Our Listings

78 Pond Loop Wilmington VT 05363

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 Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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

19 View Road Wilmington VT 05363

MLS Number 4990940

  • Residential Single Family
  • Full Bath 2
  • Address 19 View Road
  • Construction Existing
  • Bedrooms 3

This could be your dream house! Nestled in the B Section, this classic vintage chalet offers a solid rental history, quiet location, relatively easy access, and close to town. Three bedrooms and two baths, skylights, open concept living, dining and kitchen, with a bedroom and bath on the main level. Upstairs has two more bedrooms and a full bath. Be a part of the health and wellness community that Chimney Hill offers, boasting the most amenities for the lowest fees of any HOA in the area. Situated on 1,200 acres, with 300 owned in common by members, our exclusive members-only clubhouse sits at 2000' in elevation on top of Chimney Hill, with year-round swimming, court sports, fitness, arcade, playroom and playground, fishing pond, trail system, and snowmobile access. Minutes form skiing, fine dining, golf, boating, lakes, mountains, breweries, antiques, flea markets, music, theater, horses, distilleries, and so much more!

Listed by Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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

28 Town Farm Road Wilmington VT 05363
Active With Contract

MLS Number 4994886

  • Residential Single Family
  • Full Bath 1
  • Address 28 Town Farm Road
  • Construction Existing
  • Bedrooms 3

Looking for a Vermont Getaway? Great location in Chimney Hill's Section B. Classic chalet style with mudroom foyer, three bedrooms and 1.5 baths. Nice and numerous updates include a brand-new Kitchen, Full bath with soaking tub and shower stall, a gas fired stove for chilly nights, Vaulted ceiling in the living room, covered porch and living room addition make extra room for entertaining. One bedroom on the main level, and two on the second level with an updated half bath between. Immaculate, furnished, rental history, plus two sheds and a patio, circular drive and nice level lot. Plus enjoy all the amenities Chimney Hill offers including the exclusive members-only Clubhouse located at 2000' in elevation, fitness, arcade, year-round swimming, hot tub, pickleball, tennis, basketball, fishing pond, trails, hiking, biking, snowmobiling, and more on the 1,200 Resort campus. The Deerfield Valley and Southern Vermont Region have the Green Mountain National Forest, Lakes, boating, music, festivals, world-class skiing and shredding at Vail's Mt Snow Resort and the private Hermitage Club, fine dining, artisans, crafts, breweries, distilleries, wineries, antiques, flea markets, and books.

Listed by Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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

2 Upper Howes Way Wilmington VT 05363
Pending

MLS Number 5024731

  • Residential Single Family
  • Full Bath 2
  • Address 2 Upper Howes Way
  • Construction Existing
  • Bedrooms 3

Custom Saltbox by David Powell! Needs TLC but is a well-built home situated in a quiet corner of the Hill. Mudroom entry, Circular floor plan with living room that has a vaulted ceiling with skylights and a stone fireplace, dining room, kitchen, laundry room, full bath and bedroom all on the main level, and two bedrooms and a full bath upstairs. Full walkout basement is unfinished but could be finished to expand living area. Seasonal views, within walking distance to the clubhouse. Enjoy all the amenities that CHOA, the Deerfield Valley and Southern VT offer including the most recreational amenities of and HOA in the area, exclusive members-only clubhouse at 2.000' in elevation, indoor and outdoor heated pools, fitness, arcade, playroom, pickleball, ice skating, tennis basketball, hiking, biking, boating, golf, world class skiing and shredding, fine dining, festivals, music, art, theater, shopping, flea markets, and more!

Listed by Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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

3 Lightning Ledge Way Wilmington VT 05363
Active With Contract

MLS Number 5006689

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3

Ski Lodge within walking distance to the Clubhouse! Three levels; two bedrooms, a full bath, foyer, laundry, and a family room with a wood stove on entry level. Mudroom, 1/2 bath, kitchen with island, dining room and cathedral ceiling, sunken living room with fireplace and sliders to deck on first floor, plus three bedrooms, and a full bath on the third floor. Multi-level deck; natural light and woodwork. Enjoy all the amenities the Chimney Hill resort offers on its 1200-acre campus, including year-round swimming, tennis, hot tub, exercise room, arcade, playground, apres ski lounge, fully equipped kitchen, community room, pickleball, ice skating, snowmobiling, hiking, biking, and trails on the 300 acres owned by members in common and so much more! Minutes to world class skiing and shredding, quaint shopping and fine dining, festivals, breweries, flea markets, bookstores, antiques, and the Green Mt. National Forest!

Listed by Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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

M557-m560 Upper Dam Road Wilmington VT 05363-0253

MLS Number 5019922

  • Land
  • Acreage 1.93
  • Area VT-Windham
  • PricePerSqFt 49222.8
  • Zoning R1

QUAD LOT WITHIN A SHORT WALK TO THE CLUBHOUSE! 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 Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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 Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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 Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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 Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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 5019848

  • 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 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, 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 Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 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 January 24, 2025 7:19 AM EST