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$659,000
New Listing

500 S OSCEOLA AVENUE
ORLANDO, FL 32801

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,344
SqFt
$281
/SqFt
1925
Built
Subdivision:
DOUGLASS SUB
County:
Orange

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(407) 803-4049
500 S OSCEOLA AVENUE500 S OSCEOLA AVENUE500 S OSCEOLA AVENUE500 S OSCEOLA AVENUE
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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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Listing Snapshot
Price 
$659,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,344 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.14 Acres
Year Built 
1925
MLS® Number 
O6389712
Status 
Active
Property Tax 
$7,299
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
13 hours agoListing updated with changes from the MLS®
14 hours agoListing first seen on site
General Features
Acres 
0.14
Direction Faces 
East
Garage 
Yes
Garage Spaces 
1
Levels 
Two
Parking 
DrivewayGarage Faces RearParking Pad
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2644
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
R-2A/T/HP/
Interior Features
Appliances 
DishwasherMicrowaveRangeRefrigerator
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomOtherWood Burning
Flooring 
Tile
Furnished 
Unfurnished
Heating 
Central
Interior 
Eat-in KitchenWalk-In Closet(s)
Laundry Features 
In KitchenLaundry Closet
Window Features 
Blinds
Bedroom 2 
Dimensions - 13x12Level - Second
Bedroom 3 
Dimensions - 16x14Level - Second
Bedroom 4 
Dimensions - 12x12Level - Second
Dining Room 
Dimensions - 15x12Level - First
Kitchen 
Dimensions - 14x12Level - FirstFeatures - Breakfast Bar
Living Room 
Dimensions - 15x12Level - FirstFeatures - Ceiling Fan(s)
Master Bathroom 
Dimensions - 6x6Level - First
Master Bedroom 
Dimensions - 18x12Level - FirstFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
Vinyl Siding
Exterior 
LightingStorage
Fencing 
Wood
Lot Features 
Corner LotLandscaped
Patio And Porch 
CoveredFront Porch
Roof 
Shingle
Windows/Doors 
Blinds
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
32801 - Orlando
Roads 
Asphalt
Township 
22
Schools
School District
Unknown
Elementary School
Blankner Elem
Middle School
Blankner School (K-8)
High School
Boone High
Listing courtesy of WEMERT GROUP REALTY LLC (407) 809-1193



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-21 05:11 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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