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  • Pilothouse
    Within 100 Miles Of
    Leesburg, Florida

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Pilothouse boats for sale in Leesburg Florida

There are 7 new and used Pilothouse boats for sale in Leesburg, Florida. Explore Pilothouse brands like Bayliner, Custom Weld, Parker, and Twin Vee on BoatCrazy. View a wide selection of Pilothouse boats from $89,000 to $290,404.
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  • Boats
  • Pilothouse
    Within 100 Miles Of
    Leesburg, Florida
7 boats found within 100 miles from Leesburg, Florida
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  • 2025 Bayliner Trophy T23 Pilothouse

    2025 Bayliner Trophy T23 Pilothouse

    $99,995
    Leesburg, FL

    2025 BAYLINER T23 PILOTHOUSE w/ Mercury 225XL DTS V6 & Trailer Summer Savings Price: $99,995 SAVE $21,260 • MERCURY 225XL DTS V6 • BOW THRUSTER • SIMRAD NSS EVO3S • CABIN COMFORT P... View Details

    View 67 Photos and Details Contact Seller
    $99,995
    VIEW DETAILS
  • 2026 Bayliner Trophy T25 Pilothouse

    2026 Bayliner Trophy T25 Pilothouse

    $178,719
    Leesburg, FL

    2026 BAYLINER T25 EXPLORER w/ 300 HP XL V8 Verado Stock Status: New Manufacturer: Bayliner Model: T25 Explorer Engine: 300 HP XL V8 Verado Deck Width: 9'2" Overall Length: 22'11" P... View Details

    View 10 Photos and Details Contact Seller
    $178,719
    VIEW DETAILS
  • 2026 Bayliner Trophy T25 Explorer

    2026 Bayliner Trophy T25 Explorer

    $191,317
    Leesburg, FL

    The Trophy T25 Explorer is designed for those who crave adventure on the water. Its sleek, modern design and deep-V hull deliver a smooth and stable ride, even in rough conditions.... View Details

    View 7 Photos and Details Contact Seller
    $191,317
    VIEW DETAILS
  • 2027 Bayliner Trophy T29 Explorer

    2027 Bayliner Trophy T29 Explorer

    $290,404
    Leesburg, FL

    2027 BAYLINER T29 PILOTHOUSE w/ Twin 225 HP XL V6 DTS Outboards Stock Status: New Manufacturer: Bayliner Model: T29 Pilothouse Engine: Twin 225 HP XL V6 DTS Outboards Deck Width: 9... View Details

    View 10 Photos and Details Contact Seller
    $290,404
    VIEW DETAILS
  • 2011 Twin Vee 36 Cat Pilot House

    2011 Twin Vee 36 Cat Pilot House

    $89,000
    Eagle Lake, FL
    • Eagle Lake, FL
    • Pilothouse
    • 36'
    • 2011 / Used
    • $89,000

    Stock #509098 Video of this vessel available at www [dot] popsells [dot] com/view/509098 Reason for selling is "Extra Inventory". This Twin Vee has recently been added to market... View Details

    View 10 Photos and Details Contact Seller
    $89,000
    VIEW DETAILS
  • Price Drop 2022 Custom Weld Bush 21'

    2022 Custom Weld Bush 21'

    $92,977
    Bradenton, FL
    • Bradenton, FL
    • Pilothouse
    • 21'
    • 2022 / Used
    • $92,977

    Custom Weld Bush 21 ft. – Rugged Performance, Fishing & Florida AdventureLooking for used boats for sale in Southwest Florida that offer rugged construction, versatility, and the a... View Details

    View 15 Photos and Details Contact Seller
    $92,977
    VIEW DETAILS
  • 2025 Parker 2420 Sport Cabin

    2025 Parker 2420 Sport Cabin

    $144,977
    Bradenton, FL
    • Bradenton, FL
    • Pilothouse
    • 24'
    • 2025 / Used
    • $144,977

    2025 Parker 2420 Sport Cabin – Comfort Meets Offshore CapabilitySearching for a quality pilothouse boat for sale in Southwest Florida? This used 2025 Parker 2420 Sport Cabin, avail... View Details

    View 18 Photos and Details Contact Seller
    $144,977
    VIEW DETAILS
Showing 1 to 7 of 7 boats found.

Pilothouse Boats on Boatcrazy

Pilothouse boats feature an enclosed helm, offering full protection from wind, rain, and sun. Built for rough water and extended trips, they’re a go-to for offshore fishing and all-season cruising.

Many models include berths, seating, and even a small galley, making them ideal for overnight stays. If you want comfort, durability, and serious functionality, a Pilothouse is worth a closer look.

Search for Pilothouse Boats on Boatcrazy.com

Pilothouse Boats manufacturers on Boatcrazy

When looking to buy a quality Pilothouse boat, consider these top Pilothouse Manufacturers:

Cutwater, Parker, Steiger Craft, North River, Sea Sport, Jeanneau, Baha Cruisers, Cape Dory, Hewescraft, Ranger Tugs.

Pilothouse Boats For Sale by State

Pilothouse Boats Frequently Asked Questions

Pilothouse boats are built for comfort and protection in all conditions. With a fully enclosed helm and often additional cabin space, they’re great for long trips, cold weather, and serious offshore use.

Generally, yes. Their enclosed design, added features, and heavy-duty build come at a higher cost compared to open-deck boats. But for those who value weather protection and overnight capability, the price is often worth it when comparing Pilothouse boat listings.

Pilothouse boats are built for offshore fishing, cruising, and handling rough water with ease. Their enclosed helm and added cabin features make them ideal for long days on the water, cold-weather outings, and overnight trips. They’re especially popular in regions with unpredictable weather.

Pilothouse boats are listed regularly on Boatcrazy, especially from manufacturers known for all-weather and offshore models. They appeal to boaters looking for enclosed protection and extended cruising capability.

Prices typically start around $60,000 for smaller models and can go well over $500,000 for larger, ocean-ready builds with advanced features and accommodations. You can browse current Pilothouse boats for sale to see available listings.

Speed varies by model and engine setup. Most Pilothouse boats cruise comfortably between 25–40 MPH, with some reaching higher speeds depending on size and propulsion.