| Year | Median (3 yrs) | Middle 50% | Sales (3 yrs) | For sale now |
|---|---|---|---|---|
| 1996 | $5.5k | $4.4k–$6.3k | 11 | 2 |
| 1997 | $9.3k | $6k–$10k | 14 | 8 |
| 1998 | $7.4k | $6.2k–$9.5k | 12 | 6 |
| 1999 | $8.5k | $7.2k–$13k | 10 | 5 |
| 2000 | $6.1k | $4.3k–$7.5k | 18 | 8 |
| 2001 | $5.6k | $4.5k–$6.5k | 18 | 12 |
| 2002 | $6.5k | $4.9k–$7.9k | 44 | 15 |
Auction sales in the last 3 years; prices leave out salvage and other branded titles.
| 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 |
| Oct 8, 2026 | 1999 Harley-Davidson Road King Classic Oct 8, 2026, Bring a Trailer | $6,500 | 574 | Bring a Trailer |
| Aug 11, 2026 | 1999 Harley-Davidson Heritage Softail Classic Aug 11, 2026, Bring a Trailer | $7,000 | 18 | Bring a Trailer |
| Jul 30, 2025 | 1999 Harley-Davidson FLSTC Heritage Softail Classic Jul 30, 2025, Car & Classic | $16,732 | 10,000 | Car & Classic |
| May 30, 2025 | 1999 Harley-Davidson Night Train May 30, 2025, Bring a Trailer | $8,500 | 10,000 | Bring a Trailer |
| Apr 25, 2025 | 1999 Harley-Davidson Dyna Super Glide Apr 25, 2025, Bring a Trailer | $3,777 | – | Bring a Trailer |
| Oct 10, 2024 | 1999 Harley-Davidson FLSTS Heritage Springer Oct 10, 2024, Barrett-Jackson | $8,470 | 3,280 | Barrett-Jackson |
| Aug 15, 2024 | 1999 Harley-Davidson Road King Classic Aug 15, 2024, Bring a Trailer | $7,600 | 2,100 | Bring a Trailer |
| May 29, 2024 | 1999 Harley-Davidson Road King Classic FLHRCI May 29, 2024, Bring a Trailer | $10,000 | 2,000 | Bring a Trailer |
| Feb 15, 2024 | 1999 Harley-Davidson MT500 Feb 15, 2024, Bring a Trailer | $9,200 | 8 | Bring a Trailer |
| Jan 25, 2023 | 1999 Harley-Davidson Road King Custom Jan 25, 2023, Barrett-Jackson | $17,600 | – | Barrett-Jackson |
| Mar 8, 2022 | 1999 Harley-Davidson FLSTF Fatboy Mar 8, 2022, ACC Auctions | $7,000 | 17,162 | ACC Auctions |
| Dec 6, 2021 | 1999 Harley-Davidson Road King Police Dec 6, 2021, Bring a Trailer | $7,199 | 17,000 | Bring a Trailer |
| Sep 22, 2012 | 1999 Harley-Davidson Road King Trike Sep 22, 2012, Barrett-Jackson | $8,250 | 6,526 | Barrett-Jackson |
59 1999 Harley-Davidson vehicles have been tracked across auctions and listings on Hypercars, with 4 currently live.
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.
There are 4 1999 Harley-Davidson listings currently live across auctions, dealers, and marketplaces tracked by Hypercars.