5 Middlesex Road, Darien, CT, 06820

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$3,245,000
50 Days On Site

5 Middlesex Road
Darien, CT 06820

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
6,195
SqFt
$524
/SqFt
1880
Built
County:
Fairfield
Listing courtesy of Allison Santopietro of William Raveis Real Estate Office Phone: (203) 255-6841 Broker Contact: (203) 216-2462
Upcoming Open Houses
Sun, May 24, 2:00 PM - 4:00 PM
5 Middlesex Road5 Middlesex Road5 Middlesex Road5 Middlesex Road
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Mortgage Calculator

Monthly Payment (Est.)

$14,805
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to the train, elementary school, downtown shopping/dining, and parks. Situated on over half an acre this home also enjoys access to a private Cul de sac ideal for bike rides and walks, creating a true neighborhood feel. As you enter the home, you are greeted by a two-story foyer and 6,195 sqft of character, elegance, and modern convenience. The gourmet kitchen is thoughtfully appointed with a large center island, six-burner gas range, Sub-Zero refrigeration, warming drawer, wet bar, and a convenient back staircase to the second level. Two potential primary suites provide exceptional flexibility, each offering spa-like baths and peaceful retreats. Recent updates include new central air(2023 & 2024), a new boiler, natural gas conversion and new flat roof. Integrated sound runs throughout the main living areas, primary suite, and veranda. A stunning formal living room with a soaring 12-ft ceiling is among the home's most impressive features, highlighted by a beautiful bow window and opening to the veranda and sun-filled garden room with heated slate floors. This extraordinary space creates an unforgettable first impression and is even more impressive in person than photos can capture. Rich hardwood flooring, natural wood beams, intricate moldings, and three fireplaces showcase timeless craftsmanship rarely found today.

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Listing Snapshot
Price 
$3,245,000
Days On Site 
50 Days
Bedrooms 
5
Inside Area (SqFt) 
6,195 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.69 Acres
Year Built 
1880
MLS® Number 
24157558
Status 
Active
Property Tax 
$23,029
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
18 hours agoListing updated with changes from the MLS®
a week agoStatus changed to Active
a week agoPrice changed to $3,245,000
2 months agoListing first seen on site
General Features
Acres 
0.69
Attached Garage 
Yes
Foundation 
Stone
Garage 
Yes
Garage Spaces 
2
Parking 
GravelPavedGarage Door OpenerPrivateDrivewayAttached
Parking Spaces 
6
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
6195
Style 
Colonial
Water Source 
Public
Zoning 
R13
Interior Features
Appliances 
DishwasherGas RangeMicrowaveWasherDryerRange HoodWine Cooler
Basement 
PartialUnfinished
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplaces 
3
Heating 
Natural GasForced AirZoned
Interior 
Sound System
Library 
Level - MainFeatures - Bookcases
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Exterior Features
Construction Details 
FrameClapboard
Exterior 
Garden
Lot Features 
LevelWooded
Patio And Porch 
DeckPatio
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Holmes
Middle School
Middlesex
High School
Darien
Listing courtesy of Allison Santopietro of William Raveis Real Estate Office Phone: (203) 255-6841 Broker Contact: (203) 216-2462



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-05-20 10:10 AM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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