CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Single Cab Pickup Trucks for Sale in Windermere, FL

447 results
Windermere, FL
2023 Chevrolet Silverado 2500HD Work Truck LB RWD Starling Chevrolet of Orlando

2023 Chevrolet Silverado 2500HD

Work Truck LB RWD

30,364 miles

$37,797

Fair Deal
Orlando, FL
12 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
401 hp 6.6L V8
Exterior color:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
30,364
Stock number:
245048T
VIN:
1GB0WLE7XPF245048

Sponsored

2021 Ford F-150 XL RWD

2021 Ford F-150

XL RWD

95,893 miles

$14,595

Good Deal
Winter Park, FL
18 mi away
Year:
2021
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
Oxford White
Combined gas mileage:
22 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
95,893
Stock number:
MKD47091
VIN:
1FTMF1CB1MKD47091

Sponsored

2017 Ford F-250 Super Duty XL LB

2017 Ford F-250 Super Duty

XL LB

84,784 miles

$19,699

Fair Deal
Orlando, FL
10 mi away
Year:
2017
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
OXFORD WHITE
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
84,784
Stock number:
157581
VIN:
1FTBF2A65HED12478

Sponsored

2006 GMC Canyon SL 2WD

2006 GMC Canyon

SL 2WD

102,543 miles

$9,248

Fair Deal
Fruitland Park, FL
35 mi away
Year:
2006
Make:
GMC
Model:
Canyon
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
175 hp 2.8L I4
Exterior color:
Silver Birch Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Pewter Cloth
Transmission:
4-Speed Automatic
Mileage:
102,543
Stock number:
U413C
VIN:
1GTCS148168210789

2017 Nissan Titan SV Single Cab

2017 Nissan Titan

SV Single Cab

53,840 miles

$15,999

Fair Deal
Lakeland, FL
39 mi away
Year:
2017
Make:
Nissan
Model:
Titan
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
390 hp 5.6L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
53,840
Stock number:
LTHN514699W
VIN:
1N6AA1R73HN514699

2022 Ford E-Series Chassis E-350 SD Cutaway SB RWD

2022 Ford E-Series Chassis

E-350 SD Cutaway SB RWD

76,441 miles

$28,989

Good Deal
Titusville, FL
44 mi away
Year:
2022
Make:
Ford
Model:
E-Series Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
350 hp 7.3L V8
Exterior color:
Oxford White
Fuel type:
Gasoline
Interior color:
Medium Flint
Transmission:
6-Speed Automatic Overdrive
Mileage:
76,441
Stock number:
C16029E
VIN:
1FDWE3FN1NDC16029

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

Work Truck LB 4WD

63,905 miles

$17,900

Good Deal
Oakland, FL
7 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
63,905
Stock number:
w6-116
VIN:
1GCNKNEC4JZ129128

Preparing for a close up...

Photos coming soon

2019 Ford F-350 Super Duty Chassis

XLT 4WD

160,771 miles

$29,500

Fair Deal
Edgewood, FL
11 mi away
Year:
2019
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
330 hp 6.7L V8 Biodiesel
Fuel type:
Biodiesel
Transmission:
6-Speed Automatic
Mileage:
160,771
Stock number:
ED29904
VIN:
1FDRF3FT7KED29904

Preparing for a close up...

Photos coming soon

2019 RAM 1500

Classic Tradesman LB RWD

133,110 miles

$11,097

Fair Deal
Orlando, FL
9 mi away
Year:
2019
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Exterior color:
Red
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
133,110
Stock number:
NVLB-522571
VIN:
3C6JR6DT0KG522571

Preparing for a close up...

Photos coming soon

2017 RAM 1500

Tradesman LB RWD

143,580 miles

$10,990

Fair Deal
Orlando, FL
9 mi away
Year:
2017
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
143,580
Stock number:
668419
VIN:
3C6JR6DTXHG668419

Preparing for a close up...

Photos coming soon

2016 RAM 1500

Sport RWD

84,100 miles

$25,517

Good Deal
Sanford, FL
25 mi away
Year:
2016
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Exterior color:
Brilliant Black Crystal Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
84,100
Stock number:
GG297032
VIN:
3C6JR6CT4GG297032

Preparing for a close up...

Photos coming soon

2018 Ford F-150

XL RWD

70,778 miles

$14,999

Good Deal
Orlando, FL
10 mi away
Year:
2018
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
Gray (Magnetic Metallic)
Combined gas mileage:
22 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Dark Earth Gray
Transmission:
Automatic
Mileage:
70,778
Stock number:
155264
VIN:
1FTMF1CBXJKC31268

Preparing for a close up...

Photos coming soon

2008 Toyota Tacoma

4WD

125,300 miles

$12,499

Fair Deal
Sanford, FL
27 mi away
Year:
2008
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
159 hp 2.7L I4
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
5-Speed Manual Overdrive
Mileage:
125,300
Stock number:
O519179
VIN:
5TEPX42N98Z519179

Preparing for a close up...

Photos coming soon

2019 Ford F-250 Super Duty

XL LB RWD

67,000 miles

$19,995

Good Deal
Sorrento, FL
23 mi away
Year:
2019
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
67,000
Stock number:
257
VIN:
1FDBF2A61KED19933

Preparing for a close up...

Photos coming soon

2023 Ford E-Series Chassis

E-350 SD Cutaway SB RWD

34,722 miles

$29,000

Good Deal
Lake Wales, FL
38 mi away
Year:
2023
Make:
Ford
Model:
E-Series Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
300 hp 7.3L V8
Exterior color:
Oxford White
Fuel type:
Gasoline
Interior color:
Medium Flint
Transmission:
Automatic
Mileage:
34,722
Stock number:
35431094
VIN:
1FDWE3FK5PDD31094

Preparing for a close up...

Photos coming soon

2011 Ford F-150

STX

111,232 miles

$10,988

Fair Deal
Longwood, FL
21 mi away
Year:
2011
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
302 hp 3.7L V6 Flex Fuel Vehicle
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Transmission:
6-Speed Automatic
Mileage:
111,232
Stock number:
C9639
VIN:
1FTMF1CM2BFA24627

Preparing for a close up...

Photos coming soon

2015 RAM 1500

Express 4WD

157,000 miles

$8,999

Great Deal
Orlando, FL
10 mi away
Year:
2015
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
157,000
Stock number:
new-578709
VIN:
3C6JR7AG4FG578709

Preparing for a close up...

Photos coming soon

1998 Dodge Dakota

Club Cab RWD

182,903 miles

$3,995

Great Deal
Longwood, FL
23 mi away
Year:
1998
Make:
Dodge
Model:
Dakota
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
3.9L V6
Exterior color:
Red
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
182,903
Stock number:
26-027K
VIN:
1B7GL22X1WS716009

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

LS RWD

129,105 miles

$11,900

Good Deal
Apopka, FL
14 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Gray (Graphite Metallic)
Combined gas mileage:
21 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
129,105
Stock number:
138999
VIN:
1GCNCNEH4JZ138999

Preparing for a close up...

Photos coming soon

2017 Ford F-150

XL

66,948 miles

$12,999

Great Deal
Winter Garden, FL
5 mi away
Year:
2017
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
282 hp 3.5L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
66,948
Stock number:
E45397
VIN:
1FTMF1C88HKE45397

Preparing for a close up...

Photos coming soon

2022 Ford F-250 Super Duty

XLT LB RWD

213,162 miles

$22,500

Good Deal
Plant City, FL
47 mi away
Year:
2022
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
213,162
Stock number:
5244
VIN:
1FTBF2A60NED56478

Preparing for a close up...

Photos coming soon

2017 Ford F-250 Super Duty

XL LB

84,784 miles

$19,699

Fair Deal
Orlando, FL
10 mi away
Year:
2017
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
OXFORD WHITE
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
84,784
Stock number:
157581
VIN:
1FTBF2A65HED12478

Preparing for a close up...

Photos coming soon

2019 Ford F-150

XL 4WD

169,905 miles

$10,995

Fair Deal
Orlando, FL
16 mi away
Year:
2019
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
169,905
Stock number:
L-D75773
VIN:
1FTMF1EBXKKD75773

Preparing for a close up...

Photos coming soon

2020 Ford F-150

XL RWD

113,834 miles

$13,499

Fair Deal
Orlando, FL
10 mi away
Year:
2020
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
OXFORD WHITE
Combined gas mileage:
22 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
113,834
Stock number:
156901
VIN:
1FTMF1CB6LKD53094

Sponsored

  • Toyota Trucks for Sale in Windermere FL

  • Classic Trucks for Sale in Windermere FL

  • Manual Transmission Trucks for Sale in Windermere FL

  • OBS (1987 - 1997) Ford Trucks for Sale in Windermere FL

  • 1980s-era Trucks for Sale in Windermere FL

  • Manual Diesel Trucks for Sale in Windermere FL

  • Used Electric Pickup Trucks for Sale

  • Single Cab Pickup Trucks for Sale in Orlando FL

  • Single Cab Pickup Trucks for Sale in Leesburg FL

  • Single Cab Pickup Trucks for Sale in Lakeland FL

  • Single Cab Pickup Trucks for Sale in Titusville FL

  • Single Cab Pickup Trucks for Sale in Brooksville FL

  • Single Cab Pickup Trucks for Sale in Daytona Beach FL

  • Single Cab Pickup Trucks for Sale in Ocala FL

  • Single Cab Pickup Trucks for Sale in Melbourne FL

  • Single Cab Pickup Trucks for Sale in Tampa FL

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Mint Auto Sales

  • Holler Driver's Mart Winter Park

  • Mullinax Ford of Central Florida

  • Jaguar Land Rover Lakeland

  • Starling Chevrolet of Orlando

  • HGreg Lux Orlando

  • Holler Ford

  • Orlando Autohub Inc

  • AutoNation Toyota Winter Park

  • Starling Chevrolet GMC

  • Holler Driver's Mart Sanford

  • AutoNation Chevrolet West Colonial

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.