223 Jonathan Drive
Stamford, Connecticut 06903
Reduced from $2,450,000
- Beds
- 6
- Baths
- 4 | 1
- SqFt
- 6,986
- Acres
- 2.77
- Year Built
- 1977
- Neighborhood
- North Stamford
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
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.
Key Facts
- City/Town
- Stamford
- Neighborhood
- North Stamford
- Property / Style
- Single Family · Colonial
- Year Built
- 1977
- Days on Market
- 84 days
- Beds
- 6
- Baths
- 4 full · 1 half
- Living Area
- 6,986 sq ft
- Lot Size
- 2.77 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $23,452 / Annually
Market Snapshot
The Stamford Market
Single Family · trailing 12 months
Active Listings
77
116 under contract
Median List Price
$1.20M
77 active listings
Median Closed Price
$977,000
577 sales
Median Days on Market
39
77 active listings
Median $ / Sq Ft
$414
77 active listings
Sale-to-List Ratio
103.8%
577 sales
How this home compares
List Price
$2.00M
vs $1.20M median
66.9% above median
Price / Sq Ft
$286
vs $414 median
30.9% below median
Days on Market
84 days
vs 39 days median
45 days longer than median
Based on 77 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.
Location
223 Jonathan Drive, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$10,172
- Property Taxes$1,954
- Insurance$665
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stamford
- Neighborhood
- North Stamford
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1977
- New Construction
- No/Resale
- Living Area
- 6,986 sq ft
- Below Grade
- 2,173 sq ft
Schools
- Elementary
- Roxbury
- High
- Westhill
Interior
- Heating
- Hot Air
- Heat Fuel
- Geothermal
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry Location
- Mud room off kitchen
- Appliances
- Electric RangeWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullStoragePartially Finished
- In-Law Apartment
- PossibleSecond FloorOver Garage
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 2.77 acres
- Zoning
- RA2
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- In Ground Pool
- Construction
- Brick
- Color
- Red brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Patio
- Lot Description
- Level LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $23,452 / Annually
- Days on Market
- 84
- MLS #
- 24172613
- MLS Status
- Active
Similar Properties
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Co-Listed By
Jennifer Leahy
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 7:45 AM UTC.