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3 Beds
4 Baths
3,000 sqft

$825,000

4403 HIGHLAND OAKS CIR, SARASOTA FL, 34235

Price per sqft$275.00
Built in1988
Property size3,000 sqft
Property typeResidential
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY, Fernando Viteri, PA  Listing Contact: 941-364-4000

Overview

Active

Listed Nov 11, 2026

Updated 43 min ago

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.

$5,489/mo

Est. mortgage payment based on a $825,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
A4712607

Interior Features

Bedrooms
3
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.34 Acres

Other Property Details

Taxes
$7,658
Tax Frequency
Annually
Association Fee Frequency
Monthly
Secondary Association Fee
$2,354
Secondary Association Fee Frequency
Yearly
Garage
Yes
Municipality
36S
Pets Allowed
Yes
Pool
Yes
55+/Senior Community
No

Listings courtesy of Stellar MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Winkle & Company shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS. 

Based on information submitted to the MLS GRID as of 11:09 PM UTC on 11/12/2026. All data is obtained from various sources and may not have been verified by 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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