Date
Details
Price
Change
Source
5/17/2026
Listed
$539,000
—
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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$539,000 Just Listed
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Property Description
Unlock an incredible opportunity to own your waterfront dream home in the highly sought-after Gulf Harbors community. This 3-bedroom, 2-bath block home sits on a double lot and offers Florida charm, water access, and coastal lifestyle that make this neighborhood so desirable. Enjoy a large open kitchen, a bright and airy layout, and a Florida room overlooking the water, perfect for morning coffee or sunset views. The home features a side-entry two-car garage, plus a breezeway with additional storage, giving you plenty of room for tools, toys, and gear. Boaters will love the floating dock, ready for you to tie up your boat and or cut ties and head straight to the big water in minutes. Whether you're fishing, cruising, or island-hopping, this location delivers unmatched convenience. Gulf Harbors offers an exceptional coastal lifestyle with optional access to its private beach, known for its pristine sand, turquoise water, and unforgettable sunsets. This is your chance to secure a true waterfront gem and make it your own.
Full Property Details
Full Property Details for 4237 Headsail Dr
General
- Price: $539,000
- HOA FEE: $10/month
- HOA FEE FREQ.: Annually
- Taxes: $5,203 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: L4961684
- Updated: 5/17/2026
- Added to Site: 3 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Dishwasher, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Other
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Lighting, Other
- Deck/Patio: Covered, Enclosed, Front Porch, Rear Porch
- Porch/Patio/Deck: Covered, Enclosed, Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Faces Side, Golf Cart Parking
Location
- Area: 34652 - New Port Richey
- County: Pasco
- Development Name: 34652 - New Port Richey
- Subdivision: FLOR A MAR
- Driving Directions: Continue on US-19 South for about 4–5 miles. Turn right onto Floramar Terrace This brings you toward the Gulf Harbors area. Turn left onto Shell Stream Blvd Turn right onto Topsail Dr Turn right onto Headsail Dr Arrive at 4237 Headsail Dr The home will be on your right.
- Direction Faces: West
Community
- Community Name: 34652 - New Port Richey
- Community Features: Community Boat Ramp, Private Boat Ramp, Water Access, Clubhouse, Dog Park, Golf Carts OK
- Association: Yes
- Assoc. Name: Gulf Harbors Civic association
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Available, Electricity Connected
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,594
- Sq. Ft. Source: Public Records
- Year Built: 1969
Additional Structures
- Other Structures: Other
Lot Features
- Property View: Water
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,500
- Lot Size: 7500
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Canal - Saltwater
- Water Extras: Yes
- Water Front Desc.: Saltwater Canal
Green Features
- Energy Efficient: Insulation
Financial Considerations
- Association Fee: $125
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Optional
- Tax Amount: $5,203.13
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: FLORAMAR C-6 PB 7 PG 39 NORTH 30 FT LOT 56 AND SOUTH 30 FT LOT 55 BLOCK 10 OR 9560 PG 1100
- Flood Zone Info: AE
- APN: 162607008.0010.00055.0
- Property ID: 162607008.0010.00055.0
- Block/Lot/Section: 10
Listed by Keller Williams Realty Smart
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Listing agent
— 4237 Headsail Dr —
Keller Williams Realty Smart
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Schools
Schools serving 4237 Headsail Dr
School District:Pasco County School District
| Name | Grades | Distance |
|---|---|---|
Mittye P. Locke Elementary School 4339 Evans Avenue, New Port Richey, FL 34652 | K-5 | 1.2 mi |
Gulf Middle School, New Port Richey, FL 6419 Louisiana Avenue, New Port Richey, FL 34653 | 6-8 | 2.3 mi |
Gulf High School 5355 School Road, New Port Richey, FL 34652 | 9-12 | 1.6 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 4237 Headsail Dr
Tax History
Tax History for 4237 Headsail Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,203
-28%
$288,938
-37%
2024
$7,222
6%
$458,935
1%
2023
$6,821
45%
$455,602
62%
2021
$4,706
-12%
$281,721
-21%
2022
$5,342
14%
$356,613
37%
2021
$4,706
13%
$259,500
6%
2019
$4,155
5%
$245,104
5%
2018
$3,957
7%
$232,382
9%
2017
$3,701
124%
$212,406
64%
2016
$1,650
-1%
$129,718
—
2015
$1,671
4%
$129,847
2%
2013
$1,607
—
$127,794
—
2013
$1,607
—
$128,045
—
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 4237 Headsail Dr
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4237 Headsail Drive, New Port Richey, FL 34652 (MLS# L4961684) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 4237 Headsail Drive is currently listed for $539,000 and was received on May 17, 2026. Want to learn more about 4237 Headsail Drive? Do you have questions about finding other Single Family real estate for sale in New Port Richey? You can browse all New Port Richey real estate or contact a Coldwell Banker agent to request more information.