585 Osceola Avenue Winter Park, FL 32789
Sold
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Thaddeus "Thad" Czapka, Coldwell Banker Realty; Kevin Dickey, Winter Park / Kevin Dickey

  585 Osceola Avenue Winter Park, FL 32789

Sold on 05/05/2022
$1,080,000 (USD)
4
BED
5
BATH
2,918
SQFT
See Similar Listings

Description

Winter Park's Original Mr. Rogers Neighborhood. A rare find in the heart of Winter Park. This beautiful Mediterranean masterpiece features 4 bedrooms and 4.5 baths and two fireplaces! You're in walking distance to fabulous Park Avenue for shopping and dining. Rollins College and access to the Winter Park chain of lakes is just steps away. Location, location, location! This gem is tucked away just off Osceola Avenue and Osceola Court on a cul-de-sac of just a few historic homes. Features include a downstairs owners suite currently set up as a family room with private bath and wetbar. Another owner's suite upstairs features a lovely walkout balcony patio with serene views. The two additional guest rooms upstairs each have a private bath. Entering the foyer, there is a formal dining room with fireplace to your left and the living room with fireplace to your right. Gorgeous French doors provide access or separation for each room. The Kitchen features a custom copper hood as well as brand-new Stainless Steel appliances. Additionally, you can work from home in the office or sit and read a good book in the sunny Florida room. The outside landscaping is something to take pride in by enjoying private pavered oasis under the trees and just off the kitchen. Make this well cared for gem your next home! Won't you be my Neighbor? Front of the home faces Osceola Court.

Sold Date:
05/05/2022
Taxes
$8,278(2021)
Lot Size
8,040 SQFT
Type
Single-Family Home
Year Built
1938
County
Orange County

Listed By

Thaddeus "Thad" Czapka, Coldwell Banker Realty
Kevin Dickey, Coldwell Banker Realty
Bought with
Veronica Serjai, Coldwell Banker Realty
Source
STELLAR
Last checked Jun 2 2026 at 7:26 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathroom: 1
Interior Features
  • Formal Dining Room Separate
  • Formal Living Room Separate
  • Den/Library/Office
  • Crown Molding
  • Ceiling Fans(s)
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Dryer
  • Appliances: Exhaust Fan
  • Appliances: Gas Water Heater
  • Appliances: Bar Fridge
  • Appliances: Range
  • Appliances: Refrigerator
  • Appliances: Washer
  • Built-In Features
Subdivision
  • Osceola Court
Lot Information
  • Sidewalk
  • Street Dead-End
  • City Limits
  • Cul-De-Sac
  • Paved
Property Features
  • Fireplace: Wood Burning
  • Fireplace: Living Room
  • Fireplace: Other
  • Foundation: Slab
Heating and Cooling
  • Electric
  • Central Air
Flooring
  • Ceramic Tile
  • Wood
Exterior Features
  • Stucco
  • Roof: Tile
  • Roof: Built-Up
Utility Information
  • Utilities: Public, Water Source: Public, Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Natural Gas Available
  • Sewer: Public Sewer
Garage
  • 09X19
Stories
  • 2
Living Area
  • 2,918 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Mar 08, 2022
Listed
$1,100,000
-
-
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 6/2/26 12:26
Based on information submitted to the MLS GRID as of 6/2/2026 19:26. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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