30,790

Windham County, VT Homes

Section Image
  • /41

    $364,000 Sold Aug 15, 2025

    3091 Route 121, Windham, VT 05359

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • Built 1860

    Last Sold Summary

    • 8% Below List Price
    • $207/SF
    • 22 Days On Market

    Current Estimated Value $377,349

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    3091 Route 121, Windham, VT 05359
    • /44

      Est $309,774 Not Listed For Sale

      556 Stratton Arlington Rd, West Wardsboro, VT 05360

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1952
      556 Stratton Arlington Rd, West Wardsboro, VT 05360

      Last Sold Summary

      • 5% Above List Price
      • $273/SF
      • 11 Days On Market
      • Last Sold Price $295,000
      • Oct 22, 2024

      Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

  • /52

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 2,814 Sq Ft

    195 Mann Rd Unit 12, Wilmington, VT 05363

    Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contemporary 3-bedroom, 4-bath townhouse offers four-season comfort with gorgeous mountain and sunrise views. The bright main level features an open layout with vaulted ceilings, a wood-burning fireplace, contemporary kitchen with breakfast bar, and a spacious dining area overlooking the outdoors. The primary suite is

    Donald Koelsch Deerfield Valley Real Estate

    195 Mann Rd Unit 12, Wilmington, VT 05363
  • /22

    $89,499 Sold Jun 05, 2025

    130 Shady Pines, Westminster, VT 05158

    • 2 Beds
    • 1 Bath
    • 746 Sq Ft
    • Built 2024

    Last Sold Summary

    • $120/SF
    • 85 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    130 Shady Pines, Westminster, VT 05158
    • /35

      Est $203,500 Not Listed For Sale

      3 Granger St, Bellows Falls, VT 05101

      • 5 Beds
      • 1.5 Baths
      • 2,751 Sq Ft
      • Built 1880
      3 Granger St, Bellows Falls, VT 05101

      Last Sold Summary

      • 2% Above List Price
      • $73/SF
      • 65 Days On Market
      • Last Sold Price $200,000
      • Aug 08, 2023

      Last Listing Agent Kimberly Dubois Matson KW Realty

  • /36

    $39,900

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

    320 322 Qtr1 89 Grand Summit Way Unit 320 322, Dover, VT 05356

    Quarter share (deeded interval 1) ownership at the Grand Summit at the base of Mount Snow, offering 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This 2-bedroom, 3-bath unit is located on the third floor and on the valley side of the hotel and sleeps eight with 1008 sq ft. Unit 322

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    320 322 Qtr1 89 Grand Summit Way Unit 320 322, Dover, VT 05356
  • /26

    $465,000 Sold Apr 13, 2026

    28 Country Club Rd, Dover, VT 05356

    • 4 Beds
    • 3 Baths
    • 1,776 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $262/SF
    • 239 Days On Market

    Current Estimated Value $480,485

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Country Club Rd, Dover, VT 05356
    • /40

      Est $409,817 Not Listed For Sale

      6 Hapgood St, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 3,206 Sq Ft
      • Built 1880
      6 Hapgood St, Bellows Falls, VT 05101

      Last Sold Summary

      • 4% Below List Price
      • $133/SF
      • 7 Days On Market
      • Last Sold Price $428,000
      • Aug 30, 2024

      Last Listing Agent Kristen Fehrenbach Engel & Völkers Okemo

  • /37

    $675,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,516 Sq Ft

    34 Binney Brook Rd, Wilmington, VT 05363

    Beautiful upscale chalet in the Chimney Hill community just a short drive from the Mount Snow ski resort and the village of Wilmington. This meticulously maintained turnkey home has been extensively renovated and upgraded, and sits on a private lot along a quiet side road with direct access to nearby snowmobile trails. Inside, a gorgeous great room features vaulted ceilings, exposed natural

    Adam Palmiter Berkley & Veller Greenwood/Dover

    34 Binney Brook Rd, Wilmington, VT 05363
  • /30

    $219,000 Sold Jun 04, 2025

    32 Old Terrace, Bellows Falls, VT 05101

    • 4 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • Built 1880

    Last Sold Summary

    • 4% Below List Price
    • $147/SF
    • 222 Days On Market

    Current Estimated Value $234,010

    Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

    32 Old Terrace, Bellows Falls, VT 05101
    • /40

      Est $263,000 Not Listed For Sale

      16 Atkinson St, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 2,804 Sq Ft
      • Built 1850
      16 Atkinson St, Bellows Falls, VT 05101

      Last Sold Summary

      • 11% Below List Price
      • $106/SF
      • 7 Days On Market
      • Last Sold Price $296,000
      • Jul 28, 2023

      Last Listing Agent Kristen Fehrenbach Engel & Völkers Okemo

  • /26

    $529,000

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    12 Ober Tal Dr Unit C-22, Stratton, VT 05360

    Experience Stratton Mountain living in this well-appointed 1-bedroom, 1-bath condo in the desirable Ober Tal community. Set just off the ski trail with convenient access nearby, this unit offers the benefits of trailside living with a touch more privacy. Inside, the condo has been thoughtfully updated with warm wood and stone accents that create a classic mountain feel, centered around a cozy

    Trent Stephens Wohler Realty Group

    12 Ober Tal Dr Unit C-22, Stratton, VT 05360
  • /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 $334,696

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    64 Meadowbrook Rd, Brattleboro, VT 05301
    • /18

      Est $268,601 Not Listed For Sale

      12 Forest St, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,748 Sq Ft
      • Built 1907
      12 Forest St, Bellows Falls, VT 05101

      Last Sold Summary

      • 3% Above List Price
      • $149/SF
      • 58 Days On Market
      • Last Sold Price $260,000
      • Jan 17, 2025

      Last Listing Agent Kevin Holmes Blue Slate Realty

  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 35 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 35 Woodsman Rd, Dover, VT 05356
  • /41

    $785,000 Sold Nov 21, 2025

    202 Pratt Bridge Rd, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 28 Days On Market

    Current Estimated Value $752,308

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    202 Pratt Bridge Rd, Jamaica, VT 05343
    • /39

      Est $207,565 Not Listed For Sale

      3 Forest St, Bellows Falls, VT 05101

      • 2 Beds
      • 1 Bath
      • 1,023 Sq Ft
      • Built 1908
      3 Forest St, Bellows Falls, VT 05101

      Last Sold Summary

      • 5% Below List Price
      • $214/SF
      • 8 Days On Market
      • Last Sold Price $219,000
      • Mar 15, 2024

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /29

    $569,000

    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    39B Kingswood Rd, Dover, VT 05356

    An impeccably maintained, beautifully furnished, and recently painted Kingswood townhome is conveniently located just minutes from Mount Snow and the Hermitage Club. This townhome features four bedrooms; an open-concept living area on the main level; a kitchen with a large island, granite countertops, and a vaulted ceiling; a wood-burning fireplace; and sliding doors leading to a private deck

    Patricia Fitzpatrick Skihome Realty

    39B Kingswood Rd, Dover, VT 05356
  • /26

    $340,000 Sold Mar 05, 2026

    48 Villager Loop, West Dover, VT 05356

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1986

    Last Sold Summary

    • 20% Below List Price
    • $212/SF
    • 195 Days On Market

    Current Estimated Value $382,333

    Last Listing Agent Patrice Schneider Southern Vermont Realty Group

    48 Villager Loop, West Dover, VT 05356
    • /40

      Est $327,907 Not Listed For Sale

      8 Williams Terrace, Bellows Falls, VT 05101

      • 4 Beds
      • 1.5 Baths
      • 2,245 Sq Ft
      • Built 1930
      8 Williams Terrace, Bellows Falls, VT 05101

      Last Sold Summary

      • 2% Below List Price
      • $149/SF
      • 37 Days On Market
      • Last Sold Price $335,000
      • Jul 11, 2024

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /60

    $2,749,000

    • 6 Beds
    • 7 Baths
    • 6,400 Sq Ft

    56 Handle Rd, Dover, VT 05356

    Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood

    Rich Caplan Deerfield Valley Real Estate

    56 Handle Rd, Dover, VT 05356
  • /17

    $25,000 Sold Jul 18, 2025

    8 Brickyard Rd, Dover, VT 05341

    • Land
    • 2.01 Acres
    • $12,438 per Acre

    Last Sold Summary

    • 30 Days On Market

    Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    8 Brickyard Rd, Dover, VT 05341
    • /36

      Est $313,343 Not Listed For Sale

      11 Burt St, Bellows Falls, VT 05101

      • Studio
      • 3 Baths
      • 3,368 Sq Ft
      • Built 1890
      11 Burt St, Bellows Falls, VT 05101

      Last Sold Summary

      • 12% Below List Price
      • $106/SF
      • 4 Days On Market
      • Last Sold Price $357,900
      • Jun 24, 2024

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /10

    $165,000

    • Land
    • 9.45 Acres
    • $17,460 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, Dover, VT 05356
  • /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 $388,658

    Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

    155 Oak Grove Ave, Brattleboro, VT 05301
    • /38

      Est $266,090 Not Listed For Sale

      52 Green St, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 2,178 Sq Ft
      • Built 1820
      52 Green St, Bellows Falls, VT 05101

      Last Sold Summary

      • 8% Below List Price
      • $133/SF
      • 5 Days On Market
      • Last Sold Price $290,000
      • Nov 20, 2023

      Last Listing Agent Kristen Fehrenbach Engel & Völkers Okemo

  • /18

    $285,000

    • 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
  • /50

    $315,000 Sold Apr 22, 2026

    3034 Route 11, Londonderry, VT 05148

    • 3 Beds
    • 1 Bath
    • 701 Sq Ft
    • Built 1950

    Last Sold Summary

    • 24% Below List Price
    • $449/SF
    • 39 Days On Market

    Last Listing Agent Erin Kendall EXP Realty

    3034 Route 11, Londonderry, VT 05148
    • /39

      Est $265,529 Not Listed For Sale

      46 Green St, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,704 Sq Ft
      • Built 1890
      46 Green St, Bellows Falls, VT 05101

      Last Sold Summary

      • 1% Above List Price
      • $154/SF
      • 49 Days On Market
      • Last Sold Price $262,000
      • Mar 21, 2025

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /22

    $110,000

    • Land
    • 2.5 Acres
    • $44,000 per Acre

    69 Old Haven Ln, Putney, VT 05346

    Nestled in an idyllic setting at 69 Old Haven Lane, this exceptional building lot offers a rare opportunity to bypass the typical hurdles of new construction and start bringing your vision to life immediately. Located in a sought-after and peaceful pocket of Putney, this property perfectly balances the privacy of a country retreat with the convenience of an excellent location. Much of the

    Kate Barry EXP Realty

    69 Old Haven Ln, Putney, VT 05346
  • /43

    $420,000 Sold Apr 15, 2026

    1587 Upper Holbrook Rd, Whitingham, VT 05361

    • 3 Beds
    • 2.5 Baths
    • 2,872 Sq Ft
    • Built 1989

    Last Sold Summary

    • 10% Below List Price
    • $146/SF
    • 168 Days On Market

    Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

    1587 Upper Holbrook Rd, Whitingham, VT 05361
    • /36

      Est $241,952 Not Listed For Sale

      36 Green St, Bellows Falls, VT 05101

      • 4 Beds
      • 1.5 Baths
      • 1,638 Sq Ft
      • Built 1865
      36 Green St, Bellows Falls, VT 05101

      Last Sold Summary

      • 9% Below List Price
      • $162/SF
      • 13 Days On Market
      • Last Sold Price $265,000
      • Nov 21, 2024

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /27

    $1,450,000

    • Land
    • 201.4 Acres
    • $7,200 per Acre

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360

    Own this large tract of land, over 200 acres that abuts over 1100 additional acres of Green Mountain National Forest. This private setting is less than 3 miles to Stratton Mountain Resort with easy owned access on Forrester Pond. Currently only 18 of the 200 acres is gravel pit and being reclaimed and closed out on this property. See the Vermont Land Use Permit 2W1316 online for further

    Chris Lowe Lowe's Real Estate, LLC

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360
  • /20

    $265,000 Sold Aug 15, 2025

    13J Snow Tree Ln Unit Willows J, Dover, VT 05356

    • 1 Bed
    • 2 Baths
    • 895 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $296/SF
    • 23 Days On Market

    Last Listing Agent Lisa Mirando Deerfield Valley Real Estate

    13J Snow Tree Ln Unit Willows J, Dover, VT 05356
    • /37

      Est $367,230 Not Listed For Sale

      29 School St, Bellows Falls, VT 05101

      • 6 Beds
      • 3.5 Baths
      • 4,684 Sq Ft
      • Built 1830
      29 School St, Bellows Falls, VT 05101

      Last Sold Summary

      • 2% Below List Price
      • $80/SF
      • 9 Days On Market
      • Last Sold Price $376,000
      • Sep 19, 2023

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /31

    $619,000

    • 4 Beds
    • 4 Baths
    • 3,354 Sq Ft

    556 Sawmill Rd, Wardsboro, VT 05355

    Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with an attached garage offers over 3,000 square feet of living space and the perfect blend of comfort, style, and refined Vermont living. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment — from winter

    Kim Meeker Southern Vermont Realty Group

    556 Sawmill Rd, Wardsboro, VT 05355
  • /20

    $140,000 Sold Feb 13, 2026

    172 Franklin Rd, Vernon, VT 05354

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 1983

    Last Sold Summary

    • 51% Below List Price
    • $82/SF
    • 99 Days On Market

    Current Estimated Value $240,261

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    172 Franklin Rd, Vernon, VT 05354
    • /25

      Est $233,166 Not Listed For Sale

      22 School St, Bellows Falls, VT 05101

      • 5 Beds
      • 2 Baths
      • 2,406 Sq Ft
      • Built 1880
      22 School St, Bellows Falls, VT 05101

      Last Sold Summary

      • 324% Above List Price
      • $23/SF
      • 48 Days On Market
      • Last Sold Price $55,000
      • Dec 22, 2023

      Last Listing Agent Andrea Thackston R.H. Thackston & Company/Bellows Falls

  • /30

    $698,000

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    10 Grouse Ln, Dover, VT 05356

    Welcome to your perfect Vermont getaway! This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course, offering year-round enjoyment. Just a short drive to both Mount Snow and The Hermitage Club, you'll have easy access skiing, golfing, dining, and all that Southern Vermont has to offer.Step inside to find a warm and inviting interior, highlighted by

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    10 Grouse Ln, Dover, VT 05356
  • /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 $577,280

    Last Listing Agent Kate Barry EXP Realty

    500 Hague Rd, Dummerston, VT 05301

Showing Results 481 - 520, Page 13 of 18

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