27 Colonel Winstead Dr, Brentwood, Tennessee 37027

TN, Brentwood
$2,799,000
  • Active Status
  • 14 Dayz On Cribz Total Days
  • Residential Property Type
  • 4 Beds Total Bedrooms
  • 7 Baths Full + Half Bathrooms
  • 7138 Total Sqft $392/sqft
  • 0.85 Acres Lot/Land Size
  • 2000 Year Built
  • Mortgage Wizard 3000 Advanced Breakdown
Property Description

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.

Property Details
  • Property Type: Residential
  • Listing Type: For Sale
  • MLS #: 3215647
  • Price: $2,799,000
  • Half Bathrooms: 3
  • Full Bathrooms: 4
  • Square Footage: 7,138 Sqft
  • Year Built: 2000
  • Lot Area: 0.85 Acre
  • Office Name: Benchmark Realty, LLC
  • Agent Name: Danielle Keegan
  • Property Sub Type: Single Family Residence
  • Roof: Shingle
  • Listing Status: Active
Location Info
  • Street Number: 27
  • Street: Colonel Winstead Dr
  • City Brentwood
  • State TN
  • Zipcode 37027
  • County Williamson County, TN
  • Subdivision Governors Club The Ph 2
  • Longitude: W87° 15' 55.8''
  • Latitude: N35° 58' 27.6''
  • Directions: I65 South, exit East on Concord Road - go to the Concord Road gated entrance of the Governors Club. Turn left on Governors Way at the first stop sign, and take it to Colonel Winstead Drive. Turn right, and go up the hill and the house is on your right.
Features
  • Heating System Central
  • Cooling System Central Air, Ceiling Fan(s)
  • Basement Finished, Unfinished
  • Fireplace Gas, Living Room, Family Room, Great Room, Den, Recreation Room
  • Patio Covered, Patio, Screened, Porch, Deck
  • Parking Garage Door Opener, Garage Faces Side
  • Utilities Water Available
  • Exterior Features Balcony
  • Fireplaces Total 6
  • Flooring Wood, Carpet, Tile, Marble
  • Interior Features Walk-In Closet(s), High Ceilings, Built-in Features, Pantry, Wet Bar, Entrance Foyer, Bookcases, Ceiling Fan(s), Central Vacuum, Extra Closets
  • Laundry Features Electric Dryer Hookup, Washer Hookup
  • Sewer Public Sewer
Appliances
  • Cooktop
  • Dishwasher
  • Microwave
  • Refrigerator
  • Dryer
  • Washer
  • Disposal
  • Double Oven
  • Stainless Steel Appliance(s)
  • Ice Maker
  • Built-In Electric Oven
Schools
  • Elementary School: Crockett Elementary
  • Middle School: Woodland Middle School
  • High School: Ravenwood High School
Additional Info
  • Water Source: Public
  • Association Amenities: Clubhouse,Fitness Center,Gated,Golf Course,Park,Playground,Pool,Sidewalks,Tennis Court(s),Underground Utilities,Trail(s)
  • Building Size: 7,138 Sqft
  • Construction Materials: Stucco, Brick, Hardboard Siding
  • Foundation Details: Slab
  • Garage: 3 Spaces
  • Levels: Three Or More
  • Lot Size Dimensions: 139 X 249
  • On Market Date: May 18th, 2026
  • Previous Price: $2,799,000
  • Stories: 3
Financial
  • Association Fee: $462
  • Association Fee Frequency: Monthly
  • Association: Yes
  • Annual Tax Amount: $8,155
Listing Data
  • Co List Agent Full Name: Kori Kintsch
  • Co List Office Name: Benchmark Realty, LLC
  • Mls Status: Active
  • Originating System Name: RealTracs
  • Special Listing Conditions: Standard
  • Modification Timestamp: May 23rd, 2026 @ 1:49pm
  • Status Change Timestamp: May 18th, 2026 @ 8:26pm
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