25 Old Oak Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

25 Old Oak Rd
Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 9,232 sqft (on 0.70 acres)

$4,939,600

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $31,776/mo*
Refinance Your Home

$4,939,600

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $31,776/mo*
Refinance Your Home
5 Beds
6 Baths
9,232 sqft
(on 0.70 acres)

Local Information

  • Map ViewExplore the area around 25 Old Oak Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Gracious and pristine five bedroom center-hall Georgian Colonial on a private cul-de-sac offers an unparalleled aesthetic of luxury. One of Darien's most desirable neighborhoods, the Boulder Ridge Association includes a tennis court and play space for members. Step through the grand entrance into this bright and comfortable home with gourmet kitchen, fabulous flow, superb craftsmanship and extraordinary details throughout. The home was recently renovated with a custom kitchen designed by Kitchens by Deane and basement with a gorgeous wood bar, family room with fireplace, state of the art gym and game room...an additional 2235 square-feet of living space. Wonderful patio with professionally mature landscaping and a level private yard. Live the dream!
25 Old Oak Rd, Darien, CT 06820 is a 5 bedroom, 7 bathroom, 9,232 sqft single-family home built in 2003. It last sold for $2,900,000 on Jul 15, 2020. It is currently off market. The Trulia Estimate is $4,939,600, with a rent estimate of $7,671/month.

Home Highlights

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

Home Details for 25 Old Oak Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 11Types of Rooms: Laundry Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.70 acres

Building

Fitness & Sports
Tennis Court

Price History for 25 Old Oak Rd

DatePriceEventSource
07/15/2020$2,900,000Sold
Smart MLS #170279671
05/13/2020$3,100,000PendingAgent Provided
03/09/2020$3,100,000Listed For SaleAgent Provided
06/27/2019$3,308,315Sold
N/A
12/20/2018$3,295,000ListingRemovedAgent Provided
10/01/2018$3,295,000Listed For SaleAgent Provided
06/25/2004$2,825,000Sold
Smart MLS #98189580
12/13/2002$855,000Sold
Smart MLS #98144331

Market trends in Darien

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
1MoM
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Property Tax and Assessment

Year2025
Tax$42,413
Assessment$2,739,870
Home facts updated by county records

Comparable Sales for 25 Old Oak Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
32 Old Oak Road, Darien, CT
0.05
Single-Family Home
$3,525,000
07/08/25
5
5
7,446
11 Old Oak Road, Darien, CT
0.08
Single-Family Home
$4,425,000
12/18/25
5
5.5
8,938
31 Stephanie Lane, Darien, CT
0.13
Single-Family Home
$3,526,000
06/17/26
4
3.5
3,340
19 Georgian Lane, Darien, CT
0.66
Single-Family Home
$3,250,000
03/02/26
6
5.5
6,407
112 Camp Avenue, Darien, CT
0.29
Single-Family Home
$2,395,000
04/15/26
4
3.5
3,550
15 Waterbury Lane, Darien, CT
0.65
Single-Family Home
$4,400,000
04/28/26
5
5
6,052
1 Top O Hill Rd, Darien, CT
0.70
Single-Family Home
$4,444,000
08/19/25
5
5
4,760
39 Briar Brae Road, Darien, CT
0.39
Single-Family Home
$2,358,000
08/01/25
4
3
3,242
4 Echo Drive, Darien, CT
0.67
Single-Family Home
$3,500,000
08/06/25
5
5
5,348
19 Stephanie Lane, Darien, CT
0.25
Single-Family Home
$2,700,000
07/18/25
4
2.5
2,976

Nearby homes

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Assigned Schools

These are the assigned schools for 25 Old Oak 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. "
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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 "
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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
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  • 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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Homes for sale near 25 Old Oak Rd

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Off Market Homes Near 25 Old Oak Rd

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