OAV Market Intelligence
Cars for Sale in Oakland, MD
Data refreshed daily · Last updated: April 21, 2026
541 live vehicle listings from dealers in Oakland and surrounding areas. Updated daily with AI-powered pricing intelligence.
Total Listings
541
Average Price
$48,680
Price Range
$8,990–$142,015
Avg Days on Lot
91
Oakland Vehicle Market Summary
The Oakland, MD used and new vehicle market currently has 541 active listings tracked by OAV. The average asking price is $48,680, with prices ranging from $8,990 to $142,015. Vehicles in this market spend an average of 91 days on dealer lots before selling. OAV's Price-to-Market AI analyzes each listing against local and regional comparables to flag Great Deals, Fair Prices, and Overpriced listings.
Popular Makes in Oakland
How OAV identifies strong values
OAV compares each vehicle against similar listings in the local and regional market to determine whether it represents a strong value. Listings labeled “Great Deal” or “Fair Price” are priced competitively relative to comparable vehicles currently available. This analysis is refreshed daily as new inventory enters and leaves the market.
Featured Listings in Oakland

2015 Chrysler 200
Oakland, MD
Market: $8,990 – $8,990
Oakland, MD

2021 Jeep Wrangler Unlimited
Oakland, MD
Market: $24,960 – $24,960
Oakland, MD

2022 Jeep Wrangler Unlimited
Oakland, MD
Market: $29,979 – $29,979
Oakland, MD

2023 Jeep Wrangler 4-Door
Oakland, MD
Market: $42,370 – $42,370
Oakland, MD

2021 Jeep Wrangler Unlimited
Oakland, MD
Market: $28,740 – $28,740
Oakland, MD

2020 Jeep Wrangler Unlimited
Oakland, MD
Market: $38,790 – $38,790
Oakland, MD
2022 Jeep Wrangler Unlimited
Oakland, MD
Market: $38,260 – $38,260
Oakland, MD

2026 Jeep Wrangler 4-Door
Oakland, MD
Market: $47,180 – $55,700
Oakland, MD

2026 Jeep Wrangler 4-Door
Oakland, MD
Market: $42,159 – $61,515
Oakland, MD

2025 Dodge Durango
Oakland, MD
Market: $35,564 – $39,995
Oakland, MD

2024 Dodge Durango
Oakland, MD
Market: $30,991 – $36,995
Oakland, MD

2026 Dodge Durango
Oakland, MD
Market: $44,416 – $52,585
Oakland, MD

2026 Dodge Durango
Oakland, MD
Market: $44,416 – $52,585
Oakland, MD

2022 Jeep Grand Cherokee WK
Oakland, MD
Market: $24,360 – $24,360
Oakland, MD

2018 Jeep Grand Cherokee
Oakland, MD
Market: $16,900 – $16,900
Oakland, MD

2018 Jeep Grand Cherokee
Oakland, MD
Market: $24,680 – $24,680
Oakland, MD

2025 Jeep Grand Cherokee
Oakland, MD
Market: $36,844 – $47,725
Oakland, MD

2025 Jeep Grand Cherokee
Oakland, MD
Market: $36,844 – $48,805
Oakland, MD

2025 Jeep Grand Cherokee
Oakland, MD
Market: $36,844 – $48,805
Oakland, MD

2023 Jeep Grand Cherokee
Oakland, MD
Market: $28,960 – $28,960
Oakland, MD

2024 Jeep Grand Cherokee
Oakland, MD
Market: $29,750 – $38,295
Oakland, MD

2026 Jeep Grand Cherokee
Oakland, MD
Market: $42,043 – $49,150
Oakland, MD

2025 Jeep Grand Cherokee
Oakland, MD
Market: $40,266 – $53,440
Oakland, MD

2025 Jeep Grand Cherokee
Oakland, MD
Market: $40,266 – $52,980
Oakland, MD