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135 listings
  • $68,498
    great price
    $7,487 below market
    • 14,385 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 20 Hwy MPG
    • Land Rover Sudbury (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sudbury, MA / 16 miles away from Milford, MA

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

    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:

    18 Combined MPG (17 City/20 Highway)

    Listing Information:

    VIN: SALE2EEUXR2319103
    Stock: XL319103
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • New Listing
    • 23,566 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 23 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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:

    20 Combined MPG (18 City/23 Highway)

    Listing Information:

    VIN: SALE27EUXP2149544
    Stock: NBP149544XX
    Certified Pre-Owned: Yes
    Listed since: 05-30-2025

  • New Listing
    • 9,382 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 23 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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:

    20 Combined MPG (18 City/23 Highway)

    Listing Information:

    VIN: SALEW6EU3P2175935
    Stock: NBP175935
    Certified Pre-Owned: Yes
    Listed since: 05-30-2025

  • New Listing
    $75,998
    good price
    $5,817 below market
    • 5,774 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 20 Hwy MPG
    • Herb Chambers Porsche (14 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Natick, MA / 14 miles away from Milford, MA

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

    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:

    18 Combined MPG (17 City/20 Highway)

    Listing Information:

    VIN: SALE27EU2R2334044
    Stock: HS47353B
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • $99,900
    good price
    $6,756 below market
    • 2,521 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Boston Motorsports Alfa Romeo (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brighton, MA / 24 miles away from Milford, MA

    Boston Motorsports is proud to present this beautiful 1-Owner 2025 Land Rover Defender 110 V8 Supercharged 8-Speed Automatic Transmission 4WD optioned...

    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: SALEWEEE9S2358509
    Stock: MU2282
    Certified Pre-Owned: No
    Listed since: 05-07-2025

  • Price Drop
    $67,997
    good price
    $2,933 below market
    • 19,849 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 20 Hwy MPG
    • Herb Connolly Chevrolet (12 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Framingham, MA / 12 miles away from Milford, MA

    ORIGINAL MSRP $82,953 - Clean CARFAX - CARFAX One-Owner - 4WD - Comfort Convenience Package - Cold Climate Package - Extended Black Exterior Package -...

    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:

    18 Combined MPG (17 City/20 Highway)

    Listing Information:

    VIN: SALE27EU3R2259371
    Stock: C8319P
    Certified Pre-Owned: No
    Listed since: 06-28-2025

  • New Listing
    • 33,946 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 17 City / 22 Hwy MPG
    • Herb Chambers Porsche (14 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Natick, MA / 14 miles away from Milford, MA

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

    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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: SALE37RU0N2092260
    Stock: HR2745A
    Certified Pre-Owned: No
    Listed since: 06-23-2025

  • Price Drop
    $67,498
    fair price
    $2,248 below market
    • 8,984 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 23 Hwy MPG
    • Land Rover Sudbury (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sudbury, MA / 16 miles away from Milford, MA

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

    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:

    20 Combined MPG (18 City/23 Highway)

    Listing Information:

    VIN: SALE27EUXP2232066
    Stock: T232066
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • $79,991
    fair price
    $1,444 above market
    • 36,550 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 14 City / 19 Hwy MPG
    • Porsche Westwood (18 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westwood, MA / 18 miles away from Milford, MA

    Carpathian Grey Premium Metallic exterior and Vintage Tan/Ebony interior. Heated Leather Seats, NAV, Sunroof, Tow Hitch, Alloy Wheels, Panoramic Roof,...

    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: SALEWEEE4P2130568
    Stock: P2130568
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • $47,501
    fair price
    $1,189 below market
    • 25,698 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 18 City / 21 Hwy MPG
    • AutoMax PreOwned Framingham (11 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Framingham, MA / 11 miles away from Milford, MA

    AWD / 4x4 - Santorini Black exterior on Ebony Black Leather interior with Navigation / GPS / NAV, Panorama Sunroof / Moonroof, Apple CarPlay / Android...

    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: Yes

    Features and Specs:

    19 Combined MPG (18 City/21 Highway)

    Listing Information:

    VIN: SALEJ6EX1R2276709
    Stock: 276709E
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • Price Drop
    $64,998
    fair price
    $1,308 below market
    • 23,060 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 17 City / 21 Hwy MPG
    • Land Rover Sudbury (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sudbury, MA / 16 miles away from Milford, MA

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

    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:

    19 Combined MPG (17 City/21 Highway)

    Listing Information:

    VIN: SALE2FEU3P2216107
    Stock: T216107
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • $65,950
    fair price
    $1,450 below market
    • 44,476 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 23 Hwy MPG
    • Audi Shrewsbury (12 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Shrewsbury, MA / 12 miles away from Milford, MA

    Recent Arrival!Audi of Shrewsbury is proud to present this...2023 Land Rover Defender 110 X Silver 3.0L I6 8-Speed Automatic 4WD Clean CARFAX. CARFA...

    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:

    20 Combined MPG (18 City/23 Highway)

    Listing Information:

    VIN: SALEXEEU1P2192787
    Stock: L1501XA
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • Price Drop
    $77,498
    fair price
    $817 below market
    • 29,135 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 14 City / 19 Hwy MPG
    • Land Rover Sudbury (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sudbury, MA / 16 miles away from Milford, MA

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

    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: SALEPEFE8R2254096
    Stock: P254096
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • New Listing
    • 8,317 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 20 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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:

    18 Combined MPG (17 City/20 Highway)

    Listing Information:

    VIN: SALEJ7EU2R2249787
    Stock: NBP249787XX
    Certified Pre-Owned: Yes
    Listed since: 05-30-2025

    • 14,449 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 14 City / 19 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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: SALEWEEE4P2220707
    Stock: NB466446AC
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • $71,900
    fair price
    $1,346 above market
    • 18,010 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 16 City / 18 Hwy MPG
    • Boston Motorsports Alfa Romeo (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brighton, MA / 24 miles away from Milford, MA

    Boston Motorsports is proud to present this gorgeous 1-Owner 2024 Land Rover Defender 130 Outbound 3.0L I6 8-Speed Automatic Transmission 4WD optioned...

    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 (16 City/18 Highway)

    Listing Information:

    VIN: SALEWFEUXR2268535
    Stock: MU2053C
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • New Listing
    • 17,620 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 23 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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:

    20 Combined MPG (18 City/23 Highway)

    Listing Information:

    VIN: SALEW6EU3P2168869
    Stock: NB466446AB
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • New Listing
    • 21,041 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 14 City / 19 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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: SALEBEEE7R2251013
    Stock: NB450053A
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • New Listing
    • 8,100 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 17 City / 20 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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:

    18 Combined MPG (17 City/20 Highway)

    Listing Information:

    VIN: SALEJFEU6R2337588
    Stock: NB415084A
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • New Listing
    Stock photo**
    • 22,785 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 23 Hwy MPG
    • Land Rover of Boston (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 24 miles away from Milford, MA

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

    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:

    20 Combined MPG (18 City/23 Highway)

    Listing Information:

    VIN: SALE27EU5P2220911
    Stock: NB447601A
    Certified Pre-Owned: No
    Listed since: 07-02-2025

    • 109 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 14 City / 18 Hwy MPG
    • Herb Chambers Alfa Romeo of Boston (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wayland, MA / 16 miles away from Milford, MA

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

    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: SALEWEEE5S2375307
    Stock: NB2248
    Certified Pre-Owned: No
    Listed since: 05-31-2025

Showing 1 - 21 out of 135 listings
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