500 S OSCEOLA AVENUE, Orlando, FL 32801

• 4 beds |
• 3 baths |
• 2,344 sqft

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!

Listing Status:

Active

Date Added:

March 20, 2026

Data Last Updated:

March 28, 2026 at 2:21AM

Listing Office:

WEMERT GROUP REALTY LLC : 407-743-8356

Listing Agent:

Jenny Wemert : 407-809-1193

MLS ID:

O6389712

Interior

• General: Eat-in KitchenLiving Room/Dining Room ComboPrimary Bedroom Main FloorSolid Surface CountersSplit BedroomThermostatWalk-In Closet(s)Window Treatments
• Appliances: DishwasherMicrowaveRangeRefrigerator
• Laundry: In KitchenLaundry Closet
• Flooring: Luxury VinylTile
• A/C: Central Air
• Heating: Central
• Fireplace: Living RoomOtherWood BurningFireplace

Exterior

• General: French DoorsLightingSidewalkStorage
• Other Structures: Front PorchCovered
• Parking: DrivewayGarage Faces RearParking Pad

Construction

• Roofing: Shingle
• Windows: BlindsShades
• General: Vinyl SidingTwoCrawlspace

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-2A/T/HP/DOUGLASS SUB (POYNTERS) G/4 LOT 136-22-29-2148-00-010
• Fencing: Wood

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple