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.
Sold for $1,540,000
$1,540,000
223 Middlesex Road, Darien, CT 06820
3beds
1,840sqft
Single Family Residence
Built in 1926
9,147.6 Square Feet Lot
$1,540,300 Zestimate®
$837/sqft
$6,359 Estimated rent
Home value
$1,540,300
$1.40M - $1.69M
$6,359/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$6,359/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$6,359/mo
Rent Zestimate®
Refinance and save
$10,484/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$10,484/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: March 16, 2026 at 10:21am
Listed by:
Pinnacle Team at Compass,
Kelly Connell (203)561-7115,
Compass Connecticut, LLC 203-423-3100,
Co-Listing Agent: Meg Douglas 203-803-9634,
Compass Connecticut, LLC
Bought with:
Sheree Frank, RES.0237215
Houlihan Lawrence
Source: Smart MLS,MLS#: 24149786
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Level: Upper
- Area: 120 Square Feet
- Dimensions: 10 x 12
Bedroom
- Level: Upper
- Area: 108 Square Feet
- Dimensions: 9 x 12
Bedroom
- Level: Upper
- Area: 108 Square Feet
- Dimensions: 9 x 12
Dining room
- Level: Main
- Area: 110 Square Feet
- Dimensions: 10 x 11
Family room
- Features: Bookcases, Built-in Features, Fireplace
- Level: Main
- Area: 240 Square Feet
- Dimensions: 20 x 12
Kitchen
- Features: Remodeled, Breakfast Bar, Built-in Features, Ceiling Fan(s), Quartz Counters
- Level: Main
- Area: 187 Square Feet
- Dimensions: 11 x 17
Sun room
- Level: Upper
- Area: 184 Square Feet
- Dimensions: 8 x 23
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level, Mud Room
Features
- Open Floorplan
- Basement: Full,Partially Finished
- Attic: Storage,Finished,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 1,840
- Total interior livable area: 1,840 sqft
- Finished area above ground: 1,440
- Finished area below ground: 400
Property
Parking
- Total spaces: 2
- Parking features: Detached, Garage Door Opener
- Garage spaces: 2
Features
- Patio & porch: Deck
- Exterior features: Underground Sprinkler
- Waterfront features: Beach Access
Lot
- Size: 9,147 sqft
- Features: Level
Details
- Parcel number: 103851
- Zoning: R12
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Masonry, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1926
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & neighborhood
Community
- Community features: Near Public Transport, Health Club, Library, Park
Location
- Region: Darien
Price history
| Date | Event | Price |
|---|---|---|
| 3/16/2026 | Sold | $1,540,000+8.1%$837/sqft |
Source:  Smart MLS #24149786 Report a problem | ||
| 1/29/2026 | Pending sale | $1,425,000$774/sqft |
Source: Smart MLS #24149786 Report a problem | ||
| 1/22/2026 | Listed for sale | $1,425,000$774/sqft |
Source: Smart MLS #24149786 Report a problem | ||
| 9/17/2025 | Listing removed | $1,425,000$774/sqft |
Source: Smart MLS #24120504 Report a problem | ||
| 9/2/2025 | Listed for sale | $1,425,000+1.8%$774/sqft |
Source: Smart MLS #24120504 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,613 +5.4% | $685,580 |
| 2024 | $10,071 +16.5% | $685,580 +39.7% |
| 2023 | $8,644 +2.2% | $490,840 |
Find assessor info on the county website
Neighborhood: 06820
Nearby schools
GreatSchools rating
- 9/10Ox Ridge Elementary SchoolGrades: PK-5Distance: 1.8 mi
- 9/10Middlesex Middle SchoolGrades: 6-8Distance: 0.4 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 0.5 mi
Schools provided by the listing agent
- Elementary: Ox Ridge
- Middle: Middlesex
- High: Darien
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,540,300
2% more
+$30,806
With Zillow Showcase(estimated)
$1,571,106
- Connecticut
- Fairfield County
- Darien
- 06820
- 223 Middlesex Road