3,420

Windham, VT Homes

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  • /24

    $315,000 Sold Dec 05, 2024

    • 873 Sq Ft
    • $361/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1962

    32 Ives Rd, Wilmington, VT 05363

    Welcome to this quintessential chalet, a cozy retreat set in the woods of Wilmington, Vermont. This charming property is perfect for those seeking tranquility and a connection with nature. Inside, you'll find a warm and inviting living space, complete with rich wooden paneling that exudes rustic charm. Large windows flood the interior with natural light, creating a bright and airy atmosphere.

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    32 Ives Rd, Wilmington, VT 05363
    • /3

      Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 4,300 Sq Ft

      39 Grenoble Way Unit 402, Wilmington, VT 05363

      39 Grenoble Way Unit 402, Wilmington, VT 05363
  • /24

    $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
  • /35

    $1,430,000 Sold Dec 03, 2024

    • 3,398 Sq Ft
    • $421/SF
    • 20 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2007

    2 Garmisch Ct Unit 104, Wilmington, VT 05363

    4-bedroom, 4-bathroom townhouse located slopeside at the exclusive Hermitage Club in Wilmington, VT. Step inside to find an inviting open-concept living area, where end unit windows fill the space with natural light. The gourmet kitchen is a chef’s delight, featuring high-end stainless steel appliances, granite countertops, and a spacious island perfect for entertaining. Cozy up by the stone

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    2 Garmisch Ct Unit 104, Wilmington, VT 05363
    • /20

      Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,300 Sq Ft

      39 Grenoble Way Unit 403, Wilmington, VT 05363

      39 Grenoble Way Unit 403, Wilmington, VT 05363
  • /26

    $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
  • /32

    $281,000 Sold Nov 27, 2024

    • 1,200 Sq Ft
    • $234/SF
    • 34 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    32 Pasture Ln, Wilmington, VT 05363

    PRICE REDUCTION MOTIVATED SELLERS Open House Saturday October 19th 11 AM - 1 PM Enjoy the natural light streaming from the extra large windows of the living and dining rooms. Large main level bedroom offers plenty of closet space. Open kitchen to the dining area, large mudroom and a full bathroom. Second floor comprises of an extra large bedroom with vaulted ceiling. Expansive side yard is bound

    Kelly Agrillo Southern Vermont Realty Group

    32 Pasture Ln, Wilmington, VT 05363
    • /40

      Est $519,010 Not Listed For Sale

      • 7 Beds
      • 3 Baths
      • 2,930 Sq Ft

      359 Vermont Route 9 W, Searsburg, VT 05363

      359 Vermont Route 9 W, Searsburg, VT 05363
  • /24

    $774,000

    • Land
    • 3.60 Acres
    • $215,000 per Acre

    Lot 5 Old Mill Ln, Wilmington, VT 05363

    Bring. your own builder and discover an exceptional opportunity to own a 3.6 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 with your own builder or to be crafted by the Wadsworth Design Build..

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 5 Old Mill Ln, Wilmington, VT 05363
  • /24

    $505,000 Sold Nov 27, 2024

    • 3,600 Sq Ft
    • $140/SF
    • 177 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 1989

    82 Lisle Hill Rd, Wilmington, VT 05363

    Contemporary style 3600 square-foot fully furnished ski lodge with seven bedrooms, 4 1/2 baths. A cathedral ceiling living room with stonewall and built-in stone fireplace, a formal dining room and 500 square-foot kitchen (with a breakfast table area, service Island with stove and sitting area with a second fireplace), a two car garage, mud room, master bedroom, half bath and front bedroom are on

    Derek Greene Derek Greene

    82 Lisle Hill Rd, Wilmington, VT 05363
    • /40

      Est $1,687,546 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,500 Sq Ft

      19 Powderhorn Ln Unit 8B, Wilmington, VT 05363

      19 Powderhorn Ln Unit 8B, Wilmington, VT 05363
  • /28

    $895,000

    • 4 Beds
    • 3 Baths
    • 1,482 Sq Ft

    19 Village Rd E, Wilmington, VT 05363

    Here is a chance to own a home directly across the street from the private Hermitage Ski Club with easy access to the resort, snowmobile trails, the Mount Snow ski resort, nearby country villages for shopping and dining, and gorgeous area lakes. This lovely renovated chalet sits on a level with ample parking thanks to a circular driveway, winter exposure to Haystack Mountain Peak, a shed for

    Adam Palmiter Berkley & Veller Greenwood/Dover

    19 Village Rd E, Wilmington, VT 05363
  • /40

    $331,000 Sold Nov 22, 2024

    • 1,200 Sq Ft
    • $276/SF
    • 196 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    59 Three Streams Way Unit A 113, Wilmington, VT 05363

    Sweet Custom Ranch in Section A! Attached single Bay Garage, Mudroom/Laundry Entry, Open Concept Floor Plan with fabulous living room with lots of window and a wood stove, Galley Kitchen with Island and Dining Addition, 2 3/4 baths, 2-3 bedrooms. Double, landscaped lot at the end of a cul-de-sac. Enjoy all the amenities Chimney Hill offers including year-round swimming, pickleball, hot tub,

    Sigrid Pickering Chimney Hill Realty

    59 Three Streams Way Unit A 113, Wilmington, VT 05363
    • /40

      Est $316,096 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,840 Sq Ft

      20 Upper Howes Way, Wilmington, VT 05363

      20 Upper Howes Way, Wilmington, VT 05363
  • /42

    $849,000

    • 4 Beds
    • 3.5 Baths
    • 2,953 Sq Ft

    37 Pleasant View Ln, Wilmington, VT 05363

    4 bed, 3.5 bath, true log home w/excellent layout over 3 finished floors, 2 car garage, 5 acres, private pond, Mount Snow views, snowmobile trail access and all nicely tucked away on a dead end road. Just 2.2 miles to Rt 100 for easy access to downtown Wilmington shops and dining, Mount Snow Resort, the exclusive Hermitage Club, Harriman Reservoir and marina and multiple area golf courses. Even

    Jacki Murano Southern Vermont Realty Group

    37 Pleasant View Ln, Wilmington, VT 05363
  • /40

    $465,000 Sold Nov 18, 2024

    • 2,100 Sq Ft
    • $221/SF
    • 115 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1982

    19 Bullet Hole Rd, Wilmington, VT 05363

    Rare 5BR chalet in the amenity rich Chimney Hill Assocation. As if the assocation Clubhouse indoor and out door pools, pond, tennis courts, pickle ball, volley ball, theater space, game room, playground and saunas aren't enough to keep your clan busy, the house is perched over the magical Binney Brook for the Zen. Listen to the year round flowing stream from your kitchen and deck, venture down

    Clayton-Paul Cormier Jr Maple Sweet Real Estate

    19 Bullet Hole Rd, Wilmington, VT 05363
    • /9

      Est $288,240 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,240 Sq Ft

      5 First Ln Unit 3, Wilmington, VT 05363

      5 First Ln Unit 3, Wilmington, VT 05363
  • /34

    $429,000

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

    27 Haymaker Ln Unit 9H, Wilmington, VT 05363

    Cozy convenience on Haystack Mountain adjacent to The Hermitage Club and just a short drive to Mount Snow and downtown Wilmington. This 2 bedroom/2 bathroom unit has an open living space perfect for entertaining and highlighted by the fieldstone fireplace ambiance to warm you apres ski/hike or snowshoe. The unit is being offered furnished and ready to enjoy this season and year round with access

    Cordelia Garofalo Deerfield Valley Real Estate

    27 Haymaker Ln Unit 9H, Wilmington, VT 05363
  • /28

    $770,000 Sold Nov 15, 2024

    • 3,876 Sq Ft
    • $199/SF
    • 189 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1925

    11 Country Club Rd, Wilmington, VT 05363

    For the truly discerning buyer... This meticulously updated colonial, that harkens back to a simpler time in Vermont, sits just outside the village of Wilmington with lovely exposure, and is ready for new ownership. Nestled on a hillside 2.39 acre parcel, with mountain views, easy access to village conveniences as well as nearby lakes and the Mt Snow ski resort, you find this lovely 1920s

    Adam Palmiter Berkley & Veller Greenwood/Dover

    11 Country Club Rd, Wilmington, VT 05363
    • /39

      Est $373,914 Not Listed For Sale

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

      6 Greer Ct Unit 668, Wilmington, VT 05363

      6 Greer Ct Unit 668, Wilmington, VT 05363
  • /36

    $85,000

    • Land
    • 1.31 Acres
    • $64,885 per Acre

    100 Chimney Hill Rd, Wilmington, VT 05363

    Merged Triple Lot on 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. Located about 1/2 way up the Hill, right off the pavement. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis,

    Sigrid Pickering Chimney Hill Realty

    100 Chimney Hill Rd, Wilmington, VT 05363
  • /53

    $368,000 Sold Nov 14, 2024

    • 2,196 Sq Ft
    • $168/SF
    • 34 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1957

    29 Ray Hill Rd, Wilmington, VT 05363

    Set on 3.5 acres, this traditional colonial home offers a perfect blend of charm, privacy, & convenience. Located on Ray Hill Rd in the Village of Wilmington, close to Lake Whitingham & Mount Snow ski resort. The home is surrounded by mature maple trees, creating a serene & private setting. A large lawn enhances the property's curb appeal, while the covered front porch invites you to sit back &

    Donald Koelsch Deerfield Valley Real Estate

    29 Ray Hill Rd, Wilmington, VT 05363
    • /37

      Est $374,481 Not Listed For Sale

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

      5 First Ln Unit 4, Wilmington, VT 05363

      5 First Ln Unit 4, Wilmington, VT 05363
  • /38

    $85,000

    • Land
    • 1.09 Acres
    • $77,982 per Acre

    95 Chimney Hill Rd, Wilmington, VT 05363

    Triple Merged Lot on the Hill! Recent soil tests say this looks good for a 3-bedroom home! Right off the pavement about halfway up the Hill on the plateau. If you've been thinking of building your Dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season

    Sigrid Pickering Chimney Hill Realty

    95 Chimney Hill Rd, Wilmington, VT 05363
  • /31

    $310,000 Sold Nov 13, 2024

    • 1,510 Sq Ft
    • $205/SF
    • 24 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1985

    8 Par Dr Unit 16, Wilmington, VT 05363

    This end-unit townhouse, overlooking the 10th fairway of the Haystack Golf Course, offers 2 bedrooms plus a loft and 3 1/2 baths. The main level boasts a spacious mudroom, an open-concept dining and living area with vaulted ceilings, a fully equipped kitchen, a wood-burning fireplace, and a deck with winter stunning views. The upper level features a loft area with a private bath, while the lower

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    8 Par Dr Unit 16, Wilmington, VT 05363
    • /16

      Not Listed For Sale

      0 Vermont 9 Unit 1&2 4988299, Marlboro, VT 05363

      0 Vermont 9 Unit 1&2 4988299, Marlboro, VT 05363
  • /11

    $639,000

    • 5 Beds
    • 3 Baths
    • 5,424 Sq Ft

    53 N Main St, Wilmington, VT 05363

    Formerly listed in the Wilmington Town Records as a Commercial Property, however, the owners changed that designation to Residential including a one bed./one bath apartment and (2) two bedroom, one bath apartments and a 7 bedroom/7.5 half bath once an Inn. The current owner is in the process of installing egress windows in all bedrooms in the Inn. The current owner has also electrified all smoke

    Ginny Read Read Realty LTD

    53 N Main St, Wilmington, VT 05363
  • /40

    $656,530 Sold Nov 08, 2024

    • 3,000 Sq Ft
    • $219/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    27 Haymaker Ln Unit 9A, Wilmington, VT 05363

    Stunning Powderhorn End Unit with Spectacular Views At The Hermitage Club at Haystack Mountain This beautifully updated end unit in the sought-after Powderhorn community offers both luxury and privacy. Featuring a carport and a charming covered front porch, this townhome is light, bright, and airy, with breathtaking views of local ridgelines. Highlights Include: • Freshly Painted: Move-in ready

    Richard Caplan Deerfield Valley Real Estate

    27 Haymaker Ln Unit 9A, Wilmington, VT 05363
    • /15

      Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,644 Sq Ft

      87 Elwell Height's Rd, Wilmington, VT 01363

      87 Elwell Height's Rd, Wilmington, VT 01363
  • /30

    $50,000

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

    566 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 getaway 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

    566 Upper Dam Rd, Wilmington, VT 05363
  • /22

    $439,000 Sold Nov 08, 2024

    • 1,840 Sq Ft
    • $239/SF
    • 40 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    13 Darrah Loop, Wilmington, VT 05363

    Welcome to this brand new construction in Davis Mowing, perfectly situated near Haystack Golf Course. This contemporary 2-bedroom plus loft, 2.5-bath home offers modern living with an open concept main level featuring a living room with a fireplace, a dining area, and a full kitchen with an island. Enjoy the outdoors with sliders leading to a covered deck, plus a main-level bedroom and full bath.

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    13 Darrah Loop, Wilmington, VT 05363
    • /19

      Est $359,023 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,671 Sq Ft

      390 Haystack Rd Unit 6 Quail Hollow, Wilmington, VT 05363

      390 Haystack Rd Unit 6 Quail Hollow, Wilmington, VT 05363
  • /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,

    Sigrid Pickering Chimney Hill Realty

    564 Upper Dam Rd, Wilmington, VT 05363
  • /33

    $375,000 Sold Nov 08, 2024

    • 1,643 Sq Ft
    • $228/SF
    • 89 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1957

    8 Castle Hill Rd, Wilmington, VT 05363

    PRICE IMPROVEMENT! What a gem in the idyllic village of Wilmington! This sweet 4 bedroom, 2 bath cape offers the ideal layout for family life and entertaining. On the main level a vibrant, bright kitchen/dining area flows out to an expansive deck overlooking a sprawling and serene backyard, that is hard to come by this close to the village shops and restaurants. Continuing through the main level

    Prema Fitzpatrick Skihome Realty

    8 Castle Hill Rd, Wilmington, VT 05363
    • /18

      Est $339,427 Not Listed For Sale

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

      8 Par Dr Unit 15, Wilmington, VT 05363

      8 Par Dr Unit 15, Wilmington, VT 05363
  • /30

    $25,000

    • Land
    • 0.53 Acre
    • $47,170 per Acre

    452 2 Wall Way, Wilmington, VT 05363

    Single Lot on top of the Hill! Walk to the clubhouse from your very own vacation home, designed by you. Survey required and septic design. Lot is unimproved but has had recent favorable soil tests. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking, biking, snowmobiling, and more on our

    Sigrid Pickering Chimney Hill Realty

    452 2 Wall Way, Wilmington, VT 05363
  • /37

    $1,675,000 Sold Nov 07, 2024

    • 3,104 Sq Ft
    • $540/SF
    • 99 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2017

    90 Fannie Hill Dr, Wilmington, VT 05363

    Stunning 2017 contemporary home located adjacent to the ski trails at the base of Haystack Mountain, home of the prestigious Hermitage Ski Club, and the charming Hermitage Inn is just steps away. The home is just a 5 minute drive to Mount Snow Ski Resort, and 10 minutes to the village of Wilmington, and Lake Whitingham for summer boating and swimming. This gorgeous home has snowmobile trail

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    90 Fannie Hill Dr, Wilmington, VT 05363
    • /22

      Est $465,736 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,793 Sq Ft

      46 View Rd, Wilmington, VT 05363

      46 View Rd, Wilmington, VT 05363
  • /23

    $425,000

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

    43 1st Ln Unit 28, Wilmington, VT 05363

    Beautiful updated condo overlooking the 1st green at the Haystack Golf Club, as well as the mountains and sunsets beyond. This lovely private unit sits right on one of the best courses in New England, and is a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. The interior features a large open living space with vaulted ceilings, updated vinyl

    Adam Palmiter Berkley & Veller Greenwood/Dover

    43 1st Ln Unit 28, Wilmington, VT 05363
  • /30

    $375,500 Sold Nov 01, 2024

    • 1,926 Sq Ft
    • $195/SF
    • 7 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1972

    7 E Hill Rd, Wilmington, VT 05363

    Absolutely idyllic swiss chalet in the Spruce Lake Estates community of Wilmington, with shared lake access, a beach area, tennis court, and more. This lovely home sits just outside the village of Wilmington for shopping and dining, as well as near to the Mount Snow ski resort, and the nearby larger lakes. The owners have updated and maintained the home since the 80s and are moving on to the next

    Adam Palmiter Berkley & Veller Greenwood/Dover

    7 E Hill Rd, Wilmington, VT 05363

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