




4403 HIGHLAND OAKS CIR
Sarasota, Sarasota, FL, 34235
$825,000
$275/sqft
About this home
Rare opportunity in The Highlands, with exceptional privacy, space and potential! Discover the possibilities in this spacious, single-story, four-bedroom pool home in The Highlands, the crown jewel of The Meadows. On an expansive 100-foot-wide lot with no neighbors in sight and tranquil preserve views, this home offers exceptional privacy in a phenomenal location, just five minutes from 90-plus restaurants and outstanding shopping. A sought-after floor plan features 3,000 square feet under air and 4,500 square feet under roof, including an expansive covered lanai ideal for Florida indoor-outdoor living. High ceilings, oversized windows and walls of sliding glass doors fill the home with natural light and showcase the beautiful, private setting. Offering four bedrooms, three-and-a-half baths, plus a flex room, it was thoughtfully designed for maximum privacy as the primary suite and guest bedrooms occupy separate wings. Outside, a large pool invites relaxation and entertaining, while the generous covered lanai provides ample space for alfresco dining and lounging, all overlooking a bountiful mango tree, queen palms and peaceful preserve. Ready for updating, this home offers tremendous potential, an outstanding floor plan and valuable improvements, including a 2016 tile roof and hurricane-rated garage door, 2017 pool resurfacing and two new air-conditioning systems in 2025. All near all the fun The Meadows has to offer and five minutes to the UTC Mall, a world-class destination for shopping, dining and entertainment. On 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows combines resort living with the beauty of untouched nature. Enjoy 14 miles of scenic trails, an active social calendar, new fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and 15 Har-Tru tennis courts. Ideally near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, and the upcoming Sarasota Orchestra and Legacy Bike Trail. A rare opportunity to create your dream Florida home in an exceptional setting! A 2016 tile roof and hurricane-rated garage door, 2017 pool resurfacing, two new air-conditioning systems in 2025 and above floodplain in flood zone X.
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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. PREMIER SOTHEBY'S INTERNATIONAL REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.
3 days on market
Listed by: Fernando Viteri, PA · 941-400-7676—PREMIER SOTHEBY'S INTERNATIONAL REALTY · 941-364-4000
Updated from Real Estate Market Data
MLS/IDX data last updated: November 14, 2026 7:13 AM . All data is obtained from various sources and may not have been verified by the 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
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