The Vias

Winter Park, FL
Average Sales Price
$2,595,439
Median Sales Price
$1,749,000
Population
-
Total Listings
9
Discover Life in The Vias with Mike Vein
At a Glance
The Vias is inside City of Winter Park limits in Orange County, between Palmer Avenue and Lake Maitland. Winter Park was incorporated as a town in 1887 and is home to Rollins College. Most homes are zoned for Dommerich Elementary, Maitland Middle and Winter Park High School, according to Orange County Public Schools' 2026-27 school zones; some are zoned for Lakemont Elementary instead. There is no neighborhood-wide homeowners association.
Homes & Builders
As defined on this page, the Vias covers 441 single-family homes on plats recorded from 1924 to 2001, including Maitland Shores, Cloister Grove, Sicilian Shores, Tuscany Terrace, Tuscania and Woodmere Terrace, according to Orange County Property Appraiser records. Homes were built from 1919 to 2025; about 94 date from the 1950s, and about 40 percent were built in 2000 or later. Homes range from about 1,370 to 11,800 square feet, median about 3,900, on lots of about 0.18 to 9 acres, median about a third of an acre. County records show 324 homes with pools. Homes are custom-built, with no single developer.
Amenities
The Vias has no neighborhood amenities or gate. The Winter Park Racquet Club, a private club founded in 1953, is on Via Tuscany inside the neighborhood. About 41 homes border Lake Maitland, part of the Winter Park Chain of Lakes, and others border Lake Tuscany, Lake Temple or canals, according to county GIS.

The Vias Homes for Sale

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The Vias Homes Sold in the Past 12 Months

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The Vias: Local Questions Answered

Where is the Vias neighborhood in Winter Park?

The Vias is in the City of Winter Park between Palmer Avenue and Lake Maitland, with Howell Branch Road at its north edge and Lake Temple to the southwest. Its streets have Italian names such as Via Tuscany, Via Lugano and Via Capri. The Orlando Sentinel, Winter Park Voice and GrowthSpotter use the name the Vias. Homes have Winter Park 32789 addresses.

What types of homes are in the Vias?

The Vias has about 441 single-family homes, according to Orange County Property Appraiser records, and no townhomes or condos. Homes were built from 1919 to 2025, and about 40 percent date from 2000 or later. They range from about 1,370 to 11,800 square feet on lots of about 0.18 to 9 acres. Homes are custom-built, with no single developer.

How much do homes cost in the Vias?

Over the past two years (MLS data, October 2026), homes in the Vias sold 32 times for a median of about $2.6 million, ranging from about $1.0 million to $9.1 million. GrowthSpotter reported a $13 million sale on Via Tuscany in 2026. For today's listings, see the top of this page.

Is there an HOA in the Vias?

There is no neighborhood-wide homeowners association in the Vias, and most MLS listings show no HOA fee. Some small sections have their own associations; for example, Via Tuscany Oaks Homeowners Association, Inc. owns that seven-home section's common tract. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for the Vias, but check the property tax bill for any special assessments.

What schools serve the Vias?

Orange County Public Schools' 2026-27 school zones place most of the Vias in Dommerich Elementary, Maitland Middle and Winter Park High School. Homes on Via Capri, Via Salerno, Woodmere Drive, part of Via Tuscany and a few on Temple Drive are zoned for Lakemont Elementary instead.

Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.

Is the Vias on Lake Maitland?

In part. About 41 homes border Lake Maitland, part of the Winter Park Chain of Lakes, mostly on Via Lugano, Pinetree Road, Venetian Way and Via Tuscany, according to county GIS. Others border Lake Tuscany, Lake Temple or canals. The Vias is separate from Via Merano, an 11-home section with its own association near Lake Knowles, and from Lake Knowles Terrace.

Can you rent homes in the Vias short term?

No Vias-specific rental rules turned up in our research, and there is no neighborhood-wide HOA. City of Winter Park rules and any deed restrictions still apply, so confirm them before buying if you plan to rent.

Have questions about The Vias?

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