4469 Old Bear Run, Winter Park, Florida 32792
- $1,799,999
- $1,850,000
4469 Old Bear Run, Winter Park, Florida 32792
- $1,799,999
- $1,850,000
Overview
- Single Family Residence, Residential
- 5
- 5
- 2
- 5731 Sqft
Description
Private, gated lakefront living on Bear Gully Lake one of Winter Park’s most desirable spring-fed ski lakes. Set on an expansive 137-acre body of water, this custom residence offers a rare combination of privacy, scale, and true Florida waterfront lifestyle. A circular driveway behind a private gate welcomes you to a thoughtfully renovated home designed to capture sweeping lake views. Bear Gully Lake is spring-fed and open to water vehicles, making it ideal for boating, water skiing, wakeboarding, tubing, fishing, and year-round enjoyment. The lakefront experience is exceptional, featuring a fully equipped dock with power, covered boat lift, and sun deck, perfectly positioned for enjoying stunning sunsets. Outdoor living is a highlight of the property. The expansive lanai and pool area overlook the lake and are ideal for entertaining, complete with a renovated summer kitchen featuring a grill, sink, mini refrigerator, and granite countertops. The oversized backyard provides ample space for gatherings, recreation, and pets. Inside, the home opens to a dramatic great room with vaulted ceilings, a striking stacked-stone feature wall with custom built-ins, and large sliding glass doors that fully retract to create seamless indoor-outdoor living. The space was reimagined during extensive renovations to maximize natural light and lake views. The chef’s kitchen, redesigned by award-winning designer Sandra Agurto of CCI, features all-wood cabinetry, quartz countertops, contemporary backsplash, oversized island with beverage and wine refrigerators, induction cooktop, convection ovens, and a separate full refrigerator and freezer, with abundant custom storage throughout. The primary suite is privately located in its own wing and offers serene lake views, high ceilings, and a spa-style en-suite bath renovated in 2022 with soaking tub, walk-in shower, expansive custom vanity, upgraded lighting, and private water closet with bidet. A large walk-in closet with custom built-ins completes the suite. All bedrooms feature their own bathrooms and walk-in closets, providing exceptional privacy and flexibility, with three full en-suite bedrooms ideal for guests or multigenerational living. Additional flexible spaces include a gym or bonus room suitable for formal living, dining, or a game room. Recent upgrades include a new roof (2018), new hot water heater (2024), fully fenced yard, Russound sound system, updated security system, new pool deck pavers, and a rebuilt dock with Trex decking and updated boat lift components. The home is part of a lake association with no mandatory dues, providing community updates and seasonal events such as the holiday boat parade. Conveniently located near SR-417, UCF, downtown Winter Park, and Trinity Prep, this is a rare opportunity to own a true spring-fed lakefront home on one of Winter Park’s most coveted lakes.
Address
Open on Google Maps-
Address: 4469 OLD BEAR RUN
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City: Winter Park
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State/county: FL
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Zip/Postal Code: 32792
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Country: US
Details
Updated on June 9, 2026 at 9:17 pm-
Property ID HZO6375415
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Price $1,799,999
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Property Size 5731 Sqft
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Land Area 0.74 Acres
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Bedrooms 5
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Bathrooms 5
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Garages 2
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Year Built 1978
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Property Type Single Family Residence, Residential
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Property Status Active
Additional details
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Listing Terms Cash, Conventional
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Roof Shingle
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Utilities BB/HS Internet Available, Electricity Connected, Water Connected
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Sewer Septic Tank
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Cooling Central Air, Zoned
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Heating Central, Electric, Zoned
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Flooring Carpet, Ceramic Tile, Tile
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County Seminole
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Property Type Residential
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Pool Auto Cleaner, Deck, Gunite, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
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Parking Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
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Elementary School Red Bug Elementary
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Middle School Tuskawilla Middle
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High School Lake Howell High
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Community Features Street Lights
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Waterfront Lake Front
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Architectural Style Florida
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