53 Stephen Mather Rd, Darien, CT 06820
OFF MARKET

$5,014,700

Trulia Estimate
  • 6 Beds
  • 6 Baths
  • 7,321 sqft (on 3.50 acres)

53 Stephen Mather Rd, Darien, CT 06820

Est. Refi. Payment $33,962/mo*
Refinance Your Home
Currently Off Market - Sold Feb 1, 2007 for $3,300,000

Home Value

Trulia Estimate
$5.01M
Since last month
Decreased$43K (-0.9%)
Since last year
Decreased$93K (-1.8%)
Since last sale
Increased$2M (+49.5%)
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 +63% in the last 10 years
MonthEstimated value
2026
September 2026$4.93M
August 2026$4.98M
July 2026$4.92M
June 2026$5.03M
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
50 Harrison Avenue, New Canaan, CT
1.99
Multi-Family Home
$2,100,000
04/09/26
6
4.5
4,191
29 Nash Place, Norwalk, CT
2.16
Multi-Family Home
$949,875
04/15/26
6
5
2,475
17 Oenoke Place, Stamford, CT
2.26
Multi-Family Home
$1,200,000
03/31/26
8
4.5
3,598
20 Cerretta Street, Stamford, CT
2.27
Multi-Family Home
$1,000,000
07/20/26
7
5
2,180
148 East Ave, New Canaan, CT
2.46
Multi-Family Home
$1,400,000
07/09/26
6
4.5
2,872
40 Mulberry St, Stamford, CT
2.58
Multi-Family Home
$979,000
06/16/26
5
5
2,792
38 Mead Street, Stamford, CT
2.19
Multi-Family Home
$675,000
07/21/26
5
2
2,135
64 East Avenue, New Canaan, CT
2.50
Multi-Family Home
$1,175,000
12/24/25
4
2.5
3,042
72 Highview Avenue, Stamford, CT
2.25
Multi-Family Home
$750,000
04/07/26
3
3
1,734
85 Soundview Avenue, Norwalk, CT
2.74
Multi-Family Home
$880,000
11/10/25
5
3
4,678

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
27 Hillsley Road, Darien, CT 06820
0.13
$5,200,000
6
5
7,670
Recently Sold
85 Stephen Mather Road, Darien, CT 06820
0.16
$2,015,000
4
2.5
2,139
Recently Sold
63 Dorchester Road, Darien, CT 06820
0.19
$3,500,000
4
4.5
3,470
Recently Sold
35 Charter Oak Lane, New Canaan, CT 06840
0.21
$5,366,900
6
8.5
9,914
Off Market
185 Charter Oak Drive, New Canaan, CT 06840
0.25
$4,813,400
5
6
6,390
Off Market
446 Brookside Road, New Canaan, CT 06840
0.26
$1,576,000
4
4
3,423
Off Market
6 Pilgrim Rd, Darien, CT 06820
0.22
$3,669,700
5
3.5
3,257
Off Market
469 Brookside Road, New Canaan, CT 06840
0.28
$3,850,000
6
5
5,275
Recently Sold
109 Stephen Mather Road, Darien, CT 06820
0.27
$3,000,000
5
3.5
4,817
Recently Sold
48 Dorchester Road, Darien, CT 06820
0.29
$5,707,400
5
6
6,242
Off Market
474 Brookside Road, New Canaan, CT 06840
0.32
$5,895,000
6
4.5
7,723
For Sale
18 Forest Hill Road, Norwalk, CT 06850
0.33
$1,743,100
4
3.5
3,184
Off Market

Local Information

  • Map ViewExplore the area around 53 Stephen Mather Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1937
3.5 acre lot
7,321 sqft
$685/sqft
Garage

About this House

Separate 1 bedroom guest cottage with full kitchen, laundry and full bathroom.
53 Stephen Mather Rd, Darien, CT 06820 is a 6 bedroom, 7 bathroom, 7,321 sqft multi-family built in 1937. It last sold for $3,300,000 on Feb 1, 2007. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,014,700.

Home Details for 53 Stephen Mather Rd

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 16Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, Sun RoomWet Bar
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air Conditioning
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: ShinglePatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1937Year Updated: 2013
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 3.50 acres

Price and Tax history

DateEventPrice
Feb 1, 2007
Source: N/A
Sold
$3,300,000
Sep 8, 2000
Source: N/A
Sold
$2,200,000

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 53 Stephen Mather Rd

  • What is 53 Stephen Mather Rd estimated to be worth?
    Trulia's estimated value for 53 Stephen Mather Rd in Darien, CT is $5,014,700.
  • What is the price history for 53 Stephen Mather Rd?
    53 Stephen Mather Rd in Darien, CT last sold for $3,300,000 in February 2007.
  • 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 53 Stephen Mather Rd have a pool?
    Yes, 53 Stephen Mather Rd in Darien, CT has a pool.
  • Does 53 Stephen Mather Rd have laundry facilities?
    Yes, 53 Stephen Mather Rd in Darien, CT has in-unit laundry.

Explore by feature - Pet Friendly

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Off Market Homes Near 53 Stephen Mather Rd

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