Save
Ask
Tour
Hide
Share
$2,345,000
New Listing

2299 VIA TUSCANY
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,986
SqFt
$588
/SqFt
1953
Built
Subdivision:
MAITLAND SHORES
County:
Orange
Call Now: 407.513.4257
Is this the listing for you? We can help make it yours.
407.513.4257
Upcoming Open Houses
Sat, Nov 8, 1:00 PM - 3:00 PM
2299 VIA TUSCANY2299 VIA TUSCANY2299 VIA TUSCANY2299 VIA TUSCANY
Save
Ask
Tour
Hide
Share

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 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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$2,345,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
3,986 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.4 Acres
Year Built 
1953
MLS® Number 
O6355858
Status 
Active
Property Tax 
$26,034.67
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 hours agoListing updated with changes from the MLS®
6 hours agoListing first seen on site
General Features
Acres 
0.4
Attached Garage 
Yes
Direction Faces 
Northeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Circular DrivewayDrivewayElectric Vehicle Charging Station(s)Garage Faces SideGuestAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
5353
Style 
Mid-Century ModernTraditional
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
DishwasherDisposalElectric Water HeaterRange Hood
Basement 
Crawl Space
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Family RoomLiving RoomWood Burning
Flooring 
TileWood
Heating 
Central
Interior 
High CeilingsStone CountersVaulted Ceiling(s)
Laundry Features 
InsideLaundry Room
Balcony/Porch/Lanai 
Dimensions - 40x14Level - First
Bathroom 2 
Level - Second
Bathroom 3 
Level - First
Bedroom 2 
Dimensions - 17x12Level - First
Bedroom 3 
Dimensions - 15x11Level - Second
Bedroom 4 
Dimensions - 15x11Level - Second
Dining Room 
Dimensions - 24x12Level - First
Family Room 
Dimensions - 22x18Level - First
Florida Room 
Dimensions - 25x11Level - First
Great Room 
Dimensions - 24x16Level - First
Kitchen 
Dimensions - 22x14Level - First
Library 
Level - First
Master Bathroom 
Level - First
Master Bedroom 
Dimensions - 23x14Level - First
Utility Room 
Dimensions - 14x8Level - First
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Block
Exterior 
Awning(s)Garden
Fencing 
OtherWood
Lot Features 
LandscapedPrivate
Patio And Porch 
CoveredFront PorchPatio
Pool Features 
In GroundOtherPrivate
Private Pool 
Yes
Roof 
Shingle
View 
GardenPool
Waterview 
GardenPool
Community Features
Community Features 
ParkPlaygroundSidewalksTennis Court(s)
MLS Area 
32789 - Winter Park
Township 
21
Schools
School District
Unknown
Elementary School
Dommerich Elem
Middle School
Maitland Middle
High School
Winter Park High
Listing courtesy of CORCORAN PREMIER REALTY 4077182378



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-11-04 04:09 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share