8 Circle Rd, Darien, CT 06820
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Property image
OFF MARKET

8 Circle Rd
Darien, CT 06820

  • 5 Beds
  • 6.5 Baths
  • 5,895 sqft (on 1.82 acres)

$4,617,100

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $29,851/mo*
Refinance Your Home

$4,617,100

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $29,851/mo*
Refinance Your Home
5 Beds
6.5 Baths
5,895 sqft
(on 1.82 acres)

Local Information

  • Map ViewExplore the area around 8 Circle Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

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.
8 Circle Rd, Darien, CT 06820 is a 5 bedroom, 7 bathroom, 5,895 sqft single-family home built in 1939. It last sold for $2,350,000 on Dec 15, 2014. It is currently off market. The Trulia Estimate is $4,617,100, with a rent estimate of $20,596/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 8 Circle Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Sun RoomWet BarCeiling Fan
Heating & Cooling
Heating: Radiant, OilAir ConditioningCooling System: CentralHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Slate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stone, WoodGardenLawnPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1939Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.82 acres

Building

Pool
Sauna

Price History for 8 Circle Rd

DatePriceEventSource
12/15/2014$2,350,000Sold
Smart MLS #99066640
05/23/2014$2,595,000PriceChange
Agent Provided
01/15/2014$2,895,000PriceChange
Agent Provided
09/18/2013$2,949,000PriceChange
Agent Provided
06/19/2013$3,199,000PriceChange
Agent Provided
05/21/2013$2,749,000Listed For SaleAgent Provided
11/24/2003$1,175,000Sold
Smart MLS #98176423
11/18/1998$750,000Sold
Smart MLS #98020868
01/03/1996$765,000Sold
N/A

Market trends in Darien

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
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Property Tax and Assessment

Year2025
Tax$33,245
Assessment$2,147,600
Home facts updated by county records

Comparable Sales for 8 Circle Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19 Circle Road, Darien, CT
0.17
Single-Family Home
$3,110,000
04/10/26
5
3.5
3,438
11 Tulip Tree Ln, Darien, CT
0.08
Single-Family Home
$2,425,000
08/06/25
4
4
3,343
177 Old Kings Highway North, Darien, CT
0.13
Single-Family Home
$2,485,000
08/04/25
6
3.5
4,799
9 Point O Woods Road South, Darien, CT
0.59
Single-Family Home
$2,950,000
05/28/26
6
5
4,848
89 Raymond Street, Darien, CT
0.41
Single-Family Home
$3,450,000
06/01/26
5
4.5
4,865
12 Driftway Lane, Darien, CT
0.69
Single-Family Home
$3,750,000
08/11/25
5
5
4,358
12 Dellwood Road, Darien, CT
0.84
Single-Family Home
$2,300,000
04/16/26
5
5
4,672
325 Rowayton Avenue, Norwalk, CT
0.54
Single-Family Home
$1,700,000
10/09/25
5
4.5
3,594
2 Red Rose Circle, Darien, CT
0.29
Single-Family Home
$2,605,000
05/18/26
4
2.5
3,800
74 Brookside Road, Darien, CT
0.59
Single-Family Home
$3,706,313
09/12/25
5
5
6,069

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Circle Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Darien

At least 147 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say parking is easy

  • 87 % Say car is needed

  • 84 % Say there's holiday spirit

  • 82 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are community events

  • 58 % Say there are sidewalks

  • 55 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kimrichardnyc
    "Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
    0
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  • Trulia User
    "This is the best town to raise kids and build friendships. The beaches, parks, restaurants, nature and proximity to NYC also makes a great place to live. We have found the people generally friendly and welcoming. "
    0
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  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
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  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
    3
    Flag
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
    0
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  • Mzengo8
    "My neighborhood plays kid lacrosse/ basketball or football games. And we have parties on almost every holiday. Which is very fun for all of the kids on the block "
    0
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  • Bill T.
    "Dead end but on a hill and has a loop so kids can run around, play and explore. Lots of trees and woods surround the neighborhood."
    3
    Flag
  • Tad
    "My commute is five minutes to the train station, five minute walk from parking lot to the tracks, then an hour on the train to grand central each work day. "
    1
    Flag
  • Allison w.
    "They would love it, such a friendly area. Dogs are everywhere and appreciated. I have 2 dogs and I am so glad there are a ton of dogs around. "
    0
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  • Chad W.
    "Darien is as family friendly as it gets. There is a lot of money here. Some are kind, but many are snobby. It's a bit of a bubble, which is why many families move here."
    0
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  • Jessica_hatch7
    "The people are amazing and the schools are fantastic. We are only 60 minutes from the city and the trains run very frequently. "
    2
    Flag
  • Victoria_belluscio
    "Great place to raise children- excellent schools- everything is 5-10 min away so good for busy schedules! 2 train stations for easy commuting, beaches, parks and more!"
    0
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  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
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  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
    1
    Flag
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 8 Circle Rd

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Off Market Homes Near 8 Circle Rd

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