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.
Est. $2,852 per month, based on comparable rentals
Sale and tax history for 223 Middlesex Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24149786
Mar 16, 2026
Sold
$1,540,000
$837/sq ft
Jan 29, 2026
Pending
—
Jan 22, 2026
Listed
$1,425,000
$774/sq ft
Jan 19, 2026
Coming Soon
$1,425,000
$774/sq ft
Smart MLS #24120504
Sep 17, 2025
Listing Removed
—
Sep 2, 2025
Listed
$1,425,000
$774/sq ft
Aug 28, 2025
Coming Soon
*
Smart MLS #24079594
Apr 15, 2025
Sold
$1,400,000
$761/sq ft
Mar 21, 2025
Pending
—
Mar 19, 2025
Contingent
—
Mar 13, 2025
Listed
$1,195,000
$649/sq ft
Mar 11, 2025
Coming Soon
$1,195,000
$649/sq ft
Welcome to 223 Middlesex Road, a charming 3-bedroom, 1.5-bathroom Colonial home nestled in the heart of Darien, Connecticut. Built in 1926, this residence spans a total of 1,440 square feet and is situated on a 0.21-acre lot. As you step inside, you'll be greeted by a warm and inviting atmosphere that seamlessly blends classic charm with modern amenities. The main floor features a spacious living/family room w/fireplace, perfect for relaxing evenings. Adjacent to the living room is a formal dining area, ideal for hosting family gatherings and dinner parties. The kitchen boasts ample cabinet space, modern appliances & quartz countertops. Upstairs, you'll find the primary bedroom plus two additional bedrooms, each offering ample closet space and natural light. The full bathroom on this level is tastefully updated. The attic and basement offer great storage and play space. Enjoy a professionally landscaped yard providing a serene setting for outdoor activities, gardening, or simply unwinding after a long day around the fire pit & dining al fresco. The property also includes a detached two-car garage, offering additional storage or parking space. Location is key, and 223 Middlesex Road does not disappoint. Situated just a few blocks from Darien Commons and the Noroton Heights train station, commuting to nearby cities is a breeze. The home is also conveniently located near local shops, restaurants, and top-rated schools.
Smart MLS #170229925
Jul 28, 2020
Sold
$800,000
$435/sq ft
Jun 12, 2020
Contingent
—
Jun 9, 2020
Relisted
—
Apr 18, 2020
Contingent
—
Mar 20, 2020
Price Changed
$799,000
$434/sq ft
Jan 20, 2020
Price Changed
$819,000
$445/sq ft
Aug 29, 2019
Listed
$829,000
$451/sq ft
Smart MLS #99111385
Jan 4, 2016
Sold
$750,000
$408/sq ft
Nov 17, 2015
Listing Removed
—
Jul 1, 2015
Listed
$799,000
$434/sq ft
Smart MLS #99042714
Dec 16, 2013
Sold
$780,000
$424/sq ft
Sep 26, 2013
Listed
$789,000
$429/sq ft
Public Records
Oct 4, 2004
Sold
$730,000
$397/sq ft
Smart MLS #98207118
Aug 1, 2004
Listed
$759,000
$413/sq ft
Public Records
Mar 31, 2003
Sold
$635,000
$345/sq ft
Smart MLS #98035681
Feb 17, 1999
Listed
$429,000
$233/sq ft
Smart MLS #98014513
Aug 27, 1998
Listing Removed
—
May 14, 1998
Listed
$405,000
$220/sq ft
Public Records
Jan 13, 1997
Sold
$312,000
$170/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$8,644 (+2.2%)
$387,240 + $103,600
$490,840
2022
$8,457 (+2.3%)
$387,240 + $103,600
$490,840
2021
$8,266 (+3.1%)
$387,240 + $103,600
$490,840
2020
$8,015 (−0.9%)
$387,240 + $103,600
$490,840
2019
$8,084 (−8.0%)
$387,240 + $103,600
$490,840
2018
$8,785 (−0.5%)
$427,280 + $119,070
$546,350
2017
$8,829 (+2.5%)
$427,280 + $119,070
$546,350
2016
$8,616 (+5.1%)
$427,280 + $119,070
$546,350
2014
$8,201
$427,280 + $119,070
$546,350
Public record
Beds
3
Baths
1.5
Stories
2
Lot width
—
Lot depth
—
Lot size
9,148 Sq. Ft.
Year renovated
—
Sq. Ft.
1,440
Year built
1926
Style
Single Family Residential
County
Fairfield County
APN
103851
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Detached Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 7
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
In-Law Apartment: No
Fireplaces Total: 1
Appliances Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer