Brattleboro, VT Homes

• 

  

  

  /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 $249,923

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
• 

  

  

  /23

  Est $309,269

  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
• 

  

  

  /24

  $399,000

  • 7 Beds
  • 3 Baths
  • 3,700 Sq Ft

  197 Western Ave, Brattleboro, VT 05301

  Excellent opportunity to own a well-maintained and fully occupied 3-unit investment property in the heart of Brattleboro. Located in-town with convenient access to shopping, restaurants, entertainment, and everyday amenities, this property offers strong in-place income with additional upside potential. The building consists of two 2-bedroom units and one spacious 3-bedroom unit and has been

  Karen Hoppe Berkley & Veller Greenwood Country

  197 Western Ave, Brattleboro, VT 05301
• 

  

  

  /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
• 

  

  

  /23

  Est $287,422

  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
• 

  

  /36

  $269,000

  $20K PRICE DROP Under Contract

  • 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
• 

  

  /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 $644,593

  Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

  395 Hillwinds Rd, Brattleboro, VT 05301
• 

  

  /35

  Est $345,636

  Not Listed For Sale

  25 Strand Ave, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft
  • Built 1880

  25 Strand Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 11 Days On Market
• 

  

  /25

  $365,000

  $60K PRICE DROP 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
• 

  

  /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
• 

  

  /39

  Not Listed For Sale

  30 Crosby St, Brattleboro, VT 05301

  • 4 Beds
  • 5 Baths
  • 2,660 Sq Ft
  • Built 1940

  30 Crosby St, Brattleboro, VT 05301

  Last Sold Summary

  • 89 Days On Market
• 

  

  /20

  $199,000

  $6K PRICE DROP Under Contract

  • 2 Beds
  • 1.5 Baths
  • 955 Sq Ft

  10 Morningside Commons, Guilford, VT 05301

  Why rent when you can own this beautifully updated townhouse in a welcoming multi-generational community, ideally located near shops, restaurants public transportation, and all the conveniences you need? The bright open-concept kitchen, dining living area has been thoughtfully renovated with fresh paint, newer cabinets and appliances. First-floor laundry adds everyday ease, featuring a newer

  Kerry Mulverhill

  10 Morningside Commons, Guilford, 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 $156,843

  Last Listing Agent Derek Greene Derek Greene

  7 Nichols Dr, Guilford, VT 05301
• 

  

  /29

  Est $520,110

  Not Listed For Sale

  300 Western Ave, Brattleboro, VT 05301

  • 3 Beds
  • 4.5 Baths
  • 3,913 Sq Ft
  • Built 1934

  300 Western Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 10 Days On Market
• 

  

  /34

  $459,900

  $10K PRICE DROP Under Contract

  • 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
• 

  

  /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 $138,194

  Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

  19 Western Ave, Brattleboro, VT 05301
• 

  

  /31

  Est $313,400

  Not Listed For Sale

  473 Williams St, Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,760 Sq Ft
  • Built 1990

  473 Williams St, Brattleboro, VT 05301

  Last Sold Summary

  • 4 Days On Market
• 

  

  /17

  $299,000

  Under Contract

  • 5 Beds
  • 3 Baths
  • 3,660 Sq Ft

  110 Washington St, Brattleboro, VT 05301

  This charming Victorian 3 family blends classic architecture, strong rental potential, and an exceptional opportunity for a new owner to build equity. Period details greet you at every turn—decorative exterior brackets, turned porch columns, tall windows, rich wood trim, and a welcoming front porch that sets the tone for the character inside. Well cared for and boasting great bones, the property

  Dan Normandeau Berkley & Veller Greenwood Country

  110 Washington St, Brattleboro, VT 05301
• 

  

  /15

  $160,000

  Sold Jun 09, 2025

  12 Culbertson Dr, West Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 2003

  Last Sold Summary

  • 36% Below List Price
  • $190/SF
  • 276 Days On Market

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  12 Culbertson Dr, West Brattleboro, VT 05301
• 

  

  /37

  Est $277,875

  Not Listed For Sale

  625 Western Ave, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,341 Sq Ft
  • Built 1900

  625 Western Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /20

  $345,000

  $9K 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
• 

  

  /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 $287,354

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

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

  

  /33

  Est $394,778

  Not Listed For Sale

  55 Thayer Ridge Rd, Brattleboro, VT 05301

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft
  • Built 1968

  55 Thayer Ridge Rd, Brattleboro, VT 05301

  Last Sold Summary

  • 57 Days On Market
• 

  

  /48

  $294,000

  $5K PRICE DROP

  • 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
• 

  

  /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 $333,618

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  15 Laurel St, Brattleboro, VT 05301
• 

  

  /17

  Not Listed For Sale

  124 Green St, Brattleboro, VT 05301

  • 4 Beds
  • 1.5 Baths
  • 2,192 Sq Ft
  • Built 1920

  124 Green St, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /37

  $287,500

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,237 Sq Ft

  364 Bonnyvale Rd, Brattleboro, VT 05301

  There is plenty of space to garden to your heart’s content! A place to sit under mature trees for the pleasant sound of a babbling brook, and peaceful views into a quiet woods bordered by a rambling old stone wall. With almost an acre of land, this 1941 five room, country cape has an open floor plan for kitchen, dining and living room, wood beams and a friendly wood stove. There is a first floor

  Kathy Dowd Bellville Realty

  364 Bonnyvale Rd, 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 $330,080

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

  91 Sunny Acres Rd, Brattleboro, VT 05301
• 

  

  /27

  Est $421,841

  Not Listed For Sale

  22 Howard St, Brattleboro, VT 05301

  • 4 Beds
  • 1.5 Baths
  • 1,994 Sq Ft
  • Built 1940

  22 Howard St, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /20

  $245,000

  Under Contract

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

  17 Robin Way, Brattleboro, VT 05301

  Welcome to this charming and light-filled 2-bedroom, 1 1/2 bath townhouse-style condo. Thoughtfully designed with ample closet space, this home offers both functionality and ease of living. The interior has been tastefully updated, featuring new appliances and stylish finishes that make everyday living feel effortless. Enjoy the convenience of a one-car attached garage, adding both storage and

  Karen Hoppe Berkley & Veller Greenwood Country

  17 Robin Way, 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 $339,247

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  144 Belmont Ave, Brattleboro, VT 05301
• 

  

  /40

  Not Listed For Sale

  43 Williston St, Brattleboro, VT 05301

  • 4 Beds
  • 4 Baths
  • 3,628 Sq Ft
  • Built 1890

  43 Williston St, Brattleboro, VT 05301

  Last Sold Summary

  • 177 Days On Market
• 

  /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
• 

  

  /29

  $269,000

  Sold Jul 07, 2025

  27 Horton Place, Brattleboro, VT 05301

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

  Last Sold Summary

  • $120/SF
  • 65 Days On Market

  Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  27 Horton Place, Brattleboro, VT 05301
• 

  

  /40

  Est $658,155

  Not Listed For Sale

  43 Tyler St, Brattleboro, VT 05301

  • 4 Beds
  • 3 Baths
  • 3,137 Sq Ft
  • Built 1870

  43 Tyler St, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /51

  $244,900

  Under Contract

  • 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
• 

  

  /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 $427,772

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  16 Vermont Ave, Brattleboro, VT 05301
• 

  

  /40

  Est $510,998

  Not Listed For Sale

  7 Chase St, Brattleboro, VT 05301

  • 5 Beds
  • 3 Baths
  • 3,113 Sq Ft
  • Built 1840

  7 Chase St, Brattleboro, VT 05301

  Last Sold Summary

  • 87 Days On Market
• 

  

  /30

  $339,000

  $61K PRICE DROP

  • 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
• 

  

  /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

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