2002 Fairline Squadron 58 Boat in East Hampton, NY 11937 US
Built in 2002
Squadron 58
2 Engines (2x Caterpillar)
58 feet
Diesel
Fiberglass/Reinforced
"Bellezza" is a 2002 Fairline Squadron 58 owned by the same fastidious owner for more than eighteen years and cruised exclusively on the protected waters of Long Island Sound. No charters, no children aboard, no pets - and every winter spent in heated, indoor storage in Connecticut rather than shrink-wrapped on the hard. Her owner describes her in one word: bulletproof.
The original Squadron 58 is widely regarded as the most successful model Fairline ever built - a hand-laid British flybridge motor yacht whose fit and finish sits as close to semi-custom as the production world offers. Sumptuous furnishings, hand-worked cherry joinery, a light-filled single-level saloon, and a flybridge nearly the size of the foredeck and cockpit combined make her as sociable as she is sea-kindly.
What sets this hull apart from nearly every other Squadron 58 on the market is her engine room. "Bellezza" carries the maximum High-Speed-Performance (HSP) option: twin Caterpillar 3406E direct-drive diesels producing 1,600 hp combined - no pods, just simple, legendary, shaft-driven CAT power good for a 32-knot top end and a relaxed 28-knot cruise. With only 1,750 original hours (May 2026), her 1,000-hour service complete and aftercoolers replaced, full annual Caterpillar preventive maintenance performed throughout, and roughly 20 percent of recommended overhaul life consumed, she has decades of cruising still ahead. Propellers were reconditioned by S&S Propeller in 2023, and PropSpeed is renewed annually on all underwater running gear.
She has been refreshed continuously through 2025: a full teak replacement (2025), new AGM batteries and a 100-amp battery charger (2025), a new Dometic VARC60 air-conditioning chiller with raw-water pump and air handlers (2024), Raymarine 125/127 GPS displays and HD radar at dual helm stations, Starlink Wi-Fi with four smart TVs, Lumitec SeaBlaze underwater lighting, a custom Besenzoni OEM tender lift / passerelle, and much more (see equipment list below).
Belowdecks she sleeps six in three staterooms with two heads and two separate stall showers. The full-beam master forward offers an en-suite head and separate shower; the VIP double has private day-head access; and a twin guest cabin converts to a double. The galley is fully equipped - four-burner ceramic cooktop, microwave, dishwasher, refrigerator and freezer - with an adjacent utility room housing a stainless steel fridge stainless steel freezer and 36-bottle wine cooler. "Bellezza" is provisioned for serious extended cruising.
Offered at $499,000, "Bellezza" is an impeccably documented example, with eighteen-plus years of complete service records available for buyer and surveyor inspection. The seller's owned slip on Three Mile Harbor in East Hampton, NY - a private marina authorized for yachts up to 70 feet - is available separately: a rare opportunity to acquire the boat and her Hamptons berth in a single transaction.
HIGHLIGHTS
- Rare maximum HSP engine package: twin Caterpillar 3406E direct-drive diesels, 1,600 hp - faster and simpler than the Volvo-powered Squadron 58s
- Only 1,750 original hours; approx. 80% of overhaul life remaining
- Same owner for 18+ years, cruised exclusively on Long Island Sound - no charters, kids or pets
- Heated indoor winter storage every off-season
- Heavily refit 2021-2025 (teak, electronics, A/C, batteries, tender lift, and more)
- 18+ years of complete service records available for inspection
- Owned 70-ft slip on Three Mile Harbor, East Hampton available separately
ACCOMMODATION
Master Stateroom (forward): Centerline double berth with innerspring mattress and under-berth stowage, twin wardrobes with interior lights, full-length mirror, large overhead hatch with fly and privacy screens, twin opening ports with wooden venetian blinds. En-suite head with sink and separate shower stall.
VIP Stateroom: Double innerspring berth with under-stowage, desk/vanity unit, double wardrobe, twin opening ports. Private access to the day head with separate shower stall.
Guest Stateroom: Twin single berths with filler cushions to convert to a double, bedside table, wardrobe and mid-level stowage, twin opening ports.
Saloon & Dinette: Single-level saloon with semi-circular settee, hi-gloss cherry cabinetry, Bose audio, and full-width stainless-framed door to the teak-laid cockpit. Electrically operated tinted side windows with wooden blinds. Raised semi-circular dinette forward at bridge-deck level.
Galley & Utility: Full lower-deck galley with four-burner ceramic cooktop, microwave, dishwasher, refrigerator and freezer, Avonite counters, twin sinks and central vacuum. Adjacent utility room with a large stainless steel fridge (2021), large stainless steel freezer and 36-bottle wine cooler.
Flybridge & Cockpit: Oversized flybridge with three helm seats, wet bar (refrigerator, icemaker, sink, griddle), and seating that converts to sunpads. Shaded aft cockpit with alfresco settee, opening to a full-width teak bathing platform via twin transom gates and a hot/cold transom shower.
EQUIPMENT & FEATURES
ENGINES & MECHANICAL
- Twin Caterpillar 3406E diesels, 811 hp each (1,622 hp), direct / shaft drive
- 1,750 original hours (May 2026); 1,000-hour service complete, aftercoolers replaced
- Full annual Caterpillar preventive maintenance
- Propellers reconditioned by S&S Propeller (2023)
- PropSpeed on all underwater running gear, renewed annually
- Hydraulic bow thruster
- Onan 21.5 kW generator
- Automatic fire control system, oil transfer system, dripless shaft seals
- Engine room lighting, ventilation fans, cathodic protection
ELECTRONICS & NAVIGATION
- Raymarine 125/127 GPS displays and HD radar
- Dual helm stations (flybridge and main saloon)
- Starlink Wi-Fi with 4 smart TVs (2023)
- Satellite TV with receivers in all cabins
- Full engine instrumentation and Caterpillar digital display
- Hydraulic bow thruster, trim tab, engine synchronizer and remote spotlight controls
CLIMATE & ELECTRICAL
- Dometic VARC60 air-conditioning chiller, raw-water pump and air handlers (2024)
- MDP Pro 100-amp battery charger
- New AGM house batteries (2025)
- Port & starboard Glendinning Cablemasters; dual 50-amp shore power
- 220V / 110V / 60Hz system wired to ABYC standards
ON DECK & HULL
- Full teak replacement (2025)
- Bottom stripped, barrier-coated and antifouled (2022); antifouled annually
- Stainless Lewmar Delta anchor with 200 ft chain and electric winch
- Bimini tops and Isinglass replaced (2023)
- Teak-laid cockpit and full-width bathing platform; hot/cold transom shower
- Foredeck sunbathing area
LIGHTING
- Lumitec SeaBlaze Quattro underwater LEDs (blue/white)
- All interior lighting converted to LED
- Blue LED accent lighting - flybridge, cockpit and swim platform
GALLEY & Utility Room
- Four-burner ceramic cooktop, microwave and dishwasher
- Avonite counters, twin sinks, garbage disposal
- Refrigerator
- Freezer
- Utility Room SS Fridge (2021), SS Freezer and Wine Cooler
COMFORT & CONVENIENCE
- Washer / dryer in utility room
- Central vacuum system throughout
- Bose audio - saloon, with bridge and cockpit speakers
- Fully updated interior wall and ceiling fabrics; carpeting (2023)
TENDER & SAFETY
- Besenzoni OEM tender lift / passerelle, custom-made for the Squadron 58 (2021)
- 2020 Walker Bay Generation 10 LTE tender, 30 hp Honda (50 hrs, May 2026)
- Viking RescYou Pro liferaft (2022, recertified 2025)
- ACR RLB-37 GlobalFix EPIRB, new lithium battery (2024)
RECENT UPGRADES BY YEAR
2025 - Full teak replacement; new AGM batteries; engine 1,000-hr service / aftercoolers; liferaft recertified
2024 - Dometic VARC60 A/C chiller, raw-water pump and air handlers; new EPIRB battery
2023 - Starlink + 4 smart TVs; bimini tops, Isinglass and carpeting; propellers reconditioned
2022 - Bottom stripped, barrier-coated and antifouled; Viking liferaft
2021 - Besenzoni tender lift/passerelle; Stainless Steel Isotherm fridge-freezer and 36-bottle wine cooler
(Privacy:Public)
THE OPPORTUNITY - EAST HAMPTON SLIP (available separately)
The seller owns a slip at a private marina on Three Mile Harbor, East Hampton, NY, authorized for yachts up to 70 feet, available for purchase alongside the vessel. A transferable deep-water berth of this size on the East End is a rare commodity in its own right.
Engine and generator hours are as of the date of the original listing and are a representation of what the listing broker is told by the owner and/or actual reading of the engine hour meters. The broker cannot guarantee the true hours. It is the responsibility of the purchaser and/or his agent to verify engine hours, warranties implied or otherwise and major overhauls as well as all other representations noted on the listing brochure.
The company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change or withdrawal without notice.
Price History
| Date | Event | Price |
|---|---|---|
| 6/9/26 | Initial price | $499,000 |
2002 Fairline Squadron 58 Video Tours
Overview from around the web 2002 Fairline Squadron 58
The 2002 Fairline Squadron 58 has garnered positive feedback from owners and nautical enthusiasts alike, praising its blend of luxury, performance, and functionality
Customers frequently highlight the following aspects: 1. Spacious Design: Many appreciate the generous living spaces, including a large saloon and well-appointed cabins, which provide comfort for both short trips and extended stays on the water. 2. Quality Craftsmanship: Owners often remark on the high-quality materials and craftsmanship that define the Fairline brand, contributing to the boat’s luxurious feel and durability. 3. Performance: The Squadron 58 is noted for its excellent handling and stability, making it a reliable choice for cruising in various conditions. Customers have been impressed with the powerful engine options that deliver strong performance. 4. Versatile Entertainment Areas: With multiple outdoor and indoor areas for socializing, including a spacious flybridge and cockpit, many have enjoyed the boat's design for entertaining family and friends. 5. Ease of Navigation: The layout of the helm and the advanced navigation systems make maneuvering the Squadron 58 accessible, with users appreciating the visibility and control it offers. 6. Customization Options: Several owners have taken advantage of the customization options available, tailoring the interior design and features to fit their personal tastes and cruising needs. Overall, the 2002 Fairline Squadron 58 is celebrated as a well-rounded motor yacht that delivers on luxury, comfort, and performance, making it a favored choice among boating enthusiasts.
Made For
The 2002 Fairline Squadron 58 is ideal for discerning yacht enthusiasts seeking a blend of luxury, performance, and spaciousness. This elegant motor yacht caters to families or groups of friends who enjoy coastal cruising and entertaining in style. With its impressive living spaces and well-appointed amenities, it suits those who appreciate the finer things in life, from the refined interior finishes to the well-designed outdoor areas for sunbathing and alfresco dining. For seasoned boaters, the Squadron 58 offers reliable handling and powerful dual engine performance, making it perfect for both leisurely voyages and spirited offshore adventures. Additionally, the generous accommodation for up to six guests in three tasteful cabins ensures comfort and privacy for everyone on board. Whether you’re looking to explore tranquil bays or host memorable gatherings, the Fairline Squadron 58 is designed for individuals and families who value quality, craftsmanship, and the ultimate boating experience.
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 2002 Fairline Squadron 58 | ||||||
|---|---|---|---|---|---|---|
| Price | $499,000 | $459,000 | $410,000 | $349,999 | $299,995 | $799,900 |
| Location | East Hampton | Oakdale | Greenport | Port Washington | Staten Island | Oakdale |
| Nominal Length | 58' | 50' | 42' | 43' | 48' | 51' |
| Engine Make | Caterpillar | Caterpillar | Volvo Penta | Cummins | Volvo | Cummins |
| Total Engine Power | 800 hp | 669 hp | 435 hp | 430 hp | 500 hp | 715 hp |
| Days on Market | 112 | 404 | 392 | 104 | 172 | 4 |
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SI Yachts is the Northeast's Most Powerful New and Used Yacht Dealer and Brokerage Firm. When looking for new yachts, used yachts or to sell your boat in their Diamond Listing Program, SI Yachts delivers every time. Staten Island Yacht Sales is a 100-percent customer-driven business with employees trained to identify as many ways as possible to improve customers' boating experiences.
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32 Star Island Road, Montauk, NY, 11954
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