$369,900 $206 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1800  |  Acres: 0.25
Thursday May 28, 2026
Description: Sweet and charming from an era of wonderful wood work, polished floors and rooms with a purpose. This home has a lovely big kitchen with a peninsula for baking prep, formal dining with built in china cabinet, living room and an first floor bedroom with 1/2 bath. Since the basement is walk out, the back porch is 2nd level, above the bugs, and overlooking the private back yard. Fenced for a dog, the side yard pops off the kitchen deck for easy pet access. Gardens and a small rivulet in the back complete this special setting. In-town corner lot, ready to go! See MLS Property & Listing Details & 28 images.

$375,000 $247 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $10,000 down 3% on June 9th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1521  |  Acres: 0.15
Thursday May 28, 2026
Description: Neighborhood home! Living in a sweet neighborhood is a lifestyle choice. Walk to schools, playgrounds, and shopping. This vintage home has an added features of roof top solar, 2 car direct entry garage, a fenced-in yard, and lots and lots of gardens. The classic front porch is on everyone's list of must haves. The neighborhood is perfect for long evening strolls or a brisk walk at dawn. Inside there is a huge living room for hanging out with friends, entertaining or movie night. Work at home? You will love the corner office, age in place with first floor bedroom and bath...So nice, just the right location and just the right home. See MLS Property & Listing Details & 19 images.

$379,000 $193 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1966  |  Acres: 0.15
Friday May 8, 2026
Description: Speno Court--one of Brattleboro's most sought after neighborhoods--is a quiet, dead end street tucked between the beloved "Tree Streets" and just a short walk from downtown. With effortless access to over 9 miles of Retreat Farm trails, this tastefully remodeled home offers the perfect blend of convenience, comfort, and charm. Natural light fills the home through large picture windows and second floor dormers, while various species of hardwood flooring throughout create a bright, cheerful feel. The spacious kitchen features granite counters, Cherry shelving, a Catalpa wood bar, and stainless appliances. It opens directly into an expansive great room--designed as a combined dining and family space--offering excellent flow and energy for gatherings of any size. On the other side of the kitchen, the formal living room adds another inviting space, complete with a fireplace, built ins, and a large picture window. A ¾ bath and two additional rooms--currently used as a bedroom and an office--round out the first floor, providing flexibility for guests, work from home needs, or single level living. Upstairs, you'll find two generous bedrooms and a spacious full bath. The primary bedroom includes a dreamy walk in closet that feels like a rare luxury at this price point. A full basement with newer 200 amp electrical service adds storage and utility, while the large, attached 2 car garage includes fantastic stand up storage space above. Homes like this don't come along every day. Make your move and schedule your viewing today! Showings begin 5/16/26. See MLS Property & Listing Details & 34 images.

$385,000 $257 per sq.ft. Brattleboro VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1499  |  Acres: 3.6
Tuesday May 26, 2026
Description: Found It! Live all on one level and tuck the guests in upstairs! The kitchen is modern with lots of counter top for the bakers and cookie makers, The laundry lives next to the kitchen and there is a second bath for visitors and guests. The sweet spot is the huge living room with a wood stove insert in the lovely fireplace. Mini-splits are already up and running for help with both heating and cooling and a bank of solar helps with energy cost for years to come! There is a sweet level easy access side yard, with gardens and layers of woodland for privacy and hiking. Plenty of room to build a garage but there are some nice storage sheds already waiting for the mower and other accoutrements. Minutes to town, near the West River and lots of hiking trails. Private, affordable, cute as a button! See MLS Property & Listing Details & 28 images.

$469,000 $303 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $30,000 down 6% on May 17th 2026
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.

$475,000 $381 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $20,000 down 4% on May 4th 2026
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. See MLS Property & Listing Details & 27 images.

$475,000 $198 per sq.ft. Brattleboro VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2400  |  Acres: 0.14
Friday May 15, 2026
Description: Set among a row of classic "painted ladies" on picturesque Chapin Street, this gracious Victorian home offers timeless charm just a short stroll from a vibrant downtown. A welcoming front yard with picket fencing and a stone walkway sets the tone, while the rear yard is fenced and features a large covered porch with access to the 2 car garage, which includes overhead storage. Enter through the expansive covered porch into a formal foyer, where period lighting, a powder room, and a handsome original staircase immediately showcase the home's historic character. The front parlor features a bay window and distinctive bullseye molding, while the formal dining room is equally impressive with its own bay windows and a handsome fireplace with an elegant mantle and surround (has a woodstove insert). The spacious country kitchen is warm and inviting, offering cherry cabinetry, large sun-filled windows, and beautiful wood flooring. A flexible first-floor bedroom or family room includes an en suite bath and direct access to a covered rear porch--ideal for guests or easy single-level living. Upstairs, a generous landing with rear staircase leads to a spacious primary bedroom featuring a large en suite bath and convenient laundry. Two additional well-proportioned bedrooms offer excellent closet space, along with a dedicated office. Additional features include a full basement and walk-up attic, providing abundant storage or expansion potential. Rich with period details--from exquisite woodwork and original doors to classic lighting and flooring--this gracious Victorian is a true beauty, seamlessly blending historic elegance with everyday comfort. Showings begin 5/19/26. See MLS Property & Listing Details & 31 images.

$499,000 $174 per sq.ft. Brattleboro VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2874  |  Acres: 0.19
Saturday May 9, 2026
Description: Beautifully maintained, 1880s, in-town Victorian blends timeless elegance with modern comfort. The large, light-filled kitchen combines with an open, cathedral ceiling dining area inviting the gathering of family and friends. The renovated kitchen has granite, stainless steel appliances, and laundry area. Soaring, 9 ft ceilings create light-filled rooms. Elegance of timeless design and detailed wood trimmed finishes are throughout with crafted moldings framing arched and stain glass windows, custom fireplace mantles and functionally flexible built-ins. Enjoy the old-world charm of two covered porches. The expansive first floor has lovely potential for those wanting first floor accommodations. An ornately crafted staircase rises gracefully to the second floor with four bedrooms, two full baths and the continuation of flooding sunlight. The outdoors offers gorgeous stonework, lush perennial plantings and a magical patio. So close to downtown's Brattleboro Museum, Art Center, Galleries, Cafes, and more! Convenient to ski mountains and ready access to Boston and NY City. Visit this beloved, period home to experience a world of gentle elegance. See MLS Property & Listing Details & 51 images. Includes a Virtual Tour

$439,000 $250 per sq.ft. Bridgewater VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2066  |  Acres: 0.93
Tuesday Jun 9, 2026
Description: Welcome home to this spacious 4-bedroom Cape ideally located between Killington and Okemo ski resorts and just a short drive to charming Woodstock, Vermont. Set on nearly an acre, this property offers the perfect opportunity to enjoy Vermont living with year-round outdoor recreation, dining, shopping, and local attractions nearby. Step inside from the covered front porch into a practical mudroom with a half bath and laundry area. The heart of the home is the bright, oversized kitchen featuring new appliances, a pellet stove, and plenty of space for dining and gathering. The large living room provides ample room for entertaining or relaxing. The main level also offers two bedrooms, a full bath, and a walk-in closet for added storage. Upstairs you'll find two additional bedrooms and a full bath, providing space for family, guests, or a home office. The partially finished basement expands the living area with a family room, pellet stove, and second kitchen, offering excellent potential for recreation, hobbies, or extended living needs. Outside, enjoy the privacy of the spacious yard, while recent updates including a standing seam metal roof provide peace of mind. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this Vermont home is perfectly positioned to enjoy everything the area has to offer. See MLS Property & Listing Details & 31 images. Includes a Virtual Tour

$449,000 $302 per sq.ft. Bridgewater VT Home »

Waterfront on River Ottauquechee River
3 Beds | 2 Baths |   Total Sq. Ft. 1489  |  Acres: 0.33
Thursday Jul 24, 2025
Description: This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont country kitchen-dining and family room flow into a south facing sunroom overlooking the Ottauquechee River with a terraced yard providing direct access to the water. The home is midway between the resort communities of Woodstock and Killington 5 and 9 miles away. A public park and the Bridgewater Mill showcasing nationally and internationally recognized handmade furniture and pottery of Charles Shackelton and Miranda Thomas, respectively, in addition to a popular restaurant with live entertainment all within walking distance. Ideally sited offering an array of amenities at an attractive price. See MLS Property & Listing Details & 34 images.

$479,000 $282 per sq.ft. Bridgewater VT Home »

Price Change! Reduced by $21,000 down 4% on June 4th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1700  |  Acres: 0.33
Sunday May 10, 2026
Description: THE SUGAR HOUSE -- Beautifully renovated in 2007, this light-filled Vermont home is ideally located in the heart of historic Bridgewater, just 10 minutes from the charm, dining, and culture of the village of Woodstock. Offering the perfect balance of four-season recreation and classic New England character, the property is equally suited as a primary residence, weekend retreat, or investment opportunity. The home features three bedrooms, two updated bathrooms, an open-concept kitchen and living area, and fully modernized systems for easy ownership. Outside, enjoy a true Vermont lifestyle with nearby swimming holes, hiking and biking trails, horseback riding, the Bridgewater Mill, and local favorite Ramunto's Pizza all within easy reach. The VAST trail is located just behind the property, providing direct access to winter adventures and peaceful summer walks through the Green Mountains. A spacious two-car garage includes a large second-floor workshop or studio space, while the charming chicken coop offers flexibility for hobby farming, storage, or relaxed evenings outdoors. Perfectly positioned for ski enthusiasts, the home is just a short drive to Killington Resort, Pico, Okemo, and Saskadena Six, making it an exceptional base for enjoying some of Vermont's best skiing and year-round recreation. The property also benefits from a strong and established short-term rental history, offering excellent income potential in one of the region's most desirable tourism corridors. Move-in ready and conveniently located near outstanding schools, outdoor recreation, and the timeless appeal of Woodstock, The Sugar House is a rare Upper Valley opportunity. See MLS Property & Listing Details & 40 images.

$349,000 $272 per sq.ft. Bridport VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1285  |  Acres: 1
Saturday May 30, 2026
Description: Enjoy the best of Vermont living with Green Mountain views to the east and Adirondack views to the west. Drive through Bridport and you'll see why people love calling this area home--working farms, apple orchards, open fields, wooded back roads, and beautiful lake views all around. It's the kind of small town where neighbors wave and life moves at a comfortable pace. Owned by the same family for many years, this home is ready for its next chapter. If you've been looking for a solid house with good bones and room to make it your own, this could be the opportunity you've been waiting for. Inside, the layout is practical and functional with a central dining room, living room, kitchen, and a convenient 3/4 bath with laundry on the main level. Upstairs offers four additional rooms plus a spacious landing, giving you flexibility for bedrooms, a home office, hobby space, or extra storage. The level one-acre lot is easy to maintain and gives you plenty of room for cookouts, yard games, gardening, or simply relaxing after work. The attached shed is perfect for tools, bikes, lawn equipment, or an extra freezer, while the detached shed makes a great workshop or garden space. There's also ample parking for trucks, trailers, and guests. Just a short drive to Middlebury for groceries, hardware stores, restaurants, and everyday essentials--and close to Bridport's well-loved general store for quick stops and local conversation. See MLS Property & Listing Details & 44 images. Includes a Virtual Tour

$399,000 $308 per sq.ft. Bridport VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1296  |  Acres: 10.02
Thursday Jun 4, 2026
Description: Enjoy comfort and functionality with this 3-bedroom, 2-bath ranch-style home situated on a 10-acre lot. From the back deck, you'll enter into the mudroom which includes a convenient laundry area, leading to a spacious open-concept living area, where the eat-in kitchen with a large center island flows seamlessly into the living room, creating an inviting space for everyday living and entertaining. A private primary suite includes four-piece bath, and two additional bedrooms and a second full bath are on the opposite side of the home. Year-round comfort is provided by two heat pumps, and the properties energy efficiency is enhanced by an 8.28 KW roof-mounted solar array that generate a significant portion of the property's electrical needs. Outdoor amenities make this property ideal for hobby farming, homesteading, or animal enthusiasts. The land includes a horse/animal barn, tractor shed, fenced orchard area, and numerous recently planted fruit trees, including apple trees and blueberries. A large back deck offers additional outdoor living space and includes a small greenhouse for extended growing opportunities. Existing electric fence system for area previously used to pasture horses. The impressive insulated 3-car garage is equipped with a heater, utility sink (in warmer months) and provides abundant workspace, with additional storage space above. Whether you're dreaming of raising animals, cultivating a productive homestead, or simply enjoying the privacy and tranquility of country life, this versatile property offers the space, infrastructure, and flexibility to bring your vision to life. See MLS Property & Listing Details & 27 images. Includes a Virtual Tour

$299,900 $288 per sq.ft. Bristol NH Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1040  |  Acres:
Wednesday Apr 22, 2026
Description: LIFE IS BETTER at the Lake. Looking for a year round get-away offering easy access to a Lake for summer fun, as well as Skiing close by in the winter? This well maintained, freshly painted, 2 bedroom end unit Townhouse is nestled on 6.8 acres in Lakewood Pines, a small association of only 24 units. Walk through the door and enjoy this turn key property with many upgrades, like new carpet, new stackable washer/dryer, new kitchen stove & more. Property is light, bright and offers an airy feel. Amenities include: basketball & tennis court. Monthly association fee only $275. Just a short walk to sandy beaches on crystal clear Newfound Lake & a short ride to Ragged Mtn Ski Area. A great primary or year round vacation home location. Rentals allowed for 30 days or more. See MLS Property & Listing Details & 24 images.

$300,000 $288 per sq.ft. Bristol NH Home »

Waterfront on Lake Newfound
2 Beds | 1 Baths |   Total Sq. Ft. 1040  |  Acres:
Monday Feb 23, 2026
Description: Just in time for summer! Welcome to Lakewood Pines, a highly desirable association within walking distance to the crystal-clear waters of Newfound Lake. This lovingly maintained 2-bedroom, 1-bath townhouse offers low-maintenance lake life living and the perfect home base for four-season enjoyment in the heart of the Lakes Region. Spend your days swimming, kayaking, paddleboarding, or relaxing at one of Bristol's two town beaches, available to property owners. Enjoy nearby restaurants, shops, and local events, plus easy access to hiking trails, mountain views, and winter skiing. From fall foliage to summer sunshine, this location truly offers a passport to adventure. Inside, the home features a comfortable and functional layout filled with natural light. The private back deck overlooks a peaceful wooded tree line--perfect for morning coffee or unwinding after a day on the lake. The Lakewood Pines association includes 5.55± acres of common land, a tennis court, snow and rubbish removal, affordable monthly dues, and well-maintained buildings. An affordable opportunity to embrace the Newfound Lake lifestyle--ideal as a primary home, vacation getaway, or investment property. See MLS Property & Listing Details & 60 images.