$329,000 $270 per sq.ft. Brattleboro VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1218  |  Acres: 0.11
Monday Apr 13, 2026
Description: Great location in the heart of Brattleboro. This 3-bedroom, 1-bathroom Jewel of a home is as efficient as it is charming. Very well maintained, with gorgeous maple floors, built-ins, original natural woodwork, elegant marble countertops, and an open kitchen/dining/living space that shines with a southern exposure. Snug little wood stove adds to the uplifting spirit in this home. Large upstairs bedrooms and an impressive attic space with great potential for finishing. Enjoy your front covered porch and expansive back deck with pretty views of Mount Wantastiquet and organic vegetable beds the current owner has cultivated. There have been many fine updates, like a new 2025 oil tank, a new 2025 chimney liner, a woodstove, and more. This sweet home also has a detached garage and a walk-out basement with enclosed storage. If you are seeking a stylish in-town home, this may be it! Close proximity to downtown, to enjoy our vibrant art scene, year-round farmers market, eclectic restaurants, and our proud, strong, culturally diverse community. If you like to explore, you can catch the nearby retreat meadows entrance and hike away! Showings start Friday, April 17th by appointment. See MLS Property & Listing Details & 45 images.

$495,000 $397 per sq.ft. Brattleboro VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1246  |  Acres: 0.08
Wednesday Apr 8, 2026
Description: Step into an 1880s Victorian re-imagined for the 21st century. Located moments from downtown Brattleboro, this 3-bedroom, 3-bath home blends historic craftsmanship with a cutting-edge deep-energy retrofit. Enjoy easy access to shops, dining, the Amtrak station, and the Retreat Trails from a peaceful, residential setting. Unlike typical historic renovations, this property underwent a from-the-studs rebuild in 2018, serving as a pilot for high-performance building science. It is now fully electric and fossil-fuel free, featuring : Air-to-water heat pump for heating/cooling and an Energy Recovery Ventilation (ERV) system for superior indoor air quality. The home also has a super-insulated, airtight building envelope ensuring year-round comfort and efficiency, with a durable standing seam roof equipped with solar panels. The interior honors its heritage while embracing sustainable, modern design, using eco- friendly materials: copper countertops, natural linoleum flooring, and Energy Star appliances. Modern mechanical systems and smart features throughout, you get turn-key Peace of Mind.: Every major system-from insulation to infrastructure-is new, offering a rare level of durability in a vintage home. 81 Chapin Street is more than a renovation; it's a blueprint for the future. For those seeking environmental responsibility without sacrificing historic charm, this is a truly unique opportunity. Open House: Saturday, April 11, 11am-1pm. See MLS Property & Listing Details & 27 images.

$499,000 $322 per sq.ft. Brattleboro VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1550  |  Acres: 0.18
Tuesday Mar 31, 2026
Description: BLACK MOUNTAIN ESTATES - where your next chapter begins! Welcome to Brattleboro's premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lounge, fitness center, full kitchen, & outdoor patio w/ fire pit. Outdoor recreational amenities incl. pickleball, bocce, shuffleboard, & horseshoes--perfect for staying active & social. Enjoy the ease of HOA-managed services & a lifestyle designed for freedom & fulfillment. Each home is single-story & ADA-compliant, offering ease, accessibility, & long-term comfort. Designed w/ energy efficiency in mind, these residences feature building materials & floor plans that minimize energy usage-providing a healthier, more affordable way to live. PRICED FROM $475,000 - $585,000. HOMES OFFER at least 5 rooms - kitchen, living, dining, primary BR w/ en-suite BA, & bonus room for office/study or guest BR - 2 BA's, & a 1-car garage. UPGRADED HOMES OFFER: 2-car garage, sunroom, expanded living & guest rms, & larger yard. Some special touches that make BME homes beautiful & comfortable: finished 1 or 2-car garage; marble & porcelain tile; radiant floor heat; porch, private backyard, patio; marble sunken-floor showers & vanities; multi-zone heat & A/C; cherry cabinetry; granite countertops; walk-in closets; high-efficiency appliances & lighting. DO NOT MISS THIS OPPORTUNITY. Even if you are not quite ready to commit, reach out right away and ask to have your name put on the waiting list! See MLS Property & Listing Details & 32 images.

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

5 Beds | 4 Baths |   Total Sq. Ft. 2520  |  Acres: 1.19
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 MLS Property & Listing Details & 46 images.

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

4 Beds | 3 Baths |   Total Sq. Ft. 2573  |  Acres: 1.9
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 MLS Property & Listing Details & 37 images.

$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

$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.

$449,000 $180 per sq.ft. Bridport VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2490  |  Acres: 1.9
Thursday Apr 2, 2026
Description: This charming 1850's Farmhouse set on 1.9 acres, offers a blend of classic character and thoughtful updates in a beautiful country setting. A versatile layout greets you with two rooms off the foyer - serving as a mudroom and a large storage room - perfect for outdoor gear. The first floor also has a home office, a formal dining room, wood floors in the living room, as well as an updated kitchen overlooking the backyard. The primary bedroom is bright and spacious with a full en suite bathroom as well as a walk-in closet. Upstairs, you'll find a large family room, two additional bedrooms, and a bonus room that share a ¾ bath. The second level also has storage space plus an unfinished workout room that is accessible through its own stairwell or through a bedroom closet. Outside, trees create a natural privacy border around the property. Relax on the new stone patio and take in the surrounding country views. Recent updates include a 3-bay garage, a new roof, re-graveled driveway, and some siding. Don't miss this classic Vermont country property! See MLS Property & Listing Details & 57 images.

$865,000 $394 per sq.ft. Bridport VT Home »

100 Ft. of Waterfront on Lake Champlain
3 Beds | 3 Baths |   Total Sq. Ft. 2198  |  Acres: 1.65
Thursday Apr 16, 2026
Description: Beautiful lakefront retreat offering 100 feet of direct shoreline and breathtaking panoramic views of both the lake and surrounding mountains. This 10-year-old thoughtfully designed home showcases a Vermont slate foyer and bamboo first floor flooring. Designed for exceptional energy efficiency, including triple pane windows, 10-inch walls, a standing seam metal roof, and modern mini split systems for year-round comfort. The open living spaces connect seamlessly to a large deck with awnings, perfect for entertaining or relaxing in the hot tub, with the added luxury of an outdoor shower. A moveable boat dock enhances easy lake access and waterfront enjoyment. The property also includes a flexible garage/outbuilding with carport and workshop space. There is also a paved driveway for convenience. This property is a rare combination of contemporary design, high performance construction and prime lakefront living. See MLS Property & Listing Details & 50 images.

$399,000 $248 per sq.ft. Brookfield VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1608  |  Acres: 0.9
Thursday Mar 19, 2026
Description: New, new, new! Originally started as a 2018 build but never completed, this home has been expertly finished and thoughtfully elevated by its current owners--resulting in a property that exceeds expectations at every turn. What appears to be a modest exterior opens into a surprisingly spacious and well-designed interior, where every inch of space has been maximized with intention, comfort, and style. The main level features a desirable first-floor primary bedroom and a versatile full bath that can function as either a private ensuite or a guest bath, offering flexibility for a variety of living arrangements. First floor laundry and thoughtful upgrades, including a heated towel rack, add a touch of everyday luxury. The well-appointed kitchen flows seamlessly into the open-concept dining and living areas, creating a bright and welcoming space ideal for both daily living and entertaining. Step through the sliding glass doors onto the expansive rear deck overlooking Sunset Brook just beyond the property line--an inviting setting for morning coffee, evening relaxation, or hosting gatherings with friends and family. Upstairs, you'll find two additional bedrooms, a convenient half bath, and bonus storage spaces. The walkout lower level adds even more versatility, featuring a comfortable media or recreation room, additional storage, and access that lends itself well to covered parking or flexible use. A new Presby septic system and EC Fiber, fiber optic internet already installed! Also inquire about the home being offered fully furnished and professionally staged, which presents an exceptional turnkey opportunity for investors, short-term or long-term rental potential, second-home buyers, or anyone seeking a seamless move-in experience for additional cost. Deceptively spacious, thoughtfully finished, and ready to enjoy--this is a property you won't want to miss! See MLS Property & Listing Details & 48 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.

$297,500 $228 per sq.ft. Burke VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1306  |  Acres: 0.5
Wednesday Apr 15, 2026
Description: Recently and completely renovated, this West Burke home is ready to move into. Situated on a back street in a pleasant neighborhood it provides a practical and attractive home close to all of the Kingdom's recreational opportunities. The VAST snow mobile trail is directly across the street and the property is easily accessible to Route 5, Burke Mtn. and Kingdom Trails. The main floor is an open concept with kitchen, dining, and spacious living room, and there is a mudroom leading into the one car garage. A full bath with laundry is located just off the living room.The upper level has an open landing area that could be an office. two bedrooms and a three quarter bath. The attached garage is over sized with high ceiling. It is partially finished which could be made into more living space or a shop if needed. The basement is unfinished and dry. This is basically a new home that needs nothing but a new owner. See MLS Property & Listing Details & 3 images.

$449,000 $191 per sq.ft. Burke VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2345  |  Acres: 26.5
Friday Mar 27, 2026
Description: More than a house or a home, this is a retreat! Sited on wooded 26.5 acres with Roundy Brook running through, the 3-bedroom, 3-bath Cape has 2-car garage with overhead storage, paved drive & a gazebo placed in an optimal spot to take full advantage of the brook's sounds and scenery. Serenity is calling! Full woodburning fireplace for those cozy nights with 3 full flues so you can also have supplemental heating, if wanted. Oil-fired boiler with multiple zones also supplies domestic hot water. Full-house automatic generator insures power even during outages, adding safety and security. Ideally located close enough to Kingdom Trails where you cas start from your garage! Minutes from Burke Mountain for exceptional skiing and riding along with other amenities. This is the center of The Northeast Kingdom with adventures in all directions from this driveway. A large deck overlook the brook and with numerous access points, you can fish, take a dip or just admire the water. There is a main floor bedroom as well as an office / work space, creating one-level living if desired. Upstairs is a very large loft with bedroom and family room, all sharing a 3/4 bath. Lower level offers another bedroom, bath and huge laundry. But it's the yard and setting that will make you feel at home. Hidden behind the treelined road you're screened from the bustling world at this retreat that is waiting for you. See MLS Property & Listing Details & 56 images.

$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.