Brattleboro, VT Homes

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  /24

  Est $603,098 Not Listed For Sale

  89 Oak Grove Ave, Brattleboro, VT 05301

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft
  • Built 1923

  89 Oak Grove Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 119% Above List Price
  • $173/SF
  • 15 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country
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  /2

  $80,000

  • Land
  • 1.97 Acres
  • $40,609 per Acre

  24 Summit Cir, West Brattleboro, VT 05301

  Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

  Claire Renaud Berkley & Veller Greenwood Country

  24 Summit Cir, West Brattleboro, VT 05301
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  /44

  $405,000 Sold Jul 28, 2025

  156 Sherwood Cir, Brattleboro, VT 05301

  • 4 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Above List Price
  • $190/SF
  • 33 Days On Market

  Current Estimated Value $399,726

  Last Listing Agent Fine Homes Group International Keller Williams Realty-Metropolitan

  156 Sherwood Cir, Brattleboro, VT 05301
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  /16

  Est $244,322 Not Listed For Sale

  23 Winter Ct, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,343 Sq Ft
  • Built 1968

  23 Winter Ct, Brattleboro, VT 05301

  Last Sold Summary

  • 53% Above List Price
  • $119/SF
  • 11 Days On Market

  Last Sold Price $160,000

  Last Listing Agent A.J. Bellville Bellville Realty
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  /28

  $325,000

  • 5 Beds
  • 3 Baths
  • 2,209 Sq Ft

  16 Washington St, Brattleboro, VT 05301

  Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

  Rebecca Seymour Brattleboro Area Realty

  16 Washington St, Brattleboro, VT 05301
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  /14

  $65,000 Sold Jul 11, 2025

  4 Brookwood Dr, West Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $70/SF
  • 70 Days On Market

  Last Listing Agent Cassandra Ehrlich BHG Masiello Brattleboro

  4 Brookwood Dr, West Brattleboro, VT 05301
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  /21

  Est $271,975 Not Listed For Sale

  91 Pine St, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft
  • Built 1880

  91 Pine St, Brattleboro, VT 05301

  Last Sold Summary

  • 22% Above List Price
  • $178/SF
  • 31 Days On Market

  Last Sold Price $223,000

  Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty
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  /2

  $150,000

  • Land
  • 2.05 Acres
  • $73,171 per Acre

  00 Fort Dummer Heights, Brattleboro, VT 05301

  Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

  Christine Lewis Brattleboro Area Realty

  00 Fort Dummer Heights, Brattleboro, VT 05301
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  /33

  $377,840 Sold Aug 19, 2025

  111 Bonnyvale Rd, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Above List Price
  • $246/SF
  • 103 Days On Market

  Current Estimated Value $389,764

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

  111 Bonnyvale Rd, Brattleboro, VT 05301
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  /25

  Est $253,383 Not Listed For Sale

  88 Washington St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft
  • Built 1925

  88 Washington St, Brattleboro, VT 05301

  Last Sold Summary

  • 3% Above List Price
  • $239/SF
  • 14 Days On Market

  Last Sold Price $247,000

  Last Listing Agent Christine Lewis Brattleboro Area Realty
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  /5

  $380,000

  • 6 Beds
  • 4 Baths
  • 3,264 Sq Ft

  25 Cottage St, Brattleboro, VT 05301

  Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

  Christine Lewis Brattleboro Area Realty

  25 Cottage St, Brattleboro, VT 05301
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  /26

  $207,000 Sold May 27, 2025

  9 Garden Dr, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1920

  Last Sold Summary

  • 9% Above List Price
  • $137/SF
  • 28 Days On Market

  Current Estimated Value $226,473

  Last Listing Agent Sue Beaudet EXP Realty

  9 Garden Dr, Brattleboro, VT 05301
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  /27

  Est $252,844 Not Listed For Sale

  10 Washington St, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1870

  10 Washington St, Brattleboro, VT 05301

  Last Sold Summary

  • 3% Below List Price
  • $291/SF
  • 10 Days On Market

  Last Sold Price $262,000

  Last Listing Agent Emily Webb
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  /30

  $269,000

  • 1 Bed
  • 1 Bath
  • 2,000 Sq Ft

  116 Birge St Unit 3, Brattleboro, VT 05301

  Huge price reduction! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings,

  Liz LaVorgna Brattleboro Area Realty

  116 Birge St Unit 3, Brattleboro, VT 05301
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  /29

  $330,000 Sold Jul 25, 2025

  64 Meadowbrook Rd, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1890

  Last Sold Summary

  • 3% Below List Price
  • $244/SF
  • 16 Days On Market

  Current Estimated Value $334,696

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  64 Meadowbrook Rd, Brattleboro, VT 05301
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  /26

  Est $431,481 Not Listed For Sale

  109 Washington St, Brattleboro, VT 05301

  • 4 Beds
  • 2.5 Baths
  • 3,080 Sq Ft
  • Built 1871

  109 Washington St, Brattleboro, VT 05301

  Last Sold Summary

  • $140/SF
  • 87 Days On Market

  Last Sold Price $432,000

  Last Listing Agent Jeffrey Sheehan Cummings & Co
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  /25

  $365,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,254 Sq Ft

  85 Stockwell Dr, Brattleboro, VT 05301

  Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride downtown, to Memorial

  Christine Lewis Brattleboro Area Realty

  85 Stockwell Dr, Brattleboro, VT 05301
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  /46

  $415,000 Sold Nov 07, 2025

  155 Oak Grove Ave, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • Built 1932

  Last Sold Summary

  • 9% Above List Price
  • $287/SF
  • 7 Days On Market

  Current Estimated Value $388,658

  Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

  155 Oak Grove Ave, Brattleboro, VT 05301
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  /31

  Est $232,390 Not Listed For Sale

  39 Clark St, Brattleboro, VT 05301

  • 4 Beds
  • 1 Bath
  • 1,592 Sq Ft
  • Built 1880

  39 Clark St, Brattleboro, VT 05301

  Last Sold Summary

  • 50% Above List Price
  • $97/SF
  • 31 Days On Market

  Last Sold Price $155,000

  Last Listing Agent Rebecca Seymour Brattleboro Area Realty
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  /23

  $1,150,000

  • 6,442 Sq Ft

  69-71 Elliot St, Brattleboro, VT 05301

  Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

  Erica Reynolds Southern Vermont Realty Group

  69-71 Elliot St, Brattleboro, VT 05301
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  /42

  $925,000 Sold Oct 01, 2025

  65 Hillwinds N, Brattleboro, VT 05301

  • 5 Beds
  • 4.5 Baths
  • 4,150 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $223/SF
  • 5 Days On Market

  Current Estimated Value $895,248

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  65 Hillwinds N, Brattleboro, VT 05301
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  /22

  Est $260,559 Not Listed For Sale

  95 Frost St, Brattleboro, VT 05301

  • 4 Beds
  • 1 Bath
  • 1,146 Sq Ft
  • Built 1870

  95 Frost St, Brattleboro, VT 05301

  Last Sold Summary

  • 11% Above List Price
  • $205/SF
  • 23 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country
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  /34

  $459,900

  • 5 Beds
  • 4 Baths
  • 3,064 Sq Ft

  176 High St, Brattleboro, VT 05301

  Conveniently located in Brattleboro Center, this historic three-family home offers the perfect blend of Historic charm, and modern convenience. It is an ideal opportunity for an investor seeking profitable rental income or an owner-occupant looking to live on the main level while offsetting their mortgage with two additional rental units. The first-floor unit features high ceilings, French doors,

  Matt Waddington Hoffman Real Estate

  176 High St, Brattleboro, VT 05301
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  /18

  $410,000 Sold Nov 06, 2025

  36 Spruce St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft
  • Built 1845

  Last Sold Summary

  • 9% Below List Price
  • $198/SF
  • 183 Days On Market

  Current Estimated Value $396,751

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  36 Spruce St, Brattleboro, VT 05301
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  /20

  Est $355,615 Not Listed For Sale

  203 Elliot St, Brattleboro, VT 05301

  • 3 Beds
  • 3.5 Baths
  • 2,012 Sq Ft
  • Built 1880

  203 Elliot St, Brattleboro, VT 05301

  Last Sold Summary

  • 11% Below List Price
  • $199/SF
  • 2 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country
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  /18

  $49,000 Pending

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  23 Deepwood Park, Brattleboro, VT 05301

  This home is in need of some TLC but well worth the effort! This home has bedrooms at each end for privacy and comfort. The rest of the home is open concept for amiable living and good conversation. Cook and visit! Sitting on a nice lot, a small bit of gardening and sun loving sitting on the deck. All homes in this park met energy efficiency standards when placed in the park! Walk the loop and

  Angela Sherman Brattleboro Area Realty

  23 Deepwood Park, Brattleboro, VT 05301
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  /14

  $250,000 Sold Oct 31, 2025

  70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1995

  Last Sold Summary

  • $200/SF
  • 5 Days On Market

  Current Estimated Value $251,022

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
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  /41

  Est $319,711 Not Listed For Sale

  196 Fairview St, Brattleboro, VT 05301

  • 5 Beds
  • 2 Baths
  • 1,714 Sq Ft
  • Built 1890

  196 Fairview St, Brattleboro, VT 05301

  Last Sold Summary

  • 3% Above List Price
  • $180/SF
  • 5 Days On Market

  Last Sold Price $309,000

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty
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  /16

  $353,900

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  39 Atwood St, Brattleboro, VT 05301

  First time offered, EVER... built and loved by the current family, it is time to pass the keys to a new generation of owners ready to put their own love and dreams into this sweet home. Just across from the high and middle schools, around the corner from Oak Grove grade school, and down the street from the hospital and shopping. There is a first floor bed and bath for aging in place, but 2 big

  Christine Lewis Brattleboro Area Realty

  39 Atwood St, Brattleboro, VT 05301
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  /8

  $87,000 Sold Nov 17, 2025

  00 Fisch Rd, Brattleboro, VT 05301

  • Land
  • 34.77 Acres
  • $2,502 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 7 Days On Market

  Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

  00 Fisch Rd, Brattleboro, VT 05301
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  /35

  Est $323,470 Not Listed For Sale

  31 Pleasant St, Brattleboro, VT 05301

  • 1 Bed
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1884

  31 Pleasant St, Brattleboro, VT 05301

  Last Sold Summary

  • 19% Below List Price
  • $257/SF
  • 9 Days On Market

  Last Sold Price $401,000

  Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC
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  /48

  $294,000

  • 5 Beds
  • 3 Baths
  • 2,360 Sq Ft

  5 Reynolds Dr, Brattleboro, VT 05301

  Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers a rare "move-in ready" opportunity for both savvy investors and owner-occupants. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. With new toilets and stainless/modern

  Kate Barry EXP Realty

  5 Reynolds Dr, Brattleboro, VT 05301
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  /46

  $668,000 Sold Aug 12, 2025

  395 Hillwinds Rd, Brattleboro, VT 05301

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Above List Price
  • $300/SF
  • 7 Days On Market

  Current Estimated Value $649,218

  Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

  395 Hillwinds Rd, Brattleboro, VT 05301
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  /39

  Est $366,594 Not Listed For Sale

  95 Maple St, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,970 Sq Ft
  • Built 1890

  95 Maple St, Brattleboro, VT 05301

  Last Sold Summary

  • 20% Below List Price
  • $234/SF
  • 4 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Kate Barry EXP Realty
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  /2

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  109 Central St, Brattleboro, VT 05301

  Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard to

  Christine Lewis Brattleboro Area Realty

  109 Central St, Brattleboro, VT 05301
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  /2

  $525,000 Sold May 16, 2025

  135 Upper Dummerston Rd, Brattleboro, VT 05301

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft
  • Built 1910

  Last Sold Summary

  • 19% Below List Price
  • $146/SF
  • 269 Days On Market

  Current Estimated Value $527,775

  Last Listing Agent Susan LeCours Barrett & Valley Assoc. Inc

  135 Upper Dummerston Rd, Brattleboro, VT 05301
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  /23

  Est $310,176 Not Listed For Sale

  100 Whetstone Dr, Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,519 Sq Ft
  • Built 1990

  100 Whetstone Dr, Brattleboro, VT 05301

  Last Sold Summary

  • 7% Below List Price
  • $221/SF
  • 2 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Christine Lewis Brattleboro Area Realty
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  /51

  $244,900 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  72 Morningside Commons, Brattleboro, VT 05301

  Move up to a designer condo! Impeccable detailing by an IKEA design team raised this unit to a high level of quality. From the marble floor entrance to the architectural ceiling over the dining area to the custom kitchen and bathroom installations to the decorator lighting to the PAX closet wardrobe systems... it all speaks "beautiful". Newer features include a propane boiler and hot water heater

  Sally Fegley BHG Masiello Brattleboro

  72 Morningside Commons, Brattleboro, VT 05301
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  /23

  $93,999 Sold Jul 14, 2025

  8 Deepwood Park, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 880 Sq Ft
  • Built 2024

  Last Sold Summary

  • $107/SF
  • 118 Days On Market

  Last Listing Agent Kate Barry EXP Realty

  8 Deepwood Park, Brattleboro, VT 05301
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  /23

  Est $285,858 Not Listed For Sale

  204 Williams St, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,611 Sq Ft
  • Built 1840

  204 Williams St, Brattleboro, VT 05301

  Last Sold Summary

  • 180% Above List Price
  • $63/SF
  • 405 Days On Market

  Last Sold Price $102,000

  Last Listing Agent Sherry Price REALHome Services and Solutions, Inc.

Showing Results 81 - 120, Page 3 of 18