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Listed price in listed location currency (USD).
$1,950,000

550

MLS® O6375415

Open House
Sun Feb 15, 6:00 AM - 9:00 PM UTCSat Feb 14, 5:00 AM - 8:00 PM UTC
  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4288 sqft
Garage Yes
Taxes $10,710
Days Active 0
Lot Size 0.74 acres
Approx. Age 1978
Avg. Price Per Sqft $454
MLS® Number O6375415

Property Address: 4469 Old Bear Run, WINTER PARK, FL, 32792-9410

Average square foot calculated using Size range provided by listing agent.

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.
MLS® NumberO6375415
Laundry LevelInside, Laundry Room
Central VacNo
FireplaceNo
Acreage0.74
Exterior
GarageYes
Approx. Age1978
Basement
DrivewayCircular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Bedroom 4:First Floor12 × 15 ft
Bedroom 3:First Floor20 × 19 ft
Great Room:First Floor31 × 34 ft
Kitchen:First Floor15 × 18 ft
Bedroom 2:First Floor19 × 18 ft
Other:First Floor20 × 19 ft
Bedroom 5:First Floor10 × 11 ft
Gym:First Floor12 × 19 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Feb 9, 2026List Date
$1,950,000List Price
  • Commute

Commute

Starting Address
Destination Address
4469 Old Bear Run, WINTER PARK, FL

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