Chrysler Windsor
92 sales on our records. Figures as of Nov. 10, 2026.
What it sells for
Middle half of sales$4,825 to $15,000
Median$7,800
Sales behind it11Likely
From 11 sales over the last 24 months. Hammer prices, before buyer's fees. Half sold between $4,825 and $15,000.
How it trades
- Auctions ended
- 6
- Sold
- 4
- Sell-through
- 67%
- For sale now
- 17
Asking prices now
16 cars for sale. Half ask between $12,621 and $36,221.
Asking prices are what sellers want, not what cars sell for.
Generations
| Name | Years | Sales |
|---|---|---|
| Windsor (1939 to 1961) | 1939 to 1961 | 21 |
Latest sales
| Car | Auction | Date | Price |
|---|---|---|---|
| 44-Years-Family-Owned 1958 Chrysler Windsor Hardtop CoupeBring a Trailer, April 12, 2026 | Bring a Trailer | April 12, 2026 | $13,310 |
| 1948 Chrysler Windsor Convertible CoupeBring a Trailer, Feb. 22, 2026 | Bring a Trailer | Feb. 22, 2026 | $13,500 |
| 1952 Chrysler Windsor Deluxe SedanBring a Trailer, Feb. 15, 2026 | Bring a Trailer | Feb. 15, 2026 | $7,520 |
| 1948 Chrysler Windsor SedanBring a Trailer, Dec. 2, 2025 | Bring a Trailer | Dec. 2, 2025 | $7,800 |
| 51-Years-Owned 1950 Chrysler Windsor Sedan ProjectBring a Trailer, Oct. 14, 2025 | Bring a Trailer | Oct. 14, 2025 | $4,050 |
| 1959 Chrysler Windsor WagonMecum, May 17, 2025 | Mecum | May 17, 2025 | $41,000 |
| 1956 Chrysler Windsor Newport Hardtop ProjectBring a Trailer, March 12, 2025 | Bring a Trailer | March 12, 2025 | $2,750 |
| 1947 Chrysler Windsor LimousineMecum, Jan. 10, 2025 | Mecum | Jan. 10, 2025 | $20,000 |
| 1949 Chrysler WindsorMecum, Jan. 8, 2025 | Mecum | Jan. 8, 2025 | $5,600 |
| 1955 Chrysler Windsor Deluxe SedanBring a Trailer, Dec. 20, 2024 | Bring a Trailer | Dec. 20, 2024 | $16,500 |
| 1948 Chrysler Windsor Limousine ProjectBring a Trailer, Nov. 11, 2024 | Bring a Trailer | Nov. 11, 2024 | $1,000 |
| 1954 Chrysler Windsor DeLuxe Newport HardtopBring a Trailer, Oct. 28, 2024 | Bring a Trailer | Oct. 28, 2024 | $15,000 |
| 1960 Chrysler Windsor 4-Door HardtopBring a Trailer, Aug. 30, 2024 | Bring a Trailer | Aug. 30, 2024 | $9,200 |
| 45-Years-Family-Owned 1955 Chrysler Windsor SedanBring a Trailer, Aug. 6, 2024 | Bring a Trailer | Aug. 6, 2024 | $5,600 |
| 1947 Chrysler Windsor Highlander ConvertibleMecum, July 11, 2024 | Mecum | July 11, 2024 | $23,000 |
| 1955 Chrysler Windsor SedanBring a Trailer, July 3, 2024 | Bring a Trailer | July 3, 2024 | $5,700 |
| 1948 Chrysler WindsorMecum, May 12, 2024 | Mecum | May 12, 2024 | $5,600 |
| 1950 Chrysler Windsor SedanBring a Trailer, April 16, 2024 | Bring a Trailer | April 16, 2024 | $7,000 |
| 1953 Chrysler Windsor Deluxe Sedan ProjectBring a Trailer, Feb. 27, 2024 | Bring a Trailer | Feb. 27, 2024 | $1,750 |
| 1947 CHRYSLER WINDSOR CONVERTIBLEBarrett-Jackson, Jan. 23, 2024 | Barrett-Jackson | Jan. 23, 2024 | $28,000 |
| 1951 Chrysler Windsor DeluxeMecum, Nov. 9, 2023 | Mecum | Nov. 9, 2023 | $10,000 |
| 1949 Chrysler Windsor Club CoupeBring a Trailer, Sept. 30, 2023 | Bring a Trailer | Sept. 30, 2023 | $5,750 |
| 1950 Chrysler Windsor SedanBring a Trailer, June 15, 2023 | Bring a Trailer | June 15, 2023 | $7,700 |
| 1950 Chrysler WindsorMecum, May 19, 2023 | Mecum | May 19, 2023 | $11,000 |
| 1950 Chrysler Windsor NewportMecum, May 12, 2023 | Mecum | May 12, 2023 | $6,700 |
| 1954 Chrysler Windsor DeLuxe Newport HardtopBring a Trailer, March 25, 2023 | Bring a Trailer | March 25, 2023 | $29,750 |
| 1953 Chrysler Windsor Deluxe ConvertibleBring a Trailer, March 13, 2023 | Bring a Trailer | March 13, 2023 | $14,500 |
| 1947 CHRYSLER WINDSOR CONVERTIBLEBarrett-Jackson, Jan. 25, 2023 | Barrett-Jackson | Jan. 25, 2023 | $40,000 |
| 1949 Chrysler WindsorMecum, Jan. 15, 2023 | Mecum | Jan. 15, 2023 | $15,000 |
| 1949 Chrysler Windsor SedanMecum, Jan. 4, 2023 | Mecum | Jan. 4, 2023 | $13,500 |
This spans every generation and year, so there is no estimate. Pick a generation for one.