$795,000 $221 per sq.ft. Brattleboro VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3600  |  Acres: 11.4
Wednesday Apr 1, 2026
Description: Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access. The formal living room features a brick fireplace and is surrounded by classic post & beam architecture and stained glass windows. The open kitchen & dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless appliances, and sliders to an expansive deck with serene views. A den, half bath, and laundry closet complete the main level. Upstairs offers four bedrooms, including a stunning primary suite with cathedral ceiling, triple closets, fireplace, and Palladian windows. There is a tucked-away guest room that enjoys a private ¾ bath. The finished lower level includes a generous game room with wet bar, half bath, propane stove, & TV area--pool table included! A detached 2-car garage with storage, a garden shed, and timeless craftsmanship throughout make this a truly rare offering. See MLS Property & Listing Details & 37 images.

$795,000 $248 per sq.ft. Brattleboro VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3212  |  Acres: 4.37
Monday Apr 6, 2026
Description: Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has Italian ceramic countertops & butcher block, including a dinette with southern light. With an open concept living/dining arrangement, the living room has lovely radiant wood stove heat. The adjacent dining area is drenched in sunlight. The home affords views of the West River Valley and Green Mountain vistas as far as Hogback Mountain. The first floor offers a fabulous great room, 2 fireplaces, an office, a sun room with hot tub, a laundry room and decks for admiring the sunrises and sunsets. The second floor is exceptional with three expansive primary en suites and two more rooms perfect for study, meditation, or extra bedrooms if needed. The two car garage has plenty of room for a workshop and the landscape features stone walking paths, wildflowers, perennials, pear trees as well as an in-ground pool. Brattleboro offers that small town charm with culture everywhere, from our music center, the Brattleboro Museum and Art Center, galleries, cafes, and more. Convenient to ski mountains & easy access to Boston and NYC. The next owner will truly be fortunate! Showings start Friday, April 10th by appointment. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$899,800 $121 per sq.ft. Brattleboro VT Home »

5 Beds | 8 Baths |   Total Sq. Ft. 7430  |  Acres: 18.11
Wednesday Jun 11, 2025
Description: Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of room for everyone in five bedrooms (and of course 7 bathrooms), a choice of large or cozy living rooms and an office to work from home. Toast your toes at either fireplace or soap stone wood stove. Invite your circle of friends to yoga, parties or create a media room in the huge, finished walk-out basement family room, plumbed and wired for a second kitchen, with ½ bath, easily converted to extended family suite. 47x21 bonus room with skylights and ample windows overlooking the grounds is perfect for play/gym space, artist studio, etc. 3 car detached heated, finished garage/workshop with storage above. Create a cross-country ski track for moonlight nights. Watch for fireflies in the meadows and see the forest creatures explore their world. A one-of-a-kind property with so much to love; solid, expansive architecture, two staircases, windows everywhere, gleaming wood floors and well positioned, dimmable lighting, bringing together classic and fun, this home was designed for those who love organization with oodles of storage space. The heart of Vermont is here! See MLS Property & Listing Details & 51 images.

$999,000 $204 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $401,000 down 40% on April 8th 2026
5 Beds | 5 Baths |   Total Sq. Ft. 4908  |  Acres: 103
Tuesday Oct 7, 2025
Description: Remember when you were 6 and the Hundred Acre Wood seemed as big as the whole world? Now is the time to write your own story...and live in your own Hundred Acre Wood....only this one is grown up with 103 acres, 35 acres of open meadow, about 1/4 mile bordering the Whetstone Brook, a great barn, nearly 4000 square feet of living space and so many stories to live! With a perfect location...minutes to town, the interstate and all you need for any lifestyle... you are tucked away in the gentle rolling meadows of home. High speed internet is available for home workers or streamers. The small touches are amazing, marble sink toppers from Dartmouth College and dramatic imported faucets tipping the scale of lovely. Delicate adz work in the original wing is amazing and a rarity and the slate floor entry with an inlaid heart to greet you every time you come home is a warm gift from the owner. A huge real cook kitchen with professional Garland range, commercial fridge and soapstone tops galore will tease you into your finest meal ever. Dig deep, find the child who dreamed of the Hundred Acre Wood, and step foot into that dream, in the lovely, comforting hills and meadows of Vermont. Come home for a lifetime. *Age of home is the best estimate seller has. See MLS Property & Listing Details & 54 images.

$485,000 $163 per sq.ft. Bridgewater VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2977  |  Acres: 0.23
Saturday Feb 28, 2026
Description: This property is conveniently located in Bridgewater Village, situated midway between Woodstock and the Killington Ski Area. While currently configured as three income-producing units, it offers an outstanding opportunity for a creative conversion back into a single-family residence, with the detached rear unit available to supplement the cost of ownership. Recent updates include a new roof, mini-splits, kitchen renovation and a new heating system. Additionally, the high-visibility location is ideal for an entrepreneur or service provider seeking a home occupation. Please come and see the possibilities for yourself. We require 48 hours' notice for all showings, furniture negotiable. See MLS Property & Listing Details & 27 images. Includes a Virtual Tour

$799,000 $108 per sq.ft. Bridgewater VT Home »

7 Beds | 9 Baths |   Total Sq. Ft. 7428  |  Acres: 1.5
Thursday Feb 19, 2026
Description: The ideal property for a SKI CLUB! 7 bedrooms! 6 bathrooms! An immaculate, professionally appointed commercial kitchen! Spacious common rooms and dining areas! A classic and inviting bar/lounge area! An interior with the true Vermont style appeal of exposed beams, wood floors and a stone faced fireplace! This inviting New England style building is perfectly situated midway between world class skiing at Killington and the numerous year round amenities of shopping, dining and cultural events of historic Woodstock Village! The highly visible and well known property is easily accessed year round off a well maintained paved road. Conveniently separated within this highly versatile complex is a comfortable residence well suited for rental income as an apartment or perhaps for use as the residence of an on site property manager. Outside dining/lounging areas add further appeal in the warmer months! With commercial zoning, the possibilities are unlimited for entrepreneurial dreams! See MLS Property & Listing Details & 40 images.

$849,000 $335 per sq.ft. Bridgewater VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2534  |  Acres: 1
Saturday Apr 4, 2026
Description: Turn-key mountain retreat just minutes from Killington or Woodstock! Completely renovated 4-bedroom, 4-bath home blends modern updates with classic Vermont character - featuring an updated kitchen, new bathrooms, a large mudroom with built-in ski storage, and scenic mountain views showcased by oversized custom windows that fill the home with natural light. Multiple living spaces and the expansive deck make this home truly perfect for entertaining large groups in any season. The list of recent improvements is extensive. Some highlights include: all new mini-splits and Rinnai heaters, new tile/hardwood flooring, fresh exterior paint, and a timber frame portico to welcome you home. Located just 9 minutes to the Killington Skyeship Gondola, this property checks all the boxes for a high-demand rental or personal escape. See MLS Property & Listing Details & 39 images.

$1,299,000 $341 per sq.ft. Bridgewater VT Home »

8 Beds | 5 Baths |   Total Sq. Ft. 3814  |  Acres: 6
Wednesday Jan 14, 2026
Description: Situated between historic Woodstock Vermont and the ski slopes of Killington, 7030 US Route 4 provides easy access to the best amenities of the area. The Property has two separate spaces, a standalone two-level garage with ample storage area below, and sits on 6 acres with direct river access. The "Apartment" first floor has an open design with a kitchen, living area, and tucked away bathroom. The second floor holds two bedrooms - all of this with its own entrance. The Main House spreads across three levels, all of which was renovated during 2022 and 2023. The first level hosts a beautiful kitchen, dining table, living room, and a few cozy nooks. Right off the kitchen, there's easy access to an over 600 square foot deck built in 2025 with spectacular field and mountain views. The bedrooms throughout the house are spacious and complimented nicely by updated bathrooms. The attic was converted in 2022 into a beautiful open area, with a small kitchenette, and currently serves as both a play / entertainment area while comfortable holding three beds. Currently, the property is operated as an income producing property - with the apartment rented for $1,100/mo to the property manager. The Main House hosts a mix of short- and medium-term users and provides a consistent revenue stream across all four seasons. This winter (December - March), the Main House will generate an average of $14,679 per month in revenue. Additionally, there are approximately 2 acres of developable land that can easily be connected to sewer. 7030 US Rte 4 provides a rare opportunity for buyers looking for easy access to all the best amenities of the upper valley alongside incredible income potential. Agent is a licensed Vermont Real Estate Broker and sole owner of the property. Agent represents only themselves in this transaction and does not represent the Buyer. See MLS Property & Listing Details & 45 images.

$619,900 $167 per sq.ft. Bridport VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3712  |  Acres: 4
Monday Aug 25, 2025
Description: Welcome To 4351 Crown Point Road in the Town of Bridport. This West Addison County gem offers buyers the best of both worlds - a home consisting of an 1850s farmhouse retaining all of those well-loved period features, as well as a large modern 1990s contemporary addition. This ensures just the right blend of charm and updated conveniences, for the everyday modern lifestyle. Boasting in excess of 3700 SQFT of finished living space, the 1st floor offers the right balance of open spaces and separation including an office, living room, family room, sunroom, & convenient 1/2 bath. Upstairs you'll find 4 bedrooms plus a 5th bonus room, all are of a good proportion. The primary bedroom suite has vaulted ceilings, its own bathroom as well as a spacious balcony - ideal for  relaxing on and savoring those southwesterly views! The addition was architecturally designed to house space for a spiral staircase leading from the bedroom hallway directly into the family room, this final step awaits the next family to complete when time and focus allows! All the important aspects of the house have been taken care of, from the solid standing seam roof to the immaculate siding and trim work. The modern heating & cooling systems include 4 zones, radiant heat in the majority of the 1st floor, 4 AC heat pumps, and the major benefit of (owned) solar panels. Outside enjoy 4 magical acres. Peaceful setting, yet located close to Middlebury, Addison Central School District, & easy access to NY. See MLS Property & Listing Details & 60 images.

$575,900 $177 per sq.ft. Bristol VT Home »

Price Change! Reduced by $24,100 down 4% on February 27th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 3248  |  Acres: 0.41
Wednesday Mar 26, 2025
Description: Charming Vermont village home offering the perfect blend of comfort and convenience. This spacious 5-bedroom, 3-bathroom property features 3,248 square feet of thoughtfully designed living space, including a private apartment on the third floor--perfect for rental income or visiting guests. Enjoy breathtaking mountain views from this deep lot with a detached garage, pavilion, and storage shed. The outdoor space provides ample room for gardening, entertaining, or simply relaxing in Vermont's natural beauty. Solar panels help reduce electricity costs while supporting sustainable living. The property's prime location allows you to stroll to local parks, schools, and restaurants, genuinely embracing village life. Outdoor enthusiasts will appreciate being just 25 minutes from Mad River Glen and 30 minutes from Sugarbush for winter adventures. Burlington is 40 minutes away for those seeking urban amenities, while Middlebury College is a quick 20-minute drive. This versatile home offers the quintessential Vermont lifestyle--where small-town charm meets outdoor recreation and modern conveniences. See MLS Property & Listing Details & 35 images.

$850,000 $174 per sq.ft. Bristol VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 4872  |  Acres: 135
Tuesday Aug 26, 2025
Description: Generate passive income and long-term cash flow with this once-in-a-lifetime opportunity--available for the first time since 1909. Spanning 135 acres of fields, timber, and river frontage, Leaning Barn Farm offers unmatched versatility in the heart of Addison County. Income streams include a maple sugar tap lease, 42 acres of tillable sandy loam soil to lease or farm, timber for logging or firewood, miles of roadside frontage, and an established farm stand, greenhouses, and apartments ready for income. Two dwellings provide options for multi-generational living, farmhands, or rental use--the classic farmhouse is 80% renovated, while a spacious double-wide adds flexibility. A new 4,000 sq. ft. barn and multiple greenhouses support nearly any agricultural pursuit. Most acreage is conserved with the Vermont Land Trust. Baldwin Creek runs through the land, adding natural beauty and value. Owner financing and partnership opportunities available. Just 1 minute to Bristol Falls, 4 minutes to downtown Bristol, and within an hour of major ski resorts. A legacy property offering rare income potential, beauty, and flexibility--ready for its next steward.Motivated Seller. See MLS Property & Listing Details & 60 images.

$1,600,000 $328 per sq.ft. Bristol VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 4872  |  Acres: 380
Tuesday Aug 26, 2025
Description: Generate passive income and long-term cash flow with this once-in-a-lifetime opportunity--available for the first time since 1909. Spanning 380 acres of fields, timber, and river frontage, Leaning Barn Farm offers unmatched versatility in the heart of Addison County. Income streams include a maple sugar tap lease, 42 acres of tillable sandy loam soil to lease or farm, 286 acres of timber for logging or firewood, miles of roadside frontage, and an established farm stand, greenhouses, and apartments ready for income. Two dwellings provide options for multi-generational living, farmhands, or rental use--the classic farmhouse is 80% renovated, while a spacious double-wide adds flexibility. A new 4,000 sq. ft. barn and multiple greenhouses support nearly any agricultural pursuit. Most acreage is conserved with the Vermont Land Trust, while 34 acres remain open for future development. Baldwin Creek runs through the land, adding natural beauty and value. Owner financing and partnership opportunities available. Just 1 minute to Bristol Falls, 4 minutes to downtown Bristol, and within an hour of major ski resorts. A legacy property offering rare income potential, beauty, and flexibility--ready for its next steward.Motivated Seller. See MLS Property & Listing Details & 60 images.

$429,000 $183 per sq.ft. Brookfield VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2350  |  Acres: 1.7
Wednesday Apr 8, 2026
Description: This lovingly restored home is nestled in the quaint Pond Village community of Brookfield, VT. The property has had the same owners for the last 48 years. A stunning blend of old and new, the stewards of this home meticulously preserved timeless beams, wide pine floors and authentic barn walls, while making modern updates. Enter into the convenient mudroom before stepping into the warm and open kitchen/dining room with large woodstove and brick hearth. Character abounds in the living room with beautiful wide pine floors and exposed beams, den, half bath, and sunny office, which round out the first floor. Upstairs you will find four bedrooms and a full bath. The attached barn provides plenty of storage space and room for one car, or workshop area. Step onto the back deck with direct access off the kitchen, and enjoy the privacy of the back yard. This enchanting space is adorned with lovely stonewalls and perennials. Just down the road from Sunset Lake, the historic Brookfield Floating Bridge, and the newly renovated Green Trails Inn and Pond Village Pub. Properties in this community do not come on the market often, don't miss your chance! Being Sold "As Is" See MLS Property & Listing Details & 60 images.

$89,000 $54 per sq.ft. Burke VT Home »

Waterfront on River West Branch Passumpsic River
4 Beds | 1 Baths |   Total Sq. Ft. 1638  |  Acres: 0.25
Wednesday May 21, 2025
Description: Quaint 4 bedroom village home in need of love for Rehab. Nice village location with frontage on the West Branch of Passumpsic River with spring fed water and waterfront lot. Less than 10 minutes to Kingdom Trails Mt Biking, Burke Mt Ski Area, Willoughby & Crystal Lakes. Mixed hardwood, softwood, & carpet floors. Rehab & updating is needed as maintenance has been deferred for a while. This property will not qualify for FHA, VA, etc. loan programs. NETO Weatherized 2019. Being sold "As Is". See MLS Property & Listing Details & 42 images. Includes a Virtual Tour

$489,900 $284 per sq.ft. Burke VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1728  |  Acres: 1.5
Monday Apr 6, 2026
Description: This home is ideally located for the mountain bikers, skiers, snowmobilers. Located in East Burke is this well-maintained home, and short drive to Burke MT. Bike from the house. 3 bedrooms full bath on main floor. Finished basement with 2 bedrooms, 3/4 bath and kitchen living room now used as a VBRO rental with good rental history. Could be full time rental or in-law apartment. Large deck to enjoy the view or just to relax. 10 by 20 shed for storage. Whole house generator. All state and town permits in place. Excellent country location. See MLS Property & Listing Details & 27 images.