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Used
Land Rover cars
for sale
near
Middlebury, CT
under $50,000
- 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
2020 Land Rover Range Rover Sport 3.0L Supercharged HSE
Vehicle information
Features
Reviews
Victor was super nice and professional and patient.
Victor was super nice and professional and patient. Knew much about the vehicle and its history and had maintenance documents ready to give me along with carfax. He also have the vehicle washed before my visit. He was very prepared. I did not buy on that day but I’m hoping to return should they agree to be flexible on their pricing. Seems like a well run dealership.
Dennis is firrrre come shop he is HIM Dennis is firrrre
Dennis is firrrre come shop he is HIM Dennis is firrrre come shop he is HIM!!!! Sales staff very understanding and pricing is awesome here!






Used
2020 Land Rover Range Rover Sport HSE Dynamic
Vehicle information
Features
Reviews
pleasurable ownership experience
So far I am highly impressed with this 2020 Range Rover Sport HSE P525. I have owned 48 different vehicles over the last 37 years with 95% of those being American brands. This is my first European auto. I have heard about the lack of reliability with the Land Rover brand over the years so this kept me from trying one. I have only driven this one for about 5,000 miles so far, but not one single issue. The interior quality (fit, finish, etc) is amazing. The gas mileage is a lot better than I expected from a supercharged V8, most of the other supercharged V8's I have owned had terrible fuel mileage like 15-16 MPG, I typically get 21-23 MPG in this Range Rover Sport. The vehicle ride, handling, and power delivery characteristics are great as well. We are planning some vacation trips soon and will be traveling in the Range Rover due to all of the comfort and luxury features. If this pleasurable ownership experience continues I am thinking about purchasing another Land Rover model for my wife in the very near future.






Used
2016 Land Rover Range Rover Sport 3.0L Turbocharged Diesel HSE Td6
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Features
Reviews
I’m in love with it
Design beautifully, very reliable 3.0 L diesel engine it has a lot of torque, I’m in love with it, I will definitely buy another one






Used
2018 Land Rover Discovery Sport HSE
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Features
Reviews
bought this car in 2018 in the first year had problems
bought this car in 2018 in the first year had problems with the engine and emission system. Heat shield underneath the car made noise for a few months before the deal finally found a solution . The engine got a crack around the 45k mark and Landrover replaced the engine. Ever since then I have had no problems except for routine maintenance with this car and just hit the 105k mark.






Used
2021 Land Rover Range Rover Velar P340 S R-Dynamic
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Reviews
My car buying Experience
This was first time buying a car at a dealership. I like Toyota and my mother recommended Greentree Toyota in Danbury because she had bought a Camry there ten years ago. My salesman was Mike Shakro and he was very good. I was buying a used car and I gave him a price range I wanted to stay within and I told him 2016 or newer. He showed me three cars but I liked the Nissan Sentra 2016 with 20k miles on it. Max Tananbaum, one of the managers, came out to visit us and gave us below the list price. We got a Rust Proof undercarriage protection that allows us to get an additional $500 dollars if I ever trade in the car in the future. Jose Cordero was very helpful with a three year warranty that included towing and car rentals in case the car ever needed to be fixed. I was thoroughly pleased with my experience. It didn't take that long considering how busy they were and Mike the salesman even help me return my rental car by suggesting they were only a quarter mile down the road from the dealer. They have made me a loyal customer from now on.
comfortable ride and great curb appeal
this car is everything we have been looking for in a new car it was reasonably priced and has all of the bell and whistles you want in a new car.






Used
2020 Land Rover Defender 110 HSE
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Reviews
Excellent service.
Excellent service. Monica kept me totally updated throughout the process, both in terms of service and price.
Most exciting car on the road!!!
Im in love!!! Impressed would be an understatement. The absolute best combination of luxury & ruggedness. Not a better car out there! Drives incredibly smooth & its capabilities are endless.






Used
2020 Land Rover Discovery Sport S
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Reviews
What a pleasure to deal with salesman manager number one
What a pleasure to deal with salesman manager number one Would definitely buy another car from them in the future
Phenomenal
It was time for a new lease. They took care of me the first time, so I went back to Taga at Wilde again and somehow managed to get an even better deal. Top notch beginning to end. I don’t like car buying like most people but everyone was as helpful as could be, thanks!






Used
2022 Land Rover Range Rover Evoque R-Dynamic SE
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Features
Reviews
Lou was my salesperson and he was super communicative,
Lou was my salesperson and he was super communicative, explaining and re-explaining when he seemed to feel it was needed. No surprises along the way, I was able to test drive the van as much or as long as I wanted, have a mechanic come by to inspect it and they washed it and added a full tank of gas on pickup day. They had done some quality servicing to the vehicle as well before pickup day. Lou mentioned early on that he wasn't paid on a commission basis, which was a good detail for me to know. In the end, all the numbers were the same from the beginning to end, no "uh oh" moments and it was a super fast experience on pickup day - probably the fastest ever for me to get the keys and drive a new (to me) vehicle home. I will look to use them again if possible in the next year or so. Highly recommend.






Used
2019 Land Rover Range Rover Evoque SE
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Features
Reviews
Excellent Service!
Excellent Service!!!! I Can honestly say Luis was amazing!! I was in and out. He explained everything I needed to know about my car, the next steps to take when to bring my car back for service!! Went above and beyond thank you for your hard work!!
Just bought a 2019 and love it.
Just bought a 2019 and love it. Unfortunately it does NOT have heated seats which seems strange. Driving and maneuverability are a pleasure. In addition, I love the deep red color and the leather seats are still in great condition.






Used
2020 Land Rover Range Rover Velar S
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Reviews
I bought two cars from Mike Barrows.
I bought two cars from Mike Barrows. Mike's salesmanship goes unmatched. He did not pressure us at any point and was always willing to do his best on a price for us. The transaction was quick, easy and smooth. Just to top it all off Mike donates $50 dollars for every car he sells to united for the troops and having two grandparents that served this really blew me away. Thanks Big Mike!
Got the top of the line Velar SVA that was only made in
Got the top of the line Velar SVA that was only made in 2020. Compared to other cars line the X3M, X5M, GLE63 AMG etc... there was no comparison. A supercharged V8 will be and feel faster than any of those turbo engines. The throttle response is instantaneous and the torque is crazy. You get a high quality luxorious interior with rediculous performace and air suspension. I drove the car daily and had no issues at all. The car is super reliable and got lots of compliments. The exhaust sound is unreal. It sounds like AMG upshifts but louder with a completely stock exhaust. No annoying fake pops and bangs, just a clean agressive sound. Even now in 2025 the only SUV that comes close is the Cayenne GTS which is selling for 20k more. This is the best bang for your buck if you are looking for a limited release Range Rover that looks like the new Range Rover and has the performance of the last generation SVR (legendary car).






Used
2020 Land Rover Defender 110 HSE
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Reviews
Fun to drive!
My Defender is very fun to drive. The interior is spacious, comfortable and very quiet. The exterior styling gets lots of attention and I am constantly getting guys coming over and asking to take a look. I have the P400 engine and it has lots of power and I love the growl it makes when I step into the gas. If your looking for a vehicle that feels like a luxury car on the inside but can still go off roading with ease this is the one.






Used
2020 Land Rover Discovery SE
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Features
Reviews
Enjoying our new Discovery
With comfortable seating for seven, this car is exactly what we were looking for. We haven’t had it long but we are looking forward to years of driving.






Used
2023 Land Rover Discovery P300 S R-Dynamic
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Reviews
Had a great buying experience here at terryville chevy.
Had a great buying experience here at terryville chevy. My salesman Peter was great and very knowledgeable. I highly recommend going here!
Look at Discovery and Drive it!
Under the radar vehicle. 355 HP So power is plenty strong. Feels solid and safe and a bargain compared to RR Sport. Not everyone wants a Defender with big tire on the rear. This Discovery is a great SUV with capabilities galore.






Used
2019 Land Rover Discovery Sport HSE LUX
Vehicle information
Features
Reviews
Very easy to work with
Edwin was great to work with from the beginning. He reached out shortly after I inquired about the car and scheduled a time the next day to take a test drive. They were able to complete the purchase that day so I could take the car home. Overall, both Edwin and their Finance department were easy to work with.
Beautiful
Outstanding vehicle ... gas mileage between 28-32 mpg. Oil changes a bit on the pricey side typically would not take to the dealer there are other options that are less expensive, other than that as long as its under warranty (and that is the case with any high-end vehicle) you are golden.






Used
2018 Land Rover Discovery Sport HSE
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Reviews
Thanks Dylan for my Kia Optima on today.
Thanks Dylan for my Kia Optima on today. Thanks for making the car buying process simple and smart. Thanks again to all the wonderful employees at Smart Buy
Love this Land Rover Discovery Sport
Sharp exterior looks, roomy inside, comfortable 12 way seats, peppy 2.0l turbo, ample rear seat legroom and cargo space, great warranty and tons of features. Drawbacks: Infotainment center needs upgrading as it's slow to respond sometimes. Other than that, it's a solid suv that is both stylish and has the off road ability Land Rover's are famous for..






Used
2020 Land Rover Range Rover Evoque SE
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Features
Reviews
Personnel at this dealer were very responsive and
Personnel at this dealer were very responsive and followed up with me until I decided to buy a vehicle from another source (pricing related).
My land rover evoque has been amazing I have owned for
My land rover evoque has been amazing I have owned for over 5 years and it drives and feels the same as it did the day we bought it






Used
2022 Land Rover Defender 110 XS Edition
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Reviews
Very pleasant experience!
Very pleasant experience! Family has purchased vehicles from Terryville Chevrolet for a very long time and never had any problems. They were very helpful, very professional, and extremely kind. Will buy another.
Overall love the car
Let me start by saying I love Land Rover products, have owned a few, and I love this car but... I've had more electronic issues with this car than all previous combined. Granted, it has a lot more technology than previous models I've owned, so there is that. Land Rover frequently sends software updates to the car that must be downloaded. It takes several attempts to ever get them to work/download properly. The last one I received I finally had to take it to the dealer to let them do it (after several weeks of trying). Additionally, the camera system had to be replaced for intermittent interruptions that progressively got worse over a few months time (car is a year old now). Big problem for this car b/c it's difficult to see out of the car and the cams are a necessity. Beyond the electronic issues, the car looks great and performs well on my ranch where I actually need a car that can get around in all weather conditions and on the inclines and rough terrain we have - plus I just enjoy driving it. Hoping they work out the electronics. I plan to keep the car for a good while.






Used
2022 Land Rover Discovery Sport SE
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Reviews
Glen great salesman very helpful highly recommend.
Glen great salesman very helpful highly recommend.5 stars good selection of vehicles .come down get yourself a whip






Used
2019 Land Rover Discovery Sport HSE LUX
Vehicle information
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Reviews
I've bought 4 vehicles from this dealership as a return
I've bought 4 vehicles from this dealership as a return customer die the the (CPR) - Courtesy - Respect - Professionalism I live in Delaware and make the journey for these three requirements for me to purchase. Ask for Lou 😉
Land Rover Peabody
I had an easy and great experience working with Vito Fulciniti at the Land Rover Peabody location. I recommend working with him if you need any assistance in purchasing a vehicle






Used
2016 Land Rover LR4 Base
Vehicle information
Features
Reviews
Leasing a new Velar
From start to finish a 5 star experience leasing a new Velar from Land Rover Hartford. Thanks to Sean, I’ve never felt more comfortable and confident with a sales process. It was actually fun. Also want to thank Brian, who made my virtual experience the best I’ve encountered from any dealer.
Great lr4 2016 hse
Good car the ride is great not perfect had a few things go bad but was covered under dealer warranty its a 2016 lr4 hse..love this suv. Yes it eats lots of gas and tires. The air suspension is great...it's very fast..I love the heavy feel when u driving it..it's like a tank... just the dealership mechanics not that good and the service guy trying to sell u any service if u let them very pushy...u can get work done at other rover places. And oil changes at jiffy lube if they have the tools...just avoid the dealership unless u have to go and have any warranty that's best best way to go if not it will cost u 1 to 2 thousand every time t breaks down...
About Land Rover
What is the cheapest Land Rover vehicle available?
The Land Rover LR4 is the cheapest available vehicle by average Cars.com listing price in Land Rover's lineup, with an average listing price of $14,497.
Which Land Rover vehicle has the best MPG?
The hybrid Land Rover Range Rover Sport can reach up to 19 MPG city and 26 MPG highway for a combined rating of 22 MPG. The Land Rover Range Rover Evoque with traditional internal combustion engine offers up to 22 MPG city and 29 MPG highway for a combined rating of 25 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Land Rover vehicle has the most deals?
The Land Rover Range Rover has the most available deals on Cars.com with 751 great deals out of 2214 listings starting at $2,900.
Where can I find the most Land Rover deals?
The most Land Rover deals can be found near Middlebury, CT with 27 great deals out of 83 listings starting at $7,161.
*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 Land Rover by price
Land Rover under $50,000 by city
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Land Rover under $50,000 in Woodbury Center, CT
22 Great Deals out of 50 listings starting at $7,161
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Land Rover under $50,000 in Naugatuck, CT
26 Great Deals out of 82 listings starting at $7,161
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Land Rover under $50,000 in Oakville, CT
26 Great Deals out of 81 listings starting at $7,161
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Land Rover under $50,000 in Woodbury, CT
22 Great Deals out of 50 listings starting at $7,161
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Land Rover under $50,000 in Waterbury, CT
26 Great Deals out of 81 listings starting at $7,161
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Land Rover under $50,000 in Watertown, CT
25 Great Deals out of 80 listings starting at $7,499
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Land Rover under $50,000 in Heritage Village, CT
22 Great Deals out of 50 listings starting at $7,161
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Land Rover under $50,000 in Oxford, CT
22 Great Deals out of 50 listings starting at $7,161
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Land Rover under $50,000 in Southbury, CT
22 Great Deals out of 50 listings starting at $7,161
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Land Rover under $50,000 in Beacon Falls, CT
21 Great Deals out of 49 listings starting at $7,161
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Land Rover under $50,000 in Prospect, CT
26 Great Deals out of 82 listings starting at $7,161
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Land Rover under $50,000 in Bethlehem Village, CT
21 Great Deals out of 67 listings starting at $7,499
Land Rover under $50,000 in Middlebury, CT by model
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Land Rover Discovery Sport under $50,000 in Middlebury, CT
4 Great Deals out of 25 listings starting at $12,329
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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.