Stamford, CT / 99 DAYS ON MARKET

223 Jonathan DriveStamford, CT 06903

Asking price$1,995,000ActiveReduced $455,000 (18.6%) from original price · Price history ↓

Our Take

223 Jonathan Drive is a red brick colonial on 2.77 acres in North Stamford, set back from the road. The home has six bedrooms and four full and one half baths, with a foyer and sweeping staircase. The kitchen has views of the pool and property, while the primary suite includes a newly redone bath with soaking tub, double vanities, glass shower, and walk-in closet. Outside are a pool, new landscaping, walkways, patio, and a barn with horse stalls; the basement adds flex space and a gym.

223 Jonathan Drive — photo 1
1 / 30

Estimated buyer rebate

Buy with Cress and Save $19,950 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 40% rebate. Actual savings depend on final purchase price and commission received.

(212) 203-5251 george@cress.coContact form →

At a glance

Active · MLS #24172613
Bedrooms
6
BathroomsBaths
4 full / 1 half
Square feet
6,986
Year built
1977
Acres
2.77
Property taxes
$23,452

July 2025-June 2026

What stands out

  • Red brick colonial on 2.77 acres
  • Foyer with sweeping staircase
  • Kitchen with pool and property views
  • Primary suite with soaking tub and glass shower
  • Pool, walkways, and patio
  • Barn with horse stalls
  • Basement flex space and gym
Read the full listing description

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. Recent updates include the kitchen, which is a chef's delight, with gorgeous views of the pool and property. The luxurious primary suite includes a newly redone 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 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.

Schools

Elementary
Roxbury
Middle
Cloonan
High
Westhill

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

Open Google Maps ↗

223 Jonathan Drive, Stamford, CT 06903

Price history

DateEventPrice
Latest asking price$1,995,000
Originally listed$2,450,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

Let’s talk about the property—and what working with Cress could save you.

Inquire about this property →

*Estimate: $1,995,000 asking price × assumed 2.5% buyer-agent commission × 40% rebate = $19,950. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Compass Connecticut, LLC · (203) 343-0141

Katharine Gray Bunoski

SmartMLS · Listing #24172613 · Active

Listing data checked: Sep 17, 2026, 7:09 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

For personal, noncommercial use to identify properties you may be interested in purchasing.