320 Brookside Rd, Darien, CT 06820
OFF MARKET

320 Brookside Rd
Darien, CT 06820

  • 7 Beds
  • 7.5 Baths
  • 8,494 sqft (on 2.32 acres)

$5,832,000

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $36,803/mo*
Refinance Your Home

$5,832,000

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $36,803/mo*
Refinance Your Home
7 Beds
7.5 Baths
8,494 sqft
(on 2.32 acres)

Homes for sale near 320 Brookside Rd

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Apartments for Rent

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Local Information

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

Description

Welcome connoisseurs of fine craftsmanship, the highest quality materials and unparalleled structural integrity, this elegant country estate will satisfy even the most discerning home buyer. Outstanding features include beautiful arches, exquisite moldings, gorgeous hardware and stunning architectural detail throughout this stately manor house. The cedar and stone siding, slate roof, copper gutters and stone chimney demonstrate the care and thoughtfulness found in this custom built classic. A park-like professionally kept setting, sparkling in-ground pool and four bay garages complete the masterpiece. All the privacy one could want, yet only 2 1/2 miles to Darien trains.
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
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 320 Brookside Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 19Types of Rooms: Pantry
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateDeckExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached, Garage Detached

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.32 acres

Building

Pool
Sauna
Fitness & Sports
Tennis Court

Price History for 320 Brookside Rd

DatePriceEventSource
10/06/2020$4,395,000ListingRemovedAgent Provided
02/26/2019$4,395,000Listed For SaleAgent Provided
10/07/2016$16,000Sold
N/A
06/09/2016$4,950,000PriceChange
Agent Provided
02/20/2016$5,175,000PriceChange
Agent Provided
11/09/2015$5,495,000Listed For SaleAgent Provided
08/31/2015$5,850,000ListingRemovedAgent Provided
02/21/2015$5,850,000Listed For SaleAgent Provided
01/01/2015$6,250,000ListingRemovedAgent Provided
06/28/2014$6,250,000PriceChange
Agent Provided
03/04/2014$6,750,000Listed For SaleAgent Provided
09/16/2004$2,100,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$53,965
Assessment$3,486,140
Home facts updated by county records

Comparable Sales for 320 Brookside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
48 Dorchester Road, Darien, CT
0.32
Single-Family Home
$5,295,000
07/22/25
5
6
6,242
49 Salisbury Rd, Darien, CT
0.18
Single-Family Home
$2,865,000
04/20/26
5
4.5
4,000
451 Mansfield Ave, Darien, CT
0.69
Single-Family Home
$3,380,000
04/13/26
5
6
7,652
20 Shady Acres Road, Darien, CT
0.35
Single-Family Home
$2,460,000
08/20/25
5
4
3,322
37 Salisbury Road, Darien, CT
0.14
Single-Family Home
$2,795,000
08/11/25
4
3.5
3,261
175 West Norwalk Road, Norwalk, CT
0.50
Single-Family Home
$1,549,000
01/14/26
5
4
6,144
276 Mansfield Avenue, Darien, CT
0.79
Single-Family Home
$4,800,000
07/08/25
6
6
8,972
50 Buttonwood Lane, Darien, CT
0.87
Single-Family Home
$4,500,000
12/03/25
7
6.5
7,200
469 Brookside Road, New Canaan, CT
0.71
Single-Family Home
$3,850,000
12/16/25
6
5
5,275
217 West Norwalk Road, Norwalk, CT
0.56
Single-Family Home
$2,325,000
07/28/25
4
4.5
4,448

Assigned Schools

These are the assigned schools for 320 Brookside 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

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
    Flag
  • 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 "
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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
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  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
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Homes for rent near 320 Brookside Rd

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Off Market Homes Near 320 Brookside Rd

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Explore by feature

320 Brookside Rd, Darien, CT 06820 is a 7 bedroom, 9 bathroom, 8,494 sqft single-family home built in 2006. This property is not currently available for sale. 320 Brookside Rd was last sold on Oct 7, 2016 for $16,000. The current Trulia Estimate for 320 Brookside Rd is $5,832,000.