Residential Property - Single Family Residence in Winter Park
Listing Price: $2,695,000 (Mortgage Calculator →)
Description of Property
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!


















































Property Details At A Glance
Property Type: Residential
Property Use or Sub Type: Single Family Residence
City: Winter Park
County: Orange
Subdivision: Temple Heights
Bedrooms: 5
Bathrooms: 5
Half Baths: 1
Sq. Ft. Gross: 6,196
Sq. Ft. Living Area: 4,389
Cost per (heated) sqare foot: $614
Year built: 1958
Annual Tax: $26,658
Taxes and fees can change periodically, and other fees may apply. Please check with your Suncoasteam agent for more details.
Appliances: Wine Refrigerator
Fireplace: Yes
Fireplace Features: Living Room
Window Features: Shutters
Additional Rooms: Interior In-Law Suite w/Private Entry
Flooring: Hardwood
Schools
Elementary School: Lakemont Elem
Middle/Junior High School: Maitland Middle
High School: Winter Park High
Pool & Waterfront Info
Private Pool: Yes
Pool Features: Salt Water
Exterior & Construction
Architectural Style: Traditional
Construction: Wood Frame
Foundation: Slab
Roof: Shingle
Exterior Features: Rain Gutters
Garage: Yes
Garage Spaces: 4
Parking Features: Split Garage
Floors in Unit: Two
Cooling: Central Air
Heating & Fuel: Natural Gas
Patio & Porch Features: Side Porch
Security Features: Smoke Detector(s)
Other Structures: Guest House
Fencing: Wood
Sewer: Public Sewer
Water Source: Public
Lot Information
Lot Features: Oversized Lot
Lot Size (acres): 0.45
Lot Size (sq. ft.): 19,500 square feet
Lot Dimensions: 150 x 130
Road Frontage: Street Brick
Front Exposure: North
Legal Description & Other Information
Financing Available: Conventional
Parcel Number: 052230860802010
Zoning: R-1A
Pets Allowed/Pet Policies: Yes
Tax Legal Desc.: TEMPLE HEIGHTS H/45 LOTS 1 2 & 3 BLK B
Section: 5
Range: 30
Listing courtesy of FANNIE HILLMAN & ASSOCIATES. The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.