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2 Valley View Road Wilmington VT 05363
Sold

MLS Number 4728362

  • Residential Single Family
  • Full Bath 2
  • Address 2 Valley View Road
  • Construction Existing
  • Bedrooms 5

This Cape is in the popular B Section of Chimney Hill and features a double lot, easy access with a nice flat driveway, wide pine floors, living room addition, formal dining room, updated kitchen with custom refrigerator, two staircases, soaking tub, main level bedroom, 3+ bedrooms + loft on second level, 2 full baths, mudroom entry, deck, and potential for finished basement with wood stove. Basement is walkout and has interior stairs and an operating wood stove. House is being sold with most furnishings. See Exclusion list. Enjoy all the amenities Chimney Hill has to offer including year-round swimming, skating, snowmobiling, cross country skiing, tennis, hiking, biking,basketball, playground, and close to the slopes, golf and Lakes and Green Mountain National Forest and local shops and restaurants.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Leslie Fraser of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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111 E Brook Crossing Wilmington VT 05363
Sold

MLS Number 4796210

  • Residential Single Family
  • Full Bath 2
  • Address 111 E Brook Crossing
  • Construction Existing
  • Bedrooms 3

Vintage Chalet tucked away in a quiet corner of Section C! Priced to Sell! New roof last fall, mudroom entry with ceramic tile flooring and plenty of space for your gear, carpeted first floor, large master bedroom with bath and mini-split heat pump for year-round comfort, an open concept living room with vaulted ceiling, 2 ceiling fans and a and wood stove, rear deck for entertaining, a dining area adjacent to compact galley kitchen. Upstairs has two bedrooms and a full bath. Includes most furnishings. Basement is accessible inside and outside via a bulkhead - and has plenty of storage room! Level L-shaped driveway, and a rental history. Could be yours!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Monique White of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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3 Lightning Ledge Way Wilmington VT 05363
Sold

MLS Number 4688796

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

Perfect for family Gatherings and Entertaining! Walk to the Clubhouse. This house has 5 bedrooms, 2.5 baths, 2 living rooms each with wood stove for cozy comfort, and rear deck and front decks. Mudroom entry with laundry closet and folding table, lots of windows and natural woodwork. Ceramic tile and carpeted flooring, dining table seats 10 with adjoining galley kitchen.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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57 Big Bend Loop Wilmington VT 05363
Sold

MLS Number 4726007

  • Residential Single Family
  • Full Bath 1
  • Address 57 Big Bend Loop
  • Construction Existing
  • Bedrooms 3

Tucked away in a quiet corner next to a babbling brook, this Saltbox style home has it all! Double lot, wrap around deck, open-concept full-length living/dining with vaulted ceiling and wood stove, 3 baths, 4 bedrooms, finished basement with walkout and interior stairs, mudroom, storage and solid rental history!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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3 Woodchuck Lane Wilmington VT 05363
Sold

MLS Number 4716047

  • Residential Single Family
  • Full Bath 1
  • Address 3 Woodchuck Lane
  • Construction Existing
  • Bedrooms 4

Tucked away on a quiet street, this chalet-style home has plenty of room for entertaining or large family gathering. Features include a mudroom entry, 4+ bedrooms, living room with wood stove and dining area, private rear deck, circular driveway, partially finished basement with sliding glass doors. Plus, enjoy all the amenities Chimney Hill has to offer including the Clubhouse with indoor and in-ground pools, basketball, tennis, fishing, hiking, biking, cross country skiing, snowmobiling, and close to Lake Whitingham and Lake Raponda, downtown with restaurants and shopping, Skiing at Mount Snow and the Green Mountain National Forest!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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24 Bullet Hole Road Wilmington VT 05363
Sold

MLS Number 4753667

  • Residential Single Family
  • Full Bath 1
  • Address 24 Bullet Hole Road
  • Construction Existing
  • Bedrooms 3

Chalet at end of a Cul-de-Sac on the Hill on a Double Lot for added privacy! Three bedrooms and a bath on the lower level; all freshly painted and with new carpet. Upstairs has a mudroom entry, ski closet, deck, and open concept living, dining and kitchen with wood flooring and a stone fireplace and, bath with laundry. Lots of light; deck and a view! Rear deck also for grilling and enjoying the Mountain Air! Close to Skiing, Shredding, Lakes, and Green Mountain National Forest. Minutes to town for shopping and dining. Plus enjoy all the amenities Chimney Hill has to offer including year-round swimming, tennis, ice skating, playground, numerous trails for hiking and roads for biking, snow mobiling trails and direct VAST access, pond, arcade room, playroom hot tub and fitness room at the Resort Clubhouse.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Prema Fitzpatrick

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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13 Arctic Circle Wilmington VT 05363
Sold

MLS Number 4704878

  • Residential Single Family
  • Full Bath 2
  • Address 13 Arctic Circle
  • Construction Existing
  • Bedrooms 3

Four season Chimney Hill home with easy access to all that Vermont has to offer. Close to the amenities center at Chimney Hill as well as Harriman Reservoir and shopping, restaurants in Wilmington. Great space with mudroom, open living/dining/kitchen with gas fireplace for a cozy feel. Screened porch to enjoy in warm weather. Three bedrooms and two full baths.

Listed by Penny Larson of Four Seasons Sotheby's Int'l Realty (802-464-1200)

SOLD by Sigrid Pickering of Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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95 N Main Street Wilmington VT 05363
Sold

MLS Number 4703596

  • Multifamily
  • Address 95 N Main Street
  • Units 2
  • Bathroom 2
  • Acreage 0.59

Duplex convenient to Mount Snow! Tucked just off Route 100 with views of Wheeler Farm. Upper level unit has three bedrooms and one bath. Lower level has one bedroom, a study, and one bath and has been renovated. Rental history available upon request. Property being sold "AS IS."

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Jacki Murano

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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7 Shincracker Way Wilmington VT 05363
Sold

MLS Number 4764740

  • Residential Single Family
  • Full Bath 1
  • Address 7 Shincracker Way
  • Construction Existing
  • Bedrooms 4

Close to snowmobile trails! This home has a renovated lower level and is a great value. The location is exceptional for the price! Come see for yourself. Affordable and spacious. New perimeter drain and pre-approved for two tesla power walls through green mountain power. Enjoy seasonal views and exceptional sunrises! Plus all the amenities chimney hill has to offer including year-round swimming, in season tennis, basketball, clubhouse with arcade room, fitness room, hot tub, play room, community room, outdoor playground and close to shopping, skiing, green mountain national forest, golf, lakes and all that southern vermont has to offer!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Sigrid Pickering of Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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87 Mowing Way Wilmington VT 05363

Wilmington, VT87 Mowing Way

Sale Price$144,000

Sold

MLS Number 4716638

  • Residential Single Family
  • Full Bath 1
  • Address 87 Mowing Way
  • Construction Existing
  • Bedrooms 4

Quiet Neighborhood near the Ski slopes, Lakes and Green Mountain National Forest! This chalet is on municipal water and sewer, so you don't have to worry about septic systems or private wells. Situated on a corner lot, this home features 4 bedrooms, 2 baths. It has both front and rear decks, a mudroom entry with storage, first floor bedroom and 3/4 bath, kitchen with open concept living and dining that adjoin, and upstairs has 3 bedrooms and a full bath. This home is in the Davis Mowing Home Owners Association and is adjacent to Haystack Golf Course.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by John Redd of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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29 Low Land Loop Wilmington VT 05363
Sold

MLS Number 4752017

  • Residential Single Family
  • Full Bath 1
  • Address 29 Low Land Loop
  • Construction Existing
  • Bedrooms 3

Vintage Chalet in Section C! Direct VAST access, on a Double Level Lot, Loft, 3 bedrooms, 2 baths, and priced to sell! Enjoy all the amenities Chimney Hill has to offer including year-round swimming, tennis and other court sports in season, Club House, Play Room and Play Ground, hot tub, and more. Plus minutes from Golf, Skiing, Restaurants, Shopping, Lakes and Green Mountain National Forest!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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12 Scattered Timber Road Wilmington VT 05363
Sold

MLS Number 4739850

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Top of the Hill Chalet with 3+ bedrooms, 1.5 baths, a covered deck with seasonal views, wood-burning fireplace in the open concept living-dining-kitchen main level, 3 bedrooms and a full bath on the lower level. Level lot; this one won't last!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Jacki Murano

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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7 Hassey Bend Wilmington VT 05363
Sold

MLS Number 4825681

  • Condo
  • Square Feet 1,240
  • Bedrooms 2
  • New Contruction Existing
  • Complex Mountain Ponds

Mountain Ponds Condo! This Updated Town home has 2 Bedrooms, 2 baths, loft, and open concept living area with sliders to the deck, dining area, and beautifully updated kitchen. Convenient to everything the Deerfield Valley has to offer including hiking, biking, snowmobiling, skiing, golf, boating, lakes, mountains, shopping, dining and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Jessica Bentz of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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126 East Brook Crossing Wilmington VT 05363
Sold

MLS Number 4707979

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1

Tucked back on the mostly level lot, this cozy chalet is the perfect getaway! The layout features three bedrooms on second floor; 1 3/4 bath, kitchen with dining area, trex deck, standing seam roof, plus front to back living room with wood stove and slider to deck on main level, and a single bay garage for storage, with mudroom and laundry on lower level. Enjoy all the amenities Chimney Hill offers including the Clubhouse, indoor and in-ground pools, basketball, tennis, fishing, snowmobiling, cross country skiing, hiking, biking, trails, and close to skiing, Lakes, and Green Mountain National Forest!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

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M557-m560 Upper Dam Road Wilmington VT 05363-0253
Sold

MLS Number 5019922

  • Land
  • Acreage 1.93
  • Area VT-Windham
  • PricePerSqFt 46632.12
  • 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 Sigrid Pickering of Chimney Hill Realty

SOLD by Brooke Thomson Drew of Mahar McCarthy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

Ask A QuestionMore Details

86 Upper Dam Road Wilmington VT 05363
Sold

MLS Number 4903697

  • Land
  • Address 86 Upper Dam Road
  • Acreage 1.5
  • Area VT-Windham
  • PricePerSqFt 56666.67

Charming triple lot in the Chimney Hill community, abutting thousands of acres of state forest, with easy access to the clubhouse, nearby Haystack peak hiking trail, and snowmobile trails, and just a short drive to the Mount Snow ski resort, village of Wilmington, and nearby lakes. This unique lot already has a foundation on it, septic installed, and community water, which allows a new buyer to start construction relatively quickly. Easterly long range exposure offers some nice mountain views, and the triple lot and driveway up from the road afford nice privacy as well. This comes with all tremendous Chimney Hill amenities including indoor and outdoor pools, renovated club house, hot tub, full gym, game room, theater, playground, basketball court, fishing pond, tennis courts, winter ice skating, and a la carte service such as plowing, sanding, and trash removal.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover (802-464-8900)

SOLD by Sigrid Pickering of Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

Ask A QuestionMore Details

410 Fox Mount Road Wilmington VT 05363
Sold

MLS Number 5036114

  • Land
  • Address 410 Fox Mount Road
  • Acreage 1.03
  • Area VT-Windham
  • PricePerSqFt 77669.9

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 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 Valley Trail too!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Sigrid Pickering of Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

Ask A QuestionMore Details

Howes Loop Wilmington VT 05363

Wilmington, VTHowes Loop

Sale Price$65,000

Sold

MLS Number 4892396

  • Land
  • Address Howes Loop
  • Acreage 1.5
  • Area VT-Windham
  • Utilities None

This one won't last because it's almost unheard of - A 1.5 Acre lot in Chimney Hill with a 2019 septic plan and state wastewater permit for a 4-bedroom home. This lot consists of three 1/2 acre lots that have been merged and deed restricted so that they may never be subdivided again. This amount of land exceeds current municipal residential zoning of 1-Acre, giving the future owner more land for almost complete privacy and seclusion yet within a 4-season resort. Plus enjoy all the amenities Chimney Hill and the Deerfield Valley offer including year-round swimming, shopping, restaurants, events, arts, hiking, biking, world class skiing and shredding, snowmobiling, tennis, clubhouse with indoor hot tub, playroom, arcade, court sports and close to Lakes, Green Mountain National Forest and Golf - Bring your offer ASAP!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Sigrid Pickering of Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

Ask A QuestionMore Details

241 Rabbit Run Wilmington VT 05363
Sold

MLS Number 4795707

  • Land
  • Address 241 Rabbit Run
  • Acreage 1.1
  • Area VT-Windham
  • Utilities None

Sweet Triple Lot near the Clubhouse with 5 Bedroom Septic Design! Build your perfect dream home with seasonal views; end of the road.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Steve Goldfarb of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

Ask A QuestionMore Details

Lots 419 & 420 Shincracker Way Wilmington VT 05363
Sold

MLS Number 4981964

  • Land
  • Acreage 1
  • Area VT-Windham
  • PricePerSqFt 50000
  • Water View

Build Your Very Own Dream House. Top of the Hill Double SE facing Building Lot with views and on a cul-de-sac! Walk to the Clubhouse! 2009 Septic Design for a 3-Bedroom home will need to be updated by the buyer.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Sigrid Pickering of Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.23% last updated on Nov 26, 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.

Ask A QuestionMore Details

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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 December 4, 2025 3:40 PM EST