16 Circle Rd, Darien, CT 06820
OFF MARKET

16 Circle Rd
Darien, CT 06820

  • 5 Beds
  • 4.5 Baths
  • 3,948 sqft (on 1.09 acres)

$3,212,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $20,807/mo*
Refinance Your Home

$3,212,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $20,807/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,948 sqft
(on 1.09 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Stylish inside and out, this warm and welcoming colonial with high ceilings, oversized windows and interior columns is located on a private cul-de-sac close to train and town. All the rooms for today's living including a formal living room with fireplace, dining room, paneled office and eat-in gourmet kitchen that flows to the magnificent 2-story family room with fireplace. Walls of windows in the family room bring lots of light in and tall French doors lead to the outside paradise with patio, pergola, beautifully landscaped yard and inviting in-ground pool. Five upstairs bedrooms, 3 full and 3 half baths, a 3-car garage and a huge finished basement provide space for all.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 16 Circle Rd

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 11
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1998Year Updated: 2021
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: WoodPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.09 acres

Price History for 16 Circle Rd

DatePriceEventSource
02/26/2020$1,500,000Sold
Smart MLS #170211928
12/16/2019$1,575,000PriceChange
Agent Provided
10/08/2019$1,625,000PriceChange
Agent Provided
06/13/2019$1,675,000PriceChange
Agent Provided
05/08/2019$1,725,000PriceChange
Agent Provided
01/22/2019$1,795,000PriceChange
Agent Provided
11/29/2018$1,875,000PriceChange
Agent Provided
07/18/2018$1,975,000Listed For SaleAgent Provided
06/04/1999$1,500,000Sold
N/A
03/03/1998$500,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$22,716
Assessment$1,467,410
Home facts updated by county records

Comparable Sales for 16 Circle Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19 Bayberry Lane, Darien, CT
0.13
Single-Family Home
$2,495,000
06/25/25
5
3.5
4,520
7 Circle Road, Darien, CT
0.10
Single-Family Home
$2,130,000
07/17/25
4
3.5
3,512
19 Circle Road, Darien, CT
0.06
Single-Family Home
$3,110,000
04/10/26
5
3.5
3,438
11 Tulip Tree Ln, Darien, CT
0.19
Single-Family Home
$2,425,000
08/06/25
4
4
3,343
325 Rowayton Avenue, Norwalk, CT
0.55
Single-Family Home
$1,700,000
10/09/25
5
4.5
3,594
177 Old Kings Highway North, Darien, CT
0.23
Single-Family Home
$2,485,000
08/04/25
6
3.5
4,799
28 Great Hill Road, Darien, CT
0.43
Single-Family Home
$1,820,000
08/22/25
4
3.5
3,511
17 Silver Lakes Drive, Darien, CT
0.37
Single-Family Home
$1,075,000
06/13/25
4
2.5
1,912
45 Brookside Road, Darien, CT
0.55
Single-Family Home
$2,440,000
06/25/25
4
4.5
3,618
19 Littlebrook Road, Darien, CT
0.32
Single-Family Home
$1,485,000
01/15/26
4
2.5
2,156

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Circle Rd.
View nearby schools on GreatSchools
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

  • 81 % 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
    Flag
  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
    Flag
  • 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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16 Circle Rd, Darien, CT 06820 is a 5 bedroom, 6 bathroom, 3,948 sqft single-family home built in 1998. This property is not currently available for sale. 16 Circle Rd was last sold on Feb 26, 2020 for $1,500,000. The current Trulia Estimate for 16 Circle Rd is $3,212,100.