4424 Highland Park #5 is a 1988-built home in Highland Park, Sarasota. Inside you'll find 3 bedrooms, 2 bathrooms, and 2,120 square feet of living space. Listed at $550,000 (about $259/sqft), 9 days on market. Flood zone AE - confirm flood insurance requirements with your lender. HOA runs $2,049 annually.
Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities
Elementary
Gocio Elementary
Middle
Booker Middle
High
Booker High
Districts can re-zone, so verify directly with the district before relying on these.
Annual Tax (2025)
$3,107
Parcel #
0033051005
Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.
Subdivision
Highland Park
County
Sarasota
MLS Area
34235 - Sarasota
Lot Size
240,288 sqft
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