30,889

Windham County, VT Homes

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  • /60

    $8,200,000

    • 6 Beds
    • 10 Baths
    • 10,763 Sq Ft

    557 Trager Rd, Jamaica, VT 05343

    Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in

    Kim Morgan-Wohler Wohler Realty Group

    557 Trager Rd, Jamaica, VT 05343
  • /2

    $131,000

    Sold Apr 24, 2026

    5 Granger St, Bellows Falls, VT 05101

    • 4 Beds
    • 2 Baths
    • 1,578 Sq Ft
    • Built 1880

    Last Sold Summary

    • $83/SF
    • 0 Days On Market

    Current Estimated Value $144,210

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    5 Granger St, Bellows Falls, VT 05101
    • /31

      Est $289,887

      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

      • 10 Days On Market

  • /31

    $20,000

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356

    Trailside! Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This valley side 1 bedroom, 1 full bath unit has sleeping space for 6, plus a balcony off the bedroom with a valley view. Open concept kitchen/dining room, and a large living room with a queen sleeper sofa, and a queen murphy bed.

    Donna Brown Skihome Realty

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356
  • /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 $255,627

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
    • /26

      Est $283,470

      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

      • 3 Days On Market

  • /4

    $125,000

    $15K PRICE DROP
    • Land
    • 1.3 Acres
    • $96,154 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
  • /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
    • /40

      Est $448,172

      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

      • 92 Days On Market

  • /8

    $199,000

    $200K PRICE DROP
    • Land
    • 13,939 Sq Ft
    • $621,875 per Acre

    8 A Freestyle Cir, Dover, VT 05356

    Ski in and out at Mount Snow from one of the last two buildable lots. In other words, if you like the convenience of slopeside living this could be the location for you to build your dream home with easy access to the mountain. This building site is part of the TrailsEdge PUD, sharing in their utilities and ski access to/from Mount Snow through the Snowdance Village ski trails. Note that this is

    John Redd Skihome Realty

    8 A Freestyle Cir, Dover, VT 05356
  • /21

    $18,500

    Sold Mar 05, 2026

    243/245 qtr 2, Grand Summit Way Unit 243/245, Dover, VT 05356

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

    Last Sold Summary

    • 50% Below List Price
    • $26/SF
    • 214 Days On Market

    Last Listing Agent Sheila Joyce-Albano Skihome Realty

    243/245 qtr 2, Grand Summit Way Unit 243/245, Dover, VT 05356
    • /14

      Est $378,974

      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

      • 107 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
  • /37

    $685,000

    Sold May 15, 2026

    43C Dover Springs Ln, Dover, VT 05356

    • 3 Beds
    • 3.5 Baths
    • 2,842 Sq Ft
    • Built 1999

    Last Sold Summary

    • 14% Below List Price
    • $241/SF
    • 91 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    43C Dover Springs Ln, Dover, VT 05356
    • /29

      Est $353,541

      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

      • 359 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
  • /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 $655,481

    Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

    395 Hillwinds Rd, 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

      • 22 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
  • /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
    • /35

      Est $431,730

      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

      • 86 Days On Market

  • /46

    $299,000

    • 6 Beds
    • 5 Baths
    • 3,942 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths

    Catherine Cairns Maple Leaf Realty

    2072 N Main St, Londonderry, VT 05148
  • /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 $152,508

    Last Listing Agent Derek Greene Derek Greene

    7 Nichols Dr, Guilford, VT 05301
    • /28

      Est $557,515

      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

      • 65 Days On Market

  • /39

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 1,730 Sq Ft

    1D Townhouse Square Unit 8, Dover, VT 05356

    Ski-on and off from this beautifully updated Seasons townhome trailside on the Mount Snow ski resort. Ski home for lunch and then get back on the slopes for the afternoon, without ever having to take off your boots. This well appointed unit features a large open concept living space with vaulted ceiling, floor to ceiling stone chimney with wood burning fireplace, tremendous natural light from the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    1D Townhouse Square Unit 8, 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
    • /25

      Est $310,349

      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

      • 19 Days On Market

  • /55

    $490,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft

    57 Oak Ln, Jamaica, VT 05343

    This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set

    Mike England Michael England Real Estate

    57 Oak Ln, Jamaica, VT 05343
  • /28

    $450,000

    Sold Jun 03, 2026

    47 Ives Rd, Wilmington, VT 05363

    • 5 Beds
    • 3.5 Baths
    • 2,240 Sq Ft
    • Built 1969

    Last Sold Summary

    • 28% Below List Price
    • $201/SF
    • 384 Days On Market

    Current Estimated Value $530,217

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    47 Ives Rd, Wilmington, VT 05363
    • /27

      Est $219,790

      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

      • 36 Days On Market

  • /24

    $20,000

    $5K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 754 Sq Ft

    250/252 Q4, 89 Grand Summit Way Unit 250/252, Dover, VT 05356

    Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious valley facing quarter share unit at the beautiful Grand Summit Hotel, directly at the base of Mount Snow! This sleep 6 condo is comprised of a studio unit (unit 252) with a queen murphy bed, kitchenette, sitting area and a full bathroom. This unit adjoins a hotel unit (unit 250) with 2

    Prema Fitzpatrick Real Broker LLC

    250/252 Q4, 89 Grand Summit Way Unit 250/252, Dover, VT 05356
  • /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
    • /21

      Est $382,467

      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

      • 49 Days On Market

  • /42

    $385,000

    Pending
    • 5 Beds
    • 1.5 Baths
    • 1,469 Sq Ft

    3677 U S 5, Westminster, VT 05158

    Full of character, warmth, and charm, this Westminster farmhouse offers a special opportunity to enjoy classic Vermont living with plenty of space both inside and out. Set on an acre of land, the property features a large yard with fruit trees, berry bushes, room to garden, and a chicken coop with chickens included, so you’ll be set up to enjoy fresh eggs right away! Inside, the home feels bright

    Templeton Real Estate Group KW Vermont

    3677 U S 5, Westminster, VT 05158
  • /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 $428,220

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    2193 Old County Rd, West Halifax, VT 05358
    • /20

      Est $622,143

      Not Listed For Sale

      679 W Hill Rd, Putney, VT 05346

      • 3 Beds
      • 1.5 Baths
      • 1,960 Sq Ft
      • Built 1986
      679 W Hill Rd, Putney, VT 05346

      Last Sold Summary

      • 6 Days On Market

  • /43

    $2,000,000

    • 6 Beds
    • 4.5 Baths
    • 4,950 Sq Ft

    43 Upton Rd, Dover, VT 05356

    The best of both worlds... High end luxury in this Post & Beam home on a private 35+ acre wooded lot with direct ski trail views of Mount Snow, yet just over a mile to the ski area. It's nearly impossible to find this kind of privacy so near mountain. This spectacular 6 bedroom, 4.5 bath Post & Beam home was built in 2007 and no expense was spared in the construction. Features include a high end

    Adam Palmiter Berkley & Veller Greenwood/Dover

    43 Upton Rd, Dover, VT 05356
  • /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
    • /40

      Est $628,234

      Not Listed For Sale

      659 W Hill Rd, Putney, VT 05346

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 2000
      659 W Hill Rd, Putney, VT 05346

      Last Sold Summary

      • 5 Days On Market

  • /32

    $175,000

    Under Contract
    • 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

Showing Results 601 - 640, Page 16 of 18

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