New Listing! Brattleboro VT Home for sale $625,000 $248 per sq.ft.

$625,000 $248 per sq.ft. Brattleboro VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 2520  |  Acres: 1.19
Listed on Thursday Apr 9, 2026
Description: Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden shed with power is standing ready. The sweet sun room is a nice addition to the living area, just off the kitchen/family room so a great place to expand when entertaining in the warmer months. It overlooks the very peaceful conservancy and is a special place for a quiet read or fun games in the rain. No worries of power outages here with both a gas generator and the new Tesla Powerwall! Above the garage is a versatile space that can be used as a studio, guest room, mother-in-law suite, or a study boasting a mini-split, refrigerator, and three-quarter bath. Enjoy the fire pit in the evening, under the stars. Watch the bluebirds at the birdhouses as they raise their families, the chipmunks that scurry, and the turkeys in the meadow. This is a wonderful neighborhood. Make it yours. Open house Saturday, April 11th 11am - 1pm See Listing Details & 46 images.

New Listing! Brattleboro VT Home for sale $639,000 $248 per sq.ft.

$639,000 $248 per sq.ft. Brattleboro VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2573  |  Acres: 1.9
Listed on Monday Apr 6, 2026
Description: Beautifully sited on 1.9 acres just off Greenhill Parkway, this tastefully modernized 1940s cape blends architectural pedigree with thoughtful, high end updates. Designed by noted architect James Britton of Greenfield, MA - a contemporary of Royal Barry Wills and long admired for his classic New England forms - the home retains its classic original character, while offering a fully refreshed interior. The 4 BR, 3 BA layout includes a full width living room with wood burning fireplace, a handsome dining room with built-in corner cabinets and a massive, x-pane window overlooking the backyard. The kitchen is a standout, featuring Crown Point beaded frame cabinetry, heated encaustic tile floors, Zellige tile walls, a Liebherr refrigerator, Miele propane cooktop, KitchenAid double ovens, and a custom Pella hydraulic lift awning window - ideal for outdoor entertaining. Rounding out the first floor is a beautifully executed mudroom/laundry created between the kitchen and attached 2 car garage, a private and comfortable den, a spacious formal entry hall, and updated powder room. All bathrooms have been fully renovated with Waterworks fixtures and Toto washlet toilets; two with custom tile showers, heated tile floors, and Visual Comfort lighting. A spacious suite above the garage offers flexibility for a primary bedroom or in law arrangement, offering new solid oak flooring, a walk-in closet, and a decadent bathroom with soaking tub and separate shower. The location is exceptional, being an easy walk to downtown and the park, and privately tucked into an unusually large lot; and with unique, direct access to over 9 miles of trails via a path along the lower edge of the property. A rare combination of history, craftsmanship, and modern comfort in one of Brattleboro's most desirable neighborhoods. The home also comes with original 1944 blueprints and historical materials from the Norton family; the property's first owners. See Listing Details & 37 images.

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

4 Beds | 4 Baths |   Total Sq. Ft. 3600  |  Acres: 11.4
Listed on 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 Listing Details & 37 images.

New Listing! Brattleboro VT Home for sale $795,000 $248 per sq.ft.

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

4 Beds | 4 Baths |   Total Sq. Ft. 3212  |  Acres: 4.37
Listed on 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 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
Listed on 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 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
Listed on 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 Listing Details & 54 images.

Under Contract Bridgewater NH Home for sale $729,900 $275 per sq.ft.

$729,900 $275 per sq.ft. Bridgewater NH Home »

Waterfront on Lake Newfound
4 Beds | 3 Baths |   Total Sq. Ft. 2650  |  Acres: 2.3
Listed on Wednesday Mar 18, 2026
Description: LOW TAX BRIDGEWATER-- Nestled on 2.3 rolling acres of lush lawn & woodland sits this handsome, lovingly maintained 4 Bedroom, 3 bath Cape with deeded access to crystal clear Newfound Lake on prestigious Whittemore Point. Eat-in Kitchen, formal dining room with wainscotting. Light & Bright Living room with wood burning fireplace, adjoining a cozy family room space. Wood, tile & new carpet floors. Primary Bedroom suite & 2nd en-suite on the first floor with 2 spacious bedrooms & a full bath upstairs. Escape to the private loft area to read a good book in peace and quiet. Relax on the private screened porch. Fresh paint throughout inside & out, new carpet, relined chimney & new electric service panel all in last 3 years. Spend the hot summer days swimming in the lake. Deeded access to 50 feet of lake frontage located down the quiet dead-end lane. Large open yard great for games, cookouts or an evening campfire. Easy access to Plymouth, Bristol & short ride to Tenney Mtn or Ragged Mountain Ski Areas. See Listing Details & 46 images.

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

7 Beds | 9 Baths |   Total Sq. Ft. 7428  |  Acres: 1.5
Listed on 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 Listing Details & 40 images.

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

4 Beds | 4 Baths |   Total Sq. Ft. 2534  |  Acres: 1
Listed on 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 Listing Details & 39 images.

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

5 Beds | 3 Baths |   Total Sq. Ft. 3712  |  Acres: 4
Listed on 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 Listing Details & 60 images.

$699,000 $527 per sq.ft. Bridport VT Home »


Price Change! Reduced by $96,000 down 14% on April 13th 2026
475 Ft. of Waterfront on Lake Champlain
2 Beds | 2 Baths |   Total Sq. Ft. 1326  |  Acres: 10.2
Listed on Thursday Oct 9, 2025
Description: Lakefront Homestead Retreat - Gardens, Pasture, and Endless Potential! Discover this rare opportunity to own a property on Lake Champlain with 475' of frontage. This property is ideal for homesteading, hobby farming, horses, or a flower/vegetable farm. Nestled on 10+acres, this property features a charming home with scenic Lake Champlain and Adirondack Mountain views, with open pasture. The home offers a warm, welcoming layout with plenty of natural light, cozy living spaces and a large garage that could accommodate a workshop for the hobbyist. The grounds include established fruit trees , fertile soil for growing vegetables, and ample space for livestock or equestrian use. Enjoy private access to a peaceful lake for boating, fishing, kayaking, or simply relaxing in nature. Put a couple of Adirondack chairs in your back yard and enjoy the view from dawn until dusk. Despite the tranquil rural setting, you're conveniently located just minutes from local country stores, diners and Creemee stands! Within 20 minutes you can be in Middlebury or Vergennes to enjoy the shopping, restaurants, cultural events and employment opportunities -- the best of both worlds. Don't miss this unique property that offers self-sufficient living without sacrificing convenience. Schedule your private showing today! See Listing Details & 40 images. Includes a Virtual Tour

$520,000 $381 per sq.ft. Bristol NH Home »

Waterfront on Lake Newfound
4 Beds | 2 Baths |   Total Sq. Ft. 1366  |  Acres: 0.95
Listed on Monday Jan 12, 2026
Description: LAKE LIFE IS A GREAT LIFE! EXPERIENCE TIMELESS CHARM AND FLEXIBILITY IN A VACATION COMPOUND LIKE NO OTHER! Tucked into a peaceful wooded environment just a short distance from the clear, refreshing waters of desirable Newfound Lake, this unique property features two beautifully updated cottages designed for hosting guests, accommodating extended family or creating an additional income stream. Here, you'll feel like you're miles away from it all yet you're wonderfully connected to local shopping and a stroll away from favorite dining. Each cottage showcases light-filled interiors with open layouts, soaring ceilings and distinctive natural knotty pine paneling that evokes classic Lakehouse character. Enjoy morning coffee and breakfast in your eat-in kitchen or head outside to bask in dappled sunlight and birdsong. Spend the day paddling, boating or swimming in crystal waters, explore the shoreline with your fishing gear, hike in nearby nature preserves or take in an outdoor gazebo concert or holiday parade. After dinner at nearby Big Catch or a festive cookout with alfresco dining, gather around the fire pit for s'mores and stories under star-filled skies. Retire to restful bedrooms for a good night's sleep and wake up refreshed and ready to do it all again. Live the vacation lifestyle you always dreamed of, create a shared family retreat, or enjoy a strategic investment as you rent one or both cottages. A RARE OPPORTUNITY FOR A LIFETIME OF MEMORIES WAITING TO BE MADE! See Listing Details & 48 images.

$575,000 $181 per sq.ft. Bristol NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3177  |  Acres: 1.43
Listed on Wednesday Apr 1, 2026
Description: Welcome to 450 Upper Birch Dr, a beautifully maintained property offering comfort, space, and a peaceful setting. This inviting 3-bedroom, 3-bathroom home is designed for both everyday living and entertaining, featuring a thoughtful layout and generous room sizes throughout. The home includes a spacious 2-car attached garage, and one under, providing ample storage and convenience. Inside, you'll find well-appointed living areas filled with natural light, creating a warm and welcoming atmosphere. Step outside to enjoy a private back deck--perfect for relaxing, dining, or hosting gatherings while overlooking the well-landscaped yard. The property's mature landscaping enhances its curb appeal and offers a serene outdoor environment. Located in a quiet area, this home provides the perfect balance of privacy and accessibility, making it an ideal retreat from the hustle and bustle while still being close to everyday amenities. This is a wonderful opportunity to own a home that combines comfort, functionality, and a tranquil setting inside. See Listing Details & 36 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
Listed on 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 Listing Details & 35 images.

New Listing! Bristol NH Home for sale $640,000 $236 per sq.ft.

$640,000 $236 per sq.ft. Bristol NH Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2707  |  Acres: 5.5
Listed on Friday Apr 10, 2026
Description: Built in 2023 and set on 5.5 private acres, this modern log home with a standing seam metal roof is the ultimate nature retreat with easy access to I-93. The interior impresses immediately with cathedral ceilings and a soaring floor-to-ceiling stone fireplace in the spacious living room. The heart of the home is a chef's kitchen featuring granite countertops, stainless appliances, a central island, and a charming Glenwood cookstove. Just off the dining area, a slider opens to the back deck--the perfect spot for morning coffee while watching for local wildlife. Designed for effortless one-story living, the main floor includes a primary suite with a walk-in shower, granite vanity, and private access to the covered porch. This level also hosts a half-bath/laundry room and entry to an expansive 1,334 sq. ft. attached post-and-beam barn. Upstairs, a bright loft overlooks the living area, leading to two additional bedrooms and a full bath. The finished lower level adds even more versatile space with a family room, 3/4 bath, a bedroom and a bonus room perfect for an office. Step back outside to enjoy fresh berries and apples right from your own bushes and trees. See Listing Details & 47 images.

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