Skip to main content
Skip to Filters
112 listings
  • $79,900
    fair price
    $1,396 below market
    • 30,559 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Plaza Cadillac (32 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Leesburg, FL / 32 miles away from Winter Park, FL

    Our used car prices are the REAL PRICE. No hidden "Reconditioning Fees" or "Certification Fees" like other dealers.CARFAX One-Owner. Certified.Cadilla...

    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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4PKL6PR245334
    Stock: 25233A
    Certified Pre-Owned: Yes
    Listed since: 05-11-2025

  • $44,998
    fair price
    $397 below market
    • 118,769 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 14 City / 19 Hwy MPG
    • Direct Auto (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Orlando, FL / 9 miles away from Winter Park, FL

    Welcome to Direct Auto your go-to spot for the hottest deals on quality cars! We re all about making your car-buying experience quick, easy, and hassl...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4JKL9NR174625
    Stock: 174625
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • Price Drop
    $86,988
    fair price
    $611 above market
    • 18,664 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Ritchey Buick GMC (47 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Daytona Beach, FL / 47 miles away from Winter Park, FL

    NA

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL7RR205382
    Stock: 278904A
    Certified Pre-Owned: No
    Listed since: 05-11-2025

  • $25,838
    fair price
    $2,039 below market
    • 108,820 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 15 City / 20 Hwy MPG
    • Lake Wales Chrysler Dodge Jeep Ram (47 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lake Wales, FL / 47 miles away from Winter Park, FL

    Certified. Black Raven 2017 Cadillac Escalade ESV Premium 4WD 8-Speed Automatic Vortec 6.2L V8 SIDI One Owner ! Accident Free, Navigation System, 4WD,...

    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:

    17 Combined MPG (15 City/20 Highway)

    Listing Information:

    VIN: 1GYS4JKJ3HR296433
    Stock: U679677A
    Certified Pre-Owned: No
    Listed since: 06-08-2025

    • 6,221 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from Doral, FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Doral, FL / 204 miles away from Winter Park, 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL4RR364960
    Stock: 26723097
    Certified Pre-Owned: No

  • $65,998
    fair price
    $1,344 below market
    • 71,778 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Jake Sweeney Express (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cincinnati, OH / 759 miles away from Winter Park, FL

    Have you ever wondered where to buy a Certified used car? Look no further! Jake Sweeney is here to Help. If you are in need of a new or used vehicle, ...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4RKL5NR247441
    Stock: LP9092
    Certified Pre-Owned: No
    Listed since: 03-05-2025

  • Price Drop
    $34,997
    good price
    $2,019 below market
    • 79,245 miles
    • 1 accident, 4 owners, personal use only
    • 7 Seats, 14 City / 21 Hwy MPG
    • Reed Nissan of Clermont (20 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Clermont, FL / 20 miles away from Winter Park, 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4JKJ6KR336592
    Stock: P336592
    Certified Pre-Owned: No
    Listed since: 05-03-2025

  • New Listing
    • 23,108 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 21 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NC to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Greensboro, NC / 523 miles away from Winter Park, 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4HKJ0LR124913
    Stock: 27098020
    Certified Pre-Owned: No

  • New Listing
    $58,990
    fair price
    $1,281 below market
    • 70,881 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 15 City / 20 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Birmingham, AL / 469 miles away from Winter Park, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    17 Combined MPG (15 City/20 Highway)

    Listing Information:

    VIN: 1GYS3PKLXMR229362
    Stock: 2003798794
    Certified Pre-Owned: No
    Listed since: 06-09-2025

  • $68,988
    fair price
    $1,082 above market
    • 38,478 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Ritchey Buick GMC (47 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Daytona Beach, FL / 47 miles away from Winter Park, FL

    NA

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL2NR352008
    Stock: 266523A
    Certified Pre-Owned: No
    Listed since: 04-28-2025

    • 27,538 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Torrance, CA / 2,204 miles away from Winter Park, FL

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4LKL1MR249117
    Stock: MR249117P
    Certified Pre-Owned: No

  • $78,500
    fair price
    $1,897 above market
    • 30,545 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 19 Hwy MPG
    • SP Cars (13 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winter Garden, FL / 13 miles away from Winter Park, 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL5PR232545
    Stock: 232545
    Certified Pre-Owned: No
    Listed since: 05-18-2025

  • $26,988
    fair price
    $568 below market
    • 116,500 miles
    • 1 accident, 3 owners, rental vehicle
    • 7 Seats, 14 City / 21 Hwy MPG
    • Ritchey Buick GMC (47 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Daytona Beach, FL / 47 miles away from Winter Park, FL

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4HKJ1KR168370
    Stock: 205109B
    Certified Pre-Owned: No
    Listed since: 06-13-2025

  • New Listing
    • 36,575 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 14 City / 19 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NV to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Henderson, NV / 2,021 miles away from Winter Park, 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL7MR492585
    Stock: 27403803
    Certified Pre-Owned: No

  • New Listing
    • 37,161 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MD to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in White Marsh, MD / 795 miles away from Winter Park, 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4PKL7NR154554
    Stock: 27569826
    Certified Pre-Owned: No

  • New Listing
    • 37,844 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 14 City / 21 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from VA to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Newport News, VA / 654 miles away from Winter Park, 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: 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4HKJ2JR102327
    Stock: 26583258
    Certified Pre-Owned: No

  • New Listing
    $44,990
    fair price
    $459 above market
    • 59,574 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 21 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sacramento, CA / 2,386 miles away from Winter Park, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4KKJ8KR115033
    Stock: 2003657414
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • Price Drop
    • 63,955 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 14 City / 21 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Charlotte, NC / 459 miles away from Winter Park, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4JKJ0KR107213
    Stock: 2003772237
    Certified Pre-Owned: No
    Listed since: 06-05-2025

  • Price Drop
    • 46,183 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 14 City / 21 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from IL to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Glencoe, IL / 1,001 miles away from Winter Park, 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4KKJ0KR180040
    Stock: 26878468
    Certified Pre-Owned: No

  • New Listing
    • 46,514 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from SC to FL*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Columbia, SC / 378 miles away from Winter Park, 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS3NKL2PR237626
    Stock: 27134212
    Certified Pre-Owned: No

  • New Listing
    • 47,155 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 23 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from IL to FL*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Springfield, IL / 905 miles away from Winter Park, 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:

    17 Combined MPG (14 City/23 Highway)

    Listing Information:

    VIN: 1GYS3GKJ5LR156754
    Stock: 26899661
    Certified Pre-Owned: No

Showing 43 - 63 out of 112 listings

Buying a Cadillac Escalade ESV in Winter Park Florida

A Cadillac Escalade ESV is ideally suited for navigating the scenic roads and family-friendly attractions of Winter Park, FL. Its spacious interior accommodates families, making it a great choice for weekend trips to the area's parks and historic sites, such as the beautiful Harry P. Leu Gardens. For those who appreciate luxury, the Escalade ESV offers a meticulously designed cabin filled with high-quality materials, ensuring a comfortable ride for both driver and passengers.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius50 miles
Search radius

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

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.