Date
Details
Price
Change
Source
6/22/2026
Listed
$595,000
—
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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1/23
$595,000 Just Listed
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1/23
Property Description
Virtually Staged. Welcome to 18561 Winding Oaks Boulevard, an exceptional executive pool home nestled on over a half-acre in the highly sought-after Autumn Oaks community. Offering nearly 3,000 square feet of living space, this beautifully remodeled residence combines luxury, comfort, and modern updates throughout. Featuring 3 bedrooms, 3 bathrooms, and a spacious 3-car garage, this home is designed for both everyday living and entertaining. The open floor plan showcases luxury vinyl plank flooring throughout, updated finishes, and abundant natural light. Step outside to your private screened pool oasis overlooking the expansive fenced yard-perfect for relaxing or hosting family and friends. Enjoy peace of mind with a newer roof and countless upgrades that make this home truly move-in ready. All new pool equipment and heater. Located in one of Hudson's most desirable neighborhoods, Autumn Oaks is known for its oversized homesites, mature landscaping, and estate-style living while remaining convenient to shopping, dining, medical facilities, and the Suncoast Parkway. This rare opportunity offers the perfect blend of elegance, space, and modern updates in a premier location.
Full Property Details
Full Property Details for 18561 Winding Oaks Blvd
General
- Price: $595,000
- HOA FEE: $36/month
- HOA FEE FREQ.: Annually
- Taxes: $2,305 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8518384
- Updated: 6/22/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 3
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Solid Surface Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Gas
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Luxury Vinyl
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite
- Spa: Yes
- Spa Description: In Ground
Exterior
- Exterior Features: Irrigation System, Lighting, Sidewalk, Sliding Doors
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
Location
- Area: 34667 - Hudson/Bayonet Point/Port Richey
- County: Pasco
- Development Name: 34667 - Hudson/Bayonet Point/Port Richey
- Subdivision: AUTUMN OAKS
- Driving Directions: county line road to winding oaks, home on the right
- Direction Faces: East
Community
- Community Name: 34667 - Hudson/Bayonet Point/Port Richey
- Association: Yes
- Assoc. Name: autumn oaks
- Number of Pets: 4
- Pet Restrictions: none
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Private Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,936
- Sq. Ft. Source: Public Records
- Year Built: 1992
Lot Features
- Lot Size (Acres): 0.52
- Lot Size (Sq. Ft.): 22,865
- Lot Size: 22865
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $435
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $2,305
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: AUTUMN OAKS UNIT FOUR-A PB 29 PGS 76-77 LOT 252
- Flood Zone Info: X
- APN: 172402004.A000.00252.0
- Property ID: 172402004.A000.00252.0
Listed by Offerpad Brokerage Fl, Llc
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Schools
Schools serving 18561 Winding Oaks Blvd
School District:Pasco County School District
| Name | Grades | Distance |
|---|---|---|
Shady Hills Elementary School 18000 Shady Hills Road, Spring Hill, FL 34610 | K-5 | 2 mi |
Crews Lake K-8 School 15144 Shady Hills Road, Spring Hill, FL 34610 | 6-8 | 4 mi |
Hudson High School 14410 Cobra Way, Hudson, FL 34669 | 9-12 | 5.7 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 18561 Winding Oaks Blvd
Tax History
Tax History for 18561 Winding Oaks Blvd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,820
-21%
$476,461
179%
2025
$2,305
27%
$170,750
21%
2024
$1,820
5%
$141,180
3%
2023
$1,741
10%
$137,070
6%
2021
$1,589
-2%
$129,210
-3%
2022
$1,621
2%
$133,080
4%
2021
$1,589
4%
$127,430
2%
2019
$1,522
2%
$124,570
2%
2018
$1,487
1%
$122,254
2%
2017
$1,475
4%
$119,739
2%
2016
$1,415
-1%
$117,276
—
2015
$1,433
3%
$117,393
2%
2014
$1,390
1%
$115,537
1%
2013
$1,376
—
$113,830
—
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 18561 Winding Oaks Blvd
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18561 Winding Oaks Boulevard, Hudson, FL 34667 (MLS# TB8518384) is a Single Family property with 3 bedrooms and 3 full bathrooms. 18561 Winding Oaks Boulevard is currently listed for $595,000 and was received on June 22, 2026. Want to learn more about 18561 Winding Oaks Boulevard? 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.