187 Chaplin Road

Windham County CT 06242

4165 sq. ft.

3.48 ac.

Single-Family

Last sold for $925,000

Lauren Heidelberger, last sold this property on 24 July 2026 after 494 days on market.

Overview

Welcome to this custom log home set on 3.5 secluded acres, offering lodge-style elegance, a private pond, and a separate cottage with rental income or in-law potential, all surrounded by a peaceful wooded backdrop. Spanning, 4,170 sq ft across three finished levels showcasing natural wood floors and an open main living area highlighted by a massive stone fireplace, creating a warm and inviting gathering space. The custom kitchen features a large island, newer appliances (2024), granite counters (2026), and opens seamlessly to the dining area. A pantry adds everyday convenience for cooking and entertaining. Adjacent spaces include a den with built-ins and a nearby office, offering flexible living and work areas. The upper level includes a primary suite with deck access, two additional bedrooms, an additional full bath, and a 4-person Master Spa hot tub. The walkout lower level offers a sitting room with a gas stove, full bath, extra storage, garage access, and a large workshop. Enjoy year-round outdoor living on the patio with a covered pavilion and outdoor bar featuring granite counters, a fire pit, and views of the private pond-creating the perfect space for entertaining, relaxing, or enjoying nature in every season. This exceptional property combines luxurious log home living, versatile outdoor spaces, and income potential in a serene, private setting.

Features

3 bedrooms

4 bathrooms

2 carspaces

2 garage spaces

4165 sq. ft. floor area

3.48 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Windham County over the last 12 months, the estimated median property value of 187 Chaplin Road is $395k.

Median value

$395k

Estimated value range

$111.5k - $925k

Median days on market

Estimated value trend

-13%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Windham 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 187 Chaplin Road

2026

Sold

$925,000

24 Jul 2026 by Lauren Heidelberger, of RANDALL, REALTORS-Compass

Happy sellers in Windham County

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