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53 Country Club Road

Darien, Connecticut 06820

COMING SOON - NEW$2,699,000
Beds
5
Baths
4 | 1
SqFt
4,084
Acres
0.50
Year Built
1969
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage3 Fireplaces

About This Home

In Darien, Connecticut, this gracious colonial is a rare combination of space, light, location and value! Beautifully updated and impeccably maintained, this 5-bedroom, 4.5-bath Colonial offers over 5,000 sq. ft. of gracious living on a welcoming Darien cul-de-sac. High ceilings and abundant natural light create a wonderful sense of openness throughout. The remodeled eat-in kitchen flows seamlessly into a spectacular sun-filled, eating area, two-story family room with soaring vaulted ceilings, built-ins, and fireplace. The spacious first floor also offers formal living and dining rooms, a private home office, and bonus/playroom with fireplace. Upstairs are 5 generously sized bedrooms, 3 full baths and an oversized laundry room. The fully finished lower level adds another 1,000+ sq. ft, with a full bath, mudroom, abundant storage and flexible space for a possible 6th bedroom, gym or recreation room. Enjoy a friendly, welcoming neighborhood, where all play safely outside and neighbors gather and support one another. Ideally located with easy access to the Talmadge Hill train station, Merritt Parkway, and the shopping, dining and conveniences of Darien, New Canaan, Glenbrook, Springdale and Stamford. An extraordinary opportunity to enjoy the space, comfort, and lifestyle of a substantial Darien home, at a truly compelling value, increasingly difficult to find in Darien today, particularly in the sought-after Ox Ridge School District! Agents, please see confidential remarks.

Key Facts

City/Town
Darien
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1969
Days on Market
0 days
Beds
5
Baths
4 full · 1 half
Living Area
4,084 sq ft
Lot Size
0.50 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$19,599 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

Median Days on Market

48

26 active listings

Median $ / Sq Ft

$778

26 active listings

Sale-to-List Ratio

106.3%

214 sales

How this home compares

List Price

$2.70M

vs $3.97M median

32.1% below median

Price / Sq Ft

$661

vs $778 median

15.0% below median

Days on Market

0 days

vs 48 days median

48 days fresher than median

Based on 26 active and 214 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of October 3, 2026.

Location

53 Country Club Road, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$17,307

per month

  • Principal & Interest$14,774
  • Property Taxes$1,633
  • Insurance$900
  • 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
1969
New Construction
No/Resale
Living Area
4,084 sq ft

Schools

Elementary
Ox Ridge
High
Darien

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Upper Level
Laundry Location
Upper level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullSump PumpStorageFully FinishedInterior AccessLiveable Space
In-Law Apartment
No
Interior Features
Auto Garage Door Opener
Additional Rooms
Bonus RoomFoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
0.50 acres
Zoning
R12
Garage / Parking
2 garage spaces4 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
Waterfront Details
Beach RightsWater Community
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Wood
Color
White
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
ShedGuttersFrench DoorsUnderground SprinklerPatio
Lot Description
Fence - PartialOn Cul-De-SacProfessionally Landscaped

Listing & Financials

Property Taxes
$19,599 / Annually
Days on Market
0
MLS #
24210093
MLS Status
Coming Soon

Similar Properties

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

Listed By

Ingrid Hess

(203) 722-2111

Compass Connecticut, LLC

(203) 423-3100

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/3/2026. 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 10/3/2026 at 7:10 AM UTC.