$639,000
500 Osceola Avenue
Orlando, FL 32801
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage space
Flood zone
About this home
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!
Local Insight
At $273/sqft for a 1925 home in Douglass Sub, you're paying solidly in the mid-range for this ZIP—more than SoDo or early Milk District inventory, but notably less than comparable vintage homes in nearby Thornton Park or Lake Eola Heights, which suggests either good value or a reason to dig into the property's condition and the specific block's trajectory. The 0.14-acre lot is tight for a single-family from that era, so you're really buying the walkable proximity to downtown, Lake Eola Park, and Church Street's dining/entertainment spine rather than space or privacy. Given the age and tight urban lot, flood zone X and no HOA are pluses, but get a thorough inspection—1925 construction in this corridor often masks deferred maintenance or foundation shifts that can erode that price advantage quickly.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history76 days on market
- Status: ActiveMar 20, 2026
- Listed$659,000Mar 20, 2026
- Price reduced$639,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 76
- Subdivision
- Douglass Sub
- County
- Orange
- Year built
- 1925
- Living area
- 2,344 sq ft
- Price/sq ft
- $273
- Building area
- 2,644 sq ft (Public Records)
- Lot size
- 6,003 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0265F)
- Garage
- 1 spaces
- Annual taxes
- $7,299 (2025)
- Parcel #
- 36-22-29-2148-00-010
- Zoning
- R-2A/T/HP/
- MLS #
- O6389712
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Luxury Vinyl, Tile
- Appliances
- Dishwasher, Microwave, Range, Refrigerator
- Interior features
- Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
- Laundry
- In Kitchen, Laundry Closet
- Stories / Levels
- Two
- Direction faces
- East
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 1
- Attached garage
- No
- Parking features
- Driveway, Garage Faces Rear, Parking Pad
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer to verify leasing restrictions with city/county
- Approval process
- Buyer to verify any approval process with city/county
Exterior & Construction
- Exterior features
- French Doors, Lighting, Sidewalk, Storage
- Construction materials
- Vinyl Siding
- Roof
- Shingle
- Foundation
- Crawlspace
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 14x12 |
| Living Room | First | 15x12 |
| Dining Room | First | 15x12 |
| Primary Bedroom | First | 18x12 |
| Primary Bathroom | First | 6x6 |
| Bedroom 2 | Second | 13x12 |
| Bedroom 3 | Second | 16x14 |
| Bedroom 4 | Second | 12x12 |
Listing Details
- Listing date
- 2026-03-07
- On market date
- 2026-03-20
- Original list price
- $659,000
- Occupant type
- Owner
- MLS area
- 32801 - Orlando
- Listing AOR
- Orlando Regional
- Status changed
- 2026-03-20
- Tax legal description
- DOUGLASS SUB (POYNTERS) G/4 LOT 1
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 4, 2026 at 12:46 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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