18 Winding Ln

Darien CT 06820

3972 sq. ft.

1.4 ac.

Single-Family

Last sold for $3,205,000

Tamara Hanford Hughes, last sold this property on 27 March 2026 after 1424 days on market.

Overview

Set on a quiet cul-de-sac within Darien's prestigious Tokeneke Private Association, this beautifully updated 4-bedroom, 3.5-bath Colonial offers refined living in one of the town's most coveted coastal neighborhoods. Thoughtfully renovated with sophisticated transitional design, the home blends timeless elegance with a fresh, modern aesthetic. Situated on 1.4 private acres, the property offers exceptional natural light, expansive living spaces, and effortless flow. The dramatic family room features vaulted ceilings and generous scale, ideal for everyday living and entertaining. Working fireplaces in the living room and private office create warm, inviting spaces, while the sunroom opens to the serene outdoor setting and swimming pool nestled in the landscape. The beautifully updated eat-in kitchen serves as the heart of the home, featuring brand new quartz countertops, a striking slab backsplash, and refined finishes - perfect for both intimate gatherings and larger entertaining. Recent improvements include new light fixtures, a refreshed primary bath, and freshly painted interiors, creating a move-in ready experience. Surrounded by Tokeneke's natural beauty, this exceptional offering is moments from Scott's Cove, Tokeneke School, the train, and downtown Darien's Corbin District. A rare opportunity to enjoy privacy, elegance, and the unparalleled Tokeneke lifestyle.

Features

4 bedrooms

4 bathrooms

2 carspaces

2 garage spaces

3972 sq. ft. floor area

1.4 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Darien over the last 12 months, the estimated median property value of 18 Winding Ln is $2.5m.

Median value

$2.5m

Estimated value range

$1.29m - $4.6m

Median days on market

Estimated value trend

17%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Darien. 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 18 Winding Ln

2026

Sold

$3,205,000

27 Mar 2026 by Tamara Hanford Hughes, of Houlihan Lawrence

2016

Sold

$2,109,500

15 Jan 2016 by Bruce Baker, of William Pitt Sotheby's Int'l

Happy sellers in Darien

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