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About This Home

This 4-bedroom, 3-bathroom single family at 500 S OSCEOLA AVENUE in ORLANDO, FL is listed for $659,000 ($281 per sqft). Built in 1925, the home offers 2,344 sqft of living space on a 0.14 acres lot.

Agent 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 b

acksplash, 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!

Key Features

  • Built in 1925
  • 0.14 acre lot
  • Fireplace

Property Details

2 full, 1 half
1925

Amenities

Fireplace

Monthly Cost Estimate

$3,524/mo

20% down · 6.5% · 30 years

Principal$477
Interest$2,856
Insurance$192

Estimates only. Actual payments may vary.

Location

500 S OSCEOLA AVENUE

ORLANDO, FL 32801

DOUGLASS SUB

Features & Amenities

Interior Features

Eat-in KitchenLiving Room/Dining Room ComboPrimary Bedroom Main FloorSolid Surface CountersSplit BedroomThermostatWalk-in Closet(s)Window Treatments

Exterior Features

Corner LotFencingFrench DoorsLightingSidewalkStorage

Property Details

Flooring

TileVinyl

Construction

Vinyl Siding

Parking

DrivewayGarage

Heating

CentralFireplace(s)

Cooling

Central Air

Appliances

DishwasherMicrowaveRangeRefrigeratorWasher

Questions & Answers

This 4-bedroom, 3-bathroom single family at 500 S OSCEOLA AVENUE is listed at $659,000 ($281/sqft). The estimated monthly payment is $2,856 based on 20% down at 6.5% interest.

Key features include: Built in 1925, 0.14 acre lot, Fireplace. Interior Features: Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor. Exterior Features: Corner Lot, Fencing, French Doors.

This property is listed by Jenny Wemert and can be reached at 4074128488 or listingteam@wemertgrouprealty.com.

JW

Jenny Wemert

Agent at WEMERT GROUP REALTY LLC

(407) 412-8488

Listed by WEMERT GROUP REALTY LLC · View on Broker Site

MLS# O6389712· Source: listhub· Updated 34 days ago

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

500 S OSCEOLA AVENUE, ORLANDO, FL 32801

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