Home Homes for Sale Darien, CT 5 Middlesex Road

5 Middlesex Road, Darien, CT 06820

Single Family For Sale

$3,495,000
$564/sqft
5 Middlesex Road, Darien, CT Coming Soon
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5
Bedrooms
5
Bathrooms
6,195
Sq Ft
0.69
Acres
1880
Year Built

About This Home

Step into a rare offering that beautifully captures the essence of classic New England living-a stately 1880s residence set in one of the Gold Coast's most desirable towns. South-facing and beautifully sited on over 1/2 acre, this gracious home offers more than 6,100 sqft of character, elegance, and modern comfort. From the grand living room with its soaring ceiling to the warmth of 3 fireplaces and hardwood flooring throughout, the home is rich with architectural detail. Bow windows, natural wood beams, and intricate moldings create a timeless sense of craftsmanship that is rarely found today. Every room tells a story while offering spaces designed for both everyday living and memorable entertaining. Host elegant gatherings in the formal dining room, relax in the sun-filled garden room with heated slate floors, or unwind in the inviting family room. The home's warmth and charm are felt throughout, yet thoughtful updates ensure modern comfort, including newer central air, natural gas conversion, and integrated sound throughout the main living areas, primary suite, and veranda. The gourmet kitchen is thoughtfully designed, featuring a large center island, 6 burner gas range, Sub-Zero refrigeration, warming drawer & a wet bar. A back staircase provides convenient access to the upper level. Outdoor living is equally inviting, with multiple spaces for quiet or lively gatherings. Front and back driveways. This home is a true blend of heritage, elegance and modern luxury.

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

Listing Snapshot

Price $3,495,000 Days on Market
Property Tax $23,029/yr Style Colonial
Year Built 1880 Total Sq Ft 6,195
Lot Size 0.69 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 Air, Zoned
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
Mar 30, 2026 Listed $3,495,000

Frequently Asked Questions

How much does 5 Middlesex Road in Darien, CT cost?
This property is listed at $3,495,000, which works out to $564 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 0.69 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 "Coming Soon". 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# 24157558 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 30, 2026 7:19 PM UTC