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6 Searles Road

Darien, Connecticut 06820

ACTIVE - NEW$4,450,000
Beds
5
Baths
4 | 1
SqFt
4,740
Acres
1.08
Year Built
1951
Matt Caiola

Matt Caiola

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Wine Cellar3-Car Garage2 FireplacesVirtual Tour

About This Home

Welcome to this classic Coastal Connecticut colonial, ideally situated in the coveted Tokeneke Association - offering space, comfort, and versatility for every member of the family. With 5 bedrooms - including a convenient first-floor guest suite and four bedrooms on the second level - this home is designed for gracious everyday living. The main floor features a formal living room, elegant dining room, casual dining area, and a spacious office, all flowing effortlessly together. The chef's kitchen opens to both casual dining and a warm, fireplace-lit gathering room, the heart of the home. A large mudroom with garage and back-entrance access, plus a separate laundry room, adds everyday ease. Retreat to the private primary suite, complete with an en-suite bath and two walk-in closets. The second floor also offers a second en-suite bedroom, two additional bedrooms sharing a beautifully renovated hall bath, a versatile sitting/work area, and abundant storage throughout. The finished basement boasts a spectacular wine room, that holds 1600 bottles, and casual sitting area - perfect for relaxing or entertaining. The attached garage holds two-cars plus, and a third bay is in the "barn" - a blank canvas ready to become a guest quarters, entertaining space, second-floor hangout, studio, or whatever you can imagination. Outside, unwind on the beautiful stone patio, set against an expansive, green yard. A rare opportunity in one of the most sought-after associations.

Key Facts

City/Town
Darien
Neighborhood
Tokeneke
Property / Style
Single Family · Colonial
Year Built
1951
Days on Market
8 days
Beds
5
Baths
4 full · 1 half
Living Area
4,740 sq ft
Lot Size
1.08 acres
Garage / Parking
3 garage
Property Taxes
$37,290 / Annually
HOA Fee
$1,553 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

View area

Median Days on Market

54

24 active listings

Median $ / Sq Ft

$707

24 active listings

Sale-to-List Ratio

106.3%

211 sales

How this home compares

List Price

$4.45M

vs $3.85M median

15.6% above median

Price / Sq Ft

$939

vs $707 median

32.8% above median

Days on Market

8 days

vs 54 days median

46 days fresher than median

Based on 24 active and 211 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 28, 2026.

Location

6 Searles Road, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$27,409

per month

  • Principal & Interest$22,689
  • Property Taxes$3,108
  • Insurance$1,483
  • HOA$129

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

Location

City/Town
Darien
Neighborhood
Tokeneke
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1951
New Construction
No/Resale
Living Area
4,740 sq ft

Schools

Elementary
Tokeneke
High
Darien

Interior

Heating
Hot Water
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
Off Mud Room
Appliances
Cook TopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
Basement
PartialHeatedSump PumpStorageInterior AccessPartially Finished
Interior Features
Auto Garage Door OpenerSecurity System
Additional Rooms
Exercise RoomMud RoomWine Cellar

Exterior & Lot

Lot Size
1.08 acres
Zoning
R-1
Garage / Parking
3 garage spacesAttached GarageDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Wood
Color
Beige
Roof
Wood Shingle
Foundation
BlockConcrete
Exterior Features
GuttersFrench DoorsUnderground SprinklerPatio
Lot Description
Level Lot

HOA / Association

Fee
$1,553 / Annually

Listing & Financials

Property Taxes
$37,290 / Annually
Days on Market
8
MLS #
24190513
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Susan Massey

(203) 524-7120

Brown Harris Stevens

(203) 655-1418

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:01 AM UTC.