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!
Property Details
Price:
$659,000
MLS #:
O6389712
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
DOUGLASS SUB
Neighborhood:
32801orlando
Listed Date:
Mar 20, 2026
Finished Sq Ft:
2,344
Total Sq Ft:
2,644
Lot Size:
6,003 sqft / 0.14 acres (approx)
Year Built:
1925
See this Listing
Schools
Elementary School:
Blankner Elem
Middle School:
Blankner School (K-8)
High School:
Boone High
Interior
Appliances
Dishwasher, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Luxury Vinyl, Porcelain Tile
Heating
Central
Interior Features
Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
In Kitchen, Laundry Closet
Levels
Two
Exterior
Construction Materials
Vinyl Siding
Covered Spaces
1
Direction Faces
East
Exterior Features
French Doors, Lighting, Sidewalk, Storage
Fencing
Wood
Garage Spaces
1
Lot Features
Corner Lot, Historic District, Landscaped, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Faces Rear, Parking Pad
Patio And Porch Features
Covered, Front Porch
Roof
Shingle
Window Features
Blinds, Shades
Financial
Tax Year
2025
Taxes
$7,299
Map
Community
- Address500 S OSCEOLA AVENUE ORLANDO FL
- SubdivisionDOUGLASS SUB
- CityORLANDO
- CountyOrange
- Zip Code32801
Market Summary
Current real estate data for Single Family in ORLANDO as of Apr 19, 2026
2,988
Single Family Listed
101
Avg DOM
288
Avg $ / SqFt
$666,632
Avg List Price
Property Summary
- Located in the DOUGLASS SUB subdivision, 500 S OSCEOLA AVENUE ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32801. It is listed for $659,000 and features 4 beds, 3 baths, and has approximately 2,344 square feet of living space, and was originally constructed in 1925. The current price per square foot is $281. The average price per square foot for Single Family listings in ORLANDO is $288. The average listing price for Single Family in ORLANDO is $666,632. To schedule a showing of MLS#o6389712 at 500 S OSCEOLA AVENUE in ORLANDO, FL, contact your agent at 407-583-9870.
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Courtesy of WEMERT GROUP REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than include the name of the listing broker. Neither the listing company nor shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 500 S OSCEOLA AVENUE
ORLANDO, FL
