303 Winding Way Killington, VT $ 559,000
303 Winding Way
$ 559,000
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303 Winding Way

Killington, VT, 05751
$ 559,000
Bedrooms4 Baths3.0 Sq 1,776

Monthly Estimate*

$ 3,861

Listed by Nathan Mastroeni, Elevations Real Estate, 610-574-6973, Nathan@ElevationsVT.com
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Single Family Home for sale in Killington, VT

for $559,000 with 4 bedrooms and 3 full baths. This 1,776 square foot home was built in 1970 on a lot size of 1.23.

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.

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Single Family Active

Price

$ 559,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Chalet

Lot Size

1.23

Year Built

1970

Town/City

Killington

County/Region

Rutland

MLS | Web ID

5115977

Features
Interior
Interior Amenities Natural Light
Basement No
Flooring Carpet
Beds 4
Total Rooms 5
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General
Road Frontage TBD
Sewer Septic
Heating Propane Baseboard
Cooling None
Utilities Other
Roof Shingle
Appliances Dryer Microwave Refrigerator Washer Gas Stove
Garage No
Flood Zone No
Zoning residential
3/4 Baths 1
Full Baths 2
Half Baths 0
Bathrooms 3
Year Built 1970
Electric Circuit Breaker(s)
Style Chalet
Stories Count 2
Type Single Family
Property Condition Existing
Tax Year 2027
Status Detail 0
Covenants No
Construction Materials Other
City Killington
Seasonal No
Tax Annual Amount 5886.12
DOM 0
Price Per Sq Ft Total AG 314.75
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Exterior
Lot Features Mountain View Sloping
Exterior Amenities Deck Hot Tub
Driveway Gravel
Lot Size Area 1.23
Water Source Drilled Well
Foundation Block
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* Excluded Features
List By
Nathan Mastroeni

Listing Agent

Elevations Real Estate

Broker

(610) 574-6973

Phone

Nathan@ElevationsVT.com

Email

Affordability Calculator

$3,861
Per Month
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0%
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Monthly Principal & Interest
$3,861
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Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
10/28/2026$559,000 Listed Price

Map


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303 Winding Way, Killington, VT, 05751 is a Single Family Home for sale at $559,000 with 1,776 sqft and a lot size of 1.23. 303 Winding Way has 4 bedrooms, 3.0 baths, and was built in 1970. The property's zip code is 05751 which is in Killington, VT