303 Winding Way, Killington, VT 05751
Local realty services provided by:CENTURY 21 Lifestyles
Listed by: nathan mastroeni
Office: elevations real estate802-289-8463
MLS#:5115977
Source:PrimeMLS
Price summary
- Price:$559,000
- Price per sq. ft.:$314.75
About this home
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....
Contact an agent
Home facts
- Year built:1970
- Listing ID #:5115977
- Added:1 day(s) ago
- Updated:October 29, 2026 at 12:51 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Rooms Total:5
- Flooring:Carpet
- Kitchen Description:Microwave, Refrigerator
- Living area:1,776 sq. ft.
Heating and cooling
- Heating:Baseboard
Structure and exterior
- Roof:Shingle
- Year built:1970
- Building area:1,776 sq. ft.
- Lot area:1.23 Acres
- Levels:2 Story
Utilities
- Sewer:Septic
Finances and disclosures
- Price:$559,000
- Price per sq. ft.:$314.75
- Tax amount:$5,886 (2027)
Features and amenities
- Appliances:Refrigerator, Washer
- Laundry features:Dryer, Washer
- Amenities:Circuit Breaker(s)
Parking
- Parking description:Gravel Driveway
New listings near 303 Winding Way
- New
$435,000Active1 beds 2 baths927 sq. ft.112 High Ridge Road #D 13, Killington, VT 05751
MLS# 5116040Listed by: KILLINGTON VALLEY REAL ESTATE - New
$429,000Active3 beds 2 baths881 sq. ft.697 East Mountain Road #A 4, Killington, VT 05751
MLS# 5115866Listed by: KILLINGTON VALLEY REAL ESTATE - New
$399,000Active2 beds 1 baths652 sq. ft.907 East Mountain Road #H-4, Killington, VT 05751
MLS# 5115518Listed by: LANGE & LANGE - New
$799,000Active3 beds 2 baths1,344 sq. ft.777 Roaring Brook Road, Killington, VT 05751
MLS# 5115293Listed by: RE/MAX NORTH PROFESSIONALS - New
$850,000Active1.01 AcresLot #13 Mountainside Drive, Killington, VT 05751
MLS# 5114876Listed by: KILLINGTON VALLEY REAL ESTATE
$50,000Active-- beds 1 baths418 sq. ft.228 East Mountain Road #A HCP 159 II (HARRISON), Killington, VT 05751
MLS# 5114615Listed by: KILLINGTON VALLEY REAL ESTATE
$1,049,000Active3 beds 4 baths3,201 sq. ft.202 Burke Hollow #D2, Killington, VT 05751
MLS# 5114275Listed by: RE/MAX NORTH PROFESSIONALS
$649,000Active3 beds 2 baths1,300 sq. ft.51 East Glade at Sunrise #B2, Killington, VT 05751
MLS# 5113816Listed by: PRESTIGE REAL ESTATE OF KILLINGTON
$900,000Active3 beds 4 baths3,537 sq. ft.219 Alpine Drive, Killington, VT 05751
MLS# 5113327Listed by: NORTHLAND REAL ESTATE