3,465

Wilmington, VT Homes

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  • /31

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    68 E Brook Crossing, Wilmington, VT 05363

    Lovely updated chalet in the Chimney Hill community just outside the village of Wilmington and south of the Mount Snow ski resort. This home sits on a private lot with direct snowmobile trail access, great for summer hiking and biking, nearby access to Lake Whitingham, and is just a short drive into the downtown for shopping and dining. Inside you are treated to a vaulted living space with

    Adam Palmiter Berkley & Veller Greenwood/Dover

    68 E Brook Crossing, Wilmington, VT 05363
  • /40

    $90,000 Sold Apr 30, 2025

    M557-M560 Upper Dam Rd, Wilmington, VT 05363

    • Land
    • 1.93 Acres
    • $46,632 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 188 Days On Market

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    M557-M560 Upper Dam Rd, Wilmington, VT 05363
    • /25

      Est $1,159,596 Not Listed For Sale

      529 Coldbrook Rd, Wilmington, VT 05363

      • 3 Beds
      • 3 Baths
      • 3,113 Sq Ft
      • Built 2007
      529 Coldbrook Rd, Wilmington, VT 05363

      Last Sold Summary

      • 3% Above List Price
      • $360/SF
      • 0 Days On Market

      Last Sold Price $1,120,500

      Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  • /32

    $749,000

    • Land
    • 1.22 Acres
    • $613,934 per Acre

    Lot 2 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 1.22-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 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 Build. Enjoy

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 2 Old Mill Ln, Wilmington, VT 05363
  • /41

    $335,000 Sold Feb 20, 2026

    339 Higley Hill Rd, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Below List Price
    • $258/SF
    • 5 Days On Market

    Current Estimated Value $337,707

    Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    339 Higley Hill Rd, Wilmington, VT 05363
    • /38

      Est $376,274 Not Listed For Sale

      32 Lisle Hill Rd, Wilmington, VT 05363

      • 2 Beds
      • 2 Baths
      • 798 Sq Ft
      • Built 1950
      32 Lisle Hill Rd, Wilmington, VT 05363

      Last Sold Summary

      • 2% Below List Price
      • $482/SF
      • 7 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Janet Boyd Boyd Real Estate

  • /45

    $437,000

    • 4 Beds
    • 3.5 Baths
    • 2,015 Sq Ft

    29 First Unit 17, Wilmington, VT 05363

    Enjoy Green Mountain views from this bright and spacious end-unit townhouse, perfectly sited on the 1st fairway at the Haystack Golf Course. An oversized deck invites outdoor dining and entertaining, with sunsets over Haystack Mountain as your backdrop. Inside, natural light pours through windows and skylights into the open floor plan featuring vaulted ceilings, a fieldstone wood-burning

    Monique White Deerfield Valley Real Estate

    29 First Unit 17, Wilmington, VT 05363
  • /37

    $500,000 Sold Dec 05, 2025

    214 Whites Rd, Wilmington, VT 05363

    • 7 Beds
    • 7.5 Baths
    • 6,046 Sq Ft
    • Built 1936

    Last Sold Summary

    • 46% Below List Price
    • $83/SF
    • 75 Days On Market

    Current Estimated Value $840,582

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    214 Whites Rd, Wilmington, VT 05363
    • /21

      Est $426,581 Not Listed For Sale

      1 Darrah Loop, Wilmington, VT 05363

      • 4 Beds
      • 2 Baths
      • 1,431 Sq Ft
      • Built 1971
      1 Darrah Loop, Wilmington, VT 05363

      Last Sold Summary

      • 3% Below List Price
      • $307/SF
      • 59 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /60

    $429,000

    • 3 Beds
    • 3 Baths
    • 2,690 Sq Ft

    26 N Wind Rd, Wilmington, VT 05363

    Rustic Country Home This inviting rustic country home features a spacious great room with a vaulted ceiling and a beautiful fieldstone fireplace with a buckstove—perfect for cozy winter nights. A large dining area offers plenty of space for gathering with family and friends, complemented by an awesome bar ideal for entertaining. The first floor includes a generously sized bedroom, while the

    Rich Caplan Deerfield Valley Real Estate

    26 N Wind Rd, Wilmington, VT 05363
  • /56

    $465,000 Sold May 30, 2025

    11 West Rd Unit B-15, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Built 2003

    Last Sold Summary

    • $380/SF
    • 4 Days On Market

    Current Estimated Value $487,355

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    11 West Rd Unit B-15, Wilmington, VT 05363
    • /21

      Est $401,120 Not Listed For Sale

      29 Smith Rd, Wilmington, VT 05363

      • 4 Beds
      • 2 Baths
      • 2,100 Sq Ft
      • Built 2020
      29 Smith Rd, Wilmington, VT 05363

      Last Sold Summary

      • 23% Above List Price
      • $155/SF
      • 142 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /24

    $329,000 Under Contract

    • 4 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    752 Rte 9 E, Wilmington, VT 05363

    Charming country cape just outside the village of Wilmington on a spacious corner parcel with easy access off Rte 9. This lovely home could be a great full time residence or vacation retreat, thanks to a great price, great bones, recent upgrades, and nearby lakes, skiing, villages, and Molly Stark State Park right across the street. The house has a bright south facing living room, country kitchen

    Adam Palmiter Berkley & Veller Greenwood/Dover

    752 Rte 9 E, Wilmington, VT 05363
  • /60

    $680,000 Sold Dec 03, 2025

    27 Stearns Ave, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft
    • Built 2005

    Last Sold Summary

    • 14% Below List Price
    • $313/SF
    • 128 Days On Market

    Current Estimated Value $680,936

    Last Listing Agent John Redd Skihome Realty

    27 Stearns Ave, Wilmington, VT 05363
    • /39

      Est $489,853 Not Listed For Sale

      19 Arctic Cir, Wilmington, VT 05363

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1982
      19 Arctic Cir, Wilmington, VT 05363

      Last Sold Summary

      • 5% Above List Price
      • $388/SF
      • 15 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  • /40

    $125,000 Under Contract

    • Land
    • 1.58 Acres
    • $79,114 per Acre

    408 Fox Mountain Rd, Wilmington, VT 05363

    Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sacon Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Club House. If you've been thinking of building your dream home, this is a great opportunity! Enjoy all

    Sigrid Pickering Chimney Hill Realty

    408 Fox Mountain Rd, Wilmington, VT 05363
  • /41

    $550,000 Sold Sep 12, 2025

    11 Dutchman Ln Unit 4B, Wilmington, VT 05363

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $342/SF
    • 13 Days On Market

    Last Listing Agent Lisa Mirando Deerfield Valley Real Estate

    11 Dutchman Ln Unit 4B, Wilmington, VT 05363
    • /23

      Est $396,206 Not Listed For Sale

      10 Little Brook Dr, Wilmington, VT 05363

      • 4 Beds
      • 2 Baths
      • 1,268 Sq Ft
      • Built 1971
      10 Little Brook Dr, Wilmington, VT 05363

      Last Sold Summary

      • 12% Above List Price
      • $280/SF
      • 28 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /16

    $1,400,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,844 Sq Ft

    286 Coldbrook Rd, Wilmington, VT 05363

    This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf

    Melissa Nebelski Real Broker LLC

    286 Coldbrook Rd, Wilmington, VT 05363
  • /28

    $605,000 Sold Jul 23, 2025

    12 Conifer Ln, Wilmington, VT 05363

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 2010

    Last Sold Summary

    • 7% Below List Price
    • $288/SF
    • 81 Days On Market

    Current Estimated Value $613,772

    Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

    12 Conifer Ln, Wilmington, VT 05363
    • /30

      Est $520,744 Not Listed For Sale

      16 Snow Shoe Rd, Wilmington, VT 05363

      • 3 Beds
      • 3 Baths
      • 1,536 Sq Ft
      • Built 2002
      16 Snow Shoe Rd, Wilmington, VT 05363

      Last Sold Summary

      • 8% Above List Price
      • $312/SF
      • 20 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /55

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1 Frog Hollow, Wilmington, VT 05363

    Charming Rustic Country Saltbox on Lower Chimney HillNestled in a convenient Lower Chimney Hill location, this rustic country saltbox offers cozy comfort and classic Vermont charm. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace that keeps the house warmed right up, the home provides a warm and inviting atmosphere year-round.Outdoor enthusiasts will

    Rich Caplan Deerfield Valley Real Estate

    1 Frog Hollow, Wilmington, VT 05363
  • /30

    $250,000 Sold Feb 23, 2026

    876 Vermont Route 100, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft
    • Built 1957

    Last Sold Summary

    • 15% Below List Price
    • $188/SF
    • 112 Days On Market

    Last Listing Agent Tony Tribuno Skihome Realty

    876 Vermont Route 100, Wilmington, VT 05363
    • /30

      Est $272,057 Not Listed For Sale

      31 Haynes Rd, Wilmington, VT 05363

      • 2 Beds
      • 1.5 Baths
      • 780 Sq Ft
      • Built 2023
      31 Haynes Rd, Wilmington, VT 05363

      Last Sold Summary

      • 14% Below List Price
      • $404/SF
      • 52 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Erica Reynolds Southern Vermont Realty Group

  • /20

    $99,500

    • Land
    • 10.27 Acres
    • $9,688 per Acre

    0 Theresa Ln, Wilmington, VT 05363

    This is a rare 10.27 acre offering located in the pastoral town of Wilmington, Vermont. Featuring approximately 8 acres open field, stone walls, cherry trees, potential views of the windmills with clearing, and the Beaver Brook running through the lower section, this property offers privacy and beauty. In addition, the land is close to Mount Snow and the Hermitage Club, plus provides easy access

    Lisa Mirando Deerfield Valley Real Estate

    0 Theresa Ln, Wilmington, VT 05363
  • /41

    $730,000 Sold Dec 22, 2025

    17 Scoot Cir, Wilmington, VT 05363

    • 3 Beds
    • 3.5 Baths
    • 3,230 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Above List Price
    • $226/SF
    • 3 Days On Market

    Current Estimated Value $718,723

    Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    17 Scoot Cir, Wilmington, VT 05363
    • /37

      Est $1,591,370 Not Listed For Sale

      90 Fannie Hill Dr, Wilmington, VT 05363

      • 5 Beds
      • 4 Baths
      • 3,104 Sq Ft
      • Built 2017
      90 Fannie Hill Dr, Wilmington, VT 05363

      Last Sold Summary

      • 5% Below List Price
      • $540/SF
      • 99 Days On Market

      Last Sold Price $1,675,000

      Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  • /34

    $95,000

    • Land
    • 1 Acre
    • $95,000 per Acre

    169 Sun and Ski Rd, Wilmington, VT 05363

    Dreaming of building a home in Vermont but not sure where to start? With several significant steps in the preparation process already done, this one-acre lot is truly ready for your vision. A three-bedroom septic design by a Vermont engineer has been completed, with permits filed and approved by the state of Vermont. Plus, the land has already been partially cleared for a driveway and building

    Kim Meeker Southern Vermont Realty Group

    169 Sun and Ski Rd, Wilmington, VT 05363
  • /39

    $1,250,000 Sold Nov 12, 2025

    400 Stowe Hill Rd, Wilmington, VT 05363

    • 4 Beds
    • 4.5 Baths
    • 4,226 Sq Ft
    • Built 1967

    Last Sold Summary

    • 11% Above List Price
    • $296/SF
    • 4 Days On Market

    Current Estimated Value $1,203,261

    Last Listing Agent Erica Reynolds Southern Vermont Realty Group

    400 Stowe Hill Rd, Wilmington, VT 05363
    • /23

      Est $671,951 Not Listed For Sale

      76 Spruce Lake Estates, Wilmington, VT 05363

      • 4 Beds
      • 3 Baths
      • 1,942 Sq Ft
      • Built 2001
      76 Spruce Lake Estates, Wilmington, VT 05363

      Last Sold Summary

      • 7% Below List Price
      • $373/SF
      • 20 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /34

    $565,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,753 Sq Ft

    52 View Rd, Wilmington, VT 05363

    Gorgeous 2003 post and beam with mountain views and great privacy. This home is located at the end of a quiet road conveniently in the lower section of the Chimney Hill community with a double lot, easy access to Wilmington and Lake Whitingham, and just a short drive to the Mount Snow ski resort and Haystack Golf Club. Inside you are treated to exposed natural woodwork and joinery throughout the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    52 View Rd, Wilmington, VT 05363
  • /37

    $1,750,000 Sold Sep 24, 2025

    62 Mann Rd, Wilmington, VT 05363

    • 4 Beds
    • 5.5 Baths
    • 4,748 Sq Ft
    • Built 2023

    Last Sold Summary

    • 21% Above List Price
    • $369/SF
    • 23 Days On Market

    Current Estimated Value $1,672,716

    Last Listing Agent Derek Greene Derek Greene

    62 Mann Rd, Wilmington, VT 05363
    • /29

      Est $526,785 Not Listed For Sale

      92 Whites Rd, Wilmington, VT 05363

      • 3 Beds
      • 3 Baths
      • 1,660 Sq Ft
      • Built 1950
      92 Whites Rd, Wilmington, VT 05363

      Last Sold Summary

      • 10% Above List Price
      • $289/SF
      • 10 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Monique White Deerfield Valley Real Estate

  • /41

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    216 Ghastly Job Way, Wilmington, VT 05363

    Vermont mountain getaway perched on a private parcel at the end of a quiet country road, this charming mountain retreat offers sweeping long-range views spanning from the Green Mountains within the National Forest north to Mount Snow and east toward neighboring Marlboro. Enjoy breathtaking sunsets from the covered front porch or relax in the outdoor hot tub surrounded by nature. Inside, the

    Monique White Deerfield Valley Real Estate

    216 Ghastly Job Way, Wilmington, VT 05363
  • /6

    $35,000 Sold Jan 07, 2026

    9 Sun and Ski Rd, Wilmington, VT 05363

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

    Last Sold Summary

    • 22% Below List Price
    • 53 Days On Market

    Last Listing Agent Grayson VanHendrick Flex Realty

    9 Sun and Ski Rd, Wilmington, VT 05363
    • /24

      Est $343,387 Not Listed For Sale

      32 Ives Rd, Wilmington, VT 05363

      • 2 Beds
      • 1 Bath
      • 873 Sq Ft
      • Built 1962
      32 Ives Rd, Wilmington, VT 05363

      Last Sold Summary

      • 9% Above List Price
      • $361/SF
      • 49 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  • /39

    $25,000

    • Land
    • 0.5 Acre
    • $50,000 per Acre

    30 Upper Howes Way, Wilmington, VT 05363

    Affordable Single Lot with favorable soil tests for a 3-bedroom single family home in Chimney Hill. Surrounded on two sides by common land, this lot is in a quiet section of the Main Hill. Buyer is responsible or securing a septic permit. Join a community of over 560 homes sited on 1,200-Acres adjoining the Green Mt. National Forest, with 550-Acres owned in common by the membership of the HOA.

    Sigrid Pickering Chimney Hill Realty

    30 Upper Howes Way, Wilmington, VT 05363
  • /38

    $546,000 Sold Mar 06, 2026

    96 Big Bend Loop, Wilmington, VT 05363

    • 4 Beds
    • 2.5 Baths
    • 2,062 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $265/SF
    • 23 Days On Market

    Current Estimated Value $560,826

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    96 Big Bend Loop, Wilmington, VT 05363
    • /20

      Not Listed For Sale

      74 Gallup Pitch Rd, Wilmington, VT 05363

      • 4 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1980
      74 Gallup Pitch Rd, Wilmington, VT 05363

      Last Sold Summary

      • $260/SF
      • 31 Days On Market

      Last Sold Price $433,000

      Last Listing Agent Jessica Bentz Four Seasons Sotheby's Int'l Realty

  • /40

    $4,087,000

    • 6 Beds
    • 7 Baths
    • 7,090 Sq Ft

    22 Stags Leap Ln, Wilmington, VT 05363

    Spectacular custom home at the base of the Hermitage Club in the Stags Leap community, adjacent to the ski trails at the base of Haystack mountain. This is a rare lot overlooking the trails, with direct ski-on/off and lift access, mountain views, and sunsets beyond, unimpeded by any other homes. Featuring 6 bedrooms, 5 and two half baths, with luxurious high ceiling great room with exposed

    Adam Palmiter Berkley & Veller Greenwood/Dover

    22 Stags Leap Ln, Wilmington, VT 05363

Showing Results 121 - 160, Page 4 of 18

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