Brattleboro VT Real Estate

Brattleboro, Vermont is a quaint small town located in the captivating Green Mountains of Southern Vermont. With plenty of outdoor activities such as hiking, biking, fishing and camping, Brattleboro is an ideal choice for anyone seeking outdoor adventure. Visitors may also explore unique local shops and restaurants as well as fascinating historic sites. Whether you're looking for a peaceful vacation or an exciting escape, Brattleboro is sure to provide something for everyone. 

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Real Estate for Sale in Brattleboro, Vermont

Find all real estate currently for sale in Brattleboro, Vermont below. Contact us if you have questions or would like to schedule a tour.

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16-20 Elliot Street Brattleboro VT 05301

MLS Number 4946649

  • Commercial
  • Year Built 1900
  • Square Feet 8,000
  • Acreage 0.12

A Historic downtown treasure. This gorgeous building was originally built as a church in 1900 and most recently was known locally as the Hotel Pharmacy building. To say it is architecturally Stimulating is an understatement with its tall bell tower, intricate brick and granite detailing, giant circular stained-glass window, steep dramatic slate roofs and elegant lines it begs for a new use worthy of its class. The lowest level has a large residential unit with a fireplace and huge open concept kitchen/dining/living area. The second level is a renovated club space with his/her public style restrooms, a small kitchen area and huge open rooms with tall ceilings. This floor is the only one currently occupied. The main level (street level) is the former pharmacy and has two formal entrances off the street with ADA access. This level is 3,410 sq ft. of floor space plus two mezzanines on each end. The larger mezzanine houses two offices and a kitchenette and bathroom. The building is on the historical register and has loads of opportunities and possible uses. A must see for all who appreciate historic buildings built in a time of true craftmanship and skill.

Listed by Chris Long of BHG Masiello Brattleboro

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%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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58 Valley Road Brattleboro VT 05301

Brattleboro, VT58 Valley Road

Price$35,000

Est. Mortgage: $/month

MLS Number 4945978

  • Mobile
  • Listing Agent Name Christine Lewis
  • Square Feet 698
  • Bedrooms 2
  • Year Built 1964

Just the right size if you are thinking of a tiny home (without the hassle of finding land and developing it)!! This is a very well kept, perfect home for anyone who is trying to downsize and become more efficient in lifestyle. Nice level yard with some plantings, off street parking, a garden shed, and lots of other great reasons to give up renting and start you own tradition of home ownership. Our most sought after park and most affordable park. This is a must see for beginning or aging in place. Buyers must be park approved, Cash only, due to age of the home.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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60-62 Brook Street Brattleboro VT 05301

Brattleboro, VT60-62 Brook Street

Price$399,000

Est. Mortgage: $/month

MLS Number 4946000

  • Multifamily
  • Units 2
  • Bathroom 2
  • Square Feet 2,993
  • Acreage 0.17

A beautifully maintained home with lots of vintage charm. Situated on a nice street with very low traffic flow. Located just minutes to downtown, the famous Brattleboro Food Coop, and a short distance to BMH and the high school. You will fall in love with the special details of this home. Covered wrap-around front porch and upstairs portico. Handsome quarter-sawn oak hardwood floors, artfully laid out. High ceilings, many built-ins, and original Kohler clawfoot bathtubs stamped 1898! The current owner has invested in smart energy upgrades such as Farnum Insulation in the attic and basement, an efficient hybrid heat pump, a new oil tank, and updated electrical and heating systems. Three bedrooms downstairs, and two bedrooms up. You will find a vintage stained glass window in the upstairs hallway. This house is filled with sunlight! A sweet backyard & gorgeous (always organic), garden space on the southeast side, and many special plantings, like Japanese Maple, blueberries and raspberries, and many pollinator plants, will give the sense of country living right in the middle of town. Keep one unit for yourself and have tenants pay for most of the mortgage, or maybe use it as a multigeneration home, where everyone has their own space but can have that sense of communal living as well. All in all, a great property that must be seen to be appreciated. Delayed showings until March 24, 2023.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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60-62 Brook Street Brattleboro VT 05301

Brattleboro, VT60-62 Brook Street

Price$399,000

Est. Mortgage: $/month

MLS Number 4945998

  • Residential Single Family
  • Square Feet 2,993
  • Bedrooms 4
  • Construction Existing
  • Bathroom 2

A beautifully maintained home with lots of vintage charm. Situated on a nice street with very low traffic flow. Located just minutes to downtown, the famous Brattleboro Food Coop, and a short distance to Brattleboro Memorial Hospital and the high school. You will fall in love with the special details of this home. Covered wrap-around front porch and upstairs portico. Handsome quarter-sawn oak hardwood floors, artfully laid out. High ceilings, many built-ins, and original Kohler clawfoot bathtubs stamped 1898! The current owner has invested in smart energy upgrades such as Farnum Insulation in the attic and basement, an efficient hybrid heat pump, a new oil tank, and updated electrical and heating systems. Three bedrooms downstairs, and two bedrooms up. You will find a vintage stained glass window in the upstairs hallway. This house is filled with sunlight! A sweet backyard & gorgeous (always organic), garden space on the southeast side, and many special plantings, like Japanese Maple, blueberries and raspberries, and many pollinator plants, will give the sense of country living right in the middle of town. Keep one unit for yourself and have tenants pay for most of the mortgage, or maybe use it as a multigeneration home, where everyone has their own space but can have that sense of communal living as well. All in all, a great property that must be seen to be appreciated. Delayed showings until March 24, 2023.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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475 Upper Dummerston Road Brattleboro VT 05301

MLS Number 4945883

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,860

Rare opportunity to own an elegant 1880's farmhouse with attached 2-car garage & 21+ protected acres just minutes from downtown Brattleboro & with quick access to I91 where you're 2.5 hours from Boston & 3.5 from NY. This gorgeous home sits across the street from the Country Club with 18 holes of golf, a restaurant, & groomed nordic trails in the winter, if you prefer alpine skiing you're only 30 minutes from Mt Snow. This gracious home offers 4 bedrooms, an office, 2 1/2 baths, a kitchen open to a spacious family room that is ideal for entertaining & cozy with a woodstove or use the heat pump to cool in the warmer months, if you prefer a more intimate space adjourn to the dining room with a vintage tin ceiling, the living room is spacious & overlooks the kitchen garden & the wrap around extra wide country porch. The refinished wood floors throughout the house gleam in the sun from the oversized windows which overlook the barn, tunnel greenhouse, & the many established gardens. If homesteading is your dream then you'll be all ready to farm and garden with an expansive meadow, currently being hayed by a neighbor, 6 stall barn, 50' caterpillar tunnel, 18 established beds for low till gardening complete with drip irrigation system. Special option to purchase farm LLC separately. If you'd rather not, then consider leasing to an appreciative local farmer! This home has been repainted inside & out, insulated, & is ready for the next owner. Showings start w/open house on 3/25 11-1

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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83 Brattle Street Brattleboro VT 05301

Brattleboro, VT83 Brattle Street

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4944710

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,799

The welcoming warmth of this cottage-style home greets you with vintage flair the moment you arrive at its doorstep. Enter to find gorgeous cherry & oak floors, huge living room, formal dining, library, kitchen, & a half bath. A stream of windows in the living room fills the room with natural light & the converted gas fireplace & mantle add to the charm. You will fall in love with the classic library with its French doors & an abundance of built-in shelves. The most charming of all is the renovated kitchen with its iconic style & retro feel. Beautiful ceramic tile floor & custom granite counters have been added while retaining the home's original personality. There are many period features throughout such as built-ins, beautiful lattice windows, a built-in bread box, & the old fashion telephone nook. On the second floor, there are three good-sized bedrooms with walk-in closets, a full bath, & a full-size attic. The bonus of an enclosed back porch overlooks the spacious 20x30 open deck. Wishing for an additional workshop or sweet studio? The 2-car garage/barn with a second floor lends the opportunity for developable space. This property is complete with a sunny yard & the spring blossoms of your apple tree. New roof 2020. Easy access to the Brattleboro Country Club trails which connect at the end of the dead-end street. This special home is looking for a new owner to continue the legacy of appreciating its character. Delayed showings until 3/10/23.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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287 Marlboro Road Brattleboro VT 05301

MLS Number 4943762

  • Commercial
  • Year Built 1955
  • Square Feet 7,519
  • Acreage 2

Over 7,500 sq. ft. commercial/retail building originally built and operated as a very popular area restaurant with high visibility and easy access off Route 9 in West Brattleboro only 2 miles west of exit 2 off I-91. Situated on one of the most heavily traveled tourism routes in southern VT it is ideal for a variety of commercial/retail uses. Route 9 connects I-91 to the resort towns of Wilmington, Dover and Stratton which are home to Mount Snow and Stratton ski areas and also the lakes and mountains of the Green Mountain National Forest and the thousands of acres of year-round recreational opportunities it offers. An absolutely ideal location for any use in need of easy access, visibility on a highly traveled main state highway. New roof in 2021 but the building does need renovations and systems repair. Current interior layout lends itself to multiple retail tenant type uses. The 2-acre lot is level and prepped for new pavement providing tons of off-street parking.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Robin Way Brattleboro VT 05301
Active With Contract

MLS Number 4943326

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,248

Sweet and beautiful two bedroom condo in Brattleboro! Located a stone's throw from the Summer Farmer's Market and Memorial Park, nestled up on the hill in the Brookside apartments lies this gem of a home. This home has some exquisite features including bamboo flooring, cathedral ceilings, and spacious bedrooms. With a direct-entry garage and laundry room, back-deck outdoor space, and on-site property management included this property provides ease of living at an affordable price. The kitchen and dining areas are airy and bright and sunny. The bedrooms are spacious and comfortable. The home has some recent upgrades including interior painting and electric upgrades, as well as a nice deep clean. Ready for its new owners, come and check it out at the open house this Saturday from 11am-1pm!

Listed by Kate Barry of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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103 New England Drive Brattleboro VT 05301
Active With Contract

MLS Number 4942824

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,119

Your mid century dream awaits! For the first time on the market in over 30 years this three bed two bath home is full of natural light & ready for new life! Close to 91 for easy commuting. About an hour to ski at either Okemo or Stratton. Covered parking - you'll never have to clean snow off your car again! The main floor boasts a giant primary suite with bathroom and walk in closet - and even a sunken jacuzzi tub! Up next it's time to cozy up in front of the pellet stove in the sunken living room. Downstairs you will find a large bonus room, two bedrooms, and a full bath! Outside all your recreation dreams come true! There is an in-ground pool perfect for hosting large or intimate gatherings! Behind the pool is a small basketball court perfect for working on your layup. Come see all this great space has to offer!

Listed by Courtney White of Greenwald Realty Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Elliot Street Brattleboro VT 05301

MLS Number 4942600

  • CommercialLease
  • Lease 2600

Large open rooms with natural sunlight, hardwood floors and two in suite bathrooms. The space has many unique features including high ceilings, large windows and intown views. The space has a main entrance on the first floor with direct street access and ample public parking right around the corner.

Listed by Peggy Winchester of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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32 Walnut Street Brattleboro VT 05301

MLS Number 4942552

  • Commercial
  • Year Built 1890
  • Square Feet 4,476
  • Acreage 0.32

Wonderful downtown location with own parking. The building has 9 rooms on the first floor, 7 on the second floor and 3 on the third floor. There is a bath on each floor and varied sizes of rooms totaling about 4,400 square feet. The building has handicapped access and bath on first floor. Just off Main Street and close to all town services. Currently used since 1984 by a non-profit which would also be open to renting back the space if that meets the new owner's needs.

Listed by David Brown and Dan Normandeau of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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49 Marlboro Avenue Brattleboro VT 05301

Brattleboro, VT49 Marlboro Avenue

Price$329,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4942456

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Bedrooms 3
  • Square Feet 1,929

Located in one of Brattleboro's treasured neighborhoods, you'll find this home a true gem! The spacious two-car garage brings you through a mud room and private office into a beautiful open-concept Kitchen/Dining/Living area boasting hardwood oak flooring. First-floor bedroom and full bath offer one-floor living with the luxury of aging-in-place. Adjacent there is a wonderfully bright sitting room/playroom/office, perfect for keeping cozy on those snowy winter days. Two additional bedrooms with another full bath are located on the second floor, one of which spans the length of the Kitchen/Dining/Living area below. This home affords space and opportunities galore, limited only by your own creativity. The large, partially-finished basement adds a fourth bedroom, laundry room, storage area, and workshop to the home's footprint. Another heated workshop is off the garage with the layout of private stairs leading to an unfinished attic, replete with a cedar storage closet. Your possibilities are endless. Could a rented room, another office or studio be in your future? This picture perfect home is superbly completed by a deck overlooking the luxury of an in-town, private, fenced-in backyard, perfect for child's play, entertaining, or gardening. This is an ideal location so close to I91, shopping, restaurants, schools, and the hospital. Contingent upon Sellers securing housing. Delayed showings until Friday, Feb 10th

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2023 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. Data last updated March 28, 2023 10:54 PM EDT