234 Brookside Road
Darien, Connecticut 06820
- Beds
- 6
- Baths
- 6 | 1
- SqFt
- 6,829
- Acres
- 1.40
- Year Built
- 1937
- Property Type
- Single Family

Matt Caiola
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About This Home
Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning residence welcomes you with a gracious entry that opens into expansive, light-filled interiors designed for both elegance and ease. A thoughtfully planned, free-flowing layout connects formal living and dining rooms-ideal for entertaining-with inviting casual spaces suited to everyday living. The well-appointed kitchen serves as the heart of the home, featuring high-end appliances and seamless flow to family gathering areas and outdoor living spaces. Upstairs, the tranquil primary suite features a vaulted ceiling, dual walk-in closets, and a spacious spa-inspired bath. Each of the four additional bedrooms offers an en suite bath, ensuring comfort and privacy for family and guests. Complementing the approximately 5,700-square-foot main house is a fully equipped 1,100-square-foot guest house with living and dining areas, a full kitchen, a wood-burning fireplace, and a private suite with a full bathroom. Set on 1.4 level acres, the outdoor spaces include a gunite pool and spa, outdoor kitchen, and fireplace-perfect for entertaining or relaxing in complete privacy year-round.
Key Facts
- City/Town
- Darien
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1937
- Days on Market
- 110 days
- Beds
- 6
- Baths
- 6 full · 1 half
- Living Area
- 6,829 sq ft
- Lot Size
- 1.40 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $33,904 / Annually
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
25
54 under contract
Median List Price
$3.80M
25 active listings
Median Closed Price
$2.71M
211 sales
Median Days on Market
51
25 active listings
Median $ / Sq Ft
$733
25 active listings
Sale-to-List Ratio
106.3%
211 sales
How this home compares
List Price
$4.75M
vs $3.80M median
25.0% above median
Price / Sq Ft
$696
vs $733 median
5.0% below median
Days on Market
110 days
vs 51 days median
59 days longer than median
Based on 25 active and 211 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 27, 2026.
Location
234 Brookside Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$24,219
- Property Taxes$2,825
- Insurance$1,583
- 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
- Cape Cod
- Year Built
- 1937
- New Construction
- No/Resale
- Living Area
- 6,829 sq ft
Schools
- Elementary
- Ox Ridge
- High
- Darien
Interior
- Heating
- Hydro AirZoned
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 6
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorFreezerDishwasherWasherDryerWine Chiller
- Basement
- FullUnfinished
- In-Law Apartment
- YesDetached
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 1.40 acres
- Zoning
- R2
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedSpaIn Ground Pool
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Masonry
- Lot Description
- Level LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $33,904 / Annually
- Days on Market
- 110
- MLS #
- 24164395
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 12:31 PM UTC.