Home in 2299 Via Tuscany Winter Park for sale with MLS# O6355858
A high motivation price improvement! 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.
2299 Via Tuscany, Winter Park, FL 32789
- Price:
- $2,200,000.00
- Previous Asking Price:
- $2,295,000.00
- Original List Price:
- $2,345,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $551.93
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6355858
- Bedrooms:
- 4
- Bathrooms Total:
- 4
- Full Bath:
- 3
- Half Bath:
- 1
- Living Area:
- 3,986 Sqft
- Built-Up Area:
- 5,353 Sqft
- Lot Area:
- 17,640 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Oversized Lot, Sidewalk, Private, Street Brick, Landscaped
- Lot Size Acres:
- 0.4
- View from the Property:
- Pool, Garden
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Other, In Ground, Lighting
- Appliances:
- Dishwasher, Disposal, Electric Water Heater, Range Hood
- Interior:
- High Ceilings, Vaulted Ceiling(s), Living Room/dining Room Combo, Split Bedroom, Stone Counters, Window Treatments, Primary Bedroom Main Floor
- Exterior:
- Awning(s), Private Mailbox, Sidewalk, Garden
- Patio and Porch:
- Patio, Covered, Front Porch
- Laundry:
- Inside, Laundry Room
- Fireplace
- Fireplace:
- Living Room, Wood Burning, Family Room
- Air Conditioning System:
- Zoned, Central Air
- Heating System:
- Central
- Fence:
- Wood, Other
- Property Entrance Faces:
- Northeast
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake - Chain Of Lakes
- Water Extras
- Water Extra Details:
- Boat Ramp - Private
- Year Built:
- 1953
- Roof:
- Shingle
- Architectural Style:
- Traditional, Mid-century Modern
- Levels:
- Two
- Construction Materials:
- Block
- Flooring:
- Tile, Wood
- Foundation Details:
- Slab, Crawlspace
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $26,034.67
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Circular Driveway, Guest, Electric Vehicle Charging Station(s), Golf Cart Parking, Garage Faces Side
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Electricity Connected, Natural Gas Connected, Water Connected, Public, Broadband/High Speed Internet Available, Fiber Optics
- Water Source:
- Public
- Minimum Lease Term:
- 6 Months
- Pets Allowed?
- Subdivision Name:
- MAITLAND SHORES
- Community Features:
- Sidewalks, Park, Tennis Court(s), Playground
- Senior Community:
- No
- Occupant Type:
- Owner
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- MAITLAND SHORES R/150 LOT 2 BLK A
- Real Estate Folio Number (Parcel Number):
- 30-21-32-5476-01-020
- Zoning:
- R-1AA
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Spring Creek Charter School
- High School:
- Winter Park High
- Middle Or Junior School:
- Maitland Middle
- Originally published on:
- November 4, 2025 2:47 pm
- Active on the market since:
- November 4, 2025
- Listing Agreement executed on:
- November 4, 2025
- Price change occurred on:
- April 20, 2026 5:14 pm
- Listing Status Last Changed On:
- November 4, 2025 2:47 pm
- Photos updated on:
- November 4, 2025 2:49 pm
- Last Modified:
- April 20, 2026 7:26 pm
- Courtesy of:
- CORCORAN PREMIER REALTY
- Attribution:
- 407-965-1155
- Road Surface Type:
- Brick
- Street Name:
- VIA TUSCANY
- Street Number:
- 2299
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32789
- County:
- Orange
- Latitude:
- N28° 37' 14.8''
- Longitude:
- W82° 39' 37.4''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
Air Quality
Source: AirNow.gov · Orlando

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