$329,000 $254 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1296  |  Acres: 0.17
Tuesday Sep 30, 2025
Description: LOVELY Laurel Street! This charming south-facing home is bathed in natural light and offers a thoughtful layout that combines the best of in-town living with a peaceful, out-of-town vibe. Enjoy a spacious backyard and a convenient enclosed porch/mudroom right off the attached garage--perfect for those chilly Vermont winters. The location couldn't be better as it is close to town and nearby trails. A truly remarkable home! See MLS Property & Listing Details & 27 images.

$335,000 $194 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1728  |  Acres: 0.66
Monday Oct 13, 2025
Description: This meticulously maintained 3-bedroom, 2-bath ranch surprises with its spacious layout and thoughtfully designed interior. The kitchen is a dream for those who love to cook, featuring quartz countertops, slate flooring, solid hardwood soft-close cabinetry, a dedicated baking station, and access to the nearly 700 sq. ft. back deck--perfect for entertaining. The open main living area features beautiful Red Oak flooring throughout. The expansive primary suite offers a peaceful retreat with a large slider to the deck and an oversized en suite bath with a custom tile shower. Downstairs, enjoy a large family or recreation room with a built-in bar and separate laundry area. Recent upgrades include energy-efficient mini split heating and cooling units and a Tesla Powerwall, adding year-round comfort and energy independence to the home's already impressive sustainable features. A 3.5 kW roof-mounted solar array and two PV hot water panels provide domestic hot water, backed by grid power and an electric water heater. Two pellet stoves offer additional efficient heating options. Outside, you'll find mature perennial and vegetable gardens, a tranquil brook, and a cozy fire pit. With access to conserved hiking trails and located just 0.4 miles from Living Memorial Park, this move-in-ready home blends modern efficiency with the best of Vermont living. Delayed showings until the Open House Saturday Oct 18th 10am-12pm See MLS Property & Listing Details & 59 images.

$339,000 $179 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $6,000 down 2% on October 20th 2025
3 Beds | 3 Baths |   Total Sq. Ft. 1890  |  Acres: 0.22
Friday Oct 3, 2025
Description: Lovely and updated, very low maintenance, clean, 3-bedroom, 3-bath home on .22 acre. HARDWOOD floors throughout! The kitchen is updated and fabulous with granite countertops and island with soft-close drawers. The 3 bathrooms are completely renovated and attractive as well. Tons of south-facing sunlight! Most windows have been replaced. A HUGE added bonus is the large 630 sq. ft finished "family/recreation room" with a 3/4 bath in the basement with direct entry to/from the two-car garage (or down the circular stairs from main floor). There is a newer Mini-split and hot water heater (2022) and a cozy propane stove in this space. This comfortable area has served as a longer-term living space for family as well as a very comfortable private area for visiting guests. The house has easy-maintenance vinyl siding and a 10-year-old roof in excellent shape. The front and back decks are in tip-top condition. The property is in located in a friendly neighborhood, close to the middle and high school and approximately a mile to the Fort Dummer State Park trails. Very convenient location to hospital, downtown, shops and more. See MLS Property & Listing Details & 32 images.

$339,000 $223 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1520  |  Acres: 0.17
Monday Oct 6, 2025
Description: Adorable 4-Square with tons of charm and built-ins in a great location! Welcome to this beautifully cared for 3-bedroom, 2-bath classic 4-square home, full of warmth, character, and timeless details. From the moment you step inside, you'll fall in love with the original woodwork, custom built-ins, and light-filled spaces that make this home truly special. The inviting front porch leads into a spacious living area with hardwood floors and period charm throughout. The updated kitchen blends modern convenience with historic character and flows easily into the dining room, perfect for entertaining. Upstairs, you'll find three comfortable bedrooms and a full bath. Enjoy the private backyard, ideal for relaxing or gardening. Located in a highly sought-after neighborhood, just minutes from parks, shops, and restaurants -- this home has it all: character, comfort, and convenience. Recent Improvements & Upgrades include, New windows (2016), New back deck (2016), Shed repairs (2016), Paved driveway (2017), Kitchen renovation + new bathroom (2020), Updated front porch with storage benches (2020), Outdoor electrical work and added lamppost (2021), New stone walkway (2023), New toilet and vanity in upstairs bath (2024), New hot water heater (2025) and New oil tank. Delayed showings to begin on 10/11/25 with Open House 1-3. Sale subject to the Sellers securing suitable housing. See MLS Property & Listing Details & 37 images.

$385,000 $226 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $15,000 down 4% on October 1st 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1703  |  Acres: 0.56
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 MLS Property & Listing Details & 30 images.

$395,000 $145 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2715  |  Acres: 0.78
Tuesday Sep 9, 2025
Description: This authentic and updated Vermont home is situated on welcoming, dead-end street surrounded by woods on two sides creating a feeling of peacefulness and connection with nature. How fortunate to live in town but also have the calming surroundings of mature plantings, opportunity to garden and de-stress in your private sanctuary. Enjoy outdoor dining on the deck, located just off the dining room/kitchen area. In addition, this is an income-producing property with an accessory living apartment that has a separate entrance. Offset expenses, enjoy multigenerational living, or merge and expand the home back to a single family. The interior, though updated, with a fully modern kitchen and bath, maintains the best of its original features, such as exposed beams, built-ins, large windows, and hardwood floors. The attached antique barn with a workbench is an inviting space for projects or to utilize as a studio. This property offers many choices. The stonework, gardens, and detached, expansive two-car garage all add to the desirability. New oil tank in 2024 and you will be impressed with the condition, the privacy, the large lot, and all the accessible amenities in Brattleboro, as well as the eclectic community at large. Delayed showings until Sat Sept. 13th by appointment. See MLS Property & Listing Details & 38 images.

$400,000 $177 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $25,000 down 6% on October 20th 2025
5 Beds | 3 Baths |   Total Sq. Ft. 2254  |  Acres: 0.4
Friday Oct 3, 2025
Description: Motivated Seller! Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride downtown, to Memorial Park or to lunch with friends. You have to see the new kitchen, baths and shiny new floors. The replacement windows, new front roof and foundation insulation help keep the heating costs reasonable...look to your budget and see if this one fits. See MLS Property & Listing Details & 24 images.

$414,500 $148 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $28,000 down 7% on October 22nd 2025
4 Beds | 4 Baths |   Total Sq. Ft. 2794  |  Acres: 0.46
Thursday Sep 4, 2025
Description: SELLER IS RELOCATING. It is time to pass the keys to the next owner and move closer to family. Welcome to one of the most highly sought after neighborhoods in Brattleboro - Orchard St. This spacious modern contemporary home is conveniently located just minutes from I-91 and downtown Brattleboro. There is plenty of space with four large bedrooms, 3 full baths, and wonderful open concept living areas. Great natural light fills the home through large windows and multiple skylights. Outside there are beautiful flower gardens in the front and a private fenced yard nestled up against the woods in the back. Whether you love hiking, golfing, skiing, or exploring the local arts scene, you'll find it all nearby. This is your great opportunity to buy a wonderful move-in condition home. See MLS Property & Listing Details & 36 images.

$425,000 $128 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $50,000 down 12% on October 21st 2025
4 Beds | 3 Baths |   Total Sq. Ft. 3314  |  Acres: 0.36
Tuesday Aug 26, 2025
Description: Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office entrance), a double sized main bedroom with walk in closet and ensuite bath. The kitchen invites an island or traditional kitchen table to keep the company close. Gardens surround the porch and deck and the sun room extends the sitting out season. Location, location, location!!! and this one has got it....please have buyers prequalified for showings. See MLS Property & Listing Details & 44 images.

$425,000 $257 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1655  |  Acres: 0.75
Tuesday Sep 2, 2025
Description: Great location! This 3-bedroom Colonial, built in 1920 (when houses were well-built) on Upper Dummerston Road is up the road from the Brattleboro Country Club and its golf course, cross country skiing, trails, and the West River. On a comfortable 0.75 level acres, this property is private but only 10 minutes from the center of town. Lots of windows bring in lots of light. Generous living room, dining room for regular meals and holidays, 1/2 bathroom off the kitchen, a wonderful finished attic that's perfect for kids, grandchildren and guests. Large 10' x 24' deck off the kitchen. This house is move-in ready! Delayed showings begin with Open House, noon-2pm Saturday September 6th. Don't miss it! See MLS Property & Listing Details & 32 images.

$425,000 $230 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1846  |  Acres: 0.18
Monday Sep 29, 2025
Description: Vermont Avenue Gem! This stunning in-town Craftsman-style home is ideally located in a highly sought-after neighborhood. Just a short 1/4 mile to downtown, or in the opposite direction, the Marina and trails await. Boasting three bedrooms and 1.5 bathrooms, this home exudes charm with its exquisite woodwork, beautiful floors, and custom-built-ins throughout. Enjoy the abundance of natural light from its southern exposure and the well-designed, inviting layout. Features include a cozy propane fireplace, central air-conditioning, a first-floor office with French doors, and a bright sunroom overlooking the fenced, level backyard. The home also offers a covered front porch and a spacious two-car garage. Incredible home, incredible neighborhood! Closing to take place on December 26, 2025, or after. See MLS Property & Listing Details & 27 images.

$499,000 $146 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $196,000 down 39% on October 10th 2025
3 Beds | 3 Baths |   Total Sq. Ft. 3415  |  Acres: 2.3
Sunday Jun 29, 2025
Description: First Time on the Market - Premier Brattleboro Location! Nestled on one of the most desirable lots in one of Brattleboro's finest neighborhoods, this well-maintained home is being offered for sale for the very first time! Custom-built by the current owner in 1970 with attention to detail, this spacious ranch offers comfort, functionality, and an impressive list of amenities. Perfect for both families and empty nesters alike, the home features: 3 bedrooms and 2.5 bathrooms, including a sauna with shower room A bright and open kitchen/dining/family room with an amazing fieldstone fireplace and views of the private backyard A large formal living room ideal for entertaining A finished basement boasting a bar, game room, family room, office, and additional bathroom An attached 2-car garage But the true magic is outside. The expansive grounds include: A separate 4-car garage with its own driveway - ideal for car collectors or a workshop A beautiful in-ground pool with a pool house A basketball/handball court Lovely patios with a built in BBQ and mature landscaping that create a private outdoor oasis Don't miss this rare opportunity to own a one-of-a-kind property in a truly special location! See MLS Property & Listing Details & 60 images.

$499,000 $210 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $51,000 down 10% on October 9th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 2372  |  Acres: 1.3
Monday Sep 15, 2025
Description: Welcome home! The four bedroom 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.

$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.

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

Price Change! Reduced by $26,000 down 6% on September 13th 2025
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.