Property
Beds
5
Full Baths
5
1/2 Baths
1
Year Built
1958
Sq.Footage
4,389
Tucked behind towering hedges on a coveted brick-lined street, this estate sits on an approximately ½-acre corner lot and has been enhanced with thoughtful improvements, delivering a rare combination of modern functionality, Old World charm, and a fabulous lifestyle. Notable updates include newer HVAC systems (2020 and 2025), a tankless gas water heater, a fully renovated laundry room with new LG stackable washer and dryer, newer kitchen appliances, new copper gutters and downspouts, fresh exterior paint (2025), a newly designed primary bathroom, and much more. The main residence spans over 3,600+ SF with an attached 2-car garage and is complemented by a detached, fully equipped 700+ SF studio apartment located above an additional 2-car garage, as well as an air-conditioned outdoor bar. With two dwellings, a four-car garage, expansive outdoor entertaining space on ½ acre, and surrounded by tall podocarpus hedges, this home is a true private compound. This is not just a home—it’s a destination! Enter the main residence into a dramatic living space featuring 12-foot ceilings, a 30-foot span, a gas fireplace, and walls of windows and doors. With a rear southern exposure, natural light pours in through five sets of French doors, offering views of the brick-paver pool deck and lush, fenced grounds beyond. The family room flows seamlessly into the open kitchen, elevated by newer luxury appliances including a Sub-Zero refrigerator, Wolf gas range, and dual Miele dishwashers. At the center, a copper-topped island anchors the space, complemented by a wood-stained beadboard ceiling and a spacious dinette for casual dining. Just beyond the kitchen, a large dining room and adjacent den (currently used as a library & office) offer flexible living options. A side entrance opens to a covered porch overlooking a generous side yard framed by tall privacy hedges—ideal for a dog run or discreet boat storage. Downstairs, three additional bedrooms feature vaulted ceilings and access to three well-appointed full baths, creating a functional layout for family and guests. Privately positioned upstairs, the expansive primary suite offers a quiet retreat, highlighted by a recent full-scale luxury bathroom renovation with elegant custom finishes. Features include a large glass shower with three showerheads, dual vanities, a Toto washlet, designer mood lighting, and custom cabinetry with linen storage. French doors from both the bedroom and bath open to a covered balcony overlooking the backyard and pool, while three custom walk-in closets create a true dressing room experience with additional flexible space for an office or hobby room. Designed for entertaining, the outdoor living is equally impressive. A sprawling lawn surrounds the large saltwater pool and expansive paver patio for lounging and dining. A covered, air-conditioned bar is outfitted with custom cabinetry, exquisite lighting, a copper sink, dishwasher, wine fridge, and beverage fridge—all secured by an electronic storm shutter. The extended bar seamlessly serves the adjacent tent-covered lounge area, complete with a pool bath and outdoor shower. The detached studio apartment, positioned above the second 2-car garage, features a private entry along with a full kitchen and bath, making it ideal for extended stays or flexible living arrangements. Located just minutes from vibrant Park Avenue, this distinctive Winter Park compound blends curated finishes, meaningful upgrades, and exceptional privacy.
Features & Amenities
Interior
-
Other Interior Features
Built-in Features, Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
-
Total Bedrooms
5
-
Bathrooms
5
-
1/2 Bathrooms
1
-
Cooling YN
YES
-
Cooling
Central Air
-
Fireplace YN
YES
-
Heating YN
YES
-
Heating
Central, Natural Gas
-
Pet friendly
Yes
Exterior
-
Garage
Yes
-
Garage spaces
4
-
Construction Materials
Block, Stucco, Frame
-
Other Exterior Features
Balcony, Lighting, Outdoor Shower, Rain Gutters
-
Parking
Driveway, Garage Door Opener, Garage Faces Side, Parking Pad, Garage, Attached
-
Patio and Porch Features
Covered, Patio, Side Porch
-
Pool
Yes
-
Pool Features
Gunite, In Ground, Salt Water, Private
-
Waterfront YN
NO
Area & Lot
-
Lot Features
Corner Lot
-
Lot Size(acres)
0.45
-
Property Type
Residential
-
Property Sub Type
Single Family Residence
-
Architectural Style
Traditional
Price
-
Sales Price
$2,850,000
-
Tax Amount
$26,657.5
-
Sq. Footage
4, 389
-
Price/SqFt
$649
HOA
-
Association
No
School District
-
Elementary School
Lakemont Elem
-
Middle School
Maitland Middle
-
High School
Winter Park High
Property Features
-
Foundation Details
Slab
-
Ownership
Fee Simple
-
Senior Community YN
NO
-
Sewer
Public Sewer
-
Tax Lot
1
-
Water Source
Public
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Location
County
Orange
Elementary School
Lakemont Elem
Middle School
Maitland Middle
High School
Winter Park High
Listing Courtesy of MaryStuart Day , FANNIE HILLMAN & ASSOCIATES
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