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Sold for $2,150,000
  • $2,150,000

    161 Sherwood Drive, Fairfield, CT 06890

    4beds
    4,641sqft
    Single Family Residence
    Built in 1957
    1.52 Acres Lot
    $2,157,300 Zestimate®
    $463/sqft
    $7,982 Estimated rent

    Home value

    $2,157,300

    $1.96M - $2.37M

    $7,982/mo

    Zestimate® history
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    What's special

    Stone fireplaceSurrounding private yardLandscaped groundsIn-ground poolMahogany barMounted tv areaImpressive great room
    Enjoy the summer at 161 Sherwood Drive, a beautifully expanded and extensively updated residence located in the desirable Southport neighborhood. Offering approximately 3,679 square feet of thoughtfully designed living space, this home blends comfort, functionality, and inviting indoor-outdoor living in a private setting. The home features 4 spacious bedrooms, 4 full baths, and 1 half bath, including a sought-after first-floor primary bedroom suite that provides convenience and flexibility. The impressive great room serves as a standout feature, complete with a mahogany bar, stone fireplace, mounted TV area, and ample room for billiards and table games-creating an ideal setting for relaxing or hosting guests year-round. Designed for both everyday living and entertaining, the home showcases expansive gathering spaces filled with natural light. The screened-in porch extends the living space outdoors and provides a comfortable place to enjoy the surrounding private yard in multiple seasons. Outside, the in-ground pool and landscaped grounds create a peaceful retreat with space for entertaining, recreation, and outdoor dining. **962 sqft is the finished walk out lower level and included in total sqft.**

    Zillow last checked:

    Listing updated:

    Listed by:

    Pam Toner (917)319-1580,

    Berkshire Hathaway NE Prop. 203-227-5117

    Bought with:

    Cindy Raney, RES.0766946

    Coldwell Banker Realty

    Source: Smart MLS,MLS#: 24178764MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Main
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Features: Full Bath
    • Level: Upper
    Dining room
    • Level: Main
    Family room
    • Level: Main
    Great room
    • Features: Fireplace
    • Level: Upper
    Kitchen
    • Level: Main
    Living room
    • Features: Fireplace
    • Level: Main
    Other
    • Features: Full Bath
    • Level: Lower
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Main Level, Mud Room
    Features
    • Basement: Partial
    • Attic: Storage,Walk-up
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 4,641
    • Total interior livable area: 4,641 sqft
    • Finished area above ground: 4,641

    Property

    Parking
    • Total spaces: 4
    • Parking features: Attached, Paved, Driveway, Private
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Patio
    • Exterior features: Outdoor Grill, Garden
    • Has private pool: Yes
    • Pool features: Fiberglass, In Ground
    • Waterfront features: Beach Access, Water Community
    Lot
    • Size: 1.52 Acres
    • Features: Sloped
    Details
    • Additional structures: Shed(s)
    • Parcel number: 133325
    • Zoning: AA

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1957

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public

    Community & HOA

    Community
    • Subdivision: Southport
    HOA
    • Has HOA: No
    Location
    • Region: Southport

    Financial & listing details

    • Price per square foot: $463/sqft
    • Tax assessed value: $836,080
    • Annual tax amount: $23,736
    • Date on market: 5/27/2026
    • Exclusions: See attached inclusion/Exclusion Agreement

    Price history

    DateEventPrice
    7/20/2026Sold$2,150,000-5.5%$463/sqft
    Source: Smart MLS #24178764 Report a problem
    7/2/2026Pending sale$2,275,000$490/sqft
    Source: Smart MLS #24178764 Report a problem
    6/23/2026Contingent$2,275,000$490/sqft
    Source: Berkshire Hathaway HomeServices New England Properties #24178764 Report a problem
    5/27/2026Listed for sale$2,275,000+468.8%$490/sqft
    Source: Smart MLS #24178764 Report a problem
    4/15/1999Sold$400,000+17.6%$86/sqft
    Source: Public Record Report a problem
    4/26/1996Sold$340,000+4%$73/sqft
    Source: Public Record Report a problem
    7/19/1990Sold$327,000$70/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$23,736 +1.8%$836,080
    2024$23,327 +1.4%$836,080
    2023$23,001 +1%$836,080
    2022$22,775 +1%$836,080
    2021$22,557 -4.3%$836,080 -5%
    2020$23,567 $879,690
    2019$23,567 +3.5%$879,690 +1.8%
    2018$22,781 +2.1%$864,220
    2017$22,314 +2.7%$864,220 -1.4%
    2015$21,726 +1.6%$876,400
    2014$21,384 +2%$876,400
    2013$20,972 +22%$876,400 +14.5%
    2011$17,192 +12%$765,100 -4%
    2010$15,350 +2%$796,600
    2009$15,056 +1.7%$796,600
    2008$14,801 +6.7%$796,600
    2007$13,869 +4.4%$796,600
    2006$13,279 +6.9%$796,600 +59%
    2005$12,423 +6%$500,920
    2004$11,722 +8.8%$500,920
    2003$10,770 +43%$500,920 +94.2%
    2001$7,530 +85.3%$257,880
    2000$4,064 -26.6%$257,880 +24.3%
    1999$5,538 $207,410
    Find assessor info on the county website

    Neighborhood: Southport

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Mill Hill
    • Middle: Roger Ludlowe
    • High: Fairfield Ludlowe

    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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