Home Homes for Sale Darien, CT 18 Tokeneke Trail

18 Tokeneke Trail, Darien, CT 06820

Single Family For Sale

$8,500,000
$881/sqft
18 Tokeneke Trail, Darien, CT Active
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7
Bedrooms
10
Bathrooms
9,649
Sq Ft
5.346
Acres
1928
Year Built

About This Home

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.

Listed by Robin Stineman (203) 964-7813 with William Pitt Sotheby's Int'l (203) 655-8234

Listing Snapshot

Price $8,500,000 Days on Market 196 days
Property Tax $55,174/yr Style Colonial,Mediterranean
Year Built 1928 Total Sq Ft 9,649
Lot Size 5.346 acres HOA Fees N/A
Bedrooms 7 Full Bathrooms 7
Total Rooms 19 Half Baths 3

Key Features

Interior
  • 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
Outdoor
  • Terrace
  • Gutters
  • Stone Wall
  • French Doors
  • Underground Sprinkler
  • Patio
Nearby
  • Health Club
  • Library
  • Park
  • Playground/Tot Lot
  • Public Rec Facilities
  • Shopping/Mall

Structure & Parking

Construction Frame,Steel
Roof Tile
Garage Spaces 3
Garage Type Attached Garage, Driveway

Systems & Utilities

Heat Hot Air, Radiant, Zoned
Fuel Propane
Cooling Central Air
Hot Water Propane, Domestic
Water Public Water Connected
Sewer Septic

Schools

Elem Tokeneke
Middle Middlesex
High Darien

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $4,598/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Mar 13, 2026 Price Reduced $8,500,000
Sep 4, 2025 Listed $9,350,000

Frequently Asked Questions

How much does 18 Tokeneke Trail in Darien, CT cost?
This property is listed at $8,500,000, which works out to $881 per square foot.
How many bedrooms does 18 Tokeneke Trail have?
This home has 7 bedrooms and 10 bathrooms.
What is the square footage of 18 Tokeneke Trail?
The home is 9,649 square feet, situated on 5.346 acres.
When was 18 Tokeneke Trail in Darien built?
This property was built in 1928.
Is 18 Tokeneke Trail, Darien, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 18 Tokeneke Trail, Darien in?
This home is served by the Darien public school system, with Tokeneke as the elementary school and Darien as the high school.
How do I schedule a tour of 18 Tokeneke Trail, Darien, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Robin Stineman · (203) 964-7813

William Pitt Sotheby's Int'l · (203) 655-8234

MLS# 24122386 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 19, 2026 9:40 PM UTC