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500 S Osceola Avenue, Orlando, FL

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$639,000

($273/sqft)

List Status: Active
500 S Osceola Avenue
Orlando, FL 32801


4 beds
2 baths
2344 living sqft
Top Features
  • Subdivision: Douglass Sub
  • Built in  1925
  • Single Family Residence
Description
Step into TIMELESS CHARM with MODERN UPDATES in the heart of Downtown Orlando! Perfectly situated in the highly sought-after Lake Cherokee / Delaney Park historic district, this beautifully updated 1925 home on a CORNER LOT blends classic architecture with the comfort and upgrades you are looking for – just moments from Lake Cherokee, Lake Davis, and the vibrant Downtown Orlando lifestyle. Recent improvements give peace of mind while preserving the home’s character – NEWER ROOF (2021), UPDATED A/C (2018), and the interior showcases LUXURY VINYL PLANK and TILE FLOORING throughout for a clean, modern feel. The kitchen was fully updated in (2019) and features sleek QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, a breakfast bar, tiled backsplash, stylish hardware and lighting, plus generous cabinet and prep space – perfect for the day to day with family or entertaining friends. NATURAL LIGHT pours through the many windows, highlighting the OPEN LIVING & DINING areas and the cozy WOOD BURNING FIREPLACE that anchors the main living space. The layout offers rare functionality for a historic home, including an OVERSIZED MAIN FLOOR PRIMARY SUITE complete with a large sitting area and a beautifully updated private en-suite bath. The additional bedrooms are exceptionally spacious for a home of this era, offering flexibility for guests, a home office space, or growing households. Set on a corner lot with yard space and dedicated parking, the home is surrounded by brick-paver streets, mature trees, and the unmistakable charm of Orlando’s historic districts – all with NO HOA! Residents love the walkable lifestyle with lakes, parks, farmers markets, restaurants, and nightlife just minutes away. Plus, you are ZONED FOR TOP-RATED SCHOOLS – Blankner K-8 and Boone High School and conveniently located just off E Anderson Street with quick access to the 408 and I-4. If you have been searching for historic character, modern upgrades, and a true Downtown Orlando location, this Orlando ge
Property Details
Property Features
Property Sub Type
Single Family Residence
Parking
Driveway, Parking Pad, Garage Faces Rear
County
Orange
Subdivision
DOUGLASS SUB
Additional Information
Additional Lease Restrictions
Buyer to verify leasing restrictions with city/county
Additional Parcels YN
false
Alternate Key Folio Num
36-22-29-2148-00-010
Appliances
Dishwasher, Microwave, Range, Refrigerator
Approval Process
Buyer to verify any approval process with city/county
Association YN
false
Attached Garage YN
false
Available For Lease YN
1
Bathrooms Total Integer
3
Building Area Source
Public Records
Building Area Total
2644
Building Area Total Srch SqM
245.64
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
272.61
Carport YN
false
Construction Materials
Vinyl Siding
Cooling
Central Air
Country
US
Cumulative Days On Market
76
Current Price
639000.00
Direction Faces
East
Elementary School
Blankner Elem
Exterior Features
French Doors, Lighting, Sidewalk, Storage
Fencing
Wood
Fireplace Features
Living Room, Other, Wood Burning
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0265F
Flooring
Luxury Vinyl, Tile
Foundation Details
Crawlspace
Furnished
Unfurnished
Garage Spaces
1
Garage YN
true
Heating
Central
High School
Boone High
Homestead YN
1
Interior Features
Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
true
Internet Entire Listing Display YN
true
Laundry Features
In Kitchen, Laundry Closet
Levels
Two
List AOR
Orlando Regional
Living Area Meters
217.76
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Corner Lot, Historic District, Landscaped, Sidewalk, Street Brick
Lot Size Acres
0.14
Lot Size Square Feet
6003
Lot Size Square Meters
558
Middle Or Junior School
Blankner School (K-8)
Minimum Lease
8-12 Months
Modification Timestamp
2026-06-04T16:46:11.215Z
New Construction YN
false
Occupant Type
Owner
Ownership
Fee Simple
Parcel Number
36-22-29-2148-00-010
Patio And Porch Features
Covered, Front Porch
Pet Restrictions
Buyer to verify pet restrictions with city/county
Pets Allowed
Yes
Pool Private YN
false
Postal Code Plus 4
3916
Previous List Price
659000
Price Change Timestamp
2026-06-04T16:45:25.000Z
Public Survey Range
29
Public Survey Section
36
RATIO Current Price By Calculated SqFt
272.61
Realtor Info
As-Is, See Attachments
Road Responsibility
Public Maintained Road
Road Surface Type
Asphalt
Roof
Shingle
Room Count
8
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Appointment Only, Call Listing Agent 2, Listing Agent Must Accompany, ShowingTime
Status Change Timestamp
2026-03-20T19:00:10.000Z
Tax Annual Amount
7299
Tax Block
00
Tax Book Number
G-4
Tax Legal Description
DOUGLASS SUB (POYNTERS) G/4 LOT 1
Tax Lot
1
Tax Year
2025
Total Acreage
0 to less than 1/4
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
22
Universal Property Id
US-12095-N-362229214800010-R-N
Unparsed Address
500 S OSCEOLA AVE
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Vegetation
Trees/Landscaped
Water Source
Public
Waterfront YN
false
Window Features
Blinds, Shades
Zoning
R-2A/T/HP/
Neighborhood Map
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MLS #MFRO6389712 Listing courtesy of Wemert Group Realty Llc provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer 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. The source of the listing data is as follows: Stellar MLS (updated 6/4/26 3:25 PM) |

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