3,604

Homes in ZIP Code 05363

Section Image
    • 143 Ray Hill Rd, Wilmington, VT 05363
      143 Ray Hill Rd, Wilmington, VT 05363
      143 Ray Hill Rd, Wilmington, VT 05363
      /40

      Est $700,370 Not Listed For Sale

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

      143 Ray Hill Rd, Wilmington, VT 05363

      143 Ray Hill Rd, Wilmington, VT 05363
  • 49 West Rd, Wilmington, VT 05363
    49 West Rd, Wilmington, VT 05363
    49 West Rd, Wilmington, VT 05363
    /28

    $449,000

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

    49 West Rd, Wilmington, VT 05363

    Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    49 West Rd, Wilmington, VT 05363
  • 0 Smith Rd, Marlboro, VT 05363
    0 Smith Rd, Marlboro, VT 05363
    0 Smith Rd, Marlboro, VT 05363
    /13

    $305,000 Sold Jun 12, 2025

    0 Smith Rd, Marlboro, VT 05363

    • Land
    • 32.85 Acres
    • $9,285 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 76 Days On Market

    Last Listing Agent Rich Caplan Deerfield Valley Real Estate

    0 Smith Rd, Marlboro, VT 05363
    • 252 Ray Hill Rd, Wilmington, VT 05363
      252 Ray Hill Rd, Wilmington, VT 05363
      252 Ray Hill Rd, Wilmington, VT 05363
      /24

      Est $588,932 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,836 Sq Ft

      252 Ray Hill Rd, Wilmington, VT 05363

      252 Ray Hill Rd, Wilmington, VT 05363
  • 50 Mowing Way, Wilmington, VT 05363
    50 Mowing Way, Wilmington, VT 05363
    50 Mowing Way, Wilmington, VT 05363
    /36

    $578,000

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

    50 Mowing Way, Wilmington, VT 05363

    50 Mowing Way, a beautifully updated Vermont retreat tucked into a peaceful, wooded setting in Wilmington. This charming and stylish home blends modern comfort with warm mountain character, making it an ideal year-round getaway or full-time residence.Step inside to an inviting open-concept living space with vaulted ceilings, exposed beams, and abundant natural light. The heart of the home is

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    50 Mowing Way, Wilmington, VT 05363
  • 64 Two Brook Dr, Wilmington, VT 05363
    64 Two Brook Dr, Wilmington, VT 05363
    64 Two Brook Dr, Wilmington, VT 05363
    /50

    $668,000 Sold May 29, 2025

    64 Two Brook Dr, Wilmington, VT 05363

    • 5 Beds
    • 3 Baths
    • 3,700 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Below List Price
    • $181/SF
    • 107 Days On Market

    Current Estimated Value $655,328

    Last Listing Agent Steve Goldfarb Deerfield Valley Real Estate

    64 Two Brook Dr, Wilmington, VT 05363
    • 290 Ray Hill Rd, Wilmington, VT 05363
      290 Ray Hill Rd, Wilmington, VT 05363
      290 Ray Hill Rd, Wilmington, VT 05363
      /23

      Est $230,099 Not Listed For Sale

      • 8 Beds

      290 Ray Hill Rd, Wilmington, VT 05363

      290 Ray Hill Rd, Wilmington, VT 05363
  • LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    /20

    $90,100

    • Land
    • 0.5 Acre
    • $180,200 per Acre

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363

    A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
  • 27 Haymaker Ln Unit 9H, Wilmington, VT 05363
    27 Haymaker Ln Unit 9H, Wilmington, VT 05363
    27 Haymaker Ln Unit 9H, Wilmington, VT 05363
    /34

    $375,000 Sold Oct 09, 2025

    27 Haymaker Ln Unit 9H, Wilmington, VT 05363

    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft
    • Built 1988

    Last Sold Summary

    • 25% Below List Price
    • $333/SF
    • 268 Days On Market

    Current Estimated Value $399,513

    Last Listing Agent Cordelia Garofalo Deerfield Valley Real Estate

    27 Haymaker Ln Unit 9H, Wilmington, VT 05363
    • 69 Woods Rd, Wilmington, VT 05363
      69 Woods Rd, Wilmington, VT 05363
      69 Woods Rd, Wilmington, VT 05363
      /40

      Est $530,000 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,448 Sq Ft

      69 Woods Rd, Wilmington, VT 05363

      69 Woods Rd, Wilmington, VT 05363
  • 12 Three Streams Way, Wilmington, VT 05363
    12 Three Streams Way, Wilmington, VT 05363
    12 Three Streams Way, Wilmington, VT 05363
    /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

    Adam Palmiter Berkley & Veller Greenwood/Dover

    12 Three Streams Way, Wilmington, VT 05363
  • 0 Elwell Heights Dr, Wilmington, VT 05363
    0 Elwell Heights Dr, Wilmington, VT 05363
    0 Elwell Heights Dr, Wilmington, VT 05363
    /12

    $13,000 Sold Sep 18, 2025

    0 Elwell Heights Dr, Wilmington, VT 05363

    • Land
    • 0.47 Acre
    • $27,660 per Acre

    Last Sold Summary

    • 55% Below List Price
    • 22 Days On Market

    Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    0 Elwell Heights Dr, Wilmington, VT 05363
    • 369 Route 9 W, Wilmington, VT 05363
      369 Route 9 W, Wilmington, VT 05363
      369 Route 9 W, Wilmington, VT 05363
      /38

      Est $410,120 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,288 Sq Ft

      369 Route 9 W, Wilmington, VT 05363

      369 Route 9 W, Wilmington, VT 05363
  • 91 Happy Haven Rd, Wilmington, VT 05363
    91 Happy Haven Rd, Wilmington, VT 05363
    91 Happy Haven Rd, Wilmington, VT 05363
    /32

    $299,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft

    91 Happy Haven Rd, Wilmington, VT 05363

    A solid home in a great location in Wilmington Vermont! Currently set up as a duplex. Live in one and rent the other or have family close by! Add internal stairs and use as one! This is a classic Chalet with the ease of a metal roof, large deck, 2 bedrooms and a full bathroom upstairs along with a cathedral ceiling, cute sleeping loft and built ins! The lower level is 2 bedrooms and a full

    Steve Goldfarb Deerfield Valley Real Estate

    91 Happy Haven Rd, Wilmington, VT 05363
  • 91 E Hill Rd, Wilmington, VT 05363
    91 E Hill Rd, Wilmington, VT 05363
    91 E Hill Rd, Wilmington, VT 05363
    /60

    $849,000 Sold Aug 29, 2025

    91 E Hill Rd, Wilmington, VT 05363

    • 4 Beds
    • 4.5 Baths
    • 3,056 Sq Ft
    • Built 1987

    Last Sold Summary

    • $278/SF
    • 15 Days On Market

    Current Estimated Value $804,601

    Last Listing Agent Donna Cote

    91 E Hill Rd, Wilmington, VT 05363
    • 39 Stone Brook Rd, Wilmington, VT 05363
      39 Stone Brook Rd, Wilmington, VT 05363
      39 Stone Brook Rd, Wilmington, VT 05363
      /29

      Est $404,565 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,028 Sq Ft

      39 Stone Brook Rd, Wilmington, VT 05363

      39 Stone Brook Rd, Wilmington, VT 05363
  • 28 Upper Howes Way, Wilmington, VT 05363
    28 Upper Howes Way, Wilmington, VT 05363
    28 Upper Howes Way, Wilmington, VT 05363
    /28

    $25,000

    • Land
    • 0.6 Acre
    • $41,667 per Acre

    28 Upper Howes Way, Wilmington, VT 05363

    BUILD your dream home in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at

    Sigrid Pickering Chimney Hill Realty

    28 Upper Howes Way, Wilmington, VT 05363
  • 17 Darrah Loop, Wilmington, VT 05363
    17 Darrah Loop, Wilmington, VT 05363
    17 Darrah Loop, Wilmington, VT 05363
    /23

    $512,500 Sold Apr 18, 2025

    17 Darrah Loop, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $229/SF
    • 90 Days On Market

    Current Estimated Value $511,828

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    17 Darrah Loop, Wilmington, VT 05363
    • 574 Higley Hill Rd, Wilmington, VT 05363
      574 Higley Hill Rd, Wilmington, VT 05363
      574 Higley Hill Rd, Wilmington, VT 05363
      /33

      Est $390,510 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,872 Sq Ft

      574 Higley Hill Rd, Wilmington, VT 05363

      574 Higley Hill Rd, Wilmington, VT 05363
  • 52 North Rd, Wilmington, VT 05363
    52 North Rd, Wilmington, VT 05363
    52 North Rd, Wilmington, VT 05363
    /26

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,856 Sq Ft

    52 North Rd, Wilmington, VT 05363

    Located on a corner lot in the lower section of Chimney Hill, this 4-bedroom, 2-bath home offers 1,856 square feet of living space and a great opportunity for buyers looking to refresh, personalize, and add value. Set on 0.69 acres, the property provides a comfortable amount of outdoor space without the burden of extensive maintenance.The two-story layout is well-suited for full-time living

    Kim Meeker Southern Vermont Realty Group

    52 North Rd, Wilmington, VT 05363
  • 22 Hillside Dr, Wilmington, VT 05363
    22 Hillside Dr, Wilmington, VT 05363
    22 Hillside Dr, Wilmington, VT 05363
    /54

    $645,000 Sold Aug 11, 2025

    22 Hillside Dr, Wilmington, VT 05363

    • 4 Beds
    • 3 Baths
    • 2,416 Sq Ft
    • Built 1973

    Last Sold Summary

    • $267/SF
    • 10 Days On Market

    Current Estimated Value $626,693

    Last Listing Agent Lauren Niles Coldwell Banker LIFESTYLES - Quechee

    22 Hillside Dr, Wilmington, VT 05363
    • 42 Old Town Rd, Wilmington, VT 05363
      42 Old Town Rd, Wilmington, VT 05363
      42 Old Town Rd, Wilmington, VT 05363
      /35

      Est $413,664 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      42 Old Town Rd, Wilmington, VT 05363

      42 Old Town Rd, Wilmington, VT 05363
  • 15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    /19

    $469,000

    • 2 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    15 Haymaker Ln Unit 6D, Wilmington, VT 05363

    Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
  • Lot 5 Ghastly Job Way Unit 5, Wilmington, VT 05363
    Lot 5 Ghastly Job Way Unit 5, Wilmington, VT 05363
    Lot 5 Ghastly Job Way Unit 5, Wilmington, VT 05363
    /30

    $60,000 Sold Feb 11, 2025

    Lot 5 Ghastly Job Way Unit 5, Wilmington, VT 05363

    • Land
    • 3.5 Acres
    • $17,143 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 86 Days On Market

    Last Listing Agent Monique White Deerfield Valley Real Estate

    Lot 5 Ghastly Job Way Unit 5, Wilmington, VT 05363
    • 95 Davis Dr, Wilmington, VT 05363
      95 Davis Dr, Wilmington, VT 05363
      95 Davis Dr, Wilmington, VT 05363
      /38

      Est $515,626 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,296 Sq Ft

      95 Davis Dr, Wilmington, VT 05363

      95 Davis Dr, Wilmington, VT 05363
  • 27 Country Ct, Wilmington, VT 05363
    27 Country Ct, Wilmington, VT 05363
    27 Country Ct, Wilmington, VT 05363
    /50

    $435,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    27 Country Ct, Wilmington, VT 05363

    Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous

    Janet Boyd Boyd Real Estate

    27 Country Ct, Wilmington, VT 05363
  • 33 Fore Seasons Dr Unit N1, Wilmington, VT 05363
    33 Fore Seasons Dr Unit N1, Wilmington, VT 05363
    33 Fore Seasons Dr Unit N1, Wilmington, VT 05363
    /48

    $790,000 Sold Nov 10, 2025

    33 Fore Seasons Dr Unit N1, Wilmington, VT 05363

    • 3 Beds
    • 3 Baths
    • 2,150 Sq Ft
    • Built 2008

    Last Sold Summary

    • 4% Below List Price
    • $367/SF
    • 4 Days On Market

    Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

    33 Fore Seasons Dr Unit N1, Wilmington, VT 05363
    • 21 Look Rd, Wilmington, VT 05363
      21 Look Rd, Wilmington, VT 05363
      21 Look Rd, Wilmington, VT 05363
      /38

      Est $260,777 Not Listed For Sale

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

      21 Look Rd, Wilmington, VT 05363

      21 Look Rd, Wilmington, VT 05363
  • 8 Happy Haven Rd, Wilmington, VT 05363
    8 Happy Haven Rd, Wilmington, VT 05363
    8 Happy Haven Rd, Wilmington, VT 05363
    /14

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    8 Happy Haven Rd, Wilmington, VT 05363

    Conveniently located to village center, elementary school, lakes and trails. This riverfront home is waiting for a facelift! Three bedrooms, 2 bathrooms, living room, kitchen with a dining area with siders to a deck over looking the Deerfield River. Room downstairs for a hobby or craft room and a family room with a gas fireplace. Newer hot water tank and furnace. Room for gardens and a two car

    Janet Boyd Boyd Real Estate

    8 Happy Haven Rd, Wilmington, VT 05363
  • 1845 Rt 9w, Searsburg, VT 05363
    1845 Rt 9w, Searsburg, VT 05363
    1845 Rt 9w, Searsburg, VT 05363
    /59

    $340,000 Sold Aug 15, 2025

    1845 Rt 9w, Searsburg, VT 05363

    • 2 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 2006

    Last Sold Summary

    • $225/SF
    • 3 Days On Market

    Last Listing Agent Lindsey Martin Maple Leaf Realty

    1845 Rt 9w, Searsburg, VT 05363
    • 2 Ives Rd, Wilmington, VT 05363
      2 Ives Rd, Wilmington, VT 05363
      2 Ives Rd, Wilmington, VT 05363
      /23

      Est $526,710 Not Listed For Sale

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

      2 Ives Rd, Wilmington, VT 05363

      2 Ives Rd, Wilmington, VT 05363
  • 127 Fannie Hill Dr, Wilmington, VT 05363
    127 Fannie Hill Dr, Wilmington, VT 05363
    127 Fannie Hill Dr, Wilmington, VT 05363
    /59

    $2,398,000

    • 4 Beds
    • 4 Baths
    • 3,585 Sq Ft

    127 Fannie Hill Dr, Wilmington, VT 05363

    Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    127 Fannie Hill Dr, Wilmington, VT 05363
  • 9 First Ln Unit 5, Wilmington, VT 05363
    9 First Ln Unit 5, Wilmington, VT 05363
    9 First Ln Unit 5, Wilmington, VT 05363
    /43

    $405,000 Sold Apr 30, 2025

    9 First Ln Unit 5, Wilmington, VT 05363

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

    Last Sold Summary

    • 17% Below List Price
    • $204/SF
    • 312 Days On Market

    Current Estimated Value $430,349

    Last Listing Agent Monique White Deerfield Valley Real Estate

    9 First Ln Unit 5, Wilmington, VT 05363
    • 2329 Faulkner Rd, Whitingham, VT 05361
      2329 Faulkner Rd, Whitingham, VT 05361
      2329 Faulkner Rd, Whitingham, VT 05361
      /29

      Est $951,107 Not Listed For Sale

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

      2329 Faulkner Rd, Whitingham, VT 05361

      2329 Faulkner Rd, Whitingham, VT 05361
  • 5 First Ln Unit 1, Wilmington, VT 05363
    5 First Ln Unit 1, Wilmington, VT 05363
    5 First Ln Unit 1, Wilmington, VT 05363
    /14

    $305,000

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

    5 First Ln Unit 1, Wilmington, VT 05363

    Lovely 2 bedroom condo as close as you can get to the 1st tee at the Haystack Golf Club, with winter views over the course to the mountains and sunsets beyond. This practical unit sits conveniently right on one of the best courses in New England, and a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. Inside you are treated to an open concept

    Adam Palmiter Berkley & Veller Greenwood/Dover

    5 First Ln Unit 1, Wilmington, VT 05363
  • 00 Stable Rd, Wilmington, VT 05363
    00 Stable Rd, Wilmington, VT 05363
    00 Stable Rd, Wilmington, VT 05363
    /4

    $5,000 Sold May 30, 2025

    00 Stable Rd, Wilmington, VT 05363

    • Land
    • 0.94 Acre
    • $5,319 per Acre

    Last Sold Summary

    • 87% Below List Price
    • 84 Days On Market

    Last Listing Agent Kristin Comeau TPW Real Estate

    00 Stable Rd, Wilmington, VT 05363
    • 2671 Higley Hill Rd, West Marlboro, VT 05363
      2671 Higley Hill Rd, West Marlboro, VT 05363
      2671 Higley Hill Rd, West Marlboro, VT 05363
      /30

      Est $315,455 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,956 Sq Ft

      2671 Higley Hill Rd, West Marlboro, VT 05363

      2671 Higley Hill Rd, West Marlboro, VT 05363
  • 117 Ray Hill Rd, Wilmington, VT 05363
    117 Ray Hill Rd, Wilmington, VT 05363
    117 Ray Hill Rd, Wilmington, VT 05363
    /15

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    117 Ray Hill Rd, Wilmington, VT 05363

    This wonderful home boast 10.5 +/- acres, plenty of room for gardening, a pond and is only moments to the village center! Beautiful hard wood floors throughout, Livingroom with gas fireplace a a beautiful view, dining area and kitchen, 3 bedrooms, 2 bathrooms, 2 decks and a simple 1 car garage. The lower level boasts a walk- out, is completely dry and waiting to be finished!

    Janet Boyd Boyd Real Estate

    117 Ray Hill Rd, 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

    $300,000 Sold Sep 26, 2025

    0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363

    • Land
    • 8.1 Acres
    • $37,037 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 105 Days On Market

    Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363
    • 1 Forbush Rd, Wilmington, VT 05363
      1 Forbush Rd, Wilmington, VT 05363
      1 Forbush Rd, Wilmington, VT 05363
      /10

      Est $45,287 Not Listed For Sale

      1 Forbush Rd, Wilmington, VT 05363

      1 Forbush Rd, Wilmington, VT 05363

Showing Results 81 - 120, Page 3 of 18

Vermont Windham County Wilmington 05363

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