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4469 Old Bear Run, Winter Park, FL 32792

Winter Park
Local realty services provided by:CENTURY 21 Alliance Realty Group
4469 Old Bear Run,Winter Park, FL 32792
$1,799,999
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  • 5 Beds
  • 5 Baths
  • 4,288 sq. ft.
  • Single family
  • Active
Listed by: keigan lewis
Office: lpt realty, llc.
MLS#:O6375415
Source:MFRMLS

Price summary

  • Price:$1,799,999
  • Price per sq. ft.:$314.08

About this home

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...

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Home facts

  • Year built:1978
  • Listing ID #:O6375415
  • Added:125 day(s) ago
  • Updated:June 14, 2026 at 01:53 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Flooring:Carpet, Ceramic Tile, Tile
  • Kitchen Description:Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Microwave, Refrigerator, Solid Wood Cabinets, Wine Refrigerator
  • Bedroom Description:Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
  • Living area:4,288 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Central, Electric, Zoned
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1978
  • Building area:4,288 sq. ft.
  • Lot area:0.74 Acres
  • Lot Features:Landscaped, Oversized, Paved
  • Architectural Style:Florida
  • Construction Materials:Frame, Stucco
  • Exterior Features:Covered Porch/Patio, Deck, Enclosed, Front Porch, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Patio, Porch, Rear Porch, Screened
  • Foundation Description:Slab
  • Levels:1 Story

Schools

  • High school:Lake Howell High
  • Middle school:Tuskawilla Middle
  • Elementary school:Red Bug Elementary

Utilities

  • Water:Public, Water Connected
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$1,799,999
  • Price per sq. ft.:$314.08
  • Tax amount:$10,710 (2024)

Features and amenities

  • Appliances:Bar Fridge, Built-in Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Irrigation Equipment, Microwave, Refrigerator, Washer, Wine Refrigerator
  • Laundry features:Dryer, Inside, Laundry Room, Washer
  • Amenities:BB/HS Internet Available, Ceiling Fans(s), Irrigation Equipment, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Pool features:Automatic Cleaner, Gunite, In Ground, Pool/Deck, Private Pool, Salt Water, Screen Enclosure, Tile

Parking

  • Parking description:Attached Garage, Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
  • Garage:Yes
  • Garage spaces:2
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