444 Lakewood DriveWinter Park, FL 32789Sale Price: $1,200,000

  • Sale Price: $1,200,000
  • 698 Days Since Sale
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Federal 30-year interest rate: 6.52% last updated on Jun 11, 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.
  • $1,200,000Sale Price
  • 3Bedrooms
  • 2Full Bath
  • 1Half Baths
  • 2,743Square Feet

Listing Tools

Welcome to an incredible opportunity nestled in the heart of Winter Park! One of Winter Park 32789 most desirable neighborhoods - Osceola Shores. Directly across from Lake Osceola and .35 acres. This property presents a prime lot with endless possibilities for renovation or redevelopment. Situated on a spacious 100 x 154 lot, this home offers a coveted split floor plan and an open layout With a bit of creativity and investment, this property could be transformed into your dream home or an exceptional investment opportunity. Detailed remodel building plans may convey with the purchase. The generously sized living room and dining area offer sweeping views of the expansive front and backyard, providing inspiration for indoor-outdoor living and entertaining. The kitchen, updated with newer cabinets and granite countertops in 2015, serves as a focal point with its view of the back porch and pool area. Additional highlights include gas fireplace, original parquet wood floors, utility room, and plenty of closet space. The huge primary suite, with its private access to the pool and ensuite bathroom, offers a large space ripe for customization. Two additional bedrooms share a full bath with vintage tile and bathtub/shower, providing ample space for guests or family members. Beyond the home's potential, the location is unbeatable, with proximity to Park Avenue, Rollins College, The Alfond Inn, Winter Park SunRail station, shopping boutiques, grocery stores, and restaurants. Whether you're looking to remodel and create your ideal home or explore the possibilities of redevelopment, this property offers a rare chance to own a piece of Winter Park's sought-after real estate. Don't miss out on this opportunity - schedule your showing today and bring your vision to life!

Property Details of 444 Lakewood Drive

Property Details

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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 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 Jennifer Sloan of KELLY PRICE & COMPANY LLC (407-645-4321)

Listing Sold by KELLY PRICE & COMPANY LLC

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 15, 2026 11:34 PM UTC. 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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