Recently Listed Open House 2/28 1pm - 3pm
18 Winding Lane
Darien, CT, 06820 $ 2,925,000
Bedrooms4 Baths3.1 Sq 3,972 Monthly Estimate*
$ 18,010
for $2,925,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,972 square foot home was built in 1963 on a lot size of 1.4.
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.
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Open House
2/28/2026 1:00 PM - 3:00 PM
3/1/2026 1:00 PM - 3:00 PM
18 Winding Lane Darien, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning R-1
Neighborhood Tokeneke
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.4
Directions Locust Hill to Arrowhead Way to Winding Lane. House is on the right
High School Darien
City Darien
Elementary School Tokeneke
Sq Ft Total 3972
DOM 1
Year Built 1963
Exclusions No Exclusions
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated In Ground Pool
Association Fee Includes Security Service Grounds Maintenance Snow Removal
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InteriorCooling System Central Air Ductless
Total Rooms 10
Basement Description Crawl Space Unfinished
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ExteriorWater Source Public Water Connected
Lot Description Treed Rocky On Cul-De-Sac Professionally Landscaped
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* Excluded FeaturesList ByTamara Hanford HughesListing Agent
tamara.hanford@mac.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $18,010
- Monthly Property Taxes
- $2,500
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Darien, CT
Average List Price $4,314,833
Percent of Sale Price 48%
About Darien, CT 21,539 Population
10% Since 2002
$ 180,776 Median Income
41.02 Median Age
51% Households with Children
Trends Information provided by ATTOM Data Solutions.
4705411 Elementary School
3041371 Middle School
Darien High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 2/24/2026 | $2,925,000 | | Listed Price |