Skip main navigation
For sale
  • Price cut: $100K (7/14)
    $1,995,000

    223 Jonathan Drive, Stamford, CT 06903

    6beds
    6,986sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1977
    2.77 Acres Lot
    $-- Zestimate®
    $286/sqft
    $-- HOA

    What's special

    Manicured acresStately red brick colonialLuxurious primary suiteTimeless facade
    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.
    76 days
    |
    4,290
    |
    83
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    The Jennifer Leahy Team,

    Katharine Gray Bunoski (203)550-6000,

    Compass Connecticut, LLC 203-343-0141,

    Co-Listing Agent: Jennifer Leahy 917-699-2783,

    Compass Connecticut, LLC

    Source: Smart MLS,MLS#: 24172613MLS Logo

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Full Bath, Hydro-Tub, Stall Shower, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 259.38 Square Feet
      • Dimensions: 19.8 x 13.1
      Bedroom
      • Features: Full Bath, Wall/Wall Carpet, Hardwood Floor
      • Level: Upper
      • Area: 515.43 Square Feet
      • Dimensions: 24.9 x 20.7
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 191.18 Square Feet
      • Dimensions: 12.1 x 15.8
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 219 Square Feet
      • Dimensions: 14.6 x 15
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 368.39 Square Feet
      • Dimensions: 19.7 x 18.7
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 258.07 Square Feet
      • Dimensions: 19.7 x 13.1
      Dining room
      • Features: Bay/Bow Window, Hardwood Floor
      • Level: Main
      • Area: 243.26 Square Feet
      • Dimensions: 16.11 x 15.1
      Family room
      • Features: Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 331.65 Square Feet
      • Dimensions: 20.1 x 16.5
      Kitchen
      • Features: Remodeled, Built-in Features, Granite Counters, Dining Area, Kitchen Island, Hardwood Floor
      • Level: Main
      • Area: 175.67 Square Feet
      • Dimensions: 13.11 x 13.4
      Living room
      • Features: Fireplace, Sunken, Hardwood Floor
      • Level: Main
      • Area: 417.45 Square Feet
      • Dimensions: 25.3 x 16.5
      Office
      • Features: Remodeled, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 207 Square Feet
      • Dimensions: 15 x 13.8
      Heating
      • Forced Air, Geothermal
      Cooling
      • Central Air
      Appliances
      • Included: Electric Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
      Features
      • Basement: Full,Storage Space,Partially Finished
      • Attic: Pull Down Stairs
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 6,986
      • Total interior livable area: 6,986 sqft
      • Finished area above ground: 4,813
      • Finished area below ground: 2,173

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Patio & porch: Patio
      • Has private pool: Yes
      • Pool features: In Ground
      • Waterfront features: Beach Access
      Lot
      • Size: 2.77 Acres
      • Features: Level, Cul-De-Sac, Landscaped
      Details
      • Parcel number: 338227
      • Zoning: RA2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1977

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Features: Golf, Medical Facilities, Park, Playground, Private School(s), Public Rec Facilities, Near Public Transport, Shopping/Mall
      • Subdivision: North Stamford
      HOA
      • Has HOA: No
      Location
      • Region: Stamford

      Financial & listing details

      • Price per square foot: $286/sqft
      • Tax assessed value: $1,007,810
      • Annual tax amount: $23,452
      • Date on market: 5/5/2026
      • Exclusions: n/a

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/14/2026Price change$1,995,000-4.8%$286/sqft
        Source: Smart MLS #24172613 Report a problem
        6/19/2026Price change$2,095,000-6.9%$300/sqft
        Source: Smart MLS #24172613 Report a problem
        5/12/2026Price change$2,250,000-8.2%$322/sqft
        Source: Smart MLS #24172613 Report a problem
        5/5/2026Listed for sale$2,450,000+58.1%$351/sqft
        Source: Smart MLS #24172613 Report a problem
        3/27/2024Sold$1,550,000+1.6%$222/sqft
        Source: Smart MLS #170580877 Report a problem
        2/20/2024Pending sale$1,525,000$218/sqft
        Source: Smart MLS #170580877 Report a problem
        1/22/2024Price change$1,525,000-4.4%$218/sqft
        Source: Smart MLS #170580877 Report a problem
        9/19/2023Price change$1,595,000-1.8%$228/sqft
        Source: Smart MLS #170580877 Report a problem
        7/6/2023Listed for sale$1,625,000+11.4%$233/sqft
        Source: Smart MLS #170580877 Report a problem
        12/15/2006Sold$1,459,000+13.1%$209/sqft
        Source: Smart MLS #98308249 Report a problem
        8/6/2001Sold$1,290,000$185/sqft
        Source: Smart MLS #98097520 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$23,542 +2.6%$1,007,810
        2024$22,938 -6.9%$1,007,810
        2023$24,651 +14.4%$1,007,810 +23.1%
        2022$21,553 +1.4%$818,560
        2021$21,258 +2.5%$818,560
        2020$20,734 $818,560
        2019$20,734 +3.6%$818,560
        2018$20,014 -5.7%$818,560 -1.3%
        2017$21,233 +3.1%$829,730
        2016$20,594 $829,730
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: North Stamford

        Getting around

        1 / 100
        Car-Dependent
        17 / 100
        Minimal Transit
        6 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Roxbury
        • Middle: Cloonan
        • High: Westhill

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes