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, providing modern functionality, Old World charm, and an unmatched lifestyle. The main residence spans over 3,600+ SF with 4 bedrooms, 4 bathrooms, and an attached 2-car garage. Across the brick driveway is a detached, fully-equipped 700+ SF studio apartment (5th bedroom suite) located above an additional 2-car garage, and an air-conditioned outdoor bar. With two dwellings, a 4-car garage, and an expansive outdoor entertaining space on a ½ acre lot, this home is a true private compound. Notable updates include newer HVAC systems (2020 & 2025), a new tankless gas water heater (2024), a fully renovated laundry room with new LG stackable washer/dryer, newer kitchen appliances, new copper gutters and downspouts, fresh exterior paint (2025), a newly designed primary bathroom, and much more... Ask for the $400K list of improvements! Enter the main residence to a family room that stretches 30 feet wide, with 12-foot ceilings, a gas fireplace, and multiple French doors lining the rear wall to showcase the brick-paver pool deck and lush, fenced-in backyard oasis, and southern exposure that invites natural light all morning and afternoon. The expansive family room is open to the kitchen, making this home ideal for entertaining. The kitchen perfectly balances charm and function, with a NEW Sub-Zero refrigerator, natural gas Wolf range, 2 Miele dishwashers, a copper-topped island that offers room for prep, serving, or seating, and a spacious dinette area with pool views. Behind the kitchen sits a dining room and adjacent den (currently used as a library/office) for more living/dining flexibility. A side entrance opens to a covered side porch overlooking a generous side yard framed by tall Podocarpus hedges... ideal for pets, a fabulous garden, or future expanded parking. A 1st floor rear bedroom wing presents 3 bedrooms & 3 full baths. Privately positioned upstairs, the expansive primary suite offers a quiet retreat, highlighted by a recent luxury bathroom renovation with elegant custom finishes including a large glass shower with 3 showerheads, 2 separate vanities, a Toto washlet, and tons of cabinetry for linen storage. French doors from both the bedroom and bath open to a covered balcony overlooking the backyard and pool, while 3 custom walk-in closets create a true dressing room experience, or the perfect opportunity to turn excess space into an office or special hobby room. Designed for entertaining, the outdoor living is equally impressive, with a sprawling lawn surrounding the large saltwater pool and an expansive paver patio for lounging and dining. A covered, air-conditioned bar is designed 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 natural gas grill, pool bath, and outdoor shower. Above the detached 2-car garage is the studio apartment with a private entry, along with a full kitchen and bath, making it ideal for extended stays or flexible living arrangements. Located just minutes from the vibrant Park Avenue, this distinctive Winter Park compound is a one-of-a-kind property!
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
-
Lot Size(square feet)
19500.0
-
Property Type
Residential
-
Property Sub Type
Single Family Residence
-
Architectural Style
Traditional
Price
-
Sales Price
$2,695,000
-
Tax Amount
$26,657.5
-
Sq. Footage
4, 389
-
Price/SqFt
$614
HOA
-
Association
No
School District
-
Elementary School
Lakemont Elem
-
Middle School
Maitland Middle
-
High School
Winter Park High
Property Features
-
New Construction
NO
-
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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