33 Highfield Ln, Darien, CT 06820
Property image
Property image
OFF MARKET

$4,144,300

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 4,491 sqft (on 2.29 acres)

33 Highfield Ln, Darien, CT 06820

Est. Refi. Payment $27,416/mo*
Refinance Your Home
Currently Off Market - Sold Jul 22, 2022 for $2,735,000

Home Value

Trulia Estimate
$4.14M
Since last month
Increased$38K (+0.9%)
Since last year
Increased$469K (+12.7%)
Since last sale
Increased$1M (+51.5%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$4.14M
August 2026$4.14M
July 2026$4.11M
June 2026$4.15M
May 2026$4.08M
April 2026$4M
March 2026$4M
February 2026$3.85M
January 2026$3.93M
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
28 Royle Road, Darien, CT
0.22
Single-Family Home
$3,050,000
09/10/26
5
3.5
3,829
174 Leroy Avenue, Darien, CT
0.19
Single-Family Home
$4,475,000
08/17/26
5
4.5
5,506
6 Priscilla Lane, Darien, CT
0.06
Single-Family Home
$4,800,000
12/18/25
5
4.5
6,192
58 Knollwood Lane, Darien, CT
0.09
Single-Family Home
$3,750,000
07/23/26
8
6
5,658
6 Old Parish Road, Darien, CT
0.59
Single-Family Home
$3,550,000
06/12/26
4
4.5
4,825
26 Holly Lane, Darien, CT
0.62
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
12 Sunset Road, Darien, CT
0.50
Single-Family Home
$3,912,000
06/15/26
4
4.5
4,306
23 Fox Hill Ln, Darien, CT
0.32
Single-Family Home
$7,523,000
07/15/26
5
5.5
7,400
217 Mansfield Avenue, Darien, CT
0.39
Single-Family Home
$2,250,000
05/29/26
3
2.5
2,760
16 Overbrook Lane, Darien, CT
0.50
Single-Family Home
$4,000,000
07/29/26
5
4.5
5,166

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
6 Priscilla Lane, Darien, CT 06820
0.06
$4,800,000
5
4.5
6,192
Recently Sold
58 Knollwood Lane, Darien, CT 06820
0.09
$3,750,000
8
6
5,658
Recently Sold
44 Knollwood Lane, Darien, CT 06820
0.15
$3,220,300
3
2.5
2,291
Off Market
18 Highfield Lane, Darien, CT 06820
0.16
$4,096,000
5
4
4,643
Off Market
42 St. Nicholas Road, Darien, CT 06820
0.17
$6,257,300
6
7.5
7,631
Off Market
174 Leroy Avenue, Darien, CT 06820
0.19
$4,475,000
5
4.5
5,506
Recently Sold
28 Royle Road, Darien, CT 06820
0.22
$3,050,000
5
3.5
3,829
Recently Sold
162 Leroy Avenue, Darien, CT 06820
0.23
$4,123,800
5
5
4,295
Off Market
17 Royle Road, Darien, CT 06820
0.29
$3,602,600
5
4.5
4,674
Off Market
177 Leroy Avenue, Darien, CT 06820
0.33
$2,814,500
4
4
3,316
Off Market
21 Fox Hill Ln, Darien, CT 06820
0.31
$4,597,500
5
6.5
6,308
Recently Sold
5 Fox Hill Lane, Darien, CT 06820
0.33
$3,821,800
5
4.5
4,900
Off Market

Local Information

  • Map ViewExplore the area around 33 Highfield Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1955
2.29 acre lot
4,491 sqft
$923/sqft
Garage

About this House

This single-family home is located at 33 Highfield Ln, Darien, CT. 33 Highfield Ln is in Darien, CT and in ZIP code 06820. This property has 4 bedrooms, 4 bathrooms and approximately 4,491 sqft of floor space. This property has a lot size of 2.29 acres and was built in 1955.
33 Highfield Ln, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 4,491 sqft single-family home built in 1955. It last sold for $2,735,000 on Jul 22, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,144,300.

Home Details for 33 Highfield Ln

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 11Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.29 acres

Price and Tax history

DateEventPrice
Jul 22, 2022
Source: Smart MLS #170484342
Sold
$2,735,000
Jun 8, 2022
Source: Smart MLS #170484342
Contingent
$2,450,000
May 19, 2022
Source: Smart MLS #170484342
Listed For Sale
$2,450,000

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 33 Highfield Ln

  • What is 33 Highfield Ln estimated to be worth?
    Trulia's estimated value for 33 Highfield Ln in Darien, CT is $4,144,300.
  • What is the price history for 33 Highfield Ln?
    33 Highfield Ln in Darien, CT last sold for $2,735,000 in July 2022.
  • 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.
  • How big is the lot at 33 Highfield Ln?
    The lot at 33 Highfield Ln in Darien, CT is about 2.3 acres.
  • Does 33 Highfield Ln have a garage?
    Yes, 33 Highfield Ln in Darien, CT has a garage.

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Off Market Homes Near 33 Highfield Ln

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