Chimney Hill, VT Homes for Sale

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  /41

  $999,000

  • 4 Beds
  • 4.5 Baths
  • 5,050 Sq Ft

  3 Shannon Ridge Rd, Dover, VT 05356

  Some homes are renovated. Others are carefully crafted. 3 Shannon Ridge Road is unmistakably the latter.At first glance, the home feels elegant. Spend time inside, however, & its character begins to emerge: 16-ft.-long wide pine floors secured w/ traditional square nails, remarkably high ceilings, beautifully composed architecture, expansive windows, live-edge wood, a kitchen for entertaining and

  Jacki Murano Southern Vermont Realty Group

  3 Shannon Ridge Rd, Dover, VT 05356
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  /41

  $85,000

  • Land
  • 1.02 Acres
  • $83,333 per Acre

  402 Fox Mountain Rd, Wilmington, VT 05363

  Fantastic double lot on top of the Hill with recent soil tests and septic design suitable for your dream home! As Chimney Hill approaches full build out, the number of remaining lots are limited. This is a brand-new cul-de-sac adjoining the National Forest. Of the 5 lots, only two remain available, including this one. Time to stop imagining and start living the dream of your own vacation home.

  Sigrid Pickering Chimney Hill Realty

  402 Fox Mountain Rd, Wilmington, VT 05363
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  /60

  $6,898,000

  New Construction

  • 5 Beds
  • 8 Baths
  • 4,000 Sq Ft

  88 Mann Rd, Wilmington, VT 05363

  A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At

  Rich Caplan Deerfield Valley Real Estate

  88 Mann Rd, Wilmington, VT 05363
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  /33

  $249,000

  • 1 Bed
  • 468 Sq Ft

  246 Mann Rd, Wilmington, VT 05363

  Location, location, location! This rare opportunity is surrounded by the beautiful Haystack Golf Course, offering an unbeatable setting in one of southern Vermont's premier resort destinations. The property currently features a camp and a one-car garage, allowing you to enjoy the land immediately while planning your dream home or future getaway. Just minutes from Mount Snow, The Hermitage Club,

  Jeffrey Brisson Cohn & Company

  246 Mann Rd, Wilmington, VT 05363
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  /33

  $287,900

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  17 Willis Rd Unit 3, Wilmington, VT 05363

  Enjoy the best of Southern Vermont from this spacious and inviting condo, offering a wonderful and unique blend of comfort, convenience, and privacy. Ideally located just a short drive from Mount Snow and downtown Wilmington, this property is perfectly suited as a year-round vacation retreat or four-season home.The open concept second floor offers an effortless flow between the kitchen,

  Meghan Buckley Skihome Realty

  17 Willis Rd Unit 3, Wilmington, VT 05363
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  /19

  $449,000

  $20K PRICE DROP

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

  15 Haymaker Ln Unit 6D, Wilmington, VT 05363

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

  Adam Palmiter Berkley & Veller Greenwood/Dover

  15 Haymaker Ln Unit 6D, Wilmington, VT 05363
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  /18

  $73,140

  • Land
  • 10,890 Sq Ft
  • $292,560 per Acre

  Lot 4 -156 High Peak Way, Wilmington, VT 05363

  Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience.With public sewer and public water access,

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 4 -156 High Peak Way, Wilmington, VT 05363
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  /7

  $3,999,000

  New Construction

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

  5 Old Mill Crossing, Wilmington, VT 05363

  Old Mill on Haystack Mountain is a mountain residence designed for the next chapter of family life, set on 3.58 acres within the gates of The Hermitage Club with views of the Haystack trails. With over 6,000 square feet of finished living space, the home offers the scale and flexibility to comfortably accommodate children, grandchildren, friends, and extended family while still providing a sense

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  5 Old Mill Crossing, Wilmington, VT 05363
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  /60

  $1,400,000

  • 6 Beds
  • 6 Baths
  • 3,639 Sq Ft

  4 Encore Place, Dover, VT 05356

  Location is key with this turnkey home - Carinthia and the Grommet surface lift are just across the street, and you can practically ski home - it doesn't get much better. This beautiful 6-bedroom, 6-bath home offers a cozy living room with a fieldstone fireplace for that après-ski warmth and over 3600 s.f. of living space. The landscaping provides patio privacy for barbecues and hot tub time for

  Regina Perrotto Skihome Realty

  4 Encore Place, Dover, VT 05356
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  /23

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 3,268 Sq Ft

  7 Mill Rd, West Dover, VT 05356

  When you picture a rustic and woodsy Vermont retreat, but with modern comforts, this is that home. Spacious chalet style home located conveniently on the MOOver shuttle route 3 miles from the Mount Snow Ski Resort. This 3 bedroom, 2.5 bath home has exposed natural woodwork throughout, a great open concept floor plan with large vaulted living room and wood burning fireplace on brick hearth,

  Adam Palmiter Berkley & Veller Greenwood/Dover

  7 Mill Rd, West Dover, VT 05356
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  /7

  $135,000

  • Land
  • 4.5 Acres
  • $30,000 per Acre

  0 Route 100 Unit 5100378, Dover, VT 05356

  Nestled just half a mile from the renowned Mount Snow Resort, this exquisite 4.50-acre property offers a remarkable opportunity to create your dream home in a prime location. With a cleared driveway and an essential permit already secured (Waste Water Permit for a mound wastewater disposal system and a Potable Water Permit for a drilled bedrock water supply), this lot is ready for development.

  Donna Brown Skihome Realty

  0 Route 100 Unit 5100378, Dover, VT 05356
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  /30

  $997,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,865 Sq Ft

  47 West Rd, Wilmington, VT 05363

  Be among the first to enjoy this brand-new mountain modern home in the sought-after Chimney Hill community, with an anticipated completion date of September 2026. Thoughtfully designed for both year-round living and weekend getaways, this 3-bedroom, 4-bath home offers a bright, open floor plan filled with natural light and clean, contemporary finishes.The main living area creates an inviting

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  47 West Rd, Wilmington, VT 05363
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  /36

  $319,000

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

  12 Par Dr Unit 12, Wilmington, VT 05363

  Enjoy year-round Vermont living in this classic Spyglass townhome that is located right on the 10th fairway of the Haystack Golf course. Offering 3 bedrooms plus a sleeping loft and 3.5 baths. Designed for comfort and convenience, the main level features a mudroom, an open-concept living and dining area with vaulted ceilings, a fully equipped kitchen, and a cozy wood-burning fieldstone fireplace.

  Rich Caplan Deerfield Valley Real Estate

  12 Par Dr Unit 12, Wilmington, VT 05363
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  /44

  $569,000

  • 4 Beds
  • 3 Baths
  • 2,067 Sq Ft

  21A Queen Anne's Way Unit 21A, Dover, VT 05356

  Turnkey Kingswood townhome ideally located between Mount Snow and the Hermitage Club! This beautifully furnished 3-bedroom, 3-bath home offers plenty of space and flexibility, including an ensuite bedroom and an oversized den/family room that can easily serve as a 4th bedroom. The open-concept kitchen, dining, and living area is perfect for gathering, highlighted by a striking three-sided

  Chad Lackey Deerfield Valley Real Estate

  21A Queen Anne's Way Unit 21A, Dover, VT 05356
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  /50

  $475,000

  • 3 Beds
  • 3.5 Baths
  • 1,799 Sq Ft

  37 First Ln Unit 22, Wilmington, VT 05363

  Enjoy views of the Haystack Golf Course from this bright and spacious townhouse overlooking the course. The deck provides the perfect setting for outdoor dining, grilling, and entertaining, the sun-filled main level features an open floor plan with vaulted ceilings, exposed wood beams, skylights, updated flooring, and a striking fieldstone LP Gas fireplace. The kitchen offers wood cabinetry,

  Donald Koelsch Deerfield Valley Real Estate

  37 First Ln Unit 22, Wilmington, VT 05363
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  /18

  $68,900

  • Land
  • 21,780 Sq Ft
  • $137,800 per Acre

  Lot 1 - 161 High Peak Way, Wilmington, VT 05363

  Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley.With public sewer and public water access, the building process is made

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 1 - 161 High Peak Way, Wilmington, VT 05363
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  /26

  $494,000

  $5K PRICE DROP

  • 7 Beds
  • 2 Baths
  • 2,038 Sq Ft

  45 Blue Brook Rd, Dover, VT 05356

  Owners open to offers! A truly unique and eclectic ski chalet. The current owner has tastefully updated this home in order to foster a tremendous rental investment, but it could also work great for anyone looking for a spacious ski home with great access off a paved town road and tremendous mountain proximity. Easily accessible off a paved road, not far from shuttle service, and only a couple

  Adam Palmiter Berkley & Veller Greenwood/Dover

  45 Blue Brook Rd, Dover, VT 05356
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  /17

  $79,500

  • Land
  • 13,939 Sq Ft
  • $248,438 per Acre

  Lot 2 - 162 High Peak Way, Wilmington, VT 05363

  Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 2 - 162 High Peak Way, Wilmington, VT 05363
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  /47

  $1,995,000

  • 6 Beds
  • 6.5 Baths
  • 5,545 Sq Ft

  420 Ray Hill Rd, Wilmington, VT 05363

  This impressive 6-bedroom, 7-bath farm-style timber frame home, built by Davis Frame and featured on their website as “The Great White Barn,” sits on 3.51 acres just minutes from the Hermitage Club, Mount Snow, downtown Wilmington, lakes, hiking, golf, and VAST trails. Formerly known by its previous owners as “La Maison de Pommes” (House of Apples) for its old apple orchard setting, the home was

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  420 Ray Hill Rd, Wilmington, VT 05363

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