Home in 500 S Osceola Ave Orlando for sale with MLS# O6389712

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 gem delivers the best of both worlds. Call today to schedule a tour!

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Days on the market

500 S Osceola Ave, Orlando, FL 32801

Price
Price:
$659,000.00
Original List Price:
$659,000.00
List Price per Sq Ft (Calculated, Approx.):
$281.14
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6389712
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Measures
Living Area:
2,344 Sqft
Built-Up Area:
2,644 Sqft
Lot Area:
6,003 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Corner Lot, Sidewalk, Historic District, Street Brick, Landscaped
Lot Size Acres:
0.14
Property Features
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dishwasher, Microwave, Refrigerator, Range
Interior:
Eat-in Kitchen, Walk-In Closet(s), Living Room/dining Room Combo, Split Bedroom, Thermostat, Window Treatments, Solid Surface Counters, Primary Bedroom Main Floor
Exterior:
Lighting, Sidewalk, French Doors, Storage
Patio and Porch:
Covered, Front Porch
Windows:
Blinds, Shades
Laundry:
Laundry Closet, In Kitchen
Fireplace
Fireplace:
Living Room, Wood Burning, Other
Air Conditioning System:
Central Air
Heating System:
Central
Fence:
Wood
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
East
Road Responsibility:
Public Maintained Road
Construction
Year Built:
1925
Roof:
Shingle
Levels:
Two
Construction Materials:
Vinyl Siding
Flooring:
Tile, Luxury Vinyl
Foundation Details:
Crawlspace
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$7,299.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
1
Parking Features:
Driveway, Parking Pad, Garage Faces Rear
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Connected, Sewer Connected, Water Connected, Public, Broadband/High Speed Internet Available
Water Source:
Public
Community
Minimum Lease Term:
8-12 Months
Pets Allowed?
Subdivision Name:
DOUGLASS SUB
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Tenant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
DOUGLASS SUB (POYNTERS) G/4 LOT 1
Real Estate Folio Number (Parcel Number):
36-22-29-2148-00-010
Zoning:
R-2A/T/HP/
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Curlew Creek Elementary-pn
High School:
Boone High
Middle Or Junior School:
Blankner School (k-8)
Listing History
Originally published on:
March 12, 2026 8:01 pm
Active on the market since:
March 20, 2026
Listing Agreement executed on:
March 7, 2026
Price change occurred on:
March 20, 2026 7:00 pm
Listing Status Last Changed On:
March 20, 2026 7:00 pm
Photos updated on:
March 25, 2026 8:14 pm
Last Modified:
March 25, 2026 8:14 pm
Additional Information
Courtesy of:
WEMERT GROUP REALTY LLC
Attribution:
407-214-3967
Road Surface Type:
Asphalt
Location
Street Name:
OSCEOLA
Street Number:
500
City:
ORLANDO
State:
Florida
Zip Code:
32801
County:
Orange
Latitude:
N28° 32' 11.3''
Longitude:
W82° 37' 43.1''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $77,626
Median Home Value $397,600
Median Rent $1,773/mo
Median Age 35
Population 16,251

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Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of March 25, 2026, 8:14 PM.