699 Osceola AvenueWinter Park, FL 32789Sale Price: $2,250,000

  • Sale Price: $2,250,000
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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.
  • $2,250,000Sale Price
  • 5Bedrooms
  • 3Full Bath
  • 1Half Baths
  • 5,062Square Feet

Listing Tools

Unique infusion of a Tuscany Villa describe this 5 Bedroom Lakefront Estate. Perfectly located in downtown Winter Park, the estate has been professionally updated, yet has the character, warmth, and architecture of the 1930s. The setting offers privacy, and clear Lake views throughout each room in the home. Exceptional attention was focused on interior & exterior details, finishes & unique fixtures. The outdoor covered living space was updated by well known designer Phil Kean. The home provides breathtaking views of the lake, sandy beach, pool, and stunning landscape. This home also features a century old also described as the largest oak trees in Winter Park. The boat tour features this estate in the chain of lakes tour daily. This Estate also highlights a large living room with original pecky cypress beams & wood burning fireplace, large master suite (main floor), gourmet kitchen.(lake view) The second floor showcases 4 spacious bedrooms with lovely lake and garden views. Enjoy the close easy stroll to Park Avenue & Rollins College. Park Avenue is known for Restaurants, Unique Shops & the popular Saturday Farmers Market. Rollins College Campus offers year round cultural events. This Winter Park Estate is a gorgeous peaceful and zen home surrounded by natures natural beauty. Please call to schedule your private showing.

Property Details of 699 Osceola Avenue

Property Details

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Mortgage Calculator


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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 Sheryl Kashuk of FANNIE HILLMAN & ASSOCIATES

Listing Sold by COLDWELL BANKER REALTY

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 26, 2026 7:03 PM 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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