IDX

Listed by Fernando Viteri, PA · Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · 941-364-4000 · Agent MLS ID# MFR281504949 · Deemed reliable but not guaranteed. · Listing updated: Nov 14, 2026 · 12:21 PM

Active

4403 HIGHLAND OAKS CIR

Sarasota, Sarasota, FL, 34235

$825,000

$275/sqft

3Beds
4Baths
3,000Sq Ft
1988Built
3Days on Market

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.

Facts & Features

MFRA4712607
$825,000
Active
3
4
3
1
3,000 sqft
0.3400
1988
Residential
Single Family Residence
N/A

Community Information

4403 HIGHLAND OAKS CIR
The Highlands - The Meadows
Sarasota
Sarasota
FL
34235
No

Amenities

Pool, Tennis Court(s), Golf Course, Fitness Center, Recreation Facilities, Pickleball Court(s), Trail(s), Fence Restrictions, Park, Spa/Hot Tub, Security, Playground, Vehicle Restrictions, Storage, Basketball Court, Optional Additional Fees, RV/Boat Storage
N/A
No
No
Yes

Interior

High Ceilings, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Eat-in Kitchen, Cathedral Ceiling(s), Living Room/Dining Room Combo, Kitchen/Family Room Combo, Solid Surface Counters, Wet Bar
Central
Central Air
Tile, Carpet
Wood Burning
1
Built-In Oven, Dishwasher, Disposal, Dryer, Refrigerator, Washer, Electric Water Heater, Electric Cooktop

Exterior

Private Mailbox
Block
Slab
Tile
N/A
N/A

School Information

N/A
N/A
N/A

Additional Information

November 11, 2026
3
RSF2
East
No

Mortgage Calculator

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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

Listing updated: Nov 14, 2026 · 12:21 PM

Listed by: Fernando Viteri, PA · 941-400-7676—PREMIER SOTHEBY'S INTERNATIONAL REALTY · 941-364-4000

Updated from Real Estate Market Data

Location

AEAhmed ElbatrawyEmpire Network Realty

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