Off Market Jul 2025 for $4M

$4,464,511

Est. refi paymentEst. refi $15,716/mo

•

6,293

sq ft

176 Middlesex Rd, Darien, CT 06820

About this home

Look no further-176 Middlesex Road is the home that truly has it all. Blending timeless character with modern comfort, this exceptional 6-bedroom, 5.5-bath residence offers three full floors of living space plus a beautifully finished basement-designed for effortless entertaining and relaxed everyday living. The main level features an open-concept kitchen and living area with premium appliances, custom cabinetry, and a spacious center island. This bright, welcoming space flows seamlessly to your private backyard oasis, where a heated gunite pool by GlenGate and patio set the scene for unforgettable summer gatherings or peaceful evenings under the stars. Upstairs, the luxurious primary suite is your personal retreat-complete with two generous walk-in closets and a spa-like en suite bath. Additional bedrooms are thoughtfully designed with comfort and privacy in mind, while the third floor offers flexible space ideal for a guest suite, home office, or au pair accommodations, complete with a bedroom, full bath, and recreational area. The finished lower level expands your lifestyle possibilities with a media room, home gym, and ample storage throughout. Eco-conscious buyers will appreciate the addition of solar panels, offering energy efficiency without compromise. Perfectly located just minutes from Darien Commons, train, and schools, 176 Middlesex Road combines convenience, luxury, and serene sophistication-all in one remarkable home.

Single-familyProperty Type

2014Year Built

0.5 acresLot Size

$709Est. Price/Sq.Ft.

3 car garageParking

Listed by Ashley Dineen • Compass Connecticut, LLC

Bought with Keiley Fuller • Compass Connecticut, LLC

Source:Smart MLS #24089170

Redfin Estimate

$4,464,511

$440K since sold in July 2025$24K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 34.9% higher than the average sale price ($3.31M) of 6 comparable homes.

SOLD AUG 7, 2026
$3,250,000
A
5 beds5.5 baths5,226 sq ft
14 Revere Rd, Darien, CT 06820
SOLD JUL 15, 2026
$2,800,000
B
5 beds5.5 baths4,539 sq ft
44 Maple St, Darien, CT 06820
SOLD DEC 17, 2025
$3,550,000
C
5 beds5.5 baths5,356 sq ft
311 Noroton Ave, Darien, CT 06820
SOLD DEC 31, 2025
$2,800,000
D
6 beds5.5 baths6,794 sq ft
130 West Ave, Darien, CT 06820
SOLD MAR 2, 2026
$3,250,000
E
6 beds5.5 baths6,407 sq ft
19 Georgian Ln, Darien, CT 06820
SOLD AUG 7, 2026
$4,200,000
F
5 beds4.5 baths5,678 sq ft
2 Roland Dr, Darien, CT 06820

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,049,163

Est. take-home

List your home with Redfin and save $44,645

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$7,235/mo

Redfin rental estimate

List your home for rent

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

COMING SOON
$1,050,000
4 beds1.5 baths1,883 sq ft
29 Lynn Ct, Darien, CT 06820
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 176 Middlesex Rd

Date

Event

Price

Smart MLS #24089170

Jul 18, 2025

Sold

$4,025,000

$640/sq ft

Apr 30, 2025

Pending

—

Apr 24, 2025

Listed

$3,695,000

$587/sq ft

Apr 18, 2025

Coming Soon

$3,695,000

$587/sq ft

Smart MLS #99080258

Jun 15, 2015

Sold

$2,595,000

$412/sq ft

May 5, 2015

Listing Removed

—

Sep 16, 2014

Listed

$2,595,000

$412/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$28,525 (+2.2%)

$431,410 + $1,188,390

$1,619,800

2022

$27,909 (+2.3%)

$431,410 + $1,188,390

$1,619,800

2021

$27,277 (+3.1%)

$431,410 + $1,188,390

$1,619,800

2020

$26,451 (−0.9%)

$431,410 + $1,188,390

$1,619,800

2019

$26,678 (+0.2%)

$431,410 + $1,188,390

$1,619,800

2018

$26,615 (−0.5%)

$476,000 + $1,179,150

$1,655,150

2017

$26,747 (+5.3%)

$476,000 + $1,179,150

$1,655,150

2016

$25,400

$476,000 + $1,134,630

$1,610,630

Tax history for 176 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,525 (+2.2%)

$431,410 + $1,188,390

$1,619,800

2022

$27,909 (+2.3%)

$431,410 + $1,188,390

$1,619,800

2021

$27,277 (+3.1%)

$431,410 + $1,188,390

$1,619,800

2020

$26,451 (−0.9%)

$431,410 + $1,188,390

$1,619,800

2019

$26,678 (+0.2%)

$431,410 + $1,188,390

$1,619,800

2018

$26,615 (−0.5%)

$476,000 + $1,179,150

$1,655,150

2017

$26,747 (+5.3%)

$476,000 + $1,179,150

$1,655,150

2016

$25,400

$476,000 + $1,134,630

$1,610,630

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

0.5 Acres

Year renovated

—

Sq. Ft.

5,393

Year built

2014

Style

Single Family Residential

County

Fairfield County

APN

2644582

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

Interior Information
Total Rooms: 12
Laundry Room Info: Upper Level
Interior Features: Auto Garage Door Opener, Central Vacuum, Security System
Lighting, Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air, Ductless
Appliances Included: Oven/Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 1

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Foyer, Gym, Laundry Room, Mud Room
Basement Description: Full, Heated, Storage, Fully Finished, Cooled
Has Attic
Attic Description: Heated, Storage Space, Finished, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle
Exterior Features: Garden Area, Lighting, French Doors, Underground Sprinkler, Patio

Lot Information
Lot Description: Fence - Partial, Level Lot, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Heated, In Ground Pool

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5393

Financial

Assessments Information
Assessed Value: $1,910,020

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Domestic
Heat Type: Hot Air, Other
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Active Solar, Generator, Programmable Thermostat

Location

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

Location Information
State: Connecticut
Directions: Middlesex Rd
County: Fairfield

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 5,393
Stories: 2.0
Lot Size: 0.5 acres
Style: Single Family Residential
Year Built: 2014
Year Renovated: —
County: Fairfield County
APN: 2644582

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Royle Elementary School

Public PreK-5 • Assigned • 1.4mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 0.2mi

10/10

Darien High School

Public 9-12 • Assigned • 0.7mi

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

72% 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

$4.24M – $5.14M

Reach more buyers when you sell with Redfin. Save up to $44,645 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$1,699,900

5 beds3.5 baths3,046 sq ft

2435 Boston Post Rd, 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

OPEN SUN, 12PM TO 2PM

$689,000

3 beds2 baths1,248 sq ft

218 Knickerbocker Ave, Stamford, CT 06907

$1,299,000

3 beds2 baths3,094 sq ft

53 Maple St, Darien, CT 06820

OPEN SAT, 12PM TO 2PM

$575,000

3 beds1.5 baths2,107 sq ft

35 Faucett St, Stamford, CT 06906

$515,000

2 beds1 bath1,160 sq ft

31 Hamilton Ave, Stamford, CT 06902

New listings for sale in 06820

COMING SOON

$1,050,000

4 beds1.5 baths1,883 sq ft

29 Lynn Ct, Darien, CT 06820

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

Home values near 176 Middlesex Rd

Data from public records.

Address	Redfin Estimate
159 Middlesex Road, Darien, CT 6 Beds \| 8 Baths \| 5620 Sq. Ft.	$4,954,167
193 Middlesex Road, Darien, CT 4 Beds \| 2.5 Baths \| 3881 Sq. Ft.	$3,131,446

Address	Redfin Estimate
175 Middlesex Road, Darien, CT 4 Beds \| 6.5 Baths \| 5233 Sq. Ft.	$3,979,680
179 Middlesex Road, Darien, CT 5 Beds \| 3.5 Baths \| 4412 Sq. Ft.	$3,567,750

Address	Redfin Estimate
181 Middlesex Road, Darien, CT 6 Beds \| 5.5 Baths \| 5066 Sq. Ft.	$3,545,666
158 Middlesex Road, Darien, CT 4 Beds \| 2 Baths \| 2500 Sq. Ft.	$1,946,086

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Weston homes for sale
Monroe homes for sale
Fairfield homes for sale
New Canaan homes for sale

Houses for rent in Noroton Heights	Agents near me	Norwalk, CT homes for sale	Noroton Heights Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Noroton Heights Property Records
Condos for sale near me	Westport, CT homes for sale	CT New Listings

Greenwich homes for sale
Darien homes for sale
Stamford homes for sale

06820 homes for sale
06902 homes for sale
06906 homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06820, CT

Sale history for 176 Middlesex Rd

Tax history for 176 Middlesex Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06820

Home values near 176 Middlesex Rd

More real estate resources