$2,295,000.00
2299 VIA TUSCANY, WINTER PARK, FL - 32789
4 beds
3.5 baths
3,986 sqft
$2,295,000.00
2299 VIA TUSCANY, WINTER PARK, FL - 32789
José Freitas
$2,295,000.00
4 beds
3.5 baths
3,986 sqft
2299 VIA TUSCANY, WINTER PARK, FL - 32789
For Sale
Photo 1
  • Built in 1953
  • 2 garage spaces
  • $575.77/sqft
  • Lot size: 17,640 sqft
  • 109 days on market

Welcome to 2299 Via Tuscany, a remarkable 4-bedroom, 3.5 bathroom residence in the prestigious Winter Park Vias. This 3,986 square foot home, set on a .40-acre private lot, offers a blend of luxury and comfort. The property has seen recent updates in the kitchen and bathrooms and features a new architectural shingle roof (2023), Pebble-tech style pool finish and a manicured landscape. Inside, enjoy the elegance of solid hardwood and modern tile flooring, high ceilings, and two wood burning fireplaces. The chef's kitchen is equipped with premium appliances, including SubZero refrigeration and a Viking 6-burner gas cooktop. The main floor boasts a secluded primary suite, a guest bedroom suite, and a study/library with closet and built-ins. Upstairs, find two additional bedrooms and a full bath. Modern amenities include zoned A/C, a new EV charger and epoxy flooring in the 2-car garage. Conveniently located near parks and the Winter Park Racquet Club, this home offers easy access to downtown Winter Park's shops, dining, and cultural venues, making it ideal for families and active lifestyles. This property also offers deeded lake access to the Winter Park Chain of Lakes by becoming a member of the Maitland Shores Lakefront Preservation Association for an annual fee. The access is very convenient and offers a private ramp to store and launch kayaks, canoes, etc. This location offers effortless access to schools, green parks, fitness centers/trails, cultural venues—an ideal blend of amenities, charm and location for any homebuyer.

  • Directions: From Palmer take Mayfield to Via Tuscany to home on left. Or from Horatio to Via Tuscany to home on right.
  • County: Orange
  • Geo subdivision: MAITLAND SHORES

Nearby Schools

Dommerich Elem

Maitland Middle

Winter Park High

Features

Financial

Let's get in touch!

José Freitas

José Freitas

See also

For Sale
2550 VENETIAN WAY, WINTER PARK, FL - 32789
$2,450,000.00
4 bds
4.0 ba
5,051 sqft
2550 VENETIAN WAY, WINTER PARK, FL - 32789
For Sale
922 N PENNSYLVANIA AVENUE, WINTER PARK, FL - 32789
$2,175,000.00
3 bds
4.0 ba
3,440 sqft
922 N PENNSYLVANIA AVENUE, WINTER PARK, FL - 32789
For Sale
2423 VIA SIENNA, WINTER PARK, FL - 32789
$2,200,000.00
4 bds
3.5 ba
3,472 sqft
2423 VIA SIENNA, WINTER PARK, FL - 32789
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6355858
Listing updated: February 21, 2026 at 8:05PM
Listing provided by: Vincent Scarlatos, CORCORAN PREMIER REALTY
Last checked 15 hours ago
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