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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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Used
Cadillac Escalade
for sale
near
Whitefish Bay, WI
under $100,000
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2014 Cadillac Escalade Luxury
Vehicle information
Features
Reviews
Unexpectedly Surprised!
Unexpectedly Surprised! Jim, aka Turk, the 2nd generation owner of Diamond Jim’s is a 10 out of 10 and if the scale was out of 100, he would be a 100 out 100. Here’s my story: I have had over 35 Corvettes and had been looking for a 2015 Corvette - Daytona Sunrise Orange Metallic - convertible - 7 speed manual for 18 months and finally found one and it was at Diamond Jim’s in Milwaukee, WI. I called and spoke with Jim and he suggested that we FaceTime and we did for it a good 20 minutes. Car was great except the tires were a little worn … not a problem … I put a deposit down and scheduled a flight from Southwest Florida to Milwaukee with the plans of driving it back 1,430 miles! 🤪 I have never flown cross country to buy a car before so I was a little nervous to say the least. We arrived at Diamond Jim’s and met Jim … the car was everything he said it was and better (fair price too)! This is when things turned to the unbelievable and quiet frankly, shocking … Jim said he felt uneasy selling me the Corvette with the slightly worn tires so he replaced them with brand new OEM exact factory replacement Michelin tires!! I have another, identical Corvette and recently replaced the tires on that one for a whopping $2,000!! 🫣 Jim apologized for not giving me a full tank of gas (it was 1/2 full) … I said, “Let me see, a full tank of gas or $2,000 worth new tires!!” He laughed and said the construction in front of his dealership prevented him from filling up the tank! He’s a true gentleman. Then, to add to this amazing person that I just met, Jim called us about 2 hours later during our drive home making sure that we were doing OK!! Lastly, we plan on buying another car within the next year and there is no doubt that we will call Jim, take his word for the description of the car, pay for it and ship it to Florida … we drove the 1,430 miles in 28 hours and we don’t plan on doing it again! 😁 I have been buying cars since the late 1970’s and I have never had a better experience than I did with Jim at Diamond Jim’s and I give them the highest recommendation possible!! 👍
Beautiful Vehicle
Love It ! A wonderful family vehicle,plenty of room ,all wheel drive really helps out on wintry days . Excellent vehicle to take on vacation
Used
2024 Cadillac Escalade Sport
Vehicle information
Features
Reviews
Great experience from beginning to end!
Great experience from beginning to end!! Extremely knowledgeable great customer service actually the best customer service I've ever experienced would definitely buy another car from them and recommend them to friends and family.
Escalade
This Escalade is much better and refined more than the five previous we have owned. We would recommend this as high quality luxury car above others in the price range

Used
2021 Cadillac Escalade Sport
Vehicle information
Features
Reviews
Myron was a pleasure to work with on the purchase a used
Myron was a pleasure to work with on the purchase a used inventory SUV. Realizing we would be driving a distance to test drive the vehicle, he thoroughly answered my questions on the phone, double checked the car for certain features I wanted, and even filmed a video of the car to further clarify details. We would not hesitate to use this dealership and this salesperson on future purchases.
Nice vehicle very good family truck 68,000 miles very
Nice vehicle very good family truck 68,000 miles very solid have not had any major issues comfortable and ample power like the options great power pulling boat
Used
2023 Cadillac Escalade Premium Luxury
Vehicle information
Features
Reviews
Joe was awesome about taking and sending videos of the
Joe was awesome about taking and sending videos of the brand new Grand Wagoneer that they got on the lot before photos were even available online. We stayed in close correspondence and in less than a week, we called the new vehicle "ours." We had a. great experience with Joe and the team at Russ Darrow West Bend.
Test drove several models and found that the Platinum
Test drove several models and found that the Platinum Luxury model was fitting for me since I didn't like the sport models all blacked out. The 2023 model is very classy looking yet gives you the presidential feel from the inside. Worth the money to see it turns heads!
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2019 Cadillac Escalade Premium Luxury
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2024 Cadillac Escalade Sport Platinum
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Used
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Used
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Used
2015 Cadillac Escalade Luxury
Vehicle information
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2021 Cadillac Escalade Sport Platinum
Vehicle information
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.