1999 Harley-Davidson Softail
1999 Harley-Davidson Softail against nearby years
| Year | Median (3 yrs) | Middle 50% | Sales (3 yrs) | For sale now |
|---|---|---|---|---|
| 1996 | $5.5k | $5.1k–$6.3k | 7 | 1 |
| 1997 | $9.6k | $7.2k–$11k | 11 | 6 |
| 1998 | $7.4k | $6.4k–$9.5k | 10 | 1 |
| 1999 | $8.5k | $8.5k–$14k | 5 | 0 |
| 2000 | $6.7k | $5.6k–$7.1k | 10 | 2 |
| 2001 | $5.7k | $5k–$6.7k | 8 | 5 |
| 2002 | $6k | $5.2k–$7k | 14 | 5 |
Auction sales in the last 3 years; prices leave out salvage and other branded titles.
Recent 1999 Harley-Davidson Softail auction sales
| Sold | Car | Price | Miles | Where |
|---|---|---|---|---|
| Oct 22, 2026 | 1999 Harley-Davidson Heritage Springer Softail Oct 22, 2026, Bring a Trailer | $14,500 | 352 | Bring a Trailer |
| Oct 14, 2026 | 1999 Harley-Davidson Heritage Softail Classic Oct 14, 2026, Hagerty | $13,500 | 39 | Hagerty |
| Aug 11, 2026 | 1999 Harley-Davidson Heritage Softail Classic Aug 11, 2026, Bring a Trailer | $7,000 | 18 | Bring a Trailer |
| May 30, 2025 | 1999 Harley-Davidson Night Train May 30, 2025, Bring a Trailer | $8,500 | 10,000 | Bring a Trailer |
| Oct 10, 2024 | 1999 Harley-Davidson FLSTS Heritage Springer Oct 10, 2024, Barrett-Jackson | $8,470 | 3,280 | Barrett-Jackson |
| Mar 8, 2022 | 1999 Harley-Davidson FLSTF Fatboy Mar 8, 2022, ACC Auctions | $7,000 | 17,162 | ACC Auctions |
| Jan 5, 2001 | 1999 Harley-Davidson Fat Boy Custom Jan 5, 2001, Barrett-Jackson | $33,480 | – | Barrett-Jackson |
Listings
16 1999 Harley-Davidson Softail vehicles have been tracked across auctions and listings on Hypercars.
Data sourced from auction results and dealer and private listings, including Bring a Trailer, Cars & Bids, Mecum, RM Sotheby’s and eBay Motors. Updated daily.
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Hypercars Technologies Inc. is not affiliated with the companies or individuals mentioned on its site. Third-party trademarks and logos belong to their respective owners; use does not imply endorsement or affiliation. Data is provided "as is" without warranty of accuracy, completeness, or timeliness.
© 2026 Hypercars Technologies Inc. All rights reserved.
Hypercars Technologies Inc. is not affiliated with the companies or individuals mentioned on its site. Third-party trademarks and logos belong to their respective owners; use does not imply endorsement or affiliation. Data is provided "as is" without warranty of accuracy, completeness, or timeliness.