Looking to buy or sell a boat in the Winter Park area? Shop online right here for the best deals on motorboats, sailboats, yachts, ski boats, and even pontoon boats from major manufactuers like Chris-Craft, Sea Sport, Wellcraft, Carver Yachts, Glacier Bay, Regal, Yamaha, Crestliner, Lowe, and more! Or if you're looking to sell your boat in Winter Park, you can list it here for free.

2006 Formula 40 Cruiser 40'

2006 Formula 40 Cruiser 40'

Winter Park, FL
$167,001
Boats
PRELIMINARY LISTING Very clean 2006 Formula 40 PC with twin Volvo Penta D6-370D-B IPS Original owner, with all documentation since the vessel was purchased new in Ft. Lauderdale, Florida Fresh......

1998 Boston Whaler Outrage 17 17'

1998 Boston Whaler Outrage 17 17'

Winter Park, FL
$20,000
Boats
Don't Miss this Opportunity! For Sale: 1998 Boston Whaler 17' Outrage with 2015 Suzuki 115hp 4-stroke outboard This classic, unsinkable Boston Whaler Outrage is ready for adventure! Featuring the......

2022 Clearwater 2300 23'

2022 Clearwater 2300 23'

Winter Park, FL
$84,300
Boats
This twin engine Clearwater 23 is a head turner. This off shore beast will have you running from the coast - out to the gulfstream or Bahamas with ease. This boat is Equipped with the following......

2024 Polar 220 21'

2024 Polar 220 21'

Winter Park, FL
$56,600
Boats
Check out this sharp & edgy 220 From Polar Boats. Built for family & designed to fish. This boat is outfitted with the fallowing options. Suzuki DF175, Hydraulic Steering Cushion Package Fiberglass......

2024 Clearwater 2200 22'

2024 Clearwater 2200 22'

Winter Park, FL
$62,000
Boats
**Boat Show Pricing**|Clearwater 2200 in stock now at Portside Marine in Orlando Fl, This boat is outfitted with the following options, Suzuki DF200 Hard Top 8 Speaker Kicker Stereo System Powder......

2024 Clearwater 2000 Cc 20'

2024 Clearwater 2000 Cc 20'

Winter Park, FL
$46,000
Boats
Check out this Sporty Clearwater 2000! Rigged out with the following options. Boat Show Pricing Extended Suzuki DF140 Luxury Seating Package LED Light Pack Forward Seating Powder Coated T-Top......

2024 Clearwater 1900 19'

2024 Clearwater 1900 19'

Winter Park, FL
$34,000
Boats
Check out this bimini top Clearwater 1900. Gray with White & Black Interior, rigged out with the following options , Boat Show Pricing Extended Suzuki DF115 Bimini Top Powder Coated Leaning Post......

2024 ALK2 Powerboats 22 CRS 21'

2024 ALK2 Powerboats 22 CRS 21'

Winter Park, FL
$40,000
Boats
The 22 CRS has a one-of-a-kind design that sets industry standards for an affordable family-friendly fishing boat. Standard features include two aerated livewells, a built-in fishbox/storage box,......

2002 Lowe 1448 M 14'

2002 Lowe 1448 M 14'

Winter Park, FL
$2,601
Boats
Great little Jon boat perfect for the lake or river. Motor just had its service....

2000 Palm Beach 161 Whitecap 16'

2000 Palm Beach 161 Whitecap 16'

Winter Park, FL
$4,000
Boats
This boat is a steal at $4,000, This boat is running on an external fuel tank due to the fact the internal one has corrosion on top of it. Comes with a trolling motor, 2004 Mercury 50 runs great......

2024 Clearwater 1900 19'

2024 Clearwater 1900 19'

Winter Park, FL
$42,530
Boats
Check out this Luxurious Clearwater 1900. Platinum Side with White/Black interior, rigged out with the following options , Boat Show Pricing Suzuki DF115 Seadek Digital Gauge Upgrade Simrad GO9......

1999 Stingray 200 CS/CX 20'

1999 Stingray 200 CS/CX 20'

Winter Park, FL
$12,000
Boats
The Stingray 200 CS-CX is a 20-foot cuddy cabin that comes with two interiors. The 200 CS features high-low jump seats and an upholstered motorbox pad, while the CX version is built with a sundeck......

2018 Panga W16 16'

2018 Panga W16 16'

Winter Park, FL
$9,000
Boats
Don't miss this opportunity to own this shallow water Panga, 2018 Imemsa Panga W-16 2020 Suzuki 20 Electric Start/Power Tilt DF20ATHLW5 Magic Tilt Trailer, Great Condition Custom Built 6061......

2024 Clearwater 2100 Baystar 21'

2024 Clearwater 2100 Baystar 21'

Winter Park, FL
$49,600
Boats
**Boat Show Pricing** 2024 Clearwater 2100 Baystar! Rigged with a Suzuki 150 and the following options, Hydraulic Steering, Luxury Seating Package, Diamond Stitching, SeaDek Flooring Acrylic Dash,......

2024 Qwest Splash Pad 822 22'

2024 Qwest Splash Pad 822 22'

Winter Park, FL
$58,400
Boats
This is the Tritoon to own! Rigged out with the following, Suzuki DF200 Garmin integrated GPS, Wood Plank Woven Floor, Boarding Ladder, Power Steering, Bimini Top Docking Lights, Led Lighting......

2024 Clearwater 2100 Baystar 21'

2024 Clearwater 2100 Baystar 21'

Winter Park, FL
$49,900
Boats
**Boat Show Pricing** 2024 Clearwater 2100 Baystar! Rigged with a Suzuki 150 and the following options, Hydraulic Steering, Luxury Seating Package, Diamond Stitching, SeaDek Flooring Acrylic Dash,......

2024 Qwest RLS 820 20'

2024 Qwest RLS 820 20'

Winter Park, FL
$38,000
Boats
The Qwest RLS steps it up for entertaining and adventure.|Built for comfort and luxury, this RLS 20 will turn heads on the water, Garmin integrated GPS, Wood Plank Woven Floor, Boarding Ladder,......

2024 Qwest RLS 818 18'

2024 Qwest RLS 818 18'

Winter Park, FL
$34,000
Boats
This 18' Pontoon packs a big punch, with its 4 luxurious couches and cushiony captain's chairs, this boat is sure to impress. Suzuki DF75 Wood Plank Woven Floor, Boarding Ladder, Bimini Top Docking......

2024 Clearwater 2000 Cc 20'

2024 Clearwater 2000 Cc 20'

Winter Park, FL
$46,700
Boats
Clearwater 2000 Pricing Starting at $35,999 as equipped $47,499 Boat Show Pricing Extended Check out this Sporty Clearwater 2000! Rigged out with the following options. Suzuki DF140 Seadek Flooring......

2023 Qwest XRE 820 20'

2023 Qwest XRE 820 20'

Winter Park, FL
$38,000
Boats
The XRE is the all-encompassing pontoon for the ultimate adventure seeker. Available in XRE Cruise, XRE Fish....

2023 BlackJack 256 25'

2023 BlackJack 256 25'

Winter Park, FL
(Contact seller for price)
Boats
Blackjack 256 Bay with the following options-|Magic Tilt Fully Custom Welded Trailed- Not Pictured|Yamaha 300- White with SeaStar Power Steering-|Bobs Jackplate|Rear Livewell Seating|Freshwater......

2023 Clearwater 2200 22'

2023 Clearwater 2200 22'

Winter Park, FL
$62,500
Boats
Clearwater 2200 in stock now at Portside Marine in Orlando Fl, This boat is outfitted with the following options, Suzuki DF200 Digital Suzuki Gauge Hard Top 8 Speaker Stereo System Powder Coated......

2024 K2 Powerboats 18 CRS 18'

2024 K2 Powerboats 18 CRS 18'

Winter Park, FL
$34,700
Boats
18 CRS from ALK2 Powerboats brings the excitement of a 2 door sports car to the water! The wide beam, gives this craft a big boat feel at a small price. With the unmatched build quality and an......

2023 BlackJack 224 22'

2023 BlackJack 224 22'

Winter Park, FL
(Contact seller for price)
Boats
BlackJack 224 Specs, The BlackJack 224 represents the ultimate blend of prowess and performance, all wrapped together in a sleek and striking design from legendary boat builders Bill and Gary......

2024 K2 Powerboats 23 CRS 22'

2024 K2 Powerboats 23 CRS 22'

Winter Park, FL
$47,000
Boats
The ALK2 23CRS, speed boat meets offshore/bay boat! Check out this hybrid, capable of handling the deeper waters or just cruising to your next sand bar. Plenty of seating through out offering lots......

2024 Clearwater 1900 19'

2024 Clearwater 1900 19'

Winter Park, FL
$40,000
Boats
Clearwater 1900 in stock now at Portside Marine in Orlando Fl, This boat is outfitted with the following options, Suzuki DF115, Powder Coated T-Top, Powder Coated Leaning Post, Acrylic Dash,......

2024 K2 Powerboats 18 CRS 18'

2024 K2 Powerboats 18 CRS 18'

Winter Park, FL
$30,000
Boats
18 CRS from ALK2 Powerboats brings the excitement of a 2 door sports car to the water! The wide beam, gives this craft a big boat feel at a small price. With the unmatched build quality and an......

2023 Cape Craft 17DF 17'

2023 Cape Craft 17DF 17'

Winter Park, FL
$25,000
Boats
Boat Show Pricing Going on Now! $24,999|Includes, Suzuki DF50 Magic Tilt Trailer|Livewell Rod Holders- Storage|1 Year Sea Tow Membership|Coast Guard Saftey Kit| |Looking for a reliable boat that......

2016 Stott Craft 20 20'

2016 Stott Craft 20 20'

Winter Park, FL
$24,000
Boats
Smoking deal on this Stott Craft 20. 2016 With a 2016 Evinrude E-Tec 150 with 390 Hours. This boat is equipped with the following, Humming Bird GPS, Screen has a some damage on glass, but works......

2024 Clearwater 2200 22'

2024 Clearwater 2200 22'

Winter Park, FL
$56,000
Boats
Clearwater 2200 in stock now at Portside Marine in Orlando Fl, BOAT SHOW PRICING! --$56,399 This boat is outfitted with the following options, Suzuki DF175 Powder Coated T-Top, Washdown Pump,......

2023 BlackJack 256 25'

2023 BlackJack 256 25'

Winter Park, FL
$150,000
Boats
Blackjack 256 Bay with the following options-|Magic Tilt Fully Custom Welded Trailed- Not Pictured|Yamaha 300- White with SeaStar Power Steering-|Bobs Jackplate|Rear Livewell Seating|Freshwater......

2023 Clearwater 2100 Baystar 21'

2023 Clearwater 2100 Baystar 21'

Winter Park, FL
$50,000
Boats
|2023 Clearwater 2100 Baystar! $49,999 - |Rigged with a Suzuki 150 and the following options,|Hydraulic Steering, Luxury Seating Package, Diamond Stitching, SeaDek Flooring Acrylic Dash, Powder......

2023 Clearwater 1900 19'

2023 Clearwater 1900 19'

Winter Park, FL
$40,000
Boats
Clearwater 1900 in stock now at Portside Marine in Orlando Fl, This boat is outfitted with the following options, Suzuki DF115, Powder Coated T-Top, Powder Coated Leaning Post, Acrylic Dash,......

2023 Clearwater 2200 22'

2023 Clearwater 2200 22'

Winter Park, FL
$56,400
Boats
Clearwater 2200 in stock now at Portside Marine in Orlando Fl, BOAT SHOW PRICING! --$56,399 This boat is outfitted with the following options, Suzuki DF175 Powder Coated T-Top, Washdown Pump,......

2023 Cape Craft 16v 16'

2023 Cape Craft 16v 16'

Winter Park, FL
$17,000
Boats
Just in and ready for the river, lake or intercoastal. This beautiful skiff will get you floating skinny! Boat Show Pricing! Starting at 14,999 as Equipped $17,400|Rigged with a Mercury 30 Tiller......

2023 Bonita 171 Little Snapper 17'

2023 Bonita 171 Little Snapper 17'

Winter Park, FL
$40,000
Boats
This Hybrid flats boats is capable of getting in to super skinny waters while able to handle the windy days of the open bay. Stop by and see one today! Whether you're running the flats hunting red......

1989 Pursuit 2100 Pursuit 21'

1989 Pursuit 2100 Pursuit 21'

Winter Park, FL
$15,000
Boats
This boat shows pure craftsman ship all the way around. From the rear in floor fish boxes to the front cooler systems. Get in the water with this Classic hull and go catch some Mahi this summer.......

1999 Key West 2020 Dual Console 20'

1999 Key West 2020 Dual Console 20'

Winter Park, FL
$15,000
Boats
Look no further the best family boat is right here, Keywest 2020 DC Dual Console This boat has the room to take the family to the sand bars and fishing excursions. This boat is really clean and......

2019 Ranger Reata 200F 22'

2019 Ranger Reata 200F 22'

Winter Park, FL
$38,000
Boats
This is the nicest cleanest fishing pontoon boat on the market! This boat is capable of taking the family and friends out for a relaxing cruise or the buddy's to go snag a bass at your favorite......

2023 Cape Craft 16v 16'

2023 Cape Craft 16v 16'

Winter Park, FL
$21,401
Boats
Just in and ready for the river, lake or intercoastal. This beautiful skiff will get you floating skinny! Boat Show Pricing! Cape Craft 16V - Starting at $16,999 as equipped $21,400|Rigged with a......

Winter Park, FL

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