You are viewing all VT listings NH Homes between $250000 and $500000 dollars.
$290,000 $191 per sq.ft. Brattleboro VT Home »
4 Beds | 1 Baths | Total Sq. Ft. 1521 | Acres: 0.19Listed on Sunday Apr 19, 2026
Description: Tucked away on a quiet corner just off Washington Street in Brattleboro, VT, this charming 4-bedroom, 1-bath home offers a peaceful setting with beautiful views overlooking town. Enjoy the best of both privacy and convenience, with ample parking and a generous backyard space perfect for relaxing, gardening, or entertaining. Inside, you'll find spacious living areas filled with character, complemented by a lovely modern oak kitchen that offers both style and functionality. The home features a warm blend of handsome pine floors with inlaid accents in the kitchen and bath, adding to its unique charm. Take in the scenery from the inviting front porch, or unwind in the rear porch and patio area, ideal for enjoying Vermont's changing seasons. This property offers a wonderful opportunity to enjoy comfortable living in a desirable location close to all that Brattleboro has to offer. OPEN HOUSE SATURDAY APRIL 25th 12-3pm See Listing Details & 38 images.
$295,000 $236 per sq.ft. Brattleboro VT Home »
4 Beds | 1 Baths | Total Sq. Ft. 1248 | Acres: 39.39Listed on Wednesday Jan 28, 2026
Description: Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2 bedroom on the first floor with 2 bedrooms on the second floor. a large green house stands directly adjacent to the house. The 2nd home is smaller and features a large room on the main floor with kitchen area, living room and bath. Upstairs is a spacous loft bedroom. An unfinished room off the main level was added to become a hot-tub room. This 2nd house would make a nice guesthouse, office, studio or possible long term rental or AirBnb rental. A large garage structure was started but never finished. A common outdoor wood boiler was used to heat both houses and the greenhouse previously but the boiler needs repair/replacement. Several acres have been cleared on the lot. The remaining forest has some marketable timber. The property can also be accessed via a deeded right of way from Goodenough Rd. The property could be perfect for someone seeking a large private parcel of land. It may also be attractive to developers looking to build a road and develop multiple house sites. See Listing Details & 39 images.
$300,000 $166 per sq.ft. Brattleboro VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1808 | Acres: 0.12Listed on 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 Listing Details & 2 images.
$325,000 $147 per sq.ft. Brattleboro VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2209 | Acres: 0.21Listed on Wednesday Dec 18, 2024
Description: 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. There are two furnaces and two oil tanks, one for the first floor, one for the second floor, and a propane wall unit for the third floor. See Listing Details & 28 images.
New Listing!
$329,000 $222 per sq.ft. Brattleboro VT Home »
3 Beds | 1 Baths | Total Sq. Ft. 1480 | Acres: 1.71Listed on Wednesday Apr 29, 2026
Description: This is the first time this home is being offered for sale. Owned and maintained by the same owner for the past 46 years! This home is hidden from the road. Enter via the Right of Way and the land opens up into a lovely private, garden filled yard. This property abuts the Fort Dummer State Park, so you've got miles of trails in your back yard! The ranch style living offers an open concept kitchen/dining/living area with 3 bedrooms and a full bath on one level. Downstairs there is an additional finished room and large concrete basement. A perimeter drain surrounds the house and the home comes with a generator. No drivebys because you cannot see the house from the road. There is highway white noise. See Listing Details & 35 images.
New Listing!
$339,000 $265 per sq.ft. Brattleboro VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1280 | Acres: 0.15Listed on Thursday Apr 30, 2026
Description: Lovely level lot, close to schools, hospital, shopping, State park and downtown. The best of everything, and BRAND NEW!!! Be the the envy of all your friends, with this wonderful, open concept, one level home. Primary bedroom on one end with an ensuite for privacy! New, shiny appliances, good sized island for cooking or hanging out and both a tub and a walk in shower. Special in so many ways, easy to show. See Listing Details & 17 images.
$345,000 $299 per sq.ft. Brattleboro VT Home »
Price Change! Reduced by $8,900 down 3% on April 6th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1152 | Acres: 0.23
Listed on Monday Feb 2, 2026
Description: First time offered, EVER... built and loved by the current family, it is time to pass the keys to a new generation of owners ready to put their own love and dreams into this sweet home. Just across from the high and middle schools, around the corner from Oak Grove grade school, and down the street from the hospital and shopping. There is a first floor bed and bath for aging in place, but 2 big bedrooms and full bath up! The full basement has room for a workshop, storage or game room. Drive and carport are paved for easy maintenance. Huge shed in the back for storage or lawn care tools. Just what you have been waiting for! See Listing Details & 16 images.
$350,000 $206 per sq.ft. Brattleboro VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1703 | Acres: 0.56Listed on Thursday Sep 11, 2025
Description: The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy here. Along with the bedroom, there is laundry and full bath on the first floor. The attached 2 car garage keeps you out of the weather, tidy and dry. An amazingly level lot is great for gardening or games. And, you are on pavement, no mud season here! Easy to get to the mountains or Brattleboro and beyond. This is a must see for those long in the market, looking for just the right home. See Listing Details & 30 images.
New Listing!
$359,000 $271 per sq.ft. Brattleboro VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1326 | Acres: 0.25Listed on Wednesday Apr 22, 2026
Description: Welcome Home!! This sweet little cape is move in ready and is just what you are looking for! Enter into the mudroom with half bath, continue to the bright open kitchen and dining area, living room, and first floor bedroom. Upstairs are two generous bedrooms and a full bath. The walk out basement offers fantastic expansion potential, family room?? Exercise room?? You name it! The back deck is sunny and private, and a fully fenced yard has great exposure for gardening and keeps everyone contained! This is a wonderful neighborhood in West Brattleboro, just a few minutes to 91, 35 minutes to Mt Snow, and less than 10 minutes to downtown Brattleboro. Open house Sat April 25th from 1:00-3:00. See Listing Details & 32 images.
Under Contract
$395,000 $186 per sq.ft. Brattleboro VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2128 | Acres: 0.33Listed on Monday Mar 2, 2026
Description: Built in 2004 in this much-loved neighborhood, on a desirable one-way cul-de-sac, beautifully maintained, sits this 3-bedroom, 3-bath home. The first floor has a beautiful, large, eat-in kitchen, dining room, 1/2 bath, and access to a very spacious and inviting 16x16 deck ideal for family gatherings or entertaining, and a real sense of privacy. On the second floor, there is a primary bedroom with an ensuite bath, two more bedrooms, and another full bath. The basement is sure to impress, 22 x 19 and finished. This home has gorgeous hardwood flooring, tile, and carpet upstairs. There is a spacious two-car garage. Conveniently located, less than 10 minutes to vibrant downtown and 5 min to I-91. Enjoy country living with the convenience of town amenities minutes away. See Listing Details & 26 images.
Under Contract
$399,900 $299 per sq.ft. Brattleboro VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1339 | Acres: 0.17Listed on Monday Apr 20, 2026
Description: Tucked away on a quiet dead-end street just moments from downtown Brattleboro, this bright and inviting 3 bedroom, 1.5 bath Colonial offers the perfect blend of comfort, character, and convenience. A spacious mudroom provides a practical and welcoming entry, leading to a thoughtfully laid out interior featuring first-floor laundry, a large living room with flexible space for a home office, and a formal dining room highlighted by a generous window overlooking the private backyard. Hardwood maple floors run throughout, and four recently installed mini-splits provide efficient heating and cooling year-round. Outside, enjoy a beautifully maintained setting with established perennial gardens, raised beds, and a charming tree swing, along with a large rear deck ideal for entertaining or relaxing, an outdoor shed for additional storage, and a paved driveway and fully fenced yard. With its peaceful location and easy access to local shops, dining, and amenities, 16 Willow Street offers an exceptional place to call home. Close to Interstate 91, Mass border, hospitals, skiing, outdoor recreation and so much more! This is a must see! OPEN HOUSE ON SATURDAY, APRIL 25TH FROM 10AM-12PM. See Listing Details & 39 images.
Under Contract
$449,000 $270 per sq.ft. Brattleboro VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1660 | Acres: 4.81Listed on Monday Mar 9, 2026
Description: Enjoy privacy and nature just minutes from town! This well-cared for 3 bedroom, 2 bath home sits on 4.81 acres, offering space, tranquility, and convenience. Features include a first-floor bedroom, bright and comfortable living areas, a beautiful three-season porch perfect for relaxing and taking in the peaceful setting, and a two-car garage for added storage and functionality. A great opportunity to enjoy country living with easy access to town amenities. OPEN HOUSE SATURDAY 3/21 11AM - 1PM. See Listing Details & 32 images.
Under Contract
$475,000 $192 per sq.ft. Brattleboro VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2480 | Acres: 0.27Listed on Tuesday Jan 13, 2026
Description: This well-maintained three-bedroom, two-bath single-family home is set on a level, fenced-in lot in a coveted neighborhood close to downtown, with convenient access to major highways. The home features radiant flooring, central air, and a finished basement offering flexible living or recreational space. A spacious kitchen provides ample cabinetry and storage, ideal for everyday living and entertaining. Two bedrooms are located on the main level, while the second-floor primary suite offers vaulted ceilings and added privacy. Outdoor highlights include a 16' x 20' Trex deck, a bluestone walkway, and a large driveway bordered by a stone wall. A detached one-car garage with a carport adds functionality. Enjoy proximity to the Retreat Trails and Harris Hill Ski Jump, combining comfort, convenience, and an exceptional location. See Listing Details & 35 images. Includes a Virtual Tour
Under Contract
$489,000 $212 per sq.ft. Brattleboro VT Home »
Price Change! Reduced by $10,000 down 2% on April 2nd 2026
4 Beds | 4 Baths | Total Sq. Ft. 2312 | Acres: 0.27
Listed on Saturday Feb 28, 2026
Description: Welcome to 23 Wilsons Woods Road, a meticulously maintained Colonial-style home that offers the perfect Vermont balance: total wooded privacy combined with absolute convenience. Nestled at the end of a quiet road, this property feels like a secluded retreat tucked into the forest, yet you are literally moments away from Brattleboro's vibrant restaurants, local shops, the hospital, and a thriving arts scene. The standout feature of this residence is the thoughtfully designed addition, which serves as a premier mother-in-law suite or guest wing. This expansive space offers flexible multi-generational living without compromise, featuring its own eat-in kitchen and sitting area, and the high-end luxury of radiant floor heating for year-round comfort. With direct access to a private deck and open patio, it is a seamless blend of indoor-outdoor living. The home's exceptional layout includes 4 bedrooms and 4 bathrooms, providing a natural flow that is perfect for both entertaining and quiet daily life. High standards of maintenance are evident throughout, including recent roof renovations and pristine mechanical systems. Whether you are relaxing on the classic covered wraparound porch or hosting a dinner on the beautiful rear deck, the serene surroundings provide a sense of total calm. This move-in-ready property offers the comfort and quality lifestyle Vermont is known for--quality construction, modern upgrades, and a location that puts the very best of Brattleboro right at your fingertips. Open House April 12th 12pm-2pm See Listing Details & 60 images.
Under Contract
$495,000 $180 per sq.ft. Brattleboro VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2756 | Acres: 0.79Listed on Friday Feb 13, 2026
Description: Step back in time and discover the enchanting potential of this distinguished 1940 Colonial, perfectly positioned to capture the spirit of Brattleboro. Perched on a generous 0.79-acre level lot, this home offers a rare blend of expansive personal space and convenient in-town living. From the moment you arrive, the classic lines, wood siding, and enduring slate roof hint at the craftsmanship of a bygone era. Inside, the home spans a spacious 2,756 square feet, featuring four bedrooms plus bonus room and three bathrooms that provide ample room for family, guests, or creative pursuits. While the interiors are ready for a thoughtful restoration, the home's historic character serves as a beautiful canvas for your vision. This is a unique opportunity to breathe new life into a property with significant provenance, preserving its architectural soul while infusing it with modern comforts and your own personal style.The true magic of this property lies in its setting. Imagine waking up to sweeping, picturesque views of the West River Meadows, a daily reminder of Vermont's natural beauty right from your back yard. Despite this serene visual escape, you are just a short, pleasant walk from the vibrant heartbeat of downtown Brattleboro, where local shops, dining, and community events await. This residence offers the best of both worlds: a private, historic retreat with the convenience of a walkable, connected lifestyle. There are extensive berry bushes, a vegetable garden, and perennials growing on the property. Don't miss this rare opportunity. See Listing Details & 46 images.
