Property
ActiveResidential
1/29
$639,000

500 S OSCEOLA AVENUE

Orlando, FL 32801
4
Beds
3
Baths
2,344
SqFt
0.14
Acres
STELLAR
#O6389712
Updated: Jun 4, 2026, 3:08pm

Property 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 gem delivers the best of both worlds. Call today to schedule a tour!
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Included Appliances
DishwasherMicrowaveRangeRefrigerator

Property Details

Interior
Appliances
DishwasherMicrowaveRangeRefrigerator
Bathrooms Total Decimal
2.5
Building Area Total
2644
Cooling
Central Air
Fireplace Features
Living RoomOther RoomWood Burning
Flooring
Luxury VinylPorcelain Tile
Furnished
Unfurnished
Heating
Central
Interior Features
Eating Space In KitchenLiving Room/Dining Room ComboPrimary Bedroom Main FloorSolid Surface CountersSplit BedroomThermostatWalk-In Closet(s)Window Treatments
Laundry Features
In KitchenLaundry Closet
Living Area
2344
Rooms Total
8
Window Features
BlindsShades
Construction
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
Vinyl Siding
Direction Faces
East
Foundation Details
Crawlspace
Levels
Two
Living Area Source
Public Records
Living Area Units
Square Feet
Roof
Shingle
Year Built
1925
Site & Exterior
Covered Spaces
Yes
Exterior Features
French DoorsLightingSidewalkStorage
Fencing
Wood
Flood Zone Code
X
Garage Spaces
Yes
I D X Participation
Yes
Lot Features
Corner LotHistoric DistrictLandscapedSidewalk
Lot Size Acres
0.14
Lot Size Area
6003
Lot Size Square Feet
6003
Lot Size Units
Square Feet
Open Parking
Yes
Parking Features
DrivewayGarage Faces RearParking Pad
Patio And Porch Features
CoveredFront Porch
Public Survey Range
29
Public Survey Section
36
Road Frontage Type
Street Brick
Road Responsibility
Public Maintained Road
Road Surface Type
BrickAsphalt
Sewer
Public Sewer
Total Acreage
0 to less than 1/4
Utilities
BB/HS Internet AvailableCable AvailableElectricity ConnectedPublicSewer ConnectedWater Connected
Vegetation
Trees/Landscaped
Water Source
Public
Zoning
R-2A/T/HP/
Financials
Calculated List Price By Calculated Sq Ft
272.61
Contract Status Change Date
2026-03-20
Current Price
639000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
8-12 Months
Owner Name
LELAND & ALYCIA TAYLOR
Ownership
Fee Simple
Parcel Number
362229214800010
Public Survey Township
22
Tax Annual Amount
7299
Tax Block
00
Tax Book Number
G-4
Tax Legal Description
DOUGLASS SUB (POYNTERS) G/4 LOT 1
Tax Lot
Yes
Tax Year
2025

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Buyer to verify leasing restrictions with city/county
M L S Area Major
32801 - Orlando
Pet Restrictions
Buyer to verify pet restrictions with city/county
Pets Allowed
Yes
Subdivision Name
DOUGLASS SUB
Schools
Ratings
Elementary
Blankner Elem
Middle
Blankner School (K-8)
High
Boone High
WalkScore™
Walk Score
Very Walkable
71
Transit Score
Good Transit
51
Bike Score
Very Bikeable
86
Listing provided courtesy of STELLAR via IDX. Updated: Jun 4, 2026, 3:08pm.
Jenny Wemert

Listing Agent

WEMERT GROUP REALTY LLC

Call Agent