FL
Seminole
WINTER PARK
32792
4469 OLD BEAR RUN
4469 OLD BEAR RUN, WINTER PARK, FL 32792
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Listing Type
Single Family
Listing Status
Active
77
$1,950,000

Home Details for 4469 OLD BEAR RUN

Price
$1,950,000
Type
Residential
Bedrooms
5
Bathrooms
5.0
Square feet
4288
Year built
1978
Lot size acres
0.74
County
Seminole
Total rooms
8
Garage
2
Days on site
12
MLS Listing#
O6375415
Property 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.

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Property Features
  • Parking
    • Circular Driveway
    • Electric Vehicle Charging Station(s)
    • Garage Door Opener
    • Garage Faces Side
    • Attached
  • Heating Information
    • Central
    • Electric
    • Zoned
  • House Interior
    • Open Floorplan
    • Vaulted Ceiling(s)
    • Walk-In Closet(s)
  • Waterfront and Water Access
    • Lake Privileges
    • Lake Front
  • Cooling Information
    • Central Air
    • Zoned
  • Utilities
    • Electricity Connected
    • Water Connected
  • Water Features
    • Public
  • Garage
    • 1
School Information
School Information for 4469 OLD BEAR RUN, WINTER PARK, FL 32792
Elementary School
Red Bug Elementary
Middle School
Tuskawilla Middle
High School
Lake Howell High
Listing Courtesy: LPT REALTY, LLC - 877-366-2213
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-02-15 20:10:42
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533 Versailles Dr. Ste 101, Maitland, FL 32751
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407 725 7180
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