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$2,925,000
5 Days On Site

18 Winding Lane
Darien, CT 06820

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,972
SqFt
$736
/SqFt
1963
Built
County:
Fairfield
Listing courtesy of Tamara Hanford Hughes of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 253-3104
Call Now: 860.406.4060
Is this the listing for you? We can help make it yours.
860.406.4060
18 Winding Lane18 Winding Lane18 Winding Lane18 Winding Lane
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Monthly Payment (Est.)

$13,345
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$2,925,000
Days On Site 
5 Days
Bedrooms 
4
Inside Area (SqFt) 
3,972 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
1.4 Acres
Year Built 
1963
MLS® Number 
24155541
Status 
Active
Property Tax 
$29,997
HOA/Condo/Coop Fees 
$104.08 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
5 days agoListing first seen on site
General Features
Acres 
1.4
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
Garage Door OpenerAttached
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
3972
Style 
Colonial
Water Source 
Public
Zoning 
R-1
Interior Features
Appliances 
DryerFreezerGas RangeMicrowaveRefrigeratorOvenWasherRange Hood
Basement 
Crawl SpaceUnfinished
Cooling 
Central AirDuctless
Fireplace 
Yes
Fireplaces 
2
Heating 
OilHot Water
Great Room 
Dimensions - 25 x 23Level - MainFeatures - Beamed Ceilings, Cathedral Ceiling(s)
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Exterior Features
Construction Details 
FrameClapboard
Lot Features 
Cul-De-SacWooded
Patio And Porch 
Patio
Pool Features 
GuniteHeatedOutdoor PoolIn Ground
Roof 
Asphalt
Community Features
Association Dues 
1249
HOA Fee Frequency 
Annually
Schools
School District
Unknown
Elementary School
Tokeneke
Middle School
Middlesex
High School
Darien
Listing courtesy of Tamara Hanford Hughes of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 253-3104

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-03-02 12:18 AM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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