Via Tuscany, Winter Park, FL
Everything we know about Via Tuscany in Winter Park: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
39 homes sit on Via Tuscany in Winter Park, FL (ZIP 32789), built 1919–2026, a typical 4,538 sq ft with 5 bedrooms. 1 is for sale right now from $5,999,990. 2 closed in the last 12 months at a median of $3,001,775. Homes that sold since 2023 went for a median $5,749,500.
For sale on Via Tuscany now
Recent sales on Via Tuscany
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2299 Via Tuscany | $2,025,000 | 2026-08-06 | 4 / 3.5 | 3,986 |
| 2020 Via Tuscany | $3,978,550 | 2026-05-18 | 4 / 4.5 | 4,665 |
The homes on Via Tuscany
39 single-family. Built by decade: 1910s 1, 1920s 1, 1940s 2, 1950s 5, 1960s 1, 1970s 1, 1980s 2, 1990s 7, 2000s 12, 2010s 4, 2020s 3.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2299 Via Tuscany | $2,025,000 | 2026-08-06 | 1953 | 3,986 |
| 2020 Via Tuscany | $3,978,550 | 2026-05-18 | 2026 | 4,665 |
| 2203 Via Tuscany | $13,000,000 | 2026-02-24 | 2002 | 12,190 |
| 1530 Via Tuscany | $1,600,000 | 2024-12-16 | 1972 | 3,341 |
| 1460 Via Tuscany | $5,999,000 | 2024-06-21 | 2009 | 7,535 |
| 1461 Via Tuscany | $9,250,000 | 2024-03-29 | 1919 | 8,353 |
| 1311 Via Tuscany | $6,000,000 | 2023-08-04 | 1947 | 10,997 |
| 1750 Via Tuscany | $5,500,000 | 2023-01-17 | 2012 | 7,644 |
| 1411 Via Tuscany | $10,500,000 | 2022-01-03 | 1926 | 10,734 |
| 1711 Via Tuscany | $2,713,000 | 2021-09-01 | 2015 | 4,647 |
| 1850 Via Tuscany | $3,290,000 | 2021-08-27 | 1984 | 3,242 |
| 2229 Via Tuscany | $2,400,000 | 2021-08-20 | 1999 | 4,538 |
| 1811 Via Tuscany | $2,625,000 | 2021-05-07 | 2001 | 4,176 |
| 2218 Via Tuscany | $2,500,000 | 2021-01-29 | 2020 | 4,423 |
| 2433 Via Tuscany | $1,250,000 | 2021-01-14 | 1999 | 3,730 |
| 2615 Via Tuscany | $1,000,000 | 2020-11-20 | 2003 | 3,999 |
| 1610 Via Tuscany | $2,740,000 | 2020-11-05 | 2004 | 5,980 |
| 2351 Via Tuscany | $1,200,000 | 2020-10-28 | 2003 | 3,942 |
| 1511 Via Tuscany | $6,775,000 | 2019-11-13 | 2012 | 10,060 |
| 1641 Via Tuscany | $1,200,000 | 2019-05-13 | 1985 | 4,655 |
Communities along Via Tuscany
- Maitland Shores · 7 homes on the street
- Maitland Shores · 5 homes on the street
- Tuscany Terrace · 3 homes on the street
- Tuscania · 3 homes on the street
- Cloister Grove · 3 homes on the street
- Woodmere Terrace · 2 homes on the street
- Sicilian Shores · 2 homes on the street
- Sicilian Shores · 2 homes on the street
- Woodmere Terrace · 2 homes on the street
- Cloister Grove · 2 homes on the street
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 350 homes for sale in Winter Park, homes for sale in 32789.

