This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/17
$129,900
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/17
Property Description
PRICE MODIFIED from original listing, less 35k. Discover the potential of this 3-acre agricultural-zoned property for those looking for space and freedom. Located close to modern conveniences off Cortez Blvd for shopping, restaurants & health services. Architectural plans already completed and paid for (a 3500 value) - 3 options: 3-bedroom, 2-bedroom plus a multigenerational suite, or 4-bedroom home, if you choose to use them or not. Permitting takes approximately 4-6 weeks, not months. Plans will give accurate pricing from a contractor and ready to submit to County. This vacant land offers incredible flexibility for a variety of uses-whether you are looking to build a home, start a small ranch, have some livestock, bring your big toys, or create a garden oasis. Situated on a public asphalt road, the property address is surrounded by trees and other residential homes and larger ranch-style properties, providing a balance of seclusion with quick access to Tampa on SR 589 or North of Crystal River. This property could be ideal for someone looking to build a home / barn / quonset and bring their equipment. FEMA Zone X designation which will help keep homeowners insurance costs more affordable. Brooksville is known for its historic charm and natural beauty, offering a variety of recreational and lifestyle amenities: "¢ Shopping & Dining: Just minutes from Cortez Boulevard and Downtown Brooksville, where you will find boutique shops, breweries, and local restaurants. "¢ Outdoor Activities: Brooksville is home to a local winery and numerous equestrian trails, making it a great place for horseback riding and enjoying the countryside. It is also close to the famous Weeki Wachee Natural Springs, perfect for kayaking and exploring Florida's natural beauty. "¢ Gulf Access & Boating: Only a 25-minute drive to public boat ramps leading to the Gulf of Mexico, making it ideal for fishing and boating enthusiasts, including waterfront dining. "¢ Suncoast Bike Trail Access: The Suncoast Bike Trail is just a short walk across an overpass, connecting you to miles of scenic trails perfect for biking, walking, and running. "¢ Withlacoochee State Forest is close by, one of the largest forests in Florida, is perfect for hiking, camping, horseback riding, and ATV trails. "¢ Convenient Commuting: Approximately 40 minutes to Tampa International Airport, with easy access via the Suncoast Parkway. Visit Disney, Universal & SeaWorld in 2 hours for a weekend getaway. Shoot up to Crystal River / Homosassa in less than 1/2 hour. Affordable Cost of Living & Spacious Properties compared to larger metro areas, Brooksville offers more land for your money while still providing modern conveniences. Whether you are looking for a large lot for a custom home, a farm, or a peaceful retreat, Brooksville delivers both value and lifestyle. If you are looking to live without the hustle and bustle, call today to schedule access on this private property or see the optional floor plans and hire a builder.
Full Property Details
Full Property Details for 14420 Bailey Hill Rd
General
- Price: $129,900
- Taxes: $1,156 (2024)
- Status: Active
- Type: Lots/Land
- Source: MidFloridaRegionalMLS
- MLS ID: TB8360229
- Updated: 1/6/2026
- Added to Site: 311 day(s) ago
Location
- Area: 34614 - Brooksville/Weeki Wachee
- County: Hernando
- Development Name: 34614 - Brooksville/Weeki Wachee
- Driving Directions: From Cortez (50) go North on Fort Dade, go Left on Citrus Way (493) and make left onto Bailey Hill. It will be on your left at the corner of Suncoast Parkway (overpass) & Bailey Hill Rd.
- Direction Faces: Northwest
School Information
- Elementary School: Pine Grove Elementary School
- Middle School: West Hernando Middle School
- High School: Hernando High
Community
- Community Name: 34614 - Brooksville/Weeki Wachee
Utilities
- Sewer: Septic Needed
- Water: Well Required
- Utility Description: Electricity Available
Structural Information
- Current Bldg. Use: Unimproved
Lot Features
- Lot Size (Acres): 3
- Lot Size (Sq. Ft.): 130,680
- Lot Size: 3
- Lot Dimensions: 301 x 580 x 81 x 495
- Street/Road Desc.: Asphalt
Financial Considerations
- Price Per Acre: $43,300
- Tax Amount: $1,156.96
- Tax Year: 2024
Disclosures and Reports
- Ownership: Other
- Special Conditions: None
- Legal Description: W1/2 OF NE1/4 OF SE1/4 OF SE1/4 LESS 15FT FOR RD & LESS R/W FOR SUNCOAST PKWY
- Flood Zone Info: X
- APN: R0342218000002300000
- Property ID: R0342218000002300000
- Block/Lot/Section: 23
Listed by Keller Williams Realty- Palm H
Get Pre-Approved Today
Schools
Schools serving 14420 Bailey Hill Rd
School District:Hernando County School District
| Name | Grades | Distance |
|---|---|---|
Pine Grove Elementary School, Brooksville, FL 14411 Ken Austin Parkway, Brooksville, FL 34613 | PK-5 | 2.1 mi |
Hernando High School 700 Bell Avenue, Brooksville, FL 34601 | 9-12 | 6.7 mi |
West Hernando Middle School 14325 Ken Austin Pkwy, Brooksville, FL 34613 | 6-8 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14420 Bailey Hill Rd
Date
Details
Price
Change
Source
12/01/2025
Price Reduced
$129,900
-7.15%
MLS
10/15/2025
Price Reduced
$139,900
-3.52%
MLS
9/18/2025
Price Reduced
$145,000
-2.49%
MLS
8/15/2025
Price Reduced
$148,700
-6.3%
MLS
6/29/2025
Price Reduced
$158,700
-3.76%
MLS
3/12/2025
Listed
$164,900
229.8%
MLS
2/24/2022
Sold
$50,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 14420 Bailey Hill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,398
21%
$82,731
10%
2024
$1,157
8%
$75,210
7%
2022
$1,069
69%
$70,380
49%
2022
$633
14%
$47,265
30%
2021
$556
17%
$36,225
24%
2020
$474
-14%
$29,325
6%
2019
$554
14%
$27,559
10%
2018
$488
-13%
$25,054
-17%
2017
$560
1%
$30,188
—
2016
$552
-1%
$30,188
—
2015
$559
1%
$30,188
—
2014
$553
-1%
$30,188
—
2013
$556
—
$30,188
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 14420 Bailey Hill Rd
14420 Bailey Hill Road, Brooksville, FL 34614 (MLS# TB8360229) is a Lots/Land property with a lot size of 3 acres. 14420 Bailey Hill Road is currently listed for $129,900 and was received on March 12, 2025. Want to learn more about 14420 Bailey Hill Road? Do you have questions about finding other Lots/Land real estate for sale in Brooksville? You can browse all Brooksville real estate or contact a Coldwell Banker agent to request more information.

