Off Market Jun 2017 for $1.2M

$2,680,193

•

4,500

sq ft

369 Middlesex Rd, Darien, CT 06820

About this home

Original main house of Stony Brook Farm, updated and renovated, but still maintaining original character. Enter the large foyer into this 3442 sf 6 bedroom colonial. Wainscoting and beautiful old wood floors create character. Large dining room with fireplace leads to butler’s pantry and country kitchen, which also opens onto bright sun room. Unique living room and connecting parlor create great flow, and move seamlessly into the 20 x 10 family room with fireplace leading to terrace, overlooking 2 beautiful acres. Master on 2nd floor with dressing room, and 2 other bedrooms, with 3 more on top floor plus office. Close to High School and easy to train. Charm plus function. Best of both worlds.

No heating on 3rd floor.

Single-familyProperty Type

1756Year Built

2 acresLot Size

$596Est. Price/Sq.Ft.

Listed by Becky Munro • Halstead Real Estate

Bought with Abigail Moore • Houlihan Lawrence

Source:Smart MLS #99143786

Redfin Estimate

$2,680,193

$1.4M since sold in June 2017$44K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.7% lower than the average sale price ($3.52M) of 5 comparable homes.

SOLD AUG 10, 2026
$2,800,000
A
4 beds3.5 baths3,411 sq ft
561 Middlesex Rd, Darien, CT 06820
SOLD AUG 3, 2026
$4,500,000
B
5 beds3.5 baths4,379 sq ft
20 Buttonwood Ln, Darien, CT 06820
SOLD AUG 17, 2026
$4,475,000
C
5 beds4.5 baths5,506 sq ft
174 Leroy Ave, Darien, CT 06820
SOLD AUG 3, 2026
$2,950,000
D
4 beds3.5 baths3,354 sq ft
3 Rocaton Rd, Darien, CT 06820
SOLD MAY 29, 2026
$2,850,000
E
4 beds3.5 baths3,416 sq ft
267 Brookside Rd, Darien, CT 06820

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Earn from this home

Sell

$1,726,265

Est. take-home

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Rent

$6,607/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 369 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,360 (+2.2%)

$728,000 + $314,580

$1,042,580

2022

$17,964 (+2.3%)

$728,000 + $314,580

$1,042,580

2021

$17,557 (+3.1%)

$728,000 + $314,580

$1,042,580

2020

$17,025 (+9.1%)

$728,000 + $314,580

$1,042,580

2019

$15,598 (−11.1%)

$728,000 + $219,030

$947,030

2018

$17,555 (−9.4%)

$840,000 + $251,720

$1,091,720

2017

$19,384 (+2.5%)

$840,000 + $359,520

$1,199,520

2016

$18,916 (+5.1%)

$840,000 + $359,520

$1,199,520

2014

$18,005

$840,000 + $359,520

$1,199,520

Tax history for 369 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,360 (+2.2%)

$728,000 + $314,580

$1,042,580

2022

$17,964 (+2.3%)

$728,000 + $314,580

$1,042,580

2021

$17,557 (+3.1%)

$728,000 + $314,580

$1,042,580

2020

$17,025 (+9.1%)

$728,000 + $314,580

$1,042,580

2019

$15,598 (−11.1%)

$728,000 + $219,030

$947,030

2018

$17,555 (−9.4%)

$840,000 + $251,720

$1,091,720

2017

$19,384 (+2.5%)

$840,000 + $359,520

$1,199,520

2016

$18,916 (+5.1%)

$840,000 + $359,520

$1,199,520

2014

$18,005

$840,000 + $359,520

$1,199,520

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

87,120

Year renovated

—

Sq. Ft.

4,500

Year built

1756

Style

Single Family Residential

County

Fairfield County

APN

103891

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Apr 27, 2023.

Property details

Parking

Garage Information
Garage & Parking: Off Street Parking

Interior

Virtual Tour Information

Interior Information
Total Rooms: 12
Laundry Room Location: First
Fireplaces Total: 2
Cooling System: Window Unit
Appliances Included: Dishwasher, Dryer, Microwave, Oven/Range, Refrigerator, Washer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 12
Basement Description: Full, Partial, Unfinished

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Gutters, Shed, Terrace

Lot Information
Lot Description: Sloping Lot, Some Wetlands, Treed, Fence - Stone

Building Information
Foundation Type: Stone
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3240

Financial

Assessments Information
Assessed Value: $1,199,520

Utilities

Utility Information
Water Source: Private Well
Sewage System: Public Sewer Connected
Heat Type: Steam
Fuel Tank Location: In Basement

Location

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

Location Information
State: Connecticut
Directions: Middlesex across from Church.
County: Fairfield

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 4,500
Stories: 2.0
Parking Spaces: 0
Basement: Yes
Accessible: No
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1756
Year Renovated: —
County: Fairfield County
APN: 103891
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Apr 27, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 1.2mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 1.0mi

10/10

Darien High School

Public 9-12 • Assigned • 0.2mi

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

$2.78M – $3.36M

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Nearby similar homes

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New listings for sale in 06820

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OPEN SAT, 1PM TO 3PM

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COMING SOON

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Home values near 369 Middlesex Rd

Data from public records.

Address	Redfin Estimate
330 Middlesex Rd, Darien, CT 4 Beds \| 2.5 Baths \| 3618 Sq. Ft.	$2,706,568
338 Middlesex Rd, Darien, CT 4 Beds \| 3.5 Baths \| 3459 Sq. Ft.	$2,635,286

Address	Redfin Estimate
383 Middlesex Rd, Darien, CT 4 Beds \| 4.5 Baths \| 4508 Sq. Ft.	$3,714,148
388 Middlesex Rd, Darien, CT 5 Beds \| 4.5 Baths \| 7703 Sq. Ft.	$5,036,694

Address	Redfin Estimate
329 Middlesex Rd, Darien, CT 5 Beds \| 4 Baths \| 3349 Sq. Ft.	$2,886,680
393 Middlesex Rd, Darien, CT 7 Beds \| 4.5 Baths \| 4193 Sq. Ft.	$4,557,060

Property information provided by Smart MLS when last listed in 2016. This data may not show owner updates. Learn more.

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