Brattleboro, VT Homes

• 

  

  

  /10

  $145,000

  Sold Jan 06, 2026

  680 W River Rd, Brattleboro, VT 05301

  • Land
  • 8 Acres
  • $18,125 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 148 Days On Market

  Last Listing Agent Chris Long BHG Masiello Brattleboro

  680 W River Rd, Brattleboro, VT 05301
• 

  

  

  /12

  Est $376,279

  Not Listed For Sale

  71 Home St, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1993

  71 Home St, Brattleboro, VT 05301

  Last Sold Summary

  • 47 Days On Market
• 

  

  

  /17

  $255,000

  $30K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,320 Sq Ft

  116 Birge St Unit 2, Brattleboro, VT 05301

  Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors magical in combination and truly beautiful. A home, an artist loft...so many uses, so unique, so

  Christine Lewis Brattleboro Area Realty

  116 Birge St Unit 2, Brattleboro, VT 05301
• 

  

  

  /60

  $625,000

  Sold Oct 03, 2025

  49 Tyler St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,731 Sq Ft
  • Built 1880

  Last Sold Summary

  • 14% Below List Price
  • $229/SF
  • 65 Days On Market

  Current Estimated Value $669,511

  Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  49 Tyler St, Brattleboro, VT 05301
• 

  

  

  /36

  Est $305,729

  Not Listed For Sale

  51 Parkside Ave, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1943

  51 Parkside Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 59 Days On Market
• 

  

  /30

  $305,000

  $10K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,607 Sq Ft

  136 Morningside Dr, Brattleboro, VT 05301

  Rare opportunity to enjoy single-level living with all modern conveniences on the main floor in this magnificent condo unit. Featuring a spacious primary bedroom with a walk-in closet and full en-suite bathroom, this home offers comfort and functionality throughout. A second bedroom provides flexibility for guests, a home office, or additional living space. The open-concept kitchen and dining

  Desiree Stango Berkley & Veller Greenwood Country

  136 Morningside Dr, Brattleboro, VT 05301
• 

  

  /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 $383,600

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

  156 Sherwood Cir, Brattleboro, VT 05301
• 

  

  /24

  Est $276,867

  Not Listed For Sale

  46 Moreland Ave, Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1956

  46 Moreland Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 97 Days On Market
• 

  

  /31

  $475,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  30 Chapin St, Brattleboro, VT 05301

  Set among a row of classic “painted ladies” on picturesque Chapin Street, this gracious Victorian home offers timeless charm just a short stroll from a vibrant downtown. A welcoming front yard with picket fencing and a stone walkway sets the tone, while the rear yard is fenced and features a large covered porch with access to the 2 car garage, which includes overhead storage. Enter through the

  Robert Doyle Berkley & Veller Greenwood Country

  30 Chapin St, Brattleboro, VT 05301
• 

  

  /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 $376,411

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

  111 Bonnyvale Rd, Brattleboro, VT 05301
• 

  

  /33

  Est $368,061

  Not Listed For Sale

  145 Marlboro Ave, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft
  • Built 1940

  145 Marlboro Ave, Brattleboro, VT 05301

  Last Sold Summary

  • 50 Days On Market
• 

  

  /12

  $285,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  455 S Main St, Brattleboro, VT 05301

  Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential.

  Christine Lewis Brattleboro Area Realty

  455 S Main St, Brattleboro, VT 05301
• 

  

  /48

  $391,000

  Sold Apr 07, 2026

  58-60 Frost Place, Brattleboro, VT 05301

  • 6 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $191/SF
  • 142 Days On Market

  Last Listing Agent Lily Gautot Greenwald Realty Group

  58-60 Frost Place, Brattleboro, VT 05301
• 

  

  /16

  Est $389,375

  Not Listed For Sale

  68 Wilsons Woods Rd, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,722 Sq Ft
  • Built 1999

  68 Wilsons Woods Rd, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  

  /18

  $285,000

  $35K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  164 Chestnut St, Brattleboro, VT 05301

  Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders

  Christine Lewis Brattleboro Area Realty

  164 Chestnut St, Brattleboro, VT 05301
• 

  

  /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 $405,667

  Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

  155 Oak Grove Ave, Brattleboro, VT 05301
• 

  

  /40

  Est $481,740

  Not Listed For Sale

  67 Wilsons Woods Rd, Brattleboro, VT 05301

  • 5 Beds
  • 3 Baths
  • 1,444 Sq Ft
  • Built 2004

  67 Wilsons Woods Rd, Brattleboro, VT 05301

  Last Sold Summary

  • 7 Days On Market
• 

  /2

  $80,000

  $10K PRICE DROP

  • 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
• 

  

  /30

  $798,219

  Sold Jun 17, 2026

  1736 River Rd, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Above List Price
  • $347/SF
  • 0 Days On Market

  Current Estimated Value $668,409

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  1736 River Rd, Brattleboro, VT 05301
• 

  

  /24

  Est $576,739

  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

  • 15 Days On Market
• 

  

  /28

  $325,000

  $25K PRICE INCREASE

  • 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
• 

  

  /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 $1,012,026

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  65 Hillwinds N, Brattleboro, VT 05301
• 

  

  /16

  Est $279,945

  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

  • 11 Days On Market
• 

  

  /4

  $499,000

  $41K PRICE DROP

  • 6,000 Sq Ft

  16 School St, Brattleboro, VT 05301

  Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a

  Kate Barry EXP Realty

  16 School St, Brattleboro, VT 05301
• 

  

  /44

  $323,000

  Sold Jul 21, 2026

  380 S Main St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1910

  Last Sold Summary

  • 1% Above List Price
  • $210/SF
  • 17 Days On Market

  Current Estimated Value $317,374

  Last Listing Agent Jessica Citera Cummings & Co

  380 S Main St, Brattleboro, VT 05301
• 

  

  /49

  Est $370,859

  Not Listed For Sale

  125 Pine St, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,901 Sq Ft
  • Built 1918

  125 Pine St, Brattleboro, VT 05301

  Last Sold Summary

  • 49 Days On Market
• 

  /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
• 

  

  /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 $419,472

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  36 Spruce St, Brattleboro, VT 05301
• 

  

  /21

  Est $278,043

  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

  • 31 Days On Market
• 

  

  /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
• 

  

  /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 $280,042

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

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

  

  /25

  Est $274,735

  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

  • 14 Days On Market
• 

  

  /24

  $399,000

  Pending

  • 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
• 

  

  /45

  $380,000

  Sold Jun 26, 2026

  119 Forest St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,218 Sq Ft
  • Built 1930

  Last Sold Summary

  • 16% Above List Price
  • $312/SF
  • 4 Days On Market

  Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

  119 Forest St, Brattleboro, VT 05301
• 

  

  /15

  Est $256,907

  Not Listed For Sale

  175 S Main St, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 1850

  175 S Main St, Brattleboro, VT 05301

  Last Sold Summary

  • 90 Days On Market
• 

  

  /35

  $239,000

  $50K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 2,000 Sq Ft

  116 Birge St Unit 3, Brattleboro, VT 05301

  Price Improvement! 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
• 

  

  /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
• 

  

  /39

  Est $488,147

  Not Listed For Sale

  101 Washington St, Brattleboro, VT 05301

  • 5 Beds
  • 2.5 Baths
  • 2,823 Sq Ft
  • Built 1905

  101 Washington St, Brattleboro, VT 05301

  Last Sold Summary

  • 121 Days On Market
• 

  

  /25

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 2,496 Sq Ft

  11 Evergreen Ln, Brattleboro, VT 05301

  This inviting 2 bedroom, 2-bathroom townhouse is located with privacy but close to Brattleboro amenities. Drive into your one car garage, in addition there is a storage area and laundry room. The second floor has a spacious living room and galley kitchen with eating nook which flows into a dining room and outdoor deck. The third level of this cozy condominium has a full sectional bathroom and 2

  Janet Lucier Barrett & Valley Assoc. Inc

  11 Evergreen Ln, Brattleboro, VT 05301
• 

  

  /46

  $615,000

  Sold Jun 26, 2026

  143 Hillwinds Rd, Brattleboro, VT 05301

  • 5 Beds
  • 3.5 Baths
  • 2,520 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $244/SF
  • 25 Days On Market

  Current Estimated Value $621,469

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  143 Hillwinds Rd, Brattleboro, VT 05301

Showing Results 81 - 120, Page 3 of 18