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(407) 485-1814

(407) 485-1814

4469 Old Bear Run, Winter Park, FL 32792

$2,200,000

Beautiful home with lush landscaping, brick driveway, and gated entrance for added security and privacy at 4469 Old Bear Run, Winter Park, FL 32792
  • Bedrooms

    5

  • Baths

    5

  • Sq. Feet

    4288

  • Year Built

    1978

  • Days On Market

    5

  • $/SqFt

    $513

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Home Description

Welcome to this amazing custom home located on private 137 Acre BEAR GULLY LAKE! This stunning property features a fully equipped TREX 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, burner, 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 your 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 expansive open area that feels cozy and relaxing with 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!

  • Elementary School: Red Bug Elementary
  • Middle School: Tuskawilla Middle
  • High School: Lake Howell High
  • Private Pool: True
  • Pool Features: Auto Cleaner,Deck,Gunite,In Ground,Lighting,Salt Water,Screen Enclosure,Tile
  • Water View: Lake
  • Water Name: BEAR GULLY
  • Water Frontage: Lake Front
  • Water Feet: 100
  • Water Extras: Lift - Covered,Skiing Allowed
  • Water Access: Lake
  • Interior Features: Ceiling Fans(s),Open Floorplan,Primary Bedroom Main Floor,Skylight(s),Solid Wood Cabinets,Split Bedroom,Thermostat,Vaulted Ceiling(s),Walk-In Closet(s)
  • Appliances: Bar Fridge,Built-In Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Microwave,Refrigerator,Washer,Wine Refrigerator
  • Floor Covering: Carpet,Ceramic Tile,Tile
  • Great Room Features: Ceiling Fan(s)
  • Kitchen Features: Breakfast Bar
  • Gym Features: Ceiling Fan(s)
  • Additional Rooms: Attic,Great Room,Inside Utility
  • Architectural Style: Florida
  • Exterior Features: Irrigation System,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Sliding Doors,Storage
  • Exterior Contruction: Stucco,Wood Frame
  • Foundation: Slab
  • Front Exposure: East
  • Roof: Shingle
  • Building Sqft: 5731

Available now at $2,200,000

Approximate Room Sizes / Descriptions

Great Room31x34FirstPorcelain Tile
Kitchen15x18FirstPorcelain Tile
Gym12x19FirstPorcelain Tile
Primary Bedroom20x19FirstCarpet
Bedroom 219x18FirstCarpet
Bedroom 320x19FirstCarpet
Bedroom 412x15FirstCarpet
Bedroom 510x11FirstCarpet
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 2
  • Garage Feature: Circular Driveway,Electric Vehicle Charging Station(s),Garage Door Opener,Garage Faces Side
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Zoned
  • Heating: Central,Electric,Zoned
  • Utilities: BB/HS Internet Available,Electricity Connected,Street Lights,Water Connected
  • Lot Sqft: 32200.00
  • Lot Acres: 0.7400
  • Total Acre: 1/2 to less than 1
  • Lot Num: 5
  • Senior Community: False
  • Style: Single Family Residence
  • Location: In County,Landscaped,Oversized Lot,Paved
  • : 407-712-2000

Neighborhood

The average asking price of a 5 bedroom Winter Park home in this zip code is $1,076,269 (51.1% less than this home).

This home is priced at $513/sqft, which is 35.8% less than similar homes in the 32792 zip code.

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Financial

  • Approx Payment:$10,702*
  • Taxes:$10,710

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 485-1814 and speak with one of our real estate consultants.

Listing Courtesy of HOME WISE REALTY GROUP, INC.. For information or to schedule a viewing of this property (MLS# O6294027), call: 407-485-1814

4469 Old Bear Run, Winter Park FL is a single family home of 4288 sqft and is currently priced at $2,200,000 . This single family home has 5 bedrooms. A comparable home for sale at 744 London Rd in Winter Park is listed at $799,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Park, FL. Conwill Estates, Waters Edge At Hawks Crest and Sanctuary At Lake Ann are nearby neighborhoods. MLS O6294027 has been posted on this site since 3/27/2025 (today).

2025 4/1/2025.

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