5/19 Winhall Condo Road

Bennington County VT 05340

960 sq. ft.

Condo

Last sold for $325,000

Cheyanne Pugliese, last sold this property on 19 December 2025 after 38 days on market.

Overview

Here’s your opportunity to have your own mountain retreat just minutes from Stratton. Set at the end of a quiet road less than a mile from the Stratton Access Road, The Winhall Condos provide a peaceful, convenient setting surrounded by Vermont’s natural beauty. Owners enjoy stunning mountain views, easy access to both Stratton and Manchester, and a true sense of privacy. This two-bedroom, two-bath residence offers an inviting open layout that blends the kitchen, living, and dining areas, along with two elevated decks ideal for relaxing or entertaining. Sold fully furnished, the home is turn-key and ready for every season—skiing, hiking, biking, swimming, golfing, and more. The intimate, six-unit association values its tranquility and sense of community. To preserve that atmosphere, owners have established thoughtful rental guidelines, allowing up to five short-term leases per year for a total of six months that a unit can be rented. Enjoy sweeping mountain views, a desirable location, and excellent value enhanced by very reasonable HOA fees. This welcoming Vermont getaway combines comfort, convenience, and lasting appeal. Annual HOA: $2,433 — Annual Taxes: $2,625

Features

2 bedrooms

2 bathrooms

960 sq. ft. floor area

Condo

Estimated Value

We need at least 3 similar 2 bedroom condos sold in Bennington County over the last 12 months.

Property history for 5/19 Winhall Condo Road

2025

Sold

$325,000

19 Dec 2025 by Cheyanne Pugliese, of The Haven Group

2021

Sold

$156,500

19 Feb 2021 by Robin Apps, of Four Seasons Sotheby's Int'l Realty

Happy sellers in Bennington County

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

Local market activity for 2 bedroom condos in Bennington County

In the last 12 months, 1 two-bedroom condo similar to 5/19 Winhall Condo Road, have been sold.

This represents a 100% decrease in two-bedroom condos sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Bennington County for a market analysis.

Tg Glazer

4.8

(6 reviews)

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Christine Chovan

at The Haven Group

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Tatsiana Clark

at Four Seasons Sotheby's International Realty

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Laura Beckwith

at Josiah Allen Real Estate, Inc.

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Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Bennington County

Tg Glazer

Tg Glazer is an award winning recommended agent for Bennington County. They have 2 local sales and collected 2 local reviews across the last 12 months.