3,421

Windham, VT Homes

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  • 133 Howes Loop, Wilmington, VT 05363
    133 Howes Loop, Wilmington, VT 05363
    133 Howes Loop, Wilmington, VT 05363
    /59

    $1,225,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,711 Sq Ft

    133 Howes Loop, Wilmington, VT 05363

    Just completed in July 2025, this striking 4-bedroom, 4-bathroom mountain modern home offers over 4,000 square feet of thoughtfully designed living space perched in the desirable Chimney Hill community in Wilmington, Vermont. Set on a 1 acre lot surrounded by mature trees, the home captures a glimpse of the Green Mountains and offers direct access to year-round recreation.Step inside to soaring

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    133 Howes Loop, Wilmington, VT 05363
  • 423 Whites Rd, Wilmington, VT 05363
    423 Whites Rd, Wilmington, VT 05363
    423 Whites Rd, Wilmington, VT 05363
    /36

    $330,000 Sold Aug 28, 2024

    • Land
    • 6 Acres
    • $59,891 per Acre
    • 71 Days On Market

    423 Whites Rd, Wilmington, VT 05363

    Builders, Investors and Discerning Buyers Take Note! 2 Approved Building Lots totaling 5.41 acres with absolutely stunning panoramic views, acres of open land (plus a small pine forest), stonewalls, an excellent location, and flanked by high-end homes, this is THE home ( or homes) site for the selective buyer or builder. Welcome to your future dream home site perched high and set against the

    Jacki Murano Southern Vermont Realty Group

    423 Whites Rd, Wilmington, VT 05363
    • 00 Ln, Wilmington, VT 05363
      00 Ln, Wilmington, VT 05363
      00 Ln, Wilmington, VT 05363
      /25

      Not Listed For Sale

      00 Ln, Wilmington, VT 05363

      00 Ln, Wilmington, VT 05363
  • 00 Two Brook Dr, Wilmington, VT 05363
    00 Two Brook Dr, Wilmington, VT 05363
    00 Two Brook Dr, Wilmington, VT 05363
    /8

    $49,000 Under Contract

    • Land
    • 0.75 Acre
    • $65,333 per Acre

    00 Two Brook Dr, Wilmington, VT 05363

    Prime building opportunity in the heart of Vermont's four season playground! Flat lot w/enviable location near Haystack Golf Course & scenic Valley Trail. This parcel boasts not only a great location but also added convenience w/power, public water & sewer infrastructure nearby. Past waste water permits and design on file for building will need to be updated but are available for review. Vibrant

    Jacki Murano Southern Vermont Realty Group

    00 Two Brook Dr, Wilmington, VT 05363
  • 252 Ray Hill Rd, Wilmington, VT 05363
    252 Ray Hill Rd, Wilmington, VT 05363
    252 Ray Hill Rd, Wilmington, VT 05363
    /24

    $575,000 Sold Aug 22, 2024

    • 1,836 Sq Ft
    • $313/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    252 Ray Hill Rd, Wilmington, VT 05363

    Discover the allure of Vermont while enjoying mountain views paired with the charm of country living. This inviting home sits on 13 acres of private paradise and promises both solace and convenience. It is a stone's throw away from skiing, golf, dining, shopping, snowmobiling and beautiful Lake Whitingham. If dreaming of a four season escape, look no further! Once you step inside, you will be

    Melissa Ellis Southern Vermont Realty Group

    252 Ray Hill Rd, Wilmington, VT 05363
    • 12 10th Ln Unit 35, Wilmington, VT 05363
      12 10th Ln Unit 35, Wilmington, VT 05363
      12 10th Ln Unit 35, Wilmington, VT 05363
      /25

      Est $358,410 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,600 Sq Ft

      12 10th Ln Unit 35, Wilmington, VT 05363

      12 10th Ln Unit 35, Wilmington, VT 05363
  • 52 Big Bend Loop, Wilmington, VT 05363
    52 Big Bend Loop, Wilmington, VT 05363
    52 Big Bend Loop, Wilmington, VT 05363
    /36

    $499,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    52 Big Bend Loop, Wilmington, VT 05363

    This well-maintained 3 bedroom, 2 bath chalet in the sought after Chimney Hill community offers three levels of thoughtfully designed living space, providing plenty of room for the entire family. Recent improvements include a new roof in 2024, freshly painted exterior, and a recently stained deck, ensuring the home is move-in ready. The open concept main floor features an updated kitchen with

    Prema Fitzpatrick Skihome Realty

    52 Big Bend Loop, Wilmington, VT 05363
  • 57 Riverside Dr, Wilmington, VT 05363
    57 Riverside Dr, Wilmington, VT 05363
    57 Riverside Dr, Wilmington, VT 05363
    /18

    $319,000 Sold Aug 13, 2024

    • 1,564 Sq Ft
    • $204/SF
    • 72 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    57 Riverside Dr, Wilmington, VT 05363

    This charming 3 bedroom, 2 bathroom Cape with a garage is situated on an acre of land in Wilmington on a quiet dead end road. Plenty of privacy for your primary or secondary home! Excellent location within close proximity to everything this valley has to offer. Just a ten minute drive to Mount Snow and Hay Stack for winter sports or summer golfing, and just a couple miles from Lake Harriman. All

    Kristen Breeden Southern Vermont Realty Group

    57 Riverside Dr, Wilmington, VT 05363
    • 00 Gallup Pitch Rd, Wilmington, VT 05363
      00 Gallup Pitch Rd, Wilmington, VT 05363
      00 Gallup Pitch Rd, Wilmington, VT 05363
      /10

      Not Listed For Sale

      00 Gallup Pitch Rd, Wilmington, VT 05363

      00 Gallup Pitch Rd, Wilmington, VT 05363
  • 195 Mann Rd Unit 12, Wilmington, VT 05363
    195 Mann Rd Unit 12, Wilmington, VT 05363
    195 Mann Rd Unit 12, Wilmington, VT 05363
    /31

    $415,000 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    195 Mann Rd Unit 12, Wilmington, VT 05363

    Contemporary Townhouse on Haystack Golf Course. Beautifully situated along the 11th fairway of the Haystack Golf Course, this contemporary townhouse offers stunning mountain views and peaceful sunrises right from your private deck. The bright and airy main living level features an open-concept design with vaulted ceilings, a wood-burning fireplace, a spacious dining area, and a well-appointed

    Monique White Deerfield Valley Real Estate

    195 Mann Rd Unit 12, Wilmington, VT 05363
  • 00 Vermont Route 100, Marlboro, VT 05363
    00 Vermont Route 100, Marlboro, VT 05363
    /2

    $42,000 Sold Feb 24, 2025

    • Land
    • 10 Acres
    • $4,273 per Acre
    • 0 Days On Market

    00 Vermont Route 100, Marlboro, VT 05363

    Wow! About 9 acres bordering both Rt 100 and over 1500 feet of frontageon the North Branch of the Deerfield River. Access is off Rt 100 andthere could be many uses for this open field. It can also be purchasedwith abutting lands by same owner for even more potential! Want toinvest locally? This open pallet may be the way! Please check with thetown to see if you dream will work here!

    Christine Lewis Brattleboro Area Realty

    00 Vermont Route 100, Marlboro, VT 05363
    • 8 Cedar Creek Dr Unit C-1, Wilmington, VT 05363
      8 Cedar Creek Dr Unit C-1, Wilmington, VT 05363
      8 Cedar Creek Dr Unit C-1, Wilmington, VT 05363
      /28

      Est $985,703 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,536 Sq Ft

      8 Cedar Creek Dr Unit C-1, Wilmington, VT 05363

      8 Cedar Creek Dr Unit C-1, Wilmington, VT 05363
  • 111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    /60

    $260,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363

    Nice location on the Hill! Featuring a fairly level lot, seasonal views from the deck, a vaulted ceiling in the living room, along with a wood-burning fireplace and adjacent dining area, which is next to the kitchen. Original wood paneling and detailing are intact, a compact galley kitchen, shower bath and two bedrooms on the main upstairs level. The lower walkout level has a bedroom, full bath

    Sigrid Pickering Chimney Hill Realty

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    • 11 Frog Hollow, Wilmington, VT 05363
      11 Frog Hollow, Wilmington, VT 05363
      11 Frog Hollow, Wilmington, VT 05363
      /39

      Est $310,271 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,250 Sq Ft

      11 Frog Hollow, Wilmington, VT 05363

      11 Frog Hollow, Wilmington, VT 05363
  • 290 Old Mill Ln, Wilmington, VT 05363
    290 Old Mill Ln, Wilmington, VT 05363
    290 Old Mill Ln, Wilmington, VT 05363
    /33

    $199,995 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    290 Old Mill Ln, Wilmington, VT 05363

    “The Camp” Are you looking for that special seasonal getaway? Look no further! This charming 1-bedroom on the main level and second bedroom upstairs sleeping loft is located in the beautiful town of Wilmington. Nestled in the woods, this cozy cabin offers a unique and special Vermont experience. Enjoy the covered front porch and large deck, perfect for entertaining friends and family. Just steps

    Richard Caplan Deerfield Valley Real Estate

    290 Old Mill Ln, Wilmington, VT 05363
    • 21 Splatter Foot Close Unit M436, Wilmington, VT 05363
      21 Splatter Foot Close Unit M436, Wilmington, VT 05363
      21 Splatter Foot Close Unit M436, Wilmington, VT 05363
      /40

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft

      21 Splatter Foot Close Unit M436, Wilmington, VT 05363

      21 Splatter Foot Close Unit M436, Wilmington, VT 05363
  • 624 Boyd Hill Rd, Wilmington, VT 05363
    624 Boyd Hill Rd, Wilmington, VT 05363
    624 Boyd Hill Rd, Wilmington, VT 05363
    /28

    $520,000 Under Contract

    • 6 Beds
    • 3.5 Baths
    • 2,766 Sq Ft

    624 Boyd Hill Rd, Wilmington, VT 05363

    Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s

    Jason Saphire www.HomeZu.com

    624 Boyd Hill Rd, Wilmington, VT 05363
    • Lot #5 Beau Ridge Rd Unit 5, Wilmington, VT 05363
      Lot #5 Beau Ridge Rd Unit 5, Wilmington, VT 05363
      Lot #5 Beau Ridge Rd Unit 5, Wilmington, VT 05363
      /7

      Not Listed For Sale

      Lot #5 Beau Ridge Rd Unit 5, Wilmington, VT 05363

      Lot #5 Beau Ridge Rd Unit 5, Wilmington, VT 05363
  • 0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363
    0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363
    0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363
    /14

    $369,000 Under Contract

    • Land
    • 8 Acres
    • $45,556 per Acre

    0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363

    Escape to your own private sanctuary on 8.1 acres of pristine land with stunning mountain views. This exceptional property is free from HOA restrictions, offering unlimited potential for your dream home or retreat. Featuring a cleared building site, new driveway, and a State of VT Wastewater Permit for a 4-bedroom dwelling, everything is in place for your vision. Accessible off a public road with

    Chad Lackey Deerfield Valley Real Estate

    0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363
    • 2 Lisle Hill Rd, Wilmington, VT 05363
      2 Lisle Hill Rd, Wilmington, VT 05363
      2 Lisle Hill Rd, Wilmington, VT 05363
      /26

      Est $257,407 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,640 Sq Ft

      2 Lisle Hill Rd, Wilmington, VT 05363

      2 Lisle Hill Rd, Wilmington, VT 05363
  • Lot 4 Old Mill Ln, Wilmington, VT 05363
    Lot 4 Old Mill Ln, Wilmington, VT 05363
    Lot 4 Old Mill Ln, Wilmington, VT 05363
    /25

    $774,000

    • Land
    • 1.32 Acres
    • $586,364 per Acre

    Lot 4 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium cleared lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 Old Mill Ln, Wilmington, VT 05363
    • 203 Minor Rd, Wilmington, VT 05363
      203 Minor Rd, Wilmington, VT 05363
      203 Minor Rd, Wilmington, VT 05363
      /15

      Not Listed For Sale

      203 Minor Rd, Wilmington, VT 05363

      203 Minor Rd, Wilmington, VT 05363
    • 181 Howes Loop Unit A1, Wilmington, VT 05363
      181 Howes Loop Unit A1, Wilmington, VT 05363
      181 Howes Loop Unit A1, Wilmington, VT 05363
      /40

      Est $464,680 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      181 Howes Loop Unit A1, Wilmington, VT 05363

      181 Howes Loop Unit A1, Wilmington, VT 05363
    • 20 Highlands Ave, Wilmington, VT 05363
      20 Highlands Ave, Wilmington, VT 05363
      20 Highlands Ave, Wilmington, VT 05363
      /35

      Not Listed For Sale

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

      20 Highlands Ave, Wilmington, VT 05363

      20 Highlands Ave, Wilmington, VT 05363
    • 46 Scattered Timber Rd Unit M493, Wilmington, VT 05363
      46 Scattered Timber Rd Unit M493, Wilmington, VT 05363
      46 Scattered Timber Rd Unit M493, Wilmington, VT 05363
      /40

      Est $760,257 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,606 Sq Ft

      46 Scattered Timber Rd Unit M493, Wilmington, VT 05363

      46 Scattered Timber Rd Unit M493, Wilmington, VT 05363
    • 130 Vt Route 100 N, West Marlboro, VT 05363
      130 Vt Route 100 N, West Marlboro, VT 05363
      130 Vt Route 100 N, West Marlboro, VT 05363
      /25

      Est $241,401 Not Listed For Sale

      130 Vt Route 100 N, West Marlboro, VT 05363

      130 Vt Route 100 N, West Marlboro, VT 05363
    • 12 Overlook Dr, Wilmington, VT 05363
      12 Overlook Dr, Wilmington, VT 05363
      12 Overlook Dr, Wilmington, VT 05363
      /27

      Est $485,404 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,122 Sq Ft

      12 Overlook Dr, Wilmington, VT 05363

      12 Overlook Dr, Wilmington, VT 05363
    • 0 Big Bend Loop Unit M132 & M133, Wilmington, VT 05363
      0 Big Bend Loop Unit M132 & M133, Wilmington, VT 05363
      0 Big Bend Loop Unit M132 & M133, Wilmington, VT 05363
      /40

      Not Listed For Sale

      0 Big Bend Loop Unit M132 & M133, Wilmington, VT 05363

      0 Big Bend Loop Unit M132 & M133, Wilmington, VT 05363
    • 18 Pond Loop Unit M-30, Wilmington, VT 05363
      18 Pond Loop Unit M-30, Wilmington, VT 05363
      18 Pond Loop Unit M-30, Wilmington, VT 05363
      /40

      Est $388,500 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      18 Pond Loop Unit M-30, Wilmington, VT 05363

      18 Pond Loop Unit M-30, Wilmington, VT 05363
    • 156 Ballou Hill Rd, Wilmington, VT 05363
      156 Ballou Hill Rd, Wilmington, VT 05363
      156 Ballou Hill Rd, Wilmington, VT 05363
      /33

      Est $677,272 Not Listed For Sale

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

      156 Ballou Hill Rd, Wilmington, VT 05363

      156 Ballou Hill Rd, Wilmington, VT 05363
    • 69 Two Brook Dr, Wilmington, VT 05363
      69 Two Brook Dr, Wilmington, VT 05363
      69 Two Brook Dr, Wilmington, VT 05363
      /37

      Est $485,450 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft

      69 Two Brook Dr, Wilmington, VT 05363

      69 Two Brook Dr, Wilmington, VT 05363
    • 14 Par Dr Unit 14, Wilmington, VT 05363
      14 Par Dr Unit 14, Wilmington, VT 05363
      14 Par Dr Unit 14, Wilmington, VT 05363
      /21

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,682 Sq Ft

      14 Par Dr Unit 14, Wilmington, VT 05363

      14 Par Dr Unit 14, Wilmington, VT 05363
    • 10 Large Maple Way, Wilmington, VT 05363
      10 Large Maple Way, Wilmington, VT 05363
      10 Large Maple Way, Wilmington, VT 05363
      /40

      Est $716,388 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,800 Sq Ft

      10 Large Maple Way, Wilmington, VT 05363

      10 Large Maple Way, Wilmington, VT 05363
    • 397 Stowe Hill Rd, Wilmington, VT 05363
      397 Stowe Hill Rd, Wilmington, VT 05363
      397 Stowe Hill Rd, Wilmington, VT 05363
      /18

      Est $380,484 Not Listed For Sale

      • 3 Beds

      397 Stowe Hill Rd, Wilmington, VT 05363

      397 Stowe Hill Rd, Wilmington, VT 05363
    • 20 Bear Lair Ln Unit M361, Wilmington, VT 05363
      20 Bear Lair Ln Unit M361, Wilmington, VT 05363
      20 Bear Lair Ln Unit M361, Wilmington, VT 05363
      /40

      Est $483,491 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      20 Bear Lair Ln Unit M361, Wilmington, VT 05363

      20 Bear Lair Ln Unit M361, Wilmington, VT 05363
    • 182 Binney Brook Rd Unit M541, Wilmington, VT 05363
      182 Binney Brook Rd Unit M541, Wilmington, VT 05363
      182 Binney Brook Rd Unit M541, Wilmington, VT 05363
      /20

      Est $560,308 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,550 Sq Ft

      182 Binney Brook Rd Unit M541, Wilmington, VT 05363

      182 Binney Brook Rd Unit M541, Wilmington, VT 05363
    • 390 Haystack Rd Unit 5, Wilmington, VT 05363
      390 Haystack Rd Unit 5, Wilmington, VT 05363
      390 Haystack Rd Unit 5, Wilmington, VT 05363
      /16

      Est $296,091 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,100 Sq Ft

      390 Haystack Rd Unit 5, Wilmington, VT 05363

      390 Haystack Rd Unit 5, Wilmington, VT 05363
    • 0 Cliff's Hollow Ln Unit 4954553, Wilmington, VT 05363
      0 Cliff's Hollow Ln Unit 4954553, Wilmington, VT 05363
      0 Cliff's Hollow Ln Unit 4954553, Wilmington, VT 05363
      /8

      Not Listed For Sale

      0 Cliff's Hollow Ln Unit 4954553, Wilmington, VT 05363

      0 Cliff's Hollow Ln Unit 4954553, Wilmington, VT 05363
    • 161 Ware Rd, Wilmington, VT 05363
      161 Ware Rd, Wilmington, VT 05363
      161 Ware Rd, Wilmington, VT 05363
      /40

      Est $929,346 Not Listed For Sale

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

      161 Ware Rd, Wilmington, VT 05363

      161 Ware Rd, Wilmington, VT 05363
    • 20 Arctic Cir, Wilmington, VT 05363
      20 Arctic Cir, Wilmington, VT 05363
      20 Arctic Cir, Wilmington, VT 05363
      /32

      Est $588,201 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,722 Sq Ft

      20 Arctic Cir, Wilmington, VT 05363

      20 Arctic Cir, Wilmington, VT 05363

Showing Results 241 - 280, Page 7 of 18

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