Our Listings

MLS Number 5045606

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

This house sits on a lot that is surrounded by common land so it feels very secluded and private. Newer septic, roof, and main level flooring, and the prior owner did a lot of custom wood paneling with built-ins, and creative decorating which add to its charm. The main level has a mudroom entry with laundry and storage space, full bath, kitchen with open shelving above and cabinets below, newer appliances, a breakfast bar, dining area, living room with wood stove for taking the chill off, 2 sliders to the deck, and a bedroom. Second level has two bedrooms and a storage closet. Start living your dream and become a member of the Chimney Hill Homeowners Association. The resort sits on 1,200 acres, with 300 owned in common by members, an exclusive member-only Club House located at 2,000' in elevation almost on top of the main Hill which as a fitness room arcade room, playroom, community room, indoor and outdoor heated pools, hot tub, tennis, basketball, playground, reading nook, fully equipped kitchen, and lounge. There are two additional tennis court areas within the report, plus ice skating in season, pickleball, a fishing pond, a trail network for members, snowmobiling, hiking, biking, and Birchwood features a large meadow for recreating in all seasons with a second playground. Enjoy all the amenities plus world class skiing and shredding nearby, and all the Deerfield Valley offers including golf, boating, music, flea markets, antiques, shops, restaurants, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

MLS Number 5044867

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

Nice location on the Hill! Featuring a fairly level lot, seasonal views from the deck, a vaulted ceiling in the living room, along with a wood-burning fireplace and adjacent dining area, which is next to the kitchen. Original wood paneling and detailing are intact, a compact galley kitchen, shower bath and two bedrooms on the main upstairs level. The lower walkout level has a bedroom, full bath with laundry and a family room. The lower level has experienced some water intrusion that will require remediation and renovation. The main level is all original and in need of some remediation and renovation due to the moisture issues below. This work is reflected in the list price. Enjoy all the amenities that Chimney Hill, the Deerfield Valley and Southern Vermont offer including Chimney Hill's 1,200-Acre Resort Campus, with 300 acres owned in common by its members. Members enjoy the exclusive Club House located at 2,000' in elevation, with year-round swimming, hot tub, fitness room, arcade rom, playroom for little tykes, community room, table tennis, 3 areas with tennis courts, pickleball, ice skating, fishing pond, trail system for hiking, snowmobiling, biking, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

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

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

MLS Number 5048056

• Land
• Acreage 1.31
• Area VT-Windham
• PricePerSqFt 95419.85
• Zoning R1

Brand new Quad Lot right on Chimney Hill Road! Former lots M118 & M119 have had two additional parcels added on each end to form a 1.31-Acre Lot suitable for a three-bedroom single family home. Build your dream home and live the all-season resort lifestyle. Chimney Hill Owners Association is located on 1,200 acres adjacent to the Green Mt. National Forest, with 550 acres owned in common by the HOA members. HOA Members enjoy more recreational amenities for less dues than other associations because the homes and land are individually owned. Three tennis courts, pickleball in season, ice skating in season, 2 playgrounds, a fishing pond, a multi-use trail network, a members only exclusive Club House featuring indoor and outdoor heated pools, hot tub, fitness, arcade, playroom, community room, fully equipped kitchen, members lounge, reading nook and more! Enjoy world class skiing and shredding within a 10-minute drive, and all the Deerfield Valley offers including boating, golf, hiking, biking, shopping, fine dining, pickleball, antiquing, flea market, breweries, distilleries, festivals, music, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

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

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

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

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

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

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 Sigrid Pickering of Chimney Hill Realty

MLS Number 5039354

• Land
• Address Big Bend Loop
• Acreage 0.3
• Area VT-Windham
• PricePerSqFt 83333.33

One of a handful of single lots remaining on the Hill! Septic design needs updating, Power is at the street. The lot is buffered by common land on both sides, and there is a drop off at the back. Access is best at the left end of the property, where a gentle slope takes you to this level plateau. View with clearing and in non-leaf seasons. Build your dream home and enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including year-round swimming and hot tub in the exclusive members-only clubhouse located at 2,000' in elevation on the Hill, fitness, arcade, playroom and playground for little tykes, lounge, fully-equipped kitchen for members to use, grill for chillin' by the outdoor pool in summer, tennis, hiking, biking, golf, world class skiing and shredding, boating ice skating, festivals, breweries, distilleries, flea markets, music, fine dining antiques, unique shops, theater, arts and crafts, art, and more! The resort campus is 1,200-acres, with 300 acres owned by the members, adjoining the Green Mountain National Forest.

Listed by Sigrid Pickering of Chimney Hill Realty

MLS Number 5008126

• Land
• Address Upper Howes Way
• Acreage 0.56
• Area VT-Windham
• Utilities None

BUILD your Getaway Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at 200' with fitness, year-round swimming, arcade, fully equipped kitchen for member use, aprs ski lounge, hot tub indoor and outdoor heated pools, pickleball, tennis, playground, trails, snowmobiling and more! Plus, get out and see what Southern Vermont offers including year-round skiing and shredding at the world-class Vail Mt Snow Resort, or private Hermitage Club, both within a few minutes' drive, boating on Lake Whitingham or Raponda, hiking the Valley Trail or Green Mt National Forest, biking on the Southern VT Trail Assoc system, numerous concerts, festivals, flea markets, events, yoga, music, theater, and not to leave out - fine dining, shopping, arts and craft tours, artisanal cheese, farmers markets, breweries, wineries, distilleries, chocolatiers, bakeries, equestrian events, kayaking, tubing, paddle boarding, and so much more!

Listed by Sigrid Pickering of Chimney Hill Realty

MLS Number 5008125

• Land
• Address Upper Howes Way
• Acreage 0.6
• Area VT-Windham
• PricePerSqFt 41666.67

BUILD your dream home in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at 200' with fitness, year-round swimming, arcade, fully equipped kitchen for member use, aprs ski lounge, hot tub indoor and outdoor heated pools, pickleball, tennis, playground, trails, snowmobiling and more! Plus, get out and see what Southern Vermont offers including year-round skiing and shredding at the world-class Vail Mt Snow Resort, or private Hermitage Club, both within a few minutes' drive, boating on Lake Whitingham or Raponda, hiking the Valley Trail or Green Mt National Forest, biking on the Southern VT Trail Assoc system, numerous concerts, festivals, flea markets, events, yoga, music, theater, and not to leave out - fine dining, shopping, arts and craft tours, artisanal cheese, farmers markets, breweries, wineries, distilleries, chocolatiers, bakeries, equestrian events, kayaking, tubing, paddle boarding, and so much more!

Listed by Sigrid Pickering of Chimney Hill Realty

MLS Number 5008127

• Land
• Address Upper Howes Way
• Acreage 0.6
• Area VT-Windham
• Utilities None

BUILD your dream home in this Lot in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at 200' with fitness, year-round swimming, arcade, fully equipped kitchen for member use, aprs ski lounge, hot tub indoor and outdoor heated pools, pickleball, tennis, playground, trails, snowmobiling and more! Plus, get out and see what Southern Vermont offers including year-round skiing and shredding at the world-class Vail Mt Snow Resort, or private Hermitage Club, both within a few minutes' drive, boating on Lake Whitingham or Raponda, hiking the Valley Trail or Green Mt National Forest, biking on the Southern VT Trail Assoc system, numerous concerts, festivals, flea markets, events, yoga, music, theater, and not to leave out - fine dining, shopping, arts and craft tours, artisanal cheese, farmers markets, breweries, wineries, distilleries, chocolatiers, bakeries, equestrian events, kayaking, tubing, paddle boarding, and so much more!

Listed by Sigrid Pickering of Chimney Hill Realty

MLS Number 5019786

• Land
• Address Two Wall Way
• Acreage 0.53
• Area VT-Windham
• PricePerSqFt 47169.81

Single Lot on top of the Hill! Walk to the clubhouse from your very own vacation home, designed by you. Survey required and septic design. Lot is unimproved but has had recent favorable soil tests. 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! Soil tests show favorable conditions for a 3-bedroom home.

Listed by Sigrid Pickering of Chimney Hill Realty