27 Colonel Winstead Dr, Brentwood, TN

$2,799,000

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  • 4

    Beds

  • Baths

  • 7,138

    Square feet

  • 0.85

    Acres

Description of 27 Colonel Winstead Dr, Brentwood - MLS# 3215647

Nestled among mature trees within the prestigious, guard-gated Governors Club, this timeless colonial-inspired estate blends classic architecture with warm, elevated living. A sweeping front porch welcomes you home and invites slow mornings with coffee in hand, surrounded by the peaceful beauty of the golf course beyond. Thoughtfully positioned on a stunning treed homesite, the setting feels both private and picturesque. Spanning just over 7,000 square feet, the home offers an exceptional layout designed for both everyday comfort and gracious entertaining. The main-level primary suite provides a serene retreat, while expansive living spaces are filled with natural light and refined architectural details throughout. Upstairs, a spacious bonus room offers incredible flexibility for recreation, media, or gathering space. The finished basement adds yet another layer of versatility with abundant room for entertaining, hobbies, fitness, or guests. With four generously sized bedrooms, four full baths, and three half baths, every space has been thoughtfully designed with comfort and functionality in mind. Beyond the home itself, Governors Club offers an extraordinary lifestyle with a championship golf course, elegant clubhouse with dining, fitness center, resort-style pools, tennis, and a vibrant calendar of community events and social gatherings. A rare opportunity to experience timeless luxury and everyday ease in one of Middle Tennessee’s most sought-after communities.

Features of 27 Colonel Winstead Dr of 27 Colonel Winstead Dr

MLS® # 3215647
Price $2,799,000
Bedrooms 4
Bedrooms on Main 1
Bathrooms 5.50
Full Baths 4
Half Baths 3
Square Footage 7,138
Acres 0.85
Year Built 2000
Type Residential
Sub-Type Single Family Residence
Status Active
New Construction No

Community Information : Brentwood

Address 27 Colonel Winstead Dr
Subdivision Governors Club The Ph 2
City Brentwood
County Williamson County, TN
State TN
Zip Code 37027

Amenities of 27 Colonel Winstead Dr

Amenities Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Sidewalks, Tennis Court(s), Underground Utilities, Trail(s)
Utilities Water Available
Parking Spaces 3
# of Garages 3
Garages Garage Door Opener, Garage Faces Side
Is Waterfront No
Has Pool No

Interior of 27 Colonel Winstead Dr

Interior Features Bookcases, Built-in Features, Ceiling Fan(s), Central Vacuum, Entrance Foyer, Extra Closets, High Ceilings, Pantry, Walk-In Closet(s), Wet Bar
Appliances Built-In Electric Oven, Double Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Heating Central
Cooling Ceiling Fan(s), Central Air
Fireplace Yes
# of Fireplaces 6
# of Stories 3
Basement Finished, Unfinished

Exterior of 27 Colonel Winstead Dr

Exterior Features Balcony
Roof Shingle
Construction Brick, Hardboard Siding, Stucco

School Information of 27 Colonel Winstead Dr

Elementary Crockett Elementary
Middle Woodland Middle School
High Ravenwood High School

Additional Information On 27 Colonel Winstead Dr

Date Listed May 18th, 2026
Days on Market 26
Foreclosure No
Short Sale No

Listing Details of 27 Colonel Winstead Dr

OfficeBenchmark Realty, LLC

Listings courtesy of REALTRACS as distributed by MLS GRID

Listing Map of 27 Colonel Winstead Dr

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27 Colonel Winstead Dr Brentwood TN 37027 - MLS# 3215647

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