Brattleboro, VT Homes

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  /60

  $5,900,000

  • 4 Beds
  • 8 Baths
  • 16,736 Sq Ft

  1950 Collins Rd, Brattleboro, VT 05301

  Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or

  

  Margretta Fischer

  Wohler Realty Group

  (802) 317-7158

  1950 Collins Rd, Brattleboro, VT 05301
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  /5

  $1,300 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  498 Marlboro Rd Unit N16, Brattleboro, VT 05301

  Property Id: 15107631 bed, 1 bath apartment in Brattleboro, VT! This unit features modern amenities like a microwave, oven, and refrigerator. Enjoy off-street parking, on-site laundry, and a beautiful lawn. Pets are welcome! Don't miss out on this gem for $1,300/month. Book your viewing today!

  498 Marlboro Rd Unit N16, Brattleboro, VT 05301
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  /17

  $200,000 Sold Jan 16, 2026

  75 Mather Rd, Brattleboro, VT 05301

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1959

  Last Sold Summary

  • 4% Below List Price
  • $278/SF
  • 6 Days On Market

  Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

  75 Mather Rd, Brattleboro, VT 05301
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  /40

  Est $368,271 Not Listed For Sale

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

  965 Western Ave, Brattleboro, VT 05301

  965 Western Ave, Brattleboro, VT 05301
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  /29

  $625,000

  • 5 Beds
  • 2 Baths
  • 2,774 Sq Ft

  618 Shearer Hill Rd, Brattleboro, VT 05301

  Discover the Best of Southern Vermont Living! Nestled in a bucolic country setting, this versatile property offers breathtaking views of a neighboring classic Sugar House and a large beaver pond that is the headwaters of the Green River. Whether you're seeking a serene country retreat, a dedicated ski house, or a comfortable year-round home, this classic cape checks all the boxes. The bright,

  Thomas Dahlin Berkley & Veller Greenwood Country

  618 Shearer Hill Rd, Brattleboro, VT 05301
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  /11

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • Apartment for Rent

  4 Elliot St Unit 2, Brattleboro, VT 05301

  Corner apartment in downtown Brattleboro in the National is located on the corner of Elliot and Main Street. This one-bedroom apartment is in a secure building, laundry facilities on site, with parking down the street in the parking garage. Pets are welcome with an extra pet fee.

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  4 Elliot St Unit 2, Brattleboro, VT 05301
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  /54

  $1,743,600 Sold Sep 30, 2025

  1324 Middle Rd, Brattleboro, VT 05301

  • 7 Beds
  • 7.5 Baths
  • 8,718 Sq Ft
  • Built 2005

  Last Sold Summary

  • 50% Below List Price
  • $200/SF
  • 274 Days On Market

  Current Estimated Value $1,786,435

  Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  1324 Middle Rd, Brattleboro, VT 05301
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  /26

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  1 Wildwood Dr, West Brattleboro, VT 05301

  1 Wildwood Dr, West Brattleboro, VT 05301
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  /42

  $650,000 Pending

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

  299 Sunset Lake Rd, Brattleboro, VT 05301

  This exceptional 3-bedroom residence offers refined rural living with space, comfort, and stunning natural surroundings. The home features expansive open living areas, anchored by a large living room with a fireplace, creating a warm yet elegant gathering space. A newly redesigned kitchen serves as the heart of the home, perfectly suited for entertaining family and guests. Enjoy seamless

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  299 Sunset Lake Rd, Brattleboro, VT 05301
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  /6

  $1,350 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  498 Marlboro Rd Unit S35, Brattleboro, VT 05301

  Property Id: 15108101 bed, 1 bath apartment in Brattleboro, VT! This unit features modern amenities like a microwave, oven, and refrigerator. Enjoy off-street parking, on-site laundry, and a beautiful lawn. Pets are welcome! Don't miss out on this gem for $1,350/month. Book your viewing today!

  498 Marlboro Rd Unit S35, Brattleboro, VT 05301
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  /60

  $570,000 Sold Jul 31, 2025

  290 Roel Rd, Brattleboro, VT 05301

  • 2 Beds
  • 2.5 Baths
  • 2,599 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $219/SF
  • 79 Days On Market

  Current Estimated Value $559,500

  Last Listing Agent Flex Realty Group Flex Realty

  290 Roel Rd, Brattleboro, VT 05301
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  /12

  Est $619,625 Not Listed For Sale

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

  58 Oak St, Brattleboro, VT 05301

  58 Oak St, Brattleboro, VT 05301
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  /33

  $475,000

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

  139 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

  139 Buttonwood Dr, Brattleboro, VT 05301
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  /8

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Apartment for Rent

  4 Elliot St Unit 3, Brattleboro, VT 05301

  The National, featuring this 1 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown. Coin operated Laundry is on site and off-street parking is available in the parking garage. The building is pet friendly

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  4 Elliot St Unit 3, Brattleboro, VT 05301
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  /40

  $781,000 Sold Sep 19, 2025

  1194 Ames Hill Rd, Brattleboro, VT 05301

  • 3 Beds
  • 5 Baths
  • 2,663 Sq Ft
  • Built 1944

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 33 Days On Market

  Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

  1194 Ames Hill Rd, Brattleboro, VT 05301
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  /3

  Est $416,408 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,863 Sq Ft

  394 Canal St, Brattleboro, VT 05301

  394 Canal St, Brattleboro, VT 05301
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  /30

  $579,000

  • 4 Beds
  • 2 Baths
  • 2,656 Sq Ft

  204 Meeting House Ln, Brattleboro, VT 05301

  Your Dream Home Awaits on Meetinghouse Lane! Nestled in the desirable and quiet neighborhood of Meetinghouse Lane, this contemporary home offers both privacy & charm. Surrounded by mature trees, the property feels like a peaceful retreat, while still being conveniently located. A paved driveway leads to an oversized two-car garage, connected to the house by a convenient breezeway. The expansive

  Desiree Stango Berkley & Veller Greenwood Country

  204 Meeting House Ln, Brattleboro, VT 05301
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  /9

  $1,425 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  28 Brook St Unit 4, Brattleboro, VT 05301

  Beautiful 2 bedroom apartment available in Brattleboro. Apartment located on second floor. Off street parking.

  28 Brook St Unit 4, Brattleboro, VT 05301
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  /36

  $341,000 Sold Jan 27, 2026

  7 Union St, Brattleboro, VT 05301

  • 4 Beds
  • 3 Baths
  • 1,668 Sq Ft
  • Built 1903

  Last Sold Summary

  • 10% Above List Price
  • $204/SF
  • 3 Days On Market

  Last Listing Agent Kathy Dowd Bellville Realty

  7 Union St, Brattleboro, VT 05301
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  /37

  Est $438,330 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft

  94 Brets Rd, Brattleboro, VT 05301

  94 Brets Rd, Brattleboro, VT 05301
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  /35

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,480 Sq Ft

  24 Laurel St, Brattleboro, VT 05301

  OPEN HOUSE SATURDAY FEBRUARY 7th 10 AM- 1 PM This well-maintained three-bedroom, two-bath single-family home is set on a level, fenced-in lot in a coveted neighborhood close to downtown, with convenient access to major highways. The home features radiant flooring, central air, and a finished basement offering flexible living or recreational space. A spacious kitchen provides ample cabinetry and

  Kelly Agrillo Southern Vermont Realty Group

  24 Laurel St, Brattleboro, VT 05301
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  /13

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  4 Elliot St Unit 8, Brattleboro, VT 05301

  The National, featuring this 2 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown and the mountain. Coin operated Laundry is on site and off street parking is available in the parking garage. The building is pet friendly

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  4 Elliot St Unit 8, Brattleboro, VT 05301
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  /33

  $350,000 Sold Apr 01, 2025

  113 Stockwell Dr, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Above List Price
  • $200/SF
  • 4 Days On Market

  Current Estimated Value $363,098

  Last Listing Agent Victoria Woods Brattleboro Area Realty

  113 Stockwell Dr, Brattleboro, VT 05301
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  /20

  Est $274,603 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  149 Canal St, Brattleboro, VT 05301

  149 Canal St, Brattleboro, VT 05301
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  /36

  $479,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,887 Sq Ft

  230 Western Ave, Brattleboro, VT 05301

  This beautifully renovated in-town home blends character, comfort, and convenience. From the welcoming front porch to the shaded backyard and new deck, every space has been thoughtfully updated. The sunny kitchen offers granite countertops, stainless steel appliances, and a well-planned pantry, while the living room is anchored by a handsome Italian pellet stove; efficient, warm, and the perfect

  John Hatton Berkley & Veller Greenwood Country

  230 Western Ave, Brattleboro, VT 05301
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  /30

  $1,400 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  210 Elliot St Unit 3, Brattleboro, VT 05301

  210 Elliot St Unit 3, Brattleboro, VT 05301
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  /37

  $375,000 Sold Jun 16, 2025

  146 Sherwood Cir, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1998

  Last Sold Summary

  • 7% Above List Price
  • $230/SF
  • 66 Days On Market

  Current Estimated Value $384,176

  Last Listing Agent Kate Barry EXP Realty

  146 Sherwood Cir, Brattleboro, VT 05301
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  /31

  Est $383,959 Not Listed For Sale

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

  47 Sherwood Cir, Brattleboro, VT 05301

  47 Sherwood Cir, Brattleboro, VT 05301
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  /44

  $425,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 3,314 Sq Ft

  76 Spruce St, Brattleboro, VT 05301

  Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office

  Christine Lewis Brattleboro Area Realty

  76 Spruce St, Brattleboro, VT 05301
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  /13

  $1,875 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  995 Western Ave Unit 200, Brattleboro, VT 05301

  This full floor, renovated two-bedroom apartment is up a flight of steps on the 2nd floor. Amenities include eat-in kitchen with tile backsplash, dishwasher, windows on all sides, pantry or small office, a private, glassed-in porch with woods and mountain views, 1/2 open garage plus parking in the driveway for a second car, separate entrance, and a large backyard. Mowing, snow removal and heat

  995 Western Ave Unit 200, Brattleboro, VT 05301
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  /2

  $80,000 Sold Dec 19, 2025

  Lot #3 Peachtree Ln, Brattleboro, VT 05301

  • Land
  • 4.27 Acres
  • $18,735 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 50 Days On Market

  Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

  Lot #3 Peachtree Ln, Brattleboro, VT 05301
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  /26

  Est $317,521 Not Listed For Sale

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

  240 S Main St, Brattleboro, VT 05301

  240 S Main St, Brattleboro, VT 05301
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  /24

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  115 Country Hill, Brattleboro, VT 05301

  This lovely West Brattleboro cape is located on a quiet cul-de-sac right on the outskirts of town. Built in 2002 with a spacious design, you enter through the oversized two-car garage into a contemporary kitchen. Features include granite countertops, tile floors, an elegant backsplash, and a door leading to a private terrace, ideal for family gatherings or entertaining. The first floor has

  Kristen Ziter Taylor Brattleboro Area Realty

  115 Country Hill, Brattleboro, VT 05301
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  /41

  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  92 Prospect St Unit 1, Brattleboro, VT 05301

  Available Now - First Floor apartment in duplex close to downtown Brattleboro. 2 bedroom, beautiful wood floors, Covered porch, pantry, non-working fireplace, 2 Off street assigned parking spaces.Snow Removal, Garbage and Water Included. Tenants pay all utilities and oil. $1500/month - First and security deposit required.Email for Info or Application. Credit and Background checks

  92 Prospect St Unit 1, Brattleboro, VT 05301
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  /33

  $386,250 Sold Jun 12, 2025

  33 Frost Place, Brattleboro, VT 05301

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

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 49 Days On Market

  Current Estimated Value $372,500

  Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

  33 Frost Place, Brattleboro, VT 05301
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  /14

  Est $232,647 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,708 Sq Ft

  202 Canal St, Brattleboro, VT 05301

  202 Canal 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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  /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

  Last Listing Agent Rebecca Seymour Brattleboro Area Realty

  91 Carriage Hill Rd, Brattleboro, VT 05301
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  /32

  Est $209,850 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  36 Augur Hole Rd, Brattleboro, VT 05301

  36 Augur Hole Rd, Brattleboro, VT 05301
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  /39

  $399,000 Under Contract

  • 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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