Home / Recently Sold / Darien
Closed · For Sale
$2,925,000
18 Winding Lane, Darien, Connecticut 06820
4 beds 4 baths 3,972 sq ft Single Family For Sale Built 1963
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About this home

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.

Status
Closed
Type
Single Family For Sale
Price
$2,925,000
Beds
4
Baths
4
Interior
3,972 sq ft
Lot
1.4 ac
Year Built
1963
MLS #
24155541
ZIP
06820
Days on Market
8
Heat
Oil · Hot Water
Cooling
Central Air, Ductless
Water
Public Water Connected
Sewer
Septic
Parking
Attached Garage (2-car)
Laundry
Upper Level
Flood Zone
No

Flood risk: check the FEMA flood map for this address.

HOA & Fees

HOA fee
$1,249 / Annually
Fee includes
Security Service, Grounds Maintenance, Snow Removal

Schools

Elementary
Tokeneke
Middle / Jr High
Middlesex
High School
Darien

Taxes

Property tax
$29,997 (July 2025-June 2026)
Assessed value
$1,937,810

Interior

Appliances
Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Washer, Dryer
Basement
Crawl Space, Unfinished
Attic
Storage Space, Floored, Pull-Down Stairs
Fireplaces
2
Total rooms
10

Building & Exterior

Style
Colonial
Roof
Asphalt Shingle
Siding
Clapboard
Exterior features
Gutters, Patio
Foundation
Concrete
Pool
Gunite, Heated, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
R-1
Lot
Treed, Rocky, On Cul-De-Sac, Professionally Landscaped

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-03-27Sold — $3,205,000 asked $2,925,000 (this listing)MLS 24155541

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1963
Living area3,972 sq ft
Total rooms10
Lot size1.4 acres
Stories2
HeatCOLONIAL
ExteriorFRAME
Assessed value$1,937,810
Town appraisal$2,768,300
Last recorded sale2016 — $2,109,500
Listing courtesy of Houlihan Lawrence — Tami Hanford Hughes · (203) 655-8238

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