This charming rustic chalet in the desirable Highwood community, just minutes from Killington and Pico ski resorts, checks all the boxes for a cozy mountain getaway—vaulted ceilings, exposed beams, a classic fieldstone fireplace, and wide pine floors set in a peaceful wooded setting. The efficient footprint is ideal for small groups and intimate gatherings, yet with three bedrooms, a quirky sleeping loft, and two full bathrooms, there’s plenty of room for friends and family. Architectural review and protective covenants help preserve the character and quality of life in this small, welcoming neighborhood. Highwood borders the Green Mountain Trail network for mountain biking, snowshoeing, hiking, and more, and it’s just a half-mile to the VAST snowmobile trail system. A short drive brings you to Killington and Pico for world-class skiing and riding. Don’t miss the opportunity to own an adorable mountain chalet in one of the area’s most appealing communities.
Active
Listed by: Killington Pico Realty
$389,000
221 Spring Street, Stockbridge, VT 05772
3beds
1,400sqft
Est.:
Single Family Residence
Built in 1976
1.01 Acres Lot
$-- Zestimate®
$278/sqft
$-- HOA
What's special
Peaceful wooded settingClassic fieldstone fireplaceAdorable mountain chaletVaulted ceilingsQuirky sleeping loftCharming rustic chaletWide pine floors
- 1 day |
- 998 |
- 80 |
Zillow last checked: 7 hours ago
Listing updated: March 15, 2026 at 07:52am
Listed by:
Kyle Kershner,
Killington Pico Realty 802-422-3600
Source: PrimeMLS,MLS#: 5079399
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Baseboard, Hot Water
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
- Laundry: In Basement
Features
- Cathedral Ceiling(s), Dining Area, Natural Woodwork
- Flooring: Carpet, Softwood
- Basement: Finished,Full,Interior Stairs,Walkout,Interior Entry
- Number of fireplaces: 1
- Fireplace features: 1 Fireplace
- Furnished: Yes
Interior area
- Total structure area: 1,460
- Total interior livable area: 1,400 sqft
- Finished area above ground: 860
- Finished area below ground: 540
Video & virtual tour
Property
Parking
- Parking features: Gravel, Driveway
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1.5
- Exterior features: Deck
- Frontage length: Road frontage: 230
Lot
- Size: 1.01 Acres
- Features: Sloped, Wooded, Near Skiing, Near Snowmobile Trails, Neighborhood
Details
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Chalet
- Property subtype: Single Family Residence
Materials
- Board and Batten Exterior
- Foundation: Poured Concrete
- Roof: Standing Seam
Condition
- New construction: No
- Year built: 1976
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Community, Leach Field, Septic Tank
- Utilities for property: Phone Available
Community & HOA
HOA
- Has HOA: Yes
- Amenities included: Common Acreage
- Services included: HOA Fee
- Additional fee info: Fee: $50
Location
- Region: Pittsfield
Financial & listing details
- Price per square foot: $278/sqft
- Annual tax amount: $4,607
- Date on market: 3/15/2026
- Exclusions: See attached list
- Road surface type: Gravel
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/15/2026 | Listed for sale | $389,000$278/sqft |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$2,648/mo
Principal & interest
$2006
Property taxes
$642
More affordability tools
Climate risks
Neighborhood: 05762
Getting around
0 / 100
Car-DependentNearby schools
GreatSchools rating
- NAStockbridge Central SchoolGrades: PK-6Distance: 4.6 mi
- 6/10Barstow Memorial SchoolGrades: PK-8Distance: 8 mi
- 8/10Rutland Senior High SchoolGrades: 9-12Distance: 12 mi
Schools provided by the listing agent
- Elementary: Stockbridge Central School
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




