Brattleboro, VT Homes

• 

  

  

  /19

  $189,000

  Under Contract

  • 2 Beds
  • 1.5 Baths
  • 966 Sq Ft

  1 Morningside Commons, Brattleboro, VT 05301

  DESIRABLE END UNIT!Why rent when you can buy- giving you peace of mind, an opportunity for stability and building equity. Maybe you are a first-time homebuyer? Or someone who wants to downsize from a bigger house and time-consuming yard chores and projects to a simpler life. An investor? Enjoy easy, affordable, and low-maintenance living in this sweet two-bedroom, 1.5 bath townhouse. Storage

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  1 Morningside Commons, Brattleboro, VT 05301
• 

  

  

  /24

  $22,000

  Sold Apr 01, 2026

  97 Glen St, Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft
  • Built 1968

  Last Sold Summary

  • 26% Below List Price
  • $32/SF
  • 36 Days On Market

  Last Listing Agent Angela Sherman Brattleboro Area Realty

  97 Glen St, Brattleboro, VT 05301
• 

  

  

  /40

  Not Listed For Sale

  965 Western Ave, Brattleboro, VT 05301

  • 4 Beds
  • 3 Baths
  • 2,358 Sq Ft
  • Built 1840

  965 Western Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 55 Days On Market
• 

  

  

  /38

  $309,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  48 Carriage Hill Rd, Brattleboro, VT 05301

  ***Open House Sunday 7/19 from 11am-1pm** Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season

  Jonathan Griffus BHG Masiello Keene

  48 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  

  /29

  $358,000

  Sold May 14, 2026

  160 Sunny Acres Rd, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1952

  Last Sold Summary

  • 7% Above List Price
  • $166/SF
  • 3 Days On Market

  Current Estimated Value $343,610

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  160 Sunny Acres Rd, Brattleboro, VT 05301
• 

  

  /26

  Not Listed For Sale

  1 Wildwood Dr, West Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft
  • Built 1977

  1 Wildwood Dr, West Brattleboro, VT 05301

  Last Sold Summary

  • 12 Days On Market
• 

  

  /60

  $795,000

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  104 Juniper Ridge Rd, Brattleboro, VT 05301

  Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

  Kristen Ziter Taylor Brattleboro Area Realty

  104 Juniper Ridge Rd, Brattleboro, VT 05301
• 

  

  /27

  $285,000

  Sold Dec 10, 2025

  91 Carriage Hill Rd, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $312/SF
  • 41 Days On Market

  Current Estimated Value $290,729

  Last Listing Agent Rebecca Seymour Brattleboro Area Realty

  91 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /12

  Est $358,800

  Not Listed For Sale

  2812 River Rd, Brattleboro, VT 05301

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2008

  2812 River Rd, Brattleboro, VT 05301

  Last Sold Summary

  • 36 Days On Market
• 

  

  /40

  $350,000

  • 2,745 Sq Ft

  120 Western Ave, Brattleboro, VT 05301

  Discover this lovingly cared-for two-unit multi-family property, ideally located in town with convenient access to shopping, restaurants, public transportation, and everyday amenities. Each unit offers a comfortable layout featuring 2 bedrooms and 1 bathroom, making this property an excellent opportunity for owner-occupants, investors, or those seeking rental income. Pride of ownership is evident

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  120 Western Ave, Brattleboro, VT 05301
• 

  

  /18

  $335,000

  Sold Jul 30, 2025

  138 Cedar St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,174 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Above List Price
  • $285/SF
  • 36 Days On Market

  Current Estimated Value $337,896

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  138 Cedar St, Brattleboro, VT 05301
• 

  

  /12

  Est $621,583

  Not Listed For Sale

  58 Oak St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 3,400 Sq Ft
  • Built 1867

  58 Oak St, Brattleboro, VT 05301

  Last Sold Summary

  • 20 Days On Market
• 

  /2

  $370,000

  • 5 Beds
  • 4 Baths
  • 3,002 Sq Ft

  10 Birge St, Brattleboro, VT 05301

  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.

  Christine Lewis Brattleboro Area Realty

  10 Birge St, Brattleboro, VT 05301
• 

  

  /59

  $543,000

  Sold Aug 07, 2025

  628 S Main St, Brattleboro, VT 05301

  • 5 Beds
  • 4.5 Baths
  • 5,850 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $93/SF
  • 20 Days On Market

  Last Listing Agent Kerry Mulverhill

  628 S Main St, Brattleboro, VT 05301
• 

  

  /3

  Est $410,450

  Not Listed For Sale

  394 Canal St, Brattleboro, VT 05301

  • Studio
  • 2 Baths
  • 2,863 Sq Ft
  • Built 1930

  394 Canal St, Brattleboro, VT 05301

  Last Sold Summary

  • 0 Days On Market
• 

  

  /24

  $280,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,451 Sq Ft

  461 South Rd, Brattleboro, VT 05301

  This sweet 2 bedroom, 2 bathroom home has been recently rejuvenated with a new heating system, new flooring, new kitchen cabinets and counter tops, and fresh paint inside and out, and a new septic system! There's been quite a bit done to this lovely home that's a short distance to the Marlboro town office and post office and a few minutes' ride down to Brattleboro. There's good lawn space on the

  Susan Bellville Bellville Realty

  461 South Rd, Brattleboro, VT 05301
• 

  

  /28

  $277,000

  Sold Apr 23, 2026

  15 West St, Brattleboro, VT 05301

  • 4 Beds
  • 1 Bath
  • 1,374 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Above List Price
  • $202/SF
  • 5 Days On Market

  Current Estimated Value $279,113

  Last Listing Agent Liz LaVorgna Brattleboro Area Realty

  15 West St, Brattleboro, VT 05301
• 

  

  /31

  Est $357,989

  Not Listed For Sale

  47 Sherwood Cir, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1995

  47 Sherwood Cir, Brattleboro, VT 05301

  Last Sold Summary

  • 38 Days On Market
• 

  

  /39

  $279,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  98 Greenleaf St, Brattleboro, VT 05301

  Sweet ranch home with 2 car attached garage. A lovely and level lot for gardening or outdoor entertaining, this location provides a country feel but only minutes from vibrant West Brattleboro events and businesses and a short trip brings you into downtown Brattleboro with lots of opportunities. This home with a generous living/dining space, good sized kitchen, 2 bedrooms and 1 full bathroom is

  Susan Bellville Bellville Realty

  98 Greenleaf St, Brattleboro, VT 05301
• 

  

  /42

  $590,000

  Sold May 18, 2026

  299 Sunset Lake Rd, Brattleboro, VT 05301

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $296/SF
  • 21 Days On Market

  Current Estimated Value $541,194

  Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

  299 Sunset Lake Rd, Brattleboro, VT 05301
• 

  

  /26

  Est $318,272

  Not Listed For Sale

  240 S Main St, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 1865

  240 S Main St, Brattleboro, VT 05301

  Last Sold Summary

  • 18 Days On Market
• 

  

  /51

  $899,800

  $49K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 7,430 Sq Ft

  925 Hinesburg Rd, Brattleboro, VT 05301

  Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

  Christine Lewis Brattleboro Area Realty

  925 Hinesburg Rd, Brattleboro, VT 05301
• 

  

  /22

  $89,900

  Sold Jan 23, 2026

  2 Wagon Dr, Brattleboro, VT 05301

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft
  • Built 1977

  Last Sold Summary

  • $99/SF
  • 6 Days On Market

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  2 Wagon Dr, Brattleboro, VT 05301
• 

  

  /14

  Est $249,750

  Not Listed For Sale

  202 Canal St, Brattleboro, VT 05301

  • Studio
  • 2 Baths
  • 2,708 Sq Ft
  • Built 1910

  202 Canal St, Brattleboro, VT 05301

  Last Sold Summary

  • 6 Days On Market
• 

  

  /28

  $350,000

  $20K PRICE DROP Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  39 Locust St, Brattleboro, VT 05301

  Sweet and charming from an era of wonderful wood work, polished floors and rooms with a purpose. This home has a lovely big kitchen with a peninsula for baking prep, formal dining with built in china cabinet, living room and an first floor bedroom with 1/2 bath. Since the basement is walk out, the back porch is 2nd level, above the bugs, and overlooking the private back yard. Fenced for a dog,

  Christine Lewis Brattleboro Area Realty

  39 Locust St, Brattleboro, VT 05301
• 

  

  /12

  $325,000

  Sold Feb 20, 2026

  16 Sycamore St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1992

  Last Sold Summary

  • 1% Below List Price
  • $339/SF
  • 10 Days On Market

  Current Estimated Value $327,760

  Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

  16 Sycamore St, Brattleboro, VT 05301
• 

  

  /32

  Est $194,379

  Not Listed For Sale

  36 Augur Hole Rd, Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1948

  36 Augur Hole Rd, Brattleboro, VT 05301

  Last Sold Summary

  • 8 Days On Market
• 

  

  /36

  $729,000

  • 3 Beds
  • 3 Baths
  • 3,400 Sq Ft

  219 Hillcrest Terrace, Brattleboro, VT 05301

  A rare combination of recreation & convenience in one of Brattleboro's most desirable neighborhoods. This home is designed for living & entertaining! The property sits on 1.6 acres of landscaped grounds with sweeping views of Mt. Wantastiquet showcasing spectacular sunrises & front-row views of Brattleboro's 4th of July fireworks. Tucked beside Living Memorial Park on a quiet cul-de-sac where

  Robert Doyle Berkley & Veller Greenwood Country

  219 Hillcrest Terrace, Brattleboro, VT 05301
• 

  

  /26

  $385,000

  Sold Jun 01, 2026

  135 Country Hill, Brattleboro, VT 05301

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $181/SF
  • 35 Days On Market

  Current Estimated Value $393,862

  Last Listing Agent Neil Goldberg Brattleboro Area Realty

  135 Country Hill, Brattleboro, VT 05301
• 

  

  /31

  Est $305,246

  Not Listed For Sale

  196 Randall Dr, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft
  • Built 1973

  196 Randall Dr, Brattleboro, VT 05301

  Last Sold Summary

  • 87 Days On Market
• 

  

  /44

  $475,000

  • 6 Beds
  • 2.5 Baths
  • 3,682 Sq Ft

  4303 Hinesburg Rd, Brattleboro, VT 05301

  Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney....a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:... ambience and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom...use the ensuite for a huge walk in closet. The other half of

  Christine Lewis Brattleboro Area Realty

  4303 Hinesburg Rd, Brattleboro, VT 05301
• 

  

  /33

  $455,000

  Sold Mar 04, 2026

  139 Buttonwood Dr, Brattleboro, VT 05301

  • 2 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $327/SF
  • 6 Days On Market

  Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

  139 Buttonwood Dr, Brattleboro, VT 05301
• 

  

  /22

  Est $316,116

  Not Listed For Sale

  1075 Middle Rd, Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1968

  1075 Middle Rd, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /37

  $595,000

  • 3 Beds
  • 3 Baths
  • 2,172 Sq Ft

  171 Green Meadow, Brattleboro, VT 05301

  Immaculate! Lovingly reimagined over two decades, this impeccable residence blends thoughtful design with modern sustainability. The heart of the home is a chef’s kitchen with ample counter space and a spacious pantry with an integrated dining area—perfect for entertaining. Relax in the stunning living room, anchored by a gas insert fireplace crafted by a very talented local mason. Outdoor living

  Thomas Dahlin Berkley & Veller Greenwood Country

  171 Green Meadow, Brattleboro, VT 05301
• 

  

  /19

  $305,000

  Sold Aug 05, 2025

  85 Crosby St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $203/SF
  • 41 Days On Market

  Current Estimated Value $295,761

  Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  85 Crosby St, Brattleboro, VT 05301
• 

  

  /40

  Est $379,256

  Not Listed For Sale

  36 Goldfinch Ln, Brattleboro, VT 05301

  • 4 Beds
  • 1.5 Baths
  • 1,716 Sq Ft
  • Built 1935

  36 Goldfinch Ln, Brattleboro, VT 05301

  Last Sold Summary

  • 17 Days On Market
• 

  

  /3

  $125,000

  $50K PRICE DROP

  • Land
  • 1.75 Acres
  • $71,429 per Acre

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301

  Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what morecould 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

  Christine Lewis Brattleboro Area Realty

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
• 

  

  /56

  $240,000

  Sold Aug 29, 2025

  67 Morningside Commons, Guilford, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 19 Days On Market

  Current Estimated Value $231,649

  Last Listing Agent Sally Fegley BHG Masiello Brattleboro

  67 Morningside Commons, Guilford, VT 05301
• 

  

  /27

  Est $247,150

  Not Listed For Sale

  379 S Main St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,665 Sq Ft
  • Built 1850

  379 S Main St, Brattleboro, VT 05301

  Last Sold Summary

  • 137 Days On Market
• 

  

  /38

  $769,900

  $25K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,600 Sq Ft

  5 Hillwinds N, Brattleboro, VT 05301

  Owner plans on house roof replacement, skylight replacement and necessary chimney work. Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to

  Robert Doyle Berkley & Veller Greenwood Country

  5 Hillwinds N, Brattleboro, VT 05301

Showing Results 41 - 80, Page 2 of 18