6,752

Homes in ZIP Code 05301

Section Image
    • /22

      Est $285,271

      Not Listed For Sale

      1075 Middle Rd, Brattleboro, VT 05301

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1968
      1075 Middle Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 7 Days On Market

  • /46

    $625,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    143 Hillwinds Rd, Brattleboro, VT 05301

    Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden

    Christine Lewis Brattleboro Area Realty

    143 Hillwinds Rd, Brattleboro, VT 05301
  • /15

    $52,000

    Sold May 15, 2026

    Lot 4 Ghastly Job Way, Wilmington, VT 05363

    • Land
    • 3.58 Acres
    • $14,525 per Acre

    Last Sold Summary

    • 31% Below List Price
    • 369 Days On Market

    Last Listing Agent Monique White Deerfield Valley Real Estate

    Lot 4 Ghastly Job Way, Wilmington, VT 05363
    • /33

      Est $333,737

      Not Listed For Sale

      1219 Wickopee Hill Rd, Dummerston, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,532 Sq Ft
      • Built 1980
      1219 Wickopee Hill Rd, Dummerston, VT 05301

      Last Sold Summary

      • 10 Days On Market

  • /37

    $795,000

    • 4 Beds
    • 4 Baths
    • 3,600 Sq Ft

    5 Hillwinds N, Brattleboro, VT 05301

    Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through

    Robert Doyle Berkley & Veller Greenwood Country

    5 Hillwinds N, Brattleboro, VT 05301
  • /4

    $360,000

    Sold May 18, 2026

    1469 Higley Hill Rd, West Marlboro, VT 05363

    • 4 Beds
    • 2 Baths
    • 1,768 Sq Ft
    • Built 1973

    Last Sold Summary

    • $204/SF
    • 0 Days On Market

    Current Estimated Value $391,151

    Last Listing Agent Melissa Nebelski Real Broker LLC

    1469 Higley Hill Rd, West Marlboro, VT 05363
    • /36

      Est $338,163

      Not Listed For Sale

      1670 Upper Dummerston Rd, Dummerston, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1949
      1670 Upper Dummerston Rd, Dummerston, VT 05301

      Last Sold Summary

      • 7 Days On Market

  • /35

    $329,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,480 Sq Ft

    408 Old Guilford Rd, Brattleboro, VT 05301

    This is the first time this home is being offered for sale. Owned and maintained by the same owner for the past 46 years! This home is hidden from the road. Enter via the Right of Way and the land opens up into a lovely private, garden filled yard. This property abuts the Fort Dummer State Park, so you've got miles of trails in your back yard! The ranch style living offers an open concept

    Victoria Woods Brattleboro Area Realty

    408 Old Guilford Rd, Brattleboro, VT 05301
  • /29

    $330,000

    Sold Jul 25, 2025

    64 Meadowbrook Rd, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 1890

    Last Sold Summary

    • 3% Below List Price
    • $244/SF
    • 16 Days On Market

    Current Estimated Value $334,261

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    64 Meadowbrook Rd, Brattleboro, VT 05301
    • /10

      Est $286,965

      Not Listed For Sale

      272 Stickney Brook Rd, Dummerston, VT 05301

      • 4 Beds
      • 3 Baths
      • 2,079 Sq Ft
      • Built 1970
      272 Stickney Brook Rd, Dummerston, VT 05301

      Last Sold Summary

      • 84 Days On Market

  • /18

    $285,000

    $35K PRICE DROP
    • 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
  • /2

    $615,000

    Sold May 11, 2026

    75 Ryan Rd, Dummerston, VT 05301

    • 4 Beds
    • 2.5 Baths
    • 2,511 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $245/SF
    • 0 Days On Market

    Current Estimated Value $640,623

    Last Listing Agent Carol Slocum Keller Williams Realty Metro-Keene

    75 Ryan Rd, Dummerston, VT 05301
    • /13

      Est $281,343

      Not Listed For Sale

      108 Hopkins Rd, Dummerston, VT 05301

      • 2 Beds
      • 0.5 Baths
      • 1,829 Sq Ft
      • Built 2015
      108 Hopkins Rd, Dummerston, VT 05301

      Last Sold Summary

      • 103 Days On Market

  • /4

    $132,500

    $7K PRICE DROP
    • Land
    • 1.3 Acres
    • $101,923 per Acre

    00 Creamery Rd, Guilford, VT 05301

    Just in time for Spring building! This incredibly beautiful high meadow is perfect for your new home, be it a get away or primary. Wake up to the views of the local hills and rolling countryside...enjoy gardening, a pool, decks or covered porches ..or just install oversized windows to take advantage while you putter about! Soils tests are done...drive is into the lot...consult GMP for power...Get

    Christine Lewis Brattleboro Area Realty

    00 Creamery Rd, Guilford, 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 $394,780

    Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

    155 Oak Grove Ave, Brattleboro, VT 05301
    • /40

      Est $367,904

      Not Listed For Sale

      36 Goldfinch Ln, Brattleboro, VT 05301

      • 4 Beds
      • 1.5 Baths
      • 1,716 Sq Ft
      • Built 1935
      36 Goldfinch Ln, Brattleboro, VT 05301

      Last Sold Summary

      • 17 Days On Market

  • /60

    $1,215,000

    • 4 Beds
    • 3 Baths
    • 3,632 Sq Ft

    350 Sunset Lake Rd, Newfane, VT 05301

    Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    350 Sunset Lake Rd, Newfane, VT 05301
  • /2

    $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
    • 127 Days On Market

    Current Estimated Value $583,553

    Last Listing Agent Kate Barry EXP Realty

    500 Hague Rd, Dummerston, VT 05301
    • /32

      Est $318,902

      Not Listed For Sale

      499 S Main St, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1980
      499 S Main St, Brattleboro, VT 05301

      Last Sold Summary

      • 9 Days On Market

  • /10

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,139 Sq Ft

    108 Morningside Commons, Brattleboro, VT 05301

    Take a deep breath...enjoy your free time...sit back and wait for the walks to be clear, the lawn mowed and the flowers to bloom...without lifting a finger! Take a dip in the clear waters of the fenced, private pool or have a game of friendly tennis or pickleball! No clean up there either! The best of the best! Top floor, end unit 2nd floor deck for looking down at the world, and windows

    Christine Lewis Brattleboro Area Realty

    108 Morningside Commons, 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 $919,802

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    65 Hillwinds N, Brattleboro, VT 05301
    • /27

      Est $236,654

      Not Listed For Sale

      379 S Main St, Brattleboro, VT 05301

      • 3 Beds
      • 1 Bath
      • 1,665 Sq Ft
      • Built 1850
      379 S Main St, Brattleboro, VT 05301

      Last Sold Summary

      • 137 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
  • /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 $396,149

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301
    • /12

      Est $342,769

      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

  • /32

    $175,000

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

    9 Evergreen Ln, Brattleboro, VT 05301

    Discover a rare opportunity at 9 Evergreen in Brattleboro, VT. This 2-bedroom, 2-bathroom end unit condo is a blank canvas awaiting your creative vision. While the property requires a full renovation, the heavy lifting has already been done; the interior has been completely cleared out and is clean, making it truly ready for a straightforward and efficient transformation. The end unit position

    Kate Barry EXP Realty

    9 Evergreen Ln, 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 $249,923

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

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

      Est $242,472

      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

  • /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
  • /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
    • /16

      Est $393,279

      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

  • /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
  • /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
    • /40

      Est $464,180

      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

  • /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
  • /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 $574,593

      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

  • /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
  • /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
    • /40

      Est $343,702

      Not Listed For Sale

      38 Borkowski Rd, Guilford, VT 05301

      • 3 Beds
      • 2.5 Baths
      • 2,629 Sq Ft
      • Built 1800
      38 Borkowski Rd, Guilford, VT 05301

      Last Sold Summary

      • 8 Days On Market

Showing Results 121 - 160, Page 4 of 18

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