77 Winding Rd

Windsor County VT 05037

2380 sq. ft.

531432 sq. ft.

Single-Family

Last sold for $525,000

Dana Waters, last sold this property on 15 December 2025 after 34 days on market.

Overview

Light and thoughtful architect designed home on a lovely 12 acre hilltop. Set in a magical landscape of exposed ledge, old stone walls & established perennial gardens. Stunning views of both Mt Ascutney and Little Ascutney. Spacious and airy, large windows and south-facing skylights provide passive solar warmth throughout the 4 bedroom home. Open layout is clean and efficient with cathedral ceilings & custom touches. Drilled well. The kitchen has smart, functional design. Dining/Family room and sunken living room. Large primary bedroom with ensuite bath, laundry, and deck. A perfect spot for anyone who enjoys the outdoors. Direct access to recreational trails. Close to Ascutney Outdoors, WW Town Forest & the Brownsville Butcher & Pantry. A peaceful homestead in a truly special corner of Vermont. Listing price adjusted to reflect older roof, decks & skylights. All still serviceable.

Features

4 bedrooms

2 bathrooms

2 carspaces

2 garage spaces

2380 sq. ft. floor area

531432 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Windsor County over the last 12 months, the estimated median property value of 77 Winding Rd is $900k.

Median value

$900k

Estimated value range

$515k - $1.93m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Windsor County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 77 Winding Rd

2025

Sold

$525,000

15 Dec 2025 by Dana Waters, of Dark Horse Realty

2016

Sold

$280,000

28 Nov 2016 by Dana Waters, of Dark Horse Realty

Happy sellers in Windsor County

We have insufficient information to provide an overview of customer satisfaction for Windsor County. Viewing the agent profiles, reviews and sales for Windsor County can provide insights for this location.