$9,350,000

18 Tokeneke Trail Darien, CT 06820

Estimated payment $55,342/month

Total Views 630
7 Beds
10 Baths
9,649 Sq Ft
$969 Price per Sq Ft

Highlights

  • Sub-Zero Refrigerator
  • 5.35 Acre Lot
  • Attic
  • Tokeneke Elementary School Rated A
  • Colonial Architecture
  • 5 Fireplaces

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.

Listing Agent

Robin Stineman

William Pitt Sotheby's Int'l License #RES.0795318 Listed on: 09/04/2025

William Pitt Sotheby's Int'l

Co-Listing Agent

Becky Munro

Brown Harris Stevens License #RES.0771274

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $55,174

Year Built

  • Built in 1928

Lot Details

  • 5.35 Acre Lot
  • Stone Wall
  • Sprinkler System
  • Property is zoned R1

HOA Fees

  • $192 Monthly HOA Fees

Home Design

  • Colonial Architecture
  • Mediterranean Architecture
  • Concrete Foundation
  • Stone Foundation
  • Frame Construction
  • Tile Roof
  • Steel Siding
  • Stucco Exterior
  • Tile

Interior Spaces

  • 9,649 Sq Ft Home
  • Wired For Sound
  • 5 Fireplaces
  • French Doors
  • Mud Room
  • Entrance Foyer
  • Home Security System

Kitchen

  • Built-In Oven
  • Range Hood
  • Microwave
  • Sub-Zero Refrigerator
  • Ice Maker
  • Dishwasher
  • Wine Cooler
  • Instant Hot Water

Bedrooms and Bathrooms

  • 7 Bedrooms

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Attic

  • Walkup Attic
  • Partially Finished Attic

Basement

  • Walk-Out Basement
  • Partial Basement

Parking

  • 3 Car Garage
  • Automatic Garage Door Opener
  • Circular Driveway
  • Gravel Driveway

Outdoor Features

  • Patio
  • Terrace
  • Rain Gutters

Location

  • Property is near shops

Schools

  • Tokeneke Elementary School
  • Middlesex School
  • Darien High School

Utilities

  • Zoned Heating and Cooling System
  • Radiant Heating System
  • Heating System Uses Propane
  • Programmable Thermostat
  • Power Generator
  • Propane Water Heater
  • Fuel Tank Located in Ground
  • Cable TV Available

Listing and Financial Details

  • Exclusions: dining room chandelier negotiable
  • Assessor Parcel Number 109245

Community Details

Overview

  • Association fees include security service, road maintenance

Security

  • Security Service

Home Details

Home Type

Single Family

Est. Annual Taxes

$55,174

Year Built

Built in 1928

Lot Details

0

HOA Fees

$192 per month

Listing Details

  • Neighborhood: Tokeneke
  • Property Type: Single Family For Sale
  • Style: Colonial, Mediterranean
  • Sq Ft Est Heated Above Grade: 9649
  • Total Sq Ft: 9649
  • Year Built: 1928
  • New Construction: No/Resale
  • Nearby Amenities: Health Club, Library, Park, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall
  • In Law Access: Second Floor
  • Association Amenities: Security Services
  • Exclusions: dining room chandelier negotiable
  • Handicap Features: Roll-In Shower
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Special Assessment Details: Tokeneke Association Tax
  • 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
  • In Law Apartment: Possible
  • Spec Assoc Asses: Yes
  • Street Type: Trail
  • Special Features: BrokerOpen
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 7
  • Total Bathrooms: 10
  • Full Bathrooms: 7
  • Half Bathrooms: 3
  • Fireplaces: 5
  • Attic Description: Partially Finished, Walk-up
  • Basement Description: Partial, Partial With Walk-Out
  • Interior Amenities: 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
  • Additional Rooms: Foyer, Laundry Room, Mud Room
  • Laundry Room Location: Main level, Upper level
  • Laundry Room Info: Main Level, Upper Level
  • Attic: Yes
  • Home Automation: Wired For Audio
  • Street Number Modifier: 18
  • Other SqFt Description: Above Grade

Exterior Features

  • Exterior Features: Terrace, Gutters, Stone Wall, French Doors, Underground Sprinkler, Patio
  • Exterior Siding: Stucco
  • Foundation Type: Concrete, Stone
  • Roof Information: Tile
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame, Steel

Garage/Parking

  • Garages Number: 3
  • Driveway Type: Private, Circular, Gravel
  • Total Parking Spaces: 12
  • Garage And Parking: Attached Garage, Driveway

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air, Radiant, Zoned
  • Heat Fuel Type: Propane
  • Fuel Tank Location: In Ground
  • Hot Water Description: Propane, Domestic
  • Water Source: Public Water Connected
  • Sewer: Septic

Condo/Co-op/Association

  • Association Fee Includes: Security Service, Road Maintenance
  • HOA Fees: 2298
  • HOA Fee Frequency: Annually

Schools

  • Elementary School: Tokeneke
  • Middle School: Middlesex
  • High School: Darien

Green Features

  • Energy Features: Generator, Programmable Thermostat

Lot Info

  • Acres: 5.346
  • Lot Description: Fence - Partial Fence - Rail Lightly Wooded Treed Professionally Landscaped Rolling
  • Flood Zone: No
  • Zoning: R1
  • Parcel #: 109245

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 55174
  • Total Assessed Value: 3564190
  • Mil Rate Total: 15.48

MLS Schools

  • Elementary School: Tokeneke
  • Middle Jr High School: Middlesex
  • High School: Darien

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $55,174 $3,564,190 $2,721,530 $842,660
2024 $55,376 $3,769,640 $2,325,190 $1,444,450
2023 $50,999 $2,896,040 $1,722,350 $1,173,690
2022 $49,899 $2,896,040 $1,722,350 $1,173,690
2021 $4,866 $2,896,040 $1,722,350 $1,173,690
2020 $47,379 $2,896,040 $1,722,350 $1,173,690
2019 $47,698 $2,896,040 $1,722,350 $1,173,690
2018 $46,568 $2,896,040 $1,722,350 $1,173,690
2017 $46,800 $2,896,040 $1,722,350 $1,173,690
2016 $45,671 $2,896,040 $1,722,350 $1,173,690
2015 $44,454 $2,896,040 $1,722,350 $1,173,690
2014 $43,470 $2,896,040 $1,722,350 $1,173,690
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/19/2025 07/19/25 For Sale $9,350,000 -- $969 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed -- --
Quit Claim Deed -- --
Source: Public Records

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Source: SmartMLS

MLS Number: 24122386

SmartMLS

APN: DARI-000069-000000-000025