Off Market Jan 2014 for $3M

$5,084,332

Est. refi paymentEst. refi $5,344/mo

•

5,800

sq ft

569 Middlesex Rd, Darien, CT 06820

About this home

This newly constructed five bedroom colonial on a very private cul-de-sac in North Darien offers the charm and elegance of yesteryear with the ultimate modern amenities desired. Spectacular woodwork, high ceilings, incredible flow and sun filled rooms. A dream master chef's kitchen with top of the line appliances, chic countertops, and a great DR overlook the lush property and slate patio with built in grill. Oversized great room with fireplace, formal LR and DR, paneled library and a slate mudroom with great closet space. Upstairs in addition to a fabulous great room and study area, there are five bedrooms, a vaulted master suite with dressing room, master bath with rainforest shower and soaking tub.

Single-familyProperty Type

2013Year Built

1.36 acresLot Size

$877Est. Price/Sq.Ft.

3 car garageParking

Listed by Eileen Hanford • Halstead Real Estate

Bought with Eileen Hanford • Halstead Real Estate

Source:Smart MLS #99027043

Redfin Estimate

$5,084,332

$2.1M since sold in January 2014$5,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.4% higher than the average sale price ($4.48M) of 6 comparable homes.

SOLD JUL 29, 2026
$4,000,000
A
5 beds4.5 baths5,166 sq ft
16 Overbrook Ln, Darien, CT 06820
SOLD JUN 23, 2026
$4,795,000
B
5 beds5 baths6,798 sq ft
74 Salisbury Rd, Darien, CT 06820
SOLD AUG 7, 2026
$4,200,000
C
5 beds4.5 baths5,678 sq ft
2 Roland Dr, Darien, CT 06820
SOLD JUL 23, 2026
$5,000,000
D
5 beds7 baths8,035 sq ft
473 Hollow Tree Ridge Rd, Darien, CT 06820
SOLD MAY 29, 2026
$4,500,000
E
5 beds5 baths5,864 sq ft
6 Cloudy Ln, Darien, CT 06820
SOLD APR 28, 2026
$4,400,000
F
5 beds5 baths6,052 sq ft
15 Waterbury Ln, Darien, CT 06820

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Earn from this home

Sell

$3,077,407

Est. take-home

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Refinance

Est. cash available

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Rent

$7,286/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

112.0%

+1.8% MoM

Median sale price

$3.0M

$202K MoM

Avg. days on market

12d

1 days MoM

Recently sold homes

30 MoM

New listings for sale

OPEN SAT, 1PM TO 2:30PM
$949,000
2 beds1 bath910 sq ft
64 Noroton Ave, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$2,250,000
4 beds3.5 baths3,511 sq ft
1644 Boston Post Rd, Darien, CT 06820
$1,999,000
4 beds2.5 baths3,065 sq ft
2 Stony Brook Rd S, Darien, CT 06820
OPEN SUN, 1PM TO 3PM
$1,495,000
4 beds2 baths3,182 sq ft
1646 Boston Post Rd, Darien, CT 06820
COMING SOON
$7,500,000
5 beds7 baths10,213 sq ft
460 Middlesex Rd, Darien, CT 06820
$1,299,000
3 beds2 baths3,094 sq ft
53 Maple St, Darien, CT 06820
$3,950,000
5 beds5.5 baths5,500 sq ft
700 Hollow Tree Ridge Rd, Darien, CT 06820
See all

Provided by Redfin

Sale history for 569 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,126 (+2.2%)

$553,280 + $1,100,680

$1,653,960

2022

$28,498 (+2.3%)

$553,280 + $1,100,680

$1,653,960

2021

$27,853 (+3.1%)

$553,280 + $1,100,680

$1,653,960

2020

$27,009 (−0.9%)

$553,280 + $1,100,680

$1,653,960

2019

$27,241 (−16.9%)

$553,280 + $1,100,680

$1,653,960

2018

$32,762 (−0.5%)

$638,400 + $1,399,020

$2,037,420

2017

$32,925 (+2.5%)

$638,400 + $1,399,020

$2,037,420

2016

$32,130 (+5.1%)

$638,400 + $1,399,020

$2,037,420

2014

$30,582

$638,400 + $1,399,020

$2,037,420

Tax history for 569 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,126 (+2.2%)

$553,280 + $1,100,680

$1,653,960

2022

$28,498 (+2.3%)

$553,280 + $1,100,680

$1,653,960

2021

$27,853 (+3.1%)

$553,280 + $1,100,680

$1,653,960

2020

$27,009 (−0.9%)

$553,280 + $1,100,680

$1,653,960

2019

$27,241 (−16.9%)

$553,280 + $1,100,680

$1,653,960

2018

$32,762 (−0.5%)

$638,400 + $1,399,020

$2,037,420

2017

$32,925 (+2.5%)

$638,400 + $1,399,020

$2,037,420

2016

$32,130 (+5.1%)

$638,400 + $1,399,020

$2,037,420

2014

$30,582

$638,400 + $1,399,020

$2,037,420

*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

1.36 Acres

Year renovated

—

Sq. Ft.

5,442

Year built

2013

Style

Single Family Residential

County

Fairfield County

APN

102705

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: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 12
Laundry Room Location: Upper
Interior Features: Audio System, Central Vacuum, Security System
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Counter Grill, Cook Top, Dishwasher, Dryer, Freezer, Microwave, Oven/Range, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 12
Basement Description: Fully Finished, Full, Liveable Space
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: French Doors, Grill, Lighting, Porch, Underground Sprinkler, Terrace

Lot Information
Lot Description: On Cul-De-Sac, Level Lot, Treed

Building Information
New Construction Type: Completed/Never Occupied
Foundation Type: Concrete
Construction Description: Frame
Color: Yellow

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5442

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Heat Type: Hot Air, Steam
Fuel Tank Location: In Basement
Energy Features: Extra Insulation, Thermopane Windows, Ridge Vents

Location

HOA Information
Association Amenities: Golf Course, Park, Pool, Tennis Courts

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

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Park, Pool, Public Transportation, Shopping/Mall, Tennis Courts
Directions: Mansfield to Middlesex
County: Fairfield

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 5,442
Stories: 2.0
Lot Size: 1.36 acres
Style: Single Family Residential
Year Built: 2013
Year Renovated: —
County: Fairfield County
APN: 102705

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 0.1mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.0mi

10/10

Darien High School

Public 9-12 • Assigned • 1.2mi

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

$4.83M – $5.85M

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Home values near 569 Middlesex Rd

Data from public records.

Address	Redfin Estimate
561 Middlesex Rd, Darien, CT 4 Beds \| 3.5 Baths \| 3411 Sq. Ft.	$3,116,954
556 Middlesex Rd, Darien, CT 6 Beds \| 5.5 Baths \| 5362 Sq. Ft.	$4,383,130

Address	Redfin Estimate
575 Middlesex Rd, Darien, CT 4 Beds \| 4.5 Baths \| 5816 Sq. Ft.	$3,934,791
571 Middlesex Rd, Darien, CT 3 Beds \| 4 Baths \| 3844 Sq. Ft.	$3,420,222

Address	Redfin Estimate
600 Middlesex Rd, Darien, CT 5 Beds \| 4.5 Baths \| 6452 Sq. Ft.	$4,832,728
599 Middlesex Rd, Darien, CT 6 Beds \| 8 Baths \| 11764 Sq. Ft.	$6,327,302

Property information provided by Smart MLS when last listed in 2013. This data may not match . Learn more.

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