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5 Luxury Tennessee Estates from Brentwood to Bristol

By Awais Manzoor

1 min read

Luxury measured in experiences. Each residence is designed for effortless entertaining, from grand, detail-rich interiors with fireplaces and gathering rooms to theater, fitness, and bar-style spaces that extend outdoors. Privacy remains a consistent throughline, whether achieved through gated enclaves, private streets, riverfront seclusion with a covered dock, or expansive acreage. Several also offer flexible, multi-residence living for modern households.

109 Woodward Hills Place | $6,200,000

109 Woodward Hills Place Brentwood TN 37027
109 Woodward Hills Place, Brentwood, TN 37027
Joy Flynn Pilkerton Realtors
LISTING AGENT:
Joy Flynn

Within an exclusive small gated community in Brentwood—just 15 homes—this European inspired residence reflects a builder’s own eye for design, quality, and detail. An open foyer with an elegant domed ceiling sets the tone, leading to large-scale rooms and living areas created for entertaining. Eight fireplaces bring warmth and rhythm throughout, while all bedrooms are en-suite for a sense of privacy and ease. The layout also includes a luxurious in-law suite, maid’s quarters with a kitchen, a theater room, an exercise room, a large sunroom, and several bar areas. An elevator serves all floors, underscoring the home’s thoughtful planning. Outdoors, a complete saltwater negative edge pool—surrounded by extensive Corinthian columns and a custom colonnade—anchors the setting on a private 2.56-acre lot bordered by common area. Life here feels quietly grand, yet effortlessly contained.

Price:
$6,200,000
Size:
13,730 sq ft
Contact:
Joy Flynn, Pilkerton Realtors, 615.584.5053
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Riverfront Residence | $4,300,000

1234 Lakeside Dr Ashland City TN 37015
1234 Lakeside Dr, Ashland City, TN 37015
Justin Short
LISTING AGENT:
Justin Short

Along the water’s edge in Ashland City, this riverfront residence is designed to make everyday life feel as considered as a celebration. Direct water access sets the tone, anchored by a private covered boat dock with water and electric, plus a boat lift and jet ski port for effortless time on the river. Outdoor living takes center stage with a full outdoor kitchen and an upper-level sitting area—easy settings for long evenings, casual gatherings, or quiet mornings framed by panoramic waterfront views. Indoors, fully custom finishes and premium craftsmanship carry the same attention to detail, supporting both comfortable daily routines and memorable entertaining. Balancing luxury with functionality and privacy, the home invites you to slow down, step outside, and let the shoreline define the rhythm of the day.

Price:
$4,300,000
Size:
6,917 sq ft
Contact:
Justin Short, At Home Realty, 615.804.5534
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Private Farmhouse Luxury Retreat | $4,095,000

3167781 1
6904 Farm Path Ln, College Grove, TN 37046
6904 Farm Path Ln College Grove TN 37046 1
LISTING AGENT:
Andrew Mortaza

Set on over five acres in the heart of College Grove, this newer-construction farmhouse pairs a sense of privacy with an easy, everyday livability. Tucked along a private street, the setting feels intentionally removed—room to breathe, gather, and enjoy the quiet rhythm of a rural backdrop while staying rooted in the community. Outdoors, a pool and spa extend the living experience into the landscape, offering space for unhurried afternoons, casual entertaining, or a restorative end to the day. The farmhouse character brings a timeless note to a thoroughly current build, balancing comfort with a refined simplicity. Here, the pleasures are straightforward and lasting: open sky, private acreage, and the small rituals that come with having space to truly settle in.

Price:
$4,095,000
Size:
6,238 sq ft
Contact:
Andrew Mortaza, The Agency Nashville, LLC, 818.458.2218
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Luxury Dual Estate Opportunity | $3,750,000

124 Cross Community Road Bristol TN 37620
124 Cross Community Road, Bristol, TN 37620
Debra Kennedy Prestige Homes of the Tri Cities Inc
LISTING AGENT:
Debra Kennedy

Beyond a private gated entrance in Bristol, this luxury estate spans approximately 12 acres of beautifully landscaped grounds and includes two separate residences designed for privacy and versatility. The primary home unfolds from a grand entryway into expansive living spaces with soaring ceilings, oversized windows, and designer finishes that keep interiors bright and inviting. A gourmet chef’s kitchen anchors everyday life with premium appliances, custom cabinetry, and an oversized island made for gathering. The primary suite reads as a true retreat, featuring a spa-inspired bath, a generous walk-in closet, and a private sitting and reading alcove. Additional bedrooms, a lower-level apartment, and other flexible living areas support both daily routines and hosting. Detached garages, a fitness center, a resort-style pool house, and a two-story heated-and-cooled bus garage add serious function. The independent secondary residence—with its own gated entrance, kitchen, living area, bedrooms, and private outdoor space—offers room to live, work, or welcome guests with ease.

Price:
$3,750,000
Size:
13,827 sq ft
Contact:
Debra Kennedy, Prestige Homes of the Tri Cities, Inc., 423.956.4228
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2713 Deer Haven Ct | $2,325,000

2713 Deer Haven Ct, Franklin, TN 37067
2713 Deer Haven Ct, Franklin, TN 37067
Jennifer Telwar
LISTING AGENT:
Jennifer Telwar

Set on a private one-acre homesite in Franklin, this one-owner estate—built in 2015 and appearing in the MLS for the first time—pairs generous scale with careful detailing. Crafted by award-winning architect Michael Katsaitis, the arrival unfolds through a grand foyer flanked by a formal dining room, where arched openings, rounded corners, and exquisite millwork and trimwork establish a quiet sense of ceremony. Freshly painted interiors and brand-new front windows brighten the light-filled ambiance, while rich wood flooring carries warmth throughout. Four stone fireplaces—extending even to outdoor porch areas—anchor spaces designed for both gathering and retreat. Outside, an expansive screened-in porch is framed by arched brickwork, with herringbone accents above windows that add a tailored finish. Days here feel composed, comfortable, and effortlessly refined.

Price:
$2,325,000
Size:
6,139 sq ft
Contact:
Jennifer Telwar, Zeitlin Sotheby’s International Realty, 615.405.5107
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