30,889

Windham County, VT Homes

Section Image
  • /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
    • /34

      Est $1,488,867

      Not Listed For Sale

      51 Overhills, Putney, VT 05346

      • 6 Beds
      • 4.5 Baths
      • 4,952 Sq Ft
      • Built 1800
      51 Overhills, Putney, VT 05346

      Last Sold Summary

      • 215 Days On Market

  • /42

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    54 Main St, Grafton, VT 05146

    This home IS quintessential Grafton Vermont! Built c. 1850 this stately 4 over 4 colonial served as the Parsonage for the Grafton Church as it is still referred to this day. Privately owned for nearly 30 years this handsome home is ready for new stewardship. Spacious and sturdy, this vintage gem offers plenty of space and has been updated for today’s lifestyle. The first floor offers open concept

    Jessica Landers Barrett and Valley Associates Inc.

    54 Main St, Grafton, VT 05146
  • /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 $138,516

    Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

    19 Western Ave, Brattleboro, VT 05301
    • /21

      Est $440,857

      Not Listed For Sale

      41 Aiken Rd, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 1,554 Sq Ft
      • Built 1979
      41 Aiken Rd, Putney, VT 05346

      Last Sold Summary

      • 7 Days On Market

  • /21

    $220,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    771 Stratton Mountain Access Rd Unit 358, Stratton, VT 05360

    Great views of Stratton Mountain! Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental offset when not in residence. Walk to Village shops, restaurants and ski lifts. This studio has everything you need to enjoy all that Stratton Mountain Resort has to offer. Great light in living room with an open concept layout. Underground heated

    Andrew King Stratton Real Estate

    771 Stratton Mountain Access Rd Unit 358, Stratton, VT 05360
  • /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 $832,079

    Last Listing Agent Melissa Ellis Southern Vermont Realty Group

    49 Greenspring Rd, Dover, VT 05356
    • /23

      Est $216,451

      Not Listed For Sale

      317 Putney Mountain Rd, Putney, VT 05346

      • 1 Bed
      • 1 Bath
      • 1,343 Sq Ft
      • Built 1970
      317 Putney Mountain Rd, Putney, VT 05346

      Last Sold Summary

      • 7 Days On Market

  • /20

    $90,100

    • Land
    • 21,780 Sq Ft
    • $180,200 per Acre

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363

    A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
  • /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
    • /38

      Est $594,014

      Not Listed For Sale

      1073 River Rd S, Putney, VT 05346

      • 5 Beds
      • 2.5 Baths
      • 4,500 Sq Ft
      • Built 1806
      1073 River Rd S, Putney, VT 05346

      Last Sold Summary

      • 200 Days On Market

  • /32

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    15 Bears Den Rd, Dover, VT 05356

    A rare opportunity to enjoy the best of both worlds — the privacy of a single-family home with the convenience and access of condo-style living. This unique vacation home offers direct ski-home access in the sought-after Bears Crossing community on the slopes of Mount Snow. Ski back from the Carinthia trails and step out of your gear just across the street from your front door. Designed with both

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Bears Den Rd, Dover, VT 05356
  • /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
    • /23

      Est $505,062

      Not Listed For Sale

      34 Ompawmet Rd, Putney, VT 05346

      • 4 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 1955
      34 Ompawmet Rd, Putney, VT 05346

      Last Sold Summary

      • 9 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
  • /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
    • /24

      Est $261,630

      Not Listed For Sale

      16 Beam Rd, Putney, VT 05346

      • 3 Beds
      • 1 Bath
      • 1,260 Sq Ft
      • Built 1970
      16 Beam Rd, Putney, VT 05346

      Last Sold Summary

      • 96 Days On Market

  • /43

    $625,000

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

    15 Bills Rd, West Wardsboro, VT 05360

    This spacious four-bedroom, three-bath Cape-style home offers a wonderful Vermont retreat, ideally located just minutes from the Stratton Mountain Resort Sun Bowl and the scenic Grout Pond Recreation Area, and only about 10 minutes from Mount Snow Resort. With immediate access to nearby snowmobile trails, it’s perfectly suited for year-round outdoor enthusiasts. Nicely landscaped yard with

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    15 Bills Rd, West Wardsboro, VT 05360
  • /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 $1,418,885

    Last Listing Agent Tony Tribuno Skihome Realty

    115 E Village Cir, Wilmington, VT 05363
    • /40

      Est $294,981

      Not Listed For Sale

      38 Hines Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,688 Sq Ft
      • Built 1986
      38 Hines Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 9 Days On Market

  • /4

    $55,000

    • Land
    • 1.05 Acres
    • $52,381 per Acre

    31 Woodsman Rd, West Dover, VT 05356

    Lovely wooded building site not far from the Mount Snow ski resort, nearby lakes, villages, shopping, and dining. The Woodsman development features large private home sites affording great privacy with thick tree buffers, public sewer hookups, easy access of a paved road nearby and tremendous site potential. This lot has been priced to sell!

    Adam Palmiter Berkley & Veller Greenwood/Dover

    31 Woodsman Rd, West 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
    • /16

      Est $228,317

      Not Listed For Sale

      44 Mountain View Rd, Putney, VT 05346

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1964
      44 Mountain View Rd, Putney, VT 05346

      Last Sold Summary

      • 14 Days On Market

  • /20

    $785,000

    Pending
    • 2 Beds
    • 2 Baths
    • 975 Sq Ft

    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155

    Professionally renovated and redecorated Two bedroom, Two bath in ever popular Long Trail. Top floor corner with lots of light and sunshine! Spacious, open air deck overlooks the Commons and the Pond! Expanded kitchen with a large island, beautiful countertops, stainless appliances---and all new cabinetry! And Hardwood Flooring! Custom lighting throughout. Air conditioned! Includes a

    Edwin Kevil Stratton Real Estate

    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
  • /13

    $301,000

    Sold Nov 18, 2025

    2380 Guilford Center Rd, Guilford, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1947

    Last Sold Summary

    • 4% Above List Price
    • $261/SF
    • 1 Day On Market

    Current Estimated Value $296,637

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    2380 Guilford Center Rd, Guilford, VT 05301
    • /33

      Est $273,318

      Not Listed For Sale

      69 Taylor Rd, Putney, VT 05346

      • 2 Beds
      • 1 Bath
      • 1,500 Sq Ft
      • Built 1970
      69 Taylor Rd, Putney, VT 05346

      Last Sold Summary

      • 20 Days On Market

  • /48

    $299,000

    • 3 Beds
    • 3 Baths
    • 1,496 Sq Ft

    10 Bryan Ct, Rockingham, VT 05101

    Exceptional Opportunity to own a splendid Ranch home with numerous major systems improvements that offer the next owner peace of mind. The home has a new roof, a new boiler, a new hot water heater, new windows, a new kitchen plus town water and sewer serving the home. An open concept living room/ kitchen area greets you as you enter the home. The spacious living room has gleaming, refinished

    Laura D'Angelo Berkley & Veller Greenwood Country

    10 Bryan Ct, Rockingham, VT 05101
  • /17

    $640,000

    Sold Dec 23, 2025

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $653/SF
    • 60 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
    • /38

      Est $274,313

      Not Listed For Sale

      82 Taylor Rd, Putney, VT 05346

      • 3 Beds
      • 1 Bath
      • 1,280 Sq Ft
      • Built 1975
      82 Taylor Rd, Putney, VT 05346

      Last Sold Summary

      • 3 Days On Market

  • /59

    $700,000

    • 6,144 Sq Ft

    2170 N Main St, Londonderry, VT 05148

    For more than 20 years, this mixed-use property has been consistently operated and maintained by the same owner—an indicator of stability, reliability, and proven performance. The building features three distinct income channels: a fully equipped small-town diner with loyal local traffic, a well-established general market serving the community’s daily needs, and two rental apartments above that

    Jessica Ackley

    2170 N Main St, Londonderry, VT 05148
  • /25

    $210,000

    Sold Oct 10, 2025

    402 Butternut Hill Rd, Guilford, VT 05301

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 1944

    Last Sold Summary

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

    Current Estimated Value $207,522

    Last Listing Agent Laura D'Angelo Berkley & Veller Greenwood Country

    402 Butternut Hill Rd, Guilford, VT 05301
    • /39

      Est $309,325

      Not Listed For Sale

      143 Old Stage Rd, Putney, VT 05346

      • 2 Beds
      • 1 Bath
      • 1,326 Sq Ft
      • Built 1960
      143 Old Stage Rd, Putney, VT 05346

      Last Sold Summary

      • 6 Days On Market

  • /44

    $525,888

    $5K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 1,850 Sq Ft

    37B Kingswood Rd, Dover, VT 05356

    Refined mountain luxury meets effortless four-season living in this impeccable Kingswood townhome, offering direct snowmobile trail access and private shuttle service to Mount Snow. Ideally positioned on the level portion of the development, this exceptional four-bedroom residence enjoys convenient trail access and a more expansive, usable, level rear yard—a rare and highly sought-after offering

    Michelle O'Neil Deerfield Valley Real Estate

    37B Kingswood Rd, Dover, VT 05356
  • /5

    $65,000

    Sold Feb 20, 2026

    Lot 2 Pine Banks Rd, Putney, VT 05346

    • Land
    • 5.1 Acres
    • $12,745 per Acre

    Last Sold Summary

    • 5 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 2 Pine Banks Rd, Putney, VT 05346
    • /8

      Est $268,534

      Not Listed For Sale

      301 S Pine Banks Rd, Putney, VT 05346

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1990
      301 S Pine Banks Rd, Putney, VT 05346

      Last Sold Summary

      • 18 Days On Market

  • /4

    $540,000

    • 6,000 Sq Ft

    16 School St, Brattleboro, VT 05301

    Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a

    Kate Barry EXP Realty

    16 School St, Brattleboro, VT 05301
  • /19

    $315,000

    Sold Apr 27, 2026

    70 Arbor Hill Commons Unit 14, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Built 1995

    Last Sold Summary

    • 7% Above List Price
    • $170/SF
    • 2 Days On Market

    Current Estimated Value $312,209

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    70 Arbor Hill Commons Unit 14, Brattleboro, VT 05301
    • /40

      Est $391,041

      Not Listed For Sale

      260 Hickory Ridge Rd S, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 2,269 Sq Ft
      • Built 1950
      260 Hickory Ridge Rd S, Putney, VT 05346

      Last Sold Summary

      • 11 Days On Market

  • /26

    $32,000

    • 1 Bed
    • 2 Baths
    • 791 Sq Ft

    249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356

    Trailside, best ski in/out mountain location. A really comfortable unit sleep 8. Unit 251 includes a kitchenette, comfortable living room setting, a sleep sofa a Murphy bed and full bath. Unit 249 boasts 2 queen size beds a full bathroom, and a deck with views of the mountain to enjoy skiers on the slope and fireworks. Just imagine entertaining family and friends! Benefits of ownership include

    Sheila Joyce-Albano Skihome Realty

    249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356
  • /35

    $1,850,000

    Sold May 15, 2026

    14 Tarheel Trail, Wilmington, VT 05363

    • 5 Beds
    • 4.5 Baths
    • 5,110 Sq Ft
    • Built 2018

    Last Sold Summary

    • 16% Below List Price
    • $362/SF
    • 202 Days On Market

    Current Estimated Value $1,941,209

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    14 Tarheel Trail, Wilmington, VT 05363

Showing Results 641 - 680, Page 17 of 18

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