27 Colonel Winstead Dr Brentwood, TN $ 2,799,000
27 Colonel Winstead Dr
$ 2,799,000
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27 Colonel Winstead Dr

Brentwood, TN, 37027
$ 2,799,000
Bedrooms4 Baths4.3 Sq 7,138

Monthly Estimate*

$ 17,234

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Single Family Home for sale in Brentwood, TN

for $2,799,000 with 4 bedrooms and 4 full baths, 3 half baths. This 7,138 square foot home was built in 2000 on a lot size of 0.85.

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.

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Single Family Active

Price

$ 2,799,000

Bedrooms

4

Full Bath

4

Half Bath

3

Property Type

Single Family

Taxes

$ 8,155

Style

Lot Size

0.85

Year Built

2000

Town/City

Brentwood

County/Region

Williamson

MLS | Web ID

3215647

Features
General
Living Area 7138
Sewer Public Sewer
Heating Central
Cooling Ceiling Fan(s) Central Air
Utilities Water Available
Possession Close Of Escrow
Roof Shingle
Appliances Built-In Electric Oven Double Oven Cooktop Dishwasher Disposal Dryer Ice Maker Microwave Refrigerator Stainless Steel Appliance(s) Washer
HOA Fee 462
Garage Spaces 3
Patio/Porch Features Deck Covered Patio Porch Screened
Security Features Carbon Monoxide Detector(s) Security Gate Security Guard Security System Smoke Detector(s)
Construction Materials Brick Hardboard Siding Stucco
Pets Allowed Yes
Year Built 2000
Stories Count 3
Levels Three Or More
Property Subtype Single Family Residence
Assoc Fee Paid Per Monthly
County Williamson County TN
New Construction N
Property Type Residential
Association Amenities Clubhouse Fitness Center Gated Golf Course Park Playground Pool Sidewalks Tennis Court(s) Underground Utilities Trail(s)
Attached Garage N
Subdivision Name Governors Club The Ph 2
Garage Y/N Y
Full Baths 4
Status Active
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
High School Ravenwood High School
City Brentwood
Senior Community Y/N N
Lot Size Units Acres
Elementary School Crockett Elementary
Property Attached Y/N N
Year Built Details Existing
Tax Annual Amount 8155
Middle/Junior High School Woodland Middle School
Virtual Tour https://tours.dansolomonphoto.com/tours/TAX0dbYtR?mls=1
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
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Interior
Interior Amenities Bookcases Built-in Features Ceiling Fan(s) Central Vacuum Entrance Foyer Extra Closets High Ceilings Pantry Walk-In Closet(s) Wet Bar
Basement Finished Unfinished
Flooring Carpet Wood Marble Tile
Total Fireplaces 6
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 5509
Half Baths 3
Laundry Features Electric Dryer Hookup Washer Hookup
Total Bedrooms 4
Below Grade Finished Area 1629
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Owner
Above Grade Finished Area Source Owner
Above Grade Finished Area Unit Type Square Feet
Total Baths 7
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Exterior
Exterior Amenities Balcony
Parking Features Garage Door Opener Garage Faces Side
Water Source Public
Total Parking 3
Lot Size Area 0.85
Building Area Total 7138
Lot Dimensions 139 X 249
Lot Size Acres 0.85
Lot Size Source Calculated from Plat
Waterfront Y/N N
Covered Spaces 3
Other Equipment Irrigation System
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Internal Only
Street Number 1 27
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* Excluded Features
List By
Benchmark Realty, Llc

Broker

danielle@wanderandroost.com

Email

Affordability Calculator

$17,914
Per Month
96%
4%
0%
Monthly Principal & Interest
$17,234
Monthly Property Taxes
$680
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
244929 Elementary School
244236 Middle School
Ravenwood High School High School
Pricing History
DatePricePrice ChangeDescription
5/18/2026$2,799,000 Listed Price

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27 Colonel Winstead Dr, Brentwood, TN, 37027 is a Single Family Home for sale at $2,799,000 with 7,138 sqft and a lot size of 0.85. 27 Colonel Winstead Dr has 4 bedrooms, 4.3 baths, and was built in 2000. The property's zip code is 37027 which is in Brentwood, TN