Killington, VT | 303 Winding Way

Christie's International Real Estate
$559,000
MLS#: 5115977
1,776
Sq Ft
1.23
Acres
3
Baths
4
Bedrooms
General Property Information
Property Status
Active
Price
$559, 000
Property Type
Single Family
County
VT-Rutland
Agency / Brokerage
Nathan Mastroeni
Elevations Real Estate
List Date
10/27/2026 8:00 PM
Acres
1.23
Year Built
1970
Bedrooms
4
Total Baths
3
Sq. Ft. (Total)
1,776
Tax Year
2027
Taxes
$5,886

Description

Live where the Green Mountains are your backyard. This 4-bedroom chalet-style home sits on 1.23 acres in Killington, close to some of the best four-season recreation in the East. In winter, when the leaves drop, you get mountain views through the trees. Killington Resort, the largest ski area in the East, is a short drive away, with seven peaks, hundreds of acres of terrain, and a ski season that often starts in October and runs well into spring. Pico Mountain is also close, a favorite for its old-school Vermont feel, family-friendly trails, and smaller crowds. When the snow melts, the area turns to mountain biking, hiking, golf, and fishing. The Green Mountain National Forest is nearby, with miles of trails for hiking, snowshoeing, cross-country skiing, and snowmobiling. The Long Trail and Appalachian Trail cross Route 4 at Sherburne Pass, giving you easy access to day hikes with big views. Kent Pond, Gifford Woods State Park, and the Ottauquechee River are close for paddling, swimming, and fall foliage. After a day outside, Killington’s restaurants, breweries, and après-ski spots are close, and Rutland is an easy drive for groceries, dining, and shopping. Woodstock, Okemo, and Quechee are all within a day trip. The home has been updated with fresh paint, a new staircase, new kitchen cabinets, and a new heating system, so you can spend your time enjoying the area. It’s a good fit as a full-time home, a ski-season getaway, or a rental.

Map

Interior Features
# Of Stories
2
Sq. Ft. (Total)
1,776
Sq. Ft. (Above Ground)
1,776
Sq. Ft. (Below Ground)
0
Rooms
5
Bedrooms
4
Baths
3
Interior Desc
Natural Light
Appliances Included
Dryer, Microwave, Refrigerator, Washer, Gas Stove
Flooring
Carpet
Heating
Propane, Baseboard

Town Market Snapshot

Source: Data provided by PrimeMLS, graph generated by Pall Spera Company

Exterior Features
Style of Residence
Chalet
House Color
brown
Time Share
No
Exterior Details
Deck, Hot Tub
Land Desc.
Mountain View, Sloping
Roof Desc.
Shingle
Driveway Desc.
Gravel
Foundation Desc.
Block
Sewer Desc.
Septic
Garage / Parking
No
Garage Spaces
0
Road Frontage
0
Zoning
residential

Affordability Estimate

Quick payment estimate for this listing. Not a loan offer — rates and terms vary.

Est. monthly principal & interest —

  • Loan amount: —
  • Down payment: —

Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.

You May Also Like

View more nearby