When it comes to motorcycles that hold their value over time, few brands compete with Harley-Davidson. From classic cruisers to feature-packed touring bikes, Harleys combine timeless design, durable engineering, and a fiercely loyal fanbase that keeps demand high in the used market. Here, we break down ten models that retain value long after purchase.Each bike is assigned a five-year value retention band, a simple range showing approximately what percentage of its original MSRP a well-maintained example may still be worth after five years. Harley-Davidson models consistently outperform many other makes because their combination of cultural cachet, strong resale demand, and enduring design ensures owners don’t take as steep a depreciation hit, making them a smart investment for riders who love the ride and the long-term value.The models listed are in no particular order of importance. The years given are the most recent years the models were in the line-up, and the information given is current as of the time of this writing. While design continuity suggests newer models may perform similarly in the used market, long-term ownership data is not yet available. Harley-Davidson Street Glide Special Estimated five-year retention band: 60-70 percent, depending on condition and mileage Harley-Davidson The Harley-Davidson Street Glide Special sits at the heart of Harley’s modern touring demand. For years, it was the sweet spot in the lineup -- big Milwaukee-Eight power, stretched saddlebags, premium Boom! Box infotainment, and unmistakable batwing fairing style. Buyers consistently gravitated toward it over the standard Street Glide, which keeps used demand strong even after it was last offered in 2023. Touring Harleys traditionally depreciate slower than most motorcycles, and the Special’s popularity only reinforces that trend. 2023 Harley-Davidson Street Glide Special Performance Specifications Harley-Davidson Road Glide Estimated five-year retention band: 58-68 percent, with premium trims often landing at the top of that range Harley-Davidson The Harley-Davidson Road Glide earns its place on this list thanks to relentless demand and a fiercely loyal following. Its frame-mounted sharknose fairing gives it a distinctive look and improved high-speed stability, making it a favorite among serious long-distance riders. That touring credibility translates directly to the used market, where clean, well-kept examples rarely sit for long. Because the Road Glide appeals to both traditional Harley loyalists and performance-minded tourers, resale interest stays strong year after year, even as new models arrive. 2026 Harley-Davidson Road Glide Performance Specifications Harley-Davidson Road King Estimated five-year retention band: 55 -65 percent, depending on condition and mileage The Harley-Davidson Road King represents timeless touring without the added complexity of a fixed fairing. With its detachable windshield, hard saddlebags, and unmistakable chrome nacelle, it delivers big-twin comfort while preserving classic Harley lines. That versatility keeps demand steady in the used market, especially among riders who want long-haul capability without the full dresser look. Even though it was last offered in 2022, the base model Road King’s enduring appeal and reputation for durability help it depreciate more slowly than many comparablecruisers. 2022 Harley-Davidson Road King Performance Specifications Harley-Davidson CVO Street Glide Estimated five-year retention band: 65-75 percent, with pristine or low-mileage examples often near the top of that range Harley-Davidson The Harley-Davidson CVO Street Glide stands out for retaining value thanks to its exclusivity and premium features. As Harley’s limited-production, top-of-the-line touring model, it combines a high-output Milwaukee-Eight 117 engine, advanced infotainment, premium finishes, and custom paint schemes. Collectors and enthusiasts actively seek well-maintained examples, which keeps resale demand strong even in a fluctuating market. Its blend of performance, luxury, and rarity ensures it depreciates far more slowly than standard touring models, making it a natural fit for a list highlighting Harleys that hold value. 2026 Harley-Davidson CVO Street Glide Performance Specifications Harley-Davidson Ultra Limited Estimated five-year retention band: 60-70 percent, depending on mileage and condition Harley-Davidson The Harley-Davidson Ultra Limited combines full-dress touring capability with a loyal buyer base that prizes comfort, reliability, and Harley’s signature style. With features like a plush two-up seat, hard saddlebags, premium infotainment, and advanced suspension, it appeals to riders planning long-distance adventures. Its enduring popularity in the touring segment ensures used models maintain strong demand, even after being last offered in 2024. Riders looking for a capable, comfortable, and feature-packed Harley continue to keep resale values higher than average. 2024 Harley-Davidson Ultra Limited Performance Specifications Harley-Davidson Fat Boy Estimated five-year retention band: 55-65 percent, depending on condition and mileage Harley-Davidson The Harley-Davidson Fat Boy has iconic styling and broad collector appeal. With its solid-disc wheels, muscular stance, and Milwaukee-Eight engine, the Fat Boy is instantly recognizable and consistently popular among cruiser enthusiasts. Its combination of classic Harley heritage and modern performance keeps demand high in the used market, ensuring slower depreciation than many comparable cruisers. Even as new Fat Boy models are offered in 2026, well-maintained examples from previous years continue to command strong resale prices. 2026 Harley-Davidson Fat Boy Performance Specifications Harley-Davidson Low Rider S Estimated five-year retention band: 50-60 percent, depending on mileage and condition Harley-Davidson The Harley-Davidson Low Rider S blends aggressive performance with classic Softail cruiser styling, appealing to riders who want a sportier, more responsive Harley without sacrificing heritage. Its high-output Milwaukee-Eight 117 engine, lowered stance, and performance-tuned suspension make it desirable for both street riders and long-term enthusiasts. That combination of style and capability keeps demand strong in the used market, helping depreciation remain moderate. Even with current 2026 models available, well-maintained Low Rider S bikes continue to hold value better than many other cruisers in their class. 2026 Harley-Davidson Low Rider S Performance Specifications Harley-Davidson Pan America 1250 Estimated five-year retention band: 45-60 percent, with low-mileage or well-maintained examples trending toward the upper end Harley-Davidson The Harley-Davidson Pan America 1250 introduced Harley-Davidson to the adventure-touring segment with a compelling mix of power, technology, and versatility. Its 1250 cc V-twin, semi-active suspension, and long-distance comfort make it appealing to both traditional Harley riders and adventure enthusiasts. Limited production and strong early interest in the used market help support resale values, despite the model's relative newness. The Pan America’s unique position as Harley’s first adventure bike ensures it stands out, maintaining higher-than-expected demand for a modern Harley and securing its place on a value-retention list. 2023 Harley-Davidson Pan America 1250 Performance Specifications Harley-Davidson Softail Street Bob Estimated five-year retention band: 50-60 percent, depending on mileage and condition Harley-Davidson The Harley-Davidson Street Bob offers a stripped-down, minimalist take on Harley’s classic cruiser formula, appealing to riders who want style, performance, and accessibility. Its lightweight Softail chassis, Milwaukee-Eight engine, and aggressive stance make it fun to ride while retaining the iconic Harley character. The Street Bob’s strong following in the used market keeps demand steady, helping depreciation remain moderate compared with other mid-weight cruisers. Its combination of simplicity, reliability, and enduring appeal makes it a natural fit for a list highlighting models that hold value well. 2026 Harley-Davidson Softail Street Bob Performance Specifications