2 Pleasant St

Woodstock VT 05091

5310 sq. ft.

16117 sq. ft.

Single-Family

Last sold for $2,350,000

David Donegan, last sold this property on 08 December 2025 after 28 days on market.

Overview

2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to many storied families in the town and state’s history, notably Julius Converse, Governor of Vermont in 1872, and Laurance Rockefeller. Though it has been well-renovated and maintained over the years, it retains many of its historic features to beautifully blend modern convenience with original charm. The first floor features oversized, recently updated windows and several spacious high ceiling gathering rooms including a formal living room, dining room, library, and central family room. A cozy eat-in kitchen with fireplace on the north side of the house opens to a lovely landscaped yard shaded by mature maple trees. The second floor, also punctuated by high ceilings and windows to give it a bright and spacious feel, features a primary bedroom on the front side of the house with an adjoining dressing area, walk in closets, and full bath. Adjacent the primary is another sizable bedroom with its own bath, while two additional bedrooms with shared bath round out the level. The detached barn garage has space for one car and plenty of additional storage. Idyllically sited and within walking distance of local shopping, dining, schools, hiking trails, and Marsh-Billings-Rockefeller National Historic Park, this iconic Woodstock home is a rare gem.

Features

4 bedrooms

4 bathrooms

1 carspace

1 garage space

5310 sq. ft. floor area

16117 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Woodstock over the last 12 months, the estimated median property value of 2 Pleasant St is $1.04m.

Median value

$1.04m

Estimated value range

$400k - $3.3m

Median days on market

Estimated value trend

-33%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Woodstock. 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 2 Pleasant St

2025

Sold

$2,350,000

08 Dec 2025 by David Donegan, of Snyder Donegan Real Estate Group

2020

Sold

$1,050,000

03 Apr 2020 by John Snyder, of Snyder Donegan Real Estate Group

2016

Sold

$88,500

09 May 2016 by Vincent Forzese, of BHG Masiello Group/Quechee

Happy sellers in Woodstock

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