Used Jeep Cherokee for Sale in Windermere, FL
Buy a versatile Jeep Cherokee in the city where Elin Nordegren was born
Skip to Filters
1,169 listings
- Price Drop$8,997great price$2,563 below market
- 98,321 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 21 City / 30 Hwy MPG
- AutoNation Chevrolet West Colonial (7 mi away)
- Home delivery*
Close
Located in Orlando, FL / 7 miles away from Windermere, FL
Rear Spoiler3.73 Axle RatioEngine: 2.4L I4 MultiairGvwr: 5;050 LbsLight Brownstone PearlcoatLt Frost Beige/Black; Premium Cloth Bucket SeatsTran...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLCB8HW571979
Stock: HW571979
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$17,899great price$3,322 below market
- 29,868 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Starling Chevrolet (12 mi away)
Close
Located in Orlando, FL / 12 miles away from Windermere, FL
This 2021 Jeep Cherokee Altitude in Bright White Clearcoat features: CARFAX One-Owner. Altitude Package, Apple CarPlay/Android Auto, Black Accent Stit...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB8MD237361
Stock: 237361T
Certified Pre-Owned: No
Listed since: 03-06-2025 - Price Drop$16,000great price$3,624 below market
- 57,232 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Napleton's Volkswagen Of Sanford (22 mi away)
- Home delivery*
Close
Located in Sanford, FL / 22 miles away from Windermere, FL
2021 Jeep Cherokee Altitude Certified by Carfax - No Accidents, Android Auto / Apple Car Play, Backup Camera, Bluetooth Hands Free Calling, Alloy Whee...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB8MD208507
Stock: POE8507
Certified Pre-Owned: No
Listed since: 03-04-2025 - Price Drop$12,997great price$2,873 below market
- 107,227 miles
- No accidents, 3 owners, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- AutoNation Chevrolet West Colonial (7 mi away)
- Home delivery*
Close
Located in Orlando, FL / 7 miles away from Windermere, FL
Sun & Sound GroupPremium Alpine Speaker SystemPanoramic RoofLeather SeatsDiamond Black Crystal PearlcoatLane Keeping AssistKeyless StartRear Sp...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX8MD169802
Stock: MD169802
Certified Pre-Owned: No
Listed since: 04-04-2025 - Price Drop$13,595great price$2,455 below market
- 90,279 miles
- 1 accident, 2 owners, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Driver's Mart (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, FL
This 2019 Jeep Cherokee Trailhawk, has a Bright White Clearcoat exterior and an Black interior color. 90279 miles. Stock Number KD301678. You ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX7KD301678
Stock: KD301678
Certified Pre-Owned: No
Listed since: 03-12-2025 - Price Drop$15,990good price$2,949 below market
- 45,911 miles
- No accidents, 1 owner, personal use
- 5 Seats, 22 City / 31 Hwy MPG
- Napleton's Volkswagen Of Sanford (22 mi away)
- Home delivery*
Close
Located in Sanford, FL / 22 miles away from Windermere, FL
2019 Jeep Cherokee Latitude Plus Cherokee Latitude Plus, 4D Sport Utility, 2.4L I4, 9-Speed 948TE Automatic, FWD, Bright White Clearcoat, Black w/Clot...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB0KD479297
Stock: TORL9297
Certified Pre-Owned: No
Listed since: 04-25-2025 - $19,144great price$1,641 below market
- 66,765 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Hertz Car Sales Orlando (14 mi away)
Close
Located in Orlando, FL / 14 miles away from Windermere, FL
At Hertz Car Sales, view our thousands of vehicles with pricing often below market value! Take advantage of no-haggle pricing, our 7 day/250 mile Buy ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB3MD193209
Stock: 69454
Certified Pre-Owned: No
Listed since: 05-09-2025 - Price Drop$12,631good price$1,842 below market
- 84,492 miles
- 2 accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- AutoNation Chevrolet West Colonial (7 mi away)
- Home delivery*
Close
Located in Orlando, FL / 7 miles away from Windermere, FL
Velvet Red PearlcoatSiriusXM Satellite RadioRear Spoiler3.734 Axle RatioBlack; Cloth Bucket SeatsEngine: 2.4L I4 Zero Evap M-Air W/EssGvwr: 5;05...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB0LD511490
Stock: LD511490
Certified Pre-Owned: No
Listed since: 04-15-2025 - $24,557fair price$206 below market
- 20,442 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Carl Black Chevrolet Buick GMC of Orlando (20 mi away)
- Home delivery*
Close
Located in Orlando, FL / 20 miles away from Windermere, FL
This 2022 Jeep Cherokee Latitude Lux with 20442 miles has a Diamond Black Crystal Pearlcoat exterior and Black interior and comes equipped with a Inte...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJMMN5ND529663
Stock: 4141053A
Certified Pre-Owned: No
Listed since: 04-11-2025 - Price Drop$17,699fair price$297 below market
- 68,925 miles
- No accidents, 2 owners, personal use
- 5 Seats
- Sutherlin Nissan Orlando (16 mi away)
Close
Located in Orlando, FL / 16 miles away from Windermere, FL
This 2019 Jeep Cherokee Limited in Diamond Black Crystal Pearlcoat features: 1-Year SiriusXM Guardian Trial, 10 Speakers, 4G LTE Wi-Fi Hot Spot, 5-Yea...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJMDN2KD134206
Stock: P12958
Certified Pre-Owned: No
Listed since: 04-17-2025 - Price Drop$17,400good price$1,720 below market
- 42,906 miles
- No accidents, 2 owners, personal use
- 5 Seats, 22 City / 31 Hwy MPG
- Napleton's Volkswagen Of Sanford (22 mi away)
- Home delivery*
Close
Located in Sanford, FL / 22 miles away from Windermere, FL
2019 Jeep Cherokee Limited Cherokee Limited, 4D Sport Utility, 2.4L I4, 9-Speed 948TE Automatic, FWD, Bright White Clearcoat, Ski Gray/Black w/Premium...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB7KD382371
Stock: TORL2371
Certified Pre-Owned: No
Listed since: 04-25-2025 - $19,998fair price$956 above market
- 44,026 miles
- No accidents, 1 owner, personal use
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax Clermont (10 mi away)
Close
Located in Clermont, FL / 10 miles away from Windermere, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB0KD470226
Stock: 27385339
Certified Pre-Owned: No - $16,355good price$1,315 below market
- 61,776 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Hertz Car Sales Orlando (14 mi away)
Close
Located in Orlando, FL / 14 miles away from Windermere, FL
At Hertz Car Sales, view our thousands of vehicles with pricing often below market value! Take advantage of no-haggle pricing, our 7 day/250 mile Buy ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB5KD266490
Stock: 69297
Certified Pre-Owned: No
Listed since: 04-30-2025 - $10,299great price$3,542 below market
- 130,555 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 19 City / 25 Hwy MPG
- Thunder Cars (19 mi away)
Close
Located in Longwood, FL / 19 miles away from Windermere, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 1C4PJMBSXHW524847
Stock: N-3015
Certified Pre-Owned: No - $9,990great price$2,156 below market
- 122,435 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 30 Hwy MPG
- TopCar Auto Sale (10 mi away)
Close
Located in Orlando, FL / 10 miles away from Windermere, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLAB3HW535409
Stock: L10726
Certified Pre-Owned: No - Price Drop$15,095fair price$412 below market
- 104,461 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Lakeland DriveTime (41 mi away)
Close
Located in Lakeland, FL / 41 miles away from Windermere, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB6LD610457
Stock: 1060212037
Certified Pre-Owned: No
Listed since: 02-18-2025 - Price Drop$22,499fair price$83 below market
- 43,805 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Clermont (13 mi away)
- Home delivery*
Close
Located in Clermont, FL / 13 miles away from Windermere, FL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB3PD109988
Stock: 7W398T
Certified Pre-Owned: No
Listed since: 01-31-2025 - New Listing$14,999fair price$197 below market
- 77,912 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Buick Lakeland (45 mi away)
Close
Located in Lakeland, FL / 45 miles away from Windermere, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJMBS6FW762921
Stock: FW762921
Certified Pre-Owned: No
Listed since: 05-17-2025 - Price Drop$14,519fair price$365 below market
- 93,737 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 22 City / 31 Hwy MPG
- Sport Subaru South (10 mi away)
- Home delivery*
Close
Located in Orlando, FL / 10 miles away from Windermere, FL
Rev up your life with this sleek and reliable ride - your ticket to endless adventures awaits!!! Sport Auto Group's ONE PRICE means you NEVER PAY too ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDBXKD348893
Stock: BT348893
Certified Pre-Owned: No
Listed since: 05-08-2025 - $12,998fair price$523 below market
- 80,791 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 21 City / 30 Hwy MPG
- Advantage Chrysler Jeep Dodge Ram (24 mi away)
Close
Located in Mount Dora, FL / 24 miles away from Windermere, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLCB9HW644373
Stock: 24E124A
Certified Pre-Owned: No
Listed since: 11-11-2024 - $16,977fair price$695 above market
- 66,557 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Hill Nissan (37 mi away)
Close
Located in Winter Haven, FL / 37 miles away from Windermere, FL
Bright White Clearcoat 2019 Jeep Cherokee Latitude FWD 9-Speed 948TE Automatic 3.2L V6 Carfax One Owner.Recent Arrival! 20/29 City/Highway MPGCredit C...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJLCX6KD206196
Stock: 101732A
Certified Pre-Owned: No
Listed since: 05-12-2025
Showing 1 - 21 out of 1,169 listings
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.