# 4415 HIGHLAND OAKS Circle, Sarasota, FL 34235 > **TL;DR:** 3bd/3ba single family, $813,000 ($397/sqft), built 1988, 2,046 sqft. > Pool, Spa, View, A/C. Est. $4,348/mo. Listed 49 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $813,000 | | Price/sqft | $397 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,046 | | Year Built | 1988 | | Lot Size | 14,810 sqft (0.34 acres) | | Stories | 1 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 49 | ## Why This Home Stands Out - **Pool** - Patio - **Views** - Golf Course ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,111 | | Estimated Insurance | $237 | | **Total** | **$4,348** | ## Nearby Schools - **Elementary:** Gocio Elementary - **Middle:** Booker Middle - **High:** Booker High ## Key Amenities - Pool - Spa - View - A/C - 2-car garage ## Property Highlights - Built in 1988 - 0.34 acre lot - Private pool ## Description ### Agent Description 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 2026 ,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 . ## Location - **Address:** 4415 HIGHLAND OAKS Circle, Sarasota, FL 34235 - **County:** Sarasota - **Neighborhood:** THE HIGHLANDS - **Coordinates:** 27.372115, -82.483681 - **Google Maps:** https://www.google.com/maps?q=27.372115,-82.483681 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/A4705361 ## Listing Agent - **Name:** Marilyn Gioffre - **Brokerage:** RE/MAX Palm Realty - **Broker Phone:** (941) 743-5525 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/4415-Highland-Oaks-Cir_Sarasota_FL_34235_M57576-92525?f=listhub&s=MFRMLSFL&m=A4705361&c=propsimple) ## Photos ![4415 HIGHLAND OAKS Circle - Photo 1](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f769509518r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 2](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1961458418r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 3](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1189809074r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 4](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3650504999r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 5](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1761673652r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 6](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2841072833r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 7](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3709094629r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 8](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1509073398r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 9](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1812885485r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 10](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2251952969r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 11](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1294018523r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 12](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f43417013r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 13](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f455887260r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 14](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3228720341r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 15](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3881118948r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 16](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2044059415r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 17](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1237893811r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 18](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2029578282r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 19](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f198069756r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 20](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f398183068r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 21](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3829818968r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 22](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1552364141r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 23](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f252570996r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 24](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f566430306r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 25](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2838205209r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 26](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f267152794r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 27](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2040249307r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 28](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1071771912r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 29](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3248710383r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 30](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3656453979r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 31](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3071195915r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 32](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1143366294r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 33](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f317124921r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 34](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3857703843r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 35](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3284411465r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 36](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2186518591r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 37](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1462899852r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 38](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2286136247r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 39](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f117489619r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 40](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2231365602r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 41](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1265379770r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 42](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2628334370r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 43](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1785300800r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 44](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3747633892r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 45](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1974070092r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 46](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f176378529r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 47](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3621280937r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 48](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2333546318r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 49](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1015219918r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 50](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f3968988377r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 51](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1395771763r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 52](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f1290344344r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 53](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f188009648r.jpg) ![4415 HIGHLAND OAKS Circle - Photo 54](http://lh.rdcpix.com/0db0d446e7724cf8892d1c12c1f4e17al-f2995521434r.jpg) --- **MLS#:** A4705361 | **Updated:** 2026-10-24 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/4415-highland-oaks-circle-sarasota-fl-34235-e34fc875c9ba4c548f8ef77c0dbee1fa) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/4415-highland-oaks-circle-sarasota-fl-34235-e34fc875c9ba4c548f8ef77c0dbee1fa#listing", "url": "https://www.propertysimple.ai/listing/4415-highland-oaks-circle-sarasota-fl-34235-e34fc875c9ba4c548f8ef77c0dbee1fa", "name": "4415 HIGHLAND OAKS Circle, Sarasota, FL 34235", "description": "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 2026 ,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. 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