514 Cadillacs for Sale in Winter Park, FL

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2017 Cadillac Escalade Platinum

$97,275 MSRP $97,275 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Crystal White Tri-Coat
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: You won't want to miss this excellent value! Its name continues to def...
Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2017 Cadillac CTS 2.0L Turbo Luxury

$53,465 MSRP $53,465 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Radiant Silver Metallic
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac XT5 Base

$41,240 MSRP $41,240 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Dark Granite Metallic
  • Interior Color: Shara Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
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Seller's Notes: You won't want to miss this excellent value! It delivers an exhilarati...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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PRICE DROP

2007 Cadillac DTS V8

$6,981 $7,981 92,127 mi. Used
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Gold
  • Interior Color: Beige
  • Transmission: 4-Speed Automatic
  • Drivetrain: FWD
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Seller's Notes: 2007 Cadillac DTS Northstar V8! Serviced here at Massey Cadillac South...
Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2014 Cadillac ATS 2.5L

$16,274 33,930 mi. Used
Orlando Kia East
~ 5 mi. away from 32789
(4.4) 955 reviews
  • Exterior Color: Black Raven
  • Interior Color: Jet Black
  • Transmission: 6-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: New Price! Certified. 2014 Cadillac ATS 2.5L **Q-CERTIFIED 2yr/100,000...
Orlando Kia East
(4.4) 955 reviews
5 mi. from 32789
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2017 Cadillac Escalade ESV Premium Luxury

$96,760 MSRP $96,760 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Black Raven
  • Interior Color: Kona Brown
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
  • Special Offers
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Seller's Notes: Here is the opportunity you've been waiting for! Check out this great ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2015 Cadillac SRX Luxury Collection

$25,984 27,690 mi. Certified
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Transmission: 6-Speed Automatic
  • Drivetrain: FWD
  • Cadillac Certified
  • Free CARFAX 1-Owner Report
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Seller's Notes: This 2015 Cadillac SRX Luxury comes complete with front and rear parki...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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PRICE DROP

2014 Cadillac SRX Premium Collection

$26,994 $27,993 37,691 mi. Certified
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Silver
  • Interior Color: Caramel / Ebony
  • Transmission: 6-Speed Automatic
  • Drivetrain: FWD
  • Cadillac Certified
  • Free CARFAX 1-Owner Report
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Seller's Notes: 2014 Cadillac SRX Premium *ONE OWNER, CLEAN CARFAX* NAVIGATION* HEATED...
Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2017 Cadillac Escalade Luxury

$85,630 MSRP $85,630 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Crystal White Tri-Coat
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
  • Special Offers
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Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2018 Cadillac Escalade Platinum

$97,975 MSRP $97,975 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Black Raven
  • Interior Color: Jet Black
  • Transmission: 10-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac XT5 Luxury

$49,105 MSRP $49,105 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Dark Granite Metallic
  • Interior Color: Shara Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac ATS 3.6L Premium Luxury

$49,835 MSRP $49,835 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Crystal White Tri-Coat
  • Interior Color: Light Platinum / Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
  • Special Offers
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Seller's Notes: This vehicle won't be on the lot long! Feature-packed and decked out! ...
Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2018 Cadillac XT5 Luxury

$49,880 MSRP $49,880 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Stellar Black Metallic
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2017 Cadillac XT5 Luxury

$46,045 MSRP $49,045 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Dark Granite Metallic
  • Interior Color: Cirrus
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2018 Cadillac XT5 Base

$42,635 MSRP $42,635 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Red Passion Tintcoat
  • Interior Color: Shara Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2018 Cadillac XT5 Base

$42,035 MSRP $42,035 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Stellar Black Metallic
  • Interior Color: Shara Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac Escalade ESV Platinum

$98,675 MSRP $98,675 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Black Raven
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
  • Special Offers
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Seller's Notes: Looking for a new car at an affordable price? What a great deal on thi...
Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2017 Cadillac XT5 Luxury

$49,130 MSRP $49,130 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Dark Granite Metallic
  • Interior Color: Cirrus
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2017 Cadillac Escalade Luxury

$84,255 MSRP $84,255 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Black Raven
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac Escalade Premium Luxury

$88,900 MSRP $88,900 New
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Black Raven
  • Interior Color: Kona Brown
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
  • Special Offers
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Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2018 Cadillac XT5 Luxury

$50,480 MSRP $50,480 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Red Passion Tintcoat
  • Interior Color: Shara Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac XT5 Luxury

$49,705 MSRP $49,705 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Crystal White Tri-Coat
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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PRICE DROP

2014 Cadillac SRX Luxury Collection

$22,994 $24,543 43,091 mi. Certified
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Silver
  • Interior Color: Caramel / Ebony
  • Transmission: 6-Speed Automatic
  • Drivetrain: FWD
  • Cadillac Certified
  • Free CARFAX 1-Owner Report
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Seller's Notes: 2014 Cadillac SRX Luxury *ONE OWNER, CLEAN CARFAX* *DRIVER AWARENESS P...
Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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2014 Cadillac CTS 2.0L Turbo

$22,383 32,198 mi. Certified
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Transmission: 6-Speed Automatic
  • Drivetrain: RWD
  • Cadillac Certified
  • Free CARFAX 1-Owner Report
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Seller's Notes: This 2014 Cadillac CTS Sedan comes complete with Remote Engine Start, ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2014 Cadillac SRX Premium Collection

$26,983 41,000 mi. Certified
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Transmission: 6-Speed Automatic
  • Drivetrain: AWD
  • Cadillac Certified
  • Free CARFAX 1-Owner Report
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Seller's Notes: This Certified Pre-Owned 2014 Cadillac SRX Premium comes loaded with f...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac Escalade ESV Premium Luxury

$91,140 MSRP $91,140 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Black Raven
  • Interior Color: Kona Brown
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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2017 Cadillac Escalade Standard

$63,974 4,036 mi. Used
Starling Chevrolet Orlando
~ 15 mi. away from 32789
(4.9) 482 reviews
  • Exterior Color: Dark Granite Metallic
  • Interior Color: Jet Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: 4WD, Dark Granite Metallic, Jet Black w/Leather Seating Surfaces, ABS ...
Starling Chevrolet Orlando
(4.9) 482 reviews
15 mi. from 32789
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2015 Cadillac Escalade Premium

$53,981 42,915 mi. Certified
Massey Cadillac of South Orlando
~ 11 mi. away from 32789
(5) 206 reviews
  • Exterior Color: Gray
  • Interior Color: Black
  • Transmission: Automatic
  • Drivetrain: 4WD
  • Cadillac Certified
  • Free CARFAX 1-Owner Report
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Seller's Notes: 2015 Escalade Premium 4WD *ONE OWNER*CLEAN CARFAX* CERTIFIED PRE-OWNED...
Massey Cadillac of South Orlando
(5) 206 reviews
11 mi. from 32789
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PRICE DROP

2013 Cadillac SRX Luxury Collection

$21,900 $22,999 40,333 mi. Used
Sanford INFINITI
~ 13 mi. away from 32789
(4.9) 291 reviews
  • Exterior Color: Platinum Ice Tri-Coat
  • Interior Color: Shale / Brownstone
  • Transmission: 6-Speed Automatic
  • Drivetrain: FWD
  • Free CARFAX 1-Owner Report
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Seller's Notes: Extra Clean, CARFAX 1-Owner. PRICE DROP FROM $22,999, FUEL EFFICIENT 2...
Sanford INFINITI
(4.9) 291 reviews
13 mi. from 32789
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2018 Cadillac XT5 Base

$42,035 MSRP $42,035 New
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 258 reviews
  • Exterior Color: Dark Granite Metallic
  • Interior Color: Shara Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: FWD
  • Special Offers
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Seller's Notes: Come in and experience the Massey Cadillac difference. We have been a ...
Massey Cadillac of Orlando
(4.7) 258 reviews
3 mi. from 32789
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