3385 Bailey Rd Franklin, TN 37064
Leiper's Fork NeighborhoodEstimated payment $105,141/month
Highlights
- Gated Community
- Waterfront
- Pond
- Hillsboro Elementary/Middle School Rated A
- Community Lake
- Landscaped
About This Lot
Public Remarks: Surrounded by protected Tennessee Land Trust properties and just minutes from Leipers Fork Village, this luxury estate farm offers a rare blend of natural beauty and exquisite craftsmanship designed for effortless indoor and outdoor living. Nearly 40 acres showcase sweeping views of rolling hills, two stocked ponds, grazing pastures, an organic vegetable garden, walking trails, and endless privacy. Designed for both relaxation and entertaining, the estate features a saltwater infinity-edge pool, a Gavin Duke–designed poolside cabana with stone fireplace, and a stunning formal garden with fountain adjacent to the outdoor kitchen and dining area. The main residence, 3385 Bailey Road, is as timeless as it is elegant. With its large wraparound porch, you’ll capture both sunrise and sunset. Inside, the home features a great room ideal for entertaining, three upstairs ensuite bedrooms, a main-level office/guest room, and a chef’s kitchen that serves as the heart of the home. Three fireplaces add warmth and character throughout. A full guest apartment with a private entrance, living room, kitchen, and bedroom sits above the oversized 3-car garage. Across the property is the “77” Entertainment Barn, which is nothing short of extraordinary. Designed by architect Eric Stengel, this 5,300 sq. ft. masterpiece combines rustic character with refined luxury. Soaring ceilings frame an open space anchored by a grand imported bar with large video wall, and two stone fireplaces—perfect for both large and intimate gatherings. Two private bedroom suites, each with a fireplace, laundry, and kitchenette, flank the great room, while a game room, full upstairs catering kitchen, gym, bathroom, and oversized 2-car garage provide modern convenience. Adding to its prestige, a Gary Hedden–designed recording studio makes this barn a destination for creativity and entertainment. The “77” is truly one of Leipers Fork’s most remarkable spaces. Option to purchase fully furnished.
Private Remarks: To expedite showings, please send POF with showing request. Listing agent accompanies. Buyers and buyers agent to verify all pertinent information. Property includes two parcels, (3377 Bailey) 102 020.05 000 and (3385 Bailey) 102 020.00 000, for a total of 39.85 acres. Property taxes reflect both parcels. Per TN Land Trust (attached), these cannot be subdivided.
Listing Agent
Jamie Parsons
Compass RE License #351406 Listed on: 09/18/2025
Property Details
Property Type
- Land
Lot Details
- Waterfront
- Gated Home
- Perimeter Fence
- Landscaped
- Current uses include grazing, organic farm, homestead
- Potential uses include agriculture, grazing, residential single, homestead
Utilities
- Underground Utilities
- Septic Tank
Community Details
Overview
- Community Lake
- Greenbelt
Recreation
- Pond
Additional Features
- Laundry Facilities
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,155 | $364,475 | $51,775 | $312,700 |
| 2024 | $5,155 | $274,200 | $28,325 | $245,875 |
| 2023 | $5,155 | $430,800 | $184,925 | $245,875 |
| 2022 | $8,099 | $430,800 | $184,925 | $245,875 |
| 2021 | $5,132 | $272,975 | $27,100 | $245,875 |
| 2020 | $5,665 | $255,175 | $18,575 | $236,600 |
| 2019 | $5,665 | $255,175 | $18,575 | $236,600 |
| 2018 | $5,486 | $255,175 | $18,575 | $236,600 |
| 2017 | $5,486 | $255,175 | $18,575 | $236,600 |
| 2016 | $0 | $255,175 | $18,575 | $236,600 |
| 2015 | -- | $191,500 | $14,275 | $177,225 |
| 2014 | -- | $191,500 | $14,275 | $177,225 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/30/2026 03/30/26 | Pending | -- | -- | -- | |
| 02/25/2026 02/25/26 | Sold | $18,250,000 | -7.6% | $3,625 / Sq Ft | View Prior Sale |
| 01/20/2026 01/20/26 | Pending | -- | -- | -- | |
| 09/18/2025 09/18/25 | For Sale | $19,750,000 | 0.0% | -- | |
| 08/25/2025 08/25/25 | For Sale | $19,750,000 | +88.1% | $3,923 / Sq Ft | |
| 01/12/2024 01/12/24 | Sold | $10,500,000 | -4.5% | $2,149 / Sq Ft | View Prior Sale |
| 12/14/2023 12/14/23 | Pending | -- | -- | -- | |
| 11/19/2023 11/19/23 | Price Changed | $10,999,000 | -6.4% | $2,251 / Sq Ft | |
| 10/16/2023 10/16/23 | Price Changed | $11,750,000 | -6.0% | $2,404 / Sq Ft | |
| 09/02/2023 09/02/23 | For Sale | $12,500,000 | -- | $2,558 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $18,250,000 | Wagon Wheel Title & Escrow | |
| Warranty Deed | $10,445,000 | Wagon Wheel Title & Escrow | |
| Warranty Deed | $6,250,000 | Heritage Title | |
| Warranty Deed | $1,397,000 | Sidwell Title | |
| Deed | $473,130 | -- | |
| Deed | $292,372 | -- |
- 3360 Sweeney Hollow Rd
- 4308 Old Hillsboro Rd
- 5620 Big East Fork Rd
- 3514 Bailey Rd
- 3305 Hensley Cir Unit 1
- 3530 Bailey Rd
- 0 Pinewood Rd Unit 104
- 0 Pinewood Rd Unit 212
- 0 Pinewood Rd Unit 105
- 0 Pinewood Rd Unit 110
- 0 Pinewood Rd Unit 107
- 0 Pinewood Rd Unit 203
- 0 Pinewood Rd Unit 108
- 5313 Crown Dr
- 3201 Carl Rd Unit 7
- 0 Briarden Ct Unit 3
- 0 Briarden Ct Unit 1
- 0 Briarden Ct Unit 2
- 0 Briarden Ct Unit 4
- 5467 Pinewood Rd
Ask me questions while you tour the home.