Brattleboro, VT Homes

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  /33

  $235,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  116 Morningside Commons, Brattleboro, VT 05301

  Yes! A coveted first floor single level unit! And not only that but an end unit, sweetly tucked away for privacy! Just follow the tree and flower lined path right to your door!2 bedrooms, one ensuite, with an additional bedroom, bath, large eat in kitchen, living room, and a stackable washer/dryer, all on the first floor! There are only a few condos here that have finished basement space and

  Rebecca Seymour Brattleboro Area Realty

  116 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 $346,317 Not Listed For Sale

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

  100 Whetstone Dr, Brattleboro, VT 05301

  100 Whetstone Dr, Brattleboro, VT 05301
• 

  

  

  /19

  $190,000 Pending

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  39 Brookside Dr Unit 3, Brattleboro, VT 05301

  Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer hookup. The entire interior has been freshly painted, new kitchen cabinets, countertop, new flooring, new bathroom

  Angela Sherman Brattleboro Area Realty

  39 Brookside Dr Unit 3, Brattleboro, VT 05301
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  /26

  $118,000 Sold May 09, 2025

  1149 Western Ave, Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 1869

  Last Sold Summary

  • 21% Below List Price
  • $63/SF
  • 215 Days On Market

  Current Estimated Value $170,921

  Last Listing Agent Derek Eisenberg Continental Real Estate Group, Inc.

  1149 Western Ave, Brattleboro, VT 05301
• 

  

  /23

  Est $319,976 Not Listed For Sale

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

  204 Williams St, Brattleboro, VT 05301

  204 Williams St, Brattleboro, VT 05301
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  /44

  $599,000

  • 4 Beds
  • 4 Baths
  • 4,060 Sq Ft

  141 Piney Brook Way, Brattleboro, VT 05301

  Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind

  Desiree Stango Berkley & Veller Greenwood Country

  141 Piney Brook Way, Brattleboro, VT 05301
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  /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

  Last Listing Agent Derek Greene Derek Greene

  7 Nichols Dr, Guilford, VT 05301
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  /35

  Est $385,965 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  25 Strand Ave, Brattleboro, VT 05301

  25 Strand Ave, Brattleboro, VT 05301
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  /32

  $585,000

  • 2 Beds
  • 2 Baths
  • 1,775 Sq Ft

  161 Buttonwood Dr, Brattleboro, VT 05301

  BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

  Dan Normandeau Berkley & Veller Greenwood Country

  161 Buttonwood Dr, Brattleboro, VT 05301
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  /21

  $132,000 Sold Dec 05, 2025

  19 Western Ave, Brattleboro, VT 05301

  • Land
  • 0.39 Acre
  • $338,462 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 8 Days On Market

  Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

  19 Western Ave, Brattleboro, VT 05301
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  /29

  Est $595,803 Not Listed For Sale

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

  300 Western Ave, Brattleboro, VT 05301

  300 Western Ave, Brattleboro, VT 05301
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  /2

  $90,000

  • 3 Beds
  • 1 Bath
  • 1,030 Sq Ft

  93 Clark St, Brattleboro, VT 05301

  An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please,

  Christine Lewis Brattleboro Area Realty

  93 Clark St, Brattleboro, VT 05301
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  /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
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  /17

  Est $408,848 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft

  103 New England Dr, Brattleboro, VT 05301

  103 New England Dr, Brattleboro, VT 05301
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  /9

  $250,000

  • Land
  • 3.79 Acres
  • $65,963 per Acre

  000 Fort Dummer Heights, Brattleboro, VT 05301

  Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? 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

  000 Fort Dummer Heights, Brattleboro, VT 05301
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  /6

  $399,000 Sold May 02, 2025

  79 Putney Rd, Brattleboro, VT 05301

  • 4,087 Sq Ft
  • Built 1910

  Last Sold Summary

  • $98/SF
  • 217 Days On Market

  Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

  79 Putney Rd, Brattleboro, VT 05301
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  /37

  Est $309,743 Not Listed For Sale

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

  625 Western Ave, Brattleboro, VT 05301

  625 Western Ave, Brattleboro, VT 05301
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  /39

  $399,000

  • 4 Beds
  • 3 Baths
  • 3,616 Sq Ft

  198 Hillcrest Terrace, Brattleboro, VT 05301

  Welcome to this classic 4-bedroom, 3-bath Colonial on a lovely level 0.81-acre lot located on a quiet cul-du-sac in one of Brattleboro’s more desirable neighborhoods. Built in the 1970s, this well-loved home offers a timeless layout with plenty of room to live, relax, and entertain. The main level features a formal living room perfect for gatherings or quiet conversation, and a formal dining room

  Patrice Schneider Southern Vermont Realty Group

  198 Hillcrest Terrace, Brattleboro, VT 05301
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  /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

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  15 Laurel St, Brattleboro, VT 05301
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  /33

  Est $426,237 Not Listed For Sale

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

  55 Thayer Ridge Rd, Brattleboro, VT 05301

  55 Thayer Ridge Rd, Brattleboro, VT 05301
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  /39

  $625,000

  • 5 Beds
  • 4 Baths
  • 3,748 Sq Ft

  58 Oak St, Brattleboro, VT 05301

  Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro—home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and

  Rebecca Seymour Brattleboro Area Realty

  58 Oak St, Brattleboro, VT 05301
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  /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

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  144 Belmont Ave, Brattleboro, VT 05301
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  /17

  Not Listed For Sale

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

  124 Green St, Brattleboro, VT 05301

  124 Green St, Brattleboro, VT 05301
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  /33

  $415,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  137 Pleasant Valley Rd, Brattleboro, VT 05301

  Welcome to Pleasant Valley Road in beautiful West Brattleboro, Vermont! Lovingly created by the current owner, this incredibly efficient, timber frame home is custom built by a team of local craftsmen. A rare find, designed as an open concept with generous windows providing extraordinary light and connecting you to the outdoors. Insulated beyond expectation, 16 solar panels providing plentiful

  Christine Lewis Brattleboro Area Realty

  137 Pleasant Valley Rd, Brattleboro, VT 05301
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  /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
• 

  

  /20

  Est $295,716 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,150 Sq Ft

  173 Green St, Brattleboro, VT 05301

  173 Green St, Brattleboro, VT 05301
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  /60

  $895,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,258 Sq Ft

  266 Ursa Ridge Rd, Dummerston, VT 05301

  This home is living art, tucked away at the end of the road of lovely homes & hundreds of acres ridgetop, yet only 10 minutes from downtown Brattleboro. Built by a craftsman this home is gracious & energy efficient. Building materials have been harvested from it's 51-1/2 acre woodland. Rooms are thoughtfully designed awash with natural light. Walk up the covered, stone walkway to enter the

  Randi Ziter Brattleboro Area Realty

  266 Ursa Ridge Rd, Dummerston, VT 05301
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  /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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  /27

  Est $430,808 Not Listed For Sale

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

  22 Howard St, Brattleboro, VT 05301

  22 Howard St, Brattleboro, VT 05301
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  /60

  $499,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 3,415 Sq Ft

  23 Meeting House Ln, Brattleboro, VT 05301

  First Time on the Market – Premier Brattleboro Location!Nestled on one of the most desirable lots in one of Brattleboro’s finest neighborhoods, this well-maintained home is being offered for sale for the very first time! Custom-built by the current owner in 1970 with attention to detail, this spacious ranch offers comfort, functionality, and an impressive list of amenities.Perfect for

  Bert Inman RE/MAX Town & Country

  23 Meeting House Ln, Brattleboro, VT 05301
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  /39

  $312,450 Sold Jul 03, 2025

  96 Brattle St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Below List Price
  • $178/SF
  • 49 Days On Market

  Current Estimated Value $325,995

  Last Listing Agent Darlene Conca Keller Williams Realty Metro-Keene

  96 Brattle St, Brattleboro, VT 05301
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  /40

  Not Listed For Sale

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

  43 Williston St, Brattleboro, VT 05301

  43 Williston St, Brattleboro, VT 05301
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  /45

  $284,900

  • 4 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  49 Clark Ave, Brattleboro, VT 05301

  Fantastic neighborhood location directly across the street from Oak Grove School, around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro's downtown shops and restaurants! Quick closing available on this 4 bedroom, 1.5 bath cape cod style home. Two extra large upstairs bedrooms have been freshly painted and offer

  Lisa Friedman Great American Dream Realty

  49 Clark Ave, Brattleboro, VT 05301
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  /16

  $235,000 Sold Dec 24, 2024

  17 Robin Way, Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $188/SF
  • 47 Days On Market

  Current Estimated Value $248,827

  Last Listing Agent Rebecca Seymour Brattleboro Area Realty

  17 Robin Way, Brattleboro, VT 05301
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  /40

  Est $663,650 Not Listed For Sale

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

  43 Tyler St, Brattleboro, VT 05301

  43 Tyler St, Brattleboro, VT 05301
• 

  

  /40

  $324,900 Under Contract

  • 1 Bed
  • 1 Bath
  • 897 Sq Ft

  141 Mercier Rd, Brattleboro, VT 05301

  A cute cabin/camp on 8.3 acres of land. Easy access to Brattleboro, Wilmington and Dover. Beautiful finishes. Full kitchen, full bath with a sleeping loft and a private bedroom. Brand new septic system, and a dug well. Near VAST trails. Make this yours just in time for hunting season. Can't get any better than this, come take a look!!!

  Darlene Conca Keller Williams Realty Metro-Keene

  141 Mercier Rd, Brattleboro, VT 05301
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  /33

  $348,000 Sold May 21, 2025

  145 Marlboro Ave, Brattleboro, VT 05301

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

  Last Sold Summary

  • 4% Above List Price
  • $150/SF
  • 50 Days On Market

  Current Estimated Value $364,765

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

  145 Marlboro Ave, Brattleboro, VT 05301
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  /12

  Est $304,076 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,542 Sq Ft

  35 Upper Forest St, Brattleboro, VT 05301

  35 Upper Forest St, Brattleboro, VT 05301
• 

  

  /59

  $495,000

  • 4 Beds
  • 2 Baths
  • 3,090 Sq Ft

  301 Maple St, Brattleboro, VT 05301

  Sweet! It is starting to get chilly, we remember the oversized salt water pool fun and the summer heat on tanned skin, coming again in the spring. The flowers and shrubs will sing again next season, but for now, we get to love the hardscape that comes to life catching flakes and creating breathtaking sculptures that glitter and change as we watch. It is the season for snuggling in, all toasty and

  Christine Lewis Brattleboro Area Realty

  301 Maple St, Brattleboro, VT 05301

Showing Results 121 - 160, Page 4 of 18