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Listed by Nathan Mastroeni with Elevations Real Estate 802-289-8463
4 Beds
3 Baths
1,776 sqft

$559,000

303 Winding Way, Killington VT, 05751

Price per sqft$314.75
Built in1970
Property size1,776 sqft
Property typeResidential

Overview

Active

Listed Oct 28, 2026

Updated 10h ago

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.

$3,719/mo

Est. mortgage payment based on a $559,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
5115977

Interior Features

Bedrooms
4
Bathrooms
3
Heating
Yes
Basement
No

Exterior Features

Lot Size
1.23 Acres

Other Property Details

Taxes
$5,886
Tax Frequency
Annually
View
Yes
MLS provider logo

Listed by Nathan Mastroeni with Elevations Real Estate 802-289-8463

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