Porsche Cayman (987) For Sale - More Than A Boxster With A Roof

Porsche Cayman (987) Variants With the Strongest Value Retention

Porsche Cayman R (987.2 — 2012)

The 987.2 Cayman R is consistently the strongest value-holding variant of the first-generation Cayman. Built as a lightweight, purist-oriented model, the Cayman R shed weight through thinner glass, reduced sound insulation, and lightweight wheels and trim—all while retaining the potent 3.4-liter flat-six engine. Enthusiasts love the Cayman R for its focused handling, analog feel, and rarity. That desirability has translated to strong market demand and solid value retention, with well-sorted examples often selling for significantly more than generic base models in similar condition.

Porsche Cayman S (987.2 — 2009–2012)

The 987.2 Cayman S is another standout variant when it comes to retaining value. Compared with the original 987.1, the 987.2 S received revised, more reliable direct-injected flat-six engines and typically comes with better standard equipment (bigger brakes, sportier suspension, larger wheels). Because of this combination of improved reliability, performance, and everyday usability, the 987.2 Cayman S remains a buyer favorite and tends to command higher resale values than base 987 Caymans.

987.2 Cayman GTS / Sport Models (Limited Production/High Spec)

Some 987 Caymans with sport-focused trims or special specifications—such as sport exhausts, Sport Chrono packages, or unique factory options—have shown better value retention due to enthusiast interest. While the R and S are the primary value leaders, well-documented GTS-like or sport-equipped cars often attract a competitive used-market audience because they offer a stronger blend of performance and features without jumping to GT4 prices.

Low-Mileage, Well-Maintained Examples (Across Any 987 Trim)

Across the entire 987 range, low-mileage, fully documented, and clean history cars hold their value better than their high-mileage or neglected peers. A meticulously maintained example—especially with a manual transmission and clean service records—will outperform similar spec cars with spotty history. In the 987 market, condition often outweighs trim when buyers are willing to pay a premium for peace of mind.

Cayman (987) Variants With Softer Value Retention

Base Cayman (987.1 & Early 987.2)

While fun to drive and often the most affordable way into Cayman ownership, the base Cayman (non-S) generally depreciates more quickly than the higher-spec S or R variants. Less power, fewer standard performance features, and broader availability mean base cars don’t attract as much enthusiast attention on resale.

Highly Modified Cars

Cars with extensive aftermarket modifications—especially if those mods are poorly documented or non-OEM—tend to hold value more weakly than stock or correctly modified cars. Enthusiasts often prefer original or tastefully upgraded cars, as drastic mods can imply harder use or deferred maintenance.

What This Means for Buyers

If value retention is a priority when shopping a Porsche Cayman 987:

Target the Cayman R (987.2) first — it’s the strongest value leader and a future classic candidate.

Consider the 987.2 Cayman S next — it strikes a great balance of performance and reliability with strong buyer demand.

Prioritize condition (low miles, service records, clean history) above all else — even a desirable trim can underperform on resale if it’s been poorly cared for.

Manual transmissions and sport-oriented options often boost resale appeal, especially among enthusiasts.

Best Porsche Cayman (987) Model Years to Buy: 2009–2012 (987.2)

From an expert perspective, the best years to buy in the 987 generation are 2009–2012, known as the 987.2. These later cars received significantly updated engines with direct fuel injection, which eliminated the IMS bearing concerns associated with earlier Caymans and reduced the risk of serious engine failures. The 987.2 also introduced PDK as an option, improved electronics, and incremental refinements throughout the chassis and drivetrain. If you want the classic hydraulic steering feel and naturally aspirated flat-six experience with the fewest mechanical compromises, the 987.2 is the clear sweet spot.

Within this range, the Cayman S (987.2) stands out as the best all-around buy thanks to its stronger 3.4-liter engine, larger brakes, and sportier standard equipment. For buyers with a larger budget, the 2012 Cayman R is the ultimate first-generation Cayman—lighter, rarer, and already considered a modern classic with excellent long-term value retention.

Best Individual Year: 2011–2012

If you want to narrow it down even further, 2011 and 2012 are often considered the best individual years of the 987 generation. These late-production cars benefited from Porsche’s accumulated refinements, updated software, and the highest likelihood of strong maintenance history. Many were enthusiast-owned, well-optioned, and carefully maintained, making them safer bets on the used market today. These years also tend to command a premium because buyers know they represent the most evolved version of the first-generation Cayman.

Model Years to Approach with Caution: 2006–2008 (987.1)

The earliest 987 Caymans (2006–2008)—known as 987.1—should be approached more carefully. While they offer the same excellent chassis balance and hydraulic steering, these cars use earlier versions of the flat-six engine that can be prone to bore scoring, RMS leaks, and in rare cases IMS-related issues depending on engine configuration. None of these problems affect every car, but when they do occur, repairs can be extremely expensive.

That doesn’t mean all 987.1 cars should be avoided outright—a well-documented, thoroughly inspected 987.1 can still be a good buy, especially at the right price. However, these cars demand a high-quality pre-purchase inspection (including a borescope) and a willingness to accept more mechanical risk compared to a 987.2.

What to Avoid Regardless of Year

More important than model year is condition and maintenance history. Any Cayman—987.1 or 987.2—should be avoided if it shows signs of neglect, poor-quality modifications, missing service records, or unresolved warning signs like noisy valvetrains, overheating issues, or suspension clunks. A neglected late-model car is always a worse buy than a well-maintained early one.

Bottom Line: Expert Recommendation

If you want the safest, smartest buy in the Porsche Cayman (987) lineup, focus on 2009–2012 987.2 models, with 2011–2012 Cayman S being the ideal balance of performance, reliability, and value. If budget allows, the 2012 Cayman R is the pinnacle. Earlier 2006–2008 cars can be rewarding but require significantly more diligence and a lower risk tolerance.

1. Engine Health & Bore Scoring Risk

Engine condition is the single most important factor when buying a 987 Cayman. Early 987.1 models (2006–2008) are known for potential bore scoring, which can lead to excessive oil consumption, knocking noises, or eventual engine failure. Even later cars should be checked carefully for unusual ticking, smoke on startup, or oil residue in the exhaust. A borescope inspection during a pre-purchase inspection is highly recommended, especially on 987.1 cars and higher-mileage examples. A healthy engine with clean compression results is far more important than low mileage alone.

2. Cooling System Condition

Cooling components on the 987 are wear items and deserve close attention. Water pumps, thermostats, and coolant expansion tanks commonly fail with age and mileage. Warning signs include coolant smells, dried residue around hoses or pump housing, fluctuating temperature readings, or unexplained coolant loss. While these issues are usually manageable, neglected cooling problems can lead to overheating and expensive secondary damage, so documented replacements are a strong positive when evaluating a car.

3. Suspension, Steering & Alignment Wear

The Cayman’s handling is a big part of its appeal, so worn suspension components can significantly detract from the driving experience. Common wear points include control arms, bushings, sway bar links, and shocks. During a test drive, listen for clunks over bumps, feel for vague or wandering steering, and check for uneven tire wear. A well-sorted 987 should feel tight and responsive; looseness usually means suspension refresh work is due.

4. Transmission & Clutch Condition

Whether manual or PDK, transmission health is critical. Manual cars should engage smoothly with no clutch slip, excessive pedal travel, or grinding into second gear—especially when cold. PDK-equipped 987.2 models should shift cleanly and decisively with no hesitation or warning lights; confirm that transmission fluid services were performed on schedule. Transmission or clutch repairs can be expensive, making this an essential inspection area.

5. Service History, Ownership & Modifications

A complete and documented service history often matters more than model year or mileage. Look for evidence of regular oil changes, cooling system maintenance, brake service, and suspension work. Be cautious of heavily modified cars, poorly documented track use, or aftermarket parts installed without professional support. Clean, original cars with thoughtful ownership and detailed records almost always prove to be the safest and most enjoyable buys in the long term.

Final Buying Tip

For most buyers, a well-maintained 987.2 Cayman (2009–2012) with documented service history is the safest choice, while 987.1 cars can be excellent values if thoroughly inspected and priced accordingly.

These are the options that most meaningfully improve the driving experience, usability, and long-term desirability—especially in today’s enthusiast-driven used market.

Sport Chrono Package

The Sport Chrono Package is one of the most desirable options on any 987 Cayman. It adds a dash-mounted stopwatch, sharper throttle response, and revised stability control programming that allows more driver involvement before electronic intervention. On 987.2 cars with PDK, Sport Chrono also enables quicker shifts and launch control. Enthusiasts actively seek out Caymans with this option because it noticeably enhances performance feel without hurting everyday usability.

Sport Exhaust System (PSE)

The Porsche Sport Exhaust (PSE) is arguably the most emotionally rewarding option on the 987. It gives the naturally aspirated flat-six a deeper, louder, and more aggressive sound—especially at higher revs—without resorting to aftermarket modifications. Cars equipped with PSE are consistently more desirable on the used market, as sound and character are a huge part of the Cayman’s appeal.

Limited-Slip Differential (LSD)

A factory limited-slip differential is a major plus for drivers who enjoy spirited back-road driving or occasional track days. The LSD improves traction on corner exit, enhances balance, and makes the Cayman feel more planted when driven hard. It’s a relatively rare option on the 987, which makes cars equipped with it especially attractive to knowledgeable buyers.

PASM (Porsche Active Suspension Management)

PASM gives the 987 Cayman adjustable damping, allowing the suspension to switch between a more comfortable setting and a firmer, sportier mode. This flexibility makes the car easier to live with daily while still delivering sharper handling when pushed. PASM-equipped cars tend to feel more composed and polished, and buyers often prefer them over cars with fixed suspension setups.

Sport Seats or Adaptive Sport Seats

Upgraded seats—especially Sport Seats or Adaptive Sport Seats—are highly desirable. They offer better bolstering, improved comfort on long drives, and greater support during aggressive cornering. Standard seats are adequate, but buyers often pay a premium for cars with sport seats because they enhance both comfort and driving confidence.

X51 Powerkit (Rare, High-Value Option)

The X51 Powerkit is extremely rare on the 987 Cayman S but highly sought after. It adds internal engine upgrades that increase horsepower and sharpen throttle response while remaining fully factory-engineered. Cars equipped with X51 are prized by collectors and often command a significant premium due to rarity and performance gains.

Larger Wheels & Factory Brake Upgrades

Factory 18- or 19-inch wheels and upgraded brake packages improve both aesthetics and performance. Larger wheels fill out the Cayman’s arches properly, while bigger brakes enhance stopping power and fade resistance. Buyers tend to prefer cars with factory wheels and brakes over aftermarket setups, as originality matters in long-term value retention.

Manual Transmission

While not technically an “option” in the traditional sense, the manual transmission is one of the most important value drivers in the 987 market. Manuals are increasingly rare and highly favored by enthusiasts for engagement and purity. All else being equal, a manual 987 Cayman will usually be more desirable and easier to resell than a PDK or Tiptronic-equipped car.

What Matters Less (Nice-to-Have, Not Must-Have)

Options like navigation, upgraded audio, or cosmetic interior trims are pleasant but don’t significantly affect long-term value or driving enjoyment. Most buyers prioritize performance, sound, and mechanical options over tech features on a first-generation Cayman.

Bottom Line: Best-Spec 987 Cayman to Target

From an expert buyer’s perspective, the ideal Porsche Cayman (987) has: Manual transmission, Sport Chrono, Sport Exhaust (PSE), PASM, Limited-Slip Differential and Sport seats. Don't forget the clean service history and minimal modifications.