6,752

Homes in ZIP Code 05301

Section Image
  • /42

    $590,000

    Sold May 18, 2026

    299 Sunset Lake Rd, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 1,995 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Below List Price
    • $296/SF
    • 21 Days On Market

    Current Estimated Value $558,731

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    299 Sunset Lake Rd, Brattleboro, VT 05301
    • /18

      Est $342,800

      Not Listed For Sale

      103 Great Blue Heron Dr, Guilford, VT 05301

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1988
      103 Great Blue Heron Dr, Guilford, VT 05301

      Last Sold Summary

      • 7 Days On Market

  • /22

    $399,000

    • 9 Beds
    • 3 Baths
    • 3,286 Sq Ft

    19 Canal St, Brattleboro, VT 05301

    Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an

    Karen Hoppe Berkley & Veller Greenwood Country

    19 Canal St, Brattleboro, VT 05301
  • /22

    $89,900

    Sold Jan 23, 2026

    2 Wagon Dr, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 910 Sq Ft
    • Built 1977

    Last Sold Summary

    • $99/SF
    • 6 Days On Market

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    2 Wagon Dr, Brattleboro, VT 05301
    • /37

      Est $326,543

      Not Listed For Sale

      298 Sweet Pond Rd, Guilford, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1970
      298 Sweet Pond Rd, Guilford, VT 05301

      Last Sold Summary

      • 22 Days On Market

  • /2

    $350,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 3,312 Sq Ft

    573 S Main St, Brattleboro, VT 05301

    Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment. Masks

    Christine Lewis Brattleboro Area Realty

    573 S Main St, Brattleboro, VT 05301
  • /12

    $325,000

    Sold Feb 20, 2026

    16 Sycamore St, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $339/SF
    • 10 Days On Market

    Current Estimated Value $322,276

    Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

    16 Sycamore St, Brattleboro, VT 05301
    • /18

      Est $383,661

      Not Listed For Sale

      563 Stage Rd, Guilford, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,502 Sq Ft
      • Built 1952
      563 Stage Rd, Guilford, VT 05301

      Last Sold Summary

      • 3 Days On Market

  • /8

    $48,000

    $4K PRICE DROP
    • Land
    • 6.1 Acres
    • $7,869 per Acre

    0 Cooke Rd, Brattleboro, VT 05301

    Amidst rolling VT farmland, sits these 6 acres in West Brattleboro. While there is road frontage on Rte 9, the driveway is off the class 4 section of Cooke Rd. There's about 250 feet of Cooke Rd that you would need to maintain before the town road. The ROW into the land parallels the power lines, which you cannot see when you're on the land. There a nice cleared shelf when you walk in and then

    Victoria Woods Brattleboro Area Realty

    0 Cooke Rd, Brattleboro, VT 05301
  • /33

    $455,000

    Sold Mar 04, 2026

    139 Buttonwood Dr, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $327/SF
    • 6 Days On Market

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    139 Buttonwood Dr, Brattleboro, VT 05301
    • /39

      Est $721,011

      Not Listed For Sale

      762 Stage Rd, Guilford, VT 05301

      • 3 Beds
      • 3.5 Baths
      • 3,272 Sq Ft
      • Built 1772
      762 Stage Rd, Guilford, VT 05301

      Last Sold Summary

      • 82 Days On Market

  • /26

    $395,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    135 Country Hill, Brattleboro, VT 05301

    Built in 2004 in this much-loved neighborhood, on a desirable one-way cul-de-sac, beautifully maintained, sits this 3-bedroom, 3-bath home. The first floor has a beautiful, large, eat-in kitchen, dining room, 1/2 bath, and access to a very spacious and inviting 16x16 deck ideal for family gatherings or entertaining, and a real sense of privacy. On the second floor, there is a primary bedroom with

    Neil Goldberg Brattleboro Area Realty

    135 Country Hill, Brattleboro, VT 05301
  • /19

    $305,000

    Sold Aug 05, 2025

    85 Crosby St, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Above List Price
    • $203/SF
    • 41 Days On Market

    Current Estimated Value $312,837

    Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

    85 Crosby St, Brattleboro, VT 05301
    • /19

      Est $355,356

      Not Listed For Sale

      1190 Stage Rd, Guilford, VT 05301

      • 4 Beds
      • 2 Baths
      • 1,351 Sq Ft
      • Built 1920
      1190 Stage Rd, Guilford, VT 05301

      Last Sold Summary

      • 8 Days On Market

  • /7

    $75,000

    • Land
    • 20.8 Acres
    • $3,606 per Acre

    0 Hunter Brook Rd, Marlboro, VT 05344

    *Please do not go onto the neighbors driveways.* Deep into Marlboro, on a seasonal rd, set up camp and fall asleep to the white noise of the brook. The campsite is flat, right off the road and then the land slopes upward. At the back there is a shared pond site.Hunter Brook Rd is not maintained in the wintertime, from the Marlboro side; you'll need to snowmobile, ski or walk in.

    Victoria Woods Brattleboro Area Realty

    0 Hunter Brook Rd, Marlboro, VT 05344
  • /56

    $240,000

    Sold Aug 29, 2025

    67 Morningside Commons, Guilford, VT 05301

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $227/SF
    • 19 Days On Market

    Current Estimated Value $237,691

    Last Listing Agent Sally Fegley BHG Masiello Brattleboro

    67 Morningside Commons, Guilford, VT 05301
    • /40

      Est $446,204

      Not Listed For Sale

      98 Jelly Mill Rd, Guilford, VT 05301

      • 2 Beds
      • 2 Baths
      • 1,190 Sq Ft
      • Built 1860
      98 Jelly Mill Rd, Guilford, VT 05301

      Last Sold Summary

      • 0 Days On Market

  • /2

    $370,000

    • 5 Beds
    • 4 Baths
    • 3,002 Sq Ft

    10 Birge St, Brattleboro, VT 05301

    Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser.

    Christine Lewis Brattleboro Area Realty

    10 Birge St, Brattleboro, VT 05301
  • /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
    • /25

      Est $227,361

      Not Listed For Sale

      2857 Coolidge Hwy, Guilford, VT 05301

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft
      • Built 1880
      2857 Coolidge Hwy, Guilford, VT 05301

      Last Sold Summary

      • 45 Days On Market

  • /40

    $825,000

    • 5 Beds
    • 1 Bath
    • 1,224 Sq Ft

    6036 Jacksonville Stage Rd, Guilford, VT 05301

    Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings—many ready for restoration, reimagining, or

    Melissa Nebelski Real Broker LLC

    6036 Jacksonville Stage Rd, Guilford, 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 $613,714

    Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

    49 Tyler St, Brattleboro, VT 05301
    • /27

      Est $257,658

      Not Listed For Sale

      1211 Guilford Center Rd, Guilford, VT 05301

      • 1 Bed
      • 1 Bath
      • 816 Sq Ft
      • Built 1965
      1211 Guilford Center Rd, Guilford, VT 05301

      Last Sold Summary

      • 10 Days On Market

  • /11

    $250,000

    • Land
    • 18 Acres
    • $13,889 per Acre

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

    Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

    Christine Lewis Brattleboro Area Realty

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
  • /41

    $545,000

    Sold Jul 18, 2025

    441 Guilford St, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Below List Price
    • $222/SF
    • 48 Days On Market

    Current Estimated Value $558,990

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    441 Guilford St, Brattleboro, VT 05301
    • /19

      Est $425,253

      Not Listed For Sale

      742 Coolidge Hwy, Guilford, VT 05301

      • 3 Beds
      • 3.5 Baths
      • 1,895 Sq Ft
      • Built 1999
      742 Coolidge Hwy, Guilford, VT 05301

      Last Sold Summary

      • 35 Days On Market

  • /51

    $899,800

    $49K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft

    925 Hinesburg Rd, Brattleboro, VT 05301

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    925 Hinesburg Rd, 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 $400,259

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

    156 Sherwood Cir, Brattleboro, VT 05301
    • /40

      Est $296,239

      Not Listed For Sale

      46 Buck Hill Dr, Guilford, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,736 Sq Ft
      • Built 2000
      46 Buck Hill Dr, Guilford, VT 05301

      Last Sold Summary

      • 25 Days On Market

  • /10

    $199,000

    $51K PRICE DROP
    • Land
    • 23.1 Acres
    • $8,615 per Acre

    184 Dupre Dr, Guilford, VT 05301

    Here's a large 23.10 +/- acre parcel that's mostly wooded but with a little bit of open field and possible short range local views. Conveniently located within a few minutes of town, here's an opportunity to enjoy country living while having access to modern amenities. There's a lot of potential for the right buyer! Please respect the privacy of the other houses on the road past this land.

    A.J. Bellville Bellville Realty

    184 Dupre Dr, Guilford, VT 05301
  • /14

    $65,000

    Sold Jul 11, 2025

    4 Brookwood Dr, West Brattleboro, VT 05301

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $70/SF
    • 70 Days On Market

    Last Listing Agent Cassandra Ehrlich BHG Masiello Brattleboro

    4 Brookwood Dr, West Brattleboro, VT 05301
    • /40

      Est $768,834

      Not Listed For Sale

      3137 Bonnyvale Rd, Guilford, VT 05301

      • 3 Beds
      • 2.5 Baths
      • 2,186 Sq Ft
      • Built 1762
      3137 Bonnyvale Rd, Guilford, VT 05301

      Last Sold Summary

      • 12 Days On Market

  • /44

    $319,000

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

    380 S Main St, Brattleboro, VT 05301

    Charming and conveniently located, this inviting home is situated less than one mile from the heart of Brattleboro Village. Offering 3–4 bedrooms, including a first-floor bedroom for added flexibility, the home features a practical mudroom entry and a bright, sun-filled dining porch just off the kitchen. The basement provides a dedicated workshop area, laundry space, and ample additional storage.

    Jessica Citera Cummings & Co

    380 S Main 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 $391,499

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    111 Bonnyvale Rd, Brattleboro, VT 05301
    • /34

      Est $228,018

      Not Listed For Sale

      766 Us Route 5, Dummerston, VT 05301

      • 5 Beds
      • 3 Baths
      • 3,000 Sq Ft
      • Built 1920
      766 Us Route 5, Dummerston, VT 05301

      Last Sold Summary

      • 92 Days On Market

  • /45

    $329,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,218 Sq Ft

    119 Forest St, Brattleboro, VT 05301

    Great location in the heart of Brattleboro. This 3-bedroom, 1-bathroom Jewel of a home is as efficient as it is charming. Very well maintained, with gorgeous maple floors, built-ins, original natural woodwork, elegant marble countertops, and an open kitchen/dining/living space that shines with a southern exposure. Snug little wood stove adds to the uplifting spirit in this home. Large upstairs

    Kristen Ziter Taylor Brattleboro Area Realty

    119 Forest St, Brattleboro, VT 05301
  • /26

    $207,000

    Sold May 27, 2025

    9 Garden Dr, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1920

    Last Sold Summary

    • 9% Above List Price
    • $137/SF
    • 28 Days On Market

    Current Estimated Value $223,801

    Last Listing Agent Sue Beaudet EXP Realty

    9 Garden Dr, Brattleboro, VT 05301
    • /23

      Est $609,183

      Not Listed For Sale

      50 Knapp Rd, Dummerston, VT 05301

      • 4 Beds
      • 3 Baths
      • 1,750 Sq Ft
      • Built 1998
      50 Knapp Rd, Dummerston, VT 05301

      Last Sold Summary

      • 10 Days On Market

  • /3

    $125,000

    $50K PRICE DROP
    • Land
    • 1.75 Acres
    • $71,429 per Acre

    0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301

    Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what morecould 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

    Christine Lewis Brattleboro Area Realty

    0 Fort Dummer Heights Unit 4934976, 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

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home