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Illustrative Winter Park residential street with mature shade trees, landscaped yards and individual detached homes.

Winter Park, Florida

Via Tuscany Homes for Sale

See Via Tuscany homes for sale. Compare layouts, settings and ownership costs to focus your shortlist.

A Residential Setting in Winter Park’s Vias

Via Tuscany homes for sale focus on a residential street and its immediate surroundings within Winter Park's wider Vias area. We help you compare individual architecture, layout, lot setting and documented waterfront rights. The hero and listings use Via Tuscany's own saved area, keeping it distinct from the broader Vias search.

Top Villas Intelligence

Compare homes with Top Villas Intelligence

Review available property reports, ownership costs and nearby-sale comparisons. Report availability varies by home.

Sample: $118,400 gross rental revenue at 74% projected occupancy, $61,900 operating income and a 7.2% operating yield, with high confidence.

Browse Via Tuscany properties by price

Search price ranges within this area while keeping the property criteria for this page.

Via Tuscany area-wide market snapshot

All property types in this area. Inventory and asking prices are area-wide; the property searches above may use narrower criteria.

For sale now
1
Median asking price
$2,100,000

Recent sales near Via Tuscany

5 properties sold within half a mile in the last 12 months · median $1,700,000

Via Tuscany Closed Sales: July–September 2026

The mapped Via Tuscany search area recorded 1 completed sale from July through September 2026. This is below our five-sale minimum for a useful neighborhood median, so no median price or time-on-market figure is presented. Ask for comparable homes matched to the property you are considering.

Source: Top Villas Realty area sales snapshots, three months ending September 2026; retrieved 29 October 2026. All property types within this page's mapped search area are included.

Where Is Via Tuscany in Winter Park?

Explore the Via Tuscany search area, then check each listing’s address to distinguish homes on the street from those nearby.

Parks and Downtown Life

These public Winter Park destinations can become part of your everyday routine. They are city places, not private amenities included with a Via Tuscany home.

  • Kraft Azalea Garden

    This 5.22-acre public lakefront garden offers cypress shade, benches, a dock and the Exedra monument, a place to pause beside the water.

  • Central Park

    Set on Park Avenue, Central Park brings 11 acres of public green space to downtown, with an oak canopy, fountains and a rose garden.

  • Park Avenue and Community Events

    Explore downtown shopping along Park Avenue and community events at Central Park, including the Winter Park Sidewalk Art Festival.

Winter Park Racquet Club on Via Tuscany

Winter Park Racquet Club sits at 2111 Via Tuscany on Lake Maitland’s eastern shore. Its facilities include eight clay Hydro-Courts, pickleball, a junior Olympic swimming pool and lake activities, alongside dining and social programming. If tennis, swimming or club gatherings feature in your plans, this is a local facility to consider separately from your home search. The club is private, and purchasing a nearby property does not include membership or access to its facilities. Membership requires an invitation, sponsorship by an existing member and fulfillment of club requirements. Before making club access central to your choice of home, explore the membership process directly with the club and distinguish those arrangements from the features included with the property itself.

Lake Maitland and Lake Tuscany: Know the Difference

These are different water settings. Neither a nearby location nor a lake reference in a listing establishes a home's waterfront position or access rights.

AspectLake MaitlandLake Tuscany
Waterbody characterPart of the Winter Park chain of lakes, a distinct setting from the small pond called Lake Tuscany.An approximately 2.2-acre pond, not the same waterbody or waterfront setting as Lake Maitland.
Water connectionsNavigable canals connect Lake Maitland with Lakes Osceola and Minnehaha within the chain.Drains toward Lake Temple through a culvert during high water, not a navigable chain-of-lakes connection.
What it means for your home searchCheck actual frontage, dock facilities and documented access rights. A nearby address alone does not establish access.Assess the individual property's position and access features without assuming boating access to the lake chain.

Via Tuscany Homes for Sale: Your Questions Answered

Gaby Sadler, Property Specialist

Gaby Sadler

Property Specialist, Serhant

Find Via Tuscany homes for sale with Gaby

Tell me your budget and plans for the home. I'll help you compare Via Tuscany homes for sale, weigh layouts, settings and ownership costs, and identify the details to resolve before you choose.

Find Your Home in Winter Park

Explore Winter Park homes for sale for a wider view, or use the neighborhood comparison to narrow your shortlist.

Compare The Vias for custom homes and individual waterfront settings near lake maitland, and Lake Knowles Terrace for varied homes around a public lakeside setting. Tell Gaby which setting, home features and budget you prefer.