
585 Osceola Ave Winter Park, FL 32789
Highlights
- Access To Chain Of Lakes
- Living Room with Fireplace
- No HOA
- Audubon Park School Rated A-
- Wood Flooring
- 4-minute walk to Dinky Dock Park
About This Home
As of May 2022Winter 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.
Last Agent to Sell the Property
COLDWELL BANKER RESIDENTIAL RE License #535308 Listed on: 03/08/2022

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,278
Year Built
- Built in 1938
Lot Details
- 8,040 Sq Ft Lot
- Street terminates at a dead end
- East Facing Home
- Wood Fence
- Mature Landscaping
- Irrigation
- Landscaped with Trees
- Property is zoned R-1AA
Parking
- 1 Car Attached Garage
Home Design
- Slab Foundation
- Tile Roof
- Built-Up Roof
- Stucco
Interior Spaces
- 2,918 Sq Ft Home
- 2-Story Property
- Built-In Features
- Bar Fridge
- Crown Molding
- Ceiling Fan
- Wood Burning Fireplace
- Shutters
- Living Room with Fireplace
- Formal Dining Room
- Den
Kitchen
- Range
- Recirculated Exhaust Fan
- Microwave
- Disposal
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
Laundry
- Laundry in Kitchen
- Dryer
- Washer
Outdoor Features
- Access To Chain Of Lakes
- Balcony
- Patio
- Outdoor Storage
- Side Porch
Location
- City Lot
Utilities
- Central Air
- Heating Available
- Gas Water Heater
- Cable TV Available
Community Details
- No Home Owners Association
- Osceola Court Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 2 / A
- Assessor Parcel Number 08-22-30-6456-01-020
Ownership History
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Similar Homes in Winter Park, FL
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $1,080,000 | Sunbelt Title | |
Warranty Deed | $679,000 | First American Title Ins Co | |
Quit Claim Deed | -- | Attorney | |
Special Warranty Deed | $388,000 | Fidelity National Title Of F | |
Quit Claim Deed | -- | Fidelity National Title Ins | |
Trustee Deed | $290,100 | Attorney | |
Quit Claim Deed | -- | Brokers Title Longwood I Llc | |
Warranty Deed | $810,000 | Winter Park Title Ins Agency | |
Interfamily Deed Transfer | -- | -- | |
Warranty Deed | $400,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $648,000 | Purchase Money Mortgage | |
Previous Owner | $80,000 | New Conventional |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
05/05/2022 05/05/22 | Sold | $1,080,000 | -1.8% | $370 / Sq Ft |
04/06/2022 04/06/22 | Pending | -- | -- | -- |
03/26/2022 03/26/22 | For Sale | $1,100,000 | 0.0% | $377 / Sq Ft |
03/12/2022 03/12/22 | Pending | -- | -- | -- |
03/08/2022 03/08/22 | For Sale | $1,100,000 | +27400.0% | $377 / Sq Ft |
07/17/2019 07/17/19 | Sold | $4,000 | -99.5% | $1 / Sq Ft |
07/12/2019 07/12/19 | Price Changed | $737,000 | -0.3% | $253 / Sq Ft |
06/20/2019 06/20/19 | Price Changed | $738,900 | -1.3% | $253 / Sq Ft |
06/01/2019 06/01/19 | For Sale | $748,900 | +18622.5% | $257 / Sq Ft |
05/25/2018 05/25/18 | Sold | $4,000 | 0.0% | $1 / Sq Ft |
05/25/2018 05/25/18 | Rented | $4,000 | 0.0% | -- |
05/09/2018 05/09/18 | Price Changed | $739,000 | -1.3% | $253 / Sq Ft |
05/01/2018 05/01/18 | Price Changed | $749,000 | -1.3% | $257 / Sq Ft |
05/01/2018 05/01/18 | For Sale | $759,000 | +18875.0% | $260 / Sq Ft |
05/01/2018 05/01/18 | Off Market | $4,000 | -- | -- |
04/30/2018 04/30/18 | Off Market | $2,900 | -- | -- |
04/20/2018 04/20/18 | Price Changed | $759,000 | -2.6% | $260 / Sq Ft |
04/09/2018 04/09/18 | Price Changed | $779,000 | 0.0% | $267 / Sq Ft |
04/05/2018 04/05/18 | For Rent | $2,900 | 0.0% | -- |
04/01/2018 04/01/18 | Off Market | $2,900 | -- | -- |
03/29/2018 03/29/18 | Price Changed | $789,000 | 0.0% | $270 / Sq Ft |
03/09/2018 03/09/18 | Price Changed | $2,900 | 0.0% | $1 / Sq Ft |
03/09/2018 03/09/18 | Price Changed | $799,000 | 0.0% | $274 / Sq Ft |
02/24/2018 02/24/18 | For Rent | $3,300 | 0.0% | -- |
02/23/2018 02/23/18 | For Sale | $82,500 | -78.7% | $28 / Sq Ft |
05/26/2015 05/26/15 | Off Market | $388,000 | -- | -- |
11/21/2012 11/21/12 | Sold | $388,000 | -0.1% | $133 / Sq Ft |
11/07/2012 11/07/12 | Pending | -- | -- | -- |
10/11/2012 10/11/12 | For Sale | $388,548 | -- | $133 / Sq Ft |
Tax History Compared to Growth
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $15,722 | $1,058,420 | $300,000 | $758,420 |
2024 | $14,123 | $1,022,570 | $300,000 | $722,570 |
2023 | $14,123 | $908,467 | $270,000 | $638,467 |
2022 | $9,032 | $584,558 | $270,000 | $314,558 |
2021 | $8,623 | $546,725 | $270,000 | $276,725 |
2020 | $8,458 | $549,245 | $270,000 | $279,245 |
2019 | $9,002 | $551,764 | $270,000 | $281,764 |
2018 | $9,021 | $544,837 | $270,000 | $274,837 |
2017 | $8,442 | $503,036 | $235,000 | $268,036 |
2016 | $8,322 | $495,386 | $235,000 | $260,386 |
2015 | $8,355 | $482,347 | $235,000 | $247,347 |
2014 | $8,137 | $461,924 | $178,000 | $283,924 |
Agents Affiliated with this Home
-
Seller's Agent in 2022
Thad Czapka
COLDWELL BANKER RESIDENTIAL RE
(407) 841-6060
5 in this area
142 Total Sales
-
K
Seller Co-Listing Agent in 2022
Kevin Dickey
COLDWELL BANKER RESIDENTIAL RE
(704) 807-9824
4 in this area
55 Total Sales
-
Buyer's Agent in 2022
Veronica Serjai
COLDWELL BANKER RESIDENTIAL RE
(407) 340-9808
2 in this area
25 Total Sales
-
Seller's Agent in 2019
Nicole Howell
FANNIE HILLMAN & ASSOCIATES
(321) 217-7918
57 in this area
129 Total Sales
-
Seller's Agent in 2012
Mickey Hage
MICKEY HAGE INC
(407) 897-8860
117 Total Sales
Map
Source: Stellar MLS
MLS Number: O6009135

APN: 08-2230-6456-01-020
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