41 Middlesex Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

41 Middlesex Rd
Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,703 sqft (on 0.47 acres)

$2,041,000

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $13,453/mo*
Refinance Your Home

$2,041,000

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $13,453/mo*
Refinance Your Home
4 Beds
3 Baths
2,703 sqft
(on 0.47 acres)

Home Value

Trulia Estimate
$2.04M
Since last month
Decreased$65K (-3.1%)
Since last year
Increased$137K (+7.2%)
Since last sale
Increased$543K (+36.3%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$2.04M
July 2026$2.07M
June 2026$2.1M
May 2026$2.08M
April 2026$2.02M
March 2026$2.06M
February 2026$1.95M
January 2026$1.92M
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
20 Denhurst Place, Darien, CT
0.23
Single-Family Home
$1,580,000
11/17/25
4
2.5
2,120
8 Forest Road, Darien, CT
0.24
Single-Family Home
$1,650,000
11/21/25
4
3
2,707
3 Abbey Road, Darien, CT
0.14
Single-Family Home
$2,258,000
06/01/26
4
2.5
2,450
19 Chester Road, Darien, CT
0.30
Single-Family Home
$2,365,000
07/31/26
4
2.5
3,264
3 Devon Road, Darien, CT
0.10
Single-Family Home
$1,950,000
10/23/25
4
3.5
2,568
12 Abbey Road, Darien, CT
0.13
Single-Family Home
$2,235,000
08/18/25
4
3.5
2,790
86 Middlesex Road, Darien, CT
0.26
Single-Family Home
$2,400,000
05/19/26
4
2.5
2,850
17 Sunnyside Avenue, Darien, CT
0.15
Single-Family Home
$1,675,000
03/26/26
3
2.5
2,234
30 Devon Rd, Darien, CT
0.23
Single-Family Home
$2,200,000
12/16/25
4
2.5
2,424
53 Hoyt Street, Darien, CT
0.27
Single-Family Home
$1,725,000
05/14/26
3
3.5
2,180

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
8 Christie Hill Road, Darien, CT 06820
0.03
$2,041,300
3
3.5
2,070
Off Market
11 Christie Hill Road, Darien, CT 06820
0.04
$2,077,800
4
3
2,852
Off Market
13 Glenvale Avenue, Darien, CT 06820
0.09
$1,629,900
3
2
1,662
Off Market
3 Devon Road, Darien, CT 06820
0.10
$1,950,000
4
3.5
2,568
Recently Sold
60 Middlesex Road, Darien, CT 06820
0.11
$1,942,800
4
2.5
2,106
Off Market
15 Sunnyside Avenue, Darien, CT 06820
0.14
$1,875,000
3
2
2,308
Recently Sold
25 Middlesex Road, Darien, CT 06820
0.10
$1,874,800
4
2.5
2,388
Off Market
64 Middlesex Road, Darien, CT 06820
0.13
$2,294,500
4
3
2,513
Off Market
17 Sunnyside Avenue, Darien, CT 06820
0.15
$1,675,000
3
2.5
2,234
Recently Sold
11 Stanley Road, Darien, CT 06820
0.11
$2,618,800
5
3
2,656
Off Market
13 Devon Road, Darien, CT 06820
0.14
$1,325,000
4
2
1,402
Recently Sold
10 Devon Road, Darien, CT 06820
0.14
$1,751,600
3
1.5
2,014
Off Market

Local Information

  • Map ViewExplore the area around 41 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1910
Lot Size
0.47 acres
Living Area
2,703 sqft
Price/Sqft
$755
Parking
Garage

About this House

This single-family home is located at 41 Middlesex Rd, Darien, CT. 41 Middlesex Rd is in Darien, CT and in ZIP code 06820. This property has 4 bedrooms, 3 bathrooms and approximately 2,703 sqft of floor space. This property has a lot size of 0.46 acres and was built in 1910.
41 Middlesex Rd, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 2,703 sqft single-family home built in 1910. It last sold for $1,495,000 on Jan 23, 2023. It is currently off market. The Trulia Estimate is $2,041,000, with a rent estimate of $6,435/month.

Home Details for 41 Middlesex Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1910Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Price and Tax history

DateEventPrice
Jan 23, 2023
Source: Smart MLS #170532848
Sold
$1,495,000
Dec 6, 2022
Source: Smart MLS #170532848
Contingent
$1,495,000
Oct 31, 2022
Source: Smart MLS #170532848
Listed For Sale
$1,495,000
Apr 26, 2006
Source: Smart MLS #98269614
Sold
$1,195,000
Apr 7, 2000
Source: N/A
Sold
$438,300

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
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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
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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
    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
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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
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  • 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!"
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  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
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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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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 41 Middlesex Rd

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Off Market Homes Near 41 Middlesex Rd

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Frequently asked questions about 41 Middlesex Rd

  • What is 41 Middlesex Rd estimated to be worth?
    Trulia's estimated value for 41 Middlesex Rd in Darien, CT is $2,041,000.
  • What is the price history for 41 Middlesex Rd?
    41 Middlesex Rd in Darien, CT last sold for $1,495,000 in January 2023.
  • 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 41 Middlesex Rd?
    The lot at 41 Middlesex Rd in Darien, CT is about 0.46 acres (20,038 sq ft).
  • Does 41 Middlesex Rd have a garage?
    Yes, 41 Middlesex Rd in Darien, CT has a garage.