CONTACT
FAVORITE
SHARE
CLAIM

4469 OLD BEAR RUN WINTER PARK FL 32792

$1,950,000
USD CAD EUR GBP BTC
4469 OLD BEAR RUN, WINTER PARK, FL 32792 - MLS#MFRO6375415 4469 OLD BEAR RUN, WINTER PARK, FL 32792 - MLS#MFRO6375415 4469 OLD BEAR RUN, WINTER PARK, FL 32792 - MLS#MFRO6375415 4469 OLD BEAR RUN, WINTER PARK, FL 32792 - MLS#MFRO6375415

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Request Info, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

Overview of 4469 Old Bear Run

5 Bedrooms
4/1 Bathrooms
2 Car Garage
5,731 Square Feet
4,288SF Living Area
Pool:
Yes
Water
Year Built 1978
Listed For 1 Days

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.

This luxury single family home was built in 1978 and features 5 bedrooms, and 4 full bathrooms plus 1 half bath. This home for sale is 5,731 square feet, with 4,288 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: From Sr 417 Exit West On Aloma, Right On Tuscawilla Rd, Left On Old Bear Run.

Please contact your ZFC agent for more information about MLS# MFRO6375415 or any other homes for sale in Winter Park or elsewhere in the Seminole County area.

Features & Amenities

Appliances

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

Other Equipment

Irrigation Equipment

Architecture

Florida

Cooling

Central Air, Zoned

Heating

Central, Electric, Zoned

Flooring

Carpet, Ceramic Tile, Tile

Parking

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

Lot Size

32200

View

Water view

Construction Materials

Stucco, Frame

Security Features

Security Gate, Security System, Security System Owned, Smoke Detector(s)

Interior Features

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

Furnished

Unfurnished

Exterior Features

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

Lot Features

In County, Landscaped, Oversized Lot, Paved

Patio And Porch Features

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

Pool Features

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

Roof

Shingle

Window Features

Skylight(s), Blinds, Double Pane Windows, Tinted Windows

Utilities

B B/H S Internet Available, Electricity Connected, Water Connected

Waterfront Features

Lake Front

Water Body Name

B E A R G U L L Y

Laundry

Inside, Laundry Room

Fencing

Fenced, Other

Zoning

R-1 A A

Year Built

1978

Annual Real Estate Taxes

$10,710 (2024)

Legal Description

Lot 5 Survey For R E Pervis Db 151 Pg 319 S C R

Property Type

Single Family Home

Other Structures

Outdoor Kitchen, Shed(s), Storage

Community Features

Street Lights

Direction Faces

East

MLS Number

MFRO6375415

Universal Property Id

U S-12117-N-36213050100000050-R-N

Days On Market

1

Community Name

Pervis Survey For R E

4469 Old Bear Run Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 4469 Old Bear Run should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $10,710 but will likely change when this home sells. These estimations are calculated from a list price of $1,950,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 4469 Old Bear Run

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRO6375415 Listing History

01/05/2026 Listed for sale by LPT REALTY, LLC with MLS# MFRO6375415 with a list price of $1,950,000.

Seminole County Schools

Elementary School

Middle School

Open House Schedule for 4469 OLD BEAR RUN

Feb 14
12:00 pm - 3:00 pm
Feb 15
1:00 pm - 4:00 pm
This listing of 4469 Old Bear Run Winter Park FL 32792 was last updated on 2026-02-10 07:12:10. Listing courtesy of LPT REALTY, LLC.
MLS

Map of 4469 Old Bear Run Winter Park FL 32792

Similar Homes For Sale

1144 Wading Waters Cir, WINTER PARK
$1.5 Million

Hawks Crest

1144 Wading Waters Cir
Winter Park, FL 32792

5

5

3

5,577 SqFt

Water Front

0.22 Acres

1681 Blue Ridge Rd, WINTER PARK
$3,795,000

MLS#MFRO6370895

1681 Blue Ridge Rd
Winter Park, FL 32789

5

6

3

5,535 SqFt

0.31 Acres

2015 N Park Ave, WINTER PARK
$2,495,000

MLS#MFRO6372603

2015 N Park Ave
Winter Park, FL 32789

5

5

2

5,426 SqFt

0.29 Acres

1205 Mayfield Ave, WINTER PARK
Reduced
$2,249,900
$2,490,000

MLS#MFRO6361377

1205 Mayfield Ave
Winter Park, FL 32789

5

4

2

5,396 SqFt

0.55 Acres

670 Williams Dr, WINTER PARK
$3,190,000

MLS#MFRO6376953

670 Williams Dr
Winter Park, FL 32789

5

5

2

5,217 SqFt

0.31 Acres

2001 Lake Dr, WINTER PARK
Reduced
$2,150,000
$2,190,000

Killarney Point

2001 Lake Dr
Winter Park, FL 32789

5

4

2

5,049 SqFt

Water Front

0.41 Acres

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.

Currency