21 Overbrook Ln, Darien, CT 06820
OFF MARKET

$3,481,200

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 4,026 sqft (on 1.19 acres)

21 Overbrook Ln, Darien, CT 06820

Est. Refi. Payment $22,912/mo*
Refinance Your Home
Currently Off Market - Sold Sep 19, 2003 for $1,450,000

Home Value

Trulia Estimate
$3.48M
Since last month
Increased$89K (+2.6%)
Since last year
Increased$381K (+12.3%)
Since last sale
Increased$2M (+140.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +57% in the last 10 years
MonthEstimated value
2026
August 2026$3.49M
August 2026$3.48M
July 2026$3.4M
June 2026$3.48M
May 2026$3.42M
April 2026$3.3M
March 2026$3.32M
February 2026$3.18M
January 2026$3.14M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Overbrook Lane, Darien, CT
0.11
Single-Family Home
$4,000,000
07/29/26
5
4.5
5,166
12 Sunset Road, Darien, CT
0.16
Single-Family Home
$3,912,000
06/15/26
4
4.5
4,306
8 Sunset Road, Darien, CT
0.16
Single-Family Home
$3,925,000
07/16/26
5
4.5
4,840
20 Buttonwood Lane, Darien, CT
0.41
Single-Family Home
$4,500,000
08/03/26
5
3.5
4,379
217 Mansfield Avenue, Darien, CT
0.34
Single-Family Home
$2,250,000
05/29/26
3
2.5
2,760
174 Leroy Avenue, Darien, CT
0.40
Single-Family Home
$4,475,000
08/17/26
5
4.5
5,506
2 Roland Drive, Darien, CT
0.30
Single-Family Home
$4,200,000
08/07/26
5
4.5
5,678
10 Prospect Avenue, Darien, CT
0.41
Single-Family Home
$3,616,000
01/06/26
5
5
5,338
58 Knollwood Lane, Darien, CT
0.33
Single-Family Home
$3,750,000
07/23/26
8
6
5,658
6 Priscilla Lane, Darien, CT
0.45
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2 Knollwood Lane, Darien, CT 06820
0.07
$2,477,000
4
3.5
3,678
Off Market
16 Overbrook Lane, Darien, CT 06820
0.11
$4,000,000
5
4.5
5,166
Recently Sold
13 Sunset Road, Darien, CT 06820
0.12
$2,550,100
4
3
2,622
Off Market
9 Sunset Road, Darien, CT 06820
0.12
$3,668,500
4
3.5
3,417
Off Market
12 Sunset Road, Darien, CT 06820
0.16
$3,912,000
4
4.5
4,306
Recently Sold
8 Sunset Road, Darien, CT 06820
0.16
$3,925,000
5
4.5
4,840
Recently Sold
16 Sunset Road, Darien, CT 06820
0.18
$4,207,900
4
4.5
5,820
Off Market
20 Sunset Road, Darien, CT 06820
0.18
$2,189,800
4
2.5
1,898
Off Market
19 Oak Crest, Darien, CT 06820
0.20
$2,433,800
4
2.5
2,343
Off Market
17 Oak Crest Road, Darien, CT 06820
0.20
$1,146,600
3
2
1,523
Off Market
21 Oak Crest, Darien, CT 06820
0.20
$2,185,400
3
2
2,085
Off Market
4 Rabbit Lane, Darien, CT 06820
0.20
$2,884,100
5
3.5
3,690
Off Market

Local Information

  • Map ViewExplore the area around 21 Overbrook Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1957
Lot Size
1.19 acres
Living Area
4,026 sqft
Price/Sqft
$865
Parking
Garage

About this House

This single-family home is located at 21 Overbrook Ln, Darien, CT. 21 Overbrook Ln is in Darien, CT and in ZIP code 06820. This property has 5 bedrooms, 5 bathrooms and approximately 4,026 sqft of floor space. This property has a lot size of 1.19 acres and was built in 1957.
21 Overbrook Ln, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 4,026 sqft single-family home built in 1957. It last sold for $1,450,000 on Sep 19, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,481,200, with a rent estimate of $15,885/month.

Home Details for 21 Overbrook Ln

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath, Mud Room, Pantry, Sun RoomWet Bar
Heating & Cooling
Heating: Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Slate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Property Information

Year Built
Year Built: 1957Year Updated: 2012
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
Exterior: WoodLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.19 acres

Price and Tax history

DateEventPrice
Sep 19, 2003
Source: N/A
Sold
$1,450,000
Mar 7, 2002
Source: Smart MLS #98112196
Sold
$1,210,000
Nov 30, 2000
Source: Smart MLS #98076014
Sold
$1,050,000

Market trends in Darien

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.98M
$246KMoM
Sale-to-List Price
108.9%
3.3%MoM
Price per sq ft
$800
$12MoM
Available listings
36
18MoM

Around this home

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
    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 "
    0
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Overbrook Ln

  • What is 21 Overbrook Ln estimated to be worth?
    Trulia's estimated value for 21 Overbrook Ln in Darien, CT is $3,481,200.
  • What is the price history for 21 Overbrook Ln?
    21 Overbrook Ln in Darien, CT last sold for $1,450,000 in September 2003.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.98M. That is up $246K from the prior month.
  • Does 21 Overbrook Ln have air conditioning?
    Yes, 21 Overbrook Ln in Darien, CT has air conditioning.
  • Does 21 Overbrook Ln have a pool?
    Yes, 21 Overbrook Ln in Darien, CT has a pool.

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