Used Chevrolet Silverado for Sale in Middletown, NY

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$51,207
$51,207 above
$1,510/mo est. ?
14 km 6.6L

Healey Brothers Ford

Authorized EpicVIN dealer

12601, Poughkeepsie NY

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$45,500
$45,500 above
$1,342/mo est. ?
54,505 km

Colandrea Buick GMC, Inc.

Authorized EpicVIN dealer

4.5 Google 278 reviews

12550, Newburgh NY

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$9,899
$9,899 above
$292/mo est. ?
240,585 km

Authorized EpicVIN dealer

07480, West Milford NJ

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$34,165
$34,165 above
$1,007/mo est. ?
104,039 km

Hudson Buick

Authorized EpicVIN dealer

12601, Poughkeepsie NY

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$36,276
$36,276 above
$1,070/mo est. ?
55,233 km

Healey Brothers Ford

Authorized EpicVIN dealer

12601, Poughkeepsie NY

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$36,795
$36,795 above
$1,085/mo est. ?
59,465 km

McGuire Chevrolet

Authorized EpicVIN dealer

07860, Newton NJ

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$41,995
$41,995 above
$1,238/mo est. ?
33,199 km

McGuire Chevrolet

Authorized EpicVIN dealer

07860, Newton NJ

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$33,875
$33,875 above
$999/mo est. ?
57,223 km 2.7L

McGuire Chevrolet

Authorized EpicVIN dealer

07860, Newton NJ

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$41,995
$41,995 above
$1,238/mo est. ?
34,438 km

McGuire Chevrolet

Authorized EpicVIN dealer

07860, Newton NJ

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$39,995
$39,995 above
$1,179/mo est. ?
56,370 km 5.3L

McGuire Chevrolet

Authorized EpicVIN dealer

07860, Newton NJ

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$42,795
$42,795 above
$1,262/mo est. ?
28,616 km 5.3L

McGuire Chevrolet

Authorized EpicVIN dealer

07860, Newton NJ

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$39,900
$39,900 above
$1,177/mo est. ?
90,578 km 5.3L

Colandrea Buick GMC, Inc.

Authorized EpicVIN dealer

4.5 Google 278 reviews

12550, Newburgh NY

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$49,165
$49,165 above
$1,450/mo est. ?
23,416 km 5.3L

Hudson Buick

Authorized EpicVIN dealer

12601, Poughkeepsie NY

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$44,500
$44,500 above
$1,312/mo est. ?
36,695 km 3.0L

Colandrea Buick GMC, Inc.

Authorized EpicVIN dealer

4.5 Google 278 reviews

12550, Newburgh NY

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$61,495
$61,495 above
$1,810/mo est. ?
60 km

Freedom Chevrolet

Authorized EpicVIN dealer

10922, Fort Montgomery NY

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$26,999
$26,999 above
$796/mo est. ?
185,650 km

Sussex Honda

Authorized EpicVIN dealer

07860, Newton NJ

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$27,895
$27,895 above
$823/mo est. ?
135,143 km

Freedom Chevrolet

10922, Fort Montgomery NY

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$33,990
$33,990 above
$1,002/mo est. ?
100,672 km

12550, NEWBURGH NY

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$43,990
$43,990 above
$1,297/mo est. ?
32,942 km

Healey Chevrolet

12601, Poughkeepsie NY

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$1,175
$1,175 above
$35/mo est. ?
363,188 km 5.3L

SCA Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
4.1 Google 55 reviews

12701, MONTICELLO NY

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$13,500
$13,500 above
$398/mo est. ?
102,916 km 6.0L

SCA Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
4.1 Google 55 reviews

12701, MONTICELLO NY

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$34,999
$34,999 above
$1,032/mo est. ?
114,170 km

W.S. Healey Chevrolet

10958, New Hampton NY

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$39,990
$39,990 above
$1,179/mo est. ?
21,293 km

12550, Newburgh NY

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$26,699
$26,699 above
$787/mo est. ?
106,638 km 4.3L

Port Jervis Auto Mall Chrysler Dodge Jeep Ram

4.0
Star icon
8 reviews
4.4 Google 184 reviews

12771, Port Jervis NY

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Frequently Asked Questions

Our marketplace currently lists 218 used cars in Middletown, NY from dealers and private sellers. Prices range from $34,194 to $48,789.

Top brands by active listings in Middletown, NY are Chevrolet. The mix often reflects local buying preferences.

The average listed price in Middletown, NY is $41,492. Browse by budget: under $10,000, under $20,000, or under $30,000.

No — you can buy from a seller in Middletown, NY regardless of your state of residence. You'll need to register and title the vehicle in your home state within the required window (usually 30 days). Local dealers typically handle paperwork for out-of-state buyers.

Yes — popular nearby options include cities across the state. You can also browse all used cars in New York.