Picture yourself unwinding in your private 0.41-acre yard, taking a dip in the pool, flipping through a good book, or hosting friends on a sunny afternoon. From there, stroll over to the Winter Park Racquet Club for tennis, pickleball, or lunch (kids are covered—there’s a sidewalk the whole way), or head to the deeded lake access launch for a day of kayaking on the Winter Park Chain of Lakes. Welcome to 2299 Via Tuscany, an opportunity priced 4-bedroom, 3.5-bath home to get into the coveted Winter Park Vias while adding your final touches to personalize this home while prioritizing location, schools, privacy and connectivity. With 3,986 square feet on a 0.40-acre lot, it offers the perfect blend of luxury and comfort, featuring a super spacious kitchen, a new architectural shingle roof (2023), Pebble Tec-style pool finish, and lush landscaping. Inside, enjoy solid hardwood and modern tile floors, soaring ceilings, and two wood-burning fireplaces. The chef’s kitchen shines with SubZero refrigeration and a Viking 6-burner gas cooktop. The main floor offers a private primary suite, a guest suite, and a study/library with built-ins, while upstairs you’ll find two more bedrooms and a full bath. Modern perks include zoned A/C, a new EV charger, and epoxy-coated floors in the 2-car garage. Close to parks, the Racquet Club, and downtown Winter Park’s shops, dining, and culture, this home suits families and active lifestyles alike. Deeded lake access through the Maitland Shores Lakefront Preservation Association gives you a private ramp for kayaks, canoes, and more, plus easy access to schools, trails, and green spaces—a perfect mix of charm, amenities, and location.
MLS #:
O6355858
Taxes
$13,185(2025)
Lot Size
0.4 acres
Type
Single-Family Home
Year Built
1953
Style
Traditional, Mid-Century Modern
Views
Pool, Garden
County
Orange County
Listed By
Vincent Scarlatos, Corcoran Premier Realty, Contact: 407-965-1155
Source STELLAR Last checked May 14 2026 at 5:58 PM GMT+0000
Bathroom Details
Full Bathrooms: 3
Half Bathroom: 1
Interior Features
Split Bedroom
Stone Counters
Living Room/Dining Room Combo
Window Treatments
Appliances: Dishwasher
Appliances: Electric Water Heater
Appliances: Disposal
Appliances: Range Hood
Vaulted Ceiling(s)
High Ceilings
Primary Bedroom Main Floor
Subdivision
Maitland Shores
Lot Information
Sidewalk
Street Brick
Oversized Lot
Private
Landscaped
Property Features
Fireplace: Family Room
Fireplace: Living Room
Fireplace: Wood Burning
Foundation: Slab
Foundation: Crawlspace
Heating and Cooling
Central
Zoned
Central Air
Pool Information
In Ground
Other
Lighting
Flooring
Wood
Tile
Exterior Features
Block
Roof: Shingle
Utility Information
Utilities: Cable Available, Fiber Optics, Public, Water Connected, Water Source: Public, Bb/Hs Internet Available, Electricity Connected, Natural Gas Connected
Sewer: Septic Tank
School Information
Elementary School: Dommerich Elem
Middle School: Maitland Middle
High School: Winter Park High
Parking
Guest
Circular Driveway
Driveway
Golf Cart Parking
Garage Faces Side
Electric Vehicle Charging Station(s)
Living Area
3,986 sqft
Listing Price History
Date
Event
Price
% Change
$ (+/-)
Apr 20, 2026
Price Changed
$2,200,000
-4%
-$95,000
Feb 13, 2026
Price Changed
$2,295,000
-2%
-$50,000
Nov 04, 2025
Listed
$2,345,000
-
-
Additional Information: Premier Realty | 407-965-1155
Based on information submitted to the MLS GRID as of 5/14/2026 17:58. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Description