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5 Middlesex Road, Darien, CT 06820

Single Family For Sale

$2,995,000
$483/sqft
5 Middlesex Road, Darien, CT
Active Open House 6/18 · 10am–12pm
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5
Bedrooms
5
Bathrooms
6,195
Sq Ft
0.57
Acres
1880
Year Built

About This Home

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. Some of the 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.

Listed by Allison Santopietro (203) 216-2462 with William Raveis Real Estate (203) 255-6841

Listing Snapshot

Price $2,995,000 Days on Our Site 0 days
Property Tax $23,029/yr Style Colonial
Year Built 1880 Total Sq Ft 6,195
Lot Size 0.57 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 4
Total Rooms 10 Half Baths 1

Key Features

Interior
  • Audio System
  • Auto Garage Door Opener
  • Security System
Appliances
  • Gas Range
  • Microwave
  • Range Hood
  • Subzero
  • Dishwasher
  • Washer
  • Gas Dryer
  • Wine Chiller
Outdoor
  • Terrace
  • Deck
  • Gutters
  • Garden Area
  • Lighting
  • Stone Wall
  • Underground Sprinkler
  • Patio

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage, Paved, Driveway

Systems & Utilities

Heat Hot Water
Fuel Natural Gas
Cooling Central Air, Zoned
Hot Water Other
Water Public Water Connected
Sewer Septic

Schools

Elem Holmes
Middle Middlesex
High Darien

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,919/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 17, 2026 Listed $2,995,000

Frequently Asked Questions

How much does 5 Middlesex Road in Darien, CT cost?
This property is listed at $2,995,000, which works out to $483 per square foot.
How many bedrooms does 5 Middlesex Road have?
This home has 5 bedrooms and 5 bathrooms.
What is the square footage of 5 Middlesex Road?
The home is 6,195 square feet, situated on 0.57 acres.
When was 5 Middlesex Road in Darien built?
This property was built in 1880.
Is 5 Middlesex Road, Darien, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 5 Middlesex Road, Darien in?
This home is served by the Darien public school system, with Holmes as the elementary school and Darien as the high school.
How do I schedule a tour of 5 Middlesex Road, Darien, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Allison Santopietro · (203) 216-2462

William Raveis Real Estate · (203) 255-6841

MLS# 24184412 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 17, 2026 9:43 AM UTC