18 Tokeneke Trail Darien, CT $ 9,350,000
18 Tokeneke Trail
$ 9,350,000
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18 Tokeneke Trail

Darien, CT, 06820
$ 9,350,000
Bedrooms7 Baths7.3 Sq 9,649

Monthly Estimate*

$ 58,332

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Single Family Home for sale in Darien, CT

for $9,350,000 with 7 bedrooms and 7 full baths, 3 half baths. This 9,649 square foot home was built in 1928 on a lot size of 5.346.

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.

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Single Family Active

Price

$ 9,350,000

Bedrooms

7

Full Bath

7

Half Bath

3

Property Type

Single Family

Taxes

$ 55,174

Style

Lot Size

5.346

Year Built

1928

Town/City

Darien

MLS | Web ID

24122386

Features
General
Zoning R1
Neighborhood Tokeneke
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 5.346
Directions Tokeneke Road to Old Farm Road to Tokeneke Trail turn right onto Cross Road. Turn left at stone pillars " ROUND MEADOWS ENTRANCE' off Cross Road
High School Darien
City Darien
Elementary School Tokeneke
Sq Ft Total 9649
DOM 33
Year Built 1928
Exclusions dining room chandelier negotiable
Style Colonial Mediterranean
Association Amenities Security Services
Year Built Source Public Records
Handicap Features Roll-In Shower
Energy Features Generator Programmable Thermostat
Association Fee Includes Security Service Road Maintenance
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Interior
Cooling System Central Air
Total Rooms 19
Basement Description Partial Partial With Walk-Out
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Exterior
Water Source Public Water Connected
Lot Description Fence - Partial Fence - Rail Lightly Wooded Treed Professionally Landscaped Rolling
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* Excluded Features
List By
Robin Stineman

Listing Agent

William Pitt Sotheby's Int'l

Broker

rstineman@wpsir.com

Email

Affordability Calculator

$62,930
Per Month
93%
7%
0%
Monthly Principal & Interest
$58,332
Monthly Property Taxes
$4,598
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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.
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Nearby
4705411 Elementary School
3041371 Middle School
Darien High School High School
Pricing History
DatePricePrice ChangeDescription
9/4/2025$9,350,000 Listed Price

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18 Tokeneke Trail, Darien, CT, 06820 is a Single Family Home for sale at $9,350,000 with 9,649 sqft and a lot size of 5.346. 18 Tokeneke Trail has 7 bedrooms, 7.3 baths, and was built in 1928. The property's zip code is 06820 which is in Darien, CT