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!
500 S Osceola Ave, Orlando, FL 32801
- Price:
- $659,000.00
- Original List Price:
- $659,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $281.14
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6389712
- Bedrooms:
- 4
- Bathrooms Total:
- 3
- Full Bath:
- 2
- Half Bath:
- 1
- 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
- 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
- Year Built:
- 1925
- Roof:
- Shingle
- Levels:
- Two
- Construction Materials:
- Vinyl Siding
- Flooring:
- Tile, Luxury Vinyl
- Foundation Details:
- Crawlspace
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $7,299.00
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 1
- Parking Features:
- Driveway, Parking Pad, Garage Faces Rear
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Connected, Sewer Connected, Water Connected, Public, Broadband/High Speed Internet Available
- Water Source:
- Public
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?
- Subdivision Name:
- DOUGLASS SUB
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Tenant
- Lease Considered:
- Yes
- 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
- Elementary School:
- Curlew Creek Elementary-pn
- High School:
- Boone High
- Middle Or Junior School:
- Blankner School (k-8)
- 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
- Courtesy of:
- WEMERT GROUP REALTY LLC
- Attribution:
- 407-214-3967
- Road Surface Type:
- Asphalt
- 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''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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