75

Wilmington, VT Homes for Sale

Section Image
  • /55

    $640,000

    • 3 Beds
    • 2.5 Baths
    • 1,808 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
  • /43

    $379,000

    • 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
  • /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
  • /39

    $489,000

    • 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 bamboo 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

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    156 Mountain View 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
  • /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
  • /21

    $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
  • /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
  • /34

    $249,900

    • 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
  • /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
  • /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
  • /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
  • /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
  • /41

    $265,000

    • 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
  • /24

    $255,000

    • 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
  • /32

    $25,000

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

    139 Big Bend Loop, 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

    139 Big Bend Loop, Wilmington, VT 05363
  • /36

    $410,000

    • 7 Beds
    • 5 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
  • /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
  • /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
  • /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
  • /15

    $69,000

    • Land
    • 3.58 Acres
    • $19,274 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
  • /28

    $499,000

    • 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
  • /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
  • /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
  • /24

    $774,000

    • Land
    • 3.6 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
  • /25

    $774,000

    • Land
    • 1.32 Acres
    • $586,364 per Acre

    Lot 4 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 1.3 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 cleared 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

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 Old Mill Ln, 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
  • /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
  • /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
  • /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
  • /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
  • /29

    $25,000

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

    26 Upper Howes Way, Wilmington, VT 05363

    BUILD your dream home in this Lot 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

    Sigrid Pickering Chimney Hill Realty

    26 Upper Howes Way, Wilmington, VT 05363
  • /32

    $25,000

    • Land
    • 0.56 Acre
    • $44,643 per Acre

    25 Upper Howes Way, Wilmington, VT 05363

    BUILD your Getaway 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 200'

    Sigrid Pickering Chimney Hill Realty

    25 Upper Howes Way, Wilmington, VT 05363
  • /33

    $120,000

    • Land
    • 5 Acres
    • $24,000 per Acre

    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363

    Beautiful 5-Acre Lot with Mountain Views – Approved for Two Homes!Here’s your chance to own a truly special piece of Vermont! This gorgeous 5-acre parcel on Route 100, just north of Wilmington center, offers the perfect setting for your dream home—or two. Recent soil tests support two single-family homes, each with up to three bedrooms. The land features an open, sun-drenched meadow, gently

    Monique White Deerfield Valley Real Estate

    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
  • /40

    $3,150,000

    • 6 Beds
    • 3 Baths
    • 3,309 Sq Ft

    36 Woffenden Rd, Wilmington, VT 05363

    Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and

    Melissa Ellis Southern Vermont Realty Group

    36 Woffenden Rd, Wilmington, VT 05363

Showing Results 41 - 75, Page 2 of 2

How to Buy a Home How to Finance a Home How to Sell a Home