
18 Tokeneke Trail Darien, CT 06820
Estimated payment $55,342/month
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
William Pitt Sotheby's Int'l License #RES.0795318 Listed on: 09/04/2025

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
Map
Home Values in the Area
Average Home Value in this Area
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 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/19/2025 07/19/25 | For Sale | $9,350,000 | -- | $969 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Quit Claim Deed | -- | -- | |
Quit Claim Deed | -- | -- |
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MLS Number: 24122386

APN: DARI-000069-000000-000025
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