Set on 2.77 manicured acres in North Stamford, 223 Jonathan Drive is a stately red brick colonial that seamlessly blends classic elegance with modern updates. Set back from the quiet road, the timeless facade creates a grand first impression, leading to the home's gracious foyer with sweeping staircase. Offering nearly 5000 square feet of living space, this extensively renovated home features 6 bedrooms, 4 full and 1 half baths. The updated kitchen boasts all-new cabinetry and appliances, while the luxurious primary suite includes a spa-like bath with soaking tub, double vanities, glass shower, and walk-in closet. Enjoy the private, resort-like backyard with a beautiful pool - perfect for summer living and entertaining. New landscaping, walkways, and patio enhance the outdoor setting. Also included within the majestic property is a barn with two horse stalls. The basement offers great flex space and a gym. Elegant, updated, and set in a serene North Stamford location, this is a rare offering that combines space, sophistication, and lifestyle.
Listed by Katharine Gray Bunoski
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Compass Connecticut, LLC
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(203) 550-6000
Listed by Jennifer Leahy
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Compass Connecticut, LLC
Last updated June 10, 2026
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Source: SmartMLS #24172613
Listing Facts
TypeSingle-family
NeighborhoodNorth Stamford
Bedrooms6
Bathrooms5
Days on Prevu41
Taxes$23,452/year
Size6,986 sqft
Price per sqft$322
Amenities
Swimming Pool
Location
Mortgage Calculator
Listing History
05/13/2026
Price Decreased
$2,250,000
05/05/2026
Listed by Compass Connecticut, LLC
$2,450,000
Property Details for 223 Jonathan Drive
Exterior
Construction
New Construction: No/Resale
Roof: Asphalt Shingle
Year Built: 1977
Year Built Details: Public Records
Architectural Style: Colonial
Construction Materials: Frame, Brick
Exterior Features: Patio
Features
Pool Features: In Ground Pool
Pool Private: Yes
Waterfront Features: Beach Rights
Measurements
Lot Features: Level Lot, On Cul-De-Sac, Professionally Landscaped
Lot Size Acres: 2.77
Financial
Taxes
Parcel Number: 338227
Tax Annual Amount: $23,452.00
Tax Year: 25
Interior
Features
Appliances: Electric Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Fireplaces Total: 3
Interior Features: DROPEN, CABLE
Measurements
Living Area: 4,813
Rooms
Basement: Full, Storage, Partially Finished
Bathrooms Full: 4
Bathrooms Half: 1
Bathrooms Total Integer: 5
Bedrooms Total: 6
Rooms Total: 11
Other
General
Exclusions: n/a
Parking
Parking
Attached Garage: Attached Garage
Garage Spaces: 2
Schools
Elementary School
Elementary School: Roxbury
High School
High School: Westhill
Middle or Junior School
Middle Or Junior School: Cloonan
Utilities
Equipment
Cooling: Central Air
Heating: Hot Air
Sewer: Septic
Water Source: Private Well
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 6 bedrooms and 5 bathrooms in this single-family home at 223 Jonathan Drive.
What schools are nearby to 223 Jonathan Drive?
Nearby schools include the Roxbury Elementary School, Cloonan Middle School, and Westhill High School.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 223 Jonathan Drive.
What are the annual taxes for 223 Jonathan Drive?
Annual taxes for this single-family home are estimated at $23,452.
How does 223 Jonathan Drive compare to other single-family homes in North Stamford?
This single-family home is listed 31% above the average price for single-family homes in North Stamford and has been on the market for 16 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 6,986 sqft.
223 Jonathan Drive is a 6-bedroom, 5-bath single-family home for sale in Stamford CT 06903. Listed on Prevu for 41 days at $2,250,000. This includes a recent price decrease of $200,000. This property features 6,986 square feet of living space, located in North Stamford. The median listing price for single-family homes in this area is $1,295,000. Nearby schools include Roxbury Elementary School, Cloonan Middle School, and Westhill High School. Additional amenities include swimming pool. View other single-family home listings in Stamford.
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