Brattleboro, VT Homes

• 

  

  

  /26

  Est $466,425

  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

  • 87 Days On Market
• 

  

  

  /40

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  2022 Route 9, Brattleboro, VT 05301

  Set on 2.2 wooded acres in Marlboro, this 3-bedroom, 2-bath Cape offers 1,410 square feet of living space and plenty of classic Vermont character. The main level features a spacious kitchen and dining area, a comfortable living room with a brick fireplace and hearth, a first-floor bedroom, full bath, and convenient laundry hookups. Two additional bedrooms and a second full bath are located

  Grayson VanHendrick Flex Realty

  2022 Route 9, Brattleboro, VT 05301
• 

  

  

  /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 $658,432

  Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

  395 Hillwinds Rd, Brattleboro, VT 05301
• 

  

  

  /29

  Not Listed For Sale

  27 Horton Place, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft
  • Built 1890

  27 Horton Place, Brattleboro, VT 05301

  Last Sold Summary

  • 65 Days On Market
• 

  

  

  /23

  $69,000

  $9K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  4 Reservoir Rd, Brattleboro, VT 05301

  In a very private area of the Park. Right out your door is the walking path to Pleasant Valley Reservoir! This 2 bedroom home has an updated bathroom. There's a concrete grilling/patio pad, lovely flower beds line the front yard and the front and back entryway are covered.*Back on the market because previous buyer could not secure cash.

  Victoria Woods Brattleboro Area Realty

  4 Reservoir Rd, Brattleboro, VT 05301
• 

  

  /19

  $65,000

  Sold Dec 17, 2025

  7 Nichols Dr, Guilford, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,490 Sq Ft
  • Built 1940

  Last Sold Summary

  • 23% Below List Price
  • $44/SF
  • 14 Days On Market

  Current Estimated Value $151,302

  Last Listing Agent Derek Greene Derek Greene

  7 Nichols Dr, Guilford, VT 05301
• 

  

  /31

  Est $238,403

  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

  • 31 Days On Market
• 

  

  /19

  $380,000

  Pending

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

  15 Lawton Dr, Brattleboro, VT 05301

  This fun and stylish gem was built and lived in by one family. Now, it is time to pass the torch! A surprise package with the look of a Gambrel but is really a raised ranch, waiting for a finish in the lower level! Cared for lovingly, and ready to move in, you will appreciate the manicured lawn, nice deck on the back, and lower level walk out and garage. The road is dead end, so little traffic.

  Christine Lewis Brattleboro Area Realty

  15 Lawton Dr, Brattleboro, VT 05301
• 

  

  /21

  $132,000

  Sold Dec 05, 2025

  19 Western Ave, Brattleboro, VT 05301

  • Land
  • 16,988 Sq Ft
  • $338,462 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 8 Days On Market

  Current Estimated Value $143,363

  Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

  19 Western Ave, Brattleboro, VT 05301
• 

  

  /22

  Est $286,303

  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

  • 23 Days On Market
• 

  

  /17

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  9 Evergreen Ln, Brattleboro, VT 05301

  Nestled next to Brattleboro's favorite public park, this end unit is wrapped in coveted out door space ,wrapping from the coffee deck all the way around to the back brick patio It also features a private garage with auto open, and laundry and storage neatly behind, The parking is paved with plenty of room for guests. Inside the ample galley kitchen has everything you need including a large top

  Christine Lewis Brattleboro Area Realty

  9 Evergreen Ln, Brattleboro, VT 05301
• 

  

  /37

  $255,000

  Sold Jul 02, 2026

  134 Washington St, Brattleboro, VT 05301

  • 4 Beds
  • 1 Bath
  • 1,521 Sq Ft
  • Built 1850

  Last Sold Summary

  • 12% Below List Price
  • $168/SF
  • 38 Days On Market

  Current Estimated Value $277,918

  Last Listing Agent Kate Barry EXP Realty

  134 Washington St, Brattleboro, VT 05301
• 

  

  /20

  Est $421,777

  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

  • 2 Days On Market
• 

  

  /24

  $255,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  23 Robin Way, Brattleboro, VT 05301

  What sets this unit apart is not just that it is an end unit, but it is an end unit with a private deck! You are also right next to the path to Memorial Park for swimming, skiing, skating, baseball games, summer theatre, and so much more! Or head to the popular Saturday Farmer's Market just around the corner. This unit features two bedrooms, one and a half bathrooms, single car garage with

  Rebecca Seymour Brattleboro Area Realty

  23 Robin Way, Brattleboro, VT 05301
• 

  

  /19

  $315,000

  Sold Apr 27, 2026

  70 Arbor Hill Commons Unit 14, Brattleboro, VT 05301

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Above List Price
  • $170/SF
  • 2 Days On Market

  Current Estimated Value $310,767

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

  70 Arbor Hill Commons Unit 14, Brattleboro, VT 05301
• 

  

  /41

  Est $357,180

  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

  • 5 Days On Market
• 

  

  /5

  $425,000

  • 3,439 Sq Ft

  126 Oak Grove Ave, Brattleboro, VT 05301

  Outstanding investment opportunity! This well-maintained 5-unit apartment building offers strong income in a highly desirable neighborhood close to downtown, shopping, schools, and the hospital. The property features five 1-bedroom apartments and has seen some updates, including some new vinyl replacement windows, one unit fully renovated, recently painted porches, and improvements to portions of

  Angela Sherman Brattleboro Area Realty

  126 Oak Grove Ave, Brattleboro, VT 05301
• 

  

  /27

  $347,500

  Sold Nov 06, 2025

  15 Laurel St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1946

  Last Sold Summary

  • 6% Above List Price
  • $268/SF
  • 8 Days On Market

  Current Estimated Value $353,275

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  15 Laurel St, Brattleboro, VT 05301
• 

  

  /15

  Est $341,614

  Not Listed For Sale

  187 Maple St, Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,272 Sq Ft
  • Built 1872

  187 Maple St, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /20

  $320,000

  $34K PRICE DROP

  • 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
• 

  

  /32

  $325,000

  Sold Dec 30, 2025

  91 Sunny Acres Rd, Brattleboro, VT 05301

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $172/SF
  • 30 Days On Market

  Current Estimated Value $332,900

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

  91 Sunny Acres Rd, Brattleboro, VT 05301
• 

  

  /35

  Est $309,988

  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

  • 9 Days On Market
• 

  

  /51

  $284,000

  $15K PRICE DROP

  • 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 an excellent opportunity for investors. 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. All three units are currently occupied, providing immediate cash flow. Unit 2 also

  Kate Barry EXP Realty

  5 Reynolds Dr, Brattleboro, VT 05301
• 

  

  /37

  $339,000

  Sold Dec 12, 2025

  144 Belmont Ave, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft
  • Built 1916

  Last Sold Summary

  • $223/SF
  • 7 Days On Market

  Current Estimated Value $343,506

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  144 Belmont Ave, Brattleboro, VT 05301
• 

  

  /39

  Est $374,875

  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

  • 4 Days On Market
• 

  

  /43

  $340,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  184 Carriage Hill Rd, Brattleboro, VT 05301

  Perfectly situated at the top of the hill on highly desirable Carriage Hill in West Brattleboro, this delightful yellow ranch offers the perfect blend of neighborhood comfort and exceptional curb appeal, accented by a lovely stone pathway and beautiful exterior gardens. Step out back to discover your own private oasis featuring a spacious wooden deck with a gorgeous overhead pergola, custom

  Kate Barry EXP Realty

  184 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /35

  $325,000

  Sold Jun 18, 2026

  408 Old Guilford Rd, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,480 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Below List Price
  • $220/SF
  • 8 Days On Market

  Current Estimated Value $327,962

  Last Listing Agent Victoria Woods Brattleboro Area Realty

  408 Old Guilford Rd, Brattleboro, VT 05301
• 

  

  /35

  Est $313,236

  Not Listed For Sale

  108 Chestnut St, Brattleboro, VT 05301

  • 4 Beds
  • 1.5 Baths
  • 1,544 Sq Ft
  • Built 1871

  108 Chestnut St, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /37

  $369,000

  Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,882 Sq Ft

  120 Carriage Hill Rd, Brattleboro, VT 05301

  MAKE YOUR APPOINTMENT TODAY!A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  120 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /27

  $425,000

  Sold Dec 29, 2025

  16 Vermont Ave, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,846 Sq Ft
  • Built 1920

  Last Sold Summary

  • $230/SF
  • 6 Days On Market

  Current Estimated Value $435,045

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  16 Vermont Ave, Brattleboro, VT 05301
• 

  

  /33

  Est $390,131

  Not Listed For Sale

  33 Frost Place, Brattleboro, VT 05301

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 1880

  33 Frost Place, Brattleboro, VT 05301

  Last Sold Summary

  • 49 Days On Market
• 

  

  /25

  $250,000

  $20K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  111 Central St, Brattleboro, VT 05301

  This adorable single-level home offers easy living with a functional layout and comfortable living spaces. The warm and inviting interior is designed for everyday living. The home features a large living and dining area, a convenient laundry nook, a spacious primary bedroom, and two additional bedrooms that can accommodate guests, a home office, or other multi-purpose needs. Outside, you'll find

  Desiree Stango Berkley & Veller Greenwood Country

  111 Central St, Brattleboro, VT 05301
• 

  

  /22

  $336,000

  Sold Aug 12, 2025

  62 Lawton Dr, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $304/SF
  • 63 Days On Market

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  62 Lawton Dr, Brattleboro, VT 05301
• 

  

  /23

  Est $342,968

  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

  • 2 Days On Market
• 

  /2

  $350,000

  $50K PRICE INCREASE

  • 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
• 

  

  /58

  $568,000

  Sold Apr 20, 2026

  192 Western Ave, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft
  • Built 1855

  Last Sold Summary

  • $275/SF
  • 0 Days On Market

  Current Estimated Value $567,974

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  192 Western Ave, Brattleboro, VT 05301
• 

  

  /25

  Est $312,455

  Not Listed For Sale

  71 Whetstone Dr, Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,340 Sq Ft
  • Built 1988

  71 Whetstone Dr, Brattleboro, VT 05301

  Last Sold Summary

  • 50 Days On Market
• 

  

  /30

  $339,000

  $61K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft

  1089 Marlboro Rd, Brattleboro, VT 05301

  Time to think of the garden! This sweet home has a huge level back yard just right for flowers, veggies and fruit trees. There is still time to get the jump on planting your favorite things! There is a primary suite on the 1st floor including laundry so there is total first floor living if you need/want it. The traditional cape 2 beds and a bath up are private for family or guests....The living

  Christine Lewis Brattleboro Area Realty

  1089 Marlboro Rd, Brattleboro, VT 05301
• 

  

  /41

  $439,000

  Sold May 13, 2026

  387 Meadowbrook Rd, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Above List Price
  • $280/SF
  • 6 Days On Market

  Current Estimated Value $432,100

  Last Listing Agent Chris Long BHG Masiello Brattleboro

  387 Meadowbrook Rd, Brattleboro, VT 05301
• 

  

  /23

  Est $305,812

  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

  • 405 Days On Market

Showing Results 121 - 160, Page 4 of 18