Off market mar 2023 for $2.3M

$3,800,035

Est. refi paymentEst. refi $14,105/mo

•

3.5 ba

•

4,615

sq ft

14 Crooked Mile Rd, Darien, CT 06820

About this home

To discover a beautiful home of favor in a prime location can be a rarity in this sought after community of top ranked schools,easy commute to NYC & picturesque landscape on the CT Shore. When a residence becomes available,especially one of captivating charm & enchanting setting IT IS JUST PLAIN FABULOUS! Welcome to #14 Crooked Mile. This tastefully designed 4615 SqFt home offers what todays buyer appreciates! A gracious entrance, open,updated kitchen,spacious family rm,great rm & private study all w/custom built-ins, fireplaces & large windows of natural light. A Master Retreat w/ walk-in cedar closet & large ensuite bath. Upstairs offers 3 ample bedrooms/baths & plenty of space.LL has high ceiling/large & dry! Close To Town,School,Train!

Single-familyProperty Type

1965Year Built

2.15 acresLot Size

$823Est. Price/Sq.Ft.

2 car garageParking

Listed by Bruce Baker • William Pitt Sotheby's Int'l

Bought with Cristina Veeder • Houlihan Lawrence

Source:Smart MLS #99094118

Redfin Estimate

$3,800,035

$1.5M since sold in March 2023$83K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.7% higher than the average sale price ($2.88M) of 6 comparable homes.

SOLD AUG 4, 2026
$1,660,026
A
4 beds3.5 baths3,604 sq ft
116 Woodbrook Dr, Stamford, CT 06907
SOLD SEP 21, 2026
$2,711,000
B
4 beds3.5 baths4,100 sq ft
18 Linda Ln, Darien, CT 06820
SOLD JUN 17, 2026
$3,526,000
C
4 beds3.5 baths3,340 sq ft
31 Stephanie Ln, Darien, CT 06820
SOLD JUL 14, 2026
$2,700,000
D
4 beds3.5 baths4,189 sq ft
39 Old Studio Rd, New Canaan, CT 06840
SOLD JUN 3, 2026
$3,711,000
E
4 beds2.5 baths3,881 sq ft
19 Blueberry Ln, Darien, CT 06820
SOLD MAR 2, 2026
$3,000,000
F
5 beds3.5 baths4,817 sq ft
109 Stephen Mather Rd, Darien, CT 06820

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Earn from this home

Sell

$1,823,828

Est. take-home

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Refinance

Est. cash available

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Rent

$7,308/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

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
$4,725,000
6 beds6 baths6,459 sq ft
12 Seagate Rd, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$2,699,000
5 beds4.5 baths4,084 sq ft
53 Country Club Rd, Darien, CT 06820
NEW 24 HRS AGO
$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
FOR SALE BY OWNER
$2,200,000
5 beds4 baths4,600 sq ft
13 Silver Lakes Dr, Darien, CT 06820
$3,600,000
5 beds4.5 baths4,423 sq ft
18 Bates Farm Ln, Darien, CT 06820
See all

Provided by Redfin

Sale history for 14 Crooked Mile Rd

Date

Event

Price

Public Records

Mar 16, 2023

Sold

$2,350,000

$509/sq ft

Smart MLS #99094118

Sep 9, 2015

Sold

$1,915,000

$415/sq ft

Aug 25, 2015

Listing Removed

—

Mar 3, 2015

Listed

$1,995,000

$432/sq ft

Public Records

Sep 16, 1994

Sold

$912,500

$198/sq ft

Public Records

Nov 14, 1988

Sold

$744,800

$161/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$21,728 (+2.2%)

$806,050 + $427,770

$1,233,820

2022

$21,259 (+2.3%)

$806,050 + $427,770

$1,233,820

2021

$20,778 (+3.1%)

$806,050 + $427,770

$1,233,820

2020

$20,148 (−0.9%)

$806,050 + $427,770

$1,233,820

2019

$20,321 (−9.5%)

$806,050 + $427,770

$1,233,820

2018

$22,456 (−0.5%)

$863,660 + $532,840

$1,396,500

2017

$22,567 (+2.5%)

$863,660 + $532,840

$1,396,500

2016

$22,023 (+5.1%)

$863,660 + $532,840

$1,396,500

2014

$20,961

$863,660 + $532,840

$1,396,500

Tax history for 14 Crooked Mile Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,728 (+2.2%)

$806,050 + $427,770

$1,233,820

2022

$21,259 (+2.3%)

$806,050 + $427,770

$1,233,820

2021

$20,778 (+3.1%)

$806,050 + $427,770

$1,233,820

2020

$20,148 (−0.9%)

$806,050 + $427,770

$1,233,820

2019

$20,321 (−9.5%)

$806,050 + $427,770

$1,233,820

2018

$22,456 (−0.5%)

$863,660 + $532,840

$1,396,500

2017

$22,567 (+2.5%)

$863,660 + $532,840

$1,396,500

2016

$22,023 (+5.1%)

$863,660 + $532,840

$1,396,500

2014

$20,961

$863,660 + $532,840

$1,396,500

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

Property details

Interior

Basement Information
Basement Type: Partial

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Exterior Wall: Wood Siding/Shingle

Property Information
Living Sq. Ft: 4,615
Gross Sq. Ft: 4,615
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 93,654
Municipality Name: DARIEN
Acres: 2.15
Zoning Code: R2
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 4,615
Stories: 2.0
Lot Size: 2.15 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: Fairfield County
APN: 102899

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 0.7mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.3mi

10/10

Darien High School

Public 9-12 • Assigned • 1.6mi

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, 15 days in 30 years

6/10 Wind Factor

69% 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

$3.61M – $4.37M

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New listings for sale in 06820

COMING SOON

$4,725,000

6 beds6 baths6,459 sq ft

12 Seagate Rd, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$2,699,000

5 beds4.5 baths4,084 sq ft

53 Country Club Rd, Darien, CT 06820

NEW 24 HRS AGO

$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

FOR SALE BY OWNER

$2,200,000

5 beds4 baths4,600 sq ft

13 Silver Lakes Dr, Darien, CT 06820

$3,600,000

5 beds4.5 baths4,423 sq ft

18 Bates Farm Ln, Darien, CT 06820

Home values near 14 Crooked Mile Rd

Data from public records.

Address	Redfin Estimate
6 Crooked Mile Rd, Darien, CT 5 Beds \| 3 Baths \| 3793 Sq. Ft.	$3,560,136
2 Crooked Mile Rd, Darien, CT 4 Beds \| 5.5 Baths \| 6218 Sq. Ft.	$5,846,569

Address	Redfin Estimate
24 Crooked Mile Rd, Darien, CT 5 Beds \| 4 Baths \| 3508 Sq. Ft.	$3,629,765
10 Crooked Mile Rd, Darien, CT 4 Beds \| 4.5 Baths \| 4359 Sq. Ft.	$3,869,125

Address	Redfin Estimate
11 Crooked Mile Rd, Darien, CT 4 Beds \| 2.5 Baths \| 5044 Sq. Ft.	$4,016,172
18 Crooked Mile Rd, Darien, CT 5 Beds \| 7 Baths \| 8104 Sq. Ft.	$6,274,814

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