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4237 HEADSAIL DRIVE, NEW PORT RICHEY, 34652

$509,900

3

Beds

2.5

Baths

1,594 ft2

Property Size

1969

Year Built

About The Property

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.

Property Details

Property Id: 1446852
Price: $509,900
Property Size: 1,594 ft2
Property Lot Size: 0 ft2
Rooms: 3
Bedrooms: 3
Bathrooms: 2.5
ArchitecturalStyle: Florida
AssociationFee: 125
AssociationFeeFrequency: Annually
BathroomsFull: 2
BathroomsHalf: 1
BuildingAreaTotal: 1994
CommunityFeatures: Community Boat Ramp, Private Boat Ramp, Water Access, Clubhouse, Dog Park, Golf Carts OK
ConstructionMaterials: Block, Stucco
Cooling: Central Air
CoveredSpaces: 2
CumulativeDaysOnMarket: 72
DaysOnMarket: 72
DirectionFaces: West
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.
Flooring: Other
Furnished: Unfurnished
GarageSpaces: 2
GreenEnergyEfficient: Insulation
Heating: Central, Electric
InternetAddressDisplayYN: 1
InternetAutomatedValuationDisplayYN: 1
InternetConsumerCommentYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Inside, Laundry Room
Levels: One
ListAOR: Lakeland
ListAgentFullName: Chad Karr
ListOfficeName: KELLER WILLIAMS REALTY SMART
ListingContractDate: 2026-05-16
ListingId: L4961684
ListingTerms: Cash, Conventional, FHA, VA Loan
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
LotFeatures: In County, Landscaped, Level
LotSizeArea: 7500
LotSizeSquareFeet: 7500
LotSizeUnits: Square Feet
MLSAreaMajor: 34652 - New Port Richey
MlsStatus: Active
ModificationTimestamp: July 28, 2026 at 11:04pm
OnMarketDate: 2026-05-17
OriginalListPrice: 539000
OriginatingSystemName: Stellar MLS
OtherStructures: Other
Ownership: Fee Simple
ParkingFeatures: Garage Faces Side, Golf Cart Parking
PatioAndPorchFeatures: Covered, Enclosed, Front Porch, Rear Porch
PetsAllowed: Cats OK, Dogs OK, Yes
PhotosChangeTimestamp: May 17, 2026 at 02:53pm
PhotosCount: 52
PostalCode: 34652
PropertyCondition: Completed
Roof: Shingle
Sewer: Public Sewer
SpecialListingConditions: None
StateOrProvince: FL
StoriesTotal: 1
StreetName: HEADSAIL
StreetNumber: 4237
StreetSuffix: DRIVE
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected
View: Water
WaterSource: Public
WaterfrontFeatures: Canal - Saltwater
YearBuilt: 1969
Zoning: R4

Amenities and Features

Outdoor Details
Garage Attached
Other Features
1
Ceiling Fan(s)
Dishwasher
Has a View
Has Cooling System
Has Garage
Has Heating System
Has Waterfront
Home Owners Association
Kitchen/Family Room Combo
Lighting
Other
Range
Refrigerator
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Window Treatments

Map Location

Property Map

Mortgage Calculator

Payment Calculator

$2,614.36
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 1,976.98

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Disclaimer

Property ID - | 1446852

All listings featuring the Stellar MLS logo are provided by My Florida Regional MLS DBA Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved.

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Selinda Moore