4237 Headsail Drive, FL
Stellar MLS

$539,000

4237 Headsail Drive

New Port Richey, FL 34652

Listing updated: May 18, 2026 at 6:52 AM ET

Active
3
Beds
3
Baths
1,594
Sq Ft
0.17
Acres
1969
Built
WaterfrontWater access$338/sqft
Single Family Residence

Property type

1969

Year built

7,500 sqft

Lot size

$338

Price / sq ft

$10/mo

HOA dues

1

Day on market

2

Garage spaces

AE

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$2,725
Property taxes$434
Home insurance (est.)$247
HOA dues$10

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history1 days on market

  1. Status: Active
    May 17, 2026
  2. Listed$539,000
    May 17, 2026
  3. Price increased$539,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
Flor A Mar
County
Pasco
Year built
1969
Living area
1,594 sq ft
Price/sq ft
$338
Building area
1,994 sq ft (Public Records)
Lot size
7,500 sq ft
Lot category
0 to less than 1/4
Flood zone
AE (12101C0351G)
Garage
2 spaces
Annual taxes
$5,203 (2025)
Parcel #
16-26-07-008.0-010.00-055.0
Zoning
R4
MLS #
L4961684

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Interior Details

Bedrooms
3
Full bathrooms
2
Half bathrooms
1
Flooring
Other
Appliances
Dishwasher, Range, Refrigerator
Interior features
Ceiling Fans(s), Kitchen/Family Room Combo, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
West

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Garage Faces Side, Golf Cart Parking

HOA & Financial

HOA fee
$125 / Annually
Monthly HOA
$10/mo
Total monthly fees
$10/mo
Total annual fees
$125
HOA name
Gulf Harbors Civic association
CDD
No
Min lease term
No Minimum
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Lighting, Other
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected

Community

Pets allowed
Cats OK, Dogs OK, Yes

Room Details

RoomLevelDimensions
KitchenFirst
Living RoomFirst
Primary BedroomFirst

Listing Details

Listing date
2026-05-16
On market date
2026-05-17
Original list price
$539,000
Occupant type
Owner
MLS area
34652 - New Port Richey
Listing AOR
Lakeland
Status changed
2026-05-17
Tax 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 risk

High riskFEMA Zone AEPanel 12101C0351G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 18, 2026 at 6:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA