$435,000 $252 per sq.ft. Brandon VT Home »

Price Change! Reduced by $64,000 down 15% on April 28th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2520  |  Acres: 10.75
Sunday Aug 24, 2025
Description: UPDATED LISTING with NEW PRICE! This well cared for property is close to downtown on 10.75 acres. Mountain and pasture views are amazing from the many sunny windows in the living room that leads to a private deck. This home offers a large kitchen, separate dining room, a split floor plan with the master bedroom and bath on one side of the home and the other two bedrooms, bathroom, office with private entry and bath on the other side. On the lower level is a family room with dry bar, patio door, an attached two car garage, workshop area, all with full walkout access. There is a 6 stall barn with a hay loft that holds approx 1,000 bales of hay. A back field has been used to produce hay and the back border of this long lot is Otter Creek. Brandon has a quaint downtown with shops and a town hall theater, as well as grocery store and pharmacy just moments away. Nearby are lakes and ski areas, as well as public trails and dirt roads for hiking or horseback riding. You can have a little farm or homestead and lots of outdoor recreation! This property is a one of a kind! See MLS Property & Listing Details & 27 images.

$494,000 $253 per sq.ft. Brandon VT Home »

Price Change! Reduced by $51,000 down 10% on May 19th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2472  |  Acres: 0.64
Wednesday Dec 10, 2025
Description: This beautifully maintained 3-bedroom, 3-bathroom ranch is filled with natural light creating a bright and uplifting atmosphere from morning to evening. This home has been thoughtfully updated with solar panels, a new roof, a custom kitchen with stainless steel appliances and a paved driveway. The spacious primary suite offers a spa-like bathroom with double sinks, a jetted tub and an oversized walk-in shower. The lower level provides space for a family room, storage and an unfinished space that can be used as a large workshop or workout area. Outside you can relax on the large back deck and enjoy the mountain views. The backyard has established gardens, a raspberry patch and plenty of space for gardening. Ideally located this home offers convenient access to everything the town of Brandon has to offer while also providing an easy commute to Middlebury, Rutland or all points North and South. Move-in ready and ideally located, this home blends comfort, convenience and easy Vermont living. See MLS Property & Listing Details & 32 images.

$550,000 $151 per sq.ft. Brandon VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3650  |  Acres: 2.13
Wednesday Jul 9, 2025
Description: NEW CONSTRUCTION In PROCESS - Introducing a brand-new, 3 Bedroom, two-bathroom, two story home with potential for an apartment in the basement. It's located at the tranquil end of Rydon Acres in Brandon, Vermont. Tucked into a private, wooded lot with a dramatic mountain backdrop, perfect for the mountain climbing enthusiast. This home is being tailor-made for anyone who loves seamless indoor living and outdoor adventure alike. The 3,650 square-foot floor plan features an open-concept kitchen with oversized island, electric range, refrigerator, and dishwasher flowing into dining and living spaces, Three comfortable bedrooms and two full baths, bonus space above the garage. several porches to enjoy outdoor living and more! Enjoy direct Route 7 access--schools, skiing, hiking and local amenities are just minutes away--and endless rock-climbing possibilities right out your back door. The builder is happy to collaborate on custom finishes or layout tweaks, so you can craft the home of your dreams in one of Vermont's loveliest settings. See MLS Property & Listing Details & 17 images.

$565,000 $187 per sq.ft. Brandon VT Home »

Price Change! Reduced by $10,000 down 2% on June 3rd 2026
3 Beds | 3 Baths |   Total Sq. Ft. 3026  |  Acres: 3.9
Monday Apr 20, 2026
Description: Privately set on 3.9 level acres, this country estate offers space, character, and a beautiful natural setting, with tall pines and trees screening the home from the road and a year round stream below the back lawn. Inside, a spacious foyer opens to a sun filled art studio that could easily serve as a home office. The kitchen feels cozy and inviting, with a true eat in layout, beautiful granite countertops, abundant cabinetry, ample workspace, plus a mini-split for added heat and A/C. A formal dining room with an heirloom quality chandelier adds elegance, while antique Southern Colonial style lighting brings charm throughout the home. The living room is a true showpiece, featuring a slate trimmed fireplace, extensive built-in bookshelves, and a bay window that fills the room with natural light. Upstairs, the center hall staircase leads to an oversized landing, a spacious primary suite with en suite bath and walk-in closet, and two additional bright, generously sized bedrooms. The home includes three bathrooms, one of which also incorporates the washer and dryer for added convenience. Oak hardwood floors, in great condition, run throughout both levels. Downstairs, the solid basement provides excellent workshop space and storage. A two car garage, oversized paved driveway, and well built storage shed add even more practicality, while the ornate front door with fanlight, sidelights, and slate covered steps creates a memorable welcome. See MLS Property & Listing Details & 53 images.

$574,999 $383 per sq.ft. Brandon VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 0.73
Sunday Feb 15, 2026
Description: Don't miss your opportunity to secure this stunning new construction home early! Perched atop Mount Pleasant and scheduled for completion in May 2026, this thoughtfully designed home offers 3 bedrooms and 2 baths (one full and one ¾). Enter through the spacious two-car heated garage, perfect protection for your vehicles and equipment from the tough Vermont winter elements. From there, step into a convenient mudroom complete with washer and dryer access, creating the ideal drop zone for coats, boots, and essentials. The heart of the home is the large kitchen and living area, highlighted by 9-foot ceilings, stainless steel appliances, quartz countertops, and luxury vinyl plank flooring that flows seamlessly throughout. Sliding glass doors off the kitchen lead directly to the back deck, offering effortless indoor-outdoor flow -- ideal for grilling and enjoying warm Vermont summer evenings. Completed with 1500 feet of finished basement area with luxury vinyl plank flooring. Secure this beautiful home now! *Agent has perosnal relationship with seller* See MLS Property & Listing Details & 4 images.

$319,000 $207 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1539  |  Acres: 0.09
Thursday May 7, 2026
Description: Charming and conveniently located, this inviting home is situated less than one mile from the heart of Brattleboro Village. Offering 3-4 bedrooms, including a first-floor bedroom for added flexibility, the home features a practical mudroom entry and a bright, sun-filled dining porch just off the kitchen. The basement provides a dedicated workshop area, laundry space, and ample additional storage. Set on a manageable 0.09-acre lot, the property is bordered by mature trees along the rear for added privacy, while the open yard offers excellent potential for gardens and outdoor enjoyment. A cozy screened-in porch tucked behind the house creates the perfect retreat for relaxing during the warmer months. See MLS Property & Listing Details & 44 images. Includes a Virtual Tour

$329,000 $257 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $10,000 down 3% on June 1st 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1280  |  Acres: 0.15
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 MLS Property & Listing Details & 17 images.

$329,000 $352 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1521  |  Acres: 0.5
Tuesday May 12, 2026
Description: Looking for your first home -- or ready to downsize? THIS ONE IS FOR YOU! Ideally located just outside the bustle of town yet close to everyday conveniences, this efficient ranch with daylight basement comes with a fantastic 24' x 24' detached garage -- perfect for hobbyists, collectors, or simply keeping vehicles protected. Set on a half acre and minutes from Memorial Park, shopping, schools, the hospital, and I 91, this property delivers tremendous value at a competitive price point. The main level features an expansive kitchen that opens to the dining/living room and flows onto a massive 36' x 11' deck -- ideal for entertaining or relaxing outdoors. A primary bedroom with adjoining full-bath, and an additional bedroom or office complete the first floor. The lower level adds even more flexibility with a third bedroom or office with adjoining ¾-bath, a large family room, a mudroom entry, and a utility/laundry room. There's room to play, garden, and enjoy the outdoors, all while benefiting from an efficient footprint and an easy, open floor plan. With a great location, versatile layout, and standout garage, this home checks all the boxes. Don't let it get away. Showings begin 5/17/26 See MLS Property & Listing Details & 23 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.

$345,000 $299 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1152  |  Acres: 0.23
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 MLS Property & Listing Details & 20 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.

$360,000 $242 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1686  |  Acres: 0.12
Tuesday May 5, 2026
Description: This meticulously maintained Cape-style home in Brattleboro, Vermont offers the perfect blend of classic charm and modern efficiency. Recent high-value improvements include a brand-new roof, upgraded 200 amp electrical service, and a dedicated electric vehicle (EV) charger. The 3 bedrooms plus office space, 2 bathrooms, dining room, and living room provide enough space to suit many options. Enjoy year-round comfort with a newly installed mini-split heating and cooling system, complemented by a cozy gas fireplace. Inside, the home features 1,686 square feet of living space with warm natural woodwork, hardwood floors, and tile finishes. Set on a level lot, the property includes a private patio and storage shed, ideal for outdoor living and convenience. Located directly across from the hospital and close to sidewalks, shops, and local amenities, this home offers the perfect turn key property in the heart of Brattleboro. Schedule a showing today! See MLS Property & Listing Details & 35 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.

$379,000 $193 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1966  |  Acres: 0.15
Friday May 8, 2026
Description: Speno Court--one of Brattleboro's most sought after neighborhoods--is a quiet, dead end street tucked between the beloved "Tree Streets" and just a short walk from downtown. With effortless access to over 9 miles of Retreat Farm trails, this tastefully remodeled home offers the perfect blend of convenience, comfort, and charm. Natural light fills the home through large picture windows and second floor dormers, while various species of hardwood flooring throughout create a bright, cheerful feel. The spacious kitchen features granite counters, Cherry shelving, a Catalpa wood bar, and stainless appliances. It opens directly into an expansive great room--designed as a combined dining and family space--offering excellent flow and energy for gatherings of any size. On the other side of the kitchen, the formal living room adds another inviting space, complete with a fireplace, built ins, and a large picture window. A ¾ bath and two additional rooms--currently used as a bedroom and an office--round out the first floor, providing flexibility for guests, work from home needs, or single level living. Upstairs, you'll find two generous bedrooms and a spacious full bath. The primary bedroom includes a dreamy walk in closet that feels like a rare luxury at this price point. A full basement with newer 200 amp electrical service adds storage and utility, while the large, attached 2 car garage includes fantastic stand up storage space above. Homes like this don't come along every day. Make your move and schedule your viewing today! Showings begin 5/16/26. See MLS Property & Listing Details & 34 images.

$475,000 $381 per sq.ft. Brattleboro VT Home »

Price Change! Reduced by $20,000 down 4% on May 4th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 1246  |  Acres: 0.08
Wednesday Apr 8, 2026
Description: Step into an 1880s Victorian re-imagined for the 21st century. Located moments from downtown Brattleboro, this 3-bedroom, 3-bath home blends historic craftsmanship with a cutting-edge deep-energy retrofit. Enjoy easy access to shops, dining, the Amtrak station, and the Retreat Trails from a peaceful, residential setting. Unlike typical historic renovations, this property underwent a from-the-studs rebuild in 2018, serving as a pilot for high-performance building science. It is now fully electric and fossil-fuel free, featuring : Air-to-water heat pump for heating/cooling and an Energy Recovery Ventilation (ERV) system for superior indoor air quality. The home also has a super-insulated, airtight building envelope ensuring year-round comfort and efficiency, with a durable standing seam roof equipped with solar panels. The interior honors its heritage while embracing sustainable, modern design, using eco- friendly materials: copper countertops, natural linoleum flooring, and Energy Star appliances. Modern mechanical systems and smart features throughout, you get turn-key Peace of Mind.: Every major system-from insulation to infrastructure-is new, offering a rare level of durability in a vintage home. 81 Chapin Street is more than a renovation; it's a blueprint for the future. For those seeking environmental responsibility without sacrificing historic charm, this is a truly unique opportunity. See MLS Property & Listing Details & 27 images.