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Brattleboro Vermont Real Estate

Brattleboro is located in Windham County in the southeastern part of Vermont. It has a population of approximately 12,000 and a median household income of approximately $44,000.  Neighboring towns include Guilford and Marlboro. Brattleboro has 1 elementary school, 1 middle school, and 1 high school. Browse available Brattleboro VT real estate below. 

Brattleboro Real Estate & Homes for Sale

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242 Putney Road Brattleboro VT 05301

Brattleboro, VT242 Putney Road

Price$599,000

Est. Mortgage: $/month

MLS Number 4931825

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Square Feet 3,188
  • Bathroom 4

Are you looking for a property that affords the convenience of in town living, the ease and peace of mind of a well cared for home, and a great space to entertain friends and family--this is it! Close to all that Brattleboro has to offer, this fantastic ranch style home has 3 bedrooms and 3 bathrooms on the main level as well as a large, updated, eat-in kitchen that flows into the window filled family room complete with gas fireplace. A more formal dining and living room and home office and first floor laundry complete the main level. Downstairs you will find another bedroom and 3/4 bath, a large finished rec room with a wet bar, perfect for a home theater or office, kids hangout, or workout room. Need room for storage? Plenty of that on the unfinished side of the basement. Outside you will enjoy your well landscaped yard complete with irrigation system and seasonal views of the Retreat Meadows. Swim in your in-ground, fenced pool, or play lawn games in the ample back yard. Don't miss this Putney Road gem! Delayed showings until 10/08/22.

Listed by Karen Hoppe of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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14-16 Thomas Street Brattleboro VT 05301

Brattleboro, VT14-16 Thomas Street

Price$289,000

Est. Mortgage: $/month

MLS Number 4931415

  • Multifamily
  • Units 3
  • Bathroom 3
  • Square Feet 3,261
  • Acreage 0.07

Fully rented investment opportunity. Great building with all 3 units having a mud room, 2 bedrooms, dining room, large kitchen, covered porch, large living room. South facing for lots of great light. Off street parking available for each apartment. Each unit pays their own utilities. 2 hot air furnaces, newer oil tanks. One unit has propane wall furnace. Each unit has their own electric hot water heater.

Listed by Susan Bellville of Bellville Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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21 Winding Hill Brattleboro VT 05301

Brattleboro, VT21 Winding Hill

Price$50,000

Est. Mortgage: $/month

MLS Number 4930623

  • Mobile
  • Listing Agent Name Christine Lewis
  • Square Feet 924
  • Garage Spaces 1
  • Bedrooms 2

Great location! Sitting in one of our most requested parks, this is a diamond in the rough. Oxford brand is known for quality. This one needs TLC, scrubbing, painting and some one to love it. Everything on one floor, large bedrooms, enclosed porch, carport for parking or gatherings. Waiting on license to sell. Buyers must be park approved. Masks please.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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18 Winding Hill Brattleboro VT 05301

Brattleboro, VT18 Winding Hill

Price$79,900

Est. Mortgage: $/month

MLS Number 4930553

  • Mobile
  • Listing Agent Name Christine Lewis
  • Bedrooms 2
  • Year Built 1978
  • Square Feet 952

Sweet! This is one of the nicest lots in the park. Set back from the street with a side view to the yard and a nice big deck on the opposite side. This home is so well maintained for it's age, you can move right in. Bedrooms on each end eliminate much of the wasted hallway space and give a larger living room. That extra half bath comes in handy! The yard features a great shed and is so lovely with mature plantings and a paved drive, you will understand the love and care of the previous owners. Sale is subject to a license to sell. Buyers must be park approved. Masks please.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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203 Hillwinds Road Brattleboro VT 05301

Brattleboro, VT203 Hillwinds Road

Price$379,900

Est. Mortgage: $/month

Pending

MLS Number 4930636

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,404
  • Construction Existing
  • Bathroom 2

This classic dormered cape with attached 2 car garage sits on 1.1 acres and abuts conserved land with woodland trails on hundreds of acres of protected land to explore out the back door. The house features a main floor bedroom and two large upstairs bedrooms with plenty of closet and storage space, two full baths (one per floor), a first-floor office/den, living/dining area with a wood burning fireplace (insert), hardwood floors throughout the main living area, a private back deck and a full walk-out basement that could easily be finished into additional living space. On the outside you'll find a side yard firepit, ample room for a garden, a level front yard and the paved driveway. HILLWINDS is one of the more sought-after locations in the area in which to live mainly due to its unique combination of close proximity to downtown (5 min), exposure and elevation and the sense of rural country living, and peaceful quiet living normally found much further from town. Perhaps the greatest attribute is the hundreds of acres of conserved land that abuts the parcel. Not only is there direct access to the trail that winds through the large protected common land tract out back but the property also enjoys the view across the street of the 30 plus acre agricultural field owned by the Retreat Farm and other conserved land creating a situation that cannot change with the times. This is truly a special spot to call home.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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36 Green Street Brattleboro VT 05301

Brattleboro, VT36 Green Street

Price$280,000

Est. Mortgage: $/month

MLS Number 4930315

  • Multifamily
  • Square Feet 2,664
  • Units 3
  • Bathroom 3
  • Acreage 0.14

Tucked in the quiet end of Green Street, this is a surprising 3 family! Keep an eye on the downtown doings, enjoy the super easy access to downtown and all it has to offer! Grab a coffee, sandwich or a book to read on your way to or from work. So easy to be a part of your own community and be a part of the 0 carbon footprint movement. Leave the car at home and take the Moover! So may reasons to choose a home so close to the action! Or think of investing in your own community and see it grow and change. Brattleboro is a great place to call home! Masks please. Seller is a licensed appraiser and is doing a 1031 Exchange. 48 hour notice.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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573 South Main Street Brattleboro VT 05301

MLS Number 4930318

  • Multifamily
  • Square Feet 3,312
  • Units 4
  • Bathroom 4
  • Acreage 0.65

Just around the corner! From the middle and high school, Oak grove elementary! Pop around the corner for all the high school games, exercise at the track. Interstate is minutes away for easy access to work or play! One apartment is over 1,000 square feet so tons of room for owner occupancy! 2 nice front porches. Worth looking at for either your own home or as an investment. Masks please. Owner is a licensed appraiser and is doing a 1031 exchange. 48 hour notice to show.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

36 Chestnut Street Brattleboro VT 05301

Brattleboro, VT36 Chestnut Street

Price$255,000

Est. Mortgage: $/month

Pending

MLS Number 4930242

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Square Feet 1,614
  • Bedrooms 3

Absolutely charming vintage home with detached garage, close to shopping, schools, hospital, and transportation. This 3 bedroom, 2 1/2 bath home has gorgeous wood floors, interior glass french doors, original wood trim, a screened in front porch, and a second floor sunroom that would also make a wonderful sleeping porch in the warmer summer months. The backyard is level and large, with plenty of sun for gardens. Spray foam insulation in the basement helps with efficiency. With a first floor en-suite bedroom, and a partial second floor kitchen with separate entrance, there is potential to bring back a second floor apartment, or in-law suite, or keep it as a three bedroom single family home, with bonus space. However you decide to use it, it will make a wonderful home! Delayed showings until Thursday, Sept. 22nd

Listed by Rebecca Seymour of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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94 Fuller Drive Brattleboro VT 05301

Brattleboro, VT94 Fuller Drive

Price$229,900

Est. Mortgage: $/month

Pending

MLS Number 4929658

  • Residential Single Family
  • Square Feet 1,514
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Great location on quiet street close to BUHS, hospital, restaurants and shopping. This well-built, mid-century home has received many upgrades over the years including replacement windows, additional insulation in cap, roof, furnace, hot water heater and central AC. The versatile floor plan includes two options for home office space or a first floor bedroom. The private, south-facing back yard provides lots of sunny garden space. The over-sized, 1-car detached garage affords ground level and loft storage space. The interior is in need of cosmetics, but well worth the investment. A quality home at an affordable price!

Listed by Pamela Long of East Coast Inn Brokers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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10 Birge Street Brattleboro VT 05301

Brattleboro, VT10 Birge Street

Price$370,000

Est. Mortgage: $/month

MLS Number 4928848

  • Multifamily
  • Square Feet 3,002
  • Bathroom 4
  • Units 4
  • Acreage 0.15

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. Seller is doing a 1031 exchange. 48 hour notice to show, mask up please!

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 September 30, 2022 6:25 PM EDT.