288 Middlesex Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

288 Middlesex Rd
Darien, CT 06820

Noroton Heights
  • 5 Beds
  • 5 Baths
  • 4,960 sqft (on 1.35 acres)

$5,474,200

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $35,292/mo*
Refinance Your Home

$5,474,200

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $35,292/mo*
Refinance Your Home
5 Beds
5 Baths
4,960 sqft
(on 1.35 acres)

Local Information

  • Map ViewExplore the area around 288 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

CLASSIC COLONIAL BEAUTIFULLY RESTORED & UPDATED OFFERING GRACIOUS ENTERTAINING SPACES WITH METICULOUSLY MANICURED GROUNDS. SEPARATE POOL/GUEST HOUSE & GARAGE RENOVATED IN 2008.
288 Middlesex Rd, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 4,960 sqft single-family home in Noroton Heights, built in 1733. It last sold for $3,350,000 on Jun 27, 2011. It is currently off market. The Trulia Estimate is $5,474,200, with a rent estimate of $23,939/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 288 Middlesex Rd

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1733
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: WoodPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.35 acres

Price History for 288 Middlesex Rd

DatePriceEventSource
06/27/2011$3,350,000Sold
Smart MLS #98495944
04/27/2011$3,595,000PendingAgent Provided
04/06/2011$3,595,000Listed For SaleAgent Provided
06/17/1994$875,000Sold
N/A

Market trends in Darien

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$32,763
Assessment$2,116,450
Home facts updated by county records

Comparable Sales for 288 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Old Parish Road, Darien, CT
0.07
Single-Family Home
$3,550,000
06/12/26
4
4.5
4,825
25 Libby Lane, Darien, CT
0.20
Single-Family Home
$4,325,000
07/29/25
5
6
5,545
54 Stony Brook Rd, Darien, CT
0.27
Single-Family Home
$4,425,000
08/04/25
6
6
6,446
26 Holly Lane, Darien, CT
0.21
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
43 Stony Brook Rd, Darien, CT
0.22
Single-Family Home
$3,775,000
06/23/26
5
6.5
7,200
16 Libby Lane, Darien, CT
0.24
Single-Family Home
$2,976,000
06/24/26
4
4.5
2,928
326 Hollow Tree Ridge Road, Darien, CT
0.57
Single-Family Home
$3,650,000
08/20/25
5
4.5
6,860
6 Priscilla Lane, Darien, CT
0.53
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192
8 Haskell Ln, Darien, CT
0.44
Single-Family Home
$4,750,000
06/22/26
6
5
6,810
311 Noroton Avenue, Darien, CT
0.37
Single-Family Home
$3,550,000
12/17/25
5
5.5
5,356

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 288 Middlesex Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Noroton Heights
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Noroton Heights

At least 1 Trulia users voted on each feature.

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say people would walk alone at night

  • 100 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

17 rentals with a garage in Darien, CT

Explore by feature - Air Conditioning

20 rentals with air conditioning in Darien, CT

Explore by feature - Pool

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Darien, CT

Explore by feature - Outdoor Space

Homes for sale near 288 Middlesex Rd

Skip to last item
Skip to first item

Off Market Homes Near 288 Middlesex Rd

Skip to last item
Skip to first item