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 $9,870/mo*
Refinance Your Home

$1,540,000

Last Sold: Mar 16, 2026
8% over list $1.43M
$837/sqft
Est. Refi. Payment $9,870/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,840 sqft

Homes for sale near 223 Middlesex Road

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 16, 2026

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
$837/sqft
Listed
110 days ago

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
Last check for updates: about 4 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

Price History for 223 Middlesex Road

DatePriceEventSource
03/16/2026$1,540,000Sold
Smart MLS #24149786
01/29/2026$1,425,000PendingSmart MLS #24149786
01/22/2026$1,425,000Listed For SaleSmart MLS #24149786
09/17/2025$1,425,000ListingRemovedSmart MLS #24120504
09/02/2025$1,425,000Listed For SaleSmart MLS #24120504
04/15/2025$1,400,000Sold
Smart MLS #24079594
03/21/2025$1,195,000PendingSmart MLS #24079594
03/13/2025$1,195,000Listed For SaleSmart MLS #24079594
07/28/2020$800,000Sold
Smart MLS #170229925
06/12/2020$799,000PendingAgent Provided
06/09/2020$799,000PendingToActiveAgent Provided
04/18/2020$799,000PendingAgent Provided
03/20/2020$799,000PriceChange
Agent Provided
01/20/2020$819,000PriceChange
Agent Provided
09/05/2019$829,000Listed For SaleAgent Provided
01/04/2016$750,000Sold
N/A
07/20/2015$799,000PriceChange
Agent Provided
07/01/2015$819,000Listed For SaleAgent Provided
12/17/2013$780,000Sold
N/A
11/08/2013$789,000PriceChange
Agent Provided
10/08/2013$825,000PriceChange
Agent Provided
09/21/2013$849,000Listed For SaleAgent Provided
10/04/2004$730,000Sold
N/A
03/31/2003$635,000Sold
N/A
01/13/1997$312,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$10,613
Assessment$685,580
Home facts updated by county records

Comparable Sales for 223 Middlesex Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19 Edgerton Street, Darien, CT
0.19
Single-Family Home
$1,700,000
07/15/25
3
2.5
2,083
33 Ridgeley Street, Darien, CT
0.51
Single-Family Home
$1,675,000
08/14/25
3
2
2,343
3 Revere Road, Darien, CT
0.04
Single-Family Home
$2,350,000
05/01/26
5
3
3,395
10 Fairfield Avenue, Darien, CT
0.46
Single-Family Home
$1,900,000
06/30/25
3
2.5
2,265
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
19 William Street, Darien, CT
0.61
Single-Family Home
$1,400,000
12/15/25
3
2
1,300
191 Hollow Tree Ridge Road, Darien, CT
0.55
Single-Family Home
$1,140,000
07/22/25
3
2
2,408

Assigned Schools

These are the assigned schools for 223 Middlesex Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 81 % 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

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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Homes for rent near 223 Middlesex Road

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Off Market Homes Near 223 Middlesex Road

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223 Middlesex Road, Darien, CT 06820 is a 3 bedroom, 2 bathroom, 1,840 sqft single-family home built in 1926. This property is not currently available for sale. 223 Middlesex Road was last sold on Mar 16, 2026 for $1,540,000 (8% higher than the asking price of $1,425,000). The current Trulia Estimate for 223 Middlesex Road is $1,545,000.