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104 listings
  • $17,995
    great price
    $3,687 below market
    • 140,645 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 14 City / 20 Hwy MPG
    • John's Auto Sales (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Somerville, MA / 9 miles away from Milton, MA

    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:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: 1GYS4TKJXFR646620
    Stock: 646620
    Certified Pre-Owned: No

  • New Listing
    $61,900
    fair price
    $485 below market
    • 49,220 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Autobahn USA Dedham (6 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dedham, MA / 6 miles away from Milton, MA

    Autobahn USA Dedham is proud to present this... Galactic Gray Metallic 2022 Cadillac Escalade ESV Premium 4WD 6.2L V8 10-Speed Automatic with Overdriv...

    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: 1GYS4KKL6NR136582
    Stock: DM5515
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • New Listing
    Stock photo**
    $119,988
    good price
    $4,249 below market
    • 1,898 miles
    • 7 Seats, 14 City / 18 Hwy MPG
    • Herb Chambers Cadillac of Lynnfield (19 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Lynnfield, MA / 19 miles away from Milton, MA

    INSPECTION COMPLETED Every Herb Chambers pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who inspect the t...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9PRL0SR322487
    Stock: CL3272
    Certified Pre-Owned: No
    Listed since: 09-11-2025

    • 12,124 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 18 Hwy MPG
    • Colonial Cadillac of Woburn (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woburn, MA / 16 miles away from Milton, MA

    Highlights of this 2023 Cadillac Escalade ESV include: REDUCED FROM $92,995! PRICED TO MOVE $7,000 below J.D. Power Retail! CARFAX 1-Owner, ONLY 12,12...

    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: 1GYS4MKL4PR272093
    Stock: P4181
    Certified Pre-Owned: No
    Listed since: 08-22-2025

    • 9,920 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 18 Hwy MPG
    • Boston Motorsports Alfa Romeo (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brighton, MA / 9 miles away from Milton, MA

    New model year 2025 Cadillac Escalade ESV Sport Platinum 6.2L V8 10-Speed Automatic Transmission 4WD optioned in Black Raven over Jet Black Leather in...

    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: 1GYS9RRLXSR123023
    Stock: MU2356
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • $70,924
    fair price
    $649 above market
    • 27,048 miles
    • 2 accidents, 3 owners, corporate fleet vehicle
    • 7 Seats, 14 City / 19 Hwy MPG
    • Chrysler Jeep Dodge Ram 24 (13 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Brockton, MA / 13 miles away from Milton, MA

    Backup Camera, Bluetooth, Leather Seats, Remote Start, 4X4, Blind Spot Warning, Heated Seats, Heated Steering Wheel, Lane Departure Warning, Apple Car...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4NKL4NR171221
    Stock: P7229
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • $32,998
    fair price
    $1,238 below market
    • 76,702 miles
    • 1 accident, 2 owners, personal use
    • 8 Seats, 14 City / 21 Hwy MPG
    • Herb Chambers Cadillac of Lynnfield (19 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lynnfield, MA / 19 miles away from Milton, MA

    INSPECTION COMPLETED Every Herb Chambers pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who inspect the t...

    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: 1GYS4HKJ7KR343785
    Stock: 367128B
    Certified Pre-Owned: No
    Listed since: 09-04-2025

  • $87,900
    fair price
    $1,841 above market
    • 34,733 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Boston Motorsports Alfa Romeo (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Brighton, MA / 9 miles away from Milton, MA

    Boston Motorsports is proud to present this 1-Owner 2023 Cadillac Escalade ESV Sport Platinum 6.2L V8 engine optioned in Crystal White Tricoat over Da...

    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: 1GYS4RKL5PR416893
    Stock: MU2375
    Certified Pre-Owned: No
    Listed since: 08-27-2025

  • $51,995
    fair price
    $614 above market
    • 88,006 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Colonial Chevrolet (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Acton, MA / 24 miles away from Milton, MA

    Highlights of this 2022 Cadillac Escalade ESV include: Serviced here, Non-Smoker vehicle, Very Nice. REDUCED FROM $52,995! $2,600 below J.D. Power Ret...

    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: 1GYS4JKL9NR360911
    Stock: U3406
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • $37,400
    fair price
    $444 below market
    • 62,249 miles
    • 1 accident, 2 owners, personal use
    • 7 Seats, 14 City / 21 Hwy MPG
    • Autobahn USA Dedham (6 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dedham, MA / 6 miles away from Milton, MA

    Autobahn USA Dedham is proud to present this... Black Raven 2018 Cadillac Escalade ESV Platinum Edition 4WD 6.2L Variable Valve Timing V8 SIDI 10-Spee...

    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: 1GYS4KKJ4JR128506
    Stock: DM5571
    Certified Pre-Owned: No
    Listed since: 09-04-2025

    • 10,016 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Colonial Cadillac of Woburn (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woburn, MA / 16 miles away from Milton, MA

    Highlights of this 2024 Cadillac Escalade ESV include: CARFAX 1-Owner, GREAT MILES 10,016! WAS $102,710, $3,800 below J.D. Power Retail! Navigation, H...

    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: 1GYS4KKL7RR197137
    Stock: P4180
    Certified Pre-Owned: No
    Listed since: 08-22-2025

    • 40,021 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Colonial Cadillac of Woburn (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woburn, MA / 16 miles away from Milton, MA

    Highlights of this 2023 Cadillac Escalade ESV include: CARFAX 1-Owner, Cadillac Certified. JUST REPRICED FROM $72,222, PRICED TO MOVE $10,300 below J....

    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: 1GYS4KKL9PR165366
    Stock: F216842A
    Certified Pre-Owned: No
    Listed since: 03-22-2025

    • 48,790 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 19 Hwy MPG
    • Colonial Cadillac of Woburn (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woburn, MA / 16 miles away from Milton, MA

    Highlights of this 2021 Cadillac Escalade ESV include: Cadillac Certified, CARFAX 1-Owner, ONLY 48,790 Miles! REDUCED FROM $72,995! Third Row Seat, En...

    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: 1GYS4NKL5MR395628
    Stock: P4179
    Certified Pre-Owned: No
    Listed since: 08-19-2025

    • 41,185 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats
    • Colonial Cadillac of Woburn (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Woburn, MA / 16 miles away from Milton, MA

    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: 1GYS4JKT5RR189984
    Stock: F334699A
    Certified Pre-Owned: No
    Listed since: 08-31-2025

  • New Listing
    • 75,182 miles
    • 7 Seats, 14 City / 19 Hwy MPG
    • Herb Chambers Lincoln of Norwood (8 mi away)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norwood, MA / 8 miles away from Milton, MA

    INSPECTION COMPLETED Every Herb Chambers pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who inspect the t...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL9NR133790
    Stock: N993A
    Certified Pre-Owned: No
    Listed since: 09-06-2025

  • New Listing
    • 52,768 miles
    • 7 Seats, 14 City / 19 Hwy MPG
    • Colonial Cadillac of Woburn (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woburn, MA / 16 miles away from Milton, MA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4PKL2NR239317
    Stock: 396026B
    Certified Pre-Owned: No
    Listed since: 09-11-2025

  • $121,581
    great price
    $8,789 below market
    • 17,931 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 11 City / 16 Hwy MPG
    • Cadillac of Norwood (7 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norwood, MA / 7 miles away from Milton, MA

    Hand built 6.2L Supercharged V8 packing 682 horsepower! While cruising, the system exhales with loud crackles and pops when you suddenly let off the a...

    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:

    13 Combined MPG (11 City/16 Highway)

    Listing Information:

    VIN: 1GYS4SK92PR474200
    Stock: 25218A
    Certified Pre-Owned: Yes
    Listed since: 04-23-2025

  • Price Drop
    $85,998
    good price
    $3,627 below market
    • 18,479 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 / 729 miles away from Milton, MA

    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: 1GYS4LKL8RR268643
    Stock: LP9376
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • $32,995
    great price
    $5,161 below market
    • 92,997 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 14 City / 21 Hwy MPG
    • Rt. 106 Motors (17 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in East Bridgewater, MA / 17 miles away from Milton, MA

    TRIPLE BLACK, 2 ROWS OF DVD SCREENS, FULLY LOADED., ALWAYS MAINTAINED AND PRICED TO SELL

    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: 1GYS4JKJXLR227263
    Stock: 227263
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • $109,500
    good price
    $5,583 below market
    • 5,899 miles
    • No accidents, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Cadillac of Norwood (7 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Norwood, MA / 7 miles away from Milton, MA

    Incredibly equipped! Like New PLATINUM EXCLUSIVE adds semi aniline leather in all three rows with Onyx Package, gloss black emblems and 12-spoke black...

    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: 1GYS4RKL9RR242863
    Stock: P3525
    Certified Pre-Owned: No
    Listed since: 02-18-2025

  • $132,979
    fair price
    $4,074 below market
    • 3,559 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 11 City / 16 Hwy MPG
    • Cadillac of Norwood (7 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norwood, MA / 7 miles away from Milton, MA

    Former Corporate vehicle, clean CARFAX and barely driven! 6.2L Supercharged V8 V Series Exclusive with semi-aniline leather in all three rows and opti...

    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:

    13 Combined MPG (11 City/16 Highway)

    Listing Information:

    VIN: 1GYS4SK95PR100213
    Stock: P3611
    Certified Pre-Owned: No
    Listed since: 08-13-2025

Showing 1 - 21 out of 104 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.