18 Tokeneke Trail, TokenekeDarien, CT 06820MLS Number 24122386

  • Price: $8,500,000
  • Est. Mortgage of $/month
  • 253 Days on Market
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Federal 30-year interest rate: 6.37% last updated on May 7, 2026
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  • 7Bedrooms
  • 5.35Acreage
  • 10Bathrooms
  • 1928Year Built

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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 of William Pitt Sotheby's Int'l ((203) 964-7813)

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More Info

Basic Information

  • MLS Number24122386
  • StatusACT
  • List Price$8,500,000
  • Square Feet9,649
  • Virtual TourView Tour
  • Property TypeSingle Family For Sale
  • HoaYes
  • Hoa fee amount2298
  • Hoa fee frequencyAnnually
  • Co List Office NameBrown Harris Stevens

Property

  • Acreage5.35
  • Lot Description
    • Fence - Partial
    • Fence - Rail
    • Lightly Wooded
    • Professionally Landscaped
    • Rolling
    • Treed
  • Driveway TypePrivate, Circular, Gravel
  • Parking Spaces12

Exterior

  • ColorWhite
  • Exterior features
    • French Doors
    • Gutters
    • Patio
    • Stone Wall
    • Terrace
    • Underground Sprinkler
  • Exterior sidingStucco

Amenities

  • Association amenitiesSecurity Services
  • Amenities
    • Health Club
    • Library
    • Park
    • Playground/Tot Lot
    • Public Rec Facilities
    • Shopping/Mall
  • Other AmenitiesBasement, Fireplace, Garden, Waterfront

Tax Information

  • Assessed value$5,020,820
  • Milrate total15
  • Special association assessment1
  • Special assessment detailsTokeneke Association Tax
  • Tax YearJuly 2025-June 2026
  • Taxes$77,709

Building

  • Full Bath7
  • Half Baths3
  • BasementPartial, Partial With Walk-Out
  • Attic descriptionPartially Finished, Walk-up
  • AtticYes
  • Garage Spaces3
  • Bedrooms7
  • Bathroom10
  • Year Built1928
  • Property StyleColonial, Mediterranean
  • Energy FeaturesGenerator, Programmable Thermostat
  • Fireplaces5
  • FoundationConcrete, Stone
  • Garage Parking InfoAttached Garage, Driveway
  • New construction typeNo/Resale
  • Inlaw apartmentyPossible

Water Body

  • Waterfront DescriptionNot Applicable

School Information

  • Elementary SchoolTokeneke
  • High SchoolDarien

Rooms

  • Laundry room locationMain level, Upper level
  • Laundry room infoMain Level, Upper Level

Location

  • StateCT
  • Zip06820
  • CountyFairfield
  • NeighborhoodTokeneke
  • Middle Junior High SchoolMiddlesex

Interior

  • Rooms19
  • Handicap FeaturesRoll-In Shower
  • Rooms additionalFoyer, Laundry Room, Mud Room
  • Interior featuresAuto Garage Door Opener, Cable - Available, Security System
  • RoofTile
  • Home automationWired For Audio

Utilities

  • Waters ourcePublic Water Connected
  • Cooling SystemCentral Air
  • Hot water descriptionPropane, Domestic
  • Heating FuelPropane
  • Fuel tank locationIn Ground
  • Heat SystemHot Air, Radiant, Zoned
  • Sewage systemSeptic

Other

  • Appliances Included
    • Convection Oven
    • Dishwasher
    • Dryer
    • Icemaker
    • Instant Hot Water Tap
    • Microwave
    • Oven/Range
    • Range Hood
    • Subzero
    • Wall Oven
    • Washer
    • Wine Chiller
  • Association fee includesSecurity Service, Road Maintenance
  • Original listprice$9,350,000
  • Exclusionsdining room chandelier negotiable
  • Date Listed09/04/2025
  • View Count10
Sotheby's International Realty | William Pitt
Sotheby's International Realty | William Pitt
Office: 203-796-7700
112 Federal Road
Danbury, CT 06811

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