3,465

Wilmington, VT Homes

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  • /12

    $999,000

    • Land
    • 12.2 Acres
    • $81,885 per Acre

    Higley Hill Rd, Wilmington, VT 05363

    Looking for Vermont land with privacy, natural beauty, and development potential? This 12.2-acre parcel in Windham County offers a peaceful escape tucked into the woods, ideal for buyers seeking recreational land, a homestead site, or a rural retreat. With 250 ft of road frontage on Higley Hill Rd, the property is easily accessible while still offering seclusion.The terrain is wooded and

    Community Lands Community Lands

    Higley Hill Rd, Wilmington, VT 05363
  • /60

    $535,000 Sold Jun 20, 2025

    78 Pond Loop Unit M-2, Wilmington, VT 05363

    • 5 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1968

    Last Sold Summary

    • 8% Below List Price
    • $191/SF
    • 200 Days On Market

    Current Estimated Value $564,590

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    78 Pond Loop Unit M-2, Wilmington, VT 05363
    • /60

      Est $360,832 Not Listed For Sale

      28 Town Farm Rd Unit B 9, Wilmington, VT 05363

      • 3 Beds
      • 1.5 Baths
      • 1,464 Sq Ft
      • Built 1972
      28 Town Farm Rd Unit B 9, Wilmington, VT 05363

      Last Sold Summary

      • 6% Above List Price
      • $233/SF
      • 244 Days On Market

      Last Sold Price $341,000

      Last Listing Agent Sigrid Pickering Chimney Hill Realty

  • /46

    $898,000

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    41 Two Brook Dr, Wilmington, VT 05363

    Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all.Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    41 Two Brook Dr, Wilmington, VT 05363
  • /35

    $120,000 Sold Mar 20, 2026

    406 Fox Mountain Rd, Wilmington, VT 05363

    • Land
    • 1.52 Acres
    • $78,947 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 302 Days On Market

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    406 Fox Mountain Rd, Wilmington, VT 05363
    • /28

      Est $782,627 Not Listed For Sale

      11 Country Club Rd, Wilmington, VT 05363

      • 5 Beds
      • 4.5 Baths
      • 3,876 Sq Ft
      • Built 1925
      11 Country Club Rd, Wilmington, VT 05363

      Last Sold Summary

      • 2% Above List Price
      • $199/SF
      • 189 Days On Market

      Last Sold Price $770,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /31

    $879,000

    • 5 Beds
    • 3 Baths
    • 3,015 Sq Ft

    100 Mowing Way, Wilmington, VT 05363

    Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen

    Leslie Fraser Four Seasons Sotheby's Int'l Realty

    100 Mowing Way, Wilmington, VT 05363
  • /19

    $632,500 Sold May 30, 2025

    210 Old Mill Ln, Wilmington, VT 05363

    • 2 Beds
    • 1 Bath
    • 2,304 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Below List Price
    • $275/SF
    • 64 Days On Market

    Current Estimated Value $640,714

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    210 Old Mill Ln, Wilmington, VT 05363
    • /30

      Est $611,977 Not Listed For Sale

      79 Wilmington Heights, Wilmington, VT 05363

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1987
      79 Wilmington Heights, Wilmington, VT 05363

      Last Sold Summary

      • 9% Below List Price
      • $305/SF
      • 97 Days On Market

      Last Sold Price $670,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /37

    $675,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,516 Sq Ft

    34 Binney Brook Rd, Wilmington, VT 05363

    Beautiful upscale chalet in the Chimney Hill community just a short drive from the Mount Snow ski resort and the village of Wilmington. This meticulously maintained turnkey home has been extensively renovated and upgraded, and sits on a private lot along a quiet side road with direct access to nearby snowmobile trails. Inside, a gorgeous great room features vaulted ceilings, exposed natural

    Adam Palmiter Berkley & Veller Greenwood/Dover

    34 Binney Brook Rd, Wilmington, VT 05363
  • /33

    $420,000 Sold Feb 27, 2026

    6 Gates Lake Raponda Ln, Wilmington, VT 05363

    • 2 Beds
    • 1.5 Baths
    • 1,416 Sq Ft
    • Built 1960

    Last Sold Summary

    • 16% Below List Price
    • $297/SF
    • 162 Days On Market

    Last Listing Agent Heidi Zizza Four Seasons Sotheby's Int'l Realty

    6 Gates Lake Raponda Ln, Wilmington, VT 05363
    • /40

      Est $632,251 Not Listed For Sale

      27 Haymaker Ln Unit 9A, Wilmington, VT 05363

      • 3 Beds
      • 2.5 Baths
      • 2,500 Sq Ft
      • Built 1989
      27 Haymaker Ln Unit 9A, Wilmington, VT 05363

      Last Sold Summary

      • 4% Below List Price
      • $263/SF
      • 18 Days On Market

      Last Sold Price $656,530

      Last Listing Agent Rich Caplan Deerfield Valley Real Estate

  • /36

    $578,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    50 Mowing Way, Wilmington, VT 05363

    50 Mowing Way, a beautifully updated Vermont retreat adjacent to the Haystack Golf Course in Wilmington. This stylish, move-in-ready home blends modern comfort with warm mountain character, making it perfect as a year-round residence or weekend getaway.The open concept living space features brand-new floors, vaulted ceilings, exposed beams, and a cozy fireplace with a striking wood-accent

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    50 Mowing Way, Wilmington, VT 05363
  • /31

    $250,000 Sold Jun 13, 2025

    82 Two Brook Dr, Wilmington, VT 05363

    • 3 Beds
    • 1.5 Baths
    • 1,153 Sq Ft
    • Built 1976

    Last Sold Summary

    • 44% Below List Price
    • $217/SF
    • 361 Days On Market

    Current Estimated Value $271,735

    Last Listing Agent Tony Tribuno Skihome Realty

    82 Two Brook Dr, Wilmington, VT 05363
    • /24

      Est $274,581 Not Listed For Sale

      7 Hassey Bend Unit 16, Wilmington, VT 05363

      • 2 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1972
      7 Hassey Bend Unit 16, Wilmington, VT 05363

      Last Sold Summary

      • 4% Above List Price
      • $214/SF
      • 49 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /32

    $675,000

    • 3 Beds
    • 3 Baths
    • 2,216 Sq Ft

    12 Three Streams Way, Wilmington, VT 05363

    Beautiful 2006 chalet in the Chimney Hill community just a short drive from the Mount Snow Ski Resort and village Wilmington. This meticulous turn key home has been completely renovated and upgraded, and sits on a on a private lot in the Chimney Hill community on a quiet side road with access to snowmobile trails and winter views. Inside is a gorgeous great room space with vaulted ceilings and

    Tamara Purcell Berkley & Veller Greenwood Country

    12 Three Streams Way, Wilmington, VT 05363
  • /26

    $401,000 Sold Oct 03, 2025

    215 Old Town Rd, Wilmington, VT 05363

    • 4 Beds
    • 2.5 Baths
    • 2,989 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Above List Price
    • $134/SF
    • 5 Days On Market

    Current Estimated Value $399,018

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    215 Old Town Rd, Wilmington, VT 05363
    • /34

      Est $886,803 Not Listed For Sale

      8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363

      • 4 Beds
      • 4 Baths
      • 2,205 Sq Ft
      • Built 2005
      8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363

      Last Sold Summary

      • 1% Below List Price
      • $408/SF
      • 5 Days On Market

      Last Sold Price $899,000

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /60

    $749,000

    • 4 Beds
    • 4 Baths
    • 2,964 Sq Ft

    16 Rock Split Way, Wilmington, VT 05363

    Turnkey mountain retreat with style, space, and serious four-season fun—welcome to Chimney Hill living at its best. This beautifully crafted 4 bedroom home offers 4 full tiled baths and approximately 3,000 sq ft of warm, inviting living space on 3 levels designed for gathering, relaxing, and making memories. The open concept main level delivers instant wow factor with soaring cathedral ceilings,

    Chad Lackey Deerfield Valley Real Estate

    16 Rock Split Way, Wilmington, VT 05363
  • /54

    $1,050,000 Sold Feb 06, 2026

    339 Coldbrook Rd, Wilmington, VT 05363

    • 4 Beds
    • 3 Baths
    • 3,506 Sq Ft
    • Built 1988

    Last Sold Summary

    • 12% Below List Price
    • $299/SF
    • 170 Days On Market

    Current Estimated Value $1,100,667

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

    339 Coldbrook Rd, Wilmington, VT 05363
    • /31

      Est $469,275 Not Listed For Sale

      9 Lilla Ln, Wilmington, VT 05363

      • 3 Beds
      • 2 Baths
      • 1,827 Sq Ft
      • Built 1971
      9 Lilla Ln, Wilmington, VT 05363

      Last Sold Summary

      • 3% Above List Price
      • $249/SF
      • 10 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /23

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    457 Ray Hill Rd, Wilmington, VT 05363

    Owners will consider reasonable offers. Lovely expanded farmhouse just up from the village of Wilmington and with mountain views and gorgeous exposure on 2.7 acres of private open land. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access despite it's private location. The home sits on a pastoral lot with gorgeous

    Adam Palmiter Berkley & Veller Greenwood/Dover

    457 Ray Hill Rd, Wilmington, VT 05363
  • /29

    $430,000 Sold Apr 24, 2025

    29 First Unit 19, Wilmington, VT 05363

    • 3 Beds
    • 3.5 Baths
    • 1,985 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $217/SF
    • 78 Days On Market

    Current Estimated Value $448,522

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

    29 First Unit 19, Wilmington, VT 05363
    • /18

      Est $369,674 Not Listed For Sale

      7 Center Rd, Wilmington, VT 05363

      • 3 Beds
      • 1.5 Baths
      • 1,302 Sq Ft
      • Built 1965
      7 Center Rd, Wilmington, VT 05363

      Last Sold Summary

      • 5% Above List Price
      • $270/SF
      • 3 Days On Market

      Last Sold Price $352,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /41

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 4,219 Sq Ft

    5 N Main St, Wilmington, VT 05363

    Located in the heart of downtown Wilmington and just minutes from Mount Snow and Harriman Reservoir, this exceptional mixed-use property offers incredible flexibility, income potential, and style. Currently operating as a successful VRBO rental that sleeps 12, this all-season retreat includes multiple living areas, a hot tub, sauna, and a stunning vaulted post-and-beam loft with a bar, pool

    Morriah Adams BHG Masiello Brattleboro

    5 N Main St, Wilmington, VT 05363
  • /19

    $400,000 Sold Dec 15, 2025

    48 Landing Ln, Wilmington, VT 05363

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • Built 2003

    Last Sold Summary

    • 20% Below List Price
    • $195/SF
    • 52 Days On Market

    Current Estimated Value $425,205

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    48 Landing Ln, Wilmington, VT 05363
    • /40

      Est $1,121,454 Not Listed For Sale

      220 Lake Raponda Rd, Wilmington, VT 05363

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft
      • Built 1930
      220 Lake Raponda Rd, Wilmington, VT 05363

      Last Sold Summary

      • 2% Above List Price
      • $500/SF
      • 6 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

  • /41

    $799,000

    • 5 Beds
    • 3 Baths
    • 3,091 Sq Ft

    798 Vermont Route 100, Wilmington, VT 05363

    Multi-Family & Commercial Opportunity in Wilmington, VermontSet on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing.The main building features updated interiors with modern kitchens, stylish baths, and new

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    798 Vermont Route 100, Wilmington, VT 05363
  • /33

    $400,000 Sold Sep 25, 2025

    211 Upper Dam Rd, Wilmington, VT 05363

    • 3 Beds
    • 3 Baths
    • 2,446 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $164/SF
    • 48 Days On Market

    Current Estimated Value $451,324

    Last Listing Agent Monique White Deerfield Valley Real Estate

    211 Upper Dam Rd, Wilmington, VT 05363
    • /40

      Est $2,314,189 Not Listed For Sale

      118 W Lake Rd, Wilmington, VT 05363

      • 4 Beds
      • 3.5 Baths
      • 5,392 Sq Ft
      • Built 2018
      118 W Lake Rd, Wilmington, VT 05363

      Last Sold Summary

      • 13% Below List Price
      • $491/SF
      • 21 Days On Market

      Last Sold Price $2,650,000

      Last Listing Agent Rich Caplan Deerfield Valley Real Estate

  • /21

    $339,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    6 Longest Dr Unit 1, Wilmington, VT 05363

    Turn key renovated 3+ bedroom, 2.5 bath townhouse just off the Haystack Golf Club 10th hole, with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. This unit has been completely renovated throughout and is being sold for immediate enjoyment. Features include a vaulted living room area with stone fireplace, great natural light

    Adam Palmiter Berkley & Veller Greenwood/Dover

    6 Longest Dr Unit 1, Wilmington, VT 05363
  • /21

    $720,000 Sold Mar 12, 2026

    145 Shearer Hill Rd, Wilmington, VT 05363

    • 5 Beds
    • 3.5 Baths
    • 2,696 Sq Ft
    • Built 2010

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 36 Days On Market

    Current Estimated Value $715,195

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    145 Shearer Hill Rd, Wilmington, VT 05363
    • /22

      Est $380,618 Not Listed For Sale

      498 Stowe Hill Rd, Wilmington, VT 05363

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1965
      498 Stowe Hill Rd, Wilmington, VT 05363

      Last Sold Summary

      • 8% Above List Price
      • $354/SF
      • 115 Days On Market

      Last Sold Price $353,500

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /21

    $489,000

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft

    12 Lilla Ln, Wilmington, VT 05363

    Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private

    Adam Palmiter Berkley & Veller Greenwood/Dover

    12 Lilla Ln, Wilmington, VT 05363
  • /60

    $235,000 Sold Aug 29, 2025

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $188/SF
    • 32 Days On Market

    Current Estimated Value $239,304

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    • /24

      Est $569,411 Not Listed For Sale

      82 Lisle Hill Rd, Wilmington, VT 05363

      • 7 Beds
      • 4.5 Baths
      • 3,600 Sq Ft
      • Built 1989
      82 Lisle Hill Rd, Wilmington, VT 05363

      Last Sold Summary

      • 13% Above List Price
      • $140/SF
      • 177 Days On Market

      Last Sold Price $505,000

      Last Listing Agent Derek Greene Derek Greene

  • /30

    $749,000

    • Land
    • 2.57 Acres
    • $291,440 per Acre

    Lot 3 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 2.57 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 3 Old Mill Ln, Wilmington, VT 05363
  • /60

    $319,000 Sold Jun 27, 2025

    6 Bunny Ln Unit (391), Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $266/SF
    • 120 Days On Market

    Current Estimated Value $334,866

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    6 Bunny Ln Unit (391), Wilmington, VT 05363
    • /29

      Est $334,916 Not Listed For Sale

      19 Stowe Hill Rd, Wilmington, VT 05363

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft
      • Built 1968
      19 Stowe Hill Rd, Wilmington, VT 05363

      Last Sold Summary

      • 9% Below List Price
      • $225/SF
      • 76 Days On Market

      Last Sold Price $367,500

      Last Listing Agent Erica Reynolds Southern Vermont Realty Group

  • /37

    $50,000

    • Land
    • 0.93 Acre
    • $53,763 per Acre

    564 Upper Dam Rd, Wilmington, VT 05363

    Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking,

    Sigrid Pickering Chimney Hill Realty

    564 Upper Dam Rd, Wilmington, VT 05363

Showing Results 1 - 40, Page 1 of 18

Home Trends in Wilmington, VT

Housing Trends

Median Sale Price
$531,250
Median Single Family Sale Price
$535,000
Median Townhouse Sale Price
$402,500
Median 2 Bedroom Sale Price
$292,000
Average Price Per Sq Ft
$331
Number of Homes for Sale
38
Last 12 months Home Sales
70
Months of Supply
6.50
Median List Price
$571,950
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
20%
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