Our Sold Listings

MLS Number 4894065

• Residential Single Family
• Address 60 North Road
• Construction Existing
• Bedrooms 3
• Bathroom 3

This has it all! Over 3000 square feet...room for everyone...in VT's premier association with tons of amenities, including indoor/outdoor pool. On VAST snowmobile trails. Custom built pre-fab home on triple lot. Wide open first floor with gourmet kitchen and wetbar. 3 Generous bedrooms upstairs with dual masters connected by a shared full bath. Additional loft/living/entertainment space upstairs. Partially finished dry, full-height basement holds plenty of opportunity. Currently includes walk-out slider to back yard, with fantastic mudroom/storage area for outdoor recreational equipment.

Listed by Cathy Lapierre and Sigrid Pickering of Chimney Hill Realty

SOLD by Morriah Adams of EXP Realty

MLS Number 4972160

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

Top of the Hill! This house has a lot packed into it. Detached garage for your toys, back-up generator, radiant heat flooring on the main level with plank wood flooring, hot tub room with sliders to the outside, primary suite with its own private balcony and ensuite custom walk-in shower for two, king sized bed and multiple closets. The foyer is welcoming and has a bench to remove gear, and a half bath with laundry closet. The Kitchen with island, and adjacent Dining area have sliders that open to the covered deck, and the layout wraps around to the living room with gas fireplace, and back to the foyer. The lower-level features two bedrooms with double bunks, a family room with a gas fired stove and has an entry door to the Hot Tub Room! Enjoy all the amenities Chimney Hill, the Deerfield Valley, and Southern Vermont offer including year-round swimming in the members-only exclusive Clubhouse located at 2000' in our 1200-acre resort community. The clubhouse features indoor and outdoor heated pools, hot tub, fitness room, arcade, playroom, library, fully-equipped kitchen for members to use, apres ski lounge, playground, and outdoor grills. We have3 pickle ball/tennis courts, basketball, fishing pond, an extensive multi-use trail system, and onsite management. The area boasts world class skiing and shredding, festivals, artisans, crafts, music, food, golf, boating, hiking, biking, paddleboarding, lakes, rivers, breweries, wineries, distilleries, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

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

MLS Number 5015869

• Residential Single Family
• Address 75 E Brook Crossing
• Construction Existing
• Bedrooms 6
• Bathroom 3

This is it! Fabulous Chalet in Section C! 4 Bedrooms, 3 levels, custom woodwork and copper counter bar, hot tub, shed, and brand new 5-bedroom septic. Enjoy all the amenities Chimney Hill and the Deerfield Valley offer including year-round swimming, exclusive members-only clubhouse at 2000' feet in elevation, world class skiing and shredding, ice skating, hiking, biking, boating, festivals, music, theater, breweries, distilleries, flea markets, fine dining, golf, shopping, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Flex Realty Group of Flex Realty

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

SOLD by Jillian Wimmelman of Deerfield Valley Real Estate

MLS Number 4908909

• Residential Single Family
• Full Bath 2
• Address 9 Greer Court
• Construction Existing
• Bedrooms 3

Your dream home awaits...2007 Chalet with log siding is ready for your personal touches! Featuring a stunning wood cathedral ceiling living room with a wall of windows and sliders to the deck overlooking a stream and mature woods, large pellet stove, 3 bedrooms, 3 baths and is at the end of the road low on the Hill. This modular construction home is well-insulated and also has triple-pane windows for additional comfort. Open-concept layout with kitchen, living and dining, wrap-around deck with babbling brook, two bedrooms on main; one with En-Suite bath with shower and soaking tub, and one full shared bath. Second level has a third bedroom, jack and jill bath and loft. 240 V electric vehicle charging port. Plus enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, year-round swimming, tennis, boating, golf, snowmobiling, hiking, biking, restaurants, shopping, festivals, farmers markets, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Sigrid Pickering of Chimney Hill

MLS Number 4825866

• Residential Single Family
• Full Bath 2
• Address 23 Negus Road
• Construction Existing
• Bedrooms 5

A quiet oasis in a four-season resort area, only four miles to Mount Snow and six miles to scenic downtown Wilmington. This home is close to ski resorts, golf courses, villages, and events while offering privacy, views, and room to appreciate the wonder of Vermont on 5.78 acres. First floor master bedroom with newly refinished master bath. Three upstairs bedrooms, one as second master, with double sink bathroom. Partially finished walk-out basement with additional bedroom and bath, living area, and laundry. Mature perennial gardens, centuries-old maples, large south-facing 12x40 back deck and covered 6x30 front porch. Open concept living area & kitchen with separate dining room. Two-car attached garage and storage shed. Standby automatic generator. Adjoining additional 5.78 acres available. Owner is a Vermont licensed Real Estate broker.

Listed by James Walker of Chimney Hill Realty (802-464-2181)

SOLD by John Sobel

MLS Number 4956351

• Residential Single Family
• Full Bath 1
• Address 20 Bear Lair Lane
• Construction Existing
• Bedrooms 3

Tri-Level Chalet on Top of the Hill! Ready for your vacation dreams, this three-bedroom, 2.5-bath classic chalet with a full finished basement - could be yours! Completely renovated top to bottom in 2016, plus enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, hiking, biking, snowmobiling, year-round swimming, exclusive members-only clubhouse at 2000' in elevation, on 1,200-acres adjoining the Green Mountain National Forest. It doesn't get any better than this!

Listed by Sigrid Pickering of Chimney Hill Realty

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

MLS Number 4896392

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 4
• Bathroom 3

Top of the Hill! Enjoy the sunrise from the loft balcony or lower deck. This contemporary has all the bells and whistles you're seeking. 4 bedrooms, 2.5 baths, 3 levels of living space for multi-generational entertaining, starting with a mudroom entry with slate flooring, a 1/2 bath, laundry closet, tons of storage for gear, a guest room, and a family room. The main level boasts a vaulted ceiling open concept living room, deck, an adjoining eat-in gourmet kitchen with a massive island and soapstone countertops, two bedrooms with queen beds, and a shared full bath. The loft features a covered balcony, a double sized sleeping futon overlooking the living room, and a Primary Bedroom Suite with King bed, En-suite bath with skylight, and walk-in closet. New metal roof, new baths, all new furnishings, new carpet, and all within a short walk to the Clubhouse! Plus enjoy all the amenities Chimney Hill and the Deerfield Valley offer including year-round swimming, world class skiing, snowmobiling, hiking, biking, golfing, boating, dining, shopping, events, festivals, breweries, wineries, distilleries, Lakes, Mountains, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Kelly Agrillo of Southern Vermont Realty Group

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

SOLD by Flex Realty Group of Flex Realty

MLS Number 5003244

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 4
• Bathroom 2

Top of the Hill! 4 Bedroom 2 Bath classic Chalet with drive through snowmobile garage! Fabulous location with views, solid rental history, double lot, partially finished walkout basement, end of a cul-de-sac. This home has a fairly large yard with a lawn too! Enjoy the amenities of the Chimney Hill Owners Resort, situated on 1,200 Acres nestled next to the Green Mt National Forest, with multiple use trails, tennis, pickleball, basketball, indoor and outdoor heated pools, hot tub, fitness room, arcade room, playroom, playground, lounge, fully equipped kitchen for members to use, fishing skating, and more! Plus, there is so much to do and see in the Deerfield Valley, Mt. Snow, and the Southern VT Region, including world class skiing and shredding, boating, dining, shopping, festivals, music, art, breweries, distilleries, artisans and craft tours, theater, and exploring the Green Mt National Forest.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Monique White of Deerfield Valley Real Estate

MLS Number 4968421

• Residential Single Family
• Full Bath 2
• Address 181 Howes Loop
• Construction Existing
• Bedrooms 3

Bring your checkbook; this one won't last! Classic cozy Chalet on the Hill in Section A. First time on the market! Step into the Mudroom entry, the ground level also has 1 bedroom, a full bath and vaulted ceiling with open-concept living room with wood-burning fireplace for added warmth, a separate dining area, and kitchen with breakfast bar. The second floor features an loft area and two bedrooms - each with direct access. This home has a shed for your added convenience, and a bear boxy. Enjoy all the amenities Chimney Hill offers including year-round swimming, fitness, and hot tub at the members-only exclusive clubhouse. The resort is located adjacent to the Green Mt National Forest and sits on 1200 acres with over 500 homes and 300 acres of common land. it is the area's only 4 season resort community with the most amenities. Plus, enjoy all the activities and amenities the Deerfield Vallet and Southern Vermont offer including world class skiing and shredding, mountain biking, hiking, festivals, breweries, music, theater, boating, golfing, fine dining, antiques, artisans and craft tours, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

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

MLS Number 4945644

• Residential Single Family
• Full Bath 1
• Address 13 Frog Hollow
• Construction Existing
• Bedrooms 3

Oversized Triple Lot is easily accessible yet secluded and low on the Hill. This contemporary has three levels of living, and being such a sweet vacation home, it won't last long! Park and take a few steps to the porch entryway to mudroom with storage and laundry. After removing your gear, the door opens to a hallway with a bedroom and full bath on the way to the classic open-concept layout that is so popular featuring a custom kitchen with a breakfast bar, adjacent dining area with attached greenhouse leading to the deck, living room with a wood stove, and ample evergreen woods. Lower level has a family room on one side and a game room on the other, and direct entry from outside to a foyer/mudroom and utility room. Lovely perennial gardens in summer. Single ownership for decades, well-maintained, nicely furnished, and never rented; this is it! Second level has two bedrooms, each with a skylight and a full bath between. House is being sold mostly furnished; exclusion list available.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Megan Quinn of Southern Vermont Realty Group

MLS Number 4912535

• Residential Single Family
• Address 16 View Road
• Construction Existing
• Bedrooms 3
• Bathroom 3

Section B Turnkey! Three bedroom 2.5 bath Chalet. Main level features a foyer with coat closet and half bath, a vaulted ceiling in the living room with wood burning stove, deck, a dining area, and kitchen with breakfast bar, and a nice landscaped yard. This home has had only one owner and had been meticulously maintained. Lower level has three bedrooms; primary has an En-Suite Bath, and another shared bath for the two additional bedrooms. The Upper level has a loft for additional guest space or a family room, and 2 owner's closets. Front porch and rear deck have partial covered areas for wood /storage. Newer roof, new carpet on main level. Plus enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including year round swimming, world class skiing and shredding, ice skating, snow shoeing, snowmobiling, boating, golfing, hiking, biking, restaurants, shopping. events, festivals, breweries, distilleries, wineries, Annual International Harris Hill Ski Jump, Antiques, Flea markets and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Michael Purcell of Berkley & Veller Greenwood/Dover

MLS Number 4896072

• Residential Single Family
• Full Bath 1
• Address 55 Three Streams Way
• Construction Existing
• Bedrooms 3

Do you imagine your own secluded getaway at the end of the road in Vermont, yet close to a everything? Then this is a dream come true! This Contemporary in Section A allows you to Snowmobile from your door, it features 3 bedrooms, 1.5 baths, plus a barn for your toys, a tool shed and is on a 1.75-acre double merged lot at the end of the cul-de-sac. Plus, enjoy all the amenities the Resort Community of Chimney Hill, the Deerfield Valley and Southern Vermont have to offer, including the fabulous clubhouse at 2000' with year-round swimming, tennis, playground, arcade, hot tub, fitness room, community room, library, playroom, fully equipped owner's kitchen, world class skiing and shredding, golf, trails, boating snowmobiling, hiking, biking, events, festivals, wineries, distilleries, breweries, shopping, dining and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Zachary Zupan of EXP Realty

MLS Number 4895278

• Residential Single Family
• Address 12 Woodlot Lane
• Construction Existing
• Bedrooms 4
• Bathroom 2

This is it! 2005 Chalet in Section C with 4 bedrooms and 2 baths, on a 1/2-acre+ lot at the end of the road. Snowmobile to your delight! Plus enjoy all the amenities Chimney Hill and the Deerfield Valley offer. Including world class skiing and shredding, snowmobiling, show shoeing, hiking, biking, boating, golf, year-round swimming, clubhouse at 2000' with indoor and outdoor heated pools and hot tub, tennis, ice skating, shopping, dining, events, wineries, distilleries, breweries, farmers markets, orchards, berry picking and festivals, antiquing, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Keri Cole of Williamson Group Sothebys Intl. Realty

MLS Number 4849616

• Residential Single Family
• Full Bath 2
• Address 509 Silver Lane
• Construction Existing
• Bedrooms 4

Bring your checkbook and start making memories! 2002 4 bedroom 4 bath Chalet close to Green Mountain National Forest. Drive right into the 1 bay garage, take off your gear in the massive mudroom, and get cleaned up and relax in the finished basement game/guest room with laundry 3/4 bath. Main level has a wing featuring 3 bedrooms and 2 baths, formal entry with cathedral ceiling and coat closet, open concept living, dining and kitchen with cathedral ceiling and stone fireplace. The large bank of windows and deck give this space an expansive feel. Wide pine floors add extra warmth. But wait, the best is yet to come! A private second floor suite with walk in closet and full bath. Seasonal views of the mountains! Snow Mountain Farms is a popular Homeowners Association nestled halfway between Mount Snow and Stratton. The fee includes use of a clubhouse with a heated pool, seasonal outdoor tennis and a playing field.

Listed by Sigrid Pickering of Chimney Hill Realty

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

MLS Number 4806930

• Residential Single Family
• Full Bath 3
• Address 195 Upper Dam Road
• Construction Existing
• Bedrooms 6

Come home to this custom built home in Chimney Hill. Step into the generous mudroom with attached laundry into a welcoming open plan living, dining, and kitchen area. Open the sliders to a large private deck overlooking a newly installed patio area with fire pit. First floor master with entrance to full bath (also accessed from living room). The second floor has three bedrooms and a full bath. Finished walkout lower level features two bedrooms, full bath, galley kitchen, and large living area with wood stove. Walk to the Chimney Hill Clubhouse with great amenities or take a short walk to the Haystack Mountain National Forest hiking trail. Chimney Hill Owners Association has a wealth of amenities and services including 4 tennis courts, ice rink with warming hut and skates, pickle ball court, indoor and outdoor pools, fitness room, theater room, arcade, kids play areas (inside and out), fishing pond, hiking trails and snowmobile trails with access to the VAST system. Plowing, rubbish removal and other services are all available on site including a full service rental program. Make this Chimney Hill custom home your home or home away from home today.

Listed by James Walker of Chimney Hill Realty (802-464-2181)

SOLD by Sigrid Pickering of Chimney Hill

MLS Number 4907954

• Residential Single Family
• Full Bath 2
• Address 15 Frog Hollow
• Construction Existing
• Bedrooms 3

Perfect Vacation Getaway! Classic Chalet with three bedrooms, two baths, easy access, nice level double lot. Mudroom entry, foyer with laundry closet, open concept layout with vaulted ceiling living room with wood-burning fireplace, slider to deck; two bedrooms, a loft and a full bath with skylight upstairs. The Deerfield Valley has world class skiing and shredding, golf, boating, tennis, snowmobiling, hiking, biking, year-round swimming at the exclusive members only clubhouse complete with hot tub, fitness room, heated pools, and apres ski lounge. The Deerfield Valley & Southern Vermont have many seasonal events and festivals, farmers markets, shopping, fine dining, local artisans, bookstores, antiques, and the Green Mountain National Forest.

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Sigrid Pickering of Chimney Hill

MLS Number 4964197

• Residential Single Family
• Full Bath 1
• Address 18 Pond Loop
• Construction Existing
• Bedrooms 3

Bring your checkbook; this one won't last! Classic cozy Chalet on the Hill by the Pond, tennis court, and is right next to the Snowmobile Trail. Step into the Mudroom entry, the ground level also has 2 bedrooms, a full bath and a crawl space. The second floor features an open concept living area with vaulted ceiling and massive brick wood-burniing fireplace that separates the eat-in kitchen, plus a bedroom, shower bath and deck overlooking the Pond. The kitchen has appliance upgrades. The home was completely renovated in 2021, a new septic in 2022 and a lovely center staircase made of oak with a landing featuring a rear entry to yard, and separate laundry room. This home has a snowmobile shed for your added convenience, and a circular driveway. Enjoy all the amenities Chimney Hill offers including year-round swimming, fitness, and hot tub at the members-only exclusive clubhouse. The resort is located adjacent to the Green Mt National Forest and sits on 1200 acres with over 500 homes and 300 acres of common land. it is the area's only 4 season resort community with the most amenities. Plus, enjoy all the activities and amenities the Deerfield Vallet and Southern Vermont offer including world class skiing and shredding, mountain biking, hiking, festivals, breweries, music, theater, boating, golfing, fine dining, antiques, artisans and craft tours, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

SOLD by Richard Caplan of Deerfield Valley Real Estate

MLS Number 4886980

• Residential Single Family
• Full Bath 2
• Address 10 Deer Run Lane
• Construction Existing
• Bedrooms 3

Top of the Hill! Walk to the Clubhouse! This fabulous 3/2 chalet features a mudroom entry, wrap around deck with seasonal views, open concept living, dining and kitchen with vaulted ceiling and wood burning fireplace, and a bedroom with jack and jill doors for added privacy. Upstairs features two bedrooms and a second bath. This home is rented for the winter season, so perfect for buyers who wish to enjoy the warmer months! Plus take advantage of all the Deerfield Valley and Chimney Hill offers including year round swimming, world class skiing and shredding, hiking, biking, golf, boating, snowmobiling, paddle boarding and snow shoeing. Close to restaurants, shopping, and other attractions, seasonal events, fairs, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

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