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500 S Osceola Avenue , Orlando, FL 32801

$659,000
New to the Market
BEDS4 BATHS2 full 1 partial SQUARE FEET2,344 MLS#O6389712
MAP LISTING
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801

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500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801
500 S Osceola Avenue , Orlando, FL 32801

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!

500 S Osceola Avenue | MLS# O6389712

This single family home located at 500 S Osceola Avenue , Orlando, FL 32801 is currently listed for sale with an asking price of $659,000. This property was built in 1925 and has 4 bedrooms and 2 full and 1 partial baths with 2344 sq. ft. S Osceola Avenue is located in the DOUGLASS subdivision. Search DOUGLASS real estate on suewebb.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 1
Heating: Central
Lot Size: 0.14 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $7,299
Year Built: 1925
Square Feet: 2,344

Amenities

Eat-in Kitchen
Living Room/Dining Room Combo
Primary Bedroom Main Floor
Solid Surface Counters
Split Bedroom
Thermostat
Walk-In Closet(s)
Window Treatments
French Doors
Lighting
Sidewalk
Storage

Feature Descriptions

Appliances: Dishwasher, Microwave, Range, Refrigerator
Days on Site: 2
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.
Exterior: Vinyl Siding
Fencing: Wood
Fireplace: Living Room, Other, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Luxury Vinyl, Tile
Foundation: Crawlspace
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Corner Lot, Historic District, Landscaped, Sidewalk, Street Brick
Lot Dimensions: 0.14
Ownership: Fee Simple
Parking: Driveway, Garage Faces Rear, Parking Pad
Parking Notes: Driveway, Garage Faces Rear, Parking Pad
Patio/Porch: Covered, Front Porch
Pets Allowed: Yes
Pets Restrictions: Buyer to verify pet restrictions with city/county
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Call Listing Agent 2,Listing Agent Must Accompany, ShowingTime
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Vegetation: Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Blinds, Shades
Zoning: R-2A/T/HP/

Room Sizes

Kitchen: 14x12
Living Room: 15x12
Dining Room: 15x12
Primary Bedroom: 18x12
Primary Bathroom: 6x6
Bedroom 2: 13x12
Bedroom 3: 16x14
Bedroom 4: 12x12

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: WEMERT GROUP REALTY LLC
Agency Contact: 407-214-3967

Shown By

Agent Name: Sue Webb
Agent Phone: (407) 361-6425
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 3,978.26 per month $3,177.80 Principal & Interest $608.25 Property Tax $192.21 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/22/2026. The listing information on this page last changed on 03/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 03/22/2026 12:00:09 AM EST) or GAMLS (last updated Sat 03/21/2026 11:14:57 PM EST) or Stellar MLS (last updated Sat 03/21/2026 11:44:17 PM EST) or SPC MLS (last updated Sat 03/21/2026 11:20:27 PM EST) or Martin MLS (last updated Sat 03/21/2026 11:38:11 PM EST) or Indian River MLS (last updated Sat 03/21/2026 11:30:21 PM EST) or Daytona MLS (last updated Sat 03/21/2026 11:36:47 PM EST) or Northeast Florida MLS (last updated Sat 03/21/2026 11:58:41 PM EST) or Beaches MLS (last updated Sat 03/21/2026 11:58:51 PM EST) or BORMLS (last updated Sat 03/21/2026 11:16:10 PM EST) or Golden Isles MLS (last updated Sat 03/21/2026 11:26:39 PM EST) or Amelia/Nassau MLS (last updated Sat 03/21/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Sat 03/21/2026 11:42:16 PM EST) or NFLMLS (last updated Sat 03/21/2026 9:04:29 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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