18 Tokeneke Trail, Darien, Connecticut

$9,350,000

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7

Beds

10

Baths

9,649

Square feet

5.35

Acres

About 18 Tokeneke Trail

This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for the state-of-the-art fine living of today. Round Meadows' totally renovated 19 room home has 7 bedrooms, 7 full baths, including a spectacular primary suite with spa, 3 half baths, library, office and guest suite. Enter through the 2 story foyer with soaring ceilings to the 3 large entertaining rooms, comprised of the living room, sunroom with bar, and an elegant formal dining room with fireplace. The inviting gourmet kitchen is seamlessly connected to a cozy family room with a fireplace which opens onto extensive terraces that overlook acres of manicured lawns and gardens. Add the 3 car garage off a grand mud hall with bath and laundry. Round Meadows honors the past as it pays forward an aspirational essence in the new construction feel, anchored by old world sophistication.

Features of 18 Tokeneke Trail

MLS® # 24122386
Price $9,350,000
Bedrooms 7
Bathrooms 10.00
Full Baths 7
Half Baths 3
Square Footage 9,649
Acres 5.35
Type Single Family For Sale
Style Colonial, Mediterranean
Status Active

Community Information

Address 18 Tokeneke Trail
Area Tokeneke
City Darien
County Fairfield
State Connecticut
Zip Code 06820

Amenities

Amenities Security Services
Features Generator, Programmable Thermostat
Parking Spaces 12
Parking Attached Garage, Driveway
# of Garages 3
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Auto Garage Door Opener, Cable - Available, Security System
Appliances Oven/Range, Wall Oven, Convection Oven, Microwave, Range Hood, Subzero, Icemaker, Dishwasher, Instant Hot Water Tap, Washer, Dryer, Wine Chiller
Heating Hot Air, Radiant, Zoned, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 5
Has Basement Yes
Basement Partial, Partial With Walk-Out

Exterior

Exterior Stucco
Exterior Features Terrace, Gutters, Stone Wall, French Doors, Underground Sprinkler, Patio
Lot Description Fence - Partial, Fence - Rail, Lightly Wooded, Treed, Professionally Landscaped, Rolling
Roof Tile
Foundation Concrete, Stone

School Information

Elementary Tokeneke
Middle Middlesex
High Darien

Additional Information

Date Listed September 4th, 2025
Days on Market 33
Zoning R1
RE / Bank Owned No
HOA Fees 2298
HOA Fees Freq. Annually

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on October 18th, 2025 at 4:34am EDT.