30,374

Windham, VT Homes

Section Image
  • /26

    $593,500 Sold Jun 17, 2025

    • 1,607 Sq Ft
    • $369/SF
    • 75 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155

    Welcome to this well-cared-for, one-owner home in the charming town of Londonderry, VT. Nestled on a private, beautifully landscaped lot, this property offers both tranquility and convenience, with easy access to three major ski areas—perfect for outdoor enthusiasts.This bright and inviting home features an open layout that maximizes natural light throughout. The spacious main floor boasts a cozy

    Carrie Mathews Winhall Real Estate

    2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155
    • /35

      Est $279,638 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,860 Sq Ft

      159 Reed Hill Rd, Jacksonville, VT 05342

      159 Reed Hill Rd, Jacksonville, VT 05342
  • /47

    $985,000

    • 6 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    5825 Vermont 30, Townshend, VT 05353

    Equine Estate with 21 acres. 6+ Beds, 5 Baths! Unique and versatile property has been operated as a 501(c)(3) equine rescue facility since 2005. 3-bedroom MAIN HOUSE with attached 1-bedroom accessory unit, ideal for guests, staff, income. MAIN BARN w/8 box stalls and wash stall. Hay elevator, automatic water, heated tack rooms, office with a deck overlooking the public forest. The “CARRIAGE

    Jacki Murano Southern Vermont Realty Group

    5825 Vermont 30, Townshend, VT 05353
  • /46

    $449,999 Sold Jun 16, 2025

    • 1,438 Sq Ft
    • $313/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    1448 Cyrus Rd, Whitingham, VT 05361

    Welcome to your perfect escape. This home has been beautifully maintained by the owners for 34 years. It has 3-bedrooms and 2-bathrooms. The homes nestled on a sprawling 15.2 acres complete with private hiking and ATV trails, a tranquil pond just steps from your front door, and breathtaking sunrise views from the porch, along with a large horse barn that has been partially converted into a

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    1448 Cyrus Rd, Whitingham, VT 05361
    • /40

      Est $586,854 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,296 Sq Ft

      371 Butler Brook Rd, Jacksonville, VT 05342

      371 Butler Brook Rd, Jacksonville, VT 05342
  • /47

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 3,666 Sq Ft

    3 Overbrook Dr, Dover, VT 05356

    STUNNING NEW CONSTRUCTION, SPECTACULAR VIEWS, GREAT LOCATION! Open House Saturday, 7/5/2025, 12-2pm! Set against the backdrop of Mount Snow, this just completed luxury single-family home offers the perfect blend of modern design, spacious living.Located just minutes from the ski mountain, The Outlook at Mount Snow offers the perfect blend of mountain modern luxury and the ultimate

    John Redd Skihome Realty

    3 Overbrook Dr, Dover, VT 05356
  • /37

    $375,000 Sold Jun 16, 2025

    • 1,632 Sq Ft
    • $230/SF
    • 66 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1998

    146 Sherwood Cir, Brattleboro, VT 05301

    If you’re looking for privacy, space to roam, and the convenience of being just 3 miles from downtown Brattleboro, this charming Cape-style home is a must-see! Set on a beautifully landscaped 1.16-acre lot in a desirable neighborhood, this 3-bedroom, 1.5 bath home sits slightly elevated above the others, offering stunning mountain views and all-day natural sunlight. The open-concept kitchen and

    Kate Barry EXP Realty

    146 Sherwood Cir, Brattleboro, VT 05301
    • /17

      Est $177,511 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 826 Sq Ft

      813 Gates Pond Rd, Jacksonville, VT 05342

      813 Gates Pond Rd, Jacksonville, VT 05342
  • /53

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,506 Sq Ft

    339 Coldbrook Rd, Wilmington, VT 05363

    Just a half mile from The Hermitage Club, 3.5 miles to Mount Snow, and only a mile from Haystack Golf Club, this 4 bedroom, 3 bathroom home on 10.1 acres offers the perfect blend of rustic charm and modern comfort. Direct access to the VAST snowmobile trails and mountain views makes this an outdoor enthusiast’s dream.Step inside to find warm wood finishes, exposed beams, and rich natural textures

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    339 Coldbrook Rd, Wilmington, VT 05363
  • /42

    $499,900 Sold Jun 16, 2025

    • 2,100 Sq Ft
    • $238/SF
    • 100 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    38 Yeaw Rd, Dover, VT 05341

    Enjoy the beauty and serenity of Vermont from this lovely 3 bedroom, 2 bath secluded country home set back off the road on 1.93 acres with a circular drive. The home features: a Primary Suite on the second level with a sitting room/office area, spa tub, oversized walk-in closet and an additional finished storage space. There are two bedrooms and a guest bathroom on the first floor along with an

    Lisa Mirando Deerfield Valley Real Estate

    38 Yeaw Rd, Dover, VT 05341
    • /40

      Est $419,832 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,248 Sq Ft

      4840 Vt Route 100, Whitingham, VT 05361

      4840 Vt Route 100, Whitingham, VT 05361
  • /33

    $799,000

    • 5 Beds
    • 2.5 Baths
    • 3,064 Sq Ft

    32 Old Town Rd, Dover, VT 05356

    Tucked away on a country road in Dover, Vermont, this inviting five bedroom, three bathroom home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Set on a scenic open lot with a tranquil pond and open views, the property includes a spacious inlaw apartment on the walkout lower level ideal for guests, extended family, or potential rental income.The main home features

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    32 Old Town Rd, Dover, VT 05356
  • /43

    $490,000 Sold Jun 16, 2025

    • 1,204 Sq Ft
    • $407/SF
    • 239 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    132 Pingree Park Ln, Londonderry, VT 05148

    The interior footprint of this home is over 3900 sq feet! The original 1200 finished sq feet is enhanced by an addition needing interior finishing only. The large main floor of the addition (595 sq ft) has top quality construction, lots of natural light and an open floor plan. The 595 sq ft space above will make a stunning primary suite. Situated on a lovely parcel of land you will find

    Alison Cummings Cummings & Co

    132 Pingree Park Ln, Londonderry, VT 05148
    • /38

      Est $790,418 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,332 Sq Ft

      1793 Faulkner Rd, Whitingham, VT 05361

      1793 Faulkner Rd, Whitingham, VT 05361
  • /16

    $259,900

    • Land
    • 29 Acres
    • $8,901 per Acre

    1270 Melendy Hill Rd, Guilford, VT 05301

    A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is

    Christine Lewis Brattleboro Area Realty

    1270 Melendy Hill Rd, Guilford, VT 05301
  • /3

    $1,052,500 Sold Jun 13, 2025

    • 4,230 Sq Ft
    • $249/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    28 Airport Rd, Dover, VT 05356

    Ideally situated between Mount Snow, Carinthia and the Hermitage Club, this custom-built home overlooks the Mount Snow Golf Club with winter views of Haystack and Mt. Snow ski trails. This turnkey home has direct access to snowmobiling and you can expand your winter fun with backyard access to snowshoeing, cross country skiing and sledding on the golf course directly behind the home. You enter

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    28 Airport Rd, Dover, VT 05356
    • /29

      Est $945,125 Not Listed For Sale

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

      2329 Faulkner Rd, Whitingham, VT 05361

      2329 Faulkner Rd, Whitingham, VT 05361
  • /24

    $33,000

    • 1 Bed
    • 2 Baths
    • 709 Sq Ft

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

    TRAILSIDE! A great and affordable opportunity to own the best location to be on the Mount Snow ski trails. Unit 243 boast a queen size Murphy bed, kitchenette and full bath. This unit sleeps 2 and has amazing views of the mountain. Unit 245 has 2 queen beds a full bath, a mini fridge and a private deck overlooking the ski trails. This lockout combination allows you to use the studio and the

    Sheila Joyce-Albano Skihome Realty

    243/245 qtr 2, Grand Summit Way Unit 243/245, Dover, VT 05356
  • /25

    $315,000 Sold Jun 13, 2025

    • 1,340 Sq Ft
    • $235/SF
    • 50 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    71 Whetstone Dr, Brattleboro, VT 05301

    Tucked in a sweet newer neighborhood, this home is not to be missed. Perfect for one floor living and aging in place, but versatile enough for choosing an upstairs bedroom! There is a one car attached garage and sunny deck with a slider to the dining area. The open concept with a vaulted ceiling gives a spacious, light filled living area. Some tlc needed but well worth a painting party.

    Christine Lewis Brattleboro Area Realty

    71 Whetstone Dr, Brattleboro, VT 05301
    • /40

      Est $250,579 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,512 Sq Ft

      406 River Rd, Putney, VT 05346

      406 River Rd, Putney, VT 05346
  • /12

    $315,000

    • Land
    • 19 Acres
    • $16,640 per Acre

    0 Forest Heights Rd, West Dover, VT 05356

    Are you ready to turn your dream home into a reality? This expansive parcel of land, located just 2 miles from the slopes of Mount Snow, is waiting for your vision. The property offers an ideal combination of privacy and seclusion and with some clearing, you can unveil extraordinary views of the Mount Snow ski slopes, creating the perfect backdrop for your dream home. The property boasts

    Michelle O'Neil Deerfield Valley Real Estate

    0 Forest Heights Rd, West Dover, VT 05356
  • /31

    $250,000 Sold Jun 13, 2025

    • 1,153 Sq Ft
    • $217/SF
    • 361 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1976

    82 Two Brook Dr, Wilmington, VT 05363

    This home is perfect if you like wood. The lot is loaded with trees and the house is a wood lovers dream. Neat and tidy, this location is a just a great spot for any home based activity oriented retreat. Ready to go for Ski Season, Summer, Fall activities. Close to 2 major ski areas, swimming and lake boating or fishing, golf, Green Mountain National Forest. Nearby access to snowmobile

    Tony Tribuno Skihome Realty

    82 Two Brook Dr, Wilmington, VT 05363
    • /23

      Est $345,544 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 3,588 Sq Ft

      279 Trail Rd, Putney, VT 05346

      279 Trail Rd, Putney, VT 05346
  • /60

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    96 E Brook Crossing Unit CHC209.000, Wilmington, VT 05363

    New Listing in Section C! Quiet corner of the Resort features this Classic Chalet with a mudroom entry, bedroom with slider to the deck, a full bath, open concept kitchen with wood cabinets and breakfast bar, dining area with a bay window, living area with vaulted ceiling, wood burning fireplace and slider to the deck. Upstairs has a full bath with skylight and two bedrooms, one with a skylight

    Sigrid Pickering Chimney Hill Realty

    96 E Brook Crossing Unit CHC209.000, Wilmington, VT 05363
  • /33

    $386,250 Sold Jun 12, 2025

    • 1,617 Sq Ft
    • $239/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    33 Frost Place, Brattleboro, VT 05301

    Whether you're seeking a smart investment or a beautifully appointed primary residence, this exceptional offering in the heart of Brattleboro, VT, is not to be missed. Fully renovated by the current owners, this charming home offers far more than it's modest exterior suggests.Step onto the inviting screened porch — the perfect spot to unwind during warmer months or transition comfortably from the

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    33 Frost Place, Brattleboro, VT 05301
    • /26

      Est $425,438 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,818 Sq Ft

      331 Old Codding Rd, Putney, VT 05346

      331 Old Codding Rd, Putney, VT 05346
  • /60

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,315 Sq Ft

    23 Meeting House Ln, Brattleboro, VT 05301

    First Time on the Market – Premier Brattleboro Location!Nestled on one of the most desirable lots in one of Brattleboro’s finest neighborhoods, this well-maintained home is being offered for sale for the very first time! Custom-built by the current owner in 1970 with attention to detail, this spacious ranch offers comfort, functionality, and an impressive list of amenities.Perfect for

    Bert Inman RE/MAX Town & Country

    23 Meeting House Ln, Brattleboro, VT 05301
  • /24

    $285,000 Sold Jun 12, 2025

    • 1,324 Sq Ft
    • $215/SF
    • 8 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1971

    730 Hubbard Hill Rd, Halifax, VT 05342

    Situated just off of VT Rte. 112, this home has rural surroundings with equal proximity to Brattleboro VT and Greenfield MA for shopping and conveniences, and to the Dover VT area for skiing and recreation. The screened-in porch provides a relaxing space overlooking the yard and beyond, with the yard offering plenty of sunny garden space, a chicken coop and a small fire pit. The walk-up garage

    Stephanie Wilde Brattleboro Area Realty

    730 Hubbard Hill Rd, Halifax, VT 05342
    • /40

      Est $356,315 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft

      25 Thompson Rd, Westminster, VT 05158

      25 Thompson Rd, Westminster, VT 05158
  • /17

    $625,000

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    9 Cooper Hill Rd, Dover, VT 05341

    Welcome to your own private sanctuary, tucked away on six stunning acres of unspoiled natural beauty. This inviting 4-bedroom, 2-bathroom home offers the perfect balance of rustic charm and modern comfort, creating an ideal retreat for those seeking peace, privacy, and outdoor adventure.Surrounded by lush woods and open space, the property features a serene private pond, the soothing sounds

    Carrie Mathews Winhall Real Estate

    9 Cooper Hill Rd, Dover, VT 05341
  • /15

    $350,000 Sold Jun 12, 2025

    • 1,272 Sq Ft
    • $275/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1872

    187 Maple St, Brattleboro, VT 05301

    This light, airy, two-story, 3-bedroom house was built during the Civil War, around 1864. On .35 acres, there are planted gardens, lawn, and a large, sunny area that can be a good-sized vegetable garden. The house has a large kitchen area w/ a small wood-burning stove, a living room, dining room, a ground-floor WC and study. A screened three-season porch has been added to the house and is a

    John Hatton Berkley & Veller Greenwood Country

    187 Maple St, Brattleboro, VT 05301
    • /19

      Est $326,988 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,404 Sq Ft

      2170 Kurn Hattin Rd, Putney, VT 05346

      2170 Kurn Hattin Rd, Putney, VT 05346
  • /25

    $27,999

    • 2 Beds
    • 2 Baths
    • 745 Sq Ft

    304/306, Qtr 3 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation year-round sound nice? This valley-side lockout unit on the top floor features an open-concept kitchen, dining, and living area with a Murphy bed, as well as a full bath. The adjoining room features two queen beds and an additional full bathroom. The lockout-style unit offers the option of using both sides or using one and renting the other

    Patricia Fitzpatrick Skihome Realty

    304/306, Qtr 3 Grand Summit Way, Dover, VT 05356
  • /13

    $305,000 Sold Jun 12, 2025

    • Land
    • 33 Acres
    • $9,285 per Acre
    • 76 Days On Market

    0 Smith Rd, Marlboro, VT 05363

    Nestled at the end of a quiet, quintessential roadway, this stunning parcel of land offers the perfect blend of privacy and natural beauty. Surrounded by mature maples, stone walls, and towering pines, this property provides a serene, wooded environment while offering the potential for breathtaking views with some clearing. Tucked away at the end of a peaceful, dead-end road, this property offers

    Richard Caplan Deerfield Valley Real Estate

    0 Smith Rd, Marlboro, VT 05363
    • /40

      Est $753,690 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,262 Sq Ft

      680 Beebe Rd, Putney, VT 05346

      680 Beebe Rd, Putney, VT 05346
  • /40

    $1,695,000

    • 7 Beds
    • 7.5 Baths
    • 8,364 Sq Ft

    251 Pratt Bridge Rd, Jamaica, VT 05343

    Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An

    TG Glazer Winhall Real Estate

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

    $1,250,000 Sold Jun 12, 2025

    • 5,000 Sq Ft
    • $250/SF
    • 132 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1972

    34 E Village Cir, Wilmington, VT 05363

    Stunning Rustic Retreat with Modern Comforts. Nestled in a peaceful, partially wooded lot, this property exudes character and charm. Fully renovated in 2013, it’s been meticulously maintained and offers an inviting, cozy atmosphere. Practicality meets style with a large mudroom and laundry area that includes slate and tile flooring w/ radiant heat. A massive great room has a fieldstone fireplace,

    Richard Caplan Deerfield Valley Real Estate

    34 E Village Cir, Wilmington, VT 05363
    • /39

      Est $385,165 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,982 Sq Ft

      2227 West Rd, Putney, VT 05346

      2227 West Rd, Putney, VT 05346
  • /33

    $430,000

    • 3 Beds
    • 3 Baths
    • 2,446 Sq Ft

    211 Upper Dam Rd, Wilmington, VT 05363

    Charming Saltbox Chalet located in the desirable Chimney Hill community. This classic chalet is just a short drive from Wilmington Village, Lake Whitingham, the Haystack Golf Course, and Mount Snow Ski Resort. The light-filled interior offers a welcoming open concept great room with vaulted ceilings, a wood-burning fireplace with brick hearth, and hardwood flooring. The kitchen features granite

    Monique White Deerfield Valley Real Estate

    211 Upper Dam Rd, Wilmington, VT 05363
  • /27

    $975,000 Sold Jun 12, 2025

    • 4,500 Sq Ft
    • $217/SF
    • 264 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1996

    8 Challenger Hill Extension, Dover, VT 05356

    Beautiful completely remodeled and expanded country home less than 3 miles to Mount Snow. This property is a true treat for someone looking to enjoy all four seasons, as there is snowmobile trail access from your private lot, easy access to skiing and lakes, a garage for toys, outdoor hot tub on the entertaining covered porch with stone fireplace, garden shed ideal for a fun bunk house, and stone

    Adam Palmiter Berkley & Veller Greenwood/Dover

    8 Challenger Hill Extension, Dover, VT 05356

Showing Results 321 - 360, Page 9 of 18

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