$499,000 $264 per sq.ft. Brattleboro VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1887  |  Acres: 0.22
Monday Sep 22, 2025
Description: This beautifully renovated in-town home blends character, comfort, and convenience. From the welcoming front porch to the shaded backyard and new deck, every space has been thoughtfully updated. The sunny kitchen offers granite countertops, stainless steel appliances, and a well-planned pantry, while the living room is anchored by a handsome Italian pellet stove; efficient, warm, and the perfect gathering spot in winter. Hardwood floors, custom built-ins, and fresh finishes throughout give the home both charm and polish. Upstairs, the fully re-imagined attic is the showpiece. Once just storage, it now shines as the best room in the house: a spacious bedroom suite with a radiant-heated bathroom, raised soaking tub, ductless mini-split, and dormer windows framing a Japanese red maple. Three additional bedrooms on the second floor feature updated closets, built-ins, a working fireplace and new mini-splits for year-round comfort. There's also a lovely sleeping porch off the second floor and a front foyer and back mudroom. Energy-conscious upgrades include spray-foam insulation, a heat pump hot water heater, replacement windows, and a Nest thermostat, making the home as efficient as it is inviting. Close to downtown, convenient to everywhere, including the Retreat trails. Delayed showings start with an Open House, Saturday, September 27, 10am-noon. See MLS Property & Listing Details & 36 images.

$515,000 $167 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $135,000 down 26% on September 30th 2025
4 Beds | 2 Baths |   Total Sq. Ft. 3090  |  Acres: 0.91
Monday Apr 14, 2025
Description: Fall is here! The leaves are turning, the mums are in cheerful blooming mode and soon it will be time to cozy in with the woodstove! But...not quite yet, there are still plenty of days for the sun filled deck, blooms galore and strolls around your own private gardens. This sweet home has the great construction of the 1800's...loved and cared for by generations of Vermonters who have added, with each generation, the upgrades to keep this beautiful home current in lifestyle and beauty. Touch the history, the original wood plank floors, the fireplaces, original staircase and front door, but balance it with a huge vaulted family room focused on the extra large salt pool, deck and back yard, the modern kitchen and amazing first floor shower bath. The condition of chimneys, electric, plumbing and those other things you can't see take the worry out of owning a historic home of this age and just let you enjoy all the hard work done to bring this home to you. Close to town, Memorial Park, hospital, groceries and interstate to start your journey...anywhere. See MLS Property & Listing Details & 58 images.

$550,000 $232 per sq.ft. Brattleboro VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2372  |  Acres: 1.3
Monday Sep 15, 2025
Description: Welcome home! Four bedroom, 4-bathroom home with dedicated office space is located in one of the area's most desirable communities. Just minutes from Brattleboro, it offers the perfect blend of convenience, comfort, and outdoor living, with walking trails right nearby. The bright, open layout is ideal for everyday living and entertaining, featuring a welcoming kitchen, dining, and living area. A private office provides the perfect space for remote work or creative projects. Upstairs, the primary suite includes a fireplace, en-suite bath, with three additional bedrooms and ample bathrooms for family or guests. Set in a friendly, vibrant neighborhood, this home is close to shopping, dining, arts, and year-round recreation. A rare opportunity to enjoy both community and nature in a prime location! Delayed showings begin Saturday 9/20/25. See MLS Property & Listing Details & 47 images.

$625,000 $167 per sq.ft. Brattleboro VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3748  |  Acres: 0.25
Thursday Sep 11, 2025
Description: Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro--home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and oversized wavy glass windows that bathe the interior in natural light. The 1st floor is bright and inviting, with a sun-filled dining room and a living room featuring a propane insert for warmth and ambiance. For accessibility, there is a 1st floor full bathroom and bedroom with historic curved wall. The gracious staircase brings you to a reading nook on the landing, 3 bedrooms, and a full bath with a clawfoot tub. The large laundry room offers flexibility to double as a studio, craft, or hobby space. The property also features two accessory apartments, offering excellent income potential or space for guests or extended family. A detached barn has storage above, and plenty off-street parking. The yard has been extensively and thoughtfully landscaped with lush, low-maintenance perennials, stone patios, and garden pathways. A private sauna nestled among the gardens creates a peaceful retreat a after a busy day.This exceptional property is a rare find--gracefully blending history, function, and opportunity in one of Brattleboro's most coveted locations. Being offered as a single family home. See MLS Property & Listing Details & 39 images.

$629,000 $237 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2656  |  Acres: 5.91
Wednesday Jul 16, 2025
Description: Your Dream Home Awaits on Meetinghouse Lane! Nestled in the desirable and quiet neighborhood of Meetinghouse Lane, this contemporary home offers both privacy & charm. Surrounded by mature trees, the property feels like a peaceful retreat, while still being conveniently located. A paved driveway leads to an oversized two-car garage, connected to the house by a convenient breezeway. The expansive yard offers ample space for gardening, play, or simply enjoying the outdoors. Inside, a striking brick chimney creates a natural separation between the kitchen and the dining/sitting area. A cozy wood stove, nestled at the chimney's base, adds character and warmth to the home. The spacious living room provides plenty of space for relaxing or entertaining. Offering three comfortable bedrooms & a primary bathroom. A few steps down from the main level reveals an additional oversized room and a full bathroom featuring a jetted tub. The basement includes a laundry area and ample space for a home office, playroom, or storage. Off the kitchen, sliding glass doors open to a beautiful gated deck--ideal for entertaining or enjoying peaceful moments outside, surrounded by nature. This thoughtfully designed split-level home offers the ease of minimal stairs while providing distinct living areas across different levels. Whether you're looking for tranquility, space, or functionality, this home checks all the boxes. House with 1.28 acres available for $579,000. See MLS Property & Listing Details & 30 images.

$849,000 $236 per sq.ft. Brattleboro VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3600  |  Acres: 11.4
Wednesday Aug 27, 2025
Description: Elegant Post-and-Beam home in coveted Hillwinds. Tucked along a birch-lined drive, this exceptional post-and-beam home is set on 11+ acres of landscaped grounds with lawns, stone walls, gardens, and mixed woodland 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. Delay show 8/30. See MLS Property & Listing Details & 37 images.

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

Price Change! Reduced by $49,200 down 5% on August 19th 2025
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.

$1,400,000 $285 per sq.ft. Brattleboro VT Home »

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 105 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. Seller signs a contract with neighbor once a year for $1.00 at this time for the right of egress. See MLS Property & Listing Details & 54 images.

$680,000 $209 per sq.ft. Bridgewater NH Home »

Price Change! Reduced by $30,000 down 4% on August 29th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 3248  |  Acres: 6
Friday May 9, 2025
Description: Don't miss your chance to claim this dream home as your own! Just a short drive to the lakes and mountains, you can indulge in all the seasonal outdoor adventures you desire. Experience the vibrant lifestyle in the heart of the Lake Region, where all the amenities you could hope for are at your fingertips. The local community offers excellent shopping and dining opportunities and year-round recreational opportunities, making it an ideal place for families and outdoor enthusiasts. Whether you're a hiker, a fisherman, or someone who loves the great outdoors, this property will excite you. This is a property that you must see. The house is entirely handicap accessible, with all systems and expansions completed in 2009, resulting in a total rebuild. The enchanting flower garden, complete with a charming gazebo and an easily accessible garden shed, is a unique feature that will captivate you. Imagine starting your day with a cup of coffee on the inviting covered front porch, or ending it under a blanket of stars, fishing in the nearby Pemi River. The versatile space can easily be transformed into a fully finished in-law apartment, making it perfect for multi-generational living or providing extra room for a growing family. The beautifully sloping front yard offers breathtaking mountain views, adding to the property's appeal. Don't miss the opportunity to make this unique property yours. All conveniently located just 1.5 hrs. north of Boston or two hours west of Portland, Ma See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$795,000 $319 per sq.ft. Bridgewater VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2496  |  Acres: 11.3
Friday Jun 20, 2025
Description: This 1892 Farmhouse offers two fully furnished and equipped 2-bedroom residences and is superbly located midway between historic Woodstock Vermont and the Killington and Okemo Mt. ski areas, just 15- and 30-minutes' drive away, respectively. The current owners work from home but travel frequently and very successfully (see attached income statement) leased both units on a short-term basis. The property is privately sited above the Ottauquechee River and directly across from Long Trial Brewing where a main corridor of the VAST snowmobile trails passes by leading to adventure along miles of sparsely populated rural countryside and public lands. The antique home has been comprehensively and creatively updated with modern amenities on separate upper and lower living levels. The residences include two full kitchens, two laundry's, open living spaces, private bedrooms, home offices, two spacious bathrooms all tastefully appointed with quality furniture and furnishings. An expansive deck and outdoor hot tub overlook a level lawn accented by apple trees and flowering shrubs. Bridgewater Corners is the perfect place to experience life in the slow lane or pick up the pace at two of the East's finest resorts. See MLS Property & Listing Details & 44 images. Includes a Virtual Tour

$859,000 $188 per sq.ft. Bridgewater VT Home »

7 Beds | 7 Baths |   Total Sq. Ft. 4581  |  Acres: 0.85
Sunday Jun 8, 2025
Description: The historic Bridgewater Inn consists of a 3-bedroom, 3-bath spacious home excellent for families or groups. The home has two covered porches, a large eat-in kitchen, living room with gas fireplace and two game rooms. The house has new furniture, paint and floors along with new flush mounted mini splits. Attached are 4 turnkey suites with entrances separate form the home. The property is located between Woodstock Village, Killington Ski Resort and Okemo Mountain. Property is being sold furnished and well equipped along with its Vermont State Inn license. Sellers are including their exceptional AirBnB profile, the website and their Google business profile. They have hundreds of 5-star reviews and an impressive rental income history. Good capitalization rate. See MLS Property & Listing Details & 60 images.

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

Price Change! Reduced by $200,000 down 20% on September 27th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2843  |  Acres: 6
Friday Jul 4, 2025
Description: OPEN HOUSE SCHEDULED FOR SAT. OCT 4TH FROM 10:30 - 12:30 AND SUN. OCT 5TH FROM 12:30- 2:30. Set high on the ridge above Bridgewater, this iconic 1912 Cape Cod-style home was the first summer residence ever built in town. Its hand-laid stonework, timeless craftsmanship, and sweeping mountain views give it a character and storybook charm rarely found today. Beautifully restored and thoughtfully updated, the home blends historic details with modern comfort. On 6 private acres, it offers four spacious bedrooms, three finished bathrooms, and a partially completed fourth bath in the walk-out lower level. The covered front porch is perfect for soaking in panoramic views, while the lower level provides excellent potential for a wine cellar, game room, or cigar lounge. Outdoors, a wide, level side lawn and stone patio invite gatherings of every size--backyard weddings, firepit nights, summer BBQs, or a friendly soccer game under the open sky. This is a true four-season retreat: while the scenic access road requires private plowing in winter, the property connects directly to snowmobile trails and sits just minutes from hiking, mountain biking, and lake recreation. If you're seeking history, privacy, and natural beauty in one of New Hampshire's most desirable low-tax towns, this is a rare chance to own a piece of Bridgewater's heritage. Private showings available by appointment. See MLS Property & Listing Details & 60 images.

$1,650,000 $263 per sq.ft. Bridgewater VT Home »

Price Change! Reduced by $300,000 down 18% on October 6th 2025
4 Beds | 7 Baths |   Total Sq. Ft. 6269  |  Acres: 29.9
Wednesday Jul 9, 2025
Description: Experience elevated Vermont living with this exceptional mountaintop estate, thoughtfully designed for both comfort and flexibility. Set on nearly 30 private acres, the residence combines timeless architectural style with expansive interiors and truly breathtaking panoramic views--including sightlines to 4,000-foot peaks and Killington's ski trails. Inside, you'll find a rare level of adaptability: multiple living areas, three well-appointed kitchens, seven baths, and three laundry stations, making the home ideal for multi-generational/multi-family living or income-producing guest apartments. Two discreet, private 2-bedroom suites offer independent quarters with full amenities. Accessibility is seamlessly integrated with two elevator shafts and a stair chair. Oversized windows invite sun from dawn to dusk, while a soaring great room and fourth-story cupola frame the surrounding landscape like a painting. Even the garage impresses--with space for three vehicles plus a finished retreat complete with a wood stove, bath, and laundry. Designed to complement its setting in every season, this is a truly distinctive Vermont getaway. See MLS Property & Listing Details & 60 images.

$3,300,000 $660 per sq.ft. Bridgewater VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 5000  |  Acres: 47.24
Monday Jun 30, 2025
Description: Asa Greene traveled to Vermont in 1783 to establish a farm in the high hills in Bridgewater after serving in the American Revolution. 242 Years later the farmhouse still stands at the end of Old Bridgewater Hill Road after nearly 50 years of careful restoration and renovations made to accommodate an active, growing family. Creatively blending old & new the farmhouse takes advantage of an inspired site overlooking the Ottauquechee (Abnaki translated Bright Water) River with views sweeping from west & Killington Peak to the valley leading to Woodstock a few miles east. Surrounded by 47 acres of fields & forest and sheltered from nor'easter storms the farm is the gateway to exploring wild lands. Nearby you'll enjoy the peaceful pastimes Vermont is famous for-hiking, biking, snowshoeing, skiing, boarding (8 miles to Bear Mt lifts), snowmobiling, fishing or just hanging out in a hammock with a book you've been meaning to read. The home provides a pleasing combination of spacious gathering rooms & secluded private spots all with splendid views of the natural world in all seasons. A handcrafted Post & Beam barn serves as a classic setting for holiday celebrations, guest quarters & a place to protect equipment from winter's biting cold & wind. Come see for yourself what time & thoughtful stewardship have created. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour

$3,499,000 $1,174 per sq.ft. Bridgewater NH Home »

120 Ft. of Waterfront on Lake Newfound
4 Beds | 3 Baths |   Total Sq. Ft. 2981  |  Acres: 0.5
Tuesday Aug 26, 2025
Description: Welcome to Bridgewater, with 120 ft. of private waterfront and western sun exposure, with your very own private dock. A property like this does not often come on the market. Built in 2005, with top quality materials, it has been maintained extremely well over the years. Entering the home, on the first floor, you will find an open concept layout with a spacious kitchen, living room and dining room. You'll spend a lot of time on the deck with a panoramic view of Newfound Lake and Bear Mountain, with incredible sunsets! Upstairs, 3 bedrooms and an additional room to use as you like. All of the bedrooms have lake views. There are 3 bathrooms, one on each floor. On the lower level, you will find guest quarters and a family room. Walk out to a bluestone patio. Plenty of room to entertain! The 2-car, 2 story detached garage was built in 2023. It includes a heated workshop, bathroom and a lift/elevator to move materials between floors. See non-public remarks for additional information. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour