Off market apr 2019 for $805K

$1,832,191

•

3,300

sq ft

537 Middlesex Rd, Darien, CT 06820

About this home

Single-familyProperty Type

1920Year Built

0.59 acresLot Size

$555Est. Price/Sq.Ft.

2 car garageParking

Listed by Douglas Milne • Houlihan Lawrence

Listed by Sheree Frank • Houlihan Lawrence

Bought with Jo Lombardo • Coldwell Banker Realty

Source:Smart MLS #170155802

Redfin Estimate

$1,832,191

$1.0M since sold in April 2019$35K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.2% lower than the average sale price ($3.06M) of 6 comparable homes.

SOLD JUL 16, 2026
$3,925,000
A
5 beds4.5 baths4,840 sq ft
8 Sunset Rd, Darien, CT 06820
SOLD SEP 15, 2026
$3,250,000
B
5 beds3.5 baths4,301 sq ft
11 McLaren Rd S, Darien, CT 06820
SOLD AUG 19, 2026
$3,352,000
C
5 beds3.5 baths3,621 sq ft
29 Hillcrest Ave, Darien, CT 06820
SOLD AUG 21, 2026
$3,300,000
D
5 beds2.5 baths3,316 sq ft
5 Birch Rd, Darien, CT 06820
SOLD AUG 3, 2026
$2,950,000
E
4 beds3.5 baths3,354 sq ft
3 Rocaton Rd, Darien, CT 06820
SOLD SEP 29, 2026
$1,600,000
F
4 beds3.5 baths3,260 sq ft
28 East Ln, Darien, CT 06820

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Earn from this home

Sell

$1,178,938

Est. take-home

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Rent

$6,431/mo

Redfin rental estimate

List your home for rent

Market trends in 06820, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.1%

1.1% MoM

Median sale price

$3.0M

$24K MoM

Avg. days on market

13d

0 days MoM

Recently sold homes

110

7 MoM

New listings for sale

COMING SOON
$4,995,000
6 beds5 baths6,040 sq ft
8 Bouton Ln, Darien, CT 06820
COMING SOON
$5,025,000
6 beds3 baths4,477 sq ft
6 Berry Ln, Darien, CT 06820
$1,850,000
4 beds3 baths3,414 sq ft
101 Hoyt St, Darien, CT 06820
$1,649,000
3 beds3 baths2,007 sq ft
27 Lakeside Ave, Darien, CT 06820
COMING SOON
$4,725,000
6 beds6 baths6,459 sq ft
12 Seagate Rd, Darien, CT 06820
$2,699,000
5 beds4.5 baths4,084 sq ft
53 Country Club Rd, Darien, CT 06820
$7,995,000
5 beds6.5 baths5,172 sq ft
3 Coves End Rd, Darien, CT 06820
$1,895,000
4 beds2.5 baths2,456 sq ft
9 Wilson Ridge Rd E, Darien, CT 06820
$3,795,000
4 beds4 baths4,361 sq ft
5 Cross Rd, Darien, CT 06820
$1,795,000
4 beds2 baths2,091 sq ft
150 Holmes Ave, Darien, CT 06820
See all

Provided by Redfin

Sale history for 537 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,286 (+2.2%)

$319,200 + $208,110

$527,310

2022

$9,086 (+2.3%)

$319,200 + $208,110

$527,310

2021

$8,880 (+3.1%)

$319,200 + $208,110

$527,310

2020

$8,611 (−0.9%)

$319,200 + $208,110

$527,310

2019

$8,685 (−25.0%)

$319,200 + $208,110

$527,310

2018

$11,585 (−0.5%)

$414,400 + $306,040

$720,440

2017

$11,642 (+2.5%)

$414,400 + $306,040

$720,440

2016

$11,361 (+5.1%)

$414,400 + $306,040

$720,440

2014

$10,814

$414,400 + $306,040

$720,440

Tax history for 537 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,286 (+2.2%)

$319,200 + $208,110

$527,310

2022

$9,086 (+2.3%)

$319,200 + $208,110

$527,310

2021

$8,880 (+3.1%)

$319,200 + $208,110

$527,310

2020

$8,611 (−0.9%)

$319,200 + $208,110

$527,310

2019

$8,685 (−25.0%)

$319,200 + $208,110

$527,310

2018

$11,585 (−0.5%)

$414,400 + $306,040

$720,440

2017

$11,642 (+2.5%)

$414,400 + $306,040

$720,440

2016

$11,361 (+5.1%)

$414,400 + $306,040

$720,440

2014

$10,814

$414,400 + $306,040

$720,440

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.59 Acres

Year renovated

—

Sq. Ft.

3,300

Year built

1920

Style

Single Family Residential

County

Fairfield County

APN

103355

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
Fireplaces Total: 1
Cooling System: Wall Unit
Appliances Included: Cook Top, Wall Oven, Refrigerator, Dishwasher, Disposal, Washer

Bathroom Information
# of Baths (Full): 4

Bedroom Information
Beds Total: 5

Room Information
Room Count: 10
Basement Description: Full, Crawl Space, None

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Patio, Terrace

Lot Information
Lot Description: Non Conforming Lot, Open Lot, Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Waterfront Description: Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3300

Financial

Assessments Information
Assessed Value: $720,440

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air, Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Ox Ridge

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Stables/Riding
Directions: Middlesex Road #537 - across from Ox Ridge Hunt Club
County: Fairfield

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,300
Stories: 2.0
Lot Size: 0.59 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Fairfield County
APN: 103355

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 0.4mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 1.8mi

10/10

Darien High School

Public 9-12 • Assigned • 0.9mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 16 days in 30 years

6/10 Wind Factor

71% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Darien, CT • 06820

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.74M – $2.11M

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Nearby similar homes

$1,649,000

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NEW CONSTRUCTIONVIDEO TOUR

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New listings for sale in 06820

COMING SOON

$4,995,000

6 beds5 baths6,040 sq ft

8 Bouton Ln, Darien, CT 06820

COMING SOON

$5,025,000

6 beds3 baths4,477 sq ft

6 Berry Ln, Darien, CT 06820

$1,850,000

4 beds3 baths3,414 sq ft

101 Hoyt St, Darien, CT 06820

$1,649,000

3 beds3 baths2,007 sq ft

27 Lakeside Ave, Darien, CT 06820

COMING SOON

$4,725,000

6 beds6 baths6,459 sq ft

12 Seagate Rd, Darien, CT 06820

$2,699,000

5 beds4.5 baths4,084 sq ft

53 Country Club Rd, Darien, CT 06820

$7,995,000

5 beds6.5 baths5,172 sq ft

3 Coves End Rd, Darien, CT 06820

$1,895,000

4 beds2.5 baths2,456 sq ft

9 Wilson Ridge Rd E, Darien, CT 06820

$3,795,000

4 beds4 baths4,361 sq ft

5 Cross Rd, Darien, CT 06820

Home values near 537 Middlesex Rd

Data from public records.

Address	Redfin Estimate
503 Middlesex Rd, Darien, CT 5 Beds \| 4.5 Baths \| 4548 Sq. Ft.	$3,916,617
515 Middlesex Rd, Darien, CT 7 Beds \| 6 Baths \| 7972 Sq. Ft.	$3,587,971

Address	Redfin Estimate
561 Middlesex Rd, Darien, CT 4 Beds \| 3.5 Baths \| 3411 Sq. Ft.	$2,993,421
495 Middlesex Rd, Darien, CT 4 Beds \| 2.5 Baths \| 2368 Sq. Ft.	$2,290,375

Address	Redfin Estimate
527 Middlesex Rd, Darien, CT 6 Beds \| 7 Baths \| 8007 Sq. Ft.	$5,789,260
556 Middlesex Rd, Darien, CT 6 Beds \| 5.5 Baths \| 5362 Sq. Ft.	$4,013,032

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

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