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500 S Osceola Avenue

ORLANDO, FL 32801
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Bed 4

Bed

Bath 3

Bath

SqFt2,344

Sqft

Acres0.14

Acre(Lot)

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 c abinet 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!

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Detail Ic Property Details

Property Type : Residential

Price : $639,000

AD Id : 76319426

MLS Id : MFRO6389712

Beds : 4

Lot Size : 0.14 Acre

Living Area Size : 2,344

Year Built : 1925

Garage : 1

County : Orange

Subdivision: Douglass Sub

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    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 Roof: Shingle Appliances: Dishwasher, Microwave, Range, Refrigerator Laundry Features: In Kitchen, Laundry Closet

    Roofing Information

    Shingle
  • Flooring Information

    Flooring: Luxury Vinyl, Tile Construction Materials: Vinyl Siding
  • Heating & Cooling

    Heating: Central Cooling: Central Air WaterSource: Public

  • Building Information

    Year Built: 1925
  • Exterior Features

    French Doors, Lighting, Sidewalk, Storage Construction Materials: Vinyl Siding Foundation Details: Crawlspace Road Responsibility: Public Maintained Road

  • Lot Information

    Lot Description: Corner Lot, Historic District, Landscaped, Sidewalk, Street Brick Lot Square Feet: 6003 Lot Acres: 0.14 Lot Size (SqMt): 558

    Property Information

    Property Type: Residential Sub Type: Single Family Residence

  • Listing Price Information

    Original List Price:$659000

  • Tax Information

    Tax Block: 00 Tax Book Number: G-4 Tax Lot: 1 Tax Legal Description: DOUGLASS SUB (POYNTERS) G/4 LOT 1 Annual Tax: $7299 Tax Year: 2025 Parcel Number: 36-22-29-2148-00-010

  • Parking Information

    Driveway, Garage Faces Rear, Parking Pad

    Garage Information

    Has Garage: Yes Garage Space: 1

  • School Information

    Elementary School: Blankner Elem Junior High School: Blankner School (K-8) Senior High School: Boone High
  • Utility Information

    BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected Sewer: Public Sewer Water Source: Public
  • Location Information

    Subdivision: DOUGLASS SUB City: ORLANDO Direction: 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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Nearby Home Value

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1212 E Anderson Street, Orlando, FL, 32801 $619,000 3 3 1,768 1,768 SqFt
734 S Mills Avenue, Orlando, FL, 32801 $989,900 7 5 3,320 3,320 SqFt
204 N Brown Avenue, Orlando, FL, 32801 $545,000 2 2 1,144 1,144 SqFt
1209 E Washington Street, Orlando, FL, 32801 $535,500 2 1 1,020 1,020 SqFt
148 S Thornton Avenue, Orlando, FL, 32801 $895,000 4 3 2,274 2,274 SqFt
548 S Hyer Avenue #1, Orlando, FL, 32801 $548,400 3 2 2,043 2,043 SqFt
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ByOwner last updated this listing 06/17/2026 @ 18:20

MLS: MFRMLS #O6389712 LISTED BY: Jenny Wemert, WEMERT GROUP REALTY LLC 407-743-8356 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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