18 Winding Ln Darien, CT, 06820

single family home
$ 2,925,000 For Sale Active Feb 24, 2026
  • 4 beds
  • 4 baths
  • 3,972 sq ft
  • 1.4 acres
  • 1963 year built
  • in ground pool
  • 2 cars garage
Open House

About the 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.

Rooms & Interior

4 bedrooms beds
3 full + 1 half baths
3,972 square feet sq ft

Room Details

  • Dining Room (Main Level) Hardwood Floor
  • Sun Room (Main Level) Sliders, Tile Floor
  • Bedroom (Main Level) Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Hardwood Floor
  • Living Room (Main Level) Fireplace, French Doors, Hardwood Floor
  • Kitchen (Main Level) Remodeled, Breakfast Nook, Quartz Counters, Island, Sliders, Hardwood Floor
  • Office (Main Level) Fireplace, French Doors, Hardwood Floor
  • Primary Bedroom (Upper Level) Bedroom Suite, Full Bath, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Great Room (Main Level) Skylight, 9 ft+ Ceilings, Cathedral Ceiling, Beams, Hardwood Floor

Home Features

Heating

  • Fireplaces: 2
  • Heating: hot water
  • Heat fuel type: oil
  • Fuel tank: in garage

Cooling

  • Central air
  • Ductless

Interior Features

  • Auto garage door opener
  • Cable - available

Appliances

  • Gas range
  • Wall oven
  • Microwave
  • Range hood
  • Refrigerator
  • Freezer
  • Washer
  • Dryer

Home Automation

  • Security system

Attic

  • Storage space
  • Floored
  • Pull-down stairs

Basement

  • Crawl space
  • Unfinished

Laundry

  • Upper level

Exterior Features

  • Gutters
  • Patio

Property Details

Parking

  • Garage spaces: 2
  • Attached garage

Swimming Pool

  • Gunite
  • Heated
  • In ground pool

Lot Details

  • Lot surface: 1.4 acres
  • Treed
  • Rocky
  • On cul-de-sac
  • Professionally landscaped

Utilities

  • Water: public water connected
  • Sewage: septic

HOA Fee

  • $ 1,249 annually

Construction Details

Style
colonial

Construction year
1963

Exterior Siding
clapboard

Foundation
concrete

Roof
asphalt shingle


Open Houses

There are 3 scheduled open houses for 18 Winding Lane, Darien, CT.
March 1, 2026 Mar 1, 2026 13:00 - 15:00 (public)
February 28, 2026 Feb 28, 2026 13:00 - 15:00 (public)
February 26, 2026 Feb 26, 2026 10:00 - 13:00 (broker)

Area & Town

This home is located in Tokeneke neighborhood, in the town of Darien.

Finance & Listing Info

Status Active
Listing date February 24, 2026
List price $ 2,925,000
Current price $ 2,925,000
Tax amount $ 29,997
Tax year july 2025-june 2026
MLS ID #24155541
List Agent Tamara Hanford Hughes
List Office Houlihan Lawrence

18 Winding Lane Home Photos

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