$1,996,000

4469 Old Bear Run Winter Park, FL 32792

$10,000
Closing credit¹
5 beds
4 full, 1 partial
4,288 sqft
0.7 acres
$465 / sqft
House

Property details

About 4469 Old Bear Run

Welcome to this amazing custom home located on PRIVATE BEAR GULLY LAKE, with 137 ACRES OF GORGEOUS WATERFRONT! This stunning property features a fully equipped dock with power, a covered boat lift and sun deck providing the perfect stage for beginning a day of water skiing, wakeboarding, tubing, fishing or just taking in the stunning Florida sunsets that paint the sky every night. Come in from the lake and jump into the pool for a quick cool down. The Lanai offers unparalleled views of the lake and is a luxurious outdoor retreat ready for hosting fabulous parties. The fully equipped summer kitchen features a grill, sink, mini refrigerator and granite countertops. This outdoor space offers the ultimate in relaxation and privacy to enjoy the peacefulness of lakefront living! The huge backyard will accommodate all your ball games, birthday parties and your furry family members! Entering the property, you pass through a private gate and will enjoy ample room to park with a circular driveway. As you enter the home you will be amazed at the vast open Great room that features a stunning stacked stone wall and built ins! This great room is the heart of the home and has been thoughtfully renovated to encompass the spectacular lakefront views. The sliding doors open fully to provide a seamless inside to outside transition. The designer kitchen is a dream with darker base cabinets and light grey for the upper cabinets. These all wood cabinets are complimented by a stunning contemporary backsplash and quartz countertops! The large island provides a huge prep area with a Beverage Frig AND a Wine Frig underneath. The chef of the family will love the separate full Refrigerator and full Freezer. Storage is ample in this kitchen with a great deal of drawers and loads of space in your built-in pantry cabinets. Appliances include an Induction stovetop, Vent, GE dishwasher, GE microwave/convection oven, a GE oven/convection, Refrigerator and Freezer. Your laundry room features additional cabinets for more unbelievable storage! Just off the great room is a huge storage closet that you are going to love!! The oversized primary suite enjoys a private and secluded wing of the home with high ceilings and serene lake views. A spa-style en suite bath has been recently renovated and features a custom expansive vanity with custom lighting, soaking tub, walk-in shower, new tile and a water closet with a bidet. Just off the primary bath lies a spacious Walk-in Closet with Custom built in features. Two additional extra-large bedrooms feature en suites and are thoughtfully positioned at opposite ends of the home, affording you privacy for your family or guests. The two remaining bedrooms are on the opposite side of the home and are currently being used for offices. There is a full jack and jill bath shared by these bedrooms. The half bath is off the foyer, a perfect location for your guests when you are entertaining. The gym would also make a perfect formal living room, formal dining room or game room. The home has undergone extensive renovations over the last ten years including a new roof in 2018, new fully fenced yard, new Hot water heater in 2024, new security system and lots more! This home offers a unique opportunity to enjoy the quintessential Florida lifestyle and is conveniently located near SR 417, UCF, Downtown Winter Park, and Trinity Prep. Don't miss your chance to own a one-of-a-kind lakefront home, call today!

Highlights

Home typeSingle Family Residence
HeatingCentral, Electric, Zoned
StatusActive
CoolingCentral Air, Zoned
Size4,288 sqft
Lot size0.74 Acres
Year built1978
ParkingCircular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
MLS #O6294027
Attached garage2 spaces
WaterfrontLake Front
ViewWater
Private poolYes

Virtual tour

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 4
  • Appliances: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Cooler
  • Flooring Type: Carpet, Ceramic Tile, Tile
  • Interior: Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Total Bedroom Count: 5
  • Garage Space: 2 spaces
  • Attached Garage: Yes
  • Private Pool: Yes
  • Parking: Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
  • Waterfront: Lake Front
  • View: Water
  • Exterior: Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors, Storage
  • Architectural Style: Florida
  • Heating: Central, Electric, Zoned
  • Cooling: Central Air, Zoned
  • List Price: $1,996,000
  • Price/SqFt: $465
  • Annual Tax Amount: $10,468
  • Tax Year: 2023
  • Lot: Landscaped, Oversized Lot, Paved
  • Directions: From SR 417 exit West on Aloma, right on Tuscawilla Rd, Left on Old Bear Run.
  • Year Built: 1978
  • Living Area: 4,288 SqFt
  • Lot Size: 0.74 Acres
  • MLS Number: O6294027
  • MLS Name: MFRMLS
  • Office Name: HOME WISE REALTY GROUP, INC.
  • Office Phone: (407) 712-2000
  • Listing Agent: Teresa Smith

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IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/19/2025, 11:49:27 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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view of subject property with a nearby body of water

$1,996,000

4469 Old Bear Run

$10,000

closing credit¹

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Price information

Property sales

DateEventPrice
Jul 28, 2015
Home Sold
$754,000
Jul 28, 2014
Home Sold
$700,000
Aug 05, 2004
Home Sold
$565,000

Tax history

YearAssessmentProperty Tax
2023$803,630$10,468
2022$780,223$10,227
2021$757,498$10,227
2020$747,039$10,081
2018$716,627$9,928
2017$701,887$9,896

History based on county public records data.

Nearby schools

5

Eastbrook Elementary School

Public District KG-5

1.6 mi

5525 Tangerine Ave

4

Red Bug Elementary School

Public District KG-5

2.0 mi

4000 Red Bug Lake Rd

10

Rainbow Elementary School

Public District KG-5

2.3 mi

1412 Rainbow Trl

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $94,406. Residents of Winter Park, FL typically earn between $35k-100k each year. The most common type of family is married, no kids. The most common level of education of people living in this area is post secondary degree.

How much money do the neighbors make?

13%
<35k
42%
35k-100k
31%
100k-200k
14%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

27%
Single, No Kids
8%
Single, with Kids
38%
Married, No Kids
27%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

13%
<11 yrs old
9%
12-17 yrs old
19%
18-34 yrs old
48%
35-64 yrs old
11%
65+ yrs old

What do the neighbors do for fun?

  • Symphony or OperaSymphony or Opera
  • NBA/WNBANBA/WNBA
  • Hiking/backpackingHiking/backpacking

Where do the neighbors shop?

  • Chico'sChico's
  • New York & CompanyNew York & Company
  • Nordstrom RackNordstrom Rack

Where do the neighbors go to eat?

  • Boston MarketBoston Market
  • QdobaQdoba
  • ChipotleChipotle

What do the neighbors drive?

  • VolvoVolvo
  • InfinitiInfiniti
  • MazdaMazda

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • Active RockActive Rock
  • RockRock
All data provided by Home Junction and Claritas

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Frequently asked questions

About 4469 Old Bear Run

The listing price of 4469 Old Bear Run property is $1,996,000.

The property 4469 Old Bear Run is a house located in Winter Park, Florida, 32792.

Active Listing: 4469 Old Bear Run is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 4469 Old Bear Run are: Eastbrook Elementary School (GreatSchools Rating 5/10), Red Bug Elementary School (GreatSchools Rating 4/10), Rainbow Elementary School (GreatSchools Rating 10/10), Tuskawilla Middle School (GreatSchools Rating 5/10), Orange County Preparatory Academy Charter (GreatSchools Rating 3/10), Arbor Ridge School (GreatSchools Rating 8/10), Lake Howell High School (GreatSchools Rating 6/10), Aloma High Charter (GreatSchools Rating 2/10), Winter Park High School (GreatSchools Rating 7/10).

According to the records, the last property tax for 2023 is $10,468 (source: MLS/based on county public records data).

The last sale was on July 28, 2015 for $754,000 (source: MLS/tax record).

The property at 4469 Old Bear Run has 5 bedrooms and 4 full and 1 half bathrooms.

The property 4469 Old Bear Run is 4,288 SqFt (source: MLS/tax record).

The year of construction for 4469 Old Bear Run is 1978.

This home is located at 4469 Old Bear Run in Winter Park, FL and zip code 32792. This 4,288 square foot home, which was built in 1978, sits on a 0.74 acre lot. Features: 5 bedrooms, 5 bathrooms. It has been listed on Rocket Homes since March 27, 2025 and is currently priced at $1,996,000.

In April 2025 more than 11 listings in Winter Park, FL were sold above the asking price. During the same period more than 24 listings were sold at asking price, while more than 53 were sold below. The inventory of homes for sale in Winter Park, FL between March and April 2025 increased by 3.9%. In April 2025 median list price was $467,500 and the average listing age was 44 days.

From Rocket Homes Real Estate and based on county public records data.

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