223 Middlesex Road, Darien, CT 06820
SOLD
MAR 16, 2026

223 Middlesex Road
Darien, CT 06820

  • 3 Beds
  • 1.5 Baths
  • 1,840 sqft

$1,540,000

Last Sold: Mar 16, 2026
8% over list $1.43M
$837/sqft
Est. Refi. Payment $10,120/mo*
Refinance Your Home

$1,540,000

Last Sold: Mar 16, 2026
8% over list $1.43M
$837/sqft
Est. Refi. Payment $10,120/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,840 sqft

Home Value

Trulia Estimate
$1.59M
Since last month
Increased$4K (+0.2%)
Since last year
Increased$165K (+11.6%)
Since last sale
Increased$45K (+2.9%)
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 +116% in the last 10 years
MonthEstimated value
2026
August 2026$1.58M
July 2026$1.58M
June 2026$1.57M
May 2026$1.56M
April 2026$1.55M
March 2026$1.54M
February 2026$1.6M
January 2026$1.5M
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 Fairfield Avenue, Darien, CT
0.44
Single-Family Home
$1,500,000
05/29/26
3
2
1,390
281 West Avenue, Darien, CT
0.58
Single-Family Home
$1,519,000
05/29/26
3
1.5
1,658
3 Revere Road, Darien, CT
0.04
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
7 Chestnut Street, Darien, CT
0.26
Single-Family Home
$855,000
11/21/25
2
1
1,056
128 West Avenue, Darien, CT
0.55
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
229 West Avenue, Darien, CT
0.54
Single-Family Home
$1,852,000
06/30/26
3
1.5
2,752
19 William Street, Darien, CT
0.61
Single-Family Home
$1,400,000
12/15/25
3
2
1,300

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
3 Revere Road, Darien, CT 06820
0.04
$2,350,000
5
3
3,395
Recently Sold
285 Noroton Avenue, Darien, CT 06820
0.09
$2,726,200
5
3
3,862
Off Market
311 Noroton Avenue, Darien, CT 06820
0.09
$3,550,000
5
5.5
5,356
Recently Sold
201 Middlesex Road, Darien, CT 06820
0.10
$2,760,000
4
2.5
3,293
Recently Sold
6 Bouton Lane, Darien, CT 06820
0.13
$3,462,000
6
8
6,233
Off Market
14 Revere Road, Darien, CT 06820
0.12
$3,250,000
5
5.5
5,226
Recently Sold
16 Libby Lane, Darien, CT 06820
0.14
$2,976,000
4
4.5
2,928
Recently Sold
253 Middlesex Road, Darien, CT 06820
0.15
$5,778,400
5
5.5
9,033
Off Market
317 Noroton Avenue, Darien, CT 06820
0.14
$2,040,300
4
2
2,429
Off Market
5 Shields Lane, Darien, CT 06820
0.16
$4,602,000
4
6
4,748
Recently Sold
10 Edgerton St, Darien, CT 06820
0.16
$3,199,900
5
4.5
5,086
Off Market

Local Information

  • Map ViewExplore the area around 223 Middlesex Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1926
Living Area
1,840 sqft
Price/Sqft
$837/sqft
Parking
Garage

About this House

223 Middlesex Road is a picture-perfect, early 1900's Colonial in the heart of Darien, Connecticut. Upon entering this charming home, you'll be embraced by a delightful blend of classic elegance and contemporary comfort. The main level features a welcoming living/family room complete with a cozy fireplace, creating the perfect setting for evenings of relaxation. The kitchen is a culinary haven with generous cabinet space, modern appliances, and quartz countertops. A sunny den or home office completes the main floor. On the upper level, discover the primary bedroom along with two additional bedrooms, each bathed in natural light. The full bathroom on this floor has been thoughtfully updated. Additional storage and recreational space can be found in both the attic and basement. Outside, the professionally landscaped yard offers a peaceful retreat for outdoor activities, gardening, or unwinding by the fire pit and enjoying alfresco dining. This property also includes a detached two-car garage. This property is conveniently situated nearby the new Darien Commons shops and restaurants and the Noroton Heights train station and is just around the corner from the Darien HS and Middle School.
223 Middlesex Road, Darien, CT 06820 is a 3 bedroom, 2 bathroom, 1,840 sqft single-family home built in 1926. It last sold for $1,540,000 on Mar 16, 2026 (8% above the $1,425,000 asking price). It is currently off market. The Trulia Estimate is $1,587,600, with a rent estimate of $5,320/month.
Last check for updates: about 9 hours ago
Listed by Kelly Connell, (203) 561-7115
Compass Connecticut, LLC, (203) 423-3100
Co-Listing Agent: Meg Douglas, (203) 803-9634
Compass Connecticut, LLC, (203) 423-3100
Bought with: Sheree Frank, (203) 249-9396, Houlihan Lawrence, (203) 655-8238
Source: Smart MLS, MLS#24149786

Home Details for 223 Middlesex Road

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Sun Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1840 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckExterior: Underground SprinklerFoundation: Masonry, StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached,Garage Door Opener
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1440 Square FeetFinished Area (below surface): 400 Square Feet

Property Information

Year Built
Year Built: 1926
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 103851

Price & Status

Price
List Price: $1,425,000Price Per Sqft: $837/sqft
Status Change & Dates
Off Market Date: Thu Jan 29 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Darien
School Information
Elementary School: Ox RidgeJr High / Middle School: MiddlesexHigh School: Darien

Building

Building Area
Building Area: 1840 Square Feet

Community

Community Features: Near Public Transport, Health Club, Library, Park

HOA

No HOA

Lot Information

Lot Area: 9147.6 sqft

Miscellaneous

BasementMls Number: 24149786Attic: Storage, Finished, Walk-upAttribution Contact: (203) 561-7115Above Grade Unfinished Area: 1440Activation Date: Thu Jan 22 2026

Additional Information

Near Public TransportHealth ClubLibraryPark

Price and Tax history

DateEventPrice
Mar 16, 2026
Source: Smart MLS #24149786
Sold
$1,540,000
Jan 29, 2026
Source: Smart MLS #24149786
Pending
$1,425,000
Jan 22, 2026
Source: Smart MLS #24149786
Listed For Sale
$1,425,000
Sep 17, 2025
Source: Smart MLS #24120504
ListingRemoved
$1,425,000
Sep 2, 2025
Source: Smart MLS #24120504
Listed For Sale
$1,425,000

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

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Frequently asked questions about 223 Middlesex Road

  • What is 223 Middlesex Road estimated to be worth?
    Trulia's estimated value for 223 Middlesex Road in Darien, CT is $1,587,600.
  • What is the price history for 223 Middlesex Road?
    223 Middlesex Road in Darien, CT last sold for $1,540,000 in March 2026.
  • 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 223 Middlesex Road have laundry facilities?
    Yes, 223 Middlesex Road in Darien, CT has in-unit laundry.
  • How big is the lot at 223 Middlesex Road?
    The lot at 223 Middlesex Road in Darien, CT is about 0.21 acres (9,148 sq ft).

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