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Steve Goldman
Team Foldes | CPC
REALTOR®
$1,799,999

4469 Old Bear Run Winter Park, FL 32792 Residential - Single Family Active

  • 4469 Old Bear Run, Winter Park, FL 32792 Main Photo

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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.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Fenced: Yes
Garage: 2 car attached
Heating: Central, Electric, Zoned
Home Style: Florida
Lot Size: 0.74 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $10,710
Year Built: 1978

General Information

Bedrooms: 5
Bathrooms: 4 Full 1 Half
Sqft: 4,288
County: Seminole
High School: Lake Howell High
Subdivision: PERVIS SURVEY FOR R E
Listed By:
Keigan Lewis LPT REALTY, LLC 877-366-2213

Amenities

Ceiling Fans(s)
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Sliding Doors
Storage

Room Information

Great Room: 31x34
Kitchen: 15x18
Gym: 12x19
Primary Bedroom: 20x19
Bedroom 2: 19x18
Bedroom 3: 20x19
Bedroom 4: 12x15
Bedroom 5: 10x11

Property Features

Additional Rooms: Attic, Great Room, Inside Utility
Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
Body of Water: BEAR GULLY
Community Features: Street Lights
Days on Site: 104
Directions: From SR 417 exit West on Aloma, right on Tuscawilla Rd, Left on Old Bear Run.
Exterior: Stucco, Frame
Fencing: Fenced, Other
Flood Zone Code: AE, X
Flooring: Carpet, Ceramic Tile, Tile
Foundation: Slab
Frontage Lake: 100
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: In County, Landscaped, Oversized Lot, Paved
Lot Dimensions: 0.74
Number of Septics: 1
Other Equipment: Irrigation Equipment
Other Structures: Outdoor Kitchen, Shed(s), Storage
Ownership: Fee Simple
Parking: Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
Parking Notes: Circular Driveway, Electric Vehicle Charging Statio
Patio/Porch: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
Pool: Auto Cleaner, Deck, Gunite, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security Gate, Security System, Security System Owned, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: Sentri Lock Box,24 Hour Notice, Appointment Only, Listing Agent Must Accompany, ShowingTime
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Electricity Connected, Water Connected
Vegetation: Mature Landscaping
Water: Canal/Lake For Irrigation, Public
Water Access: Lake
Water Access Y/N: Yes
Waterfront Features: Lake Front, Lift - Covered, Skiing Allowed
Water View: Lake
Windows: Skylight(s), Blinds, Double Pane Windows, Tinted Windows
Zoning: R-1AA
$1,799,999
5beds
4.5baths
4,288sqft
2cars
Active Price Reduced $50,001 on May 22nd, 2026
BEDS5 BATHS4 full 1 partial SQUARE FEET4,288 MLS#O6375415
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONPERVIS SURVEY FOR R E

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4469 Old Bear Run, Winter Park, FL 32792.

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$ 7,488.60 per month $6,071.10 Principal & Interest $892.50 Property Tax $525.00 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/24/2026. The listing information on this page last changed on 05/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 05/24/2026 12:00:33 AM EST) or Stellar MLS (last updated Sat 05/23/2026 11:44:13 PM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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