New Listing - 03/30/2026

$3,495,000 ($564.16 per sqft)

Est. Mortgage $16,539/mo *

Quick Pre-Approval

Open House Schedule

04/04/2026
12:00 PM to 3:00 PM
Google calendar
Other calendars


5 Middlesex Road, Darien, CT, 06820

5 Middlesex Road, Darien, CT, 06820

10 rooms

5 beds

4 Full / 1 Half baths

1880

Colonial

6,195 sqft

Step into a rare offering that 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 half an acre, this gracious home offers more than 6,100 sqft of character, elegance, and modern comfort. A stunning formal living room with a soaring 12-foot 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. Designed for both comfortable living and elegant entertaining, the home also features a formal dining room and an inviting family room. 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. Updates include central air, a newer boiler, natural gas conversion, and integrated sound throughout the main living areas, primary suite, and veranda. Multiple outdoor spaces, along with FRONT AND REAR DRIVEWAYS, complete this exceptional offering. Close to train and Holmes school.


Status:

Active

Type:

Single-family residential

Laundry Remarks:

Upper Level

Zoning:

R13

Garage:

2-car Attached Garage, Paved, Driveway

Heating:

Hot Air, Zoned

Cooling:

Central Air, Zoned

Basement:

Partial, Unfinished

Parking:

6-car

Acreage:

0.69

Est. Taxes:

$23,029

Assessment

$1,487,640

Lot Description:

Fence - Partial,Treed,Level Lot,Professionally Landscaped

Elementary School:

Holmes

Middle School:

Middlesex

High School:

Darien

Days on Market:

1

Appliances:

Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Gas Dryer, Wine Chiller

MLS #:

24157558


Community Info

School Info

Walk Score

Mass Transit

Yelp