58

Brattleboro, VT Homes for Sale

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  • 1950 Collins Rd, Brattleboro, VT 05301
    1950 Collins Rd, Brattleboro, VT 05301
    1950 Collins Rd, Brattleboro, VT 05301
    /60

    $3,800,000

    $2M PRICE DROP
    • 4 Beds
    • 8 Baths
    • 16,736 Sq Ft

    1950 Collins Rd, Brattleboro, VT 05301

    Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on site winery, craft brewery, and champagne making facilities, this turn-key property is ideal as a private residence, retreat, or

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    1950 Collins Rd, Brattleboro, VT 05301
  • 33 Oak St, Brattleboro, VT 05301
    33 Oak St, Brattleboro, VT 05301
    33 Oak St, Brattleboro, VT 05301
    /32

    $375,000

    $175K PRICE DROP
    • 4,116 Sq Ft

    33 Oak St, Brattleboro, VT 05301

    This is a rare opportunity to take over a multi-family redevelopment project in the heart of Brattleboro. Situated on a 0.40-acre site, the property features a vacant three-story building that has already been gutted and fully remediated for lead paint. With municipal zoning approvals already in place to expand from 8 to 13 units and full architectural plans included with the sale, the

    Kate Barry EXP Realty

    33 Oak St, Brattleboro, VT 05301
  • 104 Morningside Commons, Brattleboro, VT 05301
    104 Morningside Commons, Brattleboro, VT 05301
    104 Morningside Commons, Brattleboro, VT 05301
    /27

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,139 Sq Ft

    104 Morningside Commons, Brattleboro, VT 05301

    Quite simply, one of the finest units ever offered at Morningside Commons. This beautifully updated 2nd-FL condominium combines thoughtful design, quality upgrades, and true move-in-ready convenience in one of the association's most desirable locations. A priv. 1st-FL entry provides a practical mudroom area before leading upstairs to a bright, welcoming living space. The spacious LR flows

    Dan Normandeau Berkley & Veller Greenwood Country

    104 Morningside Commons, Brattleboro, VT 05301
  • 14 Deepwood Park, Brattleboro, VT 05301
    14 Deepwood Park, Brattleboro, VT 05301
    14 Deepwood Park, Brattleboro, VT 05301
    /34

    $149,900

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    14 Deepwood Park, Brattleboro, VT 05301

    The owner is offering 6 months of Park rent paid on behalf of the new owner as a bonus for your acceptable offer. Fully remodeled in 2018, this double wide manufactured home looks far newer and nicer than its 1994 age might show. The home is nicely situated on a wide lot well back from the road and it backs up to a nice forest. The kitchen had lots of cabinetry, a center peninsula, wood

    Steve Schoppmeyer BHG Masiello Brattleboro

    14 Deepwood Park, Brattleboro, VT 05301
  • 0 Marlboro Rd Unit 5107996, Brattleboro, VT 05301
    0 Marlboro Rd Unit 5107996, Brattleboro, VT 05301
    0 Marlboro Rd Unit 5107996, Brattleboro, VT 05301
    /16

    $139,000

    • Land
    • 3.8 Acres
    • $36,579 per Acre

    0 Marlboro Rd Unit 5107996, Brattleboro, VT 05301

    This beautiful, elevated, and sparsely wooded in-town lot features an established shared driveway with power nearby, as well as a woods road running throughout the property. Significant clearing has already been completed, and a substantial amount of firewood remains on the lot.The property will require a septic system and well; however, the neighboring lot has perc'd for an inground

    Victoria Woods Brattleboro Area Realty

    0 Marlboro Rd Unit 5107996, Brattleboro, VT 05301
  • 207 Elliot St, Brattleboro, VT 05301
    207 Elliot St, Brattleboro, VT 05301
    207 Elliot St, Brattleboro, VT 05301
    /26

    $290,000

    • 5 Beds
    • 1.5 Baths
    • 2,167 Sq Ft

    207 Elliot St, Brattleboro, VT 05301

    Offered to the public for the first time in nearly 60 years, this majestic Colonial-style home is located in one of Brattleboro’s oldest neighborhoods. The property showcases exquisite original details, including maple floors and fine hardwood trim throughout both levels. Many of the original plaster walls and ceilings have been professionally restored and await your personal color choices. The

    Bill Hickok Berkley & Veller Greenwood Country

    207 Elliot St, Brattleboro, VT 05301
  • 131,133,141 Green St, Brattleboro, VT 05301
    131,133,141 Green St, Brattleboro, VT 05301
    131,133,141 Green St, Brattleboro, VT 05301
    /26

    $1,350,000

    • 7,660 Sq Ft

    131,133,141 Green St, Brattleboro, VT 05301

    What an opportunity to own 11 units in 3 separate buildings with a fantastic rental history. Close to downtown, schools, shopping and bus routes. Very well maintained properties with 3 - two bedroom units and 8 one bedroom units. On site laundry for the convenience of tenants. Wonderful features including hardwood floors and large windows for exceptional natural light. Great porches and very

    Susan Bellville Bellville Realty

    131,133,141 Green St, Brattleboro, VT 05301
  • 19 Canal St, Brattleboro, VT 05301
    19 Canal St, Brattleboro, VT 05301
    19 Canal St, Brattleboro, VT 05301
    /22

    $399,000

    • 3,286 Sq Ft

    19 Canal St, Brattleboro, VT 05301

    Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an

    Karen Hoppe Berkley & Veller Greenwood Country

    19 Canal St, Brattleboro, VT 05301
  • 573 S Main St, Brattleboro, VT 05301
    573 S Main St, Brattleboro, VT 05301
    /2

    $350,000

    $30K PRICE DROP
    • 3,312 Sq Ft

    573 S Main St, Brattleboro, VT 05301

    Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment. Masks

    Christine Lewis Brattleboro Area Realty

    573 S Main St, Brattleboro, VT 05301
  • 162 Buttonwood Dr, Brattleboro, VT 05301
    162 Buttonwood Dr, Brattleboro, VT 05301
    162 Buttonwood Dr, Brattleboro, VT 05301
    /19

    $479,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    162 Buttonwood Dr, Brattleboro, VT 05301

    It has all you wanted! Shiny wood floors to celebrate New England building, plenty of windows to capture every inch of light possible, granite tops on a multitude of cabinets, a step in shower but also a tub for long soaks or the little ones who visit....total one floor living, so rare locally, even no stairs to the direct entry garage. A service that plows, shovels and mows.....a playground for

    Christine Lewis Brattleboro Area Realty

    162 Buttonwood Dr, Brattleboro, VT 05301
  • 120 Western Ave, Brattleboro, VT 05301
    120 Western Ave, Brattleboro, VT 05301
    120 Western Ave, Brattleboro, VT 05301
    /42

    $340,000

    $10K PRICE DROP
    • 2,745 Sq Ft

    120 Western Ave, Brattleboro, VT 05301

    Discover this lovingly cared-for two-unit multi-family property, ideally located in town with convenient access to shopping, restaurants, public transportation, and everyday amenities. Each unit offers a comfortable layout featuring 2 bedrooms and 1 bathroom, making this property an excellent opportunity for owner-occupants, investors, or those seeking rental income. Pride of ownership is evident

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    120 Western Ave, Brattleboro, VT 05301
  • 10 Birge St, Brattleboro, VT 05301
    10 Birge St, Brattleboro, VT 05301
    /2

    $350,000

    $20K PRICE DROP
    • 3,002 Sq Ft

    10 Birge St, Brattleboro, VT 05301

    Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser.

    Christine Lewis Brattleboro Area Realty

    10 Birge St, Brattleboro, VT 05301
  • 461 South Rd, Brattleboro, VT 05301
    461 South Rd, Brattleboro, VT 05301
    461 South Rd, Brattleboro, VT 05301
    /24

    $260,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,451 Sq Ft

    461 South Rd, Brattleboro, VT 05301

    This sweet 2 bedroom, 2 bathroom home has been recently rejuvenated with a new heating system, new flooring, new kitchen cabinets and counter tops, and fresh paint inside and out, and a new septic system! There's been quite a bit done to this lovely home that's a short distance to the Marlboro town office and post office and a few minutes' ride down to Brattleboro. There's good lawn space on the

    Susan Bellville Bellville Realty

    461 South Rd, Brattleboro, VT 05301
  • 41 Organ St, Brattleboro, VT 05301
    41 Organ St, Brattleboro, VT 05301
    41 Organ St, Brattleboro, VT 05301
    /23

    $270,000

    • 2 Beds
    • 1 Bath
    • 1,061 Sq Ft

    41 Organ St, Brattleboro, VT 05301

    A Home Filled With Possibilities! For the first time in 43 years, this charming and comfortable Organ Street home is ready to welcome its next owner. Offering a spacious, open-concept layout and the possibility of first-floor living, this home is both functional and full of potential. The main level features a generous kitchen that flows naturally into the spacious living and dining area,

    Desiree Stango Berkley & Veller Greenwood Country

    41 Organ St, Brattleboro, VT 05301
  • 925 Hinesburg Rd, Brattleboro, VT 05301
    925 Hinesburg Rd, Brattleboro, VT 05301
    925 Hinesburg Rd, Brattleboro, VT 05301
    /51

    $899,800

    $49K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft

    925 Hinesburg Rd, Brattleboro, VT 05301

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    925 Hinesburg Rd, Brattleboro, VT 05301
  • 40 Brookside Dr Unit 2, Brattleboro, VT 05301
    40 Brookside Dr Unit 2, Brattleboro, VT 05301
    40 Brookside Dr Unit 2, Brattleboro, VT 05301
    /21

    $179,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    40 Brookside Dr Unit 2, Brattleboro, VT 05301

    Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a

    Angela Sherman Brattleboro Area Realty

    40 Brookside Dr Unit 2, Brattleboro, VT 05301
  • 4303 Hinesburg Rd, Brattleboro, VT 05301
    4303 Hinesburg Rd, Brattleboro, VT 05301
    4303 Hinesburg Rd, Brattleboro, VT 05301
    /44

    $450,000

    $25K PRICE DROP
    • 6 Beds
    • 2.5 Baths
    • 3,682 Sq Ft

    4303 Hinesburg Rd, Brattleboro, VT 05301

    Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney....a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:... ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom...use the ensuite for a huge walk in closet. The other half of

    Christine Lewis Brattleboro Area Realty

    4303 Hinesburg Rd, Brattleboro, VT 05301
  • 171 Green Meadow, Brattleboro, VT 05301
    171 Green Meadow, Brattleboro, VT 05301
    171 Green Meadow, Brattleboro, VT 05301
    /37

    $595,000

    • 3 Beds
    • 3 Baths
    • 2,172 Sq Ft

    171 Green Meadow, Brattleboro, VT 05301

    Immaculate! Lovingly reimagined over two decades, this impeccable residence blends thoughtful design with modern sustainability. The heart of the home is a chef’s kitchen with ample counter space and a spacious pantry with an integrated dining area - perfect for entertaining. Relax in the stunning living room, anchored by a gas insert fireplace crafted by a very talented local mason. Outdoor

    Thomas Dahlin Berkley & Veller Greenwood Country

    171 Green Meadow, Brattleboro, VT 05301
  • 0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
    0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
    0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
    /3

    $125,000

    $50K PRICE DROP
    • Land
    • 1.75 Acres
    • $71,429 per Acre

    0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301

    Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what morecould you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor

    Christine Lewis Brattleboro Area Realty

    0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
  • 116 Birge St Unit 2, Guilford, VT 05301
    116 Birge St Unit 2, Guilford, VT 05301
    116 Birge St Unit 2, Guilford, VT 05301
    /17

    $239,000

    $46K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,320 Sq Ft

    116 Birge St Unit 2, Guilford, VT 05301

    Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors magical in combination and truly beautiful. A home, an artist loft...so many uses, so unique, so

    Christine Lewis Brattleboro Area Realty

    116 Birge St Unit 2, Guilford, VT 05301
  • 77 Buttonwood Dr, Brattleboro, VT 05301
    77 Buttonwood Dr, Brattleboro, VT 05301
    77 Buttonwood Dr, Brattleboro, VT 05301
    /17

    $439,000

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    77 Buttonwood Dr, Brattleboro, VT 05301

    You've earned it.....the right to easy living.....have someone to do the heavy lifting...This community has become a much needed addition to the housing community. All are designed for the 55 and over who are looking for an easy way to settle in. Just think, the snowplowing, shoveling and salting are all taken care of, as well as the summer mowing and hedge trimming. One level living with no

    Christine Lewis Brattleboro Area Realty

    77 Buttonwood Dr, Brattleboro, VT 05301
  • 21 Winding Hill, Brattleboro, VT 05301
    21 Winding Hill, Brattleboro, VT 05301
    21 Winding Hill, Brattleboro, VT 05301
    /24

    $120,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    21 Winding Hill, Brattleboro, VT 05301

    Sweet! Taken to a new level, this home has new windows, flooring, bath, etc. Neat as a pin and ready for easy living! Plus...an enclosed porch for rainy day coffee and a sunny deck for every day use. Bedrooms at either end promote privacy or an office away from the main living. The oversized carport is perfect for the changing weather, but doubles as a patio and grilling station. A good choice

    Christine Lewis Brattleboro Area Realty

    21 Winding Hill, Brattleboro, VT 05301
  • 136 Morningside Dr, Brattleboro, VT 05301
    136 Morningside Dr, Brattleboro, VT 05301
    136 Morningside Dr, Brattleboro, VT 05301
    /31

    $299,000

    $16K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,607 Sq Ft

    136 Morningside Dr, Brattleboro, VT 05301

    Rare opportunity to enjoy single-level living with all modern conveniences on the main floor in this magnificent condo unit. Featuring a spacious primary bedroom with a walk-in closet and full en-suite bathroom, this home offers comfort and functionality throughout. A second bedroom provides flexibility for guests, a home office, or additional living space. The open-concept kitchen and dining

    Desiree Stango Berkley & Veller Greenwood Country

    136 Morningside Dr, Brattleboro, VT 05301
  • 455 S Main St, Brattleboro, VT 05301
    455 S Main St, Brattleboro, VT 05301
    455 S Main St, Brattleboro, VT 05301
    /16

    $269,000

    $31K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    455 S Main St, Brattleboro, VT 05301

    Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential.

    Christine Lewis Brattleboro Area Realty

    455 S Main St, Brattleboro, VT 05301
  • 24 Summit Cir, West Brattleboro, VT 05301
    24 Summit Cir, West Brattleboro, VT 05301
    /2

    $80,000

    $10K PRICE DROP
    • Land
    • 1.97 Acres
    • $40,609 per Acre

    24 Summit Cir, West Brattleboro, VT 05301

    Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

    Claire Renaud Berkley & Veller Greenwood Country

    24 Summit Cir, West Brattleboro, VT 05301
  • 110 Western Ave, Brattleboro, VT 05301
    110 Western Ave, Brattleboro, VT 05301
    110 Western Ave, Brattleboro, VT 05301
    /29

    $289,000

    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft

    110 Western Ave, Brattleboro, VT 05301

    This in town 4 bedroom, 2 bath home offers the perfect blend of comfort, convenience and versatility. Ideally located close to town amenities, this property provides easy access to shopping, dining, services, schools, parks and everyday essentials while offering a spacious place to call home. Inside you’ll find beautiful wood flooring, inviting living spaces and a layout that provides flexibility

    Wilma Skovinski Berkley & Veller Greenwood Country

    110 Western Ave, Brattleboro, VT 05301
  • 16 Washington St, Brattleboro, VT 05301
    16 Washington St, Brattleboro, VT 05301
    16 Washington St, Brattleboro, VT 05301
    /33

    $225,000

    $75K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! 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

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • 50 Lawton Dr, Brattleboro, VT 05301
    50 Lawton Dr, Brattleboro, VT 05301
    50 Lawton Dr, Brattleboro, VT 05301
    /16

    $129,000

    • 2 Beds
    • 1 Bath
    • 480 Sq Ft

    50 Lawton Dr, Brattleboro, VT 05301

    Tiny-home ready for the next owner to make their own! The property offers a solid start to creating a comfortable, 2-bedroom tiny-home. The original log cabin sugarhouse features the kitchen, the dining area and ¾ bath while the unfinished addition houses the living room and the two-bedrooms. With the property’s basic infrastructure already in place - town water and sewer, 100 amp service and new

    Laura D'Angelo Berkley & Veller Greenwood Country

    50 Lawton Dr, Brattleboro, VT 05301
  • 0 Pleasant Valley Rd, Brattleboro, VT 05301
    0 Pleasant Valley Rd, Brattleboro, VT 05301
    0 Pleasant Valley Rd, Brattleboro, VT 05301
    /9

    $198,000

    • Land
    • 3.27 Acres
    • $60,550 per Acre

    0 Pleasant Valley Rd, Brattleboro, VT 05301

    It doesn't get better than this! Stunning! Over 3.25 acres in a neighborhood with a wait list, well known hiking trails, near cross country skiing, country club and minutes to downtown. There are 2 lots, the front being mostly wooded with some clearing started and the rear lot with an old horse meadow, stone wall and a bit of height for potential views. Not only is there road frontage on Pleasant

    Christine Lewis Brattleboro Area Realty

    0 Pleasant Valley Rd, Brattleboro, VT 05301
  • 16 School St, Brattleboro, VT 05301
    16 School St, Brattleboro, VT 05301
    16 School St, Brattleboro, VT 05301
    /23

    $499,000

    $41K PRICE DROP
    • 6,000 Sq Ft

    16 School St, Brattleboro, VT 05301

    Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a

    Kate Barry EXP Realty

    16 School St, Brattleboro, VT 05301
  • 00 Fort Dummer Heights, Brattleboro, VT 05301
    00 Fort Dummer Heights, Brattleboro, VT 05301
    /2

    $150,000

    • Land
    • 2.05 Acres
    • $73,171 per Acre

    00 Fort Dummer Heights, Brattleboro, VT 05301

    Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

    Christine Lewis Brattleboro Area Realty

    00 Fort Dummer Heights, Brattleboro, VT 05301
  • 25 Cottage St, Brattleboro, VT 05301
    25 Cottage St, Brattleboro, VT 05301
    25 Cottage St, Brattleboro, VT 05301
    /5

    $380,000

    • 3,264 Sq Ft

    25 Cottage St, Brattleboro, VT 05301

    Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

    Christine Lewis Brattleboro Area Realty

    25 Cottage St, Brattleboro, VT 05301
  • 11 Evergreen Ln, Brattleboro, VT 05301
    11 Evergreen Ln, Brattleboro, VT 05301
    11 Evergreen Ln, Brattleboro, VT 05301
    /27

    $230,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    11 Evergreen Ln, Brattleboro, VT 05301

    This inviting 2 bedroom, 2-bathroom townhouse is located with privacy but close to Brattleboro amenities. Drive into your one car garage, in addition there is a storage area and laundry room. The second floor has a spacious living room and galley kitchen with eating nook which flows into a dining room and outdoor deck. The third level of this cozy condominium has a full sectional bathroom and 2

    Janet Lucier Barrett & Valley Assoc. Inc

    11 Evergreen Ln, Brattleboro, VT 05301
  • 36 Pine St, Brattleboro, VT 05301
    36 Pine St, Brattleboro, VT 05301
    36 Pine St, Brattleboro, VT 05301
    /30

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,406 Sq Ft

    36 Pine St, Brattleboro, VT 05301

    In the heart of it all! Just minutes to everything Brattleboro...Day or night, there is something fun to do....movies, eats, hiking and so may other choices....3 generations have lived in and loved this home, gardening, sipping on the back deck, saying hello on the Vermont front porch. An era when homes were built with good bones, craftsmanship and quality hard to afford today. A pretty face to

    Christine Lewis Brattleboro Area Realty

    36 Pine St, Brattleboro, VT 05301
  • 23 Williams St, Brattleboro, VT 05301
    23 Williams St, Brattleboro, VT 05301
    23 Williams St, Brattleboro, VT 05301
    /4

    $182,000

    • 3 Beds
    • 1.5 Baths
    • 1,114 Sq Ft

    23 Williams St, Brattleboro, VT 05301

    Cute as a button! Everyone knows this home painted as pretty as a picture, on the corner lot at the foot of Union Hill. The owners over the years have landscaped and created a magical setting........walk to downtown, coop and the MOOVER! Previous owners did a amazing renovation after Irene. An intown, affordable, vintage home with lots of character. 48 hour notice please in respect of the

    Christine Lewis Brattleboro Area Realty

    23 Williams St, Brattleboro, VT 05301
  • 203 Fairview St, Brattleboro, VT 05301
    203 Fairview St, Brattleboro, VT 05301
    203 Fairview St, Brattleboro, VT 05301
    /35

    $305,000

    New Construction $45K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    203 Fairview St, Brattleboro, VT 05301

    PRICE IMPROVEMENT! MOTIVATED SELLER! Welcome to this brand NEW, beautiful home, professionally blower-door tested at an exceptional 1.7 providing outstanding airtightness, energy efficiency, & year-round comfort. Completed in July 2026 & designed for low-maintenance living, the home benefits from net-metered solar credits that have offset the owner’s electrical needs, including heating & cooling.

    Kristen Ziter Taylor Brattleboro Area Realty

    203 Fairview St, Brattleboro, VT 05301
  • 48 Wilsons Woods Rd, Brattleboro, VT 05301
    48 Wilsons Woods Rd, Brattleboro, VT 05301
    48 Wilsons Woods Rd, Brattleboro, VT 05301
    /32

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    48 Wilsons Woods Rd, Brattleboro, VT 05301

    Sunny and inviting, this classic ranch offers easy single-level living with 3 bedrooms, 1 full bath, and a spacious living/dining area. Classic wainscoting adds charm and character to the hallway and bathroom. Recent updates include a roof replaced in 2019 and water heater replaced in 2022. The back deck overlooks a large yard with plenty of room for gardening, pets, and entertaining, plus a shed

    Cassandra Ehrlich BHG Masiello Brattleboro

    48 Wilsons Woods Rd, Brattleboro, VT 05301
  • 0 Meetinghouse Ln Unit 5109235, Brattleboro, VT 05301
    0 Meetinghouse Ln Unit 5109235, Brattleboro, VT 05301
    0 Meetinghouse Ln Unit 5109235, Brattleboro, VT 05301
    /10

    $135,000

    • Land
    • 1.5 Acres
    • $90,000 per Acre

    0 Meetinghouse Ln Unit 5109235, Brattleboro, VT 05301

    Welcome to the last building lot on the desirable Meetinghouse Lane! This property offers a blank slate to bring your vision to life; small efficient home? Forever family home? You name it! With an acre and a half you'll have plenty of space for your creation, plus space for privacy.The location is ideal; right off the beloved East Orchard Street walking loop, 5 minutes to downtown, 7 minutes

    Rebecca Seymour Brattleboro Area Realty

    0 Meetinghouse Ln Unit 5109235, Brattleboro, VT 05301
  • 59 Highland St, Brattleboro, VT 05301
    59 Highland St, Brattleboro, VT 05301
    59 Highland St, Brattleboro, VT 05301
    /49

    $319,000

    • 1,883 Sq Ft

    59 Highland St, Brattleboro, VT 05301

    Arguably one of the coolest houses in town!Perched at the top of the hill in one of Brattleboro’s desirable, close-to-town neighborhoods, this mini Victorian is an incredibly special property offering a rare blend of character, charm, and convenience.Located in a quiet, leafy area close to downtown, where you'll find a vibrant arts scene, great restaurants, shops, food coop, train

    Rebecca Seymour Brattleboro Area Realty

    59 Highland St, Brattleboro, VT 05301
  • 39 Atwood St, Brattleboro, VT 05301
    39 Atwood St, Brattleboro, VT 05301
    39 Atwood St, Brattleboro, VT 05301
    /22

    $320,000

    $34K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    39 Atwood St, Brattleboro, VT 05301

    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

    Christine Lewis Brattleboro Area Realty

    39 Atwood St, Brattleboro, VT 05301

Showing Results 1 - 40, Page 1 of 2

Vermont Windham County

Real Estate & Homes for Sale in Brattleboro, VT

Why Live in Brattleboro

Brattleboro, Vermont, is a small town of about 12,000 residents located on the southeastern edge of the state, along the Connecticut River. Known for its artsy and outdoorsy lifestyle, Brattleboro has transformed from an industrial hub to a haven for artists, musicians, and authors. The town features a variety of things to do, including hiking trails, ski slopes, and boat ramps. Downtown Brattleboro is vibrant, with Main Street lined with trendy boutiques, eateries, and art galleries. Popular dining spots include Echo with its river views, Superfresh Organic Cafe, Mocha Joe’s, and Peter Havens. For nightlife, Kipling’s Tavern offers an intimate Irish pub experience. The town also hosts cultural events like the Brattleboro Literary Festival and monthly gallery walks. Outdoor enthusiasts can enjoy Living Memorial Park, which offers athletic fields, a disc golf course, and winter sports facilities. Retreat Farm provides 500 acres of preserved land with interactive nature experiences and historic landmarks. Housing styles in Brattleboro range from historic Victorians and eclectic bungalows to spacious farmhouses known as New Englanders. The town is served by the Windham Southeast Supervisory Union, with schools receiving mid-range ratings. Commuters benefit from Interstate 91, U.S. Route 5, and State Route 9, with Bradley International Airport about 80 miles away and Boston Logan International Airport approximately 110 miles southeast. Public transportation includes Amtrak Vermonter service and the free MOOver bus shuttle.

Learn more about living in Brattleboro

Brattleboro, VT Home Prices

Brattleboro, VT
Median Home Price
$345,000
Median Sale Price
$362,000
+8% YoY
Avg. Price per Square Foot
$243
Median Single Family Price
$379,000
Median Townhouse Price
$319,500
Median Condo Price
$246,200
Total Active Listings
58 listings
Market Conditions
4 Months of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Brattleboro, VT?
Homes for sale in Brattleboro, VT have an average home price of $461,716.
How many homes have sold over the last 12 months in Brattleboro, VT?
110 homes have sold in Brattleboro, VT over the last 12 months.
What is the average household income in Brattleboro, VT?
The average household income in Brattleboro, VT is $71K.
What are the most popular zip codes in Brattleboro, VT?
The most popular zip codes in Brattleboro, VT include 05301, 03466, 03443, 03451 and 05362.
How much do you need to make to afford a house in Brattleboro?
The median home price in Brattleboro is $345,000. If you put a 20% down payment of $69,000 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $1,840 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $79K a year to afford the median home price in Brattleboro. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Brattleboro is $71K.
How are the schools in Brattleboro, VT?
Brattleboro, VT has highly rated public and private schools. Some of the best schools in Brattleboro based on Niche Grades are St. Michael Catholic School, Guilford Central School and Dummerston School. Browse all the schools in Brattleboro, VT to learn more.
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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