Used Porsche Cayman S for Sale in Bennington, VT
Shop for a sporty Porsche Cayman S in the county seat of Bennington County Vermont
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33 listings
- New Listing
- 82,100 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- Icon Motor Sales (112 mi away)
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Located in Medford, MA / 112 miles away from Bennington, VT
3.8L Cayman S! Street legal, full interior, OEM GT3 seats, and a HUGE list of extras included in the price. Please contact us to learn more or visit w...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29856U781988
Stock: 4255
Certified Pre-Owned: No
Listed since: 07-16-2025 - $23,995fair price$269 below market
- 93,921 miles
- 1 accident, 5 owners, personal use only
- 6cyl manual
- DSA Motor Sports Corp (141 mi away)
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Located in Commack, NY / 141 miles away from Bennington, VT
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29826U785111
Stock: 785111
Certified Pre-Owned: No 
Photos not available- 26,105 miles
- No accidents, 2 owners, personal use only
- 6cyl manual
- PA Euros (233 mi away)
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Located in Exton, PA / 233 miles away from Bennington, VT
2006 Porsche Cayman S
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29806U781865
Stock: 313
Certified Pre-Owned: No
Listed since: 07-05-2025- New Listing$26,855good price$2,797 below market
- 59,746 miles
- 1 accident, 8 owners, corporate fleet vehicle
- 6cyl automatic
- Performance Dodge Ram (234 mi away)
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Located in Woodbury, NJ / 234 miles away from Bennington, VT
Clean CARFAX. Silver 2006 Porsche Cayman S RWD 5-Speed Automatic with Tiptronic S 3.4L H6 SMPI DOHCRecent Arrival! Odometer is 31354 miles below marke...
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/26 Highway)
Listing Information:
VIN: WP0AB29866U785399
Stock: FJW122
Certified Pre-Owned: No
Listed since: 07-19-2025 - 123,675 miles
- 3 accidents, 2 owners, personal use only
- 6cyl manual
- AMS Sales (562 mi away)
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Located in Raleigh, NC / 562 miles away from Bennington, VT
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29806U781008
Stock: 781008
Certified Pre-Owned: No
Listed since: 04-20-2025- New Listing$29,094good price$2,243 below market
- 44,377 miles
- No accidents, 5 owners, corporate fleet vehicle
- 6cyl manual
- Moaven Motors (565 mi away)
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Located in Durham, NC / 565 miles away from Bennington, VT
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29856U783823
Stock: 1340
Certified Pre-Owned: No
Listed since: 11-22-2024 - New Listing$19,999great price$8,790 below market
- 87,369 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Triangle European Sales (566 mi away)
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Located in Raleigh, NC / 566 miles away from Bennington, VT
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29816U783057
Stock: 783057
Certified Pre-Owned: No
Listed since: 04-02-2025 - $31,900fair price$204 below market
- 44,196 miles
- No accidents, 8 owners, rental vehicle
- 6cyl manual
- GR Auto Gallery of Grand Rapids (625 mi away)
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Located in Grand Rapids, MI / 625 miles away from Bennington, VT
This 2006 Porsche Cayman S is covered by the Gallery Guarantee. With The Gallery Guarantee, you’ll enjoy a 3-month/3000-mile vehicle service contract ...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29896U784635
Stock: B5953 J
Certified Pre-Owned: No
Listed since: 05-08-2025 - $24,996fair price$949 below market
- 83,256 miles
- 2 accidents, 6 owners, personal use only
- 6cyl automatic
- Carolina Luxury Imports (658 mi away)
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Located in Denver, NC / 658 miles away from Bennington, VT
Get ready to rev up your driving experience with this stunning Red 2006 Porsche Cayman! This sleek and sporty coupe is sure to turn heads as you zip a...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29836U782427
Stock: 5949
Certified Pre-Owned: No
Listed since: 07-12-2025 - $27,900great price$6,004 below market
- 32,780 miles
- 1 accident, 2 owners, personal use only
- 6cyl automatic
- Paradise Motor Sports (679 mi away)
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Located in Lexington, KY / 679 miles away from Bennington, VT
All of our vehicles come with a free Auto check history report by Experian. A variety of extended warranties are available. We are so confident in thi...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29826U783326
Stock: 783326
Certified Pre-Owned: No
Listed since: 01-21-2025 - Price Drop
- 92,936 miles
- No accidents, 6 owners, personal use only
- 6cyl manual
- Tom Wood Porsche (699 mi away)
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Located in Indianapolis, IN / 699 miles away from Bennington, VT
2006 Porsche Cayman S for Sale in Indianapolis at Tom Wood PorscheExperience pure driving excitement with this well-maintained 2006 Porsche Cayman S, ...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29896U784618
Stock: PIP784618
Certified Pre-Owned: No
Listed since: 07-08-2025 - $29,980fair price$64 below market
- 57,262 miles
- No accidents, 5 owners, personal use only
- 6cyl automatic
- Driving Xcellence (729 mi away)
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Located in Jeffersonville, IN / 729 miles away from Bennington, VT
- 60k MILES SERVICE ALREADY PERFORMED BY PORSCHE DEALER - 6-SPEED MANUAL - SPORT MODE BUTTON - SPORT CHRONO PACKAGE - ALPINE 8in w/ APPLE CARPLAY - Pu...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29876U781703
Stock: 781703
Certified Pre-Owned: No
Listed since: 02-29-2024 - New Listing$26,950good price$3,445 below market
- 59,655 miles
- No accidents, 4 owners, personal use only
- 6cyl automatic
- Garber Chevrolet (736 mi away)
Close
Located in Highland, IN / 736 miles away from Bennington, VT
Recent Arrival! Clean CARFAX. Cayman S, 3.4L H6 SMPI DOHC, 5-Speed Automatic with Tiptronic S.Odometer is 9028 miles below market average! 20/27 City/...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29846U784087
Stock: 21784087P
Certified Pre-Owned: No
Listed since: 07-16-2025 - $25,995fair price$297 above market
- 88,548 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Autos of Chicago (753 mi away)
Close
Located in Arlington Heights, IL / 753 miles away from Bennington, VT
Offering first-class comfort, convenience, and style, our 2006 Porsche Cayman S Coupe in Seal Grey Metallic is a beautifully powerful machine! Powered...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29896U782285
Stock: 3814
Certified Pre-Owned: No
Listed since: 02-26-2025 - New Listing$14,650good price$1,396 below market
- 146,042 miles
- No accidents, 3 owners, personal use only
- 6cyl automatic
- Elmhurst Car Center (754 mi away)
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Located in Elmhurst, IL / 754 miles away from Bennington, VT
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29806U785821
Stock: 999
Certified Pre-Owned: No
Listed since: 07-11-2025 - Price Drop
- 33,424 miles
- No accidents, 7 owners, personal use only
- 6cyl manual
- Walser Polar Mazda (995 mi away)
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Located in White Bear Lake, MN / 995 miles away from Bennington, VT
At Walser, you’ll get an exceptional car-buying experience. Our *streamlined process* means you’ll work with one dedicated customer specialist to help...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29816U785777
Stock: 23M1479T
Certified Pre-Owned: No
Listed since: 06-24-2025 - New Listing$23,999great price$3,508 below market
- 73,352 miles
- 1 accident, 2 owners, personal use only
- 6cyl manual
- Morrie's West End Lincoln (1,011 mi away)
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Located in St. Louis Park, MN / 1,011 miles away from Bennington, VT
*PREMIUM SOUND SYSTEM*, *HEATED FRONT SEATS*, 9 Speakers, Air Conditioning, AM/FM radio, CD player, Front reading lights, Illuminated entry, Leather S...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29876U781118
Stock: 6U781118
Certified Pre-Owned: No
Listed since: 04-26-2025 - 42,370 miles
- 1 accident, 7 owners, personal use only
- 6cyl manual
- Millenia Motors (1,080 mi away)
Close
Located in Longwood, FL / 1,080 miles away from Bennington, VT
6 SPEED MANUAL!! 19" CARRERA S WHEELS!! ONLY 42k MILES!! Carfax certified call Oliver 4**-4**-5***. Options- BASE Porsche Base Model 342 Heated Front ...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB298X6U785888
Stock: 785888-2
Certified Pre-Owned: No
Listed since: 07-01-2025- $26,495fair price$1,834 below market
- 68,137 miles
- No accidents, 6 owners, personal use
- 6cyl automatic
- Automaxx (1,145 mi away)
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Located in Tampa, FL / 1,145 miles away from Bennington, VT
For more information , please call us at 8**-6**-7*** or email us at n*****@a****.com
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29886U780642
Stock: 780642
Certified Pre-Owned: No
Listed since: 07-13-2025 - 23,582 miles
- No accidents, 2 owners, personal use only
- 6cyl manual
- Classic Cars of Sarasota (1,191 mi away)
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Located in Sarasota, FL / 1,191 miles away from Bennington, VT
2006 Porsche Cayman S Coupe
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29836U781990
Stock: 781990
Certified Pre-Owned: No
Listed since: 04-28-2025- $21,500fair price$1,619 below market
- 101,181 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Florida Cool Cars (1,224 mi away)
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Located in Fort Lauderdale, FL / 1,224 miles away from Bennington, VT
For sale 2006 Porsche Cayman S Auto Black on Black Very well maintained clean title clean Carfax in exceptionally clean immaculate condition Exterior ...
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29886U784237
Stock: 784237
Certified Pre-Owned: No
Listed since: 06-29-2025
Showing 1 - 21 out of 33 listings
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