Property Attributes
- MLS#5107796
- TypeSingle Family
- Listing Status Active
- CountyWINDSOR
- CityChester
- AreaWindsor
- Neighborhood_Unnamed
- Zip05143
- StyleChalet
- Year Built1998
- Price$ 700,000
- Bedrooms2
- Full Bathrooms3
- Half Bathrooms0
- Sqr Footage1556
- Lot Size34.97 Acres
Data Source:
PrimeMLS
Property Description
A wonderful retreat on 35+/- acres in Chester is ready for new owners to enjoy. The gated, serpentine driveway threads its way through the woods and by the large pond, taking in the lovely, open meadow with stone works and gardens leading to the classic custom 2+ bedroom, 3 bath chalet in an absolutely charming setting. As if transported from the Alps, the architectural features, such as handsome exposed wood beams, cathedral ceiling with a large wrought iron chandelier, a dramatic wooden spiral staircase and ceramic tile, all echo elements of style from the slopes of Northern Italy. The current owners have restored and upgraded each of the three full baths with a spa-like sensibility and added cosmetic upgrades to the kitchen and throughout the home. The cozy living room features a woodburning fireplace and as well as a mini split to warm and cool off as needed. The cheerful kitchen with quartz counters and breakfast bar adjoins the dining area. A three-quarter bath with a luxurious tiled shower completes the first floor. The spiral stairway leads to a spacious light filled living/play area with a wood burning fireplace and a balcony to enjoy the stunning view. A third floor loft/aerie makes a wonderful study or play area. A solar array with two Tesla batteries offsets the electric bill and protects the property in a power outage. The two car garage is neatly tucked under the patio that features an inviting hot tub. Out front, the stone patio will delight with its custom granite picnic table and benches- a remarkable conversation piece! There are trails to hike through the woods, frontage along the Williams River for trout fishing, an old stone foundation, and a delightful pond with a floating dock to swim and relax with friends and family, all in a mesmerizing setting within 5 min. to the Chester village. Close to Okemo and several other ski mountains. This unique property would make an awesome vacation or full time home.
| Elementary School | Middle School | High School |
|---|---|---|
| Chester-Andover Elementary | Green Mountain UHSD #35 Middle School | Green Mountain UHSD #35 High School |
| Price History | |
|---|---|
| 9/2/2026 | Listed $700,000 |
General Features
| Road Frontage | Yes |
|---|---|
| Sewer | Mound Leach Field,Septic Design Available,Septic |
| Heating | Wood,Forced Air,Hot Air,Radiant Electric,Mini Split |
| Cooling | Mini Split |
| Utilities | Underground Utilities,Underground Oil Tank |
| Roof | Metal |
| Appliances | Dishwasher,Dryer,Freezer,Refrigerator,Washer,Electric Stove,Owned Water Heater,Induction Cooktop,Exhaust Fan,Vented Exhaust Fan,Water Heater |
| Easements | Yes |
| Garage | Yes |
| Flood Zone | Land Only |
| Zoning | RES |
| 3/4 Baths | 1 |
| Full Baths | 2 |
| Bathrooms | 3 |
| Year Built | 1998 |
| Electric | 150 Amp Service,Circuit Breaker(s) |
| Style | Chalet |
| Stories Count | 2.5 |
| Type | Single Family |
| Documents Available | Deed,Plot Plan,State Wastewater Permit,Survey,Tax Map |
| Property Condition | Existing |
| Possible Use | Horse/Animal Farm,Recreation,Residential |
| Tax Year | 2026 |
| Fuel Company | HB Energy |
| Electric Company | Green Mountain Power |
| Covenants | Unknown |
| Construction Materials | Timber Frame,Wood Frame,Stucco Exterior,Wood Siding |
| Directions | From Chester Main St. take Grafton Road through 4 way stop,continue to 1260 Grafton Road on right just before Popple Dungeon Rd. Driveway curves to left and then bear right. |
| High School | Green Mountain UHSD #35 |
| City | Chester |
| Property Class | Residential |
| Other Equipment | Window AC,Smoke Detector |
| School District | Two Rivers Supervisory Union |
| Seasonal | No |
| Elementary School | Chester-Andover Elementary |
| Middle School | Green Mountain UHSD #35 |
| DOM | 6 |
| Price Per Sq Ft Total AG | 449.87 |
| Last Updated | 09/08/2026 18:28:40 |
Interior Features
| Basement Description | Concrete,Concrete Floor,Full,Interior Stairs,Unfinished,Exterior Access,Basement Stairs |
|---|---|
| Interior Amenities | Cathedral Ceiling,Ceiling Fan,Dining Area,Wood Fireplace,2 Fireplaces,Hot Tub,Kitchen/Dining,Primary BR w/ BA,Natural Light,Natural Woodwork,Soaking Tub,Programmable Thermostat,Basement Laundry |
| Basement | Yes |
| Flooring | Ceramic Tile,Softwood |
| Beds | 2 |
| Total Rooms | 7 |
| Room 1 Level | 1 |
| Internet | Fiber Optic Internet |
| Total Finished Area | 1556 |
| Rooms: Level 3 | Level 3: Loft |
| Rooms: Level 2 | Level 2: Living Room |
| Rooms: Level 1 | Level 1: Full Bathroom,Level 1: Dining Room,Level 1: Kitchen,Level 1: Living Room |
| Room 8 Type | Bathroom Full |
| Room 8 Level | 1 |
| Room 7 Type | Loft |
| Room 7 Level | 3 |
| Room 7 Dimensions | 16 x 13 |
| Room 6 Type | Bedroom with Bath |
| Room 6 Level | 2 |
| Room 6 Dimensions | 11 x 10 |
| Room 5 Type | Bedroom with Bath |
| Room 5 Level | 2 |
| Room 5 Dimensions | 11 x 10 |
| Room 4 Type | Living Room |
| Room 4 Level | 2 |
| Room 4 Dimensions | 30 x 13 |
| Room 3 Type | Dining Room |
| Room 3 Level | 1 |
| Room 3 Dimensions | 8.5 x 9.5 |
| Room 2 Type | Kitchen |
| Room 2 Level | 1 |
| Room 2 Dimensions | 10 x 9.5 |
| Room 1 Type | Living Room |
| Room 1 Dimensions | 14 x 18 |
| Basement Access Type | Interior |
Exterior Features
| Lot Features | Country Setting,Field/Pasture,Landscaped,Level,Mountain View,Open,Pond Site,Rolling,Sloping,View,Walking Trails,Wooded,Near Shopping,Near Skiing,Rural,Private |
|---|---|
| Exterior Amenities | Balcony,Garden Space,Hot Tub,Natural Shade,Patio,Shed |
| Driveway | Common/Shared,Gravel |
| Water View | Yes |
| Lot Size Area | 34.97 |
| Water Source | Drilled Well |
| Parking Features | Direct Entry,Garage,Parking Spaces 5 - 10,Attached |
| Garage Capacity | 2 |
| Water Body Name | _Unnamed |
| Foundation | Poured Concrete |
| Color | wood/white |
| Waterfront Property | Yes |
| Road Frontage Length | 1045 |
| Road Frontage Type | Paved,Public,Shared,Public Maintained Road |
| Surveyed | Yes |
| Water Body Type | Pond |
| Lot Size Square Feet | 1523293 |
| Water Body Access | Yes |
| Water Access Details | Beach Access |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 05143
Statistics provided by Inside Real Estate
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consumers may be interested in purchasing. Data last updated September 10, 2026 8:32 PM UTC