Across Middle Tennessee’s most coveted enclaves, this quintet traces a shared pursuit of privacy, play, and room to gather. From rolling, fenced acreage with ponds and sport courts to a restored log cabin reached by a long drive through woods and pasture, each home reads like a self-contained retreat with resort-minded amenities. Entertaining takes center stage in an ultra-custom European residence within a small gated community, while a timeless farmhouse adds porches, fireplaces, and a speakeasy-style wine room. A corner-lot commercial parcel brings a distinct development-minded counterpoint.
Where Land, Luxury, And Legacy Converge | $13,500,000


Jamie Parsons

Jamie Parsons
Beyond private gates on Scenic Oaks Lane in Thompson’s Station, this Georgian residence unfolds across 35 private rolling acres in Williamson County. Nearly 11,000 square feet creates a true estate scale, while the grounds read like a personal retreat with resort-caliber amenities: a pool, pickleball court, pond, and a dedicated gym. A nine-vehicle car barn adds collector-grade practicality without disrupting the pastoral setting. Fully fenced and complemented by three additional homesites, the property is thoughtfully positioned for a multigenerational compound—or held as a legacy parcel with room to evolve over time. Days here can move easily between active recreation and quiet moments by the water, all within the privacy of a gated community.
- Price:
- $13,500,000
- Size:
- 10,995 sq ft
- Contact:
- Jamie Parsons, Compass, 310.508.4008
41.5 Acre Estate In The Heart Of Leipers Fork | $10,000,000


Jamie Parsons

Jamie Parsons
Down a half-mile drive through pastures and woods in Franklin, a pristinely restored hand-hewn log cabin unfolds as a private artists’ retreat. The setting is quiet and intentional, with a dedicated music room and a private outdoor wellness retreat that encourages slow mornings and long, unhurried evenings. Two ponds deepen the sense of seclusion, while a restored barn adds welcome versatility—serving as a gym and doubling as additional guest quarters. On the ridge top, a pool is paired with a custom container bar, positioned beside one of two perc sites, blending recreation with practical flexibility. Private, serene, and thoughtfully composed, the property balances refined calm with an untamed spirit—an everyday escape that still feels deeply grounded in the land.
- Price:
- $10,000,000
- Size:
- 3,695 sq ft
- Contact:
- Jamie Parsons, Compass, 310.508.4008
Endless Possibilities! | $9,999,000


Terri Williams

Terri Williams
On a corner lot in Kodak, this property is defined by visibility and flexibility. The setting offers great exposure, a practical advantage for a wide range of future uses, while keeping day-to-day access straightforward. All city utilities are available, simplifying the path from concept to execution and supporting a more seamless build-out. Adding to its appeal, the site carries the highest commercial zoning Sevierville has to offer—an increasingly rare combination for buyers prioritizing long-term optionality and clear entitlements. Whether envisioned as a focused storefront, a service-forward hub, or something more ambitious, the groundwork here is already in place. It’s a clean, highly legible piece of land where the location and zoning do much of the work, leaving room for a plan to take shape with confidence.
Size: 56± acres
- Price:
- $9,999,000
- Contact:
- Terri Williams, RE/MAX Preferred Properties Pigeon Forge, 865.556.4111
109 Woodward Hills Pl | $6,200,000


Joy Flynn

Joy Flynn
Within an exclusive small gated community of just 15 homes in Brentwood, this European-inspired residence was built by a builder for his personal use, with design and craftsmanship carried through every detail. Enter through an open foyer crowned by an elegant domed ceiling, then move into large-scale living areas shaped for entertaining. Eight fireplaces punctuate the home, while all bedrooms are en suite. A luxurious in-law suite and maid’s quarters with a kitchen add flexibility for extended stays, alongside a theater room, exercise room, large sunroom, and several bar areas. An elevator serves all floors, making daily life feel effortless at every level. Outdoors, a complete saltwater negative-edge pool is framed by extensive Corinthian columns and a custom colonnade, set on a private 2.56-acre lot surrounded by common area.
- Price:
- $6,200,000
- Size:
- 13,730 sq ft
- Contact:
- Joy Flynn, Pilkerton Realtors, 615.584.5053
Magical Farmhouse On 52 Acres Near Leiper’s Fork — A Property Where History, Nature , And Southern Charm Intertwine. | $4,995,000


Jamie Parsons

Jamie Parsons
From its elevated setting on Fire Tower Road in Franklin, this farmhouse channels the spirit of the early 1900s while delivering the comforts and craftsmanship of a timeless country estate. Screened porches invite long, unhurried mornings, and soaring ceilings lend an airy sense of volume throughout. Three fireplaces add warmth and punctuation, creating natural gathering points for quiet evenings and easy entertaining. A former summer kitchen has been thoughtfully reimagined as a speakeasy-style wine room, bringing a layer of character and surprise to the day-to-day. Beyond the main residence, the property’s flexibility is part of the appeal—envision a private artist’s retreat, a guest cottage, or even a future luxury home site. It’s a place designed to evolve with the way you want to live.
- Price:
- $4,995,000
- Size:
- 2,600 sq ft
- Contact:
- Jamie Parsons, Compass, 310.508.4008





















