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$2,599,000

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 multiple 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.

4 Beds ⋅ 7 Baths ⋅ 3519030 MLS ⋅ ACTIVE Status ⋅ 0.85 Acres ⋅ 37027 Zip Code

27 Colonel Winstead Dr, Brentwood

$4,635,000

Welcome to an exceptional luxury estate situated on nearly two acres within one of Brentwood's premier gated golf communities, offering 24-hour security, expansive hillside views, and an extraordinary combination of resort-style amenities. Designed for grand-scale entertaining and comfortable everyday living, the residence features a dramatic architectural glass staircase and private elevator providing convenient access to all levels. The flexible floor plan includes four existing bedrooms and an expansive, fully finished walkout lower level with natural light, exterior views, and separate living quarters complete with a second full kitchen. The lower-level theater and kitchen areas also offer potential for reconfiguration into additional bedroom suites, subject to architectural review and applicable approvals. This versatility makes the residence particularly attractive for multigenerational living, extended family, and buyers seeking adaptable living arrangements. Resort-style amenities include a stunning infinity-edge swimming pool, state-of-the-art home theater, fully equipped gym, large commercial-grade sauna, custom putting green, and expansive outdoor entertaining spaces overlooking the surrounding hills and golf clubhouse. The home's beautifully appointed kitchens feature premium Wolf, Sub-Zero, Miele, and Bosch appliances, complemented by distinctive custom cabinetry and finishes. Significant recent capital improvements provide added peace of mind, including a brand-new roof, replacement HVAC systems, updated pool equipment, new hot water systems, and a newly finished epoxy garage floor. Professionally maintained landscaping is supported by a private irrigation well. What distinguishes this estate is an exceptional combination of amenities rarely found together in a single property: a stunning infinity-edge pool, private elevator serving all levels, expansive commercial-grade sauna, panoramic hillside views, and a fully finished walkout lower level offerin

4 Beds ⋅ 6 Baths ⋅ 3248495 MLS ⋅ ACTIVE Status ⋅ 1.63 Acres ⋅ 37027 Zip Code

7 Colonel Winstead Dr, Brentwood

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