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$500,000
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Property Description
BUYER FINANCING FELL THROUGH! NEW ROOF being installed this week and home inspection done! Welcome to 18561 Winding Oaks Boulevard, a beautifully maintained 3-bedroom, 3-bathroom pool home with bonus spaces on a sprawling half-acre fenced lot in the highly desirable Autumn Oaks community of Hudson, Florida. This spacious single-family home offers over 2,900 square feet of bright, open-concept living space designed for everyday comfort and entertaining. From the moment you walk in, you'll notice the thoughtful layout and natural light pouring in through large windows. The heart of the home features a generously sized living and dining area perfect for hosting gatherings or enjoying quiet nights in. The well-appointed kitchen overlooks the main living space and provides plenty of cabinetry and counter space, ideal for any home chef. The split floor plan offers privacy for all, with the primary suite tucked away and featuring its own bonus retreat-perfect for a home office, nursery, workout zone, or cozy sitting area. The en-suite bathroom includes dual vanities, a soaking tub, and a separate shower. Two additional guest bedrooms are oversized and share a convenient guest bath, while the third full bathroom offers easy access to the pool area. The bonus room is a standout feature with endless possibilities-use it as a home gym, playroom, craft room, media center, or even convert it into an additional bedroom. Whether you're working from home, entertaining guests, or just enjoying your own space, this layout adapts to your lifestyle. Step outside to your private outdoor oasis where you'll find a screened-in pool and covered lanai perfect for relaxing weekends, summer cookouts, or evening swims. The backyard is fully fenced and pet-friendly, with ample room for gardening, play equipment, or simply enjoying nature. The property sits on a quiet street within Autumn Oaks, a deed-restricted community known for its mature landscaping, large lots, and welcoming feel. As a resident, you'll enjoy access to fantastic amenities including tennis courts, pickleball, a basketball court, a shaded playground, and picnic areas-all just a short stroll away. This location offers the best of both convenience and Gulf Coast charm, with Hudson Beach, waterfront dining, boat ramps, and SunWest Park just minutes away. Commuting is easy with quick access to the Suncoast Parkway and U.S. 19, making trips to Trinity, Tampa, Clearwater, or Spring Hill a breeze. You'll also appreciate the close proximity to top-rated schools, medical facilities, grocery stores, and shopping centers. Whether you're searching for a pool home in Hudson with space to grow, a peaceful retreat with no backyard neighbors, or a flexible floor plan that works for multigenerational living, 18561 Winding Oaks Blvd checks every box. Don't miss the opportunity to own a well-cared-for home in one of Pasco County's most popular communities. Schedule your private showing today and come see why so many buyers are choosing Autumn Oaks for its lifestyle, lot size, and unbeatable location.
Full Property Details
Full Property Details for 18561 Winding Oaks Blvd
General
- Sold For: $500,000
- HOA FEE: $38/month
- HOA FEE FREQ.: Annually
- Taxes: $1,820 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8399206
- Added to Site: 210 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s)
- Fireplace: Yes
- Fireplace(s): Family Room
- Appliances: Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Flooring: Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Basketball Court, Pickleball Court(s), Tennis Court(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
- Spa: Yes
Exterior
- Exterior Features: Irrigation System, Private Mailbox
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 Blvd. Home on the right.
- Direction Faces: Northeast
Community
- Community Name: 34667 - Hudson/Bayonet Point/Port Richey
- Community Features: Deed Restrictions, Playground, Sidewalks, Tennis Court(s)
- Optional Amenities: Basketball Court, Pickleball Court(s), Tennis Court(s)
- Association: Yes
- Assoc. Name: John Marno
- Pet Restrictions: BUYER AND BUYERS AGENT TO VERIFY PET RESTRICTIONS WITH HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Electricity Connected
Structural Information
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,936
- Sq. Ft. Source: Public Records
- Living Area: 2,936 Sq. Ft.
- 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: $460
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $1,820
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: AUTUMN OAKS UNIT FOUR-A PB 29 PGS 76-77 LOT 252 OR 3994 PG 1092
- Flood Zone Info: X
- APN: 172402004A000002520
- Property ID: 172402004A000002520
Listed by Bhhs Florida Properties Group
Sold by Re/Max Champions
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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 Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 18561 Winding Oaks Blvd
Date
Details
Price
Change
Source
10/28/2025
Sold
$500,000
1.21%
MLS
8/19/2025
Price Reduced
$494,000
-1%
MLS
8/07/2025
Price Reduced
$499,000
-7.59%
MLS
8/06/2025
Price Reduced
$540,000
-1.82%
MLS
7/10/2025
Price Reduced
$550,000
-4.35%
MLS
6/21/2025
Listed
$575,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
18561 Winding Oaks Boulevard, Hudson, FL 34667 (MLS# TB8399206) is a Single Family property that was sold at $500,000 on October 28, 2025. 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.

