Under Contract Brandon VT Home for sale $$550,000 $142 per sq.ft.

$550,000 $142 per sq.ft. Brandon VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3876  |  Acres: 1.02
Wednesday Mar 4, 2026
Description: Timeless Colonial with Modern Updates & Rustic Charm * Welcome to this beautifully maintained Colonial-style home offering 4 spacious bedrooms and 3 baths, perfectly blending classic character with thoughtful updates. Step inside to discover brand-new flooring throughout and an abundance of natural light streaming in through 17 newly installed windows. The heart of the home is the rustic family room, highlighted by a striking brick walls and a newly installed cozy wood stove, ideal for relaxed evenings or gatherings with friends. The front of the home was made for entertaining with a large living room with a fireplace. This room provides access to the sun room and three season porch. A front parlor with a fireplace leads to the dining room. On the second floor you will find the updated primary bedroom suite with a large closet and a fully renovated private bath. Also on the 2nd floor are three additional, spacious bedrooms (each with a large closet) and a full bath with the original clawfoot tub. The back of the house also features a laundry room as well as a room that can be used as an office, playroom, or another bedroom. A two-car garage adds everyday convenience, while the home's undeniable charm and traditional design make it truly special. This is Colonial living at its best: warm, welcoming, and ready to be enjoyed. See MLS Property & Listing Details & 45 images. Includes a Virtual Tour

$225,000 $102 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $75,000 down 33% on July 30th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 2209  |  Acres: 0.21
Wednesday Dec 18, 2024
Description: Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. This property is offered "as is". See MLS Property & Listing Details & 33 images.

New Listing! Brattleboro VT Home for sale $$289,000 $155 per sq.ft.

$289,000 $155 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1860  |  Acres: 0.13
Wednesday Aug 5, 2026
Description: This in town 4 bedroom, 2 bath home offers the perfect blend of comfort, convenience and versatility. Ideally located close to town amenities, this property provides easy access to shopping, dining, services, schools, parks and everyday essentials while offering a spacious place to call home. Inside you'll find beautiful wood flooring, inviting living spaces and a layout that provides flexibility for both living and working. With four bedrooms there is plenty of space for family and overnight guests while the large open finished attic can be turned into a number of uses. Perhaps a studio, exercise room, meditation space, the uses are only limited by your imagination. The property is well suited for those looking to operate a home-based business, offering a prime location and functional space for work-from-home needs. Enjoy the outdoors on your deck or patio and if weather doesn't cooperate, the enclosed porch is perfect for relaxing with morning coffee or an after dinner beverage. A one-car garage adds convenience while the minimal exterior maintenance allows more time to just enjoy a little down time relaxing. A rare combination of location, flexibility and affordability are just a few of the reasons to take a look at this property. Showings begin Sunday 8/9 with OPEN HOUSE 12pm-3pm. See MLS Property & Listing Details & 29 images.

New Listing! Brattleboro VT Home for sale $$290,000 $134 per sq.ft.

$290,000 $134 per sq.ft. Brattleboro VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2167  |  Acres: 0.37
Monday Aug 17, 2026
Description: Offered to the public for the first time in nearly 60 years, this majestic Colonial-style home is located in one of Brattleboro's oldest neighborhoods. The property showcases exquisite original details, including maple floors and fine hardwood trim throughout both levels. Many of the original plaster walls and ceilings have been professionally restored and await your personal color choices. The first floor provides an expansive layout designed for gathering. Enter through a generous mudroom into a functional kitchen - ready to be customized into a chef's dream or kept simple - complete with a large walk-in pantry. The kitchen flows seamlessly into the dining room, which features a built-in cabinet. Across the foyer, a bright living room opens into a cozy den or parlor with a quarter bath. Upstairs, you will find five bedrooms and a full bath, with the added potential to finish the full attic for even more living space. Situated on two combined lots, this in-town gem includes off-street parking for multiple vehicles and plenty of room for gardening. Are you ready to become the next steward of this stately property? See MLS Property & Listing Details & 26 images.

$350,000 $194 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1808  |  Acres: 0.12
Thursday Jul 31, 2025
Description: Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard to care for. Near down town,, MOOVER route, hospital and all the other good stuff. Quite, level short street, with easy access. Come join the neighborhood! Only the first floor is available to show on first showing. Please have all buyers qualified before requesting an appointment. See MLS Property & Listing Details & 2 images.

Under Contract Brattleboro VT Home for sale $$350,000 $194 per sq.ft.

$350,000 $194 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $19,900 down 6% on July 18th 2026
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.

Under Contract Brattleboro VT Home for sale $$369,000 $256 per sq.ft.

$369,000 $256 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1882  |  Acres: 0.37
Wednesday Jun 17, 2026
Description: MAKE YOUR APPOINTMENT TODAY! A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm hardwood floors, exposed beam, an enormous picture window that allows for streaming sunshine throughout the morning. The centrally located Hearthstone woodstove adds to the appealing aesthetics of the home and provides for a secondary heat source that warms the entire home in the winter. Down the hall- a full bath and two good-sized bedrooms with wood floors. Upstairs, you will find an expansive primary bedroom, a half bath and a large office (or 4th bedroom). There is a full, poured concrete basement with bulkhead, where one of two rooms is finished and has served as a play/rec room through the years. The other room is used for storage with shelving, includes a washer and dryer, and an on-demand water heater and furnace that are only 6 years old. Outside you will enjoy a large back deck for summer grilling and relaxing. The yard provides areas for flowering trees, sun and natural shade, plantings and play. Garage roof is brand-new. Convenient location just minutes to downtown Brattleboro, or all of the West Brattleboro offerings such as hardware store. coffee shop, farm-stands, convenience store, restaurants and more. Make your appointment today! See MLS Property & Listing Details & 37 images.

New Listing! Brattleboro VT Home for sale $$615,000 $278 per sq.ft.

$615,000 $278 per sq.ft. Brattleboro VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2212  |  Acres: 2.1
Monday Aug 24, 2026
Description: You don't have to wear pearls to live here! This home oozes classic charm, memories of Thanksgivings and every holiday celebrated. The first step in has a welcoming wood stove for winter chill and glass french doors to fling open the first day of spring....Bring them home to the heart of the house with a dining room big enough for a feast...living room with a fireplace....warm hardwood floors, a lovely staircase and windows everywhere. Inside or out... every season will capture your heart....you will find them on the patio surrounded by blooms and summer sounds, tucked in reading a book while the snow swirls, taking in a game while the snacks flow. There is room for it all, and they will come home. See MLS Property & Listing Details & 21 images.

Under Contract Brattleboro VT Home for sale $$769,900 $257 per sq.ft.

$769,900 $257 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $25,100 down 3% on July 14th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 3600  |  Acres: 11.4
Wednesday Apr 1, 2026
Description: New updates: roof replacement with 30 year architectural shingles completed and six new skylights with remote control shades installed. 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. 12/1/25 new System 2000 boiler, recently paved drive and so many beautiful appointments. See MLS Property & Listing Details & 38 images.

$899,800 $156 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.

$449,900 $236 per sq.ft. Bridgewater NH Home »


Price Change! Reduced by $50,000 down 11% on August 11th 2026
Waterfront on Lake Newfound
4 Beds | 3 Baths |   Total Sq. Ft. 2736  |  Acres: 7.8
Monday Jul 13, 2026
Description: VIEWS FOR DAYS: Nestled on 7.8 acres of land, this Cape style home offers breathtaking views of the Newfound Lake Ridgeline, Ragged Mountain and Sunapee on a clear day. Rehab the existing structure which is a 2 story Cape with apartment in the walk-out lower level or use as the site for your dream home. Drilled well, existing septic, electric on site & two driveways. Located in low-tax Bridgewater, this property offers endless possibilities to immerse in a project, or start fresh and build a dream home. With room to add a garage, plant an orchard, gardens or plenty of space for hobbies, this lot already has the open space and a babbling brook! Just 15 minutes from Plymouth, NH & I-93, with easy access to NH Route 3A, this property offers privacy with easy accessibility. See MLS Property & Listing Details & 37 images.

$749,000 $101 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.

Under Contract Bridgewater NH Home for sale $$995,000 $350 per sq.ft.

$995,000 $350 per sq.ft. Bridgewater NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2843  |  Acres: 6
Tuesday May 12, 2026
Description: OPEN HOUSE CANCELLED. Snowbirds and snowmobile enthusiasts take notice! Perched high along a scenic ridge in Bridgewater, this historic 1912 Cape Cod-style home was Bridgewater's very first summer residence. Set on 6 private acres, the property blends timeless New England charm with thoughtful modern updates and breathtaking mountain views. This unique home features 4 spacious bedrooms, 3 finished baths, and a partially completed fourth bath in the walk-out lower level. Enjoy panoramic views from the covered porch or entertain on the beautiful paver patio surrounded by expansive lawns and peaceful natural beauty. The lower level offers excellent potential for a game room, home theater, wine cellar, or private retreat. Perfect for outdoor enthusiasts, the property offers direct access to snowmobile trails and is close to hiking, biking, lakes, and all the recreation the Lakes Region is known for. Located on a Class VI road that is not town maintained in winter, the home is ideal for seasonal owners, adventurous buyers, or those seeking a true getaway. Owners may plow for year-round access or enjoy winter access by snowmobile. A rare opportunity to own a one-of-a-kind historic property in low-tax Bridgewater. Private showings by appointment. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$999,900 $360 per sq.ft. Bridgewater NH Home »


Price Change! Reduced by $200,100 down 20% on August 10th 2026
2500 Ft. of Waterfront on Pond Dick Brown Pond
5 Beds | 2 Baths |   Total Sq. Ft. 2781  |  Acres: 48.14
Wednesday Jul 1, 2026
Description: Historical Bridgewater property known as the original Dick Brown Farm, where wildlife abounds. Large parcel with 1826 venerable colonial farmhouse with barn, meadows, stonewalls, views, pond frontage. Rock solid post and beam construction, with solid pine paneled walls, fireplaces... move in condition. Loads of road frontage and already (3) separate parcels on both sides of the road, with so many possibilities for preservation, conservation, or compound. Come explore and discover this quiet country treasure. See MLS Property & Listing Details & 51 images. Includes a Virtual Tour

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