Off Market Dec 2014 for $2.3M

$4,356,762

Est. refi paymentEst. refi $14,325/mo

•

5,895

sq ft

8 Circle Rd, Darien, CT 06820

About this home

Once you make the turn into the driveway you quickly forget you're only minutes from the heart of Darien. Beautifully sited on 1.8 acres of lush landscaped property, this magnificent contemporary has every amenity. The main living space with open floor plan and floor to ceiling windows allow the outside in and opens onto a large terrace and pool area providing the perfect spot for entertaining on a grand scale or daily living. Professionally equipped eat-in kitchen w/island is a chef's delight. Spacious master bedroom suite w/fpl, huge walk-in closet, separate personal gym and private terrace. Billiard room, media room and playroom provides space for everyone. Add a 4 car heated garage and what's not to love. This is a must see.

Single-familyProperty Type

1939Year Built

1.82 acresLot Size

$739Est. Price/Sq.Ft.

4 car garageParking

Listed by Nancy Dauk • Halstead Real Estate

Listed by Gwen Alexis • Halstead Real Estate

Bought with Susan Massey • Halstead Real Estate

Source:Smart MLS #99066640

Redfin Estimate

$4,356,762

$2.0M since sold in December 2014$143K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.8% higher than the average sale price ($3.64M) of 6 comparable homes.

SOLD JUN 15, 2026
$3,912,000
A
4 beds4.5 baths4,306 sq ft
12 Sunset Rd, 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 JUL 16, 2026
$3,925,000
C
5 beds4.5 baths4,840 sq ft
8 Sunset Rd, Darien, CT 06820
SOLD APR 16, 2026
$2,300,000
D
5 beds5 baths4,672 sq ft
12 Dellwood Rd, Darien, CT 06820
SOLD AUG 17, 2026
$2,700,000
E
4 beds3 baths2,894 sq ft
17 Richmond Dr, Darien, CT 06820
SOLD AUG 3, 2026
$4,500,000
F
5 beds3.5 baths4,379 sq ft
20 Buttonwood Ln, Darien, CT 06820

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Earn from this home

Sell

$2,713,599

Est. take-home

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Refinance

Est. cash available

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Rent

$7,421/mo

Redfin rental estimate

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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 8 Circle Rd

Date

Event

Price

Public Records

Dec 16, 2014

Sold

$2,330,000

$395/sq ft

Smart MLS #99066640

Dec 15, 2014

Sold

$2,350,000

$399/sq ft

May 22, 2014

Listed

$2,595,000

$440/sq ft

Smart MLS #99029734

May 6, 2014

Listing Removed

—

May 30, 2013

Listed

$2,895,000

$491/sq ft

Public Records

Nov 24, 2003

Sold

$1,175,000

$199/sq ft

Smart MLS #98176423

Sep 23, 2003

Listed

$1,195,000

$203/sq ft

Smart MLS #98139820

Jan 30, 2003

Listing Removed

—

Aug 26, 2002

Listed

$1,385,000

$235/sq ft

Smart MLS #98020868

Jul 31, 1998

Listed

$799,000

$136/sq ft

Public Records

Jan 3, 1996

Sold

$765,000

$130/sq ft

Smart MLS #95017305

Dec 31, 1995

Listing Removed

—

Jun 4, 1995

Listed

$795,000

$135/sq ft

Smart MLS #95071935

Jan 27, 1995

Listing Removed

—

Aug 2, 1994

Listed

$849,000

$144/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$32,136 (+2.2%)

$610,540 + $1,214,360

$1,824,900

2022

$31,443 (+2.3%)

$610,540 + $1,214,360

$1,824,900

2021

$30,731 (+3.1%)

$610,540 + $1,214,360

$1,824,900

2020

$29,801 (−0.8%)

$610,540 + $1,214,360

$1,824,900

2019

$30,056 (+2.8%)

$610,540 + $1,214,360

$1,824,900

2018

$29,237 (−0.5%)

$610,540 + $1,207,710

$1,818,250

2017

$29,383 (+2.5%)

$610,540 + $1,207,710

$1,818,250

2016

$28,674 (+5.1%)

$610,540 + $1,207,710

$1,818,250

2014

$27,292

$610,540 + $1,207,710

$1,818,250

Tax history for 8 Circle Rd

Year

Property tax

Land + Additions

Assessment*

2023

$32,136 (+2.2%)

$610,540 + $1,214,360

$1,824,900

2022

$31,443 (+2.3%)

$610,540 + $1,214,360

$1,824,900

2021

$30,731 (+3.1%)

$610,540 + $1,214,360

$1,824,900

2020

$29,801 (−0.8%)

$610,540 + $1,214,360

$1,824,900

2019

$30,056 (+2.8%)

$610,540 + $1,214,360

$1,824,900

2018

$29,237 (−0.5%)

$610,540 + $1,207,710

$1,818,250

2017

$29,383 (+2.5%)

$610,540 + $1,207,710

$1,818,250

2016

$28,674 (+5.1%)

$610,540 + $1,207,710

$1,818,250

2014

$27,292

$610,540 + $1,207,710

$1,818,250

*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

1.82 Acres

Year renovated

2006

Sq. Ft.

5,888

Year built

1939

Style

Single Family Residential

County

Fairfield County

APN

106182

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: 4

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 11
Laundry Room Location: upper
Interior Features: Security System
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Cook Top, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 2

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer
Room Count: 7
Basement Description: None
Has Attic
Attic Description: Floored

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Balcony, French Doors

Lot Information
Lot Description: On Cul-De-Sac

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

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

Property Information
Waterfront Description: Access
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5888

Financial

Assessments Information
Assessed Value: $1,818,250

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Heat Type: Radiant

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Amount: $350

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

Location Information
State: Connecticut
Directions: Old Kings Hwy North to Circle Road
County: Fairfield

Public facts

Beds: 5
Baths: 6.0
Sq. Ft.: 5,888
Stories: 1.0
Lot Size: 1.82 acres
Style: Single Family Residential
Year Built: 1939
Year Renovated: 2006
County: Fairfield County
APN: 106182

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Tokeneke Elementary School

Public PreK-5 • Assigned • 0.7mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 2.3mi

10/10

Darien High School

Public 9-12 • Assigned • 1.9mi

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

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

$4.14M – $5.01M

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Nearby similar homes

OPEN SAT, 1PM TO 2:30PM

$949,000

2 beds1 bath910 sq ft

64 Noroton Ave, Darien, CT 06820

$7,900,000

7 beds8 baths8,100 sq ft

246 Brookside Rd, Darien, CT 06820

OPEN SUN, 2PM TO 4PM

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15 Wildcat Rd, Darien, CT 06820

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7 beds9.5 baths10,045 sq ft

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4 beds3 baths3,207 sq ft

61 Five Mile River Rd, Darien, CT 06820

OPEN SUN, 12PM TO 2PM

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5 beds4.5 baths6,406 sq ft

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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 8 Circle Rd

Data from public records.

Address	Redfin Estimate
10 Circle Rd, Darien, CT 4 Beds \| 4.5 Baths \| 5342 Sq. Ft.	$3,106,135
27 Circle Rd, Darien, CT 5 Beds \| 4.5 Baths \| 4000 Sq. Ft.	$3,355,424

Address	Redfin Estimate
7 Circle Rd, Darien, CT 4 Beds \| 3.5 Baths \| 3512 Sq. Ft.	$2,991,311
14 Circle Rd, Darien, CT 6 Beds \| 5.5 Baths \| 4236 Sq. Ft.	$3,151,198

Address	Redfin Estimate
16 Circle Rd, Darien, CT 5 Beds \| 4.5 Baths \| 3948 Sq. Ft.	$3,049,250
1 Circle Rd, Darien, CT 4 Beds \| 2.5 Baths \| 4258 Sq. Ft.	$2,522,762

Property information provided by Smart MLS when last listed in 2014. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06820, CT

Sale history for 8 Circle Rd

Tax history for 8 Circle 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 8 Circle Rd

More real estate resources