$389,000 $229 per sq.ft. Brandon VT Home »

Waterfront on River Neshobe River
3 Beds | 2 Baths |   Total Sq. Ft. 1696  |  Acres: 0.27
Listed on Thursday Oct 30, 2025
Description: This thoughtfully restored 1880 farmhouse invites you into a home that is anything but ordinary--rich with character, history, and a sense of place you simply can't replicate. Tucked just moments from the heart of Brandon, this home offers a tucked-away setting where the sound of the nearby river and the rhythm of daily life feel just a bit slower. From the moment you arrive, it's clear--this is a property for those who appreciate individuality over uniformity. Inside, the home unfolds with a natural, organic flow--true to its 1880 origins. Wide pine floors have been beautifully refinished, adding warmth and texture, while the updated kitchen and systems bring modern ease to everyday living. Light fills the main living spaces, creating an inviting atmosphere that feels both relaxed and refined. The layout reflects the home's 1880 origins, with subtle level changes and distinct transitions between rooms, and architectural nuances that reflect the home's heritage. Upstairs, three unique bedrooms and a renovated bath offer comfortable accommodations, while the lower level opens to a vaulted great room--an unexpected and versatile space that connects seamlessly to the outdoors. Step outside to a spacious deck overlooking the river, with a private, level backyard that offers a quiet place to gather or unwind. It's an extension of the home's character--uncomplicated, relaxed, and easy to enjoy. With a proven history as a short-term rental and offered fully furnished, the home is ready for its next chapter. Whether that's a continued investment, a personal Vermont retreat, or a full-time residence, the opportunity here is as flexible as the home itself. For those who appreciate homes with personality--where no two spaces are exactly the same and every detail reflects a different time--19 River Street offers something increasingly rare: character, authenticity, and a place that feels distinctly its own. See Listing Details & 39 images. Includes a Virtual Tour

$399,000 $120 per sq.ft. Brandon VT Home »


Price Change! Reduced by $50,000 down 13% on May 15th 2026
3 Beds | 6 Baths |   Total Sq. Ft. 3323  |  Acres: 2.04
Listed on Thursday Jan 22, 2026
Description: Well-located investment property along the Route 7 corridor, equidistant between Middlebury and Rutland and just minutes from downtown Brandon. The main building features a street-level commercial space currently operating as a successful yoga/pilates studio (with specialized heating for hot yoga), offering excellent visibility and ample on-site parking. Residential components include a two-bedroom house (7 total rooms) in the main building and a detached garage with a one-bedroom studio apartment above, providing multiple income streams and flexible use options including owner-occupied space. The property offers sunset views and a peaceful setting with a cemetery across the street, while remaining conveniently close to Brandon's shops, dining, and community amenities. Ideal for investors seeking a combination of commercial and residential income in a central Vermont location or an owner-occupied property with help carrying the costs by supplementing with rental income. Maybe you're looking for a recreational get-away? A property that allows you a home-away-from-home with easy access to places like Killington/Pico, Okemo, Stowe, Rikert Touring Center or miles of paved and gravel roads nearby for biking and plenty of peaks to climb! Room and bathroom counts, as well as square footage totals on this listing are for all three units. Main Apt: 2 bedrooms (one is on main floor) and an office with a closet, 3/4 bath, full bath, kitchen, living, dining and family room. Studio: studio space, body work room, entry, changing rooms, shower stall is separate from the 1/2 bath. Garage studio apt above 2 bay heated garage: kitchen, living area, bedroom area and 3/4 bath. Rents are currently below fair market rent but the residential tenants will be moving soon so there is opportunity to increase cash flow See Listing Details & 37 images. Includes a Virtual Tour

Under Contract Brandon VT Home for sale $435,000 $252 per sq.ft.

$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
Listed on 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 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
Listed on 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 Listing Details & 32 images.

Under Contract Brattleboro VT Home for sale $250,000 $164 per sq.ft.

$250,000 $164 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $40,000 down 16% on May 26th 2026
4 Beds | 1 Baths |   Total Sq. Ft. 1521  |  Acres: 0.19
Listed 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 & 37 images.

$270,000 $268 per sq.ft. Brattleboro VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1008  |  Acres: 0.08
Listed on Friday Jun 5, 2026
Description: This adorable single-level home offers easy living with a functional layout and comfortable living spaces. The warm and inviting interior is designed for everyday living. The home features a large living and dining area, a convenient laundry nook, a spacious primary bedroom, and two additional bedrooms that can accommodate guests, a home office, or other multi-purpose needs. Outside, you'll find a nicely-sized, level yard that offers plenty of space to enjoy gardening, outdoor activities, or simply relaxing without the burden of extensive maintenance. Whether you're a first-time buyer, looking to downsize, or seeking a low-maintenance property, this charming home provides the perfect blend of comfort and convenience. Enjoy the simplicity of one-level living while being conveniently located near the hospital, pharmacy, shopping, dining, and other everyday amenities. Showings begin Sunday June 14th. OPEN HOUSE from 11am - 1pm. See Listing Details & 25 images.

Under Contract Brattleboro VT Home for sale $287,500 $232 per sq.ft.

$287,500 $232 per sq.ft. Brattleboro VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1237  |  Acres: 0.09
Listed on Sunday May 3, 2026
Description: There is plenty of space to garden to your heart's content! A place to sit under mature trees for the pleasant sound of a babbling brook, and peaceful views into a quiet woods bordered by a rambling old stone wall. With almost an acre of land, this 1941 five room, country cape has an open floor plan for kitchen, dining and living room, wood beams and a friendly wood stove. There is a first floor bedroom and full bathroom. The dormered upstairs has a bedroom with a large studio/workroom beyond. The breezeway connects the house to a two car garage with loft storage. A shed behind the garage offers handy space for wood, equipment and tools. This West Brattleboro location is just four miles from downtown Brattleboro on a paved town maintained road. Access to Interstate 91 is two miles away. Showings by appointment start on Thursday May 7, 2026. See Listing Details & 37 images.

New Listing! Brattleboro VT Home for sale $299,000 $160 per sq.ft.

$299,000 $160 per sq.ft. Brattleboro VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1872  |  Acres: 0.22
Listed on Sunday Jun 14, 2026
Description: Move-in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open-concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard--perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in-law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi-generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy access to Interstate 91 makes commuting simple while keeping downtown Brattleboro's shops, restaurants, arts, and entertainment just minutes away. Whether you're searching for a primary residence, an investment property, or a home with income-producing potential, this well-priced property offers an excellent opportunity. See Listing Details & 36 images.

$300,000 $166 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1808  |  Acres: 0.12
Listed 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.

Under Contract Brattleboro VT Home for sale $319,000 $207 per sq.ft.

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

3 Beds | 2 Baths |   Total Sq. Ft. 1539  |  Acres: 0.09
Listed on 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 Listing Details & 44 images. Includes a Virtual Tour

$325,000 $147 per sq.ft. Brattleboro VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2209  |  Acres: 0.21
Listed 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.

$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
Listed 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.

Under Contract Brattleboro VT Home for sale $329,000 $352 per sq.ft.

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

3 Beds | 2 Baths |   Total Sq. Ft. 1521  |  Acres: 0.5
Listed on 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 Listing Details & 23 images.

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

4 Beds | 1 Baths |   Total Sq. Ft. 1216  |  Acres: 0.18
Listed on 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 Listing Details & 36 images.

New Listing! Brattleboro VT Home for sale $339,000 $151 per sq.ft.

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

4 Beds | 2 Baths |   Total Sq. Ft. 2250  |  Acres: 0.2
Listed on 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 Listing Details & 40 images.

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