Homes for Sale in 05363

• 

  

  

  /60

  $415,000

  • 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
• 

  

  

  /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
• 

  

  /35

  $749,000

  • 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
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  /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 with an apartment is located near outdoor recreation spots like Mount Snow and Haystack Country Club ~ mountain riding, state park hiking across from driveway and snowmobile right from your yard. 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

  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
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  /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
• 

  

  /40

  $849,000

  • 5 Beds
  • 3.5 Baths
  • 3,436 Sq Ft

  67 Castle Hill Rd, Wilmington, VT 05363

  Rare opportunity to own a meticulous 1830s vintage farmhouse, completely turn-key with extensive updates, renovations, and modern amenities. Conveniently located just outside the country village of Wilmington for shopping and great dining options, a short drive to the Mount Snow ski resort, and just up the street from the Lake Whitingham boat launch and beach areas, for true four season

  Adam Palmiter Berkley & Veller Greenwood/Dover

  67 Castle Hill Rd, Wilmington, VT 05363
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  /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
• 

  

  /28

  $775,000

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

  20 Bishop Rd, Searsburg, VT 05363

  Owners motivated and will consider offers. Absolutely amazing long range mountain views over the National Forest, Mount Snow, Haystack, and Stratton ridgelines, from this beautiful 2020 Moosehead log home. This home sits on 7+ acres adjacent to thousands of acres of Green Mountain National Forest, with direct easy access to VAST snowmobile trails, as well as your own property to loop on, but

  Adam Palmiter Berkley & Veller Greenwood/Dover

  20 Bishop Rd, Searsburg, VT 05363
• 

  

  /40

  $3,050,000

  • 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 - 76, Page 2 of 2