Used Smart fortwo for sale near Winchester
There are 7 used Smart fortwo for sale from UK dealers within 20 miles of Winchester on AskCar, as of 7 November 2026. The cheapest is £1,495. AskCar lists 440 used Smart fortwo across the UK, from 324 dealerships.
As of 7 November 2026, AskCar lists 601,018 cars and vans from 12,892 UK dealerships, read daily from dealer websites: over 99% of UK dealer used car adverts. No dealer pays to be listed.
Price reductions near Winchester
1 of the 7 Smart fortwo within 20 miles of Winchester had its price reduced in the last 14 days to 7 November 2026. Its line in the list below says by how much.
Cars for sale now
Best value first: the cars priced furthest below their AskCar estimate come first, and those without one come after. The AskCar estimate is our expected asking price for that one car, from its model, age, mileage and specification, using the 408 priced Smart fortwo adverts on AskCar as of 7 November 2026.
Each car: year, make, model, engine and trim, power, gearbox, fuel, body, doors, colour; mileage; price and its changes; how the price compares with the AskCar estimate; emissions standard and ULEZ compliance where it holds; MOT; dealer, town and distance; AskCar page.
Cheaper cars like each one, with its price history, are on its AskCar page.
- 2016 Smart fortwo 1.0, 70 bhp, manual, petrol, coupe, 2 doors, 2 seats, white. Mileage: 33,521 miles. Price: £5,090, reduced by £200 from £5,290 since AskCar first saw it on 10 October 2026, 28 days ago. Good value: £895 (14%) under the AskCar estimate of £5,985. Euro 6 emissions standard. ULEZ compliant. MOT: valid until 7 March 2027. Dealer: Stringers of Petersfield in Petersfield, 16 miles from Winchester. AskCar page: https://askcar.co.uk/car/smart-fortwo-2016-61042a2d89b1
- 2014 Smart fortwo 1.0 MHD Grandstyle, 71 bhp, automatic, petrol, coupe, 2 doors, 2 seats, black. Mileage: 74,250 miles. Price: £4,000, unchanged since AskCar first saw it on 27 October 2026, 11 days ago. Fair price: £24 (under 1%) under the AskCar estimate of £4,024. Euro 5 emissions standard. ULEZ compliant. MOT: valid until 7 November 2027. Dealer: Chequers Motor Company in Winchester, 8 miles from Winchester. AskCar page: https://askcar.co.uk/car/smart-fortwo-2014-91e4eedeac2e
- 2016 Smart fortwo 1.0 Prime, 70 bhp, manual, petrol, coupe, 2 doors, 2 seats, silver. Mileage: 44,216 miles. Price: £5,499, unchanged since AskCar first saw it on 11 July 2026, 119 days ago. Fair price: £87 (1%) over the AskCar estimate of £5,412. Euro 6 emissions standard. ULEZ compliant. MOT: valid until 28 January 2027. Dealer: Maylings Motors in Fareham, 15 miles from Winchester. AskCar page: https://askcar.co.uk/car/smart-fortwo-2016-980152e198c2
- 2013 Smart fortwo 1.0 MHD Passion, 71 bhp, automatic, petrol, convertible, 2 doors, 2 seats, grey. Mileage: 31,000 miles. Price: £5,295, unchanged since AskCar first saw it on 10 September 2026, 58 days ago. Fair price: £371 (7%) over the AskCar estimate of £4,924. Euro 5 emissions standard. ULEZ compliant. MOT: valid until 11 March 2027. Dealer: Blackbrook Road Autocentre in Fareham, 15 miles from Winchester. AskCar page: https://askcar.co.uk/car/smart-fortwo-2013-6e64be27c582
- 2009 Smart fortwo 0.8 CDI Passion, 45 bhp, automatic, diesel, coupe, 2 doors, 2 seats, silver. Mileage: 46,000 miles. Price: £2,995, unchanged since AskCar first saw it on 28 May 2026, 163 days ago. Fair price: £215 (7%) over the AskCar estimate of £2,780. Euro 4 emissions standard. MOT: valid until 21 April 2027. Dealer: Latchwood Motors in Chandler's Ford, 7 miles from Winchester. AskCar page: https://askcar.co.uk/car/smart-fortwo-2009-50f3ae4accc4
- 2010 Smart fortwo 1.0 Passion, 84 bhp, automatic, petrol, coupe, 2 doors, 2 seats, black. Mileage: 31,000 miles. Price: £4,495, unchanged since AskCar first saw it on 25 September 2026, 43 days ago. Above the going rate: £615 (15%) over the AskCar estimate of £3,880. Euro 5 emissions standard. ULEZ compliant. MOT: valid until 22 January 2027. Dealer: Walker Car Sales Retail in Portsmouth, 19 miles from Winchester. AskCar page: https://askcar.co.uk/car/smart-fortwo-2010-6911e2cd9b20
- 2006 Smart fortwo 0.7 City Passion, 61 bhp, automatic, petrol, convertible, 2 doors, 2 seats, silver. Price: £1,495, unchanged since AskCar first saw it on 3 September 2026, 65 days ago. Euro 4 emissions standard. ULEZ compliant. MOT: the latest record we hold ran out on 17 September 2026; ask the dealer for the current MOT. Dealer: Southern Automotive Solutions in Southampton, 10 miles from Winchester. AskCar page: https://askcar.co.uk/car/smart-fortwo-2006-39b5f64e9c72
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