Homes in ZIP Code 05301

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  /32

  $560,000

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

  162 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

  162 Buttonwood Dr, Brattleboro, VT 05301
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  /43

  $549,000 Sold May 23, 2025

  500 Hague Rd, Dummerston, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,876 Sq Ft
  • Built 2006

  Last Sold Summary

  • $293/SF
  • 184 Days On Market

  Current Estimated Value $561,762

  Last Listing Agent Kate Barry EXP Realty

  500 Hague Rd, Dummerston, VT 05301
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  /32

  Est $331,210 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  499 S Main St, Brattleboro, VT 05301

  499 S Main St, Brattleboro, VT 05301
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  /5

  $680,000 Under Contract

  • 5,540 Sq Ft

  50 Terrace St, Brattleboro, VT 05301

  SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and

  Dan Normandeau Berkley & Veller Greenwood Country

  50 Terrace St, Brattleboro, VT 05301
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  /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

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  65 Hillwinds N, Brattleboro, VT 05301
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  /27

  Est $251,390 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,665 Sq Ft

  379 S Main St, Brattleboro, VT 05301

  379 S Main St, Brattleboro, VT 05301
• 

  

  /36

  $479,000

  • 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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  /26

  $331,000 Sold Jan 07, 2025

  142 Spruce St, Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 1930

  Last Sold Summary

  • 11% Above List Price
  • $376/SF
  • 10 Days On Market

  Current Estimated Value $338,254

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  142 Spruce St, Brattleboro, VT 05301
• 

  

  /23

  Est $302,519 Not Listed For Sale

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

  380 S Main St, Brattleboro, VT 05301

  380 S Main St, Brattleboro, VT 05301
• 

  /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

  Christine Lewis Brattleboro Area Realty

  109 Central St, Brattleboro, VT 05301
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  /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

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  36 Spruce St, Brattleboro, VT 05301
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  /12

  Est $371,704 Not Listed For Sale

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

  71 Home St, Brattleboro, VT 05301

  71 Home St, Brattleboro, VT 05301
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  /44

  $425,000

  • 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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  /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

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
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  /24

  Est $259,961 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  46 Moreland Ave, Brattleboro, VT 05301

  46 Moreland Ave, Brattleboro, VT 05301
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  /30

  $369,000

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

  1089 Marlboro Rd, Brattleboro, VT 05301

  The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy

  Christine Lewis Brattleboro Area Realty

  1089 Marlboro Rd, Brattleboro, VT 05301
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  /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
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  /16

  Est $424,384 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,722 Sq Ft

  68 Wilsons Woods Rd, Brattleboro, VT 05301

  68 Wilsons Woods Rd, Brattleboro, VT 05301
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  /38

  $359,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,321 Sq Ft

  257 Partridge Rd, Guilford, VT 05301

  Beautiful north and westerly views! This sweet 2-bedroom, 2-bath, low maintenance home with a 2-car garage was built in 2004 and handsomely sits perched atop of a gentle hill and overlooks the rolling knolls and the pretty fields below. A stone's throw to the historic Guilford Store and Cafe- have your morning coffee and muffin there, at your kitchen table or out on your side deck overlooking the

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  257 Partridge Rd, Guilford, VT 05301
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  /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 $658,603

  Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

  395 Hillwinds Rd, Brattleboro, VT 05301
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  /40

  Est $478,359 Not Listed For Sale

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

  67 Wilsons Woods Rd, Brattleboro, VT 05301

  67 Wilsons Woods Rd, Brattleboro, VT 05301
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  /41

  $474,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  216 Ghastly Job Way, Wilmington, VT 05363

  Vermont mountain getaway perched on a private parcel at the end of a quiet country road, this charming mountain retreat offers sweeping long-range views spanning from the Green Mountains within the National Forest north to Mount Snow and east toward neighboring Marlboro. Enjoy breathtaking sunsets from the covered front porch or relax in the outdoor hot tub surrounded by nature. Inside, the

  Monique White Deerfield Valley Real Estate

  216 Ghastly Job Way, Wilmington, VT 05363
• 

  /2

  $525,000 Sold May 16, 2025

  135 Upper Dummerston Rd, Brattleboro, VT 05301

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft
  • Built 1910

  Last Sold Summary

  • 19% Below List Price
  • $146/SF
  • 269 Days On Market

  Current Estimated Value $536,188

  Last Listing Agent Susan LeCours Barrett & Valley Assoc. Inc

  135 Upper Dummerston Rd, Brattleboro, VT 05301
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  /30

  Est $405,008 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  49 Marlboro Ave, Brattleboro, VT 05301

  49 Marlboro Ave, Brattleboro, VT 05301
• 

  

  /24

  $389,000 Under Contract

  • 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
• 

  

  /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
• 

  

  /24

  Est $566,840 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft

  89 Oak Grove Ave, Brattleboro, VT 05301

  89 Oak Grove Ave, Brattleboro, VT 05301
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  /5

  $270,000

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

  556 S Main St, Brattleboro, VT 05301

  What a great way to start your home ownership! A tenant can help with the monthly expenses letting you build your own reserves and take a bit ofpressure off the cost of home ownership! This 2 family has two-3 bedroom units, a nice yard and off street parking. Check it out and see for yourself...please respect the 48 hour notice for tenants, mask up! No interior photos due to tenant privacy.

  Christine Lewis Brattleboro Area Realty

  556 S Main St, 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
• 

  

  /40

  Est $351,161 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,629 Sq Ft

  38 Borkowski Rd, Guilford, VT 05301

  38 Borkowski Rd, Guilford, VT 05301
• 

  

  /16

  $259,900

  • Land
  • 29.2 Acres
  • $8,901 per Acre

  1270 Melendy Hill Rd, Guilford, VT 05301

  A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is

  Christine Lewis Brattleboro Area Realty

  1270 Melendy Hill Rd, Guilford, 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
• 

  

  /16

  Est $232,539 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,343 Sq Ft

  23 Winter Ct, Brattleboro, VT 05301

  23 Winter Ct, Brattleboro, VT 05301
• 

  

  /13

  $79,000

  • Land
  • 3.69 Acres
  • $21,409 per Acre

  0 Honeycomb Hill, Marlboro, VT 05301

  On the privately maintained road of Honeycomb Hill sits this 3.69 acre lot. The wooded parcel has young tree growth and slopes gently. There are three areas that are fairly level and open and may be suitable building sites. Just 30 minutes to Mt. Snow, 25 minutes to Brattleboro and 15 minutes to Harriman Reservoir, this conveniently located parcel offers easy access to all of Southern Vermont's

  Laura D'Angelo Berkley & Veller Greenwood Country

  0 Honeycomb Hill, Marlboro, VT 05301
• 

  

  /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 M. Wallace Berkley & Veller Greenwood Country

  19 Western Ave, Brattleboro, VT 05301
• 

  

  /21

  Est $263,558 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  91 Pine St, Brattleboro, VT 05301

  91 Pine St, Brattleboro, VT 05301
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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
• 

  

  /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
• 

  

  /25

  Est $258,831 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  88 Washington St, Brattleboro, VT 05301

  88 Washington St, 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

Showing Results 121 - 160, Page 4 of 18