30,378

Windham, VT Homes

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    • /26

      Est $234,312 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,017 Sq Ft

      614 Rockingham Rd, Bellows Falls, VT 05101

      614 Rockingham Rd, Bellows Falls, VT 05101
  • /60

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,731 Sq Ft

    49 Tyler St, Brattleboro, VT 05301

    Rare opportunity to own this iconic Queen-Anne Victorian in Brattleboro’s coveted Tyler Street neighborhood. A remarkable and extremely rare blend of country and in-town living. Extraordinary and stunning views of the Connecticut River & Mount Wantastiquet. Lovingly cared for by the same owner for the past 29 yrs. This home sits proudly on the expansive 0.85-acre corner lot, in the core of

    Dan Normandeau Berkley & Veller Greenwood Country

    49 Tyler St, Brattleboro, VT 05301
  • /2

    $325,000 Sold May 14, 2025

    • Land
    • 37 Acres
    • $8,832 per Acre
    • 10 Days On Market

    130 Burgess Cemetery Rd, Grafton, VT 05154

    This beautiful 36.8-acre parcel has so much to offer! Welcome to mountain views, a spring fed pond, mature pine forest with old trails and stone walls, as well as a babbling stream leading through wetlands to a beaver pond. There are mowed fields with prime soil and all day sunshine. This property features a recently renovated off grid cabin with a wonderfully constructed stone fireplace. The

    Thaddeus Abare Barrett and Valley Associates Inc.

    130 Burgess Cemetery Rd, Grafton, VT 05154
    • /35

      Est $387,086 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,449 Sq Ft

      14 Webb Terrace, Bellows Falls, VT 05101

      14 Webb Terrace, Bellows Falls, VT 05101
  • /10

    $35,000

    • Land
    • 1.10 Acres
    • $31,818 per Acre

    4 Antler Loop, Dover, VT 05356

    Wooded Acre Close to Skiing at Mount SnowBeautiful wooded parcel less than ten minutes from skiing at Mount Snow and all the attractions in downtown Dover.While the property's address is technically 4 Antler Loop, it's much easier to access off the end of Timberview Road, which is one street up the hill. After passing by a gorgeous home at 15 Timberview, the road swaps over from

    David White OwnerEntry.com

    4 Antler Loop, Dover, VT 05356
  • /39

    $2,200,000 Sold May 14, 2025

    • 2,244 Sq Ft
    • $980/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    52 Snow Bridge Rd, Stratton, VT 05360

    Exclusive Snowbridge Trailside Retreat — With a premier snowfront location in Stratton’s coveted Snowbridge community, this unit provides true ski-in/ski-out access and walkability to the Stratton Village shops and restaurants. Gear up in the comfort of your home — go from slippers to ski boots, then take the Old Log Trail directly to the Main Base, Gondola, and Ski School. In addition to an

    Cheyanne Pugliese

    52 Snow Bridge Rd, Stratton, VT 05360
    • /33

      Est $171,222 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,248 Sq Ft

      626 Missing Link Rd, Bellows Falls, VT 05101

      626 Missing Link Rd, Bellows Falls, VT 05101
  • /51

    $949,000

    • 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
  • /15

    $159,500 Sold May 14, 2025

    • Land
    • 11 Acres
    • $14,395 per Acre
    • 440 Days On Market

    000 Rose Ln, Londonderry, VT 05148

    MOTIVATED SELLERS!!!! This 11 acre parcel is located just off Cole Pond, and is just a few miles to Stratton Mountain Access Road. One lot sits high in the sky with breathtaking views and all the serenity of nature. A well constructed driveway runs approximately halfway up the property where you will find a partial building site with an incredible view of Bromley Mountain, from there if you

    Rachel Febbie EXP Realty

    000 Rose Ln, Londonderry, VT 05148
    • /40

      Est $384,233 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,033 Sq Ft

      355 Missing Link Rd, Bellows Falls, VT 05101

      355 Missing Link Rd, Bellows Falls, VT 05101
  • /16

    $275,000

    • 2 Beds
    • 2 Baths
    • 720 Sq Ft

    10 Riverfront Dr, Bellows Falls, VT 05101

    This recently renovated home is located on and with gorgeous views of the Connecticut River, frontage suitable for a wharf. Two bedrooms, two full baths and a beautifully crafted stone and brick fireplace. A large, private backyard, inviting family gatherings, just minutes to I91 and Okemo Mountain. Motivated Seller

    Gale Alger Alger Real Estate Agency

    10 Riverfront Dr, Bellows Falls, VT 05101
  • /36

    $396,023 Sold May 13, 2025

    • 2,232 Sq Ft
    • $177/SF
    • 9 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1920

    711 Western Ave, Brattleboro, VT 05301

    Nice location on Western Avenue, sitting up above the road, on an open lot. There is ample parking and the side yard has a sitting area and garden space. Enter the main house through the entryway hall and into the mudroom. Some of the nice features in this home are the walk-in pantry, period natural woodwork, gorgeous maple flooring, built-ins and tasteful and fun light fixtures throughout!

    Victoria Woods Brattleboro Area Realty

    711 Western Ave, Brattleboro, VT 05301
    • /25

      Est $400,759 Not Listed For Sale

      • 3 Beds

      9 Old River Rd, Bellows Falls, VT 05101

      9 Old River Rd, Bellows Falls, VT 05101
  • /51

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,494 Sq Ft

    63 Cooper Hill Rd, Dover, VT 05356

    Welcome to the original Cooper family homestead, a timeless treasure nestled on the highly sought-after Cooper Hill Road. This beautifully preserved antique home seamlessly blends historic character with thoughtful modern updates. A newly added composite deck with sleek cable railing is the perfect place to take in the stunning, long-range mountain views stretching over 100 miles toward NH’s Mt.

    Michelle O'Neil Deerfield Valley Real Estate

    63 Cooper Hill Rd, Dover, VT 05356
  • /40

    $285,000 Sold May 09, 2025

    • 1,228 Sq Ft
    • $232/SF
    • 50 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 1960

    2469 Augur Hole Rd, Guilford, VT 05301

    This charming Vermont bungalow is a work in progress, offering cozy charm and modern potential. Originally a three-bedroom plus loft home, the seller has opened two bedrooms to create a spacious en suite primary retreat. The inviting living room features a fireplace, perfect for chilly New England evenings, while the eat-in kitchen provides ample space for an island. A bright three-season room

    Patrice Schneider Southern Vermont Realty Group

    2469 Augur Hole Rd, Guilford, VT 05301
    • /38

      Est $480,971 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,710 Sq Ft

      34 Upper Meadows Rd, Bellows Falls, VT 05101

      34 Upper Meadows Rd, Bellows Falls, VT 05101
  • /60

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft

    108 Spruce Grove Rd Unit M286, Wilmington, VT 05363

    This house sits on a lot that is surrounded by common land so it feels very secluded and private. Newer septic, roof, and main level flooring, and the prior owner did a lot of custom wood paneling with built-ins, and creative decorating which add to its charm. The main level has a mudroom entry with laundry and storage space, full bath, kitchen with open shelving above and cabinets below, newer

    Sigrid Pickering Chimney Hill Realty

    108 Spruce Grove Rd Unit M286, Wilmington, VT 05363
  • /22

    $243,500 Sold May 09, 2025

    • 817 Sq Ft
    • $298/SF
    • 53 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1984

    32 Snow Tree Ln Unit Oaks I, West Dover, VT 05356

    Stunning views and access to Mount Snow! This meticulously maintained Snowtree condo is located at the base of the Mount Snow ski resort and looks directly out at the slopes of the mountain, so that you can check the conditions from your window in the morning, and watch the fireworks from your living room at night. This open concept unit features tremendous natural light throughout thanks to

    Adam Palmiter Berkley & Veller Greenwood/Dover

    32 Snow Tree Ln Unit Oaks I, West Dover, VT 05356
    • /15

      Est $396,774 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft

      157 Parker Hill Rd, Bellows Falls, VT 05101

      157 Parker Hill Rd, Bellows Falls, VT 05101
  • /26

    $497,500

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

    28 Country Club Rd, Dover, VT 05356

    Beautifully updated and rustic chalet just south of Mount Snow and near the Mount Snow golf course and Valley Trail. This home sits on a wooded private lot but with amazing convenience just up from a MOOver shuttle drop off location, on a paved road, with easy access to nearby trails. Just about everything has been updated to make this a turn key property, and ready for immediate enjoyment.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Country Club Rd, Dover, VT 05356
  • /39

    $1,750,000 Sold May 09, 2025

    • 2,653 Sq Ft
    • $660/SF
    • 87 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1986

    34 Mountain Reach Mews Rd, Stratton, VT 05155

    Incredible opportunity to own a stunning end unit just steps to Stratton Village and the Villager Lift! Walk right out your door and you are next to Stratton's delicious Firetower restaurant! This location cannot be beat. Unit has a young roof and is meticulously maintained. 4 Bedrooms and 4 bathrooms spread out over 4 floors makes for a great ski home that can accommodate sleeping 10-12 with

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    34 Mountain Reach Mews Rd, Stratton, VT 05155
    • /26

      Est $218,670 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,848 Sq Ft

      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      908 Pleasant Valley Rd, Bellows Falls, VT 05101
  • /35

    $765,000

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    27 Stearns Ave, Wilmington, VT 05363

    Nestled in the heart of Vermont’s Green Mountains, check out this stunning Moosehead log home. With private, shared access to Lake Raponda just a short walk away, this inviting single-family home seamlessly blends rustic charm, modern comfort, and a serene natural setting. With 2,170 sq. ft. of living space, this 3-bedroom, 2-bath home welcomes you with warmth and tranquility from the moment you

    John Redd Skihome Realty

    27 Stearns Ave, Wilmington, VT 05363
  • /16

    $195,000 Sold May 09, 2025

    • Land
    • 22 Acres
    • $8,667 per Acre
    • 152 Days On Market

    5734 Vermont 11, Landgrove, VT 05148

    MAKE YOUR MEMORIES HERE!! The possibilities are endless for turning this diversified property into your heart's desire. Loved, ownedby, gathered upon, and maintained by the same family for generations, and now it's your turn to make it your own haven. This 23.5 acre parcel is just fullof natural beauty, with an abundance of birds and wildlife. Some of the features include a stream-fed pond, 2

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    5734 Vermont 11, Landgrove, VT 05148
    • /25

      Est $332,966 Not Listed For Sale

      • 2 Beds
      • 4 Baths
      • 1,860 Sq Ft

      764 Missing Link Rd, Bellows Falls, VT 05101

      764 Missing Link Rd, Bellows Falls, VT 05101
  • /6

    $239,000

    • Land
    • 1.57 Acres
    • $152,229 per Acre

    2 Gold Medal Cir, Stratton, VT 05343

    This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont.

    Andrew King Stratton Real Estate

    2 Gold Medal Cir, Stratton, VT 05343
  • /26

    $118,000 Sold May 09, 2025

    • 1,873 Sq Ft
    • $63/SF
    • 215 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1869

    1149 Western Ave, Brattleboro, VT 05301

    Check out this 4 bedroom, 2 bathroom home in Southern Vermont. This house has town water and sewer as well as high speed internet available. The house does needs work, but would make a great winter project. The location could also be a great spot for a professional office, but you would need to discuss what options are available with town.

    Derek Eisenberg Continental Real Estate Group, Inc.

    1149 Western Ave, Brattleboro, VT 05301
    • /31

      Est $293,535 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 2,030 Sq Ft

      115 Randall Hill Rd, Bellows Falls, VT 05101

      115 Randall Hill Rd, Bellows Falls, VT 05101
  • /45

    $269,000

    • 3 Beds
    • 1 Bath
    • 1,586 Sq Ft

    2277 Vermont 30, Jamaica, VT 05343

    Meander down the winding private drive and “LO AND BEHOLD” an enchanting country cottage nestled on a serene 4.8 acres awaits you! This quaint 3-bedroom, 1-bath home is brimming with potential. Inside, you'll find wideboard pine flooring in the dining and living rooms, 2 woodstoves, and an additional den area. In 2024, SEVCA conducted an energy service, enhancing the home with spray foam

    Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    2277 Vermont 30, Jamaica, VT 05343
  • /29

    $325,000 Sold May 09, 2025

    • 1,691 Sq Ft
    • $192/SF
    • 251 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    295 Vermont Route 100, Dover, VT 05356

    Location, Location, Location!! This Mountain View Farms townhome, located just down from Mount Snow Ski Resort, offers breathtaking winter mountain views and is on the Moover Route. Located in a small community with low HOA fees. Enjoy the convenience of condo living with a spacious open-concept main level that has ample natural light, a large kitchen with new counters and appliances, dining

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    295 Vermont Route 100, Dover, VT 05356
    • /40

      Est $558,259 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,883 Sq Ft

      65 Randall Hill Rd, Bellows Falls, VT 05101

      65 Randall Hill Rd, Bellows Falls, VT 05101
  • /24

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,183 Sq Ft

    4322 Augur Hole Rd, Brattleboro, VT 05301

    Super location! Easy access to Rt 9 and Rt 30 but tucked into nearly a level acre in a lovely country setting. You can tell the previous occupants loved their gardens and a bit of work would restore the blooms to full glory. The pool is a bonus but is waiting for some care to get up and running...The home has emerged from a fun loving schoolhouse filled with learning and joy to a cozy,

    Christine Lewis Brattleboro Area Realty

    4322 Augur Hole Rd, Brattleboro, VT 05301
  • /36

    $1,498,000 Sold May 09, 2025

    • 3,859 Sq Ft
    • $388/SF
    • 267 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2014

    69 Fannie Hill Dr, Wilmington, VT 05363

    Classic wood shingled cape is just a few minutes to the prestigious Hermitage Inn and the base of The Hermitage Club in Wilmington, Vermont. This 5-bedroom, 6-bathroom home offers unparalleled space and comfort for your ski getaway or year-round enjoyment.Step inside to discover warm wood floors that lead you into an open gourmet kitchen and living area, perfect for entertaining family and

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    69 Fannie Hill Dr, Wilmington, VT 05363
    • /19

      Est $200,302 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,273 Sq Ft

      46 Anderson Rd, Chester, VT 05143

      46 Anderson Rd, Chester, VT 05143
  • /30

    $139,000

    • Land
    • 20 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

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    251 Phillips Hill Rd, West Halifax, VT 05358
  • /31

    $79,000 Sold May 07, 2025

    • 1,477 Sq Ft
    • $53/SF
    • 44 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1903

    527 Vermont 121, Westminster, VT 05101

    Investor Special! Major Rehab Opportunity with Motivated Seller! Attention seasoned investors, flippers, and wholesalers. This 1903 Colonial on 1.5 acres is a high-potential fixer-upper priced to move! The seller is highly motivated and ready to make a deal! This property needs a full clear-out and rehab, making it perfect for those with the experience to maximize ARV and build serious equity.

    Nick Sicard EXP Realty

    527 Vermont 121, Westminster, VT 05101
    • /14

      Est $332,889 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft

      135 Lower Bartonsville Rd, Chester, VT 05143

      135 Lower Bartonsville Rd, Chester, VT 05143
  • /60

    $859,000

    • 4 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    104 Juniper Ridge Rd, Brattleboro, VT 05301

    Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

    Kristen Ziter Taylor Brattleboro Area Realty

    104 Juniper Ridge Rd, Brattleboro, VT 05301
  • /39

    $579,000 Sold May 07, 2025

    • 4,421 Sq Ft
    • $131/SF
    • 180 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1983

    169 Beakins Hill, Westminster West, VT 05346

    This property that sits on just over ten acres and is nestled at the top of a private, dead-end road, and has had just one owner. Construction began in 1983 from the ground up and over the years and has concluded with a most impressive custom-built home. You'll feel like you're miles away from others, yet it's only a ten-minute drive into Bellows Falls where you'll find everything you need.

    Heather Gleim CENTURY 21 North East

    169 Beakins Hill, Westminster West, VT 05346
    • /29

      Est $337,595 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,400 Sq Ft

      18 Kimball Hill, Putney, VT 05346

      18 Kimball Hill, Putney, VT 05346

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