Date
Details
Price
Change
Source
5/16/2026
Listed
$170,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$170,000 Just Listed
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Property Description
With over 1,800 square feet of living space this 4-bedroom, 2-bathroom sits on a cleared 1-acre lot. This property has so much potential, so bring your ideas-it's ready for a transformation, and land is becoming rare, so grab this opportunity while you can and enjoy peaceful, country living away from the hustle and bustle of city life.
Full Property Details
Full Property Details for 27440 Winchester Dr
General
- Price: $170,000
- Taxes: $2,549 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8507066
- Updated: 5/16/2026
- Added to Site: 3 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- Interior Features: Eating Space In Kitchen, Split Bedroom
- Appliances: Range, Refrigerator
- Furnishings: Furnished
- Flooring: Carpet, Linoleum
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Other
Exterior
- Exterior Features: None
- Deck/Patio: Front Porch, Rear Porch
- Porch/Patio/Deck: Front Porch, Rear Porch
Location
- Area: 34602 - Brooksville
- County: Hernando
- Development Name: 34602 - Brooksville
- Subdivision: N/A
- Driving Directions: From the corner of US-98 S and Spring Lake Hwy. Turn south onto Spring Lake Hwy. Take Spring Lake Hwy to Church Rd and turn left. Then turn right onto Cedar Tree Dr. Turn left onto Winchester. The gate is to the right after turning onto Winchester.
- Direction Faces: North
Community
- Community Name: 34602 - Brooksville
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Connected
Structural Information
- Architectural Info: Ranch
- Architectural Style: Ranch
- Exterior Const.: Wood Frame, Wood Siding
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,827
- Sq. Ft. Source: Public Records
- Year Built: 1980
Lot Features
- Lot Size (Acres): 1
- Lot Size (Sq. Ft.): 43,560
- Lot Size: 1
- Street/Road Desc.: Dirt
- Fencing (Description): Fenced, Wire
Financial Considerations
- Tax Amount: $2,549.18
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: 1ACRE STRIP OFF W SIDE OF E1/2 OF NW1/4 OF SE1/4 OF NW1/4 OF NW1/4 ORB 1 PG 303 ORB 809 PG 727
- Flood Zone Info: X
- APN: R3542320000003100000
- Property ID: R3542320000003100000
- Block/Lot/Section: 31
Listed by Lpt Realty, Llc
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Listing agent
— 27440 Winchester Dr —
Lpt Realty, Llc
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Schools
Schools serving 27440 Winchester Dr
School District:Hernando County School District
| Name | Grades | Distance |
|---|---|---|
Eastside Elementary School, Brooksville, FL 27151 Roper Road, Brooksville, FL 34602 | K-5 | 5.7 mi |
Hernando High School 700 Bell Avenue, Brooksville, FL 34601 | 9-12 | 10 mi |
D. S. Parrott Middle School 19220 Youth Drive, Brooksville, FL 34601 | 6-8 | 12.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 27440 Winchester Dr
Tax History
Tax History for 27440 Winchester Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,089
-17%
$134,955
10%
2024
$2,520
30%
$122,686
10%
2022
$1,944
8%
$111,533
-17%
2022
$1,806
16%
$134,421
37%
2021
$1,552
9%
$97,965
12%
2020
$1,420
-11%
$87,779
15%
2019
$1,598
11%
$76,178
10%
2018
$1,442
10%
$69,253
-1%
2017
$1,307
10%
$69,943
11%
2016
$1,191
5%
$62,823
5%
2015
$1,137
18%
$60,012
31%
2014
$966
3%
$45,695
4%
2013
$942
—
$43,928
—
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 27440 Winchester Dr
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27440 Winchester Drive, Brooksville, FL 34602 (MLS# TB8507066) is a Single Family property with 4 bedrooms and 2 full bathrooms. 27440 Winchester Drive is currently listed for $170,000 and was received on May 16, 2026. Want to learn more about 27440 Winchester Drive? Do you have questions about finding other Single Family real estate for sale in Brooksville? You can browse all Brooksville real estate or contact a Coldwell Banker agent to request more information.