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Under contract
    • $2,799,999

    342 Midlock Road, Fairfield, CT 06824

    5beds
    7,269sqft
    : 
    $18,701/mo
    Get pre-qualified
    Single Family Residence
    Built in 1998
    2.03 Acres Lot
    $-- Zestimate®
    $385/sqft
    $-- HOA

    What's special

    Welcome to an unrivaled sanctuary of sophistication at 342 Midlock Road, gracefully situated in the prestigious enclave of Greenfield Hill. This stately residence, perched on a coveted cul-de-sac off Burr Street, unfurls over two lush acres of meticulously manicured, fully fenced grounds. Upon entry, be enveloped in luxury as you traverse through spaces adorned with custom millwork, nine ft ceilings, abundant natural light and more. The heart of this home is an eat-in chef's kitchen, replete with top-tier stainless steel appliances, which connects you to multiple other spaces for enjoyment or repose. Entertain with panache in the formal dining room, garden room, library, living room or great room. Five fireplaces spread across this generous layout hosting five bedrooms- all ensuite- plus additional oversized office/media room with kitchenette, as well as third floor rec room with attached full bath and access to boutique-style cedar closet. Outdoors, a resplendent oasis awaits, featuring a pristine gunite with pebble sheen pool, granite heat resistant patio and an exquisite pool house with kitchenette and full bath, and expansive stone outdoor kitchen- a sublime setting for al fresco gatherings. A lifestyle of unparalleled elegance and comfort is a given. Every detail of this meticulously maintained home harmonizes to create an estate that epitomizes refined living. This majestic manor reflects pride in ownership and a timelessness that commands to be experienced.
    92 days
    |
    133
    |
    2
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    AJ Letterman (203)218-0604,

    Compass Connecticut, LLC 203-343-0141

    Source: Smart MLS,MLS#: 24134949MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 7
      • Full bathrooms: 6
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Dining room
      • Level: Main
      Great room
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Study
      • Level: Upper
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Gas Cooktop, Gas Range, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
      Features
      • Sound System, Wired for Data, Central Vacuum
      • Basement: Full,Unfinished
      • Attic: Storage,Floored,Walk-up
      • Number of fireplaces: 5
      Interior area
      • Total structure area: 7,269
      • Total interior livable area: 7,269 sqft
      • Finished area above ground: 7,269

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 3
      Features
      • Has private pool: Yes
      • Pool features: Gunite, Heated, Fenced, Solar Cover, In Ground
      • Fencing: Full
      • Waterfront features: Beach Access
      Lot
      • Size: 2.03 Acres
      • Features: Wooded, Level, Cul-De-Sac, Landscaped
      Details
      • Additional structures: Pool House
      • Parcel number: 129680
      • Zoning: AAA
      • Other equipment: Generator

      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: 1998

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Security: Security System
      • Subdivision: Greenfield Hill
      HOA
      • Has HOA: No
      Location
      • Region: Fairfield

      Financial & listing details

      • Price per square foot: $385/sqft
      • Tax assessed value: $1,316,910
      • Annual tax amount: $37,387
      • Date on market: 4/22/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        4/22/2026Pending sale$2,799,999$385/sqft
        Source: Smart MLS #24134949 Report a problem
        12/16/2025Listing removed$2,799,999$385/sqft
        Source: Smart MLS #24134949 Report a problem
        10/25/2025Listed for sale$2,799,999+0%$385/sqft
        Source: Smart MLS #24134949 Report a problem
        9/16/2025Listing removed$2,799,000$385/sqft
        Source: Smart MLS #24091016 Report a problem
        5/1/2025Listed for sale$2,799,000-2.6%$385/sqft
        Source: Smart MLS #24091016 Report a problem
        1/28/2025Listing removed$2,875,000$396/sqft
        Source: Smart MLS #24035257 Report a problem
        10/9/2024Price change$2,875,000-4.2%$396/sqft
        Source: Smart MLS #24035257 Report a problem
        8/1/2024Listed for sale$2,999,999+1.7%$413/sqft
        Source: Smart MLS #24035257 Report a problem
        9/2/2022Listing removed--
        Source: William Raveis Real Estate, Mortgage & Insurance Report a problem
        11/1/2021Listed for sale$2,950,000+32.6%$406/sqft
        Source: Smart MLS #170448273 Report a problem
        3/22/2002Sold$2,225,000+45.9%$306/sqft
        Source: Public Record Report a problem
        6/8/1999Sold$1,525,000$210/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$37,387 +1.8%$1,316,910
        2024$36,742 +1.4%$1,316,910
        2023$36,228 +1%$1,316,910
        2022$35,873 +1%$1,316,910
        2021$35,530 -7.9%$1,316,910 -8.5%
        2020$38,571 $1,439,760
        2019$38,571 +1.6%$1,439,760
        2018$37,952 +2.1%$1,439,760
        2017$37,175 -5.4%$1,439,760 -9.2%
        2015$39,315 +1.6%$1,585,920
        2014$38,696 +2%$1,585,920
        2013$37,951 +6.5%$1,585,920
        2011$35,636 -2.6%$1,585,920 -16.5%
        2010$36,606 +3.3%$1,899,660 +1.3%
        2009$35,433 +1.7%$1,874,740
        2008$34,833 +6.7%$1,874,740
        2007$32,639 +4.4%$1,874,740
        2006$31,252 +4.5%$1,874,740 +55.5%
        2005$29,904 +6%$1,205,820
        2004$28,216 +8.8%$1,205,820
        2003$25,925 +36.8%$1,205,820 +85.8%
        2001$18,946 +85.3%$648,830
        2000$10,226 +60.3%$648,830 +171.5%
        1999$6,381 $238,980
        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.
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        Climate risks

        Neighborhood: 06824

        Getting around

        10 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Burr
        • High: Fairfield Warde

        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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