4403 HIGHLAND OAKS CIRCLE, Sarasota, FL 34235

• 3 beds |
• 4 baths |
• 3,000 sqft

Property Description

Rare opportunity in The Highlands: 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. Set 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+ restaurants and outstanding shopping! A highly 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 the 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 A/C 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. Set 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 located 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! 2016 tile roof and hurricane-rated garage door, 2017 pool resurfacing, two new A/C systems in 2025, above floodplain in flood zone X.

Listing Status:

Active

Date Added:

November 11, 2026

Data Last Updated:

November 12, 2026 at 6:20PM

Listing Office:

PREMIER SOTHEBY'S INTERNATIONAL REALTY : 941-364-4000

Listing Agent:

Fernando Viteri, PA : 941-400-7676

Contact:

941-364-4000

MLS ID:

A4712607

Interior

• General: Cathedral Ceiling(s)Eat-in KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboSolid Surface CountersSplit BedroomVaulted Ceiling(s)Walk-In Closet(s)Wet Bar
• Appliances: Built-In OvenDishwasherDisposalDryerElectric CooktopElectric Water HeaterRefrigeratorWasher
• Laundry: Laundry Room
• Flooring: CarpetTile
• A/C: Central Air
• Heating: Central
• Fireplace: Wood BurningFireplace

Exterior

• General: Private Mailbox
• Pool: In GroundGunite

Construction

• Roofing: Tile
• General: BlockOneSlab

Location

• Road/Access: Asphalt
• HOA Amenities: Basketball CourtFence RestrictionsFitness CenterGolf CourseOptional Additional FeesParkPickleball Court(s)PlaygroundPoolRecreation FacilitiesRV/Boat StorageSecuritySpa/Hot TubStorageTennis Court(s)Trail(s)Vehicle Restrictions20.0Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF2LOT 18 HIGHLANDS THE UNIT 30031080013

Utilities

• Utilities: Natural Gas AvailablePublic
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple