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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.
| DAYS ON MARKET | 137 | LAST UPDATED | 2/13/2026 |
|---|---|---|---|
| TRACT | MAITLAND SHORES | YEAR BUILT | 1953 |
| COMMUNITY | 32789 - Winter Park | GARAGE SPACES | 2.0 |
| COUNTY | Orange | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Dommerich Elem |
|---|---|
| Jr. High School | Maitland Middle |
| High School | Winter Park High |
| PRICE HISTORY | |
| Prior to Feb 13, '26 | $2,345,000 |
|---|---|
| Feb 13, '26 - Today | $2,295,000 |
| ADDITIONAL DETAILS | |
| AIR | Central Air, Zoned |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Disposal, Electric Water Heater, Range Hood |
| AREA | 32789 - Winter Park |
| BASEMENT | Crawl Space |
| CONSTRUCTION | Block |
| EXTERIOR | Awning(s), Garden |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Central |
| INTERIOR | High Ceilings, Stone Counters, Vaulted Ceiling(s) |
| LOT | 0.4 acre(s) |
| LOT DESCRIPTION | Landscaped, Private |
| PARKING | Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Guest, Attached |
| POOL | Yes |
| POOL DESCRIPTION | In Ground, Other, Private |
| SEWER | Septic Tank |
| STORIES | 2 |
| STYLE | Mid-Century Modern, Traditional |
| SUBDIVISION | MAITLAND SHORES |
| TAXES | 26034.67 |
| UTILITIES | Natural Gas Available, Cable Available, Electricity Connected, Natural Gas Connected, Water Connected |
| VIEW | Yes |
| VIEW DESCRIPTION | Garden, Pool |
| WATER | Public |
| WATERFRONT DESCRIPTION | Lake Privileges |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Vincent Scarlatos, CORCORAN PREMIER REALTY, 407-965-1155
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/20/26 5:35 PM PDT.
This IDX solution is (c) Diverse Solutions 2026.