2299 Via Tuscany, Winter Park, FL 32789
For Sale $2,345,000
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Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero Refrigeration and Viking 6-Burner Gas Cooktop. The private backyard features a large pool, covered lanai with built-in outdoor grill w/prep space, and lush landscaping that creates a safe green space for kids and a low-maintenance oasis for empty nesters. The main floor features a large secluded primary suite and separate full suite guest bedroom plus a gorgeous study/library with built-ins providing substantial single-level living if desired. Upstairs features two nicely sized bedrooms and full bath. This home sits in a sidewalk and tree-lined neighborhood with top-rated schools and quiet streets perfect for bikes, evening strolls to the nearby parks or a meander to the Winter Park Racquet Club with its premier clay courts and private waterfront access. 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 downtown Winter Park’s shops, dining, parks, fitness centers/trails, cultural venues—an ideal blend of family-friendly amenities and low-maintenance, active-lifestyle appeal for empty nesters.
High Ceilings
Living Room/Dining Room Combo
Primary Bedroom Main Floor
Split Bedroom
Stone Counters
Vaulted Ceiling(s)
Window Treatments
Taxes: $26.00
Tax Year: 2025
Awning(s)
Garden
Private Mailbox
Sidewalk
Dishwasher
Disposal
Electric Water Heater
Range Hood
Garden
Pool
Elementary School: Dommerich Elem
Middle School: Maitland Middle
Junior High: Maitland Middle
High School: Winter Park High
MLS Area: 32789 - Winter Park
Price per Square Feet: $588.31
Water: Public
Lot Desc.: Landscaped, Oversized Lot, Private, Sidewalk, Street Brick
Construction: Block
Date Listed: 2025-11-04 14:47:25
Pool: Yes
Pool Type: In Ground, Lighting, Other
Parking: Circular Driveway, Driveway, Electric Vehicle Charging Station(S), Garage Faces Side, Golf Cart Parking, Guest
Garage Spaces: 2
Flooring: Tile, Wood
Roof: Shingle
Heating: Central
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Septic Tank
Listing Courtesy Of: Corcoran Premier Realty
viniscarlatos@gmail.com
Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero Refrigeration and Viking 6-Burner Gas Cooktop. The private backyard features a large pool, covered lanai with built-in outdoor grill w/prep space, and lush landscaping that creates a safe green space for kids and a low-maintenance oasis for empty nesters. The main floor features a large secluded primary suite and separate full suite guest bedroom plus a gorgeous study/library with built-ins providing substantial single-level living if desired. Upstairs features two nicely sized bedrooms and full bath. This home sits in a sidewalk and tree-lined neighborhood with top-rated schools and quiet streets perfect for bikes, evening strolls to the nearby parks or a meander to the Winter Park Racquet Club with its premier clay courts and private waterfront access. 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 downtown Winter Park’s shops, dining, parks, fitness centers/trails, cultural venues—an ideal blend of family-friendly amenities and low-maintenance, active-lifestyle appeal for empty nesters.
Property Details
Price: $2,345,000
Sq Ft: 3,986
($588 per sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family Reside
Development: Maitland Shores
Acres: 0.40
Virtual Tour/Floorplan: View
Year Built: 1953
Listing Number: O6355858
Status Code: A-Active
Taxes: $26.00
Tax Year: 2025
Garage:
2
Pets Allowed: Yes
Interior Features:
High Ceilings
Living Room/Dining Room Combo
Primary Bedroom Main Floor
Split Bedroom
Stone Counters
Vaulted Ceiling(s)
Window Treatments
Financial Information:
Taxes: $26.00
Tax Year: 2025
Exterior Features:
Awning(s)
Garden
Private Mailbox
Sidewalk
Equipment:
Dishwasher
Disposal
Electric Water Heater
Range Hood
View:
Garden
Pool
School Information:
Elementary School: Dommerich Elem
Middle School: Maitland Middle
Junior High: Maitland Middle
High School: Winter Park High
Additional Information:
MLS Area: 32789 - Winter Park
Price per Square Feet: $588.31
Water: Public
Lot Desc.: Landscaped, Oversized Lot, Private, Sidewalk, Street Brick
Construction: Block
Date Listed: 2025-11-04 14:47:25
Pool: Yes
Pool Type: In Ground, Lighting, Other
Parking: Circular Driveway, Driveway, Electric Vehicle Charging Station(S), Garage Faces Side, Golf Cart Parking, Guest
Garage Spaces: 2
Flooring: Tile, Wood
Roof: Shingle
Heating: Central
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Septic Tank
Map of 2299 Via Tuscany, Winter Park, FL 32789
Listing Courtesy Of: Corcoran Premier Realty
viniscarlatos@gmail.com