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18 Tokeneke TrailDarien, CT 06820

For Sale

$9,350,000

Smart Buyer Rebate $93,500

This magnificent Round Meadows estate with a fantastic 9700 square foot 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 of Darien 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 have 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. The past in present tense.

Listed by Rebecca Munro

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License #RES.0771274

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Brown Harris Stevens LLC

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203-858-6182

Last updated September 05, 2025

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Source: FlexMLS #123518

Listing Facts

  • TypeSingle-family
  • NeighborhoodTokeneke
  • Bedrooms7
  • Bathrooms8.5
  • Days on Prevu2
  • HOA/Maint. Fees$2,298/year
  • Taxes$55,174/year
  • Size9,649 sqft
  • Price per sqft$969

Amenities

  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

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Listing History

09/04/2025
Listed by Brown Harris Stevens LLC
$9,350,000

Property Details for 18 Tokeneke Trail

Association

Fees

  • Association Fee: $2,298.00 Annually
  • Association Fee Includes: Snow Removal

Exterior

Construction

  • Roof: Tile
  • Year Built: 1928
  • Architectural Style: Colonial
  • Construction Materials: Stucco

Features

  • Patio And Porch Features: Terrace

Measurements

  • Building Area Total: 9,649
  • Lot Features: Level, Parklike
  • Lot Size Acres: 5.35
  • Lot Size Area: 5
  • Lot Size Square Feet: 233,046
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 035 69 25
  • Tax Annual Amount: $55,174.00
  • Tax Assessed Value: $3,564,190.00

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 5
  • Interior Features: Sep Shower, Whirlpool Tub, Kitchen Island, Pantry

Rooms

  • Basement: Partial, Walkout
  • Bathrooms Full: 7
  • Bathrooms Half: 3
  • Bathrooms Total Integer: 10
  • Bedrooms Total: 7

Other

General

  • Exclusions: Other Chandelier, Dining Rm Chandelier, Call LB

Location

  • City Region: Out Of Town

Parking

Parking

  • Garage Spaces: 3
  • Parking Features: Garage Door Opener

Schools

Elementary School

  • Elementary School: Out Of Town

Middle or Junior School

  • Middle Or Junior School: Out Of Town

Utilities

Equipment

  • Cooling: Central A/C
  • Has Cooling: Yes
  • Heating: Forced Air, Propane
  • Has Heating: Yes
  • Laundry Features: Laundry Room
  • Other Equipment: Generator
  • Sewer: Septic Tank
  • Utilities: Propane
  • Water Source: Public

Based on information from Greenwich Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.