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Newest Homes for Sale in Brattleboro, VT

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  • 48 Wilsons Woods Rd, Brattleboro, VT 05301
    48 Wilsons Woods Rd, Brattleboro, VT 05301
    48 Wilsons Woods Rd, Brattleboro, VT 05301
    /32

    $299,000

    Open Sat 11AM - 1PM Coming Soon
    • 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
  • 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

    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 countertops and a newer stainless side by side refrigerator, microwave, and propane stove. The large dining area abuts the

    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
  • 820 & 28 Western Ave, Brattleboro, VT 05301
    820 & 28 Western Ave, Brattleboro, VT 05301
    820 & 28 Western Ave, Brattleboro, VT 05301
    /19

    $804,650

    • 7,120 Sq Ft

    820 & 28 Western Ave, Brattleboro, VT 05301

    Exceptional cash flow, a desirable unit mix, and future potential come together in this well-maintained 8-unit investment package in vibrant Brattleboro. Offered together, the two 4-unit properties feature six spacious 2-bedroom, 1-bath apartments and two 1-bedroom, 1-bath apartments, appealing to a broad range of tenants. Pride of ownership is evident throughout, with recent improvements

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    820 & 28 Western Ave, Brattleboro, VT 05301
  • 39 Brookside Dr Unit 5, Brattleboro, VT 05301
    39 Brookside Dr Unit 5, Brattleboro, VT 05301
    39 Brookside Dr Unit 5, Brattleboro, VT 05301
    /21

    $190,000

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    39 Brookside Dr Unit 5, Brattleboro, VT 05301

    Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer. Newer kitchen cabinets, countertop, flooring, bathroom vanity, vinyl windows and front door. This condo is

    Angela Sherman Brattleboro Area Realty

    39 Brookside Dr Unit 5, 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
  • 171 Buttonwood Dr, Brattleboro, VT 05301
    171 Buttonwood Dr, Brattleboro, VT 05301
    171 Buttonwood Dr, Brattleboro, VT 05301
    /19

    $499,000

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

    171 Buttonwood Dr, Brattleboro, VT 05301

    Celebrate! You have earned it! A gentle neighborhood for 55 and more, mowing, plowing and shoveling included in the HOA.. Leave the tough stuff for the young at heart! Sit snug as a bug in the sun room and watch it snow, without a care or worry, or run off to play pickle ball in the warm seasons....Want to be snow birding? Perfect set up as the home is easy care inside and out. Park a car in the

    Christine Lewis Brattleboro Area Realty

    171 Buttonwood Dr, Brattleboro, VT 05301
  • 205 Wantastiquet Dr, Brattleboro, VT 05301
    205 Wantastiquet Dr, Brattleboro, VT 05301
    205 Wantastiquet Dr, Brattleboro, VT 05301
    /35

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,330 Sq Ft

    205 Wantastiquet Dr, Brattleboro, VT 05301

    Just what you have been waiting for! The perfect spot in the perfect neighborhood! Watch the moon rise over Wantastiquet and the seasons change from your back yard! Listen for spring...when the ice cracks on the river and lets go...and watch the shoots pop to greet a new warm and beautiful summer season. This contemporary raised ranch has a wall of windows to the garden, a lovely little wood

    Christine Lewis Brattleboro Area Realty

    205 Wantastiquet Dr, 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
  • 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
  • 354 Orchard St, Brattleboro, VT 05301
    354 Orchard St, Brattleboro, VT 05301
    354 Orchard St, Brattleboro, VT 05301
    /37

    $615,000

    • 4 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    354 Orchard St, Brattleboro, VT 05301

    You don't have to wear pearls to live here! This home oozes classic charm, memories of Thanksgivings and every holiday celebrated. The first step in has a welcoming wood stove for winter chill and glass french doors to fling open the first day of spring....Bring them home to the heart of the house with a dining room big enough for a feast...living room with a fireplace....warm hardwood floors, a

    Christine Lewis Brattleboro Area Realty

    354 Orchard St, Brattleboro, VT 05301
  • 77 Hatch School Rd, Brattleboro, VT 05301
    77 Hatch School Rd, Brattleboro, VT 05301
    77 Hatch School Rd, Brattleboro, VT 05301
    /33

    $110,000

    • 1 Bed
    • 1 Bath
    • 784 Sq Ft

    77 Hatch School Rd, Brattleboro, VT 05301

    Beautiful country setting! Manufactured home with addition located just off the pavement in Halifax, VT, rural yet central to VT Routes 9 & VT/MA 112 and the outlying towns of Guilford, Marlboro, Whitingham (Jacksonville), Wilmington and Dover, VT. The trustee seller has never occupied the home and has minimal information; financing may be limited due to the home pre-dating 1976. Shown by

    Stephanie Wilde

    77 Hatch School Rd, Brattleboro, VT 05301
  • 147 Morningside Dr, Brattleboro, VT 05301
    147 Morningside Dr, Brattleboro, VT 05301
    147 Morningside Dr, Brattleboro, VT 05301
    /50

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    147 Morningside Dr, Brattleboro, VT 05301

    Easy living. This move-in-ready townhouse comes with snow removal; trash, recycling and compost removal; landscaping; a swimming pool; tennis and pickleball courts; a hiking trail and little libraries included. The seller has refurbished the entire unit by installing beautiful flooring on the first floor and in bathrooms, refinishing cabinets, painting, and cleaning carpeting in order to get the

    Sally Fegley BHG Masiello Brattleboro

    147 Morningside Dr, Brattleboro, VT 05301
  • 9 Evergreen Ln, Brattleboro, VT 05301
    9 Evergreen Ln, Brattleboro, VT 05301
    9 Evergreen Ln, Brattleboro, VT 05301
    /35

    $230,000

    $15K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    9 Evergreen Ln, Brattleboro, VT 05301

    **Motivated seller -- offering $5,000 concession to buyers for closing costs** Welcome to Brookside Condominiums! This 2-bedroom, 1.5-bath end-unit townhome offers a comfortable, low-maintenance lifestyle in a convenient Brattleboro location. Natural light fills the living areas throughout, while the thoughtfully designed galley kitchen offers ample cabinet and counter space, a breakfast bar, and

    Ayden Hardy BHG Masiello Keene

    9 Evergreen Ln, Brattleboro, VT 05301
  • 203 Fairview St, Brattleboro, VT 05301
    203 Fairview St, Brattleboro, VT 05301
    203 Fairview St, Brattleboro, VT 05301
    /35

    $315,000

    New Construction $35K 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
  • 68 E Bonnyvale Ln, Brattleboro, VT 05301
    68 E Bonnyvale Ln, Brattleboro, VT 05301
    68 E Bonnyvale Ln, Brattleboro, VT 05301
    /30

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    68 E Bonnyvale Ln, Brattleboro, VT 05301

    Looking for your first home, ready to downsize, or seeking single level living? This one is for you. Set in a peaceful rural location near the end of a quiet dead end road, this single level ranch offers comfort, privacy, and great potential on 6.5+ acres just outside the village of West Brattleboro. Enjoy an in ground swimming pool with a pool house and bathroom - perfect for summer relaxation.

    Dan Normandeau Berkley & Veller Greenwood Country

    68 E Bonnyvale Ln, 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
  • 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
  • 72 Green Meadow Rd, West Brattleboro, VT 05301
    72 Green Meadow Rd, West Brattleboro, VT 05301
    72 Green Meadow Rd, West Brattleboro, VT 05301
    /27

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,530 Sq Ft

    72 Green Meadow Rd, West Brattleboro, VT 05301

    Nestled in a highly desirable West Brattleboro neighborhood, this well-cared-for home offers a wonderful community lifestyle and the ease of main-level living. The first floor features three bright bedrooms and a full bath - perfect for aging in place. Inside, you'll find classic hardwood floors and a cozy fireplace warming the living room. Step outside to an incredible, private backyard deck

    Thomas Dahlin Berkley & Veller Greenwood Country

    72 Green Meadow Rd, West Brattleboro, VT 05301
  • 9 Village Dr, Brattleboro, VT 05301
    9 Village Dr, Brattleboro, VT 05301
    9 Village Dr, Brattleboro, VT 05301
    /24

    $59,000

    • 2 Beds
    • 1 Bath
    • 744 Sq Ft

    9 Village Dr, Brattleboro, VT 05301

    Sweet little mobile home! Large mudroom or multi purpose sun room, eat in kitchen separated from the living room with open shelving. Two bedrooms, the larger used to be two smaller bedrooms which could become that again if you need 3 bedrooms, otherwise a great bedroom with a sitting area, and a second bedroom at the end! Stackable washer/dryer in the bathroom. A large shed is great for storage,

    Rebecca Seymour Brattleboro Area Realty

    9 Village 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
  • 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
  • 11 Evergreen Ln, Brattleboro, VT 05301
    11 Evergreen Ln, Brattleboro, VT 05301
    11 Evergreen Ln, Brattleboro, VT 05301
    /27

    $240,000

    $10K 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
  • 117 * Fuller Dr, Brattleboro, VT 05301
    117 * Fuller Dr, Brattleboro, VT 05301
    117 * Fuller Dr, Brattleboro, VT 05301
    /17

    $110,000

    • Land
    • 5,227 Sq Ft
    • $916,667 per Acre

    117 * Fuller Dr, Brattleboro, VT 05301

    Nestled just behind 117 Fuller Drive, with privacy and easy access from the street, this property is the perfect spot for the tiny home you have been longing for. Water, sewer, and electric are all at the street, and the seller will help to keep the access accessible :) The subdivision has received preliminary approval from the town, with finalization to be completed prior to sale—giving you

    Rebecca Seymour Brattleboro Area Realty

    117 * Fuller 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
    /12

    $285,000

    $15K 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
  • 28 Brook St, Brattleboro, VT 05301
    28 Brook St, Brattleboro, VT 05301
    28 Brook St, Brattleboro, VT 05301
    /14

    $425,000

    $90K PRICE DROP
    • 3,364 Sq Ft

    28 Brook St, Brattleboro, VT 05301

    Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. The building consists of four spacious 2-bedroom, 1-bath apartments, providing a desirable and consistent unit mix. Pride of ownership is evident throughout, making this a turnkey addition to any portfolio. Beyond the existing income, the property offers exciting upside with attic

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    28 Brook St, Brattleboro, VT 05301
  • 820 Western Ave, Brattleboro, VT 05301
    820 Western Ave, Brattleboro, VT 05301
    820 Western Ave, Brattleboro, VT 05301
    /12

    $422,000

    $43K PRICE DROP
    • 3,756 Sq Ft

    820 Western Ave, Brattleboro, VT 05301

    Exceptional cash flow meets classic Vermont charm in this well-maintained 4-unit property in the heart of Brattleboro. The building features a desirable unit mix with two 2-bedroom, 1-bath apartments and two 1-bedroom, 1-bath apartments. Recent improvements include a freshly painted exterior in 2025 and bathroom renovations completed in 2023, reflecting pride of ownership and minimizing near-term

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    820 Western Ave, Brattleboro, VT 05301
  • 22 Valley St, Brattleboro, VT 05301
    22 Valley St, Brattleboro, VT 05301
    22 Valley St, Brattleboro, VT 05301
    /35

    $68,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    22 Valley St, Brattleboro, VT 05301

    Welcome to 22 Valley Road, an affordable and easy-to-maintain 2-bedroom, 1-bath mobile home located in Brattleboro’s Tri-Park Cooperative Housing Corporation. This cozy single-level home offers a bright and refreshed interior with natural light, LED lighting, first-floor laundry hookups, and a functional layout that makes great use of the space. The kitchen features an electric range,

    Grayson VanHendrick Flex Realty

    22 Valley St, Brattleboro, VT 05301
  • 412 Western Ave, Brattleboro, VT 05301
    412 Western Ave, Brattleboro, VT 05301
    412 Western Ave, Brattleboro, VT 05301
    /37

    $265,000

    $34K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    412 Western Ave, Brattleboro, VT 05301

    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

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    412 Western Ave, Brattleboro, VT 05301
  • 136 Morningside Dr, Brattleboro, VT 05301
    136 Morningside Dr, Brattleboro, VT 05301
    136 Morningside Dr, Brattleboro, VT 05301
    /30

    $305,000

    $10K 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
  • 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
  • 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
  • 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
  • 50 Oak Grove Ave, Brattleboro, VT 05301
    50 Oak Grove Ave, Brattleboro, VT 05301
    50 Oak Grove Ave, Brattleboro, VT 05301
    /37

    $340,000

    $10K PRICE DROP
    • 1,918 Sq Ft

    50 Oak Grove Ave, Brattleboro, VT 05301

    Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities.The property offers a great yard set back from the road, providing both privacy and usable outdoor

    Kerry Mulverhill

    50 Oak Grove Ave, Brattleboro, VT 05301
  • 461 South Rd, Brattleboro, VT 05301
    461 South Rd, Brattleboro, VT 05301
    461 South Rd, Brattleboro, VT 05301
    /24

    $270,000

    $40K 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
  • 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
  • 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
  • 550 S Main St, Brattleboro, VT 05301
    550 S Main St, Brattleboro, VT 05301
    550 S Main St, Brattleboro, VT 05301
    /20

    $319,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    550 S Main St, Brattleboro, VT 05301

    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,

    Christine Lewis Brattleboro Area Realty

    550 S Main St, Brattleboro, VT 05301
  • 33 Oak St, Brattleboro, VT 05301
    33 Oak St, Brattleboro, VT 05301
    33 Oak St, Brattleboro, VT 05301
    /32

    $475,000

    $75K 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
  • 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

    $255,000

    $30K 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

Showing Results 1 - 40, Page 1 of 2

Vermont Windham County

Newest Listings for Sale in Brattleboro, VT

Frequently Asked Questions

What is the average home price in Brattleboro, VT?
Homes for sale in Brattleboro, VT have an average home price of $477,168.
How many homes have sold over the last 12 months in Brattleboro, VT?
109 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, 03451, 05362 and 05346.
How much do you need to make to afford a house in Brattleboro?
The median home price in Brattleboro is $350,000. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $1,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K 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.

Home Prices in Brattleboro, VT

The median home sale price in Brattleboro, VT is $365,000, up 9% year-over-year. Homes in Brattleboro sell in 49 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$365,000
Median Single Family Sale Price
$391,000
Median Townhouse Sale Price
$320,000
Median 2 Bedroom Sale Price
$269,141
Median 1 Bedroom Sale Price
$162,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
27
Last 12 months Home Sales
109
Months of Supply
3.00
Median List Price
$350,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
9%
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