For Sale
Single family home for sale at 27 Colonel Winstead Dr, Brentwood, TN 37027 | MLS# 3519030 | Listing updated on 2026-09-14
Photo 1 of Single family home for sale at 27 Colonel Winstead Dr, Brentwood, TN 37027 | MLS# 3519030 | Listing updated on 2026-09-14
Photo 2 of Single family home for sale at 27 Colonel Winstead Dr, Brentwood, TN 37027 | MLS# 3519030 | Listing updated on 2026-09-14
Photo 3 of Single family home for sale at 27 Colonel Winstead Dr, Brentwood, TN 37027 | MLS# 3519030 | Listing updated on 2026-09-14
Photo 4 of Single family home for sale at 27 Colonel Winstead Dr, Brentwood, TN 37027 | MLS# 3519030 | Listing updated on 2026-09-14
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Street View

$2,599,000

Monthly Est:$12,936

  • Beds Icon4 Beds
  • Beds Icon
    7 Baths
  • Beds Icon7,138sqft

27 Colonel Winstead Dr, Brentwood, TN 37027

$12,936/moEst:

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  • Single Family Residence

  • Built in 2000

  • $462/mo HOA

  • 0.85 acre lot

  • $364/sq.ft

Description

Set beneath a canopy of mature trees in the prestigious, guard-gated Governors Club, this beautifully maintained estate offers timeless Southern character, gracious living spaces, and an exceptional opportunity to create something truly special. A sweeping front porch sets the tone, overlooking the picturesque golf course and offering the kind of setting made for quiet mornings, evening conversations, and an unhurried way of life.

Inside, more than 7,000 square feet unfolds across a warm, traditional floor plan with generous room sizes, abundant natural light, and beautiful architectural detail throughout. The main-level primary suite provides a private retreat, while mu
ltiple living and gathering spaces offer an effortless backdrop for both everyday life and entertaining. Upstairs, a spacious bonus room provides wonderful flexibility, and the finished basement expands the possibilities even further with room for entertaining, recreation, fitness, guests, or hobbies.

With four generously sized bedrooms, four full baths, and three half baths, the home has been exceptionally well cared for and offers a wonderful foundation for its next chapter. Move in and enjoy its classic warmth as it is, or thoughtfully update over time to create a home uniquely your own.

Outside, the mature landscape and beautiful treed homesite create a sense of privacy and permanence that is increasingly difficult to find. And within Governors Club, residents enjoy a coveted lifestyle centered around championship golf, clubhouse dining, fitness, resort-style pools, tennis, and an active social community.

Timeless architecture, remarkable space, and an irreplaceable setting come together in a home filled with possibility—an exceptional opportunity to make your mark within one of Middle Tennessee’s most sought-after communities.

  • Houzeo last checked: 5 minutes ago
  • Listing updated: September 14, 2026 at 6:53 pm
  • Listing Provided by: Danielle Keegan (949) 351-4787 DRE #385028, Kori Kintsch DRE #379416 | Benchmark Realty, LLC (615) 371-1544
  • Source: Nashville (RealTracs Mid) MLS-TN as distributed by MLS GRID | MLS#: 3519030 Nashville (RealTracs Mid) MLS-TN as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    3

  • County

    Williamson County, Tn

  • City

    Brentwood

  • Neighborhood

    --

  • Year Built

    2000

  • HOA Fees

    $462/mo

  • Finished Area

    7,138 sqft

  • Lot Size

    0.85 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Nashville (RealTracs Mid) MLS

  • MLS Number

    3519030

  • MLS Status

    Active

  • Days on Market

    74

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Location

HOA Management

N/A

HOA Fees

$462/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Park Playground Park Playground

Club House Club House

Gym Gym

Golf Golf

Pool Pool

Security Gate Security Gate

Tennis Tennis

Bike Trails Bike Trails

Walk path Walk path

Underground Utilities Underground Utilities

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 7

Interior

  • Appliances

    Built In Electric Oven, Double Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer

  • Flooring

    Carpet, Wood, Marble, Tile

  • Interior Features

    Bookcases, Built In Features, Ceiling Fan(s), Central Vacuum, Entrance Foyer, Extra Closets, High Ceilings, Pantry, Walk In Closet(s), Wet Bar

  • Sewer

    Public Sewer

  • Exterior Features

    Balcony

  • Heating

    Central

  • Cooling

    Ceiling Fan(s), Central Air

Construction

  • Year Built

    Year Built: 2000

  • Home type

    Single Family Residence

  • Construction Materials

    Brick, Hardboard Siding, Stucco

  • Foundation Details

    Slab

  • Roof

    Shingle

Utilities & Energy

  • Water Source

    Public

  • Association Amenities

    Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Sidewalks, Tennis Court(s), Underground Utilities, Trail(s)

  • Parking Features

    Garage Door Opener, Garage Faces Side

  • Laundry Features

    Electric Dryer Hookup, Washer Hookup

  • Basement

    Finished, Unfinished

  • Security Features

    Carbon Monoxide Detector(s), Security Gate, Security Guard, Security System, Smoke Detector(s)

  • Fireplace Features

    Den, Family Room, Gas, Great Room, Living Room, Recreation Room

  • Utilities

    Water Available

Other Features

  • Subdivision Name

    Governors Club The Ph 2

  • Patio And Porch Features

    Deck, Covered, Patio, Porch, Screened

Price History

DateEventPrice

08/21/2026

Source: mls_logoNashville (RealTracs Mid) MLS-TN #RTC3519030

Listed for Sale

$2,599,000

$364/sqft

08/20/2026

Source: mls_logoNashville (RealTracs Mid) MLS-TN #RTC3519030

Coming Soon

$2,599,000 -7.15%

$364/sqft

05/18/2026

Source: mls_logoNashville (RealTracs Mid) MLS-TN #RTC3215647

Listed for Sale

$2,799,000

$392/sqft

05/18/2026

Source: mls_logoNashville (RealTracs Mid) MLS-TN as distributed by MLS GRID #RTC3215647

Off Market

$2,799,000

$392/sqft

Nearby Homes

Based on information from Realtracs® through Nov 04, 2026, 12:16AM. Data courtesy of Realtracs® MLS as distributed by MLS GRID. Some IDX listings have been excluded from this website. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal, noncommercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by Realtracs® MLS. © 2026 RealTracs Solutions. All Rights Reserved.

Angela Fowler Real Estate, LLC | 423.320.4620 | afowler@catt.com
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Advertising Broker: Angela Fowler | Angela Fowler Real Estate, LLC.

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