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

Scroll down to explore all currently listed properties for sale in Brattleboro, Vermont. If you have any questions or want to arrange a tour, contact Brattleboro Area Realty.

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145 Greenhill Parkway Brattleboro VT 05301

MLS Number 5000764

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,044

Rare opportunity to own a home with easy access into Brattleboro, yet privacy and amenities usually only found much further out of town. This beautiful property sits nestled on an end of road location with utter privacy thanks to mature trees and beautiful landscaping. There is large level lawn space backed by exposed natural ledge, terraced vegetable and flower gardens with stone retaining walls, a stunning in ground heated pool with new pump and heater, large patio entertaining space, brand new aluminum fencing, and an inviting year round hot tub. The interior of the home boasts a newly updated kitchen with custom cherry cabinets and granite counters, a farmhouse sink, stainless appliances, and great natural light, open to a spacious dining area and large three season porch with tremendous windows and light. Continue on to a large living room with wood burning stove and brick hearth, lovely updated half bath, and main floor office. The hall leads to a large mudroom entry off the 2 car garage with great storage. Head up the formal staircase to the second floor with primary bedroom with en-suite bath, 3 guest bedrooms, additional recently renovated full bath, and a large family room with amazing space and huge walk in closets. The whole home has tremendous storage and closet space, but additionally there is a pool house, wood shed, and tool shed. Finally there is a paved drive affording easy year round access and maintenance. Extensive updates make this truly turn key.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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373 Summit Circle Brattleboro VT 05301-4489

Brattleboro, VT373 Summit Circle

Price$925,000

Est. Mortgage: $/month

MLS Number 5000685

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,474

Enjoy year-round comfort in this stunning Net Zero home, built in 2012 to meet the rigorous Passive House standard. You won't pay a cent to heat and cool this all-electric house or even charge your EV. Gorgeous woodwork, soaring ceilings, and premium finishes make this light-filled sustainable home a rare find. With superinsulated walls, triple-glazed tilt-turn windows, ducted air exchange with heat recovery, two mini-split heat pumps, a huge solar array, and two Tesla Powerwalls for multiple days of backup power, you'll wonder why every house isn't built this way. Spacious kitchen with cherry cabinets, granite counters, Bosch induction cooktop, and a quiet Miele dishwasher, plus a breakfast bar and pass-thru window. The newly-built 1st-floor bedroom suite boasts a walk-in closet and private bathroom with double vanity, curbless shower, quartz countertop, and marble accents. Three more bedrooms upstairs (including another en-suite), plus office space and a sunny indoor garden deck. Surrounded by trees in the perfect Vermont location, near the top of a quiet cul-de-sac but less than 10 min from downtown Brattleboro--home to a vibrant arts community and one of the region's best farmers' markets. A short distance to Hilltop Montessori School and mere steps to wooded trails for hiking, snowshoeing, and backcountry skiing. Downhill skiers can reach Mt. Snow in 40 min or Stratton and Okemo in under an hour. Make an offer before this one-of-a-kind home slips away!

Listed by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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211 High Street Brattleboro VT 05301

Brattleboro, VT211 High Street

Price$125,000

Est. Mortgage: $/month

MLS Number 5000243

  • Multifamily
  • Units 2
  • Acreage 0.14
  • Utilities None

Here's a great opportunity! Formerly a 2 unit multi-family, this is currently a shell ready for your finishing! This property will need everything ... heating, electrical, plumbing, exterior work and full interior finishing. Very convenient to downtown, some off street parking but nicely sited above the road. Please do NOT park in the driveway.

Listed by A.j. Bellville of Bellville Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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73-75 Pine Street Brattleboro VT 05301

Brattleboro, VT73-75 Pine Street

Price$469,000

Est. Mortgage: $/month

MLS Number 4999707

  • Multifamily
  • Units 3
  • Bathroom 3
  • Acreage 0.2
  • Square Feet 3,250

Get two houses for the price of one! Live in one and rent the other. This property is located in a great sunny area and has been well cared for, with an excellent rental history. The back cottage, one of the oldest buildings on Pine Street, offers a tiny house with lots of privacy. The front property is a two-unit home, perfect for generating rental income to cover expenses. Beautifully renovated in 2022, both houses are in exceptional condition. The Cottage and the second floor apt. are being conveyed fully furnished. They are mostly rented short term for visiting professionals ,but could easily be rented annually. The Income numbers on this property are great. Close to everything Brattleboro has top offer. The Cottage would be a great in town Pied-a-terre or Air BNB. Delayed showings until June 16, 2024. Open House from 11am-2pm.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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Lot #4 Summit Circle Brattleboro VT 05301

MLS Number 4999441

  • Land
  • Acreage 2.11
  • Utilities None
  • PricePerSqFt 37203.79
  • Zoning Brattleboro

Building lot set in distinctive development on a wooded hillside in Southern Vermont. The 2.11 acre wooded lot is minutes from downtown, yet private and rural in character. Located adjacent to Hilltop Montessori School and a short distance from Living Memorial Park.

Listed by Jody Graves of Berkley & Veller Greenwood Country

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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31 Red Tail Lane Brattleboro VT 05301

Brattleboro, VT31 Red Tail Lane

Price$539,000

Est. Mortgage: $/month

MLS Number 4999433

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,120

This wonderfully unique home was designed and built for the owner, by the owner, in 2022. The house is close to downtown but is privately nestled in a new neighborhood just off the beaten path. The beautiful rear porch is surrounded by professionally maintained gardens, a meadow view, and a lovely secluded rear lawn. The interior open-concept layout shows a U-shaped kitchen with a long center island at one end and the living room with huge windows to the gardens at the other. One-level living is hard to find and this is a perfect fit with an attached garage so no raindrops will ever fall on your head. The energy efficiency of this home is 5-Star +. This is a house of the future - all-electric, no fossil fuels, an impressive HERS rating, an induction range, a heat pump dryer, and a heat pump water heater. The energy usage for the calendar year 2023 totaled $1188. (with daytime thermostat at 69, nighttime at 66). The addition of a modestly sized photovoltaic roof system would bring the annual energy usage down to zero.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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145 High Street Brattleboro VT 05301

Brattleboro, VT145 High Street

Price$589,000

Est. Mortgage: $/month

MLS Number 4999288

  • Multifamily
  • Units 6
  • Acreage 0.51
  • Square Feet 4,345
  • Utilities Other

Glorious Italianate Victorian Manse, tastefully sectioned into 6 apartments and 1 art Studio. Large .51 acre lot offers room to develop more needed housing if desired. Recent upgrades include 3 recently renovated units, new paved driveway for ample parking. Chimneys were capped with recent repointing work. Newer main roof. Private back patio and yard. There's room to expand for a 7th Apartment.

Listed by Dave White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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Old Guilford Road Brattleboro VT 05301

Brattleboro, VTOld Guilford Road

Price$500,000

Est. Mortgage: $/month

MLS Number 4999273

  • Land
  • Acreage 60.76
  • Utilities Other
  • PricePerSqFt 8229.1
  • Zoning RR / R

60 acres located on Old Guilford Road across from the picturesque farm owned by Families First. With over 1000 feet of road frontage along the paved Old Guilford Road, it is serviced by both town sewer and water. Wooded acreage with established logging roads. Located one mile from Exit 1 of Interstate 91, a 10 minute drive to downtown Brattleboro with Brattleboro Union High School and Middle School within walking distance. The land is zoned residential that allows for a number of provisional uses. the property is included in the Brattleboro Opportunity Zone.

Listed by Dave White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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122 Birge Street Brattleboro VT 05301-3206

MLS Number 4999180

  • Commercial
  • Year Built 1870
  • Square Feet 3,600
  • PricePerSqFt 137.5
  • NOI 28625

Own a part of history, as well as a solid investment property! Estey Organ Factory Building #6 (for 90 years) is a 3-story, slate-sided & roofed building that is currently used as an office building. The building is listed in the National Historical Register of Historical Places. The historic character has been lovingly preserved, but the utilities are modern. Wood floors, exposed post and beam construction, large windows. There is a skylit studio space with kitchenette/bath ready for occupancy. Carport. The property for sale is the building only and does not include the land on which it is standing.

Listed by John Hatton of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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87 Crosby Street Brattleboro VT 05301

Brattleboro, VT87 Crosby Street

Price$345,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4999162

  • Multifamily
  • Units 2
  • Bathroom 2
  • Acreage 0.16
  • Square Feet 2,358

If you're looking for an in-town home that has a feeling of privacy and tranquility, look no further. This charming duplex has been lovingly and tastefully updated and cared for, and will provide steady income, or additional space for friends and family to visit and stay. Outdoors you can enjoy the view and the sounds of the Whetstone Brook from the home's three spacious porches, or stretch out in front of the firepit in the fenced in side yard. The first floor contains a 2 bedroom apartment with a recently renovated kitchen, its own washer/dryer, and a full bath with a low-threshold shower - perfect for aging in place if desired. The entrance to the second floor features a mudroom with lovely built-in cabinets. Upstairs, the updated kitchen features natural stone countertops, stainless appliances, and newer cabinetry. In the open dining/living area you will find natural wood floors, a pellet stove on a local stone hearth for cozy winter nights, and a bonus/office room that opens up onto the spacious second floor porch. Thoughtfully remodeled, there are storage nooks throughout this apartment, including in the primary bedroom, which also features double closets. The third floor attic has been finished and opens up to its own balcony overlooking the brook - the perfect spot to immerse yourself in a good book! There is also a 2-car detached garage for parking, or for puttering away on projects. Showings begin June 8th.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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

87 Crosby Street Brattleboro VT 05301

Brattleboro, VT87 Crosby Street

Price$345,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4999161

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,358

If you're looking for an in-town home that has a feeling of privacy and tranquility, look no further. This charming duplex has been lovingly and tastefully updated and cared for, and will provide steady income, or additional space for friends and family to visit and stay. Outdoors you can enjoy the view and the sounds of the Whetstone Brook from the home's three spacious porches, or stretch out in front of the firepit in the fenced in side yard. The first floor contains a 2 bedroom apartment with a recently renovated kitchen, its own washer/dryer, and a full bath with a low-threshold shower - perfect for aging in place if desired. The entrance to the second floor features a mudroom with lovely built-in cabinets. Upstairs, the updated kitchen features natural stone countertops, stainless appliances, and newer cabinetry. In the open dining/living area you will find natural wood floors, a pellet stove on a local stone hearth for cozy winter nights, and a bonus/office room that opens up onto the spacious second floor porch. Thoughtfully remodeled, there are storage nooks throughout this apartment, including in the primary bedroom, which also features double closets. The third floor attic has been finished and opens up to its own balcony overlooking the brook - the perfect spot to immerse yourself in a good book! There is also a 2-car detached garage for parking, or for puttering away on projects. Showings begin June 8th.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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

71 Home Street Brattleboro VT 05301

Brattleboro, VT71 Home Street

Price$339,000

Est. Mortgage: $/month

MLS Number 4998605

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,840

Listed for the first time in 30 years, this well-cared and attractive cape is ready to become your new home. It combines the convenience of proximity to schools, shopping, and hospital with the peace of a very quiet and friendly neighborhood. 2 bedrooms and a full bathroom on the first floor; 2 bedrooms and full bath on second floor. This house has a very nice flow, gets lots of sunlight. The large deck and minimal maintenance landscaping invite both entertaining and quiet time Open house: Saturday, June 8, noon-2pm.

Listed by John Hatton of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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

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Copyright 2024 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 June 17, 2024 12:38 AM EDT