557 Osceola AvenueWinter Park, FL 32789Sale Price: $800,000

  • Sale Price: $800,000
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Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $800,000Sale Price
  • 5Bedrooms
  • 4Full Bath
  • 1Half Baths
  • 2,911Square Feet

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This CHARMING DUTCH COLONIAL has been impeccably maintained and updated. It is situated on .31 acre and located 2.5 blocks from the heart of Winter Park - PARK AVENUE! This 5 BR 4.1 BA home boasts almost 3000 SF, has large rooms which include formal living, dining, and family rooms plus lovely sun room. Gourmet kitchen is appointed with wood cabinets, granite, Sub Zero refrigerator, new gas range, WOLF oven and microwave, corner cabinet, center island with storage and seating. Wonderful Butler's Pantry with additional storage and counter space. Spacious upstairs owner's retreat w/ 3 closets. Beautifully updated "SPA" like bath with oversized walk in shower, double vanities. Secondary bedrooms are large, each with a bath access. 5th bedroom is located on first floor and has private bath - perfect office, den or guest suite. Lots of windows bring in lots of natural light! This home offers gleaming hardwood floors throughout, natural gas, fireplace with gas starter, GE water softner, circular drive with pavers, plantation shutters, designer window treatment and colors throughout. Irrigation and security systems. RING doorbell. Majority of the windows have been replaced. 2 A/C's replaced in 2015. Private brick terrace overlooking lushly, landscaped yard, perfect for entertaining! Basement PLUS oversized garage. Short stroll to Park Avenue's cafe's, museums, boutiques, Rollins College, Alfond Inn, Sun Rail, Farmer's Market and library. Dinky Dock across the street with boat ramp to enjoy the chain of lakes! This home offers all the charm of 1935 with all the modern conveniences of today! Call for your private viewing of this signature one of a kind home....

Property Details of 557 Osceola Avenue

Property Details

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Mortgage Calculator


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$
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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Mary Colton of FANNIE HILLMAN & ASSOCIATES

Listing Sold by FUSILIER REALTY GROUP

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 25, 2026 10:06 AM EDT. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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