DriveIndex
1958 Cadillac Fleetwood Sixty Special: market value and price history

1958 Cadillac Fleetwood Sixty Special Market Value & Price History

The 1958 Cadillac Fleetwood Sixty Special has a current market value of $28,595 as of Oct 9, 2026, based on 4 verified auction sales tracked by DriveIndex, with all 3 verified USD sales between $20,160 and $33,125. Based on US sales through Sep 4, 2026. 1 has sold in the past 12 months.

See the Value Signal with Pro →or sign up free
Market Value
$28,595
Sales through Sep 2026
Median Sale
$32,500
Price Range
$20,160 – $33,125
Auction Sales
4
Avg Mileage
62,000

Data: DriveIndex. 4 verified auction sales for the 1958 Cadillac Fleetwood Sixty Special (3 in USD, the basis for every dollar figure here), latest sale Sep 4, 2026. Value as of Oct 9, 2026. Methodology

What members see for the 1958 Cadillac Fleetwood Sixty Special

The value above is the headline. Members get the full picture behind it.

Pro
$19.99/month
  • All 4 sold prices, and where each one sold
  • The live Value Signal, and how confident it is
  • A 1–5 year value projection
  • A Buy / Hold / Sell call
  • An alert the moment one lists or sells
See all 4 sold prices →
Collector
$39.99/month · everything in Pro, plus
  • The best and worst months to buy and sell
  • An estimated market-bottom date
  • Whether a for-sale ask is fair, the moment one lists
  • Deal Radar: underpriced listings across the market
See when to buy →

Not ready? A free account shows the current value and recent sale dates.

Is the 1958 Cadillac Fleetwood Sixty Special a good buy right now?

Pro unlocks this car's live Value Signal (appreciating, stable, bottomed, approaching bottom or depreciating) and its 1–5 year projection. Collector adds the best months to buy and sell.

See the Fleetwood Sixty Special's Value Signal with Pro →

Recent 1958 Cadillac Fleetwood Sixty Special Auction Results

SoldPriceMileageGearbox
Sep 4, 2026$20,160—Automatic
Feb 15, 2024$33,12595,000 mi—
Dec 1, 2023$32,50029,000 miAutomatic
Dec 11, 2021$10,00054,000 miAutomatic

Verified results from the world's leading collector-car auction houses and marketplaces.

All Cadillac Fleetwood Sixty Special auction results →

See the full picture on the 1958 Cadillac Fleetwood Sixty Special

Browsing is free. Upgrade to unlock the Value Signal™, projections, and the tools collectors use to buy and sell at the right time.

Pro
$19.99/mo
or $199/yr · for buyers & sellers
  • Full Value Signal™ + confidence: appreciating, stable, or depreciating
  • 1–5 year price projections
  • Buy / Hold / Sell call per car
  • Complete sales & listings feed + up to 10 yrs of history
  • Analyst notes & compare up to 4 cars
  • Price & custom alerts (make, color, options)
  • Portfolio tracker (garage) + analytics
Get Pro →
MOST POPULAR
Collector
$39.99/mo
or $399/yr · for serious collectors
  • Everything in Pro, plus:
  • Portfolio Outlook (a hold/sell call for every car you own)
  • Watchlist Intelligence (act-now calls on the cars you follow)
  • Head-to-Head Verdict (compare cars, the data crowns the buy)
  • Market Deal Radar (every live ask under market value, catalog-wide)
  • Best & worst months to buy and sell
  • What each option adds to the price + separate manual vs automatic values
  • Listing analyzer with fair-value deal scores
  • Rad’s Market Update (his picks & price targets)
Get Collector →
Just browsing? Create a free account → · Cancel anytime
In the trade? The Dealer plan · $499/mo →

Cadillac Fleetwood Sixty Special by Year

All Fleetwood Sixty Special →19581956

1958 Cadillac Fleetwood Sixty Special: Frequently Asked Questions

How much is a 1958 Cadillac Fleetwood Sixty Special worth?

A 1958 Cadillac Fleetwood Sixty Special is worth approximately $28,595 as of Oct 9, 2026, based on 4 verified auction sales tracked by DriveIndex. Based on US sales through Sep 4, 2026. All 3 verified USD sales fall between $20,160 and $33,125. Condition, mileage and options move an individual car within that band.

How many 1958 Cadillac Fleetwood Sixty Special sell per year?

1 has sold at auction in the past 12 months. DriveIndex has tracked 4 1958 Cadillac Fleetwood Sixty Special sales in total.

Are 1958 Cadillac Fleetwood Sixty Special sale prices higher or lower than a year ago?

There aren't yet enough recent sales to compute a reliable 12-month price direction for the 1958 Cadillac Fleetwood Sixty Special. The full Value Signal classification (appreciating, stable, bottomed, or depreciating) and its 1–5 year projection are part of DriveIndex Pro.

Where can I buy a 1958 Cadillac Fleetwood Sixty Special?

DriveIndex tracks for-sale listings and auction results for the 1958 Cadillac Fleetwood Sixty Special from the world's leading collector-car auction houses and marketplaces.

More Cadillac Models

Cadillac Series 62 Convertible$36,144–$98,000Cadillac Eldorado Convertible$14,258–$27,863Cadillac XLR$15,216–$44,080Cadillac Eldorado Biarritz$41,925–$202,114Cadillac CTS-V Wagon$54,480–$64,772Cadillac Eldorado$37,600–$187,600Cadillac Coupe DeVille$14,348–$50,016Cadillac DeVille Convertible$18,739–$35,276Cadillac XLR-V$32,492–$54,255Cadillac CTS-V$15,528–$60,404Cadillac Allante$14,617–$18,164Cadillac CTS-V Coupe$29,938–$41,925Cadillac CT5-V Blackwing$86,667–$152,913Cadillac Eldorado Coupe$11,830–$29,258Cadillac Eldorado Brougham$132,098–$187,945Cadillac Escalade$11,347–$23,301Cadillac DTS$13,183–$14,560Cadillac Eldorado Biarritz Coupe$10,638–$22,300
All Cadillac models →
Track the Cadillac Fleetwood Sixty Special on DriveIndex

Pro unlocks its live Value Signal, every sold price, a 1–5 year projection and an alert the moment one lists or sells. Collector adds the best months to buy and sell and where the market bottoms.

Get Pro →

or start with a free account