Off market jun 2023 for $1.8M

$2,019,337

Est. refi paymentEst. refi $12,801/mo

•

3,258

sq ft

27A Middlesex Rd, Darien, CT 06820

About this home

Picture perfect, meticulously maintained 4 bed home, set back with a relaxing front porch, attached 2 car garage, & a fully fenced flat backyard. Entry welcomes you either to the kitchen, the office or upstairs. Kitchen is nestled between the dining room & breakfast area, a wonderful entertaining space (appliances updated last 5 years). The patio door leads off the open plan family room, seamless flow for inside outside living. Upstairs, the spacious landing guides you left, to any of the three bedrooms, the family bath, and right, laundry room & expansive primary suite. With a soaring ceiling, the primary has a walk-in closet, & whirlpool bath with double sinks - an oasis retreat. The lower level is a dream - media room, gym and slumber-party area. This home has everything!!

Single-familyProperty Type

1994Year Built

0.44 acresLot Size

$620Est. Price/Sq.Ft.

2 car garageParking

Listed by Jeanne Siddell • Berkshire Hathaway NE Prop.

Bought with Spencer Thune • Compass Connecticut, LLC

Source:Smart MLS #170555839

Redfin Estimate

$2,019,337

$144K since sold in June 2023$38K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.4% higher than the average sale price ($1.60M) of 6 comparable homes.

SOLD SEP 9, 2026
$1,875,000
A
4 beds2 baths2,350 sq ft
105 Rose Ln, Darien, CT 06820
SOLD JUL 30, 2026
$1,565,000
B
4 beds2.5 baths2,460 sq ft
17 Briar Brae Rd, Darien, CT 06820
SOLD JUN 18, 2026
$1,810,000
C
4 beds3 baths2,390 sq ft
132 Hoyt St, Darien, CT 06820
SOLD AUG 24, 2026
$1,776,000
D
4 beds3 baths2,745 sq ft
105 Holmes Ave, Darien, CT 06820
SOLD NOV 17, 2025
$1,580,000
E
4 beds2.5 baths2,120 sq ft
20 Denhurst Pl, Darien, CT 06820
SOLD JUN 25, 2026
$980,000
F
3 beds2 baths2,375 sq ft
125 Joffre Ave, Stamford, CT 06905

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Earn from this home

Sell

$493,342

Est. take-home

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Refinance

Est. cash available

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Rent

$5,101/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.9%

2.0% MoM

Median sale price

$2.9M

$131K MoM

Avg. days on market

17d

4 days MoM

Recently sold homes

21 MoM

New listings for sale

NEW 13 HRS AGO
$1,450,000
3 beds2.5 baths2,955 sq ft
86 Camp Ave, Darien, CT 06820
$6,985,000
7 beds10 baths9,058 sq ft
451 Mansfield Ave, Darien, CT 06820
OPEN SUN, 1PM TO 4PM
$4,995,000
6 beds5 baths6,040 sq ft
8 Bouton Ln, Darien, CT 06820
$5,025,000
6 beds3 baths4,477 sq ft
6 Berry Ln, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$4,725,000
6 beds6 baths6,459 sq ft
12 Seagate Rd, 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
$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
See all

Provided by Redfin

Sale history for 27A Middlesex Rd

Date

Event

Price

Smart MLS #170555839

Jun 23, 2023

Sold

$1,875,000

$576/sq ft

May 2, 2023

Pending

—

Apr 20, 2023

Listed

$1,575,000

$483/sq ft

Apr 17, 2023

Coming Soon

$1,575,000

$483/sq ft

GMLS #118071

Jun 26, 2023

Delisted

—

Jun 23, 2023

Sold

$1,875,000

$576/sq ft

May 2, 2023

Pending

—

Apr 17, 2023

Listed

$1,575,000

$483/sq ft

+22

Public Records

Jun 23, 2010

Sold

$1,150,000

$353/sq ft

Smart MLS #98105775

Jul 11, 2001

Listed

$829,000

$254/sq ft

Public Records

Dec 16, 1994

Sold

$469,500

$144/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$11,875 (+2.2%)

$422,100 + $252,210

$674,310

2022

$11,618 (+2.3%)

$422,100 + $252,210

$674,310

2021

$11,355 (+3.1%)

$422,100 + $252,210

$674,310

2020

$11,011 (−0.9%)

$422,100 + $252,210

$674,310

2019

$11,106 (−8.0%)

$422,100 + $252,210

$674,310

2018

$12,070 (−0.5%)

$465,780 + $284,830

$750,610

2017

$12,130 (+2.5%)

$465,780 + $284,830

$750,610

2016

$11,837 (+5.1%)

$465,780 + $284,830

$750,610

2014

$11,267

$465,780 + $284,830

$750,610

Tax history for 27A Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,875 (+2.2%)

$422,100 + $252,210

$674,310

2022

$11,618 (+2.3%)

$422,100 + $252,210

$674,310

2021

$11,355 (+3.1%)

$422,100 + $252,210

$674,310

2020

$11,011 (−0.9%)

$422,100 + $252,210

$674,310

2019

$11,106 (−8.0%)

$422,100 + $252,210

$674,310

2018

$12,070 (−0.5%)

$465,780 + $284,830

$750,610

2017

$12,130 (+2.5%)

$465,780 + $284,830

$750,610

2016

$11,837 (+5.1%)

$465,780 + $284,830

$750,610

2014

$11,267

$465,780 + $284,830

$750,610

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.44 Acres

Year renovated

—

Sq. Ft.

2,408

Year built

1994

Style

Single Family Residential

County

Fairfield County

APN

105335

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

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

Interior

Virtual Tour Information

Interior Information
Total Rooms: 9
Laundry Room Info: Upper Level
Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan, Security System
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Cooktop, Gas Range, Range Hood, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Laundry Room
Room Count: 12
Basement Description: Full, Partially Finished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Gutters, Patio, Porch, Shed

Lot Information
Lot Description: Level Lot, Fence - Full

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Grey

Property Information
Waterfront Description: Beach Rights
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2408
Driveway Type: Private, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $674,310

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Tankless Hotwater
Heat Type: Hot Air
Heat Fuel Type: Natural Gas

Location

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Holmes

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Paddle Tennis, Public Transportation, Tennis Courts
Directions: Middlesex road, past Hoyt intersection on the right
County: Fairfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,408
Stories: 2.0
Lot Size: 0.44 acres
Style: Single Family Residential
Year Built: 1994
Year Renovated: —
County: Fairfield County
APN: 105335

Home facts updated by county records on Jul 19, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Holmes Elementary School

Public PreK-5 • Assigned • 0.1mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 0.9mi

10/10

Darien High School

Public 9-12 • Assigned • 1.3mi

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

6/10 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 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.92M – $2.32M

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Home values near 27A Middlesex Rd

Data from public records.

Address	Redfin Estimate
38 Middlesex Rd, Darien, CT 4 Beds \| 2 Baths \| 1830 Sq. Ft.	$1,708,274
21 Middlesex Rd, Darien, CT 4 Beds \| 3.5 Baths \| 2994 Sq. Ft.	$2,125,234

Address	Redfin Estimate
29 Middlesex Rd, Darien, CT 4 Beds \| 4 Baths \| 2721 Sq. Ft.	$2,034,390
23 Middlesex Rd, Darien, CT 4 Beds \| 4.5 Baths \| 2866 Sq. Ft.	$2,207,303

Address	Redfin Estimate
27 Middlesex Rd, Darien, CT 5 Beds \| 5.5 Baths \| 5098 Sq. Ft.	$2,821,810
25 Middlesex Rd, Darien, CT 4 Beds \| 2.5 Baths \| 2388 Sq. Ft.	$1,864,050

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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