Used Cadillac for Sale in Winchester, VA

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$46,415
$46,415 above
$1,366/mo est. ?
0 km

Malloy Cadillac

22601, Winchester VA

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$8,800
$8,800 above
$259/mo est. ?
197,287 km 3.6L

Royal Pike Motors

4.7 Google 335 reviews

22630, Front Royal VA

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$6,995
$6,995 above
$206/mo est. ?
150,021 km 4.6L

22603, Winchester VA

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$51,345
$51,345 above
$1,511/mo est. ?
0 km 2.0L

Opequon Motors

25404, Martinsburg WV

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$8,680
$8,680 above
$256/mo est. ?
150,209 km 3.0L

Lewin Yount Auto Sales

22602, Winchester VA

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$12,998
$12,998 above
$383/mo est. ?
109,508 km

Winchester Motor Company

22603, Winchester VA

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$8,999
$8,999 above
$265/mo est. ?
158,277 km 4.6L

Harris Auto Select

22601, Winchester VA

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$8,950
$8,950 above
$264/mo est. ?
133,390 km

American Dream Motors

22601, Winchester VA

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$8,995
$8,995 above
$265/mo est. ?
180,449 km

20115, Marshall VA

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$9,495
$9,495 above
$280/mo est. ?
206,559 km

Eaton Motor Sales

22630, Front Royal VA

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$9,500
$9,500 above
$280/mo est. ?
85,075 km

Lewin Yount Auto Sales

22602, Winchester VA

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$53,055
$53,055 above
$1,561/mo est. ?
0 km 2.0L

Opequon Motors

25404, Martinsburg WV

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$18,995
$18,995 above
$560/mo est. ?
53,953 km

Carbuzz

22601, Winchester VA

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$16,495
$16,495 above
$486/mo est. ?
147,705 km

Cars 4 Grab

4.6 Google 81 reviews

22601, Winchester VA

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$21,888
$21,888 above
$645/mo est. ?
243,347 km

Elite Auto Sales Inc

22630, Front Royal VA

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$9,990
$9,990 above
$295/mo est. ?
143,972 km

Royal Pike Motors

4.7 Google 335 reviews

22630, Front Royal VA

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$61,490
$61,490 above
$1,809/mo est. ?
0 km

Malloy Cadillac

22601, Winchester VA

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$54,490
$54,490 above
$1,603/mo est. ?
0 km

Malloy Cadillac

22601, Winchester VA

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$150,914
$150,914 above
$4,441/mo est. ?
0 km

Malloy Cadillac

22601, Winchester VA

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$31,995
$31,995 above
$943/mo est. ?
68,024 km

Opequon Motors

25404, Martinsburg WV

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$49,895
$49,895 above
$1,471/mo est. ?
6,518 km

22601, Winchester VA

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$8,999
$8,999 above
$265/mo est. ?
80,467 km

CarsRus

22602, Winchester VA

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$21,800
$21,800 above
$643/mo est. ?
78,040 km

22601, Winchester VA

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$4,900
$4,900 above
$144/mo est. ?
220,790 km

CMA's Chevrolet of Martinsburg and CMA's Toyota of Martinsburg

25401, Martinsburg WV

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Frequently Asked Questions

Our marketplace currently lists 70 used cars in Winchester, VA from dealers and private sellers. Prices range from $5,421 to $150,537.

Top brands by active listings in Winchester, VA are Cadillac. The mix often reflects local buying preferences.

The average listed price in Winchester, VA is $34,025. Browse by budget: under $10,000, under $20,000, or under $30,000.

No — you can buy from a seller in Winchester, VA 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 Virginia.