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Sold for $1,100,000
    • $1,100,000

    143 Overbrook Drive, Stamford, CT 06906

    4beds
    2,744sqft
    Single Family Residence
    Built in 1924
    0.6 Acres Lot
    $1,150,500 Zestimate®
    $401/sqft
    $6,029 Estimated rent

    Home value

    $1,150,500

    $1.04M - $1.28M

    $6,029/mo

    Zestimate® history
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    What's special

    ***FINAL OFFERS by 10/20 @8p*** Living in another time with all the modern features of 2025, 143 Overbrook Drive is an expanded 1920s cape on one of Stamford's most special hidden streets, an oasis near Glenbrook Station, downtown, and both I-95 and the Merritt Parkway. You can walk to coffee shops, gyms, and more yet feel worlds away once you turn down this quiet, dead-end enclave at the end of the street. The home's front porch feels like a snapshot from another era, setting the tone for a home that honors its history yet feels entirely today. Inside, you'll find a living room with vintage charm, a formal dining room, updated kitchen, family room, first-floor en-suite bedroom, powder room, and practical modern must-haves like a mudroom and laundry room. Upstairs, the primary suite includes a changing room, the second bedroom has its own fireplace, and the third bedroom offers flexible space for guests or office. The flat half-acre yard is open, private, and beautifully maintained, with a detached garage completing the picture. Modern living is fully built in with city water, sewer, and gas, ductless air conditioning, and a waterproofed basement by CT Basement Systems. With nothing left to do but move in, 143 Overbrook Drive is the best of Stamford's past and present, offering timeless character with today's convenience. ***FINAL OFFERS by 10/20 @8p***

    Zillow last checked:

    Listing updated:

    Listed by:

    JMX TEAM AT COMPASS,

    Jonathan Makovsky (203)548-7339,

    Compass Connecticut, LLC

    Bought with:

    Brian Barran, RES.0805308

    Keller Williams Prestige Prop.

    Source: Smart MLS,MLS#: 24132263MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Dressing Room, Full Bath, Hardwood Floor, Wide Board Floor
    • Level: Upper
    Bedroom
    • Features: Wide Board Floor
    • Level: Upper
    Bedroom
    • Features: Wide Board Floor
    • Level: Upper
    Bedroom
    • Features: Full Bath, Wide Board Floor
    • Level: Main
    Dining room
    • Features: Hardwood Floor, Wide Board Floor
    • Level: Main
    Living room
    • Features: Fireplace, Hardwood Floor, Wide Board Floor
    • Level: Main
    Heating
    • Hot Water, Oil
    Cooling
    • Central Air, Zoned
    Appliances
    • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
    • Laundry: Main Level
    Features
    • Basement: Full,Unfinished
    • Attic: None
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 2,744
    • Total interior livable area: 2,744 sqft
    • Finished area above ground: 2,744

    Property

    Parking
    • Parking features: None
    Features
    • Patio & porch: Porch, Deck
    • Exterior features: Rain Gutters
    Lot
    • Size: 0.6 Acres
    • Features: Level
    Details
    • Additional structures: Shed(s)
    • Parcel number: 315661
    • Zoning: R20

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod
    • Property subtype: Single Family Residence
    Materials
    • Clapboard, Wood Siding
    • Foundation: Block, Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1924

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Security: Security System
    • Subdivision: Glenbrook
    HOA
    • Has HOA: Yes
    • Services included: Road Maintenance
    • HOA fee: $500 annually
    Location
    • Region: Stamford

    Financial & listing details

    • Price per square foot: $401/sqft
    • Tax assessed value: $546,270
    • Annual tax amount: $12,925
    • Date on market: 10/10/2025

    Price history

    DateEventPrice
    12/11/2025Sold$1,100,000+10.6%$401/sqft
    Source: Smart MLS #24132263 Report a problem
    10/29/2025Pending sale$995,000$363/sqft
    Source: Smart MLS #24132263 Report a problem
    10/16/2025Listed for sale$995,000+42.1%$363/sqft
    Source: Smart MLS #24132263 Report a problem
    2/26/2016Sold$700,000+4.8%$255/sqft
    Source: Greenwich MLS, Inc. #95094 Report a problem
    10/25/2013Sold$668,000$243/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$12,968 +2.6%$546,270
    2024$12,641 -6.9%$546,270
    2023$13,580 +18.5%$546,270 +27.4%
    2022$11,463 +1.1%$428,670
    2021$11,338 +2.6%$428,670
    2020$11,047 $428,670
    2019$11,047 +3.8%$428,670
    2018$10,640 +5.1%$428,670 +10.1%
    2017$10,119 +2.9%$389,190
    2016$9,835 $389,190
    Find assessor info on the county website

    Neighborhood: Springdale

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    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Toquam Magnet
    • High: Stamford

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

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