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$369,000
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Property Description
Short Sale. Lender Approved Short Sale - Investment Opportunity! Welcome to 18923 Rolling Oaks Dr, located in the peaceful community of Hudson, FL. This 4-bedroom, 4-bath home features over 3100 sq. ft. of living space with a split floor plan and plenty of natural light. The open living and dining areas flow into a spacious kitchen with ample cabinet space. The primary suite offers a walk-in closet and private bath with dual sinks and a walk-in shower . This is a great opportunity and it will go FAST..
Full Property Details
Full Property Details for 18923 Rolling Oak Dr
General
- Price: $369,000
- Taxes: $8,718 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4663788
- Updated: 1/12/2026
- Added to Site: 132 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 7
- Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
- Fireplace: Yes
- Fireplace(s): Living Room, Stone, Wood Burning
- Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
- Flooring: Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Security/Safety: Security System, Smoke Detector(s)
Exterior
- Exterior Features: Dog Run, Irrigation System, Rain Gutters, Sliding Doors
- Deck/Patio: Front Porch, Patio, Rear Porch, Screened
- Porch/Patio/Deck: Front Porch, Patio, Rear Porch, Screened
Parking
- Parking Features: Driveway, Garage Door Opener, Parking Pad
Location
- Area: 34667 - Hudson/Bayonet Point/Port Richey
- County: Pasco
- Development Name: 34667 - Hudson/Bayonet Point/Port Richey
- Subdivision: ROLLING OAKS ESTATES
- Driving Directions: From SR589 take exit 27 heading west on SR52 then turn left onto Shady Hills Rd then turn left onto County Line Rd then turn left onto Rolling Oak Drive. The home will be on your right.
- Direction Faces: East
School Information
- Elementary School: Shady Hills Elementary-PO
- Middle School: Crews Lake Middle-PO
- High School: Hudson High-PO
Community
- Community Name: 34667 - Hudson/Bayonet Point/Port Richey
Heating & Cooling
- Cooling Type: Central Air, Mini-Split Unit(s)
- Heating Type: Electric
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Phone Available, Sprinkler Well, Street Lights, Underground Utilities
Structural Information
- Architectural Info: Florida, Ranch
- Architectural Style: Florida, Ranch
- Exterior Const.: Block, Stucco
- Roof: Metal
- Stories/Levels: One
- Square Feet: 3,190
- Sq. Ft. Source: Public Records
- Year Built: 1981
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 1.5
- Lot Size (Sq. Ft.): 65,200
- Lot Size: 1.4968
- Street/Road Desc.: Paved
- Fencing (Description): Chain Link, Other
Financial Considerations
- Tax Amount: $8,718.68
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: Short Sale
- Legal Description: ROLLING OAKS ESTATES UNIT 1 PB 16 PGS 23-32 LT 10 BLK 5
- Flood Zone Info: X, A
- APN: 424170030005000100
- Property ID: 424170030005000100
- Block/Lot/Section: 5
Listed by Realty One Group Sunshine
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Schools
Schools serving 18923 Rolling Oak Dr
School District:Pasco County School District
| Name | Grades | Distance |
|---|---|---|
Shady Hills Elementary School 18000 Shady Hills Road, Spring Hill, FL 34610 | K-5 | 3.6 mi |
Hudson High School 14410 Cobra Way, Hudson, FL 34669 | 9-12 | 5.1 mi |
Crews Lake K-8 School 15144 Shady Hills Road, Spring Hill, FL 34610 | 6-8 | 5.2 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 18923 Rolling Oak Dr
Date
Details
Price
Change
Source
12/11/2025
Price Reduced
$369,000
-2.64%
MLS
11/20/2025
Price Reduced
$379,000
-2.57%
MLS
11/03/2025
Price Reduced
$389,000
-2.51%
MLS
10/15/2025
Price Reduced
$399,000
-2.44%
MLS
9/25/2025
Price Reduced
$409,000
-2.39%
MLS
9/08/2025
Listed
$419,000
-9.89%
MLS
12/20/2023
Sold
$465,000
—
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 18923 Rolling Oak Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,914
-9%
$498,390
—
2024
$8,719
101%
$496,790
77%
2023
$4,342
13%
$280,310
6%
2021
$3,840
-2%
$264,228
-3%
2022
$3,911
2%
$272,150
-14%
2021
$3,840
-20%
$317,687
17%
2019
$4,815
9%
$271,070
10%
2018
$4,412
9%
$246,435
4%
2017
$4,042
7%
$236,957
4%
2016
$3,791
16%
$227,593
23%
2015
$3,276
9%
$185,786
10%
2013
$3,018
—
$168,470
2%
2013
$3,018
—
$165,666
—
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 18923 Rolling Oak Dr
18923 Rolling Oak Drive, Hudson, FL 34667 (MLS# A4663788) is a Single Family property with 4 bedrooms and 4 full bathrooms. 18923 Rolling Oak Drive is currently listed for $369,000 and was received on September 08, 2025. Want to learn more about 18923 Rolling Oak Drive? Do you have questions about finding other Single Family real estate for sale in Hudson? You can browse all Hudson real estate or contact a Coldwell Banker agent to request more information.

