$1,950,000
Active

4469 OLD BEAR RUN

WINTER PARK, FL 32792 — PERVIS SURVEY FOR R E
5 Beds
5 Baths
4,288 sqft
0.74 acres
Built 1978
2-Car Garage

About This Property

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.

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6375415
Days on Market
6
Year Built
1978
Levels
One
Architectural Style
Florida
Additional Rooms
Attic,Great Room,Inside Utility
Direction Faces
East
Occupant Type
Owner

Size & Structure

Living Area
4,288 sqft
Total Area
5,731 sqft
Lot Size
0.74 acres
Lot Sq Ft
32,200 sqft
Bedrooms
5
Full Baths
4
Half Baths
1
Garage Spaces
2

Interior

Flooring
Carpet, Ceramic Tile, Tile
Appliances
Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
Interior Features
Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry
Inside, Laundry Room
Windows
Skylight(s), Blinds, Double Pane Windows, Tinted Windows
Furnished
Unfurnished
A/C
Central Air, Zoned
Heating
Central, Electric, Zoned

Exterior & Lot

Exterior Features
Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors, Storage
Construction
Stucco, Frame
Roof
Shingle
Foundation
Slab
Patio/Porch
Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
Other Structures
Outdoor Kitchen, Shed(s), Storage
Fencing
Fenced, Other
Lot Features
In County, Landscaped, Oversized Lot, Paved
View
Water

Water & Pool

Waterfront
Yes — Lake Front
Water Body
BEAR GULLY
Water View
Lake
Dock
Yes — Dock - Composite,Dock - Covered,Dock w/Electric,Lift
Pool
Yes — Auto Cleaner, Deck, Gunite, In Ground, Lighting, Salt Water, Screen Enclosure, Tile

Community & HOA

HOA
No
Community Features
Street Lights
Security
Security Gate, Security System, Security System Owned, Smoke Detector(s)

Utilities & Systems

Water
Canal/Lake For Irrigation, Public
Sewer
Septic Tank
Utilities
BB/HS Internet Available, Electricity Connected, Water Connected
Cooling
Central Air, Zoned
Heating
Central, Electric, Zoned
Flood Zone
AE, X
Parking
Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side

Financial

List Price
$1,950,000
Annual Taxes
$10,710
Tax Year
2024
Listing Terms
Cash, Conventional
Special Conditions
None
Possession
Close Of Escrow

Schools

Elementary
Red Bug Elementary
Middle School
Tuskawilla Middle
High School
Lake Howell High

Virtual Tour

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Location