Date
Details
Price
Change
Source
7/19/2025
Listed
$9,350,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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.
Full Property Details
Full Property Details for 18 Tokeneke Trail
General
- Price: $9,350,000
- HOA FEE: $192/month
- HOA FEE FREQ.: Annually
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24122386
- Updated: 11/26/2025
- Added to Site: 135 day(s) ago
Interior
- Number of Rooms: 19
- Rooms/Areas: Foyer, Laundry Room, Mud Room
- Interior Features: Auto Garage Door Opener, Cable - Available, Security System
- Fireplace: Yes
- Number of Fireplaces: 5
- Appliances: Oven/Range, Wall Oven, Convection Oven, Microwave, Range Hood, Subzero, Icemaker, Dishwasher, Instant Hot Water Tap, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 10
- Full Bathrooms: 7
- Half Bathrooms: 3
Bedrooms
- Total Bedrooms: 7
- Primary Suite: Bedroom Suite, Dressing Room, Fireplace, Whirlpool Tu, 25 x 20, Upper
- Bedroom 1: Bedroom - Jack & Jill Bath, Hardwood Floor, 18.2 x 13, Other
- Bedroom 2: Bedroom - Hardwood Floor, 19.8 x 17.6, Other
- Bedroom 3: Bedroom - Full Bath, Hardwood Floor, 17.8 x 10.4, Upper
- Bedroom 4: Bedroom - Full Bath, Hardwood Floor, 18.11 x 16.6, Upper
- Bedroom 5: Bedroom - Full Bath, Hardwood Floor, 18.3 x 18.7, Upper
- Bedroom 6: Bedroom - Full Bath, Hardwood Floor, 18.9 x 14.3, Upper
Other Rooms
- Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Hardwood Floor, 35.1 x 20.4, Main
- Family Room: Family Room - 9 ft+ Ceilings, Gas Log Fireplace, French Doors, Hardwood Floor, 20 x 16, Main
- Kitchen: Kitchen - Breakfast Bar, Eating Space, Galley, On 3rd Floor, 8.5 x 5.11, Upper
- Eat In Kitchen: Eat-In Kitchen - Built-Ins, Quartz Counters, Island, Pantry, Hardwood Floor, 20 x 16, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, Fireplace, French Doors, Hardwood Floor, 25 x 17, Main
- Office: Office - Hardwood Floor, 11.8 x 11.3, Upper
- Library: Library - Built-Ins, Gas Log Fireplace, Hardwood Flo, 20.1 x 11.4, Upper
- Laundry: Main Level, Upper Level
- Other Room 1: Other - 9 ft+ Ceilings, 20.4 x 10.6, Main
- Other Room 2: Other - Built-Ins, Pantry, 4.11 x 11.5, Main
- Other Room 3: Other - Dressing Room, 17 x 11.3, Upper
Additional Information
- Shared Amenities: Security Services
Exterior
- Exterior Features: Terrace, Gutters, Stone Wall, French Doors, Underground Sprinkler, Patio
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 12
- Parking: Attached Garage, Driveway
Location
- County: Fairfield
- Neighborhood: Tokeneke
- Driving 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
School Information
- Elementary School: Tokeneke
- Middle School: Middlesex
- High School: Darien
Community
- Community Name: Tokeneke
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Security Service, Road Maintenance
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Radiant, Zoned, Propane
- Heating Fuel: Propane
- Water Heater: Propane, Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial, Mediterranean
- Construction Status: No/Resale
- Exterior Const.: Stucco
- Basement Desc.: Partial, Partial With Walk-Out
- Roof: Tile
- Attic: Yes
- Disability Access: Roll-In Shower
- Square Feet: 9,649
- Above Ground: 9,649 Sq. Ft.
- Year Built: 1928
Lot Features
- Lot Size (Acres): 5.346
- Driveway/Sidewalk: Private, Circular, Gravel
- Zoning: R1
- Lot Description: Fence - Partial, Fence - Rail, Lightly Wooded, Treed, Professionally Landscaped, Rolling
Green Features
- Energy Features: Generator, Programmable Thermostat
Financial Considerations
- Association Fee: $2,298
- Assoc Fee Freq.: Annually
- Assessment Amount: $3,564,190
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Exclusions: dining room chandelier negotiable
- Property ID: 109245
Listed by William Pitt Sotheby's Int'l, Robin Stineman and Brown Harris Stevens, Becky Munro
We Value Your Privacy
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Listing agents
— 18 Tokeneke Trail —
Robin Stineman
William Pitt Sotheby's Int'l
Becky Munro
Brown Harris Stevens
Agent Contact: (203) 964-7813 Office Contact: (203) 655-8234
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 18 Tokeneke Trail
School District:Darien School District
| Name | Grades | Distance |
|---|---|---|
Tokeneke Elementary School 7 Old Farm Road, Darien, CT 06820 | K-5 | 0.7 mi |
Middlesex Middle School 204 Hollow Tree Ridge Road, Darien, CT 06820 | 6-8 | 2.2 mi |
Darien High School 80 High School Lane, Darien, CT 06820 | 9-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 18 Tokeneke Trail
Tax History
Tax History for 18 Tokeneke Trail
Year
Property Taxes
Change
Tax Assessment
Change
2024
$55,174
—
$3,564,190
-5%
2023
$55,376
9%
$3,769,640
30%
2023
$50,999
2%
$2,896,040
—
2022
$49,899
2%
$2,896,040
—
2021
$48,769
3%
$2,896,040
—
2020
$47,292
-1%
$2,896,040
—
2019
$47,698
2%
$2,896,040
—
2018
$46,568
—
$2,896,040
—
2017
$46,800
2%
$2,896,040
—
2016
$45,671
3%
$2,896,040
—
2015
$44,454
2%
$2,896,040
—
2014
$43,470
-11%
$2,896,040
-22%
2012
$48,900
—
$3,713,010
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 18 Tokeneke Trail
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18 Tokeneke Trail, Darien, CT 06820 (MLS# 24122386) is a Single Family property with 7 bedrooms, 7 full bathrooms and 3 partial bathrooms. 18 Tokeneke Trail is currently listed for $9,350,000 and was received on September 04, 2025. Want to learn more about 18 Tokeneke Trail? Do you have questions about finding other Single Family real estate for sale in Tokeneke? You can browse all Tokeneke real estate or contact a Coldwell Banker agent to request more information.