288 Middlesex Rd, Darien, CT 06820
OFF MARKET

288 Middlesex Rd
Darien, CT 06820

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

$5,545,200

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $35,865/mo*
Refinance Your Home

$5,545,200

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $35,865/mo*
Refinance Your Home
5 Beds
5 Baths
4,960 sqft
(on 1.35 acres)

Local Information

Map showing home location
© Google
-- 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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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
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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
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
29 Stony Brook Road, Darien, CT
0.27
Single-Family Home
$4,200,000
07/14/25
4
4.5
5,308
26 Holly Lane, Darien, CT
0.21
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
12 Kona Road, Darien, CT
0.34
Single-Family Home
$4,400,000
05/29/25
5
6.5
6,805
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
162 Leroy Avenue, Darien, CT
0.59
Single-Family Home
$3,825,000
07/15/25
5
5
4,295
311 Noroton Avenue, Darien, CT
0.37
Single-Family Home
$3,550,000
12/17/25
5
5.5
5,356
5 Shields Lane, Darien, CT
0.23
Single-Family Home
$4,602,000
05/01/26
4
6
4,748

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Assigned Schools

These are the assigned schools for 288 Middlesex Rd.
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Neighborhood Overview

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

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 288 Middlesex Rd

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Off Market Homes Near 288 Middlesex Rd

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Homes for rent near 288 Middlesex Rd

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288 Middlesex Rd, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 4,960 sqft single-family home built in 1733. 288 Middlesex Rd is located in Noroton Heights, Darien. This property is not currently available for sale. 288 Middlesex Rd was last sold on Jun 27, 2011 for $3,350,000. The current Trulia Estimate for 288 Middlesex Rd is $5,545,200.