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237 Tokeneke Road

Darien, Connecticut 06820

ACTIVE - NEW$5,650,000
Beds
6
Baths
5 | 1
SqFt
6,500
Acres
0.45
Year Built
2027
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplaceNew Construction

About This Home

A rare opportunity for high-end new construction in the Tokeneke School district, 237 Tokeneke Road features a custom design by the immensely talented Nick Demaio of Demaio Design Group. Set on an exceptionally private, elevated lot, the home offers four floors of light-filled living with a thoughtful, functional layout. A grand foyer opens to a direct sightline into the expansive chef's kitchen. To the left of the entry is a cozy living room that flows into the formal dining room and ultimately back to the kitchen, creating an effortless connection for entertaining. A bar and butler's pantry complement the kitchen/ dining room spaces. A very large family room and dedicated office (one of two in the home) complete the main floor. There are 4 bedrooms on the second floor, including a primary suite with a spacious private bath and his and hers walk-in closets. The second bedroom has a private en suite bath, and the remaining 2 bedrooms sharing a Jack-and-Jill bath. The third floor offers flexible space, customizable based on your needs; the current design plan has a bedroom, full bath and second office space. The lower level is not to be missed. There is a 2 car garage with direct access to a very large mudroom, a guest bedroom and full bathroom, and large recreation room. Private, bright and beautifully designed, this custom home pairs generous living spaces with versatility on every level.

Key Facts

City/Town
Darien
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2027
Days on Market
0 days
Beds
6
Baths
5 full · 1 half
Living Area
6,500 sq ft
Lot Size
0.45 acres
Garage / Parking
2 garage
Property Taxes
$13,857 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

Median Days on Market

48

25 active listings

Median $ / Sq Ft

$743

25 active listings

Sale-to-List Ratio

106.3%

213 sales

How this home compares

List Price

$5.65M

vs $3.95M median

43.0% above median

Price / Sq Ft

$869

vs $743 median

17.0% above median

Days on Market

0 days

vs 48 days median

48 days fresher than median

Based on 25 active and 213 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of September 30, 2026.

Location

237 Tokeneke Road, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$33,201

per month

  • Principal & Interest$30,163
  • Property Taxes$1,155
  • Insurance$1,883
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Darien
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2027
New Construction
Under Construction
Living Area
6,500 sq ft
Below Grade
964 sq ft

Schools

Elementary
Tokeneke
High
Darien

Interior

Heating
Gas on GasZoned
Cooling
Central AirZoned
Fireplaces
1
Laundry
Upper Level
Appliances
Gas RangeRefrigeratorFreezerDishwasherWasherDryer
Basement
FullFull With Walk-Out
Additional Rooms
Exercise RoomFoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
0.45 acres
Zoning
per town
Garage / Parking
2 garage spacesAttached GarageUnder House Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
ShingleCedar
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Rear LotDry

Listing & Financials

Property Taxes
$13,857 / Annually
Days on Market
0
MLS #
24210704
MLS Status
Active

Similar Properties

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Listed By

Amanda Spatola

(203) 273-8615

Houlihan Lawrence

(203) 655-8238

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/30/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/30/2026 at 3:15 PM UTC.