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    4469 OLD BEAR RUN Winter Park, FL 32792

    Pending

    UPDATED:

    $ 1,799,999
    4469 OLD BEAR RUN Winter Park, FL 32792
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    4469 OLD BEAR RUN, Winter Park, FL 32792
    4469 OLD BEAR RUN, Winter Park, FL 32792
    4469 OLD BEAR RUN, Winter Park, FL 32792
    4469 OLD BEAR RUN, Winter Park, FL 32792
    4469 OLD BEAR RUN, Winter Park, FL 32792
    4469 OLD BEAR RUN, Winter Park, FL 32792
    REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
    In-PersonVirtual Tour
    Alexandra Hurtado

    Alexandra Hurtado

    alexandrahrealestate@gmail.com +1(787) 472-7229
    $ 1,799,999
    Est. payment | /mo

    5 Beds

    5 Baths

    4,288 SqFt


    Save Virtual Tour
    $ 1,799,999
    Est. payment | /mo
    Save Virtual Tour

    5 Beds

    5 Baths

    4,288 SqFt

    Key Details

    Property Type Single Family Home

    Sub Type Single Family Residence

    Listing Status Pending

    Purchase Type For Sale

    Square Footage 4,288 sqft

    Price per Sqft $419

    Subdivision Pervis Survey For R E

    MLS Listing ID O6375415

    Bedrooms 5

    Full Baths 4

    Half Baths 1

    HOA Y/N No

    Year Built 1978

    Annual Tax Amount $10,710

    Lot Size 0.740 Acres

    Acres 0.74

    Property Sub-Type Single Family Residence

    Source Stellar MLS

    Property 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.

    Location

    State FL

    County Seminole

    Community Pervis Survey For R E

    Area 32792 - Winter Park/Aloma

    Zoning R-1AA

    Rooms

    Other Rooms Attic, Great Room, Inside Utility

    Interior

    Interior Features Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)

    Heating Central, Electric, Zoned

    Cooling Central Air, Zoned

    Flooring Carpet, Ceramic Tile, Tile

    Furnishings Unfurnished

    Fireplace false

    Appliance Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator

    Laundry Inside, Laundry Room

    Exterior

    Exterior Feature Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors, Storage

    Parking Features Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side

    Garage Spaces 2.0

    Fence Fenced, Other

    Pool Auto Cleaner, Deck, Gunite, In Ground, Lighting, Salt Water, Screen Enclosure, Tile

    Community Features Street Lights

    Utilities Available BB/HS Internet Available, Electricity Connected, Water Connected

    Waterfront Description Lake Front

    View Y/N Yes

    Water Access Yes

    Water Access Desc Lake

    View Water

    Roof Type Shingle

    Porch Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened

    Attached Garage true

    Exposure East

    Garage true

    Private Pool Yes

    Building

    Lot Description In County, Landscaped, Oversized Lot, Paved

    Entry Level One

    Foundation Slab

    Lot Size Range 1/2 to less than 1

    Sewer Septic Tank

    Water Canal/Lake For Irrigation, Public

    Architectural Style Florida

    Structure Type Stucco,Frame

    New Construction false

    Schools

    Elementary Schools Red Bug Elementary

    Middle Schools Tuskawilla Middle

    High Schools Lake Howell High

    Others

    Senior Community No

    Ownership Fee Simple

    Acceptable Financing Cash, Conventional

    Listing Terms Cash, Conventional

    Special Listing Condition None

    Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6375415

    Stellar MLS
    © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
    Listed by Keigan Lewis LPT REALTY, LLC

    NEARBY SCHOOLS & PROPERTIES

    Alexandra Hurtado

    "Molly's job is to find and attract mastery-based agents to the office, protect the culture, and make sure everyone is happy! "

    +1(787) 472-7229

    alexandrahrealestate@gmail.com

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    4469 OLD BEAR RUN

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    Alexandra Hurtado

    +1(787) 472-7229 alexandrahrealestate@gmail.com

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