Off Market Dec 2014 for $4.1M

$8,194,896

Est. refi paymentEst. refi $25,569/mo

•

5,500

sq ft

22 Searles Rd, Darien, CT 06820

About this home

Perched on a knoll w/magnificent water views, this Villa in Tokeneke Assoc. has a magical setting. Renovated to perfection, this sophisticated 5BR w/carriage house and pool boasts amazing water views. The LR w/FP, DR, Sunroom w/FP, Music Room, FR and gourmet kit lead to a spacious terrace overlooking Scotts Cove, pool and perennial gardens. Lg playroom is steps up from Kit. Romantic MBR & sitting room w/breathtaking views and balcony. 4 addl large BRs w/baths and laundry compl the upstairs. The carriage house adds addl 995 sf, incl LR, DR, BR, bath & Kit & potential for 2 addl garage bays below. Sweeping yard framed by stone seawall and docking area for your kayak. Paddle board into the LIS or relax and enjoy the views.

Zone X, Main House does not need flood insurance. No water in the house during superstorm Sandy

Single-familyProperty Type

1907Year Built

1.25 acresLot Size

$1,490Est. Price/Sq.Ft.

2 car garageParking

Listed by Casey Lange • Halstead Real Estate

Bought with Judi McCarty • Halstead Real Estate

Source:Smart MLS #99064686

Redfin Estimate

$8,194,896

$4.1M since sold in December 2014$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 66.5% higher than the average sale price ($4.92M) of 6 comparable homes.

SOLD AUG 20, 2026
$2,999,999
A
5 beds4.5 baths5,777 sq ft
12 Settlers Trl, Darien, CT 06820
SOLD AUG 17, 2026
$4,475,000
B
5 beds4.5 baths5,506 sq ft
174 Leroy Ave, Darien, CT 06820
SOLD AUG 18, 2026
$8,850,000
C
5 beds5.5 baths5,823 sq ft
82 Arrowhead Way, Darien, CT 06820
SOLD AUG 27, 2026
$5,500,000
D
5 beds5 baths3,240 sq ft
13 Edgehill Dr, Darien, CT 06820
SOLD JUN 1, 2026
$3,450,000
E
5 beds4.5 baths4,865 sq ft
89 Raymond St, Darien, CT 06820
SOLD MAY 8, 2026
$4,250,000
F
5 beds4.5 baths5,060 sq ft
90 Five Mile River Rd, Darien, CT 06820

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

Earn from this home

Sell

$5,273,424

Est. take-home

List your home with Redfin and save $81,949

Refinance

Est. cash available

Get cash now or lower your monthly rate

Market trends in 06820, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

110.4%

1.4% MoM

Median sale price

$3.0M

$18K MoM

Avg. days on market

13d

1 days MoM

Recently sold homes

105

27 MoM

New listings for sale

OPEN SUN, 1PM TO 4PM
$1,595,000
3 beds2.5 baths2,021 sq ft
3 Fairfield Ave, Darien, CT 06820
COMING SOON
$3,925,000
4 beds3.5 baths4,093 sq ft
20 Lighthouse Way, Darien, CT 06820
COMING SOON
$5,995,000
6 beds7.5 baths8,068 sq ft
67 Peach Hill Rd, Darien, CT 06820
COMING SOON
$1,749,000
4 beds2.5 baths2,106 sq ft
60 Middlesex Rd, Darien, CT 06820
$1,725,000
2 beds2.5 baths1,460 sq ft
10 Hale Ln #10, Darien, CT 06820
$2,495,000
5 beds3.5 baths3,404 sq ft
14 Nolen Ln, Darien, CT 06820
$895,000
2 beds1.5 baths910 sq ft
64 Noroton Ave, Darien, CT 06820
$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
$1,495,000
4 beds2 baths3,182 sq ft
1646 Boston Post Rd, Darien, CT 06820
See all

Provided by Redfin

Sale history for 22 Searles Rd

Date

Event

Price

Public Records

Dec 16, 2014

Sold

$4,145,000

$754/sq ft

Smart MLS #99064686

Dec 16, 2014

Sold

$4,137,500

$752/sq ft

May 9, 2014

Listed

$4,295,000

$781/sq ft

Smart MLS #98502307

Jun 30, 2013

Listing Removed

—

May 24, 2011

Listed

$4,895,000

$890/sq ft

Public Records

Oct 18, 1999

Sold

$2,200,000

$400/sq ft

Smart MLS #98043173

Apr 28, 1999

Listed

$2,450,000

$445/sq ft

Smart MLS #98040406

Apr 28, 1999

Listing Removed

—

Mar 26, 1999

Listed

$3,750,000

$682/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$60,962 (+2.2%)

$1,619,170 + $1,842,610

$3,461,780

2022

$59,646 (+2.3%)

$1,619,170 + $1,842,610

$3,461,780

2021

$58,296 (+3.1%)

$1,619,170 + $1,842,610

$3,461,780

2020

$56,531 (−0.9%)

$1,619,170 + $1,842,610

$3,461,780

2019

$57,016 (−3.0%)

$1,619,170 + $1,842,610

$3,461,780

2018

$58,750 (−0.5%)

$1,593,550 + $2,060,030

$3,653,580

2017

$59,042 (+15.0%)

$1,593,550 + $2,060,030

$3,653,580

2016

$51,356 (+5.1%)

$1,593,550 + $1,662,990

$3,256,540

2014

$48,881

$1,593,550 + $1,662,990

$3,256,540

Tax history for 22 Searles Rd

Year

Property tax

Land + Additions

Assessment*

2023

$60,962 (+2.2%)

$1,619,170 + $1,842,610

$3,461,780

2022

$59,646 (+2.3%)

$1,619,170 + $1,842,610

$3,461,780

2021

$58,296 (+3.1%)

$1,619,170 + $1,842,610

$3,461,780

2020

$56,531 (−0.9%)

$1,619,170 + $1,842,610

$3,461,780

2019

$57,016 (−3.0%)

$1,619,170 + $1,842,610

$3,461,780

2018

$58,750 (−0.5%)

$1,593,550 + $2,060,030

$3,653,580

2017

$59,042 (+15.0%)

$1,593,550 + $2,060,030

$3,653,580

2016

$51,356 (+5.1%)

$1,593,550 + $1,662,990

$3,256,540

2014

$48,881

$1,593,550 + $1,662,990

$3,256,540

*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

1.25 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

109203

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: 12
Laundry Room Location: upper
Interior Features: Audio System, Security System
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Cook Top, Dishwasher, Dryer, Freezer, Microwave, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Foyer, Laundry Room, Workshop
Room Count: 10
Basement Description: Full, Interior Access, Storage, Unfinished, Walk-out
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Roof Information: Tile
Exterior Siding: Stucco
Exterior Features: Balcony, Deck, French Doors, Guest House, Gutters, Lighting, Underground Sprinkler, Terrace

Lot Information
Lot Description: Corner Lot, Water View, Fence - Partial

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

Building Information
Foundation Type: Masonry
Construction Description: Frame
Color: cream

Property Information
Waterfront Description: Access, Frontage, L. I. Sound Frontage, View, Direct Waterfront
Property Type: Single Family For Sale

Financial

Assessments Information
Assessed Value: $3,256,540

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Heat Type: Heat Pump, Hot Water, Radiant
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement
Energy Features: Humidistat, Storm Doors, Storm Windows, Thermopane Windows

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Amount: $1,000
Association Fee Includes: Security Service
Association Amenities: Golf Course, Health Club, Medical Facilities, Park, Playground/Tot Lot, Tennis Courts

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

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall, Tennis Courts
Directions: Old Farm Road to Searles Road
Direct Waterfront
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 1.25 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 109203

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Tokeneke Elementary School

Public PreK-5 • Assigned • 0.7mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 2.4mi

10/10

Darien High School

Public 9-12 • Assigned • 2.4mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

5/10 Flood Factor

Estimated 38-52% chance 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 98° expected this year, 16 days in 30 years

8/10 Wind Factor

80% 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$7.79M – $9.43M

Reach more buyers when you sell with Redfin. Save up to $81,949 in fees. 3 minutes to get started.

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

Nearby similar homes

$639,000

3 beds2 baths1,863 sq ft

49 Baxter Dr, Norwalk, CT 06854

$5,450,000

7 beds9.5 baths10,045 sq ft

21 Point Rd, Norwalk, CT 06854

$2,795,000

3 beds2.5 baths2,221 sq ft

63 Neptune Ave, Norwalk, CT 06854

$699,000

4 beds3 baths2,149 sq ft

7 Hadik Pkwy, Norwalk, CT 06854

$399,000

Land— sq ft

1-2 Hollow Spring Rd, Norwalk, CT 06854

$5,295,000

4 beds5.5 baths4,710 sq ft

34 Nearwater Rd, Norwalk, CT 06853

New listings for sale in 06820

OPEN SUN, 1PM TO 4PM

$1,595,000

3 beds2.5 baths2,021 sq ft

3 Fairfield Ave, Darien, CT 06820

COMING SOON

$3,925,000

4 beds3.5 baths4,093 sq ft

20 Lighthouse Way, Darien, CT 06820

COMING SOON

$5,995,000

6 beds7.5 baths8,068 sq ft

67 Peach Hill Rd, Darien, CT 06820

COMING SOON

$1,749,000

4 beds2.5 baths2,106 sq ft

60 Middlesex Rd, Darien, CT 06820

$1,725,000

2 beds2.5 baths1,460 sq ft

10 Hale Ln #10, Darien, CT 06820

$2,495,000

5 beds3.5 baths3,404 sq ft

14 Nolen Ln, Darien, CT 06820

$895,000

2 beds1.5 baths910 sq ft

64 Noroton Ave, Darien, CT 06820

$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

Home values near 22 Searles Rd

Data from public records.

Address	Redfin Estimate
17 Searles Road, Darien, CT 5 Beds \| 5 Baths \| 5242 Sq. Ft.	$5,265,368
19 Searles Road, Darien, CT 3 Beds \| 3 Baths \| 3176 Sq. Ft.	$3,394,905

Address	Redfin Estimate
26 Searles Road, Darien, CT 5 Beds \| 6.5 Baths \| 5148 Sq. Ft.	$9,306,772
27 Searles Road, Darien, CT 5 Beds \| 4.5 Baths \| 5129 Sq. Ft.	$4,955,107

Address	Redfin Estimate
25 Searles Road, Darien, CT 5 Beds \| 6 Baths \| 6825 Sq. Ft.	$7,970,196
21 Searles Road, Darien, CT 4 Beds \| 4.5 Baths \| 7346 Sq. Ft.	$8,338,874

Property information provided by Smart MLS when last listed in 2014. 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 Tokeneke	Agents near me	Westport, CT homes for sale	Tokeneke 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	Tokeneke Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

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

About this home

Redfin Estimate

Earn from this home

Market trends in 06820, CT

Sale history for 22 Searles Rd

Tax history for 22 Searles 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 22 Searles Rd

More real estate resources