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Under contract - showing
    • Price cut: $26K (5/11)
    $3,799,000

    5 Colonel Winstead Dr, Brentwood, TN 37027

    6beds
    8,887sqft
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    Single Family Residence, Residential
    Built in 2007
    1.7 Acres Lot
    $-- Zestimate®
    $427/sqft
    $462/mo HOA

    What's special

    Main level primary suiteSweeping viewsItalian stone accentsRefined architectural elementsFour car garageSeparate professional music studioWelcoming grand scale entertaining
    Tucked behind the gates of The Governors Club, this custom estate rests on one of the community’s most private and expansive homesites, nearly two acres overlooking peaceful waters and the golf course, with no rear neighbors in sight. The residence delivers sweeping views and a timeless aesthetic, incorporating Italian stone accents, refined architectural elements, and a floor plan designed to live beautifully day to day while also welcoming grand scale entertaining. The recently completed lower level retreat includes a private bedroom suite, alongside a separate professional music studio thoughtfully constructed with flexibility in mind and easily converted into an additional bedroom, guest suite, or luxury creative space. This level also features an impressive bar, game lounge, and generous areas for gathering and entertainment. Additional highlights include the main level primary suite, theater room, four car garage, and a chef’s kitchen equipped with Sub Zero and Viking appliances. More than a home, this is a private sanctuary within one of Brentwood’s most exclusive guard gated enclaves, offering 24/7 security and a lifestyle defined by luxury, privacy, and prestige.
    197 days
    |
    417
    |
    16
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Julia Bonanno 949-371-7533,

    Corcoran Reverie 615-250-7880

    Source: RealTracs MLS as distributed by MLS GRID,MLS#: 3070768MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      • Main level bedrooms: 2
      Bedroom 1
      • Features: Suite
      • Level: Suite
      • Area: 300 Square Feet
      • Dimensions: 20x15
      Bedroom 2
      • Features: Bath
      • Level: Bath
      • Area: 300 Square Feet
      • Dimensions: 20x15
      Bedroom 3
      • Features: Bath
      • Level: Bath
      • Area: 252 Square Feet
      • Dimensions: 18x14
      Bedroom 4
      • Features: Bath
      • Level: Bath
      • Area: 255 Square Feet
      • Dimensions: 17x15
      Primary bathroom
      • Features: Suite
      • Level: Suite
      Den
      • Area: 336 Square Feet
      • Dimensions: 21x16
      Dining room
      • Area: 377 Square Feet
      • Dimensions: 13x29
      Kitchen
      • Area: 384 Square Feet
      • Dimensions: 24x16
      Living room
      • Features: Great Room
      • Level: Great Room
      • Area: 357 Square Feet
      • Dimensions: 21x17
      Other
      • Features: Gathering Room
      • Level: Gathering Room
      • Area: 870 Square Feet
      • Dimensions: 30x29
      Other
      • Features: Bedroom 5
      • Level: Bedroom 5
      • Area: 256 Square Feet
      • Dimensions: 16x16
      Recreation room
      • Features: Second Floor
      • Level: Second Floor
      • Area: 527 Square Feet
      • Dimensions: 31x17
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Double Oven, Built-In Gas Range, Dishwasher, Ice Maker
      Features
      • Built-in Features, Entrance Foyer, Extra Closets, In-Law Floorplan, Pantry, Walk-In Closet(s), Kitchen Island
      • Flooring: Wood, Marble, Other
      • Basement: Finished
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 8,887
      • Total interior livable area: 8,887 sqft
      • Finished area above ground: 6,324
      • Finished area below ground: 2,563

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached
      • Attached garage spaces: 4
      Features
      • Levels: Three Or More
      • Stories: 3
      • Patio & porch: Patio, Covered, Porch
      • Pool features: Association
      Lot
      • Size: 1.7 Acres
      • Dimensions: 181 x 410
      • Features: Private, Views
      • Topography: Private,Views
      Details
      • Parcel number: 094034N A 00500 00016034N
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence, Residential
      Materials
      • Brick, Stone
      Condition
      • New construction: No
      • Year built: 2007

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Water Available

      Community & HOA

      Community
      • Security: Security Gate, Security Guard
      • Subdivision: Governors Club The Ph 2
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Fitness Center, Gated, Golf Course, Pool, Tennis Court(s)
      • Services included: Maintenance Grounds, Recreation Facilities
      • HOA fee: $462 monthly
      Location
      • Region: Brentwood

      Financial & listing details

      • Price per square foot: $427/sqft
      • Tax assessed value: $2,466,100
      • Annual tax amount: $8,617
      • Date on market: 1/1/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/6/2026Contingent$3,799,000$427/sqft
        Source: RealTracs MLS as distributed by MLS GRID #3070768 Report a problem
        5/11/2026Price change$3,799,000-0.7%$427/sqft
        Source: RealTracs MLS as distributed by MLS GRID #3070768 Report a problem
        4/20/2026Price change$3,825,000-1.8%$430/sqft
        Source: RealTracs MLS as distributed by MLS GRID #3070768 Report a problem
        1/1/2026Listed for sale$3,895,000$438/sqft
        Source: RealTracs MLS as distributed by MLS GRID #3070768 Report a problem
        12/30/2025Listing removed$3,895,000$438/sqft
        Source: RealTracs MLS as distributed by MLS GRID #3058562 Report a problem
        12/5/2025Listed for sale$3,895,000+41.6%$438/sqft
        Source: RealTracs MLS as distributed by MLS GRID #3058562 Report a problem
        1/4/2022Sold$2,750,000$309/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2301522 Report a problem
        11/25/2021Contingent$2,750,000$309/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2301522 Report a problem
        11/24/2021Listed for sale$2,750,000$309/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2301522 Report a problem
        11/22/2021Pending sale$2,750,000$309/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2301522 Report a problem
        10/20/2021Listed for sale$2,750,000-5.2%$309/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2301522 Report a problem
        10/18/2021Listing removed--
        Source: RealTracs MLS as distributed by MLS GRID #2283158 Report a problem
        8/18/2021Listed for sale$2,900,000$326/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2283158 Report a problem
        8/5/2021Pending sale$2,900,000$326/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2262165 Report a problem
        7/21/2021Price change$2,900,000-3.3%$326/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2262165 Report a problem
        6/17/2021Listed for sale$3,000,000+710.8%$338/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2262165 Report a problem
        1/13/2005Sold$370,000$42/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$9,186 +6.6%$616,525 +55.3%
        2024$8,617 $397,075
        2023$8,617 $397,075
        2022$8,617 $397,075
        2021$8,617 +0.4%$397,075 +19.3%
        2020$8,585 $332,725
        2019$8,585 +2.8%$332,725
        2018$8,352 $332,725
        2017$8,352 $332,725
        2016-- $332,725 +15.4%
        2015-- $288,225
        2014-- $288,225
        2013-- $288,225
        2012-- $288,225 -23.1%
        2011-- $374,700 -2.3%
        2007$10,549 +314.7%$383,585 +314.7%
        2006$2,544 +25.4%$92,500 +54.2%
        2005$2,028 $60,000
        2004$2,028 $60,000
        2002$2,028 $60,000
        2001-- $60,000 -75%
        2000-- $240,000
        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: 37027

        Getting around

        0 / 100
        Car-Dependent
        3 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Crockett Elementary
        • Middle: Woodland Middle School
        • High: Ravenwood High School

        Source: RealTracs MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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