30,790

Windham County, VT Homes

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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 $130,002

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

    1149 Western Ave, Brattleboro, VT 05301
    • /26

      Est $208,673 Not Listed For Sale

      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,848 Sq Ft
      • Built 1968
      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 5% Above List Price
      • $108/SF
      • 119 Days On Market
      • Last Sold Price $199,000
      • Feb 15, 2024

      Last Listing Agent Kerry Mulverhill

  • /60

    $1,000,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    580 Cross Rd, South Londonderry, VT 05155

    Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

    Loana Sargent Wohler Realty Group

    580 Cross Rd, South Londonderry, VT 05155
  • /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 $124,494

    Last Listing Agent Derek Greene Derek Greene

    7 Nichols Dr, Guilford, VT 05301
    • /28

      Est $371,180 Not Listed For Sale

      125 Randall Hill Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 1,535 Sq Ft
      • Built 1988
      125 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 11% Below List Price
      • $270/SF
      • 14 Days On Market
      • Last Sold Price $414,900
      • Aug 16, 2024

      Last Listing Agent Jacob Barnes EXP Realty

  • /41

    $875,000

    • 7 Beds
    • 6.5 Baths
    • 1,152 Sq Ft

    136 Vermont Route 100, Dover, VT 05356

    Residential Property with Income Potential Near Mount Snow Discover a rare opportunity to own a versatile residential property with multiple income streams, located just minutes from the village of West Dover and the Mount Snow Resort area. Whether used as a primary residence, second home, or investment property, this offering provides exceptional flexibility. The main residence features a

    Cyd Scott Cohn & Company

    136 Vermont Route 100, Dover, VT 05356
  • /20

    $590,000 Sold Nov 19, 2025

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft
    • Built 2000

    Last Sold Summary

    • $641/SF
    • 59 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360
    • /31

      Est $281,349 Not Listed For Sale

      115 Randall Hill Rd, Bellows Falls, VT 05101

      • 2 Beds
      • 1.5 Baths
      • 2,030 Sq Ft
      • Built 1978
      115 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 3% Below List Price
      • $143/SF
      • 10 Days On Market
      • Last Sold Price $290,000
      • Apr 26, 2024

      Last Listing Agent Betty McEnaney Diamond Realty

  • /60

    $825,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 2,220 Sq Ft

    177 Vermont 121, Grafton, VT 05146

    Get your own Corner of the Sky! Experience an extraordinary 17-acre hilltop retreat offering absolute seclusion, yet situated just a short walk from the heart of historic Grafton Village. Enjoy morning pastries at the general store or a cocktail at the Inn, then retreat to your private sanctuary. The sun-drenched 2-bedroom, 2-bathroom residence has been meticulously renovated for the modern

    Heidi Bernier Berkley & Veller Greenwood Country

    177 Vermont 121, Grafton, VT 05146
  • /11

    $240,000 Sold Mar 02, 2026

    3C Snow Mountain Village Unit 113, Dover, VT 05356

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $375/SF
    • 8 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    3C Snow Mountain Village Unit 113, Dover, VT 05356
    • /26

      Est $267,935 Not Listed For Sale

      75 Randall Hill Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1957
      75 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 5% Above List Price
      • $253/SF
      • 3 Days On Market
      • Last Sold Price $255,000
      • Sep 17, 2024

      Last Listing Agent Victoria Woods Brattleboro Area Realty

  • /16

    $174,900 Under Contract

    • 1 Bed
    • 1 Bath
    • 440 Sq Ft

    17 Henry St, Bellows Falls, VT 05101

    Welcome to 17 Henry Street in Bellows Falls, Vermont, a thoughtfully designed 440 sq ft home built in 2023 that blends modern craftsmanship with efficient, low-maintenance living. This all-electric property offers a streamlined lifestyle without compromising on quality or comfort. Inside, you’ll find a bright, open-concept layout featuring engineered hickory flooring, quartz countertops, and

    Jamie Watson BHG Masiello Keene

    17 Henry St, Bellows Falls, VT 05101
  • /27

    $405,000 Sold Jul 25, 2025

    2193 Old County Rd, West Halifax, VT 05358

    • 3 Beds
    • 1.5 Baths
    • 1,883 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $215/SF
    • 27 Days On Market

    Current Estimated Value $435,018

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    2193 Old County Rd, West Halifax, VT 05358
    • /40

      Est $434,896 Not Listed For Sale

      65 Randall Hill Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2.5 Baths
      • 1,883 Sq Ft
      • Built 2015
      65 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 11% Below List Price
      • $260/SF
      • 92 Days On Market
      • Last Sold Price $490,000
      • Oct 05, 2023

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /15

    $530,000

    • Land
    • 30 Acres
    • $17,667 per Acre

    00 W Hill Rd S, Jamaica, VT 05343

    Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers

    Jacki Murano Southern Vermont Realty Group

    00 W Hill Rd S, Jamaica, VT 05343
  • /48

    $23,500 Sold Feb 02, 2026

    230, Qtr 2 Grand Summit Way Unit 230, Qtr 2, Dover, VT 05356

    • 1 Bed
    • 2 Baths
    • 941 Sq Ft
    • Built 1998

    Last Sold Summary

    • 16% Below List Price
    • $25/SF
    • 75 Days On Market

    Last Listing Agent Donna Brown Skihome Realty

    230, Qtr 2 Grand Summit Way Unit 230, Qtr 2, Dover, VT 05356
    • /14

      Est $368,637 Not Listed For Sale

      135 Lower Bartonsville Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft
      • Built 1977
      135 Lower Bartonsville Rd, Chester, VT 05143

      Last Sold Summary

      • 42% Above List Price
      • $137/SF
      • 107 Days On Market
      • Last Sold Price $260,000
      • Dec 01, 2023

      Last Listing Agent April Shepard Twin State Realty LLC

  • /30

    $139,000

    • Land
    • 20.1 Acres
    • $6,915 per Acre

    251 Phillips Hill Rd, West Halifax, VT 05358

    Discover 20.10 acres of land in Halifax, Vermont, just a short drive to Greenfield, MA, and from skiing at Mount Snow and The Hermitage Club. This property consists of two separately deeded building lots, offering flexibility for two homes or a single retreat. Enjoy seasonal mountain views, peaceful surroundings, and direct access from a quiet country road. In the warmer months, take advantage of

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    251 Phillips Hill Rd, West Halifax, VT 05358
  • /26

    $20,000 Sold Sep 26, 2025

    215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft
    • Built 1998

    Last Sold Summary

    • 45% Below List Price
    • $30/SF
    • 304 Days On Market

    Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

    215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356
    • /29

      Est $338,104 Not Listed For Sale

      18 Kimball Hill, Putney, VT 05346

      • 4 Beds
      • 1.5 Baths
      • 2,400 Sq Ft
      • Built 1850
      18 Kimball Hill, Putney, VT 05346

      Last Sold Summary

      • 6% Above List Price
      • $133/SF
      • 359 Days On Market
      • Last Sold Price $320,000
      • Nov 09, 2023

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /29

    $249,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    4106 Vt Route 30, Jamaica, VT 05343

    Built in 1840, this charming home has long been a part of Jamaica’s rich history. Thoughtfully updated for modern living, it features a brand-new septic system, a renovated kitchen with granite countertops, and spacious rooms filled with natural light. Perfectly located just a short walk to town and Jamaica State Park, and only 10 miles from Stratton’s lifts, this property offers the ideal blend

    Carrie Mathews Winhall Real Estate

    4106 Vt Route 30, Jamaica, VT 05343
  • /21

    $132,000 Sold Dec 05, 2025

    19 Western Ave, Brattleboro, VT 05301

    • Land
    • 16,988 Sq Ft
    • $338,462 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 8 Days On Market

    Current Estimated Value $137,778

    Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

    19 Western Ave, Brattleboro, VT 05301
    • /38

      Not Listed For Sale

      30 Kimball Hill, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 1,452 Sq Ft
      • Built 1850
      30 Kimball Hill, Putney, VT 05346

      Last Sold Summary

      • $306/SF
      • 22 Days On Market
      • Last Sold Price $445,000
      • Jan 30, 2025

      Last Listing Agent Rebecca Hiam Southern Vermont Realty Group

  • /59

    $275,000

    • 2 Beds
    • 1 Bath
    • 715 Sq Ft

    81 Parish Hill Rd, Newfane, VT 05345

    Nestled in the hills of South Newfane, Vermont, this off-grid property offers the perfect balance of seclusion, recreation, and comfort. Set on 22.32± acres of mixed timberland, the land features a meandering creek, wildlife habitat, and excellent hunting opportunities for deer and turkey. A 715 sq. ft. cabin, approximately 80% complete, serves as the centerpiece of the property. Built with a

    Chad Bruyette Whitetail Properties Real Estate, LLC

    81 Parish Hill Rd, Newfane, VT 05345
  • /35

    $840,000 Sold Apr 15, 2026

    49 Greenspring Rd, Dover, VT 05356

    • 4 Beds
    • 4 Baths
    • 2,816 Sq Ft
    • Built 1987

    Last Sold Summary

    • $298/SF
    • 3 Days On Market

    Current Estimated Value $817,346

    Last Listing Agent Melissa Ellis Southern Vermont Realty Group

    49 Greenspring Rd, Dover, VT 05356
    • /35

      Est $335,079 Not Listed For Sale

      166 Cemetery Rd, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 1,364 Sq Ft
      • Built 1985
      166 Cemetery Rd, Putney, VT 05346

      Last Sold Summary

      • $247/SF
      • 86 Days On Market
      • Last Sold Price $336,675
      • Dec 20, 2024

      Last Listing Agent Chris Long BHG Masiello Brattleboro

  • /12

    $125,000

    • Land
    • 2 Acres
    • $62,500 per Acre

    70 Deer Hill Dr, Whitingham, VT 05361

    This beautiful 2-acre parcel offers a gently sloping, mostly level landscape with partial clearing already completed—making it an ideal setting for your future home or getaway. The property is well-prepared for development, featuring a drilled well, available septic plans, and an installed electric pedestal for easy utility access. Conveniently located just 15 miles from Mount Snow, this lot

    Kelly Agrillo Southern Vermont Realty Group

    70 Deer Hill Dr, Whitingham, VT 05361
  • /39

    $350,000 Sold Mar 06, 2026

    230 Three Dog Ln, Westminster, VT 05346

    • 4 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • Built 1977

    Last Sold Summary

    • $168/SF
    • 11 Days On Market

    Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

    230 Three Dog Ln, Westminster, VT 05346
    • /28

      Est $489,923 Not Listed For Sale

      121 Great Meadows Ridge, Putney, VT 05346

      • 3 Beds
      • 3.5 Baths
      • 2,157 Sq Ft
      • Built 1979
      121 Great Meadows Ridge, Putney, VT 05346

      Last Sold Summary

      • 18% Below List Price
      • $276/SF
      • 65 Days On Market
      • Last Sold Price $595,000
      • Oct 10, 2023

      Last Listing Agent Liz LaVorgna Brattleboro Area Realty

  • /44

    $1,140,000

    • 4 Beds
    • 3 Baths
    • 4,193 Sq Ft

    70 Hunter Ln, Jamaica, VT 05343

    Discover a truly special Vermont retreat at 70 Hunter Lane, nestled in the private Cole Pond community of Jamaica. This exceptional residence offers over 4,200 square feet of living space, thoughtfully designed to blend comfort, luxury, and the natural beauty of its surroundings. Newer Stainless Steel appliances in kitchen! Featuring four spacious bedrooms, this home provides plenty of room for

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    70 Hunter Ln, Jamaica, VT 05343
  • /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 $300,190 Not Listed For Sale

      10 Hale Rd, Putney, VT 05346

      • 3 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1970
      10 Hale Rd, Putney, VT 05346

      Last Sold Summary

      • 6% Below List Price
      • $291/SF
      • 19 Days On Market
      • Last Sold Price $320,000
      • Aug 16, 2024

      Last Listing Agent David Brown

  • /47

    $855,000

    • 2 Beds
    • 4 Baths
    • 4,210 Sq Ft

    13 Kimball Hill, Putney, VT 05346

    Bring Your Business Home. This beautifully restored former 1859 Masons Hall has been carefully transformed into a gracious home. Soaring ceilings, period correct 6ft 6/6 windows and original architectural detail attest to the early Italianate Period and the heyday of the ever-so-quaint village of Putney. The current owner has transformed the 1,880sf first floor into a Pilates studio, kitchen and

    Dan Normandeau Berkley & Veller Greenwood Country

    13 Kimball Hill, Putney, VT 05346
  • /39

    $790,000 Sold Feb 11, 2026

    101 North Rd, Wilmington, VT 05363

    • 2 Beds
    • 2.5 Baths
    • 2,020 Sq Ft
    • Built 2023

    Last Sold Summary

    • 7% Below List Price
    • $391/SF
    • 127 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    101 North Rd, Wilmington, VT 05363
    • /27

      Est $227,491 Not Listed For Sale

      80 Bellows Falls Rd, Putney, VT 05346

      • 3 Beds
      • 1 Bath
      • 1,290 Sq Ft
      • Built 1940
      80 Bellows Falls Rd, Putney, VT 05346

      Last Sold Summary

      • 37% Above List Price
      • $129/SF
      • 36 Days On Market
      • Last Sold Price $166,250
      • Jun 10, 2024

      Last Listing Agent Erica Reynolds Southern Vermont Realty Group

  • /41

    $539,000

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

    196 Powder Mill Rd, Londonderry, VT 05148

    Mountain Escape with Multi-Generational Potential in Powder Mill Welcome to your mountain retreat in the heart of Vermont’s ski country! This spacious home in the desirable Powder Mill community has been thoughtfully updated with brand new kitchen cabinets, gleaming granite countertops, stainless steel appliances, and fresh carpet and flooring throughout. The flexible layout offers room for

    Katie Ladue Gilbert BHHS Verani Upper Valley

    196 Powder Mill Rd, Londonderry, VT 05148
  • /51

    $1,450,000 Sold Jul 22, 2025

    115 E Village Cir, Wilmington, VT 05363

    • 4 Beds
    • 3.5 Baths
    • 3,203 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $453/SF
    • 134 Days On Market

    Current Estimated Value $1,489,689

    Last Listing Agent Tony Tribuno Skihome Realty

    115 E Village Cir, Wilmington, VT 05363
    • /21

      Est $399,453 Not Listed For Sale

      30 Bare Hill Rd, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1987
      30 Bare Hill Rd, Putney, VT 05346

      Last Sold Summary

      • 3% Above List Price
      • $309/SF
      • 49 Days On Market
      • Last Sold Price $386,000
      • Dec 13, 2024

      Last Listing Agent Derek Greene Derek Greene

  • /23

    $470,000

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    6D White Oaks Loop Unit 7, Dover, VT 05356

    Welcome to this spacious end-unit Timber Creek condominium, ideally located directly across from Mount Snow. This highly desirable community offers the perfect blend of mountain convenience and resort-style amenities, making it an exceptional year-round getaway. The main level features a welcoming mudroom entry with built-in bench and cubbies, opening into the dining area that flows seamlessly

    Monique White Deerfield Valley Real Estate

    6D White Oaks Loop Unit 7, Dover, VT 05356
  • /39

    $300,000 Sold Feb 13, 2026

    15 Mountain Village Unit 234, West Dover, VT 05356

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $349/SF
    • 69 Days On Market

    Last Listing Agent Jillian Wimmelman Deerfield Valley Real Estate

    15 Mountain Village Unit 234, West Dover, VT 05356

Showing Results 601 - 640, Page 16 of 18

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