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WINTER PARK, FL 32792 4469 OLD BEAR RUN

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Presented By: LPT REALTY, LLC with 877-366-2213. - 877-366-2213
  • MLS# O6375415
  • 01/05/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 4 / 1
  • SQFT • 4,288
  • Garage • 2

Home Details

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.
Presented By: LPT REALTY, LLC with 877-366-2213. - 877-366-2213

Interior Features for 4469 OLD BEAR RUN

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths1
Total Baths5

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Ceramic Tile, Porcelain Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry FeaturesInside, Laundry Room
Window FeaturesBlinds, Double Pane Windows, Tinted Windows

General for 4469 OLD BEAR RUN

Additional Parcels Y/NNo
Additional RoomsAttic, Great Room, Inside Utility
AppliancesBar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
Architectural StyleFlorida
Attached Garage Yes
Body of WaterBEAR GULLY
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER PARK
Construction MaterialsStucco, Wood Frame (FSC Certified)
CoolingCentral Air, Zoned
CountySeminole
DirectionsFrom SR 417 exit West on Aloma, right on Tuscawilla Rd, Left on Old Bear Run.
DockY/NYes
Elementary SchoolRed Bug Elementary
Facing DirectionEast
Flood Zone CodeAE, X
Flood Zone Code XY
Full Baths4
Garage Spaces2
Garage Y/NYes
HeatingCentral, Electric, Zoned
High SchoolLake Howell High
Home Warranty Y/NNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionLOT 5 SURVEY FOR R E PERVIS DB 151 PG 319 S C R
LevelsOne
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet32200
Lot Size UnitsSquare Feet
MLS Area32792 - Winter Park/Aloma
Middle/Junior High SchoolTuskawilla Middle
Minimum LeaseNo Minimum
New ConstructionNo
Occupancy TypeOwner
Other StructuresOutdoor Kitchen, Shed(s), Storage
OwnershipFee Simple
Patio/Porch FeaturesCovered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
Pool FeaturesAuto Cleaner, Deck, Gunite, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Security FeaturesSecurity Gate, Security System, Security System Owned, Smoke Detector(s)
Senior Community Y/NNo
SewerSeptic Tank
Standard StatusActive
StatusActive
Subdivision NamePERVIS SURVEY FOR R E
Tax Annual Amount10710
Tax Lot5
Tax Year2024
Total Rooms8
UtilitiesBB/HS Internet Available, Electricity Connected, Street Lights, Water Connected
ViewWater
Virtual TourClick here
Water Access TypeLake
Water Access Y/NYes
Water ViewLake
Water View Y/NYes
Waterfront FeaturesLake Front
Year Built1978
ZoningR-1AA

Exterior for 4469 OLD BEAR RUN

Building Area Total5731
Covered Spaces2
Exterior AmenitiesIrrigation System, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors, Storage
FencingFenced, Other
Foundation DetailsSlab
Lot FeaturesIn County, Landscaped, Oversized Lot
Lot Size Acres0.74
Lot Size Area32200
Parking FeaturesCircular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
Private PoolYes
Road Frontage TypeStreet Paved
Road Surface TypePaved
SpaNo
VegetationMature Landscaping
Water SourceCanal/Lake For Irrigation, Public
Waterfront Y/NYes

Additional Details

Price History

Steven Silcock

Broker Owner
Price $1,950,000
MLS#O6375415
List Date 01/05/2026
Property Type Single Family
Phone 407.574.0218
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