327 Middlesex Road
Darien, Connecticut 06820
- Beds
- 4
- Baths
- 4
- SqFt
- 3,715
- Acres
- 1.02
- Year Built
- 1953
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Move right into this meticulously renovated storybook Cape, beautifully sited on an acre in the heart of Darien. This 3,700 sq ft home has a gracious layout with ample natural light. Nine-foot ceilings on the first floor including living room, dining room, sunroom, office, gourmet kitchen and family room with a wood burning fireplace. French doors lead out to a delightful outdoor living space overlooking the expansive lawns in the backyard with stone patio, spectacular landscaping and landscape lighting for a magical setting at night. Upstairs you will find three bedrooms including the primary, all with en-suite baths, and a large 4th bedroom / bonus room with vaulted ceiling over the garage. Oversized 2 car attached garage and brand-new systems throughout the house. Centrally located near schools, town, and train. This home is not to be missed!
Key Facts
- City/Town
- Darien
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1953
- Days on Market
- 1246 days
- Beds
- 4
- Baths
- 4 full
- Living Area
- 3,715 sq ft
- Lot Size
- 1.02 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $19,017 / Annually
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
29
27 under contract
Median List Price
$4.00M
29 active listings
Median Closed Price
$2.90M
213 sales
Median Days on Market
46
29 active listings
Median $ / Sq Ft
$771
29 active listings
Sale-to-List Ratio
106.3%
213 sales
How this home compares
List Price
$1.95M
vs $4.00M median
51.2% below median
Price / Sq Ft
$525
vs $771 median
31.9% below median
Days on Market
1246 days
vs 46 days median
1200 days longer than median
Based on 29 active and 213 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of November 4, 2026.
Location
327 Middlesex Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$10,631
- Property Taxes$1,585
- Insurance$650
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Darien
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1953
- Living Area
- 3,715 sq ft
Schools
- Elementary
- Ox Ridge
- High
- Darien
Interior
- Heating
- Hot Air
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Basement
- Full
- Interior Features
- Auto Garage Door Opener
- Additional Rooms
- Laundry RoomMud Room
Exterior & Lot
- Lot Size
- 1.02 acres
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- BrookBeach Rights
- Construction
- ShingleWood
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- DeckFrench DoorsLightingPatioPorchStone Wall
- Lot Description
- Open LotIn Flood ZoneSome WetlandsLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $19,017 / Annually
- Days on Market
- 1246
- MLS #
- 170574955
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
Listed By
Ariana O'malley
Houlihan Lawrence
Buyer's Agent
Katherine Benson
Houlihan Lawrence
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/4/2026. 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 11/4/2026 at 5:45 AM UTC.