Boats for sale in Maitland Florida - BoatCrazy

1,396 boats found within 100 miles from Maitland, Florida

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2026 Skeeter FXR20 FLEX

$95,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bass Boat
- 21' / 0'
- 2026 / New
- $95,900
SUMMER SIZZLING SALES - APRIL 27- MAY 31,2026 INSTANT REBATE $5000 2026 FXR20 FLEX in color option 4: Hull Color- White Gel/ Hull Accent Stripe Color-White Gel/ Hull Pro Stripe-G... View Details

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$95,900
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2026 Blazer PureBay 2400

$101,732

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 24' / 0'
- 2026 / New
- $101,732
That’s a seriously well-specked bay boat—you’re basically looking at a top-tier custom-style build of the Blazer Bay Pure Bay 2400. Power & Performance Mercury 300XL PXSThis... View Details

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$101,732
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2019 Aquasport 224 Bay

$39,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 22' / 0'
- 2019 / Used
- $39,900
2019 Aquasport 224 Bay – Fully Loaded & Meticulously Maintained Don’t miss this well-kept 2019 Aquasport 224 Bay, powered by a reliable Suzuki 4-Stroke engine with only 120 hours.... View Details

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$39,900
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1978 Boston Whaler 17 Montauk

$34,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 17' / 0'
- 1978 / Used
- $34,900
1978 Boston Whaler – Fully Equipped & Turnkey (2011 Honda 90HP) Classic, reliable 1978 Boston Whaler in excellent running condition with tons of recent upgrades and maintenance. T... View Details

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$34,900
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2026 Blazer PureBay 2200

$85,158

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 21' / 0'
- 2026 / New
- $85,158
2026 Blazer Boats PureBay 2200 Upgraded Options Livewell Recirculating System (2) Trim Tabs Trim Tab LED Switch Fiberglass Hardtop Bobs 10in Gen3 Jack Plate Garmi... View Details

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$85,158
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2012 Monterey 204FSX

$32,995

Cocoa, FL
- Cocoa, FL
- Bowrider
- 20' / 0'
- 2012 / Used
- $32,995
Stock #447098 Video of this vessel available at www [dot] popsells [dot] com/view/447098 ANY and ALL offers will be put in front of our seller! Submit your offer today! Serviced... View Details

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$32,995
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2001 Glacier Bay 2640 Renegade

$52,000

Edgewater, FL
- Edgewater, FL
- Catamaran
- 26' / 0'
- 2001 / Used
- $52,000
FOR QUESTIONS CONTACT: STEVE 305-785-8403 or cardoza56@comcast.net2001 Glacier Bay Renegade 2640SPECIFICATIONS:-Length: 26ft-1in-Beam: 8ft-9in-Weight: 4600lbs-Draft: 18in-Fuel: 180... View Details

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$52,000
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1987 Bayliner Motoryacht 3870

$38,900

Astor, FL
- Astor, FL
- Yacht
- 38' / 0'
- 1987 / Used
- $38,900
Stock #483420 Reason for selling is "Life changes". This Bayliner has recently been added to market (Mar 26th). Submit your offer today! A comfortable motoryach with a lot of po... View Details

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$38,900
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2003 Rinker 342 Fiesta Vee

$35,000

New Smyrna Beach, FL
- New Smyrna Beach, FL
- Express Cruiser
- 34' / 0'
- 2003 / Used
- $35,000
Stock #480652 Video of this vessel available at www [dot] popsells [dot] com/view/480652 Reason for selling is "No longer uses the unit.". This Rinker has now been on the market... View Details

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$35,000
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1994 Pro Line 2950

$34,999

Port Orange, FL
- Port Orange, FL
- Walkaround
- 29' / 0'
- 1994 / Used
- $34,999
Stock #462613 Video of this vessel available at www [dot] popsells [dot] com/view/462613 Reason for selling is "Downsizing". ANY and ALL offers will be put in front of our selle... View Details

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$34,999
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1999 Sea Ray 290 Sundancer

$29,900

Port Orange, FL
- Port Orange, FL
- Express Cruiser
- 29' / 0'
- 1999 / Used
- $29,900
Stock #481384 Video of this vessel available at www [dot] popsells [dot] com/view/481384 Reason for selling is "Cannot use boat anymore.". This Sea Ray has now been on the marke... View Details

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$29,900
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2026 Bennington 20 S Stern Radius

$41,729

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20' / 0'
- 2026 / New
- $41,729
If your perfect Saturday involves sun-drenched cruising with a full crew of friends, the Bennington 20 SSR is your floating entertainment pad. This boat is custom-built for the soc... View Details

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$41,729
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2026 Stingray 173CC

$38,762

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 17' / 0'
- 2026 / New
- $38,762
Ready to make waves? The 173CC is the perfect entry into the boating life, especially for families or groups of up to seven looking for a versatile day on the water. With its sport... View Details

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$38,762
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2026 Bennington 18 S Fish and Cruise

$42,793

Port Orange, FL
- Port Orange, FL
- Pontoon
- 19' / 0'
- 2026 / New
- $42,793
If your ideal weekend involves a blend of relaxation and reeling in a big one, look no further. This Bennington S-Series, configured as the ultimate Fish and Cruise machine, is cra... View Details

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$42,793
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2026 Bennington 20 S Fishing

$47,510

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20' / 0'
- 2026 / New
- $47,510
If your perfect Saturday involves a dawn patrol for bass and a sunset cruise with the crew, the Bennington 20 S 4 Point Fishing is your new best friend. This vessel is the ultimate... View Details

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$47,510
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2026 Bennington 21 S Fish and Cruise

$56,802

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $56,802
Step aboard the Bennington 21SFCSF, the ultimate party-and-pontoon-fishing hybrid! This is the boat for the family or friend group that can never quite agree on the day's activ... View Details

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$56,802
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2026 Bennington 22 S Stern Radius

$59,930

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22' / 0'
- 2026 / New
- $59,930
If you're seeking the ultimate on-water escape, look no further than this Bennington beauty. This vessel is perfectly designed for those who love to gather friends and family f... View Details

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$59,930
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2026 Bennington 21 S Cruise

$61,954

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $61,954
If your ideal weekend involves a seamless blend of adrenaline and pure relaxation, this 21 S Cruise is your match. Dressed to impress in Luminous Blue with sleek Matte Black accent... View Details

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$61,954
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2026 Starcraft SVX 211 OB

$62,971

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 21' / 0'
- 2026 / New
- $62,971
This is the kind of boat that turns a “what should we do today?” into an easy decision. Built for families and friend groups who want one platform that can do a little bit of every... View Details

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$62,971
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2026 Bennington 21 S SWINGBACK

$69,072

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $69,072
If you’re the kind of person who believes a Saturday isn't complete without a sun-soaked gathering, the Bennington 21SSB is your new best friend. This pontoon is a social butte... View Details

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$69,072
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2026 Bennington 21 S FISH AND CRUISE

$69,210

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $69,210
For the angler who refuses to choose between a serious fishing trip and a lively social hour, the Bennington 21SFC is the ultimate multipurpose escape. This isn't just a pontoo... View Details

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$69,210
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Showing 442 to 462 of 1,396 boats found.

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