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4469 OLD BEAR Run

winter park, FL 32792

$1,950,000

  • 5 BR
    4 BA, 1 HALF BA
    approx. 4,288 SF

Interested? Let's Connect

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.

Details

4,288 Sq Ft

0.74 Private Acres Lot Size

single family home

$10,710 Annual Tax

Built in 1978

MLS/Listing ID O6375415

Amenities & Features

Style - Florida

Construction - Wood Frame (FSC Certified)

Irrigation System

Sliding Doors

Convection Oven

Built-in Oven

Bar Fridge

Construction - Stucco

Cooling - Zoned

Cooling - Central Air

Storage

Outdoor Shower

Outdoor Kitchen

Outdoor Grill

Fenced

Ceramic Tile

Carpet

Slab

Unfurnished

Heating - Zoned

Heating - Electric

Walk-in Closets

Vaulted Ceilings

Split Bedrooms

Wine Refrigerator

Washer

Refrigerator

Microwave

Exhaust Fan

Electric Water Heater

Dryer

Disposal

Dishwasher

Cooktop

Screened

Rear Porch

Porch

Patio

Front Porch

Enclosed

Deck

Covered

Pool - Tile

Pool - Screen Enclosure

Pool - Salt Water

Pool - Inground

Pool - Gunite

Water View

Lake Front

Tinted Windows

Double Pane Windows

Blinds

Parking - Circular Driveway

Parking - Garage Door Opener

Parking - Garage Faces Side

Lot - Landscaped

Lot - Oversized Lot

Inside

Laundry Room

Open Floor Plan

Skylights

Shingle

Pool - Lighting

Pool - Deck

Pool - Auto Cleaner

Parking - EV Charging Station

Lot - In County

Thermostat

Solid Wood Cabinets

Ceiling Fans

Porcelain Tile

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 4469 OLD BEAR Run?