Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is located just steps away, across the street, in the historic Kraft Azalea Garden, providing direct lake access with boat and personal watercraft storage on Lake Maitland, without the upkeep of a waterfront backyard. Inside, fresh neutral interiors and beautiful landscaping frame elegant arrival and living spaces. The thoughtful layout offers 5 bedrooms and 5 full plus 4 half baths, including a 550 SF guest house. Expansive entertaining areas flow seamlessly to a private courtyard with a heated pool and spa, covered dining, outdoor grill, wood-burning fireplace, and multiple terraces. Highlights include a grand primary suite with dual bathrooms and closets, a two-story wardrobe with an office in one of the primary closets, an impressive entertainment room, and a gourmet kitchen outfitted with Viking appliances, a newly replaced double oven, and a trash compactor. For large-scale entertaining, the detached pool house doubles as a catering suite with prep sink, refrigerator, and wall-to-wall storage. Built by renowned builder Charles Clayton, the home is a masterpiece of solid block construction and timeless detail featuring imported Parisian fireplaces, solid marble columns, both marble and travertine floors, and Venetian plaster walls. A new barrel tile roof (2023) adds lasting value and peace of mind. Ideally located across from Kraft Azalea Garden and near Rollins College, the estate offers a rare combination of waterfront tranquility and walkable access to Park Avenue’s world-class dining, boutiques, and museums. The Winter Park Racquet Club is also just a short golf cart ride away. This is an opportunity to acquire a legacy property at a fair value, with the heaviest aesthetic updates complete and future equity poised for growth.
Listing Snapshot
Inside Area (SqFt)
7,916 sqft
Sq Ft Source
Public Records
Recent Activity
a week ago | | Listing updated with changes from the MLS® |
a week ago | | Price changed to $5,895,000 |
2 weeks ago | | Status changed to Active |
8 months ago | | Listing first seen on site |
General Features
Direction Faces
Northwest
Parking
Circular DrivewayDrivewayElectric Vehicle Charging Station(s)Garage Faces RearGarage Faces SideAttached
Property Sub Type
Single Family Residence
Utilities
Cable AvailableCable ConnectedElectricity ConnectedPropaneSewer ConnectedUnderground UtilitiesWater Connected
Interior Features
Appliances
Bar FridgeDishwasherDisposalDryerElectric Water HeaterRangeRange HoodRefrigeratorWasher
Fireplace Features
GasLiving RoomOtherOutsideWood Burning
Interior
Built-in FeaturesCoffered Ceiling(s)Crown MoldingHigh CeilingsStone CountersWalk-In Closet(s)Wet Bar
Laundry Features
Electric Dryer HookupInsideLaundry RoomOtherWasher Hookup
Window Features
Window CoveringsShuttersWindow Treatments
Bedroom 2
Dimensions - 12.2x11.9Level - Second
Bedroom 3
Dimensions - 12x17.3Level - Second
Bedroom 4
Dimensions - 15.9x16.3Level - Second
Dinette
Dimensions - 13x12Level - First
Dining Room
Dimensions - 13x19Level - First
Kitchen
Dimensions - 13x24Level - FirstFeatures - Kitchen Island, Stone Counters
Library
Dimensions - 17x21Level - FirstFeatures - Bar
Living Room
Dimensions - 17x27Level - First
Loft
Dimensions - 17x16Level - Second
Master Bedroom
Dimensions - 18x28Level - First
Media Room
Dimensions - 18x28Level - First
Exterior Features
Construction Details
BlockStucco
Exterior
Awning(s)BalconyCourtyardLightingOutdoor GrillRain Gutters
Fencing
ElectricMasonryOther
Other Structures
Boat House
Patio And Porch
CoveredPatio
Pool Features
GuniteIn GroundPool SweepPrivate
Spa Features
HeatedIn Ground
View
LakeWaterPark/Greenbelt
Waterfront Features
Lake Privileges
Waterview
LakeWaterPark/Greenbelt
Windows/Doors
Window CoveringsShuttersWindow Treatments
Community Features
Financing Terms Available
CashConventional
MLS Area
32789 - Winter Park
Schools
Elementary SchoolLakemont Elem
Middle SchoolMaitland Middle
High SchoolWinter Park High
Listing courtesy of THE AGENCY ORLANDO 4076253227
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: 2025-10-14 06:35 PM EDT
Source: Walkscore
Did you know? You can invite friends and family to your search. They can join your search, rate and discuss listings with you.