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Brattleboro Vermont Real Estate

Brattleboro Real Estate & Homes for Sale

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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. 

43 Williston Street Brattleboro VT 05301

Brattleboro, VT43 Williston Street

Price$479,000

Est. Mortgage: $/month

MLS Number 4971695

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,628

Here is your chance to have the best of all worlds! A large in town home with a magical backyard, a good sized shed that has so much potential for so many things, plenty of off street parking, and opportunity for rental income or multi generational living if you choose. This 15 room, 4 bath home is currently being used as a single family, but was a three unit in a previous life and could easily be used as such again. Two partial kitchens remain and would need appliances. The active kitchen on the first floor has beautiful cherry cabinets, gleaming wood floors that continue to the dining area. Also on the first floor is the living room with a wall of gorgeous built-ins, a sweet sunroom, a library, and washer and dryer next to the mudroom round out the first floor living space. The stained glass windows lighting your way up the elegant front staircase are a treat. Upstairs you'll find four possible bedrooms, an apartment or in-law potential, and then a bright studio on the third floor. So many options with amazing character, charm, and close to town convenience! Open House on Saturday from 11:00-1:00

Listed by Rebecca Seymour of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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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219 High Street Brattleboro VT 05301

MLS Number 4968685

  • Condo
  • Square Feet 2,072
  • New Contruction Existing
  • Bedrooms 4
  • Construction Wood Frame

As you approach the front door you pass the pergola, beautiful stone terrace, and lovely gardens, feeling the gentle blend of Old-World structural charm with the New-World vibe of this property's downtown location. From the two porches of this vintage building, you look down on gardens & stonework and can enjoy views of the Wantastiquet ridgeline and gorgeous sunrises over Wantastiquet. The home's open interior, with spacious rooms, has a practical floor plan. Hardwood and random-width pine floors are throughout. The warm and masterfully crafted cherry cabinetry of the kitchen is replicated in the woodworking throughout two of the 3 bathrooms. A generously sized, ensuite bedroom is on the first floor with three more bedrooms and a full bath on the second floor. The home is heated and air-conditioned with a highly energy-efficient, state-of-the-art heat pump, ensuring comfort in every season. There is also an energy-efficient induction oven adding to the state-of-the-art technology. Lots of space allows a separate laundry room, front mudroom with workspace, storage room, and sauna. This property provides the effortless existence of condominium life with the rare addition of individuality & uniqueness. This location is ideal, with close proximity to several access points to the Retreat Trails, an extensive system of hiking trails, the closest being at the nearby Chestnut Reservoir. Not many opportunities like this come around. HOA fee is $390.00/mth

Listed by Kristen Ziter Taylor of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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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335 Hillwinds Road Brattleboro VT 05301

Brattleboro, VT335 Hillwinds Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4968401

  • Residential Single Family
  • Square Feet 3,144
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Wonderful home with plenty of indoor and outdoor space. The family room has a gas fireplace and hardwood floors. There is a slider to the large deck. The kitchen has a breakfast nook space that overlooks the deck and back yard. Ample dining room for family gatherings and a spacious living room with built in book shelves. The 2nd floor bedrooms are spacious and have great closet space. The primary bedroom has ensuite 3/4 bath and two large closets. The basement media/rec room is ready for your pool table and great as a game room. There is also a potential workshop with slider to the back yard and a cement patio. The in-law apartment has a modest kitchen area/living room area with spiral staircase to the 2nd floor bedroom and slider to the back deck. The attached 2 car garage provides direct access to the house and there is a shed attached for storage. The back yard has terraced garden space and plenty of room for play and relaxation on the 1.58(+/-) acres and a shed to store toys and tools. Showings start Saturday 9/9/2023 at 11:00 am to 1:00pm with an open house. Open House Sunday, 9/10/2023 from 11:00 till 1:00pm

Listed by Susan Bellville of Bellville Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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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92 Carriage Hill Road Brattleboro VT 05301

MLS Number 4968277

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,664
  • Construction Existing

Charming starter home in a cute neighborhood close to town. Large attached garage, family room and full bath with laundry on the first floor. Three bedrooms kitchen, living room, and full bath on second floor. Nice rear deck overlooks quiet, private backyard.

Listed by Eric Scott of Barrett & Valley Assoc. Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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 Robin Way Brattleboro VT 05301

Brattleboro, VT17 Robin Way

Price$225,000

Est. Mortgage: $/month

Pending

MLS Number 4967788

  • Condo
  • Square Feet 1,248
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1986

Brookside is a beautiful development of 18 townhomes, located in an ideal central location just 5 minutes to downtown Brattleboro. Sitting up high, it's close to the summer Farmer's Market and the fabulous 4 seasons Memorial Park. Enjoy the ease and security of condominium living, while owning your own beautiful home. Creating nice privacy, there is direct access to your home through a garage at street level, where there is also a laundry room with a utility sink. The primary level is spacious with kitchen, dining room, living room, half bath, and access to the lovely back patio. The upper level has 2 large bedrooms with a full bath and a bonus space off of the uppermost bedroom. There is practical placement for storage, ample closet space throughout the home, two skylights for extra sunshine, and the sweet, private patio for tranquil outdoor enjoyment. This location enjoys plenty of abutting woods, easy access trails, and is convenient to I91 and the bus stop. A truly wonderful place to come home to. Delayed showings until September 3rd by appointment.

Listed by Kristen Ziter Taylor of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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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41 North Street Brattleboro VT 05301

Brattleboro, VT41 North Street

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 4966517

  • Multifamily
  • Units 7
  • Area In Town
  • Square Feet 6,500
  • Acreage 0.25

Looking for an investment property? How about an investment property in one of the best, if not THE BEST, in-town neighborhoods?? This is a fabulous opportunity to own a very nice multi-family on North Street in Brattleboro. Excellent neighborhood, very close to downtown conveniences, one block from the common. This updated, 7-unit offers 7, 1-bedroom apartments, each with one paved off-street parking space. Current owner has not been financially focused. As such, tenants are long-term and enjoy below-market rents. With rent roll adjustments and a new heating system, this property will generate significant income for its next owner. LIMITED OPPORTUNITY to own investment property in this desirable neighborhood. Schedule your viewing now!

Listed by Oona Madden and Dan Normandeau of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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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106-108 Frost Street Brattleboro VT 05301

Brattleboro, VT106-108 Frost Street

Price$329,900

Est. Mortgage: $/month

MLS Number 4965874

  • Multifamily
  • Units 4
  • Acreage 0.31
  • Square Feet 4,176
  • Water View

What a great place live! Walk to downtown, the Co-op, movies and all Brattleboro has to offer. Plus an added bonus of frontage on the Whetstone! Originally built as a 4 unit, there are no little pieces that don't fit. Be adventurous and combine 2 units to make a lovely large apartment and still have 2 to help with the cost of ownership! The previous owner added insulation, attic and basement walls, to improve the energy costs. Off street parking, another bonus and each floor has a covered porch. If you have been priced out of the market, this is a great start to step up, or that permanent home with long term roots in downtown. 48 hour notice please as a courtesy for the tenants.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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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30 Valley Road Brattleboro VT 05301

Brattleboro, VT30 Valley Road

Price$65,000

Est. Mortgage: $/month

Pending

MLS Number 4963522

  • Mobile
  • Listing Agent Name Thaddeus Abare
  • Square Feet 952
  • Bedrooms 3
  • Year Built 1974

This mobile home has many updated features including appliances, vinyl plank flooring and a newer bathroom. Good sized rooms with a convenient layout and easy access to Brattleboro for grocery shopping, entertainment and more!

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

173 / 175 High Street Brattleboro VT 05301

MLS Number 4963096

  • Multifamily
  • Units 3
  • Bathroom 3
  • Acreage 0.08
  • Square Feet 3,526

Convenient location close to downtown in residential neighborhood. Great rental history and have had long term tenants. Building well cared for. All tenants have private entrance and porch.

Listed by David Brown of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1208 Western Avenue Brattleboro VT 05301

Brattleboro, VT1208 Western Avenue

Price$799,000

Est. Mortgage: $/month

Pending

MLS Number 4962469

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,150
  • Bedrooms 4
  • Bathroom 2

The West Village Motel and Cabins sits on a hillside on Route 9 in West Brattleboro and has been in operation for decades. The sale includes an 8 room Motel, 8 cute rental cabins, a large two-family dwelling/ owner's quarters (once was 3 units) and an additional single-family dwelling and large barn on its own lot and many other outbuildings and a garage/ storage building. All structures and improvements are situated on over 2.5 mostly open acres with paved access roads and parking areas and plenty of lawn and garden areas. Due to the dire need for rentals units in the area, the income potential is significant and could be maximized with repairs, improvements and upgrades to some of the structures. Income and Expense information is available upon request. Ideal business opportunity for an onsite owner/operator looking for a steady income. All cabins, houses and the Motel have town water and sewer and underground utilities. A great investment opportunity at an unbelievable price.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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 October 2, 2023 10:42 AM EDT