5 High School Ln, Darien, CT 06820
OFF MARKET

$2,575,100

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,167 sqft (on 1.28 acres)

5 High School Ln, Darien, CT 06820

Est. Refi. Payment $17,477/mo*
Refinance Your Home
Currently Off Market - Sold Jun 10, 2015 for $1,450,000

Home Value

Trulia Estimate
$2.58M
Since last month
Increased$10K (+0.4%)
Since last year
Increased$270K (+11.7%)
Since last sale
Increased$1M (+78.3%)
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 +84% in the last 10 years
MonthEstimated value
2026
September 2026$2.58M
August 2026$2.59M
July 2026$2.58M
June 2026$2.62M
May 2026$2.6M
April 2026$2.47M
March 2026$2.47M
February 2026$2.39M
January 2026$2.35M
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
26 Holly Lane, Darien, CT
0.18
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
12 Libby Lane, Darien, CT
0.33
Single-Family Home
$2,870,000
09/02/26
4
3.5
2,750
16 Libby Lane, Darien, CT
0.33
Single-Family Home
$2,976,000
06/24/26
4
4.5
2,928
6 Old Parish Road, Darien, CT
0.28
Single-Family Home
$3,550,000
06/12/26
4
4.5
4,825
28 Royle Road, Darien, CT
0.62
Single-Family Home
$3,050,000
09/10/26
5
3.5
3,829
93 West Avenue, Darien, CT
0.60
Single-Family Home
$1,900,000
09/02/26
5
3.5
2,667
3 Revere Road, Darien, CT
0.44
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
6 Priscilla Lane, Darien, CT
0.39
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192
43 Stony Brook Rd, Darien, CT
0.33
Single-Family Home
$3,775,000
06/23/26
5
6.5
7,200
201 Middlesex Road, Darien, CT
0.55
Single-Family Home
$2,760,000
08/20/26
4
2.5
3,293

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
327 Middlesex Road, Darien, CT 06820
0.10
$2,799,500
4
4
3,715
Off Market
319 Middlesex Road, Darien, CT 06820
0.11
$1,462,400
4
3
2,808
Off Market
215 Leroy Avenue, Darien, CT 06820
0.18
$3,421,900
5
4
5,176
Off Market
10 Holly Lane, Darien, CT 06820
0.16
$4,810,500
5
6
6,012
Off Market
26 Holly Lane, Darien, CT 06820
0.18
$2,500,000
4
3.5
4,260
Recently Sold
2 Old Parish Road, Darien, CT 06820
0.21
$3,210,300
5
3.5
4,553
Off Market
25 Libby Lane, Darien, CT 06820
0.23
$4,660,900
5
6
5,545
Off Market
37 Holly Lane, Darien, CT 06820
0.25
$3,175,800
5
3.5
4,070
Off Market
114 Hanson Road, Darien, CT 06820
0.33
$3,863,800
5
7
4,786
Off Market
6 Old Parish Road, Darien, CT 06820
0.28
$3,550,000
4
4.5
4,825
Recently Sold
11 Linda Lane, Darien, CT 06820
0.35
$4,270,200
5
5
5,182
Off Market
259 Middlesex Road, Darien, CT 06820
0.31
$6,632,900
6
8
8,552
Off Market

Local Information

  • Map ViewExplore the area around 5 High School Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1980
1.28 acre lot
3,167 sqft
$813/sqft
Garage

About this House

OPEN HOUSE SUNDAY JUNE 12TH 2PM-4PM
Pristine renovated colonial home located in the heart of Darien meticulously maintained and recently renovated/updated is available to rent for the upcoming school year. The first floor features a formal living room with a fireplace, a dining room with a large farmhouse table, a sun-drenched eat-in kitchen, a mudroom with plenty of storage space for the whole family, and a family room with a second fireplace. The second floor has a primary suite with an
en-suite bathroom, 3 additional bedrooms, a full bathroom, and a laundry room. Above the garage, is a large and sunny au pair suite with a full bath. The south-facing backyard is a quiet, park-like oasis, complete with a lovely stone patio and firepit area. Conveniently located to Darien High School, Middlesex Middle School, sidewalks to downtown Darien and Noroton Heights train stations.
5 High School Ln, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,167 sqft single-family home built in 1980. It last sold for $1,450,000 on Jun 10, 2015. More recently, it was listed as a rental in May 2022 with an asking price of $14,000 per month. That rental listing was removed on June 22, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,575,100, with a rent estimate of $9,019/month.

Home Details for 5 High School Ln

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Rental Terms, Policies & Fees

Furnished

Exterior Features

Exterior Home Features
Exterior: WoodPatio
Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 1.28 acres

Price and Tax history

DateEventPrice
Jun 22, 2022
Source: Zillow Rental Manager
ListingRemoved
Jun 6, 2022
Source: Zillow Rental Manager
PriceChange
$13,500
Price decreased by 4%
May 4, 2022
Source: Zillow Rental Manager
Listed For Rent
$14,000
Jun 10, 2015
Source: Smart MLS #99091105
Sold
$1,450,000
Jan 24, 2015
Source: Agent Provided
Listed For Sale
$1,595,000

Market trends in Darien

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.82M
$155KMoM
Sale-to-List Price
110.3%
1.4%MoM
Price per sq ft
$821
$21MoM
Available listings
29
7MoM

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 5 High School Ln

  • What is 5 High School Ln estimated to be worth?
    Trulia's estimated value for 5 High School Ln in Darien, CT is $2,575,100.
  • What is the price history for 5 High School Ln?
    5 High School Ln in Darien, CT last sold for $1,450,000 in June 2015.
  • 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 $2.82M. That is down $155K from the prior month.
  • Does 5 High School Ln have laundry facilities?
    Yes, 5 High School Ln in Darien, CT has in-unit laundry.
  • How big is the lot at 5 High School Ln?
    The lot at 5 High School Ln in Darien, CT is about 1.3 acres.

Explore by feature - Pet Friendly

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Off Market Homes Near 5 High School Ln

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