Best Used Walkaround Boats Under $50,000 in 2027 (Ranked)
Curated by Kory White · Fractional CRO, CRO Syndicate
Best Used Walkaround Boats Under $50,000 in 2027 (Ranked)
Walkaround boats give serious anglers the best of both worlds: a center-console-style fishing layout wrapped around a forward cabin you can stand in, sleep in, and shelter under. For buyers shopping the used market with a $50,000 ceiling, the field is deep, because the segment peaked in popularity from the late 1990s through the mid-2010s before dual-consoles stole some of the limelight.
We judged this field on hull seakeeping, fishability, build quality and resale, repower friendliness, and real-world used pricing. Brands like Grady-White, Boston Whaler, and Pursuit anchor the list, with strong value plays from Wellcraft, Sea Hunt, and Robalo.
Every pick below is a real, fittable boat that routinely trades hands under fifty grand.
Direct Answer
The Grady-White Sailfish 272 is our BEST OVERALL used walkaround under $50,000, typically ~$42,000 for a clean 2005-2009 hull with serviced twins, because nothing in the class blends ride quality, cabin space, and resale strength like it. The BEST VALUE crown goes to the Wellcraft 252 Coastal at roughly ~$28,000, a tournament-capable rig for thousands less.
One caution: at this price you are buying age, so a professional survey and engine compression/leak-down test are non-negotiable before money changes hands.
How We Ranked
- Hull and ride quality — A walkaround lives offshore, so deadrise, dryness, and stability in a chop matter more than top speed.
- Fishability — Cockpit room, gunwale height, rod storage, livewell capacity, and walkaround deck access define daily usefulness.
- Build quality and resale — Resin-infused or hand-laid hulls, hardware grade, and brand reputation protect your money at resale.
- Repower and maintenance friendliness — Outboard-powered hulls and accessible rigging tunnels keep ownership costs sane on an older boat.
- Used-market value — We weighted boats that deliver the most boat-per-dollar inside the under-$50,000 window.
1. 2005-2009 Grady-White Sailfish 272 🏆 BEST OVERALL
The Sailfish 272 is the boat the whole segment is measured against. Grady-White's SeaV2 variable-deadrise hull carves through a head sea while staying remarkably stable at the drift, and the 27-foot 2-inch length with a 9-foot 6-inch beam gives you a real offshore platform that still trailers behind a heavy-duty truck.
The forward cabin sleeps two with an enclosed head, while the cockpit handles four anglers without bumping elbows.
Power is almost always twin Yamaha F225 or F250 four-strokes, and that pairing cruises in the high-20-knot range while sipping fuel compared with the old two-strokes. A clean 2005-2009 example with under 800 hours per engine and fresh electronics lands right around $42,000, occasionally less if the canvas is tired.
Resale is the strongest in the class, so you are unlikely to lose money if you keep it tidy.
- Price: ~$42,000
- Pros: Class-best ride, big cabin, bulletproof resale, simple twin-Yamaha repower path
- Cons: Thirsty under hard throttle, premium pricing for clean examples
Verdict: The default smart-money choice — buy the cleanest one you can find.
2. 2003-2008 Wellcraft 252 Coastal 💎 BEST VALUE
The Wellcraft 252 Coastal delivers 80 percent of the Grady experience for thousands less. At 25 feet 2 inches with a deep-V hull, it runs offshore confidently and offers a genuine walkaround deck plus a cuddy cabin with a V-berth and a head. Wellcraft built these in big numbers, so parts, canvas patterns, and comparable sale data are easy to find.
Most are powered by twin Mercury or Yamaha outboards in the 150-225 hp range, though some carry a single 300. Expect to pay around $28,000 for a well-kept mid-2000s boat, leaving budget for a survey and a few upgrades. The trade-off versus the Grady is slightly more hull noise and a thinner resale floor, but the dollar-per-foot math is hard to beat.
- Price: ~$28,000
- Pros: Lowest cost of entry, plentiful supply, real offshore capability
- Cons: Softer resale, more hull slap, build quality a notch below the leaders
Verdict: The smartest dollar in the class for budget-minded offshore anglers.
3. 2004-2010 Pursuit 2470 Center Console / Walkaround
Pursuit sits a notch above mainstream brands in fit and finish, and the 2470 shows it with thick gelcoat, premium hardware, and tidy rigging. At 24 feet with a deep-V hull, it fishes hard while the forward cabin gives you weather protection and a place to nap on a long run.
The bow walkaround is wide and secure thanks to high gunwales and sturdy rails.
Power is typically a single Yamaha F250 or twin F150s, and the four-strokes make for an economical, quiet ride. A clean example runs about $38,000, sometimes a touch more for a freshly repowered hull. Pursuit's reputation keeps these in demand, so good ones sell quickly.
- Price: ~$38,000
- Pros: Upscale build, dry ride, holds value well
- Cons: Fewer on the market, premium parts pricing
Verdict: The quality buyer's pick just under the Grady.
4. 2002-2008 Boston Whaler 255 Conquest
The 255 Conquest brings Boston Whaler's legendary unsinkable foam-cored hull to the walkaround class. At 25 feet 6 inches, it is heavy and confidence-inspiring offshore, and the cabin is genuinely comfortable with a berth, head, and galley. The cockpit is fishing-ready with insulated boxes and an aft livewell.
Most run twin Mercury Verado or Yamaha four-strokes, and the extra weight means you want adequate horsepower. Clean examples sit near $45,000, near the top of our budget but justified by the safety story and brand cachet. Watch for soggy foam in neglected boats — it is rare but expensive.
- Price: ~$45,000
- Pros: Unsinkable hull, premium cabin, strong brand resale
- Cons: Heavy and thirsty, top of the budget, foam saturation risk if abused
Verdict: Buy it for the safety and comfort, not for speed.
5. 2006-2012 Sea Hunt Victory 225
Sea Hunt earned a loyal following by packing big-boat features into affordable hulls, and the Victory 225 is a strong walkaround value. At 22 feet 6 inches, it is trailerable behind a half-ton truck yet still handles nearshore and moderate offshore runs. The console cabin offers a small berth and a portable head — modest, but useful for shade and storage.
Power is usually a single Yamaha F250 or F300, which is the easiest and cheapest repower path on this list. Expect about $32,000 for a clean later-model boat. The lighter layup means a livelier ride in a chop, so set expectations accordingly.
- Price: ~$32,000
- Pros: Single-engine simplicity, trailerable, lots of fishing features for the money
- Cons: Lighter ride, smaller cabin, less offshore range
Verdict: Best single-outboard, easy-tow option in the field.
6. 2000-2007 Robalo R245 Walkaround
Robalo, now built alongside Chaparral, has long delivered tough, no-nonsense saltwater hulls. The R245 is a 24-foot 5-inch walkaround with a deep-V hull, a roomy cockpit, and a cuddy cabin with a berth and head. It is a meat-and-potatoes fishing boat that does the job without fuss.
You will find these with single or twin outboards, often Yamaha or Mercury. A solid example trades around $30,000, making it a strong mid-budget choice. Older models may have a high-mounted bracket — verify the transom and bracket integrity during survey.
- Price: ~$30,000
- Pros: Durable hull, good cockpit space, affordable
- Cons: Dated interiors, bracket inspection required
Verdict: A rugged value pick for the serious-but-frugal angler.
7. 2003-2009 Sailfish 2660 Walkaround
Not to be confused with the Grady model name, Sailfish Boats of Georgia builds tough offshore hulls, and the 2660 is a capable 26-foot walkaround. Its variable-deadrise hull and reverse chines deliver a dry, stable ride, and the cockpit is built for fishing with large fish boxes and a transom livewell.
The cabin sleeps two with an enclosed head.
Power is commonly twin Yamaha or Suzuki four-strokes in the 150-200 hp range. A clean used boat runs about $36,000, often with a hardtop already fitted. Sailfish holds value reasonably well and parts support is solid.
- Price: ~$36,000
- Pros: Dry offshore ride, big fish boxes, hardtop common
- Cons: Smaller brand footprint, fewer dealers
Verdict: An underrated true-offshore walkaround at a fair price.
8. 2002-2008 Trophy 2102 / 2302 Walkaround
Built by Bayliner's saltwater division, the Trophy walkarounds are among the most affordable ways into the class. The 2302 measures roughly 23 feet and offers a functional cuddy, walkaround deck, and a fishing cockpit with rod holders and a livewell. It is not a luxury boat, but it punches above its price.
Power was offered as outboard or sterndrive; we strongly prefer the single-outboard versions for easier maintenance and repower. Clean examples sell for around $22,000, the lowest entry point here. Budget for cosmetic refresh and check sterndrive bellows carefully on I/O models.
- Price: ~$22,000
- Pros: Lowest price of entry, simple layout, decent fishability
- Cons: Basic build, sterndrive variants add upkeep, soft resale
Verdict: The bargain-basement gateway into walkaround fishing.
9. 2001-2007 Grady-White Gulfstream 232
A second Grady earns a spot because the Gulfstream 232 brings the brand's quality and SeaV2 hull to a smaller, more affordable footprint. At 23 feet with a 8-foot 6-inch beam, it trailers more easily than the Sailfish 272 while keeping the dry ride and tidy cabin Grady is known for. The cockpit fishes well for two or three anglers.
Most carry twin Yamaha or Suzuki outboards, though some run a single. A clean early-2000s boat lands around $34,000, and like all Gradys it resells strongly. It is the right pick if you want the Grady badge but not the Sailfish price.
- Price: ~$34,000
- Pros: Grady build quality, trailerable, excellent resale
- Cons: Smaller cabin and cockpit than the 272, twin-engine upkeep
Verdict: Grady quality at a more accessible size and price.
10. 2000-2006 Pro-Line 23 Walkaround
Pro-Line built honest, affordable offshore boats, and the 23 Walkaround is a workmanlike way to round out the list. At 23 feet with a moderate deep-V, it handles coastal and moderate offshore conditions and offers a cuddy with a berth and portable head. The cockpit is open and uncluttered for working fish.
Power is typically a single or twin outboard setup from Yamaha, Mercury, or the dated OMC/Johnson units on early hulls — favor the four-stroke repowers. Expect about $24,000 for a serviceable boat. Inspect stringers and transom carefully, as some Pro-Lines from this era show coring issues if water intruded.
- Price: ~$24,000
- Pros: Affordable, open fishing cockpit, simple rigging
- Cons: Coring and transom inspection critical, dated finish
Verdict: A budget offshore option — but survey the structure hard.
How to Choose
What to Look For
- Hull and structure: Tap-test the transom and stringers, and watch for soft spots or crazing. Coring saturation is the most expensive problem on an older walkaround.
- Engines: Pull a compression and leak-down test, scan ECU hours, and confirm service records. Twin four-strokes with under 800 hours are ideal; budget for a repower if hours are high.
- Trailer and systems: Inspect bunks, brakes, and bearings on the trailer, and test bilge pumps, livewell plumbing, and electronics under power.
- Survey: Always pay for a professional marine survey and a sea trial. The few hundred dollars it costs can save you from a five-figure mistake.
FAQ
What is the best used walkaround boat under $50,000 in 2027? The Grady-White Sailfish 272 is our top overall pick at roughly $42,000 for a clean 2005-2009 hull, thanks to its class-leading ride, spacious cabin, and unmatched resale value.
Which used walkaround offers the best value? The Wellcraft 252 Coastal at about $28,000 delivers genuine offshore capability and a real cabin for thousands less than the premium brands, making it the value leader.
Are walkaround boats good for offshore fishing? Yes. Their deep-V hulls, high gunwales, and big cockpits make them excellent offshore platforms, and the forward cabin adds weather protection and overnight capability that center consoles lack.
Should I buy a single or twin-engine walkaround? Singles are cheaper to maintain and repower and suit boats up to about 24 feet, while twins add redundancy and offshore peace of mind on 25-foot-and-larger hulls. Choose based on how far offshore you run.
Bottom Line
For the best blend of ride, comfort, and resale, the Grady-White Sailfish 272 is the BEST OVERALL used walkaround under $50,000, while the Wellcraft 252 Coastal is the runaway BEST VALUE. Whichever you choose, insist on a professional survey, an engine compression test, and a real sea trial before you buy.
Sources
- Boat Trader — used walkaround listings and pricing data
- NADA Guides — used boat valuation ranges
- Discover Boating — boat type buyer guides
- BoatUS — marine survey and pre-purchase inspection guidance
- Grady-White, Pursuit, and Boston Whaler manufacturer specifications
- Boating Magazine — walkaround and offshore boat reviews
*Keywords: Best Used Walkaround Boats Under $50,000 in 2027 (Ranked) — review, reviews, rating, comparison, best of 2027.*