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$659,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,344 Sq. Ft.
  • Updated 11 days ago
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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!

Full Property Details for 500 S Osceola Ave

General

  • Price: $659,000
  • Taxes: $7,299 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6389712
  • Updated: 3/20/2026
  • Added to Site: 12 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 8
  • 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
  • Fireplace: Yes
  • Fireplace(s): Living Room, Other Room, Wood Burning
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl, Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: In Kitchen, Laundry Closet

Exterior

  • Exterior Features: French Doors, Lighting, Sidewalk, Storage
  • Deck/Patio: Covered, Front Porch
  • Porch/Patio/Deck: Covered, Front Porch

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Driveway, Garage Faces Rear, Parking Pad

Location

  • Area: 32801 - Orlando
  • County: Orange
  • Development Name: 32801 - Orlando
  • Subdivision: DOUGLASS SUB
  • Driving Directions: From S Summerlin Ave, turn right onto Palmer St, turn lake onto Lake Ave, turn right onto E Anderson St. Home will be on the right.
  • Direction Faces: East

School Information

  • Elementary School: Blankner Elem
  • Middle School: Blankner School (K-8)
  • High School: Boone High

Community

  • Community Name: 32801 - Orlando
  • Pet Restrictions: Buyer to verify pet restrictions with city/county

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Vinyl Siding
  • Roof: Shingle
  • Windows: Blinds, Shades
  • Stories/Levels: Two
  • Square Feet: 2,344
  • Sq. Ft. Source: Public Records
  • Year Built: 1925

Lot Features

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,003
  • Lot Size: 6003
  • Frontage: Street Brick
  • Street/Road Desc.: Brick, Asphalt
  • Fencing (Description): Wood

Financial Considerations

  • Tax Amount: $7,299
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: DOUGLASS SUB (POYNTERS) G/4 LOT 1
  • Flood Zone Info: X
  • APN: 362229214800010
  • Property ID: 362229214800010

Listed by Wemert Group Realty Llc

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Listing agents

— 500 S Osceola Ave —

  • Wemert Group Realty Llc

  • Wemert Group Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 500 S Osceola Ave

School District:Orange County School District
NameGradesDistance
Blankner K-8
2500 South Mills Avenue, Orlando, FL 32806
PK-81.5 mi
William R Boone High School
1000 East Kaley Street, Orlando, FL 32806
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 500 S Osceola Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/20/2026
Listed
$659,000
18.46%
MLS
2/14/2022
Sold
$556,300
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 500 S Osceola Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,299
3%
$449,117
6%
2024
$7,060
4%
$424,159
3%
2023
$6,798
201%
$411,805
160%
2021
$2,257
-67%
$158,277
-54%
2022
$6,745
199%
$347,399
123%
2021
$2,257
3%
$156,092
2%
2019
$2,201
1%
$152,583
2%
2018
$2,173
2%
$149,738
2%
2017
$2,137
1%
$146,658
2%
2016
$2,121
-1%
$143,642
1%
2015
$2,150
—
$142,643
1%
2014
$2,158
7%
$141,511
1%
2013
$2,015
—
$139,420
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Wemert Group Realty Llc

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500 S Osceola Avenue, Orlando, FL 32801 (MLS# O6389712) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 500 S Osceola Avenue is currently listed for $659,000 and was received on March 20, 2026. Want to learn more about 500 S Osceola Avenue? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

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