Off Market Nov 2021 for $2.3M

$3,652,739

Est. refi paymentEst. refi $15,455/mo

•

3,508

sq ft

24 Crooked Mile Rd, Darien, CT 06820

About this home

Live the best life in this desirable 5-bedroom, New England Colonial, sitting on captivating 2+ acres in the association of Crooked Mile Road. Modern everyday living with endless opportunities. Work from home in your private office with a wood-burning fireplace, enjoy cocktails or family dinners on the screened porch, relax at the pool. Entertain in the up-to-date kitchen, flowing effortlessly into the light-filled family room and the elegant dining room featuring French doors looking out to a serene, lush, flat backyard. The second floor boasts a spacious light-filled primary bedroom, 3 additional bedrooms, plus a guest bedroom with a bathroom. Offering the best suburban lifestyle, close to train, town, shops, restaurants, parks in both Darien and New Canaan. Yes, you can have it all.

Exclusions: TV in Living Rm, 2 Dehumidifiers, Basement Refrigerator and portable generator in garage Inclusion: Workbench in Basement

Single-familyProperty Type

1957Year Built

2.03 acresLot Size

$1,041Est. Price/Sq.Ft.

2 car garageParking

Listed by Anika Charron • William Pitt Sotheby's Int'l

Listed by Julie Bauer • William Pitt Sotheby's Int'l

Bought with Jennifer Leahy • Douglas Elliman of Connecticut

Source:Smart MLS #170437770

Redfin Estimate

$3,652,739

$1.3M since sold in November 2021$25K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.3% higher than the average sale price ($2.99M) of 6 comparable homes.

SOLD APR 15, 2026
$3,308,000
A
5 beds4 baths3,509 sq ft
5 Wheat Ln, Darien, CT 06820
SOLD JUN 17, 2026
$3,526,000
B
4 beds3.5 baths3,340 sq ft
31 Stephanie Ln, Darien, CT 06820
SOLD DEC 8, 2025
$2,710,000
C
5 beds3.5 baths3,506 sq ft
23 Maplewood Dr, Darien, CT 06820
SOLD AUG 4, 2026
$1,660,026
D
4 beds3.5 baths3,604 sq ft
116 Woodbrook Dr, Stamford, CT 06907
SOLD APR 15, 2026
$2,395,000
E
4 beds3.5 baths3,550 sq ft
112 Camp Ave, Darien, CT 06820
SOLD JUN 11, 2026
$4,315,000
F
5 beds6 baths4,653 sq ft
28 Crooked Mile Rd, Darien, CT 06820

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Earn from this home

Sell

$1,768,987

Est. take-home

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Refinance

Est. cash available

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Rent

$7,216/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.0%

1.3% MoM

Median sale price

$3.0M

$23K MoM

Avg. days on market

13d

0 days MoM

Recently sold homes

112

9 MoM

New listings for sale

COMING SOON
$3,600,000
5 beds4.5 baths4,423 sq ft
18 Bates Farm Ln, Darien, CT 06820
FOR SALE BY OWNER
$2,200,000
5 beds4 baths3,033 sq ft
13 Silver Lakes Dr, Darien, CT 06820
$7,500,000
5 beds7 baths10,213 sq ft
460 Middlesex Rd, Darien, CT 06820
$2,895,000
4 beds2.5 baths4,080 sq ft
30 Birch Rd, Darien, CT 06820
$3,825,000
5 beds3.5 baths4,400 sq ft
21 Harbor Rd, Darien, CT 06820
$1,895,000
4 beds3 baths2,303 sq ft
13 Chestnut St, Darien, CT 06820
VIDEO TOUR
$3,595,000
3 beds4.5 baths4,733 sq ft
31 Hancock Ln, Darien, CT 06820
3D WALKTHROUGH
$1,200,000
3 beds2 baths1,974 sq ft
145 West Ave, Darien, CT 06820
$1,749,000
4 beds2.5 baths2,106 sq ft
60 Middlesex Rd, Darien, CT 06820
$3,925,000
4 beds3.5 baths4,093 sq ft
20 Lighthouse Way, Darien, CT 06820
See all

Provided by Redfin

Sale history for 24 Crooked Mile Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,401 (+11.2%)

$788,410 + $597,240

$1,385,650

2022

$21,947 (+2.3%)

$788,410 + $485,380

$1,273,790

2021

$21,451 (+3.1%)

$788,410 + $485,380

$1,273,790

2020

$20,801 (−0.8%)

$788,410 + $485,380

$1,273,790

2019

$20,979 (−15.9%)

$788,410 + $485,380

$1,273,790

2018

$24,955 (−0.5%)

$844,760 + $707,140

$1,551,900

2017

$25,079 (+2.5%)

$844,760 + $707,140

$1,551,900

2016

$24,473 (+5.1%)

$844,760 + $707,140

$1,551,900

2014

$23,294

$844,760 + $707,140

$1,551,900

Tax history for 24 Crooked Mile Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,401 (+11.2%)

$788,410 + $597,240

$1,385,650

2022

$21,947 (+2.3%)

$788,410 + $485,380

$1,273,790

2021

$21,451 (+3.1%)

$788,410 + $485,380

$1,273,790

2020

$20,801 (−0.8%)

$788,410 + $485,380

$1,273,790

2019

$20,979 (−15.9%)

$788,410 + $485,380

$1,273,790

2018

$24,955 (−0.5%)

$844,760 + $707,140

$1,551,900

2017

$25,079 (+2.5%)

$844,760 + $707,140

$1,551,900

2016

$24,473 (+5.1%)

$844,760 + $707,140

$1,551,900

2014

$23,294

$844,760 + $707,140

$1,551,900

*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

2.03 Acres

Year renovated

2021

Sq. Ft.

3,508

Year built

1957

Style

Single Family Residential

County

Fairfield County

APN

102897

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: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Laundry Room Info: Upper Level
Interior Features: Open Floor Plan, Security System
In-Law Apartment: No
Lighting, Security System, Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 10
Basement Description: Full, Partial With Hatchway, Unfinished, Concrete Floor
Has Attic
Attic Description: Walk-up, Floored, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Brick, Wood
Exterior Features: French Doors, Lighting, Patio, Porch-Screened, Shed, Underground Sprinkler

Lot Information
Lot Description: On Cul-De-Sac, Open Lot, Dry, Cleared, Level Lot, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated, Safety Fence, Gunite

Building Information
Foundation Type: Block
Construction Description: Brick
Color: Grey

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3508
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $1,273,790

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: 80 Gallon Tank
Heat Type: Radiant, Radiator, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator Ready, Storm Windows

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Annually
HOA Fee Amount: $1,065
Association Fee Includes: Snow Removal, Road Maintenance, Taxes

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

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Paddle Tennis, Playground/Tot Lot, Tennis Courts
Directions: Hollow Tree Ridge to Crooked Mile Road
County: Fairfield

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,508
Stories: 2.0
Lot Size: 2.03 acres
Style: Single Family Residential
Year Built: 1957
Year Renovated: 2021
County: Fairfield County
APN: 102897

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 0.6mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.2mi

10/10

Darien High School

Public 9-12 • Assigned • 1.5mi

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

68% 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

$3.47M – $4.20M

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Home values near 24 Crooked Mile Rd

Data from public records.

Address	Redfin Estimate
14 Crooked Mile Rd, Darien, CT 4 Beds \| 3.5 Baths \| 4615 Sq. Ft.	$3,727,045
34 Crooked Mile Rd, Darien, CT 6 Beds \| 3.5 Baths \| 3307 Sq. Ft.	$3,181,305

Address	Redfin Estimate
25 Crooked Mile Rd, Darien, CT 3 Beds \| 2.5 Baths \| 3246 Sq. Ft.	$2,864,308
35 Crooked Mile Rd, Darien, CT 5 Beds \| 6.5 Baths \| 9351 Sq. Ft.	$5,604,512

Address	Redfin Estimate
6 Crooked Mile Rd, Darien, CT 5 Beds \| 3 Baths \| 3793 Sq. Ft.	$3,560,061
30 Crooked Mile Rd, Darien, CT 6 Beds \| 6 Baths \| 5100 Sq. Ft.	$4,219,676

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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