65

Wilmington, VT Homes for Sale

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  • 8 Lilla Ln, Wilmington, VT 05363
    8 Lilla Ln, Wilmington, VT 05363
    8 Lilla Ln, Wilmington, VT 05363
    /35

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,136 Sq Ft

    8 Lilla Ln, Wilmington, VT 05363

    Welcome to this beautifully updated 3-bedroom, 2-bathroom home nestled on a serene wooded lot in the Chimney Hill community. Set back from the road for added privacy, this home offers a perfect blend of comfort and style. As you step inside, a spacious two-room addition, currently used by the seasonal owners for additional sleeping, expands the living space to over 2,100 square feet. The

    Patricia Fitzpatrick Skihome Realty

    8 Lilla Ln, Wilmington, VT 05363
  • 41 Top of Hill Rd, Wilmington, VT 05363
    41 Top of Hill Rd, Wilmington, VT 05363
    41 Top of Hill Rd, Wilmington, VT 05363
    /52

    $839,000

    • 4 Beds
    • 4.5 Baths
    • 4,950 Sq Ft

    41 Top of Hill Rd, Wilmington, VT 05363

    Modern farmhouse elegance at this stunning residence w/exceptional layout. Nestled on 17 acres w/views of Haystack, sophistication, charm, warmth, and a wow factor! Chef's kitchen, walk-in pantry, convection oven, island w/outlets & prep sink, 6-burner gas stove. Farmhouse dining table by large windows with wood-burning fireplace. Impressive, climate controlled walk in wine "cellar". Great room

    Jacki Murano Southern Vermont Realty Group

    41 Top of Hill Rd, Wilmington, VT 05363
  • 100 Mowing Way, Wilmington, VT 05363
    100 Mowing Way, Wilmington, VT 05363
    100 Mowing Way, Wilmington, VT 05363
    /31

    $947,000

    • 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
  • 46 Scattered Timber Rd, Wilmington, VT 05363
    46 Scattered Timber Rd, Wilmington, VT 05363
    46 Scattered Timber Rd, Wilmington, VT 05363
    /40

    $809,000

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

    46 Scattered Timber Rd, Wilmington, VT 05363

    Escape to the Green Mountains with this custom-built Moose Head Cedar Log Cabin, beautifully sited on a private wooded lot in the sought-after Chimney Hill community. Enjoy ridgeline views, peaceful surroundings, and the fresh Vermont air. Inside, the offers timeless craftsmanship and open-concept living, featuring soaring post and beam construction with vaulted ceilings, floor-to-ceiling windows

    Monique White Deerfield Valley Real Estate

    46 Scattered Timber Rd, Wilmington, VT 05363
  • 27 Stearns Ave, Wilmington, VT 05363
    27 Stearns Ave, Wilmington, VT 05363
    27 Stearns Ave, Wilmington, VT 05363
    /35

    $765,000

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

    27 Stearns Ave, Wilmington, VT 05363

    Nestled in the heart of Vermont’s Green Mountains, check out this stunning Moosehead log home. With private, shared access to Lake Raponda just a short walk away, this inviting single-family home seamlessly blends rustic charm, modern comfort, and a serene natural setting. With 2,170 sq. ft. of living space, this 3-bedroom, 2-bath home welcomes you with warmth and tranquility from the moment you

    John Redd Skihome Realty

    27 Stearns Ave, Wilmington, VT 05363
  • 16 View Rd, Wilmington, VT 05363
    16 View Rd, Wilmington, VT 05363
    16 View Rd, Wilmington, VT 05363
    /27

    $559,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    16 View Rd, Wilmington, VT 05363

    Great Chimney Hill vacation home in Lower B section. Super layout where kitchen, counter conversers, dining room folks and living room relaxers can choose to interact as one happy group, or maintain their own separate activities. The pellet stove fireplace & vaulted ceiling in the living room make for such a relaxing space, while the steps that lead to the large loft above provides yet another

    Michael Purcell Berkley & Veller Greenwood/Dover

    16 View Rd, Wilmington, VT 05363
  • 20 Ray Hill Rd, Wilmington, VT 05363
    20 Ray Hill Rd, Wilmington, VT 05363
    20 Ray Hill Rd, Wilmington, VT 05363
    /35

    $795,000

    • 4 Beds
    • 5 Baths
    • 3,129 Sq Ft

    20 Ray Hill Rd, Wilmington, VT 05363

    Rare opportunity to own a completely remodeled and updated vintage farmhouse, completely turn key. This stunning home sits just up from the country village of Wilmington with easy access to dining and shopping, a short drive to Mount Snow, and near the amazing Lake Whitingham, for true four season enjoyment. The interior features meticulously updated open concept living areas, a chef's kitchen

    Adam Palmiter Berkley & Veller Greenwood/Dover

    20 Ray Hill Rd, Wilmington, VT 05363
  • 30 Big Bend Loop, Wilmington, VT 05363
    30 Big Bend Loop, Wilmington, VT 05363
    30 Big Bend Loop, Wilmington, VT 05363
    /59

    $549,000

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

    30 Big Bend Loop, Wilmington, VT 05363

    Escape to the Green Mountains in this beautifully designed 3+ bedroom home with a spacious loft, 2 bonus rooms, and three finished levels in the sought-after Chimney Hill community, fully permitted for short-term rentals with strong income history—ideal for investors or second-home buyers looking to offset costs. Step inside the custom mudroom with built-in cubbies, bench, and closets, and enter

    Chad Lackey Deerfield Valley Real Estate

    30 Big Bend Loop, Wilmington, VT 05363
  • 47 Ives Rd, Wilmington, VT 05363
    47 Ives Rd, Wilmington, VT 05363
    47 Ives Rd, Wilmington, VT 05363
    /28

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    47 Ives Rd, Wilmington, VT 05363

    Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear

    Adam Palmiter Berkley & Veller Greenwood/Dover

    47 Ives Rd, 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

    • 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
  • 1570 Somerset Rd, Wilmington, VT 05363
    1570 Somerset Rd, Wilmington, VT 05363
    1570 Somerset Rd, Wilmington, VT 05363
    /5

    $210,000

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    1570 Somerset Rd, Wilmington, VT 05363

    Somerset Wilderness,Close to the reservoir and Deerfield River. Boating. snowmobiling, hunting, and hiking. Open land with trails and apple trees. Abuts the National Forest.

    Mark Yule BHG Masiello Brattleboro

    1570 Somerset Rd, Wilmington, VT 05363
  • 339 Coldbrook Rd, Wilmington, VT 05363
    339 Coldbrook Rd, Wilmington, VT 05363
    339 Coldbrook Rd, Wilmington, VT 05363
    /53

    $1,200,000

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

    339 Coldbrook Rd, Wilmington, VT 05363

    Just a half mile from The Hermitage Club, 3.5 miles to Mount Snow, and only a mile from Haystack Golf Club, this 4 bedroom, 3 bathroom home on 10.1 acres offers the perfect blend of rustic charm and modern comfort. Direct access to the VAST snowmobile trails and mountain views makes this an outdoor enthusiast’s dream.Step inside to find warm wood finishes, exposed beams, and rich natural textures

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    339 Coldbrook Rd, Wilmington, VT 05363
  • 96 E Brook Crossing Unit CHC209.000, Wilmington, VT 05363
    96 E Brook Crossing Unit CHC209.000, Wilmington, VT 05363
    96 E Brook Crossing Unit CHC209.000, Wilmington, VT 05363
    /60

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    96 E Brook Crossing Unit CHC209.000, Wilmington, VT 05363

    New Listing in Section C! Quiet corner of the Resort features this Classic Chalet with a mudroom entry, bedroom with slider to the deck, a full bath, open concept kitchen with wood cabinets and breakfast bar, dining area with a bay window, living area with vaulted ceiling, wood burning fireplace and slider to the deck. Upstairs has a full bath with skylight and two bedrooms, one with a skylight

    Sigrid Pickering Chimney Hill Realty

    96 E Brook Crossing Unit CHC209.000, 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

    • 3 Beds
    • 2 Baths
    • 2,432 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
  • 211 Upper Dam Rd, Wilmington, VT 05363
    211 Upper Dam Rd, Wilmington, VT 05363
    211 Upper Dam Rd, Wilmington, VT 05363
    /33

    $430,000

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

    211 Upper Dam Rd, Wilmington, VT 05363

    Charming Saltbox Chalet located in the desirable Chimney Hill community. This classic chalet is just a short drive from Wilmington Village, Lake Whitingham, the Haystack Golf Course, and Mount Snow Ski Resort. The light-filled interior offers a welcoming open concept great room with vaulted ceilings, a wood-burning fireplace with brick hearth, and hardwood flooring. The kitchen features granite

    Monique White Deerfield Valley Real Estate

    211 Upper Dam Rd, Wilmington, VT 05363
  • 15 Haymaker Ln Unit 6B, Wilmington, VT 05363
    15 Haymaker Ln Unit 6B, Wilmington, VT 05363
    15 Haymaker Ln Unit 6B, Wilmington, VT 05363
    /55

    $640,000

    • 3 Beds
    • 2.5 Baths
    • 1,908 Sq Ft

    15 Haymaker Ln Unit 6B, Wilmington, VT 05363

    A Wonderfully well built and maintained spacious Townhome in Desired Powderhorn Condo Association! Nestled in the heart of Vermont’s breathtaking Green Mountains, this beautifully maintained 3-bedroom, 2.5-bathroom condo is your dream getaway. Located just moments from mountain biking, skiing, snowmobiling including VAST trails. Two minutes from 2 world class golf courses and the stunning

    Steve Goldfarb Deerfield Valley Real Estate

    15 Haymaker Ln Unit 6B, Wilmington, VT 05363
  • 247 Vt Route 100 N, Wilmington, VT 05363
    247 Vt Route 100 N, Wilmington, VT 05363
    247 Vt Route 100 N, Wilmington, VT 05363
    /43

    $429,000

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

    247 Vt Route 100 N, Wilmington, VT 05363

    Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you!

    Janet Boyd Boyd Real Estate

    247 Vt Route 100 N, Wilmington, VT 05363
  • 132 Sun and Ski Rd, Wilmington, VT 05363
    132 Sun and Ski Rd, Wilmington, VT 05363
    132 Sun and Ski Rd, Wilmington, VT 05363
    /31

    $480,000

    • 4 Beds
    • 3 Baths
    • 1,854 Sq Ft

    132 Sun and Ski Rd, Wilmington, VT 05363

    Welcome to Chateau Chelsea! This charming three-level, 4-bedroom, 3-bathroom single-family home is situated in the heart of Vermont’s picturesqueGreen Mountains. Named after the owners' beloved pup, this property has been a cherished gathering place for family and friends year-round. Conveniently located just over 2 hours from Boston, 90 minutes from Hartford, CT, and less than 4 hours from NYC,

    Patrice Schneider Southern Vermont Realty Group

    132 Sun and Ski Rd, Wilmington, VT 05363
  • 156 Mountain View Rd, Wilmington, VT 05363
    156 Mountain View Rd, Wilmington, VT 05363
    156 Mountain View Rd, Wilmington, VT 05363
    /38

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    156 Mountain View Rd, Wilmington, VT 05363

    This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake Raponda in

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    156 Mountain View Rd, Wilmington, VT 05363
  • 285 Chimney Hill Rd, Wilmington, VT 05363
    285 Chimney Hill Rd, Wilmington, VT 05363
    285 Chimney Hill Rd, Wilmington, VT 05363
    /31

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,372 Sq Ft

    285 Chimney Hill Rd, Wilmington, VT 05363

    Contemporary retreat in the heart of Chimney Hill. Set on a double lot along a paved road offering the perfect balance of comfort, style and year round convenience. Located just minutes from Wilmington village, Lake Whitingham, Mount Snow and scenic trail that leads to the summit of Haystack Peak in the Green mountain National Forest. The bright, open concept interior is filled with natural

    Monique White Deerfield Valley Real Estate

    285 Chimney Hill Rd, Wilmington, VT 05363
  • 118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill Rd, Wilmington, VT 05363
    /34

    $125,000

    • Land
    • 1.31 Acres
    • $95,420 per Acre

    118 Chimney Hill Rd, Wilmington, VT 05363

    Brand new Quad Lot right on Chimney Hill Road! Former lots M118 & M119 have had two additional parcels added on each end to form a 1.31-Acre Lot suitable for a three-bedroom single family home. Build your dream home and live the all-season resort lifestyle. Chimney Hill Owners Association is located on 1,200 acres adjacent to the Green Mt. National Forest, with 550 acres owned in common by the

    Sigrid Pickering Chimney Hill Realty

    118 Chimney Hill Rd, Wilmington, VT 05363
  • 28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    /23

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,548 Sq Ft

    28 Lightning Ledge Way, Wilmington, VT 05363

    Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Lightning Ledge Way, Wilmington, VT 05363
  • 16 Tenth Unit 40, Wilmington, VT 05363
    16 Tenth Unit 40, Wilmington, VT 05363
    16 Tenth Unit 40, Wilmington, VT 05363
    /19

    $450,000

    • 4 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    16 Tenth Unit 40, Wilmington, VT 05363

    Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club Ski Area and Mount Snow. The deck overlooks the 10th green and is beyond typical driving distance, so you can enjoy the sun while watching play. This unit has been updated including new carpet, new high efficiency wood stove in

    Adam Palmiter Berkley & Veller Greenwood/Dover

    16 Tenth Unit 40, Wilmington, VT 05363
  • 0 Hall Rd, Marlboro, VT 05363
    0 Hall Rd, Marlboro, VT 05363
    0 Hall Rd, Marlboro, VT 05363
    /5

    $170,000

    • Land
    • 16 Acres
    • $10,759 per Acre

    0 Hall Rd, Marlboro, VT 05363

    This is a rare 15.8 acre offering located in the pastoral town of Wilmington, Vermont. Featuring wooded terrain, with the Beaver Brook running through the lower section of the property. With stone walls, power/cable/high speed internet running through the lot, and driveway frontage on Hall Rd., this property offers privacy and beauty. In addition, the land is close to Mount Snow and the

    Lisa Mirando Deerfield Valley Real Estate

    0 Hall Rd, Marlboro, VT 05363
  • 394 Haystack Rd Unit 2, Wilmington, VT 05363
    394 Haystack Rd Unit 2, Wilmington, VT 05363
    394 Haystack Rd Unit 2, Wilmington, VT 05363
    /34

    $289,000

    • 2 Beds
    • 1.5 Baths
    • 1,059 Sq Ft

    394 Haystack Rd Unit 2, Wilmington, VT 05363

    Enjoy four-season living in this inviting 2-bedroom, 1.5-bath townhome just a short walk to Haystack Golf Course. Set in a peaceful location with direct Valley Trail and snowmobile access, this well-cared-for home is part of a small HOA with low fees. The main level offers a spacious open layout featuring a cozy wood stove on a slate hearth—perfect for watching the fire roar after a day on the

    Chad Lackey Deerfield Valley Real Estate

    394 Haystack Rd Unit 2, Wilmington, VT 05363
  • 56 Coldbrook Crossing, Wilmington, VT 05363
    56 Coldbrook Crossing, Wilmington, VT 05363
    56 Coldbrook Crossing, Wilmington, VT 05363
    /27

    $3,125,000

    • 4 Beds
    • 4 Baths
    • 4,333 Sq Ft

    56 Coldbrook Crossing, Wilmington, VT 05363

    Spectacular custom home at the base of the Hermitage Club in the Coldbrook Crossing community, adjacent to the base of Haystack mountain. This is a stunning lot overlooking the trails and sunsets beyond, with easy mountain access, snowmobile trail access, and views unimpeded by any other homes. The luxurious features include a vaulted great room with exposed natural wood beams and stone hearth

    Adam Palmiter Berkley & Veller Greenwood/Dover

    56 Coldbrook Crossing, Wilmington, VT 05363
  • 5 N Main St, Wilmington, VT 05363
    5 N Main St, Wilmington, VT 05363
    5 N Main St, Wilmington, VT 05363
    /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
  • 178 Parsons Rd, Wilmington, VT 05363
    178 Parsons Rd, Wilmington, VT 05363
    178 Parsons Rd, Wilmington, VT 05363
    /41

    $299,000

    • 4 Beds
    • 1 Bath
    • 1,612 Sq Ft

    178 Parsons Rd, Wilmington, VT 05363

    Charming Cape-style home set on 1.7 beautifully landscaped acres, featuring a detached two-car garage. The expansive yard includes established gardens, a BBQ area, a barn, and two additional sheds in need of some TLC. Located just 4 miles from downtown Wilmington, you’ll enjoy easy access to shopping, dining, and year-round outdoor activities like skiing, golfing, hiking, biking, and boating. The

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    178 Parsons Rd, Wilmington, VT 05363
  • 121 Happy Haven Rd, Wilmington, VT 05363
    121 Happy Haven Rd, Wilmington, VT 05363
    121 Happy Haven Rd, Wilmington, VT 05363
    /45

    $285,000

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    121 Happy Haven Rd, Wilmington, VT 05363

    This home offers endless potential to become your ideal retreat. Tucked away on 1.3 acres at the end of a quiet dead-end road, it provides privacy while still being conveniently close to downtown Wilmington and year-round recreation—whether you enjoy skiing, golfing, hiking, biking, or boating. The main level features an open-concept layout with a cozy living room with a wood-burning fireplace, a

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    121 Happy Haven Rd, 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

    • 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
  • 624 Boyd Hill Rd, Wilmington, VT 05363
    624 Boyd Hill Rd, Wilmington, VT 05363
    624 Boyd Hill Rd, Wilmington, VT 05363
    /28

    $520,000

    • 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
  • 0 Big Bend Loop Unit 5039354, Wilmington, VT 05363
    0 Big Bend Loop Unit 5039354, Wilmington, VT 05363
    0 Big Bend Loop Unit 5039354, Wilmington, VT 05363
    /32

    $25,000

    • Land
    • 0.30 Acre
    • $83,333 per Acre

    0 Big Bend Loop Unit 5039354, Wilmington, VT 05363

    One of a handful of single lots remaining on the Hill! Septic design needs updating, Power is at the street. The lot is buffered by common land on both sides, and there is a drop off at the back. Access is best at the left end of the property, where a gentle slope takes you to this level plateau. View with clearing and in non-leaf seasons. Build your dream home and enjoy all the amenities

    Sigrid Pickering Chimney Hill Realty

    0 Big Bend Loop Unit 5039354, Wilmington, VT 05363
  • 343 Haystack Rd, Wilmington, VT 05363
    343 Haystack Rd, Wilmington, VT 05363
    343 Haystack Rd, Wilmington, VT 05363
    /36

    $519,000

    • 7 Beds
    • 6 Baths
    • 2,978 Sq Ft

    343 Haystack Rd, Wilmington, VT 05363

    This spacious home is located near outdoor recreation spots like Mount Snow and Haystack Country Club. Tucked back on 3 acres with wooded surroundings offering privacy amongst the trees. The main house offers Four bedrooms, four baths; including a large primary suite. The spacious basement has a kitchen, bath and living space with walkout access to the backyard. The three-car garage with a

    Jessica Citera Cummings & Co

    343 Haystack Rd, Wilmington, VT 05363
  • 410 Fox Mountain Rd, Wilmington, VT 05363
    410 Fox Mountain Rd, Wilmington, VT 05363
    410 Fox Mountain Rd, Wilmington, VT 05363
    /40

    $85,000

    • Land
    • 1.03 Acres
    • $82,524 per Acre

    410 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 Sac on 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

    410 Fox Mountain Rd, Wilmington, VT 05363
  • 408 Fox Mountain Rd, Wilmington, VT 05363
    408 Fox Mountain Rd, Wilmington, VT 05363
    408 Fox Mountain Rd, Wilmington, VT 05363
    /40

    $125,000

    • 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
  • 406 Fox Mountain Rd, Wilmington, VT 05363
    406 Fox Mountain Rd, Wilmington, VT 05363
    406 Fox Mountain Rd, Wilmington, VT 05363
    /35

    $125,000

    • Land
    • 1.52 Acres
    • $82,237 per Acre

    406 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 Sac on 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 Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

    Sigrid Pickering Chimney Hill Realty

    406 Fox Mountain Rd, Wilmington, VT 05363
  • 402 Fox Mountain Rd, Wilmington, VT 05363
    402 Fox Mountain Rd, Wilmington, VT 05363
    402 Fox Mountain Rd, Wilmington, VT 05363
    /33

    $85,000

    • Land
    • 1.04 Acres
    • $81,731 per Acre

    402 Fox Mountain Rd, Wilmington, VT 05363

    Top of the Hill at the end of the Road! Double building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on 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 Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

    Sigrid Pickering Chimney Hill Realty

    402 Fox Mountain 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

    $369,000

    • 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
  • Lot 4 Ghastly Job Way, Wilmington, VT 05363
    Lot 4 Ghastly Job Way, Wilmington, VT 05363
    Lot 4 Ghastly Job Way, Wilmington, VT 05363
    /15

    $74,900

    • Land
    • 3.58 Acres
    • $20,922 per Acre

    Lot 4 Ghastly Job Way, Wilmington, VT 05363

    3.58 acres east of Wilmington village. This property is ready to build on, site work has commenced; tree clearing and partial driveway installed, fully engineered, survey, and Sate of Vermont Wastewater Permit for the construction of a three bedroom home. This parcel offers a great location, close to Lake Raponda for swimming, near Molly Stark State Park for hiking and minutes to Lake Whitingham

    Monique White Deerfield Valley Real Estate

    Lot 4 Ghastly Job Way, Wilmington, VT 05363
  • LOT 158/160 High Peak Way, Wilmington, VT 05363
    LOT 158/160 High Peak Way, Wilmington, VT 05363
    LOT 158/160 High Peak Way, Wilmington, VT 05363
    /5

    $125,000

    • Land
    • 0.43 Acre
    • $290,698 per Acre

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

    Sun filled level Double lot with access to Public Water and Sewer right at the lot! All the hard work has been done so just bring your ideas. Located at the top of Haystack Rd Just across from Hole 17 at Haystack Golf Course on one side and the VAST trail system on the other makes this lot a year round paradise. Snowmobile right our your door to the Stack for dinner or over to the Hermitage Club

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

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

Showing Results 1 - 40, Page 1 of 2

Vermont Wilmington

Real Estate & Homes for Sale in Wilmington, VT

Why Live in Wilmington

Wilmington, Vermont, a small resort town in Southern Vermont, offers a blend of scenic mountain trails, recreational lakes, and a historic downtown district. With a population of just over 2,000 full-time residents, it is predominantly a second-home community where even non-primary residents are actively involved. The town's landscape features several hiking trails, including the 4-mile Mount Haystack Trail and the 14-mile Valley Trail. Wilmington's lakes, such as Lake Whitingham and Lake Raponda, provide opportunities for swimming, boating, and winter ice fishing. The Hermitage Club, a private ski resort, and the public Mount Snow Resort in nearby Dover offer year-round recreational activities. Wilmington's historic downtown, listed on the National Register of Historic Places, showcases 59 Georgian-style buildings now housing museums, boutiques, and eateries. The residential area includes a mix of cozy cottages, sprawling chalets, Mountain Modern timber frame homes, and historical farmhouses. Wilmington's downtown features local cafes, eateries, pubs, and shops, with highlights like Dot’s diner, The Anchor, and Wilmington Village Pub. Annual events such as the Vermont Wine & Harvest Festival and the Vermont Craft Beer & Chili Stroll draw crowds to the area. Students can attend the highly rated Twin Valley Elementary School and later advance to Twin Valley Middle High School. Wilmington’s crime rate is generally lower than both the state and national averages. The town is car-dependent, with Vermont Route 100 and Vermont Route 9 connecting residents to larger New England cities and international airports.
Learn more about living in Wilmington

Frequently Asked Questions

What is the average home price in Wilmington, VT?
Homes for sale in Wilmington, VT have an average home price of $749,414.
How many homes have sold over the last 12 months in Wilmington, VT?
77 homes have sold in Wilmington, VT over the last 12 months.
What are the most popular zip codes in Wilmington, VT?
The most popular zip codes in Wilmington, VT include 05363, 05301, 05356, 05262 and 05361.
How much do you need to make to afford a house in Wilmington?
The median home price in Wilmington is $530,000. If you put a 20% down payment of $106,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K a year to afford the median home price in Wilmington.
How are the schools in Wilmington, VT?
Wilmington, VT has highly rated public and private schools. Some of the best schools in Wilmington based on Niche Grades are Dover Elementary School, Twin Valley Elementary School and Marlboro Elementary School. Browse all the schools in Wilmington, VT to learn more.

Home Trends in Wilmington, VT

On average, homes in Wilmington, VT sell after 107 days on the market compared to the national average of 50 days. The median sale price for homes in Wilmington, VT over the last 12 months is $465,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$465,000
Median Single Family Sale Price
$507,500
Median Townhouse Sale Price
$500,000
Median 2 Bedroom Sale Price
$289,000
Average Price Per Sq Ft
$300
Number of Homes for Sale
33
Last 12 months Home Sales
77
Months of Supply
5.10
Median List Price
$530,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
2%
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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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