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$825,000

4403 HIGHLAND OAKS CIRCLE, SARASOTA, FL 34235

Active0 days on market

Beds

3

Baths

4

Sq Ft

3,000 sq ft

Year Built

1988

Lot Size

0.34 acres

Garage

2

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4712607
StatusActive
Year Built1988
Stories1
Total Rooms10
ConstructionBlock
RoofTile
FoundationSlab
FacesEast
SubdivisionTHE HIGHLANDS - THE MEADOWS
CountySarasota
OwnershipFee Simple

Interior Features

InteriorCathedral Ceiling(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
FlooringCarpet, Tile
AppliancesBuilt-In Oven, Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Refrigerator, Washer
LaundryLaundry Room
CoolingCentral Air
HeatingCentral
FireplaceYes ()

Exterior & Lot

ExteriorIrrigation System, Private Mailbox, Sliding Doors
Lot Size0.34 acres (15,000 sq ft)
Road SurfaceAsphalt

Pool & Spa

Private PoolYes
Pool FeaturesIn Ground, Gunite

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesNatural Gas Available, Public

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
HOA Fee$20 / Annually
Senior CommunityNo

Financial Details

List Price$825,000
Annual Taxes$7,658 (2025)
FinancingCash, Conventional
ZoningRSF2
Parcel #0031080013

Directions

From University, South on Honore, West on Longmeadow, West on Highlands Bridge Rd to the end.

Location

4403 HIGHLAND OAKS CIRCLE, SARASOTA, FL 34235

Listing Information

OfficePREMIER SOTHEBY'S INTERNATIONAL REALTY
ListedNovember 11, 2026

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Home Price

$825,000

20% ($165,000)
6.75%

Loan Term

Principal & Interest$4,281
Property Tax (est.)$756
Insurance (est.)$150
Total Monthly$5,187
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: November 13, 2026.

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