5 Middlesex Road Darien, CT $ 3,495,000
5 Middlesex Road
$ 3,495,000
Recently Listed
Open House 4/19 1pm - 3pm
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5 Middlesex Road

Darien, CT, 06820
$ 3,495,000
Bedrooms5 Baths4.1 Sq 6,195

Monthly Estimate*

$ 21,519

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Single Family Home for sale in Darien, CT

for $3,495,000 with 5 bedrooms and 4 full baths, 1 half bath. This 6,195 square foot home was built in 1880 on a lot size of 0.69.

Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to train, elementary school, downtown shopping/dining, and parks. South-facing and situated on over half an acre, this gracious residence offers 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 central air, a new boiler, natural gas conversion and a 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. Designed for both comfortable living and elegant entertaining, the home also features a formal dining room for large gatherings and an inviting family room for relaxing. Multiple outdoor spaces, along with FRONT AND REAR DRIVEWAYS for additional privacy, complete this exceptional offering.

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Open House

4/19/2026 1:00 PM - 3:00 PM
5 Middlesex Road Darien, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 3,495,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 23,029

Style

Lot Size

0.69

Year Built

1880

Town/City

Darien

MLS | Web ID

24157558

Features
General
Zoning R13
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.69
Directions Middlesex to #5. Please use front driveway. Enter thru stone pillars
High School Darien
City Darien
Elementary School Holmes
Sq Ft Total 6195
DOM 12
Year Built 1880
Style Colonial
Year Built Source Public Records
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Interior
Cooling System Central Air Zoned
Total Rooms 10
Basement Description Partial Unfinished
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Exterior
Water Source Public Water Connected
Lot Description Fence - Partial Treed Level Lot Professionally Landscaped
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* Excluded Features
List By
Allison Santopietro

Listing Agent

William Raveis Real Estate

Broker

allison.santopietro@raveis.com

Email

Affordability Calculator

$23,438
Per Month
92%
8%
0%
Monthly Principal & Interest
$21,519
Monthly Property Taxes
$1,919
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4705414 Elementary School
3041371 Middle School
Darien High School High School
Pricing History
DatePricePrice ChangeDescription
4/1/2026$3,495,000 Listed Price

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5 Middlesex Road, Darien, CT, 06820 is a Single Family Home for sale at $3,495,000 with 6,195 sqft and a lot size of 0.69. 5 Middlesex Road has 5 bedrooms, 4.1 baths, and was built in 1880. The property's zip code is 06820 which is in Darien, CT