Our Listings

78 Pond Loop Wilmington VT 05363
Active With Contract

MLS Number 5023500

  • Residential Single Family
  • Full Bath 2
  • Address 78 Pond Loop
  • Construction Existing
  • Bedrooms 5

If you have been looking for a multi-level home that is well-appointed, nicely furnished, move-in ready, on the Hill, with plenty of closets, this is IT! Smart thermostats and remote-controlled lighting. Ample mudroom foyer with vaulted ceiling and plenty of room for your gear, with slate flooring and custom paneling, laundry room and powder room or half bath. Bedroom with ridgeline views in stick season, a circular floor pattern from foyer with owner's closets/pantry, to fully equipped kitchen, dining with a wall of glass for views, living room with skylights, Mini split, a stone fireplace with pellet stove insert, and covered porch with a dry bar with more views. Second floor has a loft with futon sofa bed, primary bedroom with a bank of windows with views, full shared bath, and third bedroom. Each bedroom has 1-2 closets. The lower-level features two additional guest quarters, a family room with mini-split, pellet stove insert into stone fireplace, and a direct walkout mudroom entry. Enjoy the health and wellness lifestyle that Chimney Hill offers on its 1,200-acre campus adjoining the Gren Mountain National Forest! Close to skiing, shredding, golf, boating, hiking, biking, shopping, fine dining, and more with 300 acres owned in common by the HOA. ENJOY THE MEMBERS-ONLY EXCLUSIVE CLUBHOUSE LOCATED AT 2,000' IN ELEVATION.

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

11 West Road Wilmington VT 05363
Active With Contract

MLS Number 5038778

  • Residential Single Family
  • Full Bath 1
  • Address 11 West Road
  • Construction Existing
  • Bedrooms 3

Log Home Lovers, this is your chance to have a circa 2003 log home in Section B! Three bedrooms, 2 full baths, with the primary bedroom having its own ensuite bath. A full basement that is unfinished, but could be finished, nice level lot with super easy access and level parking. Main room is open concept with kitchen, dining and living room with a gas fired stove, vaulted ceiling, and wrap around deck that is partially covered, all add to its charm. Landscaped, with a yard and lawn, also add to its appeal. Start living your dream with all the amenities Chimney Hill and the Deerfield Valley of Southern Vermont have to offer including year round swimming, members-only exclusive HOA Clubhouse at 2.000' in elevation, hot tub, indoor and outdoor heated pools, tennis, ice skating, pickleball, hiking, biking, fitness room, arcade room, community room, fully-equipped kitchen, dining area, BBQ by the pool outside, basketball, world class skiing and shredding, golf, boating, shopping, fine dining, flea markets, antiques, arts and crafts, breweries, distilleries, festivals, music and so much more!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

6 Bunny Lane Wilmington VT 05363

MLS Number 5030378

  • Residential Single Family
  • Full Bath 2
  • Address 6 Bunny Lane
  • Construction Existing
  • Bedrooms 3

Location, Location, Location this classic chalet sits on top of the Hill within walking distance to the Clubhouse! Three bedrooms, 2 full baths, laundry room, deck, gas-fired fireplace in the living room. Open concept, living, dining and kitchen. Crawlspace, storage shed, views in stick season, priced to sell! Stop dreaming and start enjoying the health and wellness lifestyle of this 1,200 Acre All Season Resort! Chimney Hill is celebrating its 50th anniversary this year, a testament to its enduring success and multi-generational following. Boasting the most amenities for the least amount of fees, featuring the exclusive members-only Clubhouse and Recreation Facility with indoor and outdoor heated pols, hot tub, fitness room, arcade room, toddler and baby playroom, community room, lounge, fully-equipped kitchen, reading nook,3 tennis courts, basketball, pickleball, , trails, fishing pond, ice rink in season, snowmobiling, hiking, biking and more. The Deerfield Valley offers the closest Big Mountain, Vail's Mt Snow, with world class skiing and shredding, and a host of festivals and events throughout the year, nearby shopping fine dining, music, arts, crafts, breweries, distilleries, theater, equestrian events, boating, golf, S VT Pickleball Club and so much more!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

406 Fox Mount Road Wilmington VT 05363

Wilmington, VT406 Fox Mount Road

Price$125,000

Est. Mortgage: $/month

MLS Number 5035688

  • Land
  • Address 406 Fox Mount Road
  • Acreage 1.52
  • Area VT-Windham
  • PricePerSqFt 82236.84

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! Enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, the CHOA exclusive members-only Clubhouse located near the top of Chimney Hill at 2.000' in elevation, with year-round swimming in our heated pools, hot tub, lounge, arcade, fitness room, community room, fully equipped kitchen, reading nook, and toddler playroom. The CHOA Resort covers 1,200-Acres, with 300-Acres owned in common by the HOA. The common land has 3 tennis courts, seasonal pickleball and ice skating, an extensive trail system for hiking, snowmobiling, and playing, a fishing pond, and the trailhead to Haystack Mountain. Music festivals, theater, arts and crafts tours, flea market, fine dining, unique shopping, antiques, breweries, distilleries, wineries, boating, golf, bicycling and more - heck, you can hike from Chimney Hill to Mt Snow on the Valey Trail too!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

408 Fox Mount Road Wilmington VT 05363

Wilmington, VT408 Fox Mount Road

Price$125,000

Est. Mortgage: $/month

MLS Number 5035898

  • Land
  • Address 408 Fox Mount Road
  • Acreage 1.58
  • Area VT-Windham
  • PricePerSqFt 79113.92

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 the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, the CHOA exclusive members-only Clubhouse located near the top of Chimney Hill at 2.000' in elevation, with year-round swimming in our heated pools, hot tub, lounge, arcade, fitness room, community room, fully equipped kitchen, reading nook, and toddler playroom. The CHOA Resort covers 1,200-Acres, with 300-Acres owned in common by the HOA. The common land has 3 tennis courts, seasonal pickleball and ice skating, an extensive trail system for hiking, snowmobiling, and playing, a fishing pond, and the trailhead to Haystack Mountain. Music festivals, theater, arts and crafts tours, flea market, fine dining, unique shopping, antiques, breweries, distilleries, wineries, boating, golf, bicycling and more - heck, you can hike from Chimney Hill to Mt Snow on the Valey Trail too!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

95 Chimney Hill Road Wilmington VT 05363-0415

MLS Number 5020570

  • Land
  • Address 95 Chimney Hill Road
  • Acreage 1.09
  • Area VT-Windham
  • PricePerSqFt 77981.65

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 tennis, basketball, pickleball, ice skating, pond fishing, hiking, biking, snowmobiling, and more on our 1,200-acreresort campus featuring the exclusive members-only Clubhouse located at 2,000' in elevation, and members enjoy 300 acres of common land with an extensive trail network. Plus, the Deerfield Valley, and Southern Vermont boast world class skiing and shredding at Vail's Mt Snow Resort, or the private Hermitage Club, Boating on Lake Whitingham or Lake Raponda, the Green Mt National Forest, shopping, fine dining, golf, breweries, distilleries, antiques, music, theater, arts and crafts, flea markets, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

100 Chimney Hill Road Wilmington VT 05363

MLS Number 5020573

  • Land
  • Acreage 1.31
  • Area VT-Windham
  • PricePerSqFt 64885.5
  • Zoning R1

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, basketball, pickleball, ice skating, pond fishing, hiking, biking, snowmobiling, and more on our 1,200-acreresort campus featuring the exclusive members-only Clubhouse located at 2,000' in elevation, and members enjoy 300 acres of common land with an extensive trail network. Plus, the Deerfield Valley, and southern Vermont boast world class skiing and shredding at Vail's Mt Snow Resort, or the private Hermitage Club, Boating on Lake Whitingham or Lake Raponda, the Green Mt National Forest, shopping, fine dining, golf, breweries, distilleries, antiques, music, theater, arts and crafts, flea markets, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

410 Fox Mount Road Wilmington VT 05363

Wilmington, VT410 Fox Mount Road

Price$85,000

Est. Mortgage: $/month

MLS Number 5036114

  • Land
  • Address 410 Fox Mount Road
  • Acreage 1.03
  • Area VT-Windham
  • PricePerSqFt 82524.27

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 the amenities Chimney Hill, the DeerfieldValley and Southern Vermont offer including world class skiing and shredding, the CHOA exclusive members-only Clubhouse located near the top of Chimney Hill at 2.000' in elevation, with year-round swimming in our heated pools, hot tub, lounge, arcade, fitness room, community room, fully equipped kitchen, reading nook, and toddler playroom. The CHOA Resort covers 1,200-Acres, with 300-Acres owned in common by the HOA. The common land has 3tennis courts, seasonal pickleball and ice skating, an extensive trail system for hiking, snowmobiling, and playing, a fishing pond, and the trailhead to Haystack Mountain. Music festivals, theater, arts and crafts tours, flea market, fine dining, unique shopping, antiques, breweries, distilleries, wineries, boating, golf, bicycling and more - heck, you can hike from Chimney Hill to Mt Snow on the Valey Trail too!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

402 Fox Mount Road Wilmington VT 05363

Wilmington, VT402 Fox Mount Road

Price$85,000

Est. Mortgage: $/month

MLS Number 5035426

  • Land
  • Address 402 Fox Mount Road
  • Acreage 1.04
  • Area VT-Windham
  • PricePerSqFt 81730.77

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! Enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, the CHOA exclusive members-only Clubhouse located near the top of Chimney Hill at 2.000' in elevation, with year-round swimming in our heated pools, hot tub, lounge, arcade, fitness room, community room, fully equipped kitchen, reading nook, and toddler playroom. The CHOA Resort covers 1,200-Acres, with 300-Acres owned in common by the HOA. The common land has 3 tennis courts, seasonal pickleball and ice skating, an extensive trail system for hiking, snowmobiling, and playing, a fishing pond, and the trailhead to Haystack Mountain. Music festivals, theater, arts and crafts tours, flea market, fine dining, unique shopping, antiques, breweries, distilleries, wineries, boating, golf, bicycling and more - heck, you can hike from Chimney Hill to Mt Snow on the Valey Trail too!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Upper Dam Road Wilmington VT 05363-0253

Wilmington, VTUpper Dam Road

Price$50,000

Est. Mortgage: $/month

MLS Number 5019824

  • Land
  • Address Upper Dam Road
  • Acreage 0.93
  • Area VT-Windham
  • PricePerSqFt 53763.44

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, hiking, biking, snowmobiling, and more on our 1,200-acre resort campus featuring the exclusive members-only Clubhouse located at 2,000' in elevation, and members enjoy 300 acres of common land with an extensive trail network. Plus, the Deerfield Valley, and southern Vermont boast world class skiing and shredding at Vail's Mt Snow Resort, or the private Hermitage Club, Boating on Lake Whitingham or Lake Raponda, the Green Mt National Forest, shopping, fine dining, golf, breweries, distilleries, antiques, music, theater, arts and crafts, flea markets, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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. Data last updated May 14, 2025 12:57 PM EDT