- Lori Ann Bugliaro P.A., PA,REALTOR ®
- Tropic Shores Realty
- Helping My Clients Make the Right Move!
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- Fax: 888.519.7102
- Mobile: 352.585.0041
- loribugliaro.realtor@gmail.com
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- 4469 Old Bear Run, Winter Park, FL 32792
Active
Property Photos
- MLS#: O6375415 ( Residential )
- Street Address: 4469 Old Bear Run
- Viewed: 4
- Price: $1,950,000
- Price sqft: $340
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: LakeFront,LakePrivileges
- Year Built: 1978
- Bldg sqft: 5731
- Bedrooms: 5
- Total Baths: 5
- Full Baths: 4
- 1/2 Baths: 1
- Garage / Parking Spaces: 2
- Days On Market: 1
- Additional Information
- Geolocation: 28.6238 / -81.268
- County: ORANGE
- City: Winter Park
- Zipcode: 32792
- Subdivision: Pervis Survey For R E
- Elementary School: Red Bug
- Middle School: Tuskawilla
- High School: Lake Howell
- Provided by: LPT REALTY, LLC
- DMCA Notice
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DescriptionPrivate, gated lakefront living on Bear Gully Lake one of Winter Parks 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 chefs 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 Parks most coveted lakes.
Property Location and Similar Properties
All
Similar
Features
Possible Terms
- Cash
- Conventional
Waterfront Description
- LakeFront
- LakePrivileges
Appliances
- BarFridge
- BuiltInOven
- ConvectionOven
- Cooktop
- Dryer
- Dishwasher
- ExhaustFan
- ElectricWaterHeater
- Disposal
- Microwave
- Refrigerator
- WineRefrigerator
- Washer
Home Owners Association Fee
- 0.00
Carport Spaces
- 0.00
Close Date
- 0000-00-00
Cooling
- CentralAir
- Zoned
- CeilingFans
Country
- US
Covered Spaces
- 0.00
Exterior Features
- SprinklerIrrigation
- OutdoorGrill
- OutdoorKitchen
- OutdoorShower
- Storage
Fencing
- Fenced
- Other
Flooring
- Carpet
- CeramicTile
- PorcelainTile
Garage Spaces
- 2.00
Heating
- Central
- Electric
- Zoned
High School
- Lake Howell High
Insurance Expense
- 0.00
Interior Features
- BuiltInFeatures
- CeilingFans
- MainLevelPrimary
- OpenFloorplan
- SplitBedrooms
- Skylights
- VaultedCeilings
- WalkInClosets
- WoodCabinets
- Attic
Legal Description
- LOT 5 SURVEY FOR R E PERVIS DB 151 PG 319 S C R
Levels
- One
Living Area
- 4288.00
Lot Features
- OutsideCityLimits
- OversizedLot
- Landscaped
Middle School
- Tuskawilla Middle
Area Major
- 32792 - Winter Park/Aloma
Net Operating Income
- 0.00
Occupant Type
- Owner
Open Parking Spaces
- 0.00
Other Expense
- 0.00
Other Structures
- OutdoorKitchen
- Sheds
- Storage
Parcel Number
- 36-21-30-501-0000-0050
Parking Features
- CircularDriveway
- ElectricVehicleChargingStations
- Garage
- GarageDoorOpener
- GarageFacesSide
Pet Deposit
- 0.00
Pool Features
- Gunite
- InGround
- PoolSweep
- ScreenEnclosure
- SaltWater
- Tile
Possession
- CloseOfEscrow
Property Type
- Residential
Roof
- Shingle
School Elementary
- Red Bug Elementary
Security Deposit
- 0.00
Sewer
- SepticTank
Style
- Florida
Tax Year
- 2024
The Range
- 0.00
Trash Expense
- 0.00
Utilities
- ElectricityConnected
- HighSpeedInternetAvailable
- WaterConnected
View
- Lake
- Water
Virtual Tour Url
- https://www.propertypanorama.com/instaview/stellar/O6375415
Water Source
- Public
Year Built
- 1978
Zoning Code
- R-1AA
Disclaimer: All information provided is deemed to be reliable but not guaranteed.
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Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on February 10, 2026 @ 12:00 am
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