everything that makes the "mountain towns" of Southern Vermont so special: you'll be just a few miles (or less) from great restaurants and shopping, four-season outdoor fun ranging from hiking and biking from your front door, to summer days on the water at nearby Lowell Lake or the lakes north of Ludlow, skiing at several major ski areas (15-45 minutes-drive), and world-class theater and music events right down the road in town. Weston is an active and dynamic community and ranks among Vermont's prettiest villages and most popular year-round destinations. Come discover why! See Listing Details & 56 images. Includes a Virtual Tour

$969,000 $408 per sq.ft. Whiting VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 2375  |  Acres: 25.79
Listed on Saturday Mar 22, 2025
Description: Magnificent views from this privately situated home on 25.79 surveyed acres. As you drive up to this home you can unwind and take in the beauty of your surroundings. There is a small pond visible from the house and a larger pond a short walk along a wide trail. The covered porch wraps around to an open porch. Upper level balcony off from the Primary BR. The 24' x 28', two car garage, with radiant heat in the floor, as well as the basement offer a great place for more living space, if someone chooses.The appeal and functionality of this home have been significantly increased over the past 4 months. New propane boiler , including domestic HW, new gas stove, refrigerator, dw, vent, kitchen sink & faucets, granite counters, washer & gas dryer, lighting, custom shades, knobs on cabinets in kitchen, all new hinges and handles on doors, wiring updated, radon system installed, balusters on stairs and around balcony replaced. Interior was professionally, repainted with 3 coats of paint. Plywood and insulation added in basement. A gas line was brought in under the fireplace in the event someone wants to change it over to propane. This home has an air filtration system, with switches to increase the flow in the bathrooms, and over the kitchen stove, when in use. Spacious kitchen with eating area, leads to a 4 season enclosed porch(central heat, which is radiant in the rest of the house, is not in the porch area). Very close to Middlebury. See Listing Details & 59 images.

$599,000 $246 per sq.ft. Whitingham VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2438  |  Acres: 2.66
Listed on Friday Jan 31, 2025
Description: Lovely country setting on Poverty Row, a road name steeped in history, this builder's home showcases quality craftsmanship and thoughtful design throughout. Set on 2.66 beautifully manicured acres with wild blueberry bushes and apple trees. Located on a paved public road, this property is less than five minutes from Lake Sadawga and Harriman Reservoir--perfect for boating, kayaking, and swimming. Mount Snow is just a short drive away, and Town Hill Park, within walking distance, provides a playground, ball field, and stunning views. The main level boasts hardwood flooring, an updated kitchen with granite countertops and stainless steel appliances, a bright and airy dining room overlooking the expansive back lawn, a living room with a cozy wood-burning fireplace, a primary ensuite with walk in closet, a laundry room, and a powder room. A spacious tiled mudroom leads to the attached two-car garage, which features a large unfinished room above--offering over 900 sq. ft. of potential living space. Upstairs, two generously sized bedrooms with wood flooring share a Jack and Jill bathroom. The partially finished basement includes a den/playroom, office space, a bonus room, and a furnace room with exterior access. Enjoy the afternoon sun on the back deck, overlooking the peaceful backyard. High-speed fiber internet and an additional 28x28 detached two-car garage--complete with heat, workbenches, and a large unfinished room above--adds even more possibilities for expansion. See Listing Details & 48 images.

$385,000 $221 per sq.ft. Williamstown VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1740  |  Acres: 10
Listed on Tuesday Mar 11, 2025
Description: Discover this well-maintained 3-bedroom, 2-bathroom home with a 1-car garage on 10 gorgeous acres in Williamstown, VT. The property features abundant natural light streaming through numerous windows that showcase uninterrupted views of the land. The home receives full sun throughout the day and includes beautiful natural woodwork throughout.The property offers exceptional opportunities for homesteading with an attached 3-stall barn, hay barn, riding ring, and fenced pasture - perfect for your agricultural endeavors. Additional outbuildings include a woodshed, utility shed, and an open-air pavilion with electricity. This thoughtfully designed home includes hardwood floors, a full basement, and a metal roof. The efficient heating and cooking systems combine propane and wood-burning options, featuring a cozy wood fireplace and a reliable direct vent propane heater in the basement. There is also a direct hook up for a generator. The landscape includes a variety of fruit trees and bushes: apple, pear, blueberry, elderberry, currant, strawberry, and grapes. An herb garden, colorful wildflowers, perennial flowers, roses, and lilacs complete the picturesque setting. Conveniently located just minutes from Interstate 89 and the village, this property offers the perfect balance of rural living and accessibility. The strategic location provides an easy commute to both West Lebanon and Burlington, allowing you to enjoy sustainable country living without sacrificing modern conveniences. See Listing Details & 44 images.

Under Contract Wilmington VT Home for sale $259,000 $152 per sq.ft.

$259,000 $152 per sq.ft. Wilmington VT Home »

Waterfront on Lake Raponda
5 Beds | 3 Baths |   Total Sq. Ft. 1700  |  Acres: 0.5
Listed on Wednesday Jul 24, 2024
Description: Ski Lodge within walking distance to the Clubhouse! Three levels; two bedrooms, a full bath, foyer, laundry, and a family room with a wood stove on entry level. Mudroom, 1/2 bath, kitchen with island, dining room and cathedral ceiling, sunken living room with fireplace and sliders to deck on first floor, plus three bedrooms, and a full bath on the third floor. Multi-level deck; natural light and woodwork. Enjoy all the amenities the Chimney Hill resort offers on its 1200-acre campus, including year-round swimming, tennis, hot tub, exercise room, arcade, playground, après ski lounge, fully equipped kitchen, community room, pickleball, ice skating, snowmobiling, hiking, biking, and trails on the 300 acres owned by members in common and so much more! Minutes to world class skiing and shredding, quaint shopping and fine dining, festivals, breweries, flea markets, bookstores, antiques, and the Green Mt. National Forest! See Listing Details & 35 images.

$300,000 $260 per sq.ft. Wilmington VT Home »


Price Change! Reduced by $145,000 down 48% on March 5th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1153  |  Acres: 0.25
Listed on Monday May 27, 2024
Description: This home is perfect if you like wood. The lot is loaded with trees and the house is a wood lovers dream. Neat and tidy, this location is a just a great spot for any home based activity oriented retreat. Ready to go for Ski Season, Summer, Fall activities. Close to 2 major ski areas, swimming and lake boating or fishing, golf, Green Mountain National Forest. Nearby access to snowmobile trails. Great for full time owner use or rental opportunity. There is also a large 24' X 12' deck for relaxing. Open House, Sunday, 10/13/24, 1-3 PM. See Listing Details & 31 images. Includes a Virtual Tour

$319,000 $266 per sq.ft. Wilmington VT Home »


Price Change! Reduced by $10,000 down 3% on March 20th 2025
Waterfront on Lake Raponda
3 Beds | 2 Baths |   Total Sq. Ft. 1200  |  Acres: 0.49
Listed on Wednesday Feb 26, 2025
Description: Location, Location, Location this classic chalet sits on top of the Hill within walking distance to the Clubhouse! Three bedrooms, 2 full baths, laundry room, deck, gas-fired fireplace in the living room. Open concept, living, dining and kitchen. Crawlspace, storage shed, views in stick season, priced to sell! Stop dreaming and start enjoying the health and wellness lifestyle of this 1,200 Acre All Season Resort! Chimney Hill is celebrating its 50th anniversary this year, a testament to its enduring success and multi-generational following. Boasting the most amenities for the least amount of fees, featuring the exclusive members-only Clubhouse and Recreation Facility with indoor and outdoor heated pols, hot tub, fitness room, arcade room, toddler and baby playroom, community room, lounge, fully-equipped kitchen, reading nook,3 tennis courts, basketball, pickleball, , trails, fishing pond, ice rink in season, snowmobiling, hiking, biking and more. The Deerfield Valley offers the closest Big Mountain, Vail's Mt Snow, with world class skiing and shredding, and a host of festivals and events throughout the year, nearby shopping fine dining, music, arts, crafts, breweries, distilleries, theater, equestrian events, boating, golf, S VT Pickleball Club and so much more! See Listing Details & 60 images.

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