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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. 

1142 Western Avenue Brattleboro VT 05301

Brattleboro, VT1142 Western Avenue

Price$450,000

Est. Mortgage: $/month

MLS Number 5032181

  • Residential Single Family
  • Full Bath 1
  • Address 1142 Western Avenue
  • Construction Existing
  • Bedrooms 3

You choose! Such a versatile property...invest in 2 rentals...live in either unit and rent the other...maybe develop the barn into another unit, home business, workshop..(check with Zoning). Just short of an acre (.86) the land is the big, big seller....the huge, mostly level back yard is already lush with flourishing fruit trees and blueberry bushes. There is a garage/gardening shed for your lawn tractor and gardening equipment, or tune it up and give your collectable car a new home. Age in place! Everything you need on the first floor with bed, bath and laundry. Newly renovated, this one sparkles and shines. There are still some touches for the new owner in the warmer weather to complete, but you can move right in, start collecting rent from the 4 room apartment in the rear, range, fridge, w/d included. $850 a month and they pay their utilities. Great for income or generation x interim housing! Apartment shown on 2nd showing and with 48 hour notice. Shoes off, so wear those slip ons.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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125 Pine Street Brattleboro VT 05301

Brattleboro, VT125 Pine Street

Price$349,900

Est. Mortgage: $/month

MLS Number 5032097

  • Residential Single Family
  • Full Bath 2
  • Address 125 Pine Street
  • Construction Existing
  • Bedrooms 4

This beautifully maintained single-family home offers both comfort and practical living in a charming Brattleboro neighborhood. This inviting residence features four spacious bedrooms and two full well-appointed bathrooms that abounds with natural light and creates an inviting and charming atmosphere throughout. The spacious yard includes a German Hugelkultur raised bed garden, blueberry and raspberry bushes. Heirloom sweetpea blossoms, and poppies adorn the boundaries The living areas showcase quality hardwood floors and the spacious kitchen has a great pantry space attached. A bonus room offers the option for home office, gym, studio, or second living room. A classic New England front porch extends the living space outdoors, offering the perfect spot to relax and enjoy quiet moments or greet friendly neighbors. In addition, a unique barn-ideal for storage-adds a touch of rustic charm while meeting your practical needs. All major systems have been diligently maintained and updated to ensure efficient performance and peace of mind for years to come. Ideally located near downtown shops, restaurants, hospital, schools, and the Brattleboro Co-Op. Showings are delayed until Saturday March 15th

Listed by Kate Barry of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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39 Brookside Drive Brattleboro VT 05301

MLS Number 5032013

  • Condo
  • Square Feet 930
  • Bedrooms 2
  • New Contruction Existing
  • Complex Brookside

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 hookup. The entire interior has been freshly painted, new kitchen cabinets, countertop, new flooring, new bathroom vanity, new windows and front door. This condo is located in a prime location with quick, easy access to I91, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more.

Listed by Angela Sherman of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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 Spruce Street Brattleboro VT 05301

Brattleboro, VT36 Spruce Street

Price$450,000

Est. Mortgage: $/month

MLS Number 5031880

  • Multifamily
  • Address 36 Spruce Street
  • Units 2
  • Bathroom 2
  • Acreage 0.44

Perfect investment. Choose which flat you want to live in and have a bit of income, OR...consider this a long term investment! Such a special location and huge yard. Consider developing more apartments in the back of the house, and rent out the 40 x 40 steel frame building...OR develop into your dream workshop and let the rentals help pay for your fun. Rentals are below market for the convenience of the owner, but could be greater if you decide you need a greater profit. Please, respect the tenants with a 48 hour notice and be prepared to remove your shoes.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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 Spruce Street Brattleboro VT 05301

Brattleboro, VT36 Spruce Street

Price$450,000

Est. Mortgage: $/month

MLS Number 5031879

  • Residential Single Family
  • Full Bath 2
  • Address 36 Spruce Street
  • Construction Existing
  • Bedrooms 3

You choose! This amazing property can be used as one of the grand ladies of the neighborhood...just open a door or two and repurpose the kitchen...what a nice laundry room it would make...or use as is with 2 flats, live in 1 and have a bit of income from the other...What else, you might ask! There is a rear section of the house ready to be reclaimed, and a barn attached that could also be built out as living space!. So...a nice big rambling home or maybe 2 more apartments! And there is more! In the back, out of the way...there is a beautiful 40x40 building for all sorts of uses...storage, workshop,....perhaps create a bonus room! There is so much to consider you will need to take a bit of extra time to look at this one. Please, respect the tenants, a 48 hour notice and be prepared for shoe removal for the apartments!

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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8 Reservoir Road Brattleboro VT 05301

Brattleboro, VT8 Reservoir Road

Price$93,999

Est. Mortgage: $/month

MLS Number 5031742

  • Mobile
  • Area VT-Windham
  • Listing Agent Name Kate Barry
  • Lister Office Name EXP Realty
  • Address 8 Reservoir Road

Welcome to 8 Reservoir Rd, Brattleboro, VT 05301, where modern comfort meets affordability in Deepwood MHP Park! This brand-new Dias model manufactured home offers 3 bedrooms, 2 bathrooms, and 869 sq. ft. (14 x 66 ft.) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don't miss out on this opportunity! Contact us today for more details or to schedule a tour.

Listed by Kate Barry of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

89 Glen Street Brattleboro VT 05301

Brattleboro, VT89 Glen Street

Price$69,900

Est. Mortgage: $/month

MLS Number 5031645

  • Mobile
  • Area VT-Windham
  • Listing Agent Name Victoria Woods
  • Address 89 Glen Street
  • Year Built 1978

This single wide has so many added benefits! You can heat entirely with wood should you choose, there's an entryway and a huge heated mudroom, with direct access to the expansive back yard. The corner lot overlooks neighboring grassy fields for additional privacy. This yard has raised beds and over 200 bulbs planted! Being sold with a solar generator that powers the owners' home office. Contingent upon sellers finding suitable housing. You must be 55 or older to live in this Park and Buyer must be Park approved. Ideal closing date would be June 1st. Square footage includes the entryway and mudroom

Listed by Victoria Woods of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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42 Morningside Commons Brattleboro VT 05301

MLS Number 5031595

  • Condo
  • Square Feet 1,056
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1988

Don't miss this condo! Great location and convenient to downtown. The amenities offered by this condominium community are an in-ground pool, tennis and pickleball courts, a basketball court, hiking trails, little libraries and lovely gardens will make condo owning enjoyable. Almost everything in this immaculate stylish condo is only a couple of years old. Not only is most of this condo updated, but the improvements were done with care and in good taste. Added assets include built-in shelving in the living room. Talk about easy living! No outside maintenance or shoveling to be had. Showings begin Saturday, March 15th from 11am-1pm.

Listed by Tim Berg and Angela Sherman of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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113 Stockwell Drive Brattleboro VT 05301

Brattleboro, VT113 Stockwell Drive

Price$329,000

Est. Mortgage: $/month

Pending

MLS Number 5030571

  • Residential Single Family
  • Full Bath 1
  • Address 113 Stockwell Drive
  • Construction Existing
  • Bedrooms 3

Come home to this meticulously maintained home. Upstairs boasts an open concept Kitchen/dining/living space, with beautiful Oak flooring. Down the hall, 2 bedrooms share a full bath with dual sinks. In addition, the primary bedroom has an en suite 3/4 bath. The finished lower level has a large rec room with a newer 3 zone on demand hot water heating system and direct entrance to the oversized 1 car garage, equipped with a smart opener. Outside enjoy privacy on a new pressure treated deck. Your view from the front of the property remains Green, with town land being used as a meadow with a nearby community garden. Within walking distance to school, shopping and town transportation. Come enjoy the easy living of this in-town home!

Listed by Victoria Woods of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

148 Elliot Street Brattleboro VT 05301

Brattleboro, VT148 Elliot Street

Price$195,000

Est. Mortgage: $/month

MLS Number 5025706

  • Multifamily
  • Address 148 Elliot Street
  • Units 7
  • Bathroom 4
  • Acreage 0.2

3 One bedroom units and 4 single room occupancy units (SROs) w a shared bathroom and dishwashing area. Newer shingle roof on rear addition. The unfinished basement is spray foam insulated with a vapor barrier. Recent fire and safety inspection. Building needs a hands-on owner willing to take on some maintenance and improvements. Solid returns with opportunity to enhance with some improvements and separately metering heating to individual units. Low turnover with mostly longer term tenants in place.

Listed by Steve Schoppmeyer of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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 2025 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 17, 2025 8:23 AM EDT