$230,000 $212 per sq.ft. Brandon VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1568  |  Acres: 0.19
Thursday Jun 4, 2026
Description: Welcome to the heart of Brandon, one of Vermont's most charming and picturesque small towns. Perfectly situated within walking distance to local dining, breweries, unique shops, and the vibrant scene, this property offers the ideal blend of convenience and community. Brandon's family-friendly atmosphere truly comes alive throughout the year, especially during the popular summer concert series and community events. Outdoor enthusiasts will appreciate the abundance of nearby recreation, including hiking, biking, golf, fishing, skiing, and other winter activities, all just a short drive away. Inside, you'll find thoughtful updates that enhance both comfort and style, including updated flooring, new windows, and a recently renovated bathroom. The home offers excellent storage options with an additional room at the rear of the property as well as a spacious barn, providing plenty of room for hobbies, equipment, or seasonal items. Whether you're looking for a primary residence, or a Vermont getaway, this property is ready to welcome its next owner. Easy to show and ready for immediate enjoyment! See MLS Property & Listing Details & 26 images.

$289,000 $177 per sq.ft. Brandon VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1632  |  Acres: 0.47
Friday May 29, 2026
Description: Welcome to this charming Brandon village home, ideally located on a picturesque street, and just a short stroll to the heart of downtown Brandon. Inside, you'll find beautiful hard and softwood floors, a bright and airy atmosphere, and a spacious open concept eat-in kitchen that serves as the centerpiece of the home. The kitchen flows seamlessly onto a large back deck, creating the perfect space for outdoor dining, entertaining, or simply relaxing. The inviting living room features built-in bookshelves, while the generously sized dining room offers plenty of space for gatherings with family and friends. A two car garage provides additional convenience and storage. Enjoy the best of small town Vermont living with Brandon's restaurants, shops, galleries, brewery, Town Hall events, and the popular Music at the Riverbend summer concert series on the beautiful back lawn of the Brandon Inn. Outdoor enthusiasts will appreciate being in the heart of the Green Mountains, with easy access to the Long Trail, the Moosalamoo Nat'l Recreaction Area, with countless opportunities for hiking, mtn biking, birding, fishing, and year round recreation. Many beautiful lakes just minutes away, and world class skiing at Killington and Pico. Easy drive to Middlebury & Rutland. See MLS Property & Listing Details & 45 images.

$320,000 $215 per sq.ft. Brandon VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1488  |  Acres: 1.1
Saturday May 30, 2026
Description: Nestled on a quiet country road just minutes from downtown Brandon, this 3-bedroom, 1-bath home offers the perfect blend of privacy, convenience, and Vermont charm. Situated on 1.1 acres, the property provides plenty of space for gardening, outdoor recreation, entertaining, or simply enjoying Vermont's beautiful summers. Inside, you'll find 1,488 square feet of comfortable living space with a freshly painted interior that gives the home a bright and inviting feel. A major recent improvement includes a brand-new roof installed in November 2025, providing peace of mind for years to come. The detached 1-car garage has been fully renovated and insulated, creating excellent space for vehicle storage, a workshop, hobby area, or additional recreational use. Conveniently located just 2-3 minutes from the heart of downtown Brandon, you'll enjoy easy access to local shops, restaurants, parks, and community events while still benefiting from the tranquility of a country setting. Families will appreciate being less than 10 minutes from Neshobe Elementary School and Otter Valley Middle and High School. See MLS Property & Listing Details & 12 images.

$335,000 $286 per sq.ft. Brandon VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1484  |  Acres: 0.55
Monday Jun 8, 2026
Description: Located in ForestBrook, this well-cared-for home offers comfort, functionality, and easy access to Vermont's outdoor recreation. The main living level features a spacious living room, a galley kitchen, and a dining room with access to the deck .You'll also find three bedrooms and a full bath with laundry hook up available on this level. The lower level includes a bedroom, along with a laundry area, workshop space, and abundant storage. An attached shed provides convenient space for lawn equipment, bikes, and outdoor gear. Nicely located near Dunmore, Fern Lake, scenic hiking trails, and Neshobe Golf Course. See MLS Property & Listing Details & 25 images.

$525,000 Brandon VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 960  |  Acres: 0.33
Wednesday May 20, 2026
Description: Stylish newly built home featuring thoughtful design and quality finishes throughout. Open concept living with an inviting living room with a cozy wood stove overlooking the barn and backyard. Kitchen with custom shelving, striking walnut and black tile countertops, brand new Unique Classic retro style kitchen appliances and a center bar for workspace and entertaining. Custom moldings throughout and added exposed beams bring warmth, charm, and architectural character. A true highlight of the property is the completely renovated barn, with vaulted ceiling with exposed beams, shiplap walls, pine flooring, fully spray foamed, recessed lighting and chandelier! Ideal as an art studio, fitness space or for gatherings. The barn already includes 60 amp service, offering the potential to add a heat pump and create year-round finished living space. This fossil fuel free, air conditioned home offers the convenience of town sewer and water, along with an added water filtration system. Additional details include custom wood awnings, wool insulation, three exterior hose spigots supporting the extensive landscaping opportunities, durable recycled material circular driveway and a full basement for plenty of storage. The deep lot is further enhanced by new modern and split rail fencing, fire pit, and an attractive, highly functional covered carport that also adds privacy. All of this is conveniently located within walking distance to downtown Brandon, where you can enjoy restaurants, galleries, shops, and the vibrant community events that make Brandon such a special place to call home. See MLS Property & Listing Details & 60 images.

$550,000 $294 per sq.ft. Brandon VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1872  |  Acres: 0.17
Thursday May 28, 2026
Description: Walk to everything from this stately brick beauty! Thoughtfully and completely renovated, this stunning home seamlessly blends timeless character with modern updates. Improvements include a gorgeous new kitchen, updated bathrooms, refinished floors, new windows, spray foam insulation, boiler, water heater, electrical, plumbing, and much more. The flexible floor plan features a first-floor bedroom and a 3/4 bath with convenient laundry. Upstairs, you'll find three additional bedrooms and a charming 3/4 bath. An unfinished space above the kitchen offers endless possibilities for future expansion. Outside, enjoy the beautiful new screened porch overlooking the backyard, where there's even room for a garden. The barn at the rear of the property offers tremendous potential for storage, workshop space, or creative use. There is an insulated, heated studio space above the garage. Perfectly situated in the heart of town, you can enjoy exceptional walkability and even view the farmers market on the green right from your front windows. Move right in and experience all this magnificent home has to offer! See MLS Property & Listing Details & 35 images. Includes a Virtual Tour

$335,000 $275 per sq.ft. Brattleboro VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1216  |  Acres: 0.18
Friday May 29, 2026
Description: Located in one of Brattleboro's desirable neighborhoods, this inviting 4-bedroom home offers a comfortable layout, great natural light, and convenient access to schools, parks, trails, shopping, and downtown amenities. The bright living room features a large bay window that fills the space with natural sunlight, while the kitchen offers ample cabinet space and overlooks the backyard. With two bedrooms and a full bathroom on the first floor, the layout offers flexibility for a variety of living needs. Outside, enjoy a spacious backyard with room to garden, gather, or simply relax. A warm and welcoming home ready for its next chapter. Open house Saturday, 5/30 from 1-3 and Sunday 5/31 from 11-1 See MLS Property & Listing Details & 36 images.

$339,000 $151 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2250  |  Acres: 0.2
Monday Jun 8, 2026
Description: Step into a world of artistic whimsy and historic allure at 65 Cedar Street, a property overflowing with character, magic, and boundless potential. Nestled in an ideal location with an entrance to the beloved Retreat Trails, this unique home offers an enchanting escape from the everyday. Outside, the property is embraced by beautiful, mature gardens cultivated over time in a spirit of enchanting "benign neglect"--where nature and romance intertwine to create a storybook setting that will capture your heart from the moment you arrive. Inside, you will find a spacious layout featuring 4 bedrooms and 2 full baths spread across 2,250 square feet of versatile living space. The home has been thoroughly cleaned out and deep-cleaned, presenting a pristine, blank canvas with exceptional, rock-solid "bones" ready for its next chapter. Fine historic details anchor the home, from rich wood floors to timeless built-ins. At the heart of the home sits a magnificent centerpiece: a vintage Vermont Iron Stove Works stove, radiating authentic New England warmth and charm. The footprint continues to impress with a bright, beautiful sunroom perfect for morning coffee, a large attached 2-car garage providing excellent storage, and a expansive bonus space tucked away in the finished attic. This property is being offered in "as-is" condition and does not include appliances, making it the ultimate dream project for those looking to invest sweat equity into a truly remarkable historic home. Bring your vision to finish the cosmetic upgrades and unlock the true grandeur of this whimsical masterpiece. OPEN HOUSE SUNDAY, JUNE 14TH | 12:00 PM - 2:00 PM Come experience the magic and explore the incredible potential of this one-of-a-kind home in person! See MLS Property & Listing Details & 40 images.

$339,000 $261 per sq.ft. Brattleboro VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1300  |  Acres: 0.13
Wednesday May 20, 2026
Description: Located in one of the area's most desirable and close-knit neighborhoods, this beautifully preserved 1929 home blends timeless character with thoughtful updates. Featuring hardwood floors, natural woodwork, custom built-ins, classic wainscoting, and a welcoming mudroom, the home retains the charm and craftsmanship buyers love. The open and inviting first floor offers generous living space and a formal dining room, complemented by a retro-inspired kitchen full of personality. Just off the living room, the enclosed south-facing porch with newer windows may become your favorite place to relax and unwind. Upstairs offers 3 bedrooms, a bright and cheerful bath, and access to an incredible attic space with exciting potential for a studio, yoga room, office, or expanded living area. Outside, the landscaping is a delightful surprise, featuring striking artistic bluestone details and a peaceful water feature that create a private, zen-like setting rarely found in town. This is a wonderful opportunity to own a character-filled home in a neighborhood known for its quality homes, strong sense of community, and convenient access to restaurants, shopping, and local amenities. See MLS Property & Listing Details & 27 images.

$340,000 $267 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1272  |  Acres: 0.32
Wednesday May 27, 2026
Description: Perfectly situated at the top of the hill on highly desirable Carriage Hill in West Brattleboro, this delightful yellow ranch offers the perfect blend of neighborhood comfort and exceptional curb appeal, accented by a lovely stone pathway and beautiful exterior gardens. Step out back to discover your own private oasis featuring a spacious wooden deck with a gorgeous overhead pergola, custom built-in bench seating, and an attached screened-in porch that looks out over a lush green backyard complete with a handy storage shed. Inside, the home boasts a bright, expansive living room with durable flooring and a mini-split system for efficient year-round comfort. The generous eat-in kitchen features warm wood cabinetry with vibrant turquoise accent shelving, tile flooring, and a large window overlooking the serene backyard. Comfortable bedrooms with unique, colorful accent walls and a dedicated home office or study space under a cheerful blue ceiling provide a highly versatile layout. Complete with two functional bathrooms--including one full bath with a tub/shower combo and a second featuring a retro blue shower stall--this home is ready for its next chapter. Come see all this West Brattleboro gem has to offer at our upcoming open house on Sunday, May 31st from 2:00 PM to 4:00 PM! See MLS Property & Listing Details & 43 images.

$349,000 $225 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1550  |  Acres: 0.41
Thursday May 28, 2026
Description: Enjoy the privacy of your own space secluded from the rest of the world. Enjoy the comfort of a country setting in town. Look through the tree tops over the roofs of houses below on one side, onto a garden on another side, and onto a wooded hillside on the rest. Nature surrounds this immaculate house on a hill. Amenities include stone walls, a dog cage, a fire pit, raised gardens, a convenient 2-car garage, a mudroom with a closet off the garage, a workshop on the basement level, a pantry with spice racks, a palladian window and ceiling fan in one bedroom, and privacy, privacy, privacy. The seller spent a lot of time and money preparing the house for sale; see the list of improvements in the Documents section of this listing. Includes a 1/34 share of common interest in the Wilsons Woods land. Near the middle school and high school, hospital and shopping. Showings begin on Friday 6/5/26. See MLS Property & Listing Details & 60 images.

$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.

$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.

$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.