4415 Highland Oaks Cir, Sarasota, FL, 34235
$397/sqft·The Highlands
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At a glance
Open house
Saturday, Oct 3· 5:00 PM to 8:00 PM
Well-maintained Sarasota home featuring a new 2026 roof, 2020 HVAC, and refreshed primary bathroom. Enjoy a comfortable layout in a desirable community convenient to shopping, dining, amenities, and Gulf Coast beaches.
About this home
4415 Highland Oaks Cir is a 1988-built home in The Highlands, Sarasota. Inside you'll find 3 bedrooms, 3 bathrooms, and 2,046 square feet of living space. Listed at $813,000 (about $397/sqft), 14 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $1,702.42 annually.
Virtually Staged. Welcome to an elevated Sarasota lifestyle in The Highlands at The Meadows, where timeless design, privacy, and resort-style living come together beautifully. This impressive 3-bedroom, 2.5-bath pool home with a NEW ROOF offers approximately 2,046 square feet of thoughtfully designed living space on a generous .34-acre homesite with peaceful golf-course views. From the moment you enter, the home feels bright, spacious, and refined, with soaring vaulted ceilings, an open-concept layout, abundant natural light, and a desirable split-bedroom floor plan. The kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, stone countertops, stainless-steel appliances, and ample prep and storage space. The living areas flow effortlessly to the private outdoor retreat, where a heated pool and spa, expansive covered lanai, outdoor shower, and tranquil golf-course backdrop create the perfect setting for entertaining, relaxing, and enjoying Florida’s year-round sunshine. The spacious primary suite provides a serene escape with a walk-in closet, beautifully appointed bath, soaking tub, and peaceful views, while the additional bedrooms perfect flexibility for guests, family, or a home office. Additional highlights include an attached 2-car garage, lush established landscaping, generous outdoor living space, and the peace of mind of a new roof. Ideally located within sought-after The Meadows, residents enjoy a beautifully maintained community surrounded by lakes, mature landscaping, walking and biking paths, recreational amenities, and an exceptional Sarasota location. Just minutes from UTC shopping and dining, downtown Sarasota, cultural destinations, and the Gulf Coast’s world-renowned beaches, this residence offers the perfect combination of luxury, convenience, and relaxed Florida living. A rare opportunity to own a beautifully maintained pool home with golf-course views and a new roof in one of Sarasota’s most established and desirable communities.Photos have been virtually Staged .
The essentials
Location
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)
$7,011
Parcel #
0031080012
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
The Highlands
County
Sarasota
MLS Area
34235 - Sarasota
Lot Size
15,000 sqft
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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.
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