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Land with Home for Sale in Darien, Connecticut

18 Tokeneke Trl, Darien, CT 06820

$9,350,000
5.35 acres
Active
Est $49,463/mo

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.

9,649
Sq feet
7
Beds
7
Full baths
3
1/2 baths
1928
Built

Location

Street address
18 Tokeneke Trl
Community
Tokeneke
Elevation
28 feet
Coordinates
41.063, -73.4577

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

Property details

Acreage
5.346 acres
Zoning
R1
MLS #
CTMLS 24122386
Posted

Property taxes

2026
$55,174

Expenses

Home Owner Assessments Fee
$2,298 annually

Details and features

Listing

Type
Residential
Franchise
Sotheby's International Realty

Lot

Features
Lightly Wooded, Partial Fence, Professionally Landscaped, Rail Fence, Rolling, Treed

Exterior

Parking Spaces
12
Pool
Patio
Features
Terrace, Gutters, Stone Wall, French Doors, Underground Sprinkler, Patio

Structure

Basement
Partial
Water
Public
Heating
Radiant, Zoned
Cooling
Central Air

Interior

Room Count
19
Rooms
Basement, Bathroom x 10, Bedroom x 7, Laundry Room
Fireplaces
Yes
Appliances
Convection Oven, Dishwasher, Dryer, Icemaker, Instant Hot Water Tap, Microwave, Oven/Range, Range Hood, Subzero, Wall Oven, Washer, Wine Chiller
Security
Security System
Features
Available, Security System Auto Garage Door Opener, Cable

Nearby schools

NameType
TokenekeElementary
DarienHigh

Listing history

DateEventPriceChangeSource
Sept 4, 2025New listing$9,350,000CTMLS
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This 5.346-acre property is located at 18 Tokeneke Trl in Darien, CT 06820. The property is available for sale for $9,350,000. It has a 9,649 sq ft 7 bedroom, 7 bath house built in 1928.

Checked 1 hour ago — Updated

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