3385 Bailey Rd

Franklin, TN 37064

$19,750,000
Price
4
Beds
5,035 Sq. Ft.
$3,923 / Sq. Ft.
5,035
Sq. Ft.
$3,923
per Sq. Ft.
Listed By Compass
Listed By Compass

Description

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,...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.

Property Details for 3385 Bailey Road

Architectural Style
Traditional
Subdivision Name
Leipers Fork
View
Water
Waterfron Features
Pond
Waterfront
No
LISTING UPDATED: 12/20/2025 10:27 AM

Property Details for 3385 Bailey Road

StatusActive
MLS #2980489
Days on Market120
Taxes$9,528 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2011
Lot Size39.85 AC / 1,735,866 SF
CountyWilliamson County
Buyer's Agent Compensation3%

Location

Listing Courtesy of: .

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Building Information for 3385 Bailey Road

Stories2Year Built2011Building Size-Lot Size39.85 AC / 1,735,866 SF

Payment Calculator

$98,386 per month

30 year fixed, 6.28% Interest

Principal and Interest

$97,592

Property Taxes

$794

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 3385 Bailey Road

Summary
Location and General Information
  • Directions: From Old Hillsboro: take Bailey to the property, on the right side. From Carters Creek: turn on Bear Creek to Bailey. At the fork (Floyd and Bailey), keep left on Bailey to property on the left.
  • Elementary School: Hillsboro Elementary/ Middle School
  • High School: Independence High School
  • Levels: Three Or More
  • Living Area Source: Professional Measurement
  • Living Area Units: Square Feet
  • Middle Or Junior School: Hillsboro Elementary/ Middle School
  • Mlg Can View: Yes
  • Topography: Cleared,Private,Rolling Slope,Views
Parking
  • Total Non Garage Parking Spaces: 4.0
  • Garage Spaces: 3.00
  • Parking Features: Garage Door Opener, Attached, Concrete
  • Parking Total: 7.00
Taxes and HOA Information
  • Condo Coop Association YN: No
Property
Building Information
  • Above Grade Finished Area Source: Professional Measurement
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area Source: Professional Measurement
  • Below Grade Finished Area Units: Square Feet
  • Building Area Source: Professional Measurement
  • Building Area Units: Square Feet
  • Flooring: Wood, Marble, Tile
Lot Information
  • Lot Features: Cleared, Private, Rolling Slope, Views
  • Lot Size Source: Assessor
  • Lot Size Units: Acres
  • Parcel Number: 094102 02000 00003102
  • Lot Size Area: 39.85
Property and Assessments
  • Construction Materials: Frame
  • Documents Count: 5
  • New Construction: No
  • Possession: Close Of Escrow
  • Property Attached: No
  • Security Features: Security Gate, Security System, Smoke Detector(s)
  • Senior Community: No
  • Stories: 2
  • Year Built Details: Existing
Utilities
  • Basement: Finished, Partial
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Central, Geothermal
  • Heating: Yes
  • Sewer: Septic Tank
  • Utilities: Water Available
  • Water Source: Public
Interior and Exterior Features
Interior Features
  • Appliances: Gas Range, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Refrigerator, Washer
  • Fireplace Features: Great Room, Living Room
  • Fireplaces Total: 2
  • Fireplace: Yes
  • Interior Features: In-Law Floorplan, High Speed Internet
Bedroom Information
  • Main Level Beds: 0
Exterior Features
  • Attached Garage: Yes
  • Covered Spaces: 3.00
  • Exterior Features: Dock, Gas Grill
  • Fencing: Full
  • Foundation Details: None
  • Garage: Yes
  • Patio And Porch Features: Deck, Covered, Patio, Porch
  • Pool Private: No
  • Roof: Metal
  • View YN: Yes
Room Information
Room 1
  • Room Dimensions: 15x16
  • Room Features: Suite
  • Room Type: Bedroom 1
Room 2
  • Room Dimensions: 16x12
  • Room Features: Bath
  • Room Type: Bedroom 2
Room 3
  • Room Dimensions: 16x15
  • Room Features: Bath
  • Room Type: Bedroom 3
Room 4
  • Room Features: Bath
  • Room Type: Bedroom 4
Room 5
  • Room Features: Suite
  • Room Type: Master Bathroom
Room 6
  • Room Dimensions: 11x20
  • Room Type: Den
Room 7
  • Room Dimensions: 16x13
  • Room Features: Formal
  • Room Type: Dining Room
Room 8
  • Room Dimensions: 16x15
  • Room Type: Kitchen
Room 9
  • Room Dimensions: 41x16
  • Room Features: Great Room
  • Room Type: Living Room

Property History for 3385 Bailey Road

DateEvent & SourcePriceAppreciation
Aug 25, 2025

Listed (Active)

REALTRACS #2980489

$19,750,000—
Jan 12, 2024

Closed

REALTRACS #2564788

$10,500,000—
Dec 14, 2023

Price Change

REALTRACS #2564788

$10,999,000—
Dec 14, 2023

Contract - Not Showing

REALTRACS #2564788

—
Dec 14, 2023

Contract - Showing

REALTRACS #2564788

—
Aug 29, 2023

Listed (Active)

REALTRACS #2564788

$12,500,000—
Jan 30, 2021

Closed (Public Record)

Public Record #1449173294

$6,250,000

+13.9% / yr

Jan 4, 2021

Withdrawn

REALTRACS #2206261

$6,200,000—
Nov 12, 2020

Listed (Active)

REALTRACS #2206261

$6,200,000—
Jul 30, 2009

Closed (Public Record)

Public Record #272543650

$1,397,000—
DateEvent & SourcePrice
08/25/2025

Listed (Active)

REALTRACS #2980489

$19,750,000
01/12/2024

Closed

REALTRACS #2564788

$10,500,000
12/14/2023

Price Change

REALTRACS #2564788

$10,999,000
12/14/2023

Contract - Not Showing

REALTRACS #2564788

—
12/14/2023

Contract - Showing

REALTRACS #2564788

—
08/29/2023

Listed (Active)

REALTRACS #2564788

$12,500,000
01/30/2021

Closed (Public Record)

Public Record #1449173294

$6,250,000

+13.9% / yr

01/04/2021

Withdrawn

REALTRACS #2206261

$6,200,000
11/12/2020

Listed (Active)

REALTRACS #2206261

$6,200,000
07/30/2009

Closed (Public Record)

Public Record #272543650

$1,397,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3385 Bailey Road

Taxable ValueLand$51,775Additions$312,700Total$364,475
Tax Record2024$10,310 ($859 / month)
Home Facts
Beds0Baths5Total Finished SqFt4,606 SqFtAbove Grade Finished SqFt4,606 SqFtStories2Lot Size900,821 SqFtStyleMiscellaneous ResidentialYear Built2011CountyWILLIAMSONAPN094102 02000Fireplace TypeHas Fireplace

Schools near 3385 Bailey Road

This home is within Williamson County School District.
Rating
School
Type
Grades
Distance
Hillsboro Elementary/ Middle School
Public - PK to 8
Independence High School
Public - 9 to 12
Discovery Virtual K-8 School
Public - K to 8
Vanguard Virtual High School
Public - 9 to 12
Rating
School
Distance
Hillsboro Elementary/ Middle School
PublicPK to 8

Independence High School
Public9 to 12

Discovery Virtual K-8 School
PublicK to 8

Vanguard Virtual High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 3385 Bailey Road, Franklin, TN 37064

3385 Bailey Road is a single family home for sale in Franklin, TN 37064. This property was listed for sale on August 25, 2025 by Compass, it's currently listed at $19,750,000. It has been on the market for a total of 120 days and was last sold on January 12, 2024. This listing's school district is Williamson County School District. Nearby schools include Hillsboro Elementary/ Middle School, Independence High School and Discovery Virtual K-8 School. 3385 Bailey Road is a 4-bed, 5-bath, 5,035 sqft single family home built in 2011.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/24/2025 07:16 AM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.