4403 Highland Oaks Circle, FL4403 Highland Oaks Circle, FL
Stellar MLS
1 / 2

$825,000

4403 Highland Oaks CircleSarasota, FL 34235

Listing updated: November 13, 2026 at 10:14 AM ET

Active
Stellar MLSListing courtesy of Premier Sotheby'S International Realty · Fernando Viteri, PA · MLS #A4712607 · Active · 941-364-4000
3
Beds
4
Baths
3,000
Sq Ft
0.34
Acres
1988
Built
◆Private pool◆Fireplace◆$275/sqft
Single Family Residence

Property type

1988

Year built

15,000 sqft

Lot size

$275

Price / sq ft

$2/mo

HOA dues

2

Days on market

2

Garage spaces

X

Flood zone

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.

Estimated monthly payment

Principal & interest$4,172
Property taxes$638
Home insurance (est.)$378
HOA dues$2

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history2 days on market

  1. Status: Active
    Nov 11, 2026
  2. Listed$825,000
    Nov 11, 2026

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
2
Subdivision
The Highlands - The Meadows
County
Sarasota
Year built
1988
Living area
3,000 sq ft
Price/sq ft
$275
Building area
4,500 sq ft (Public Records)
Lot size
15,000 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12115C0151G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$7,658 (2025)
Parcel #
0031080013
Zoning
RSF2
MLS #
A4712607

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Interior Details

Bedrooms
3
Full bathrooms
3
Half bathrooms
1
Flooring
Carpet, Tile
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Refrigerator, Washer
Interior features
Cathedral Ceiling(s), Eat-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
Laundry
Laundry Room
Stories / Levels
One
Direction faces
East
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$20 / Annually
Monthly HOA
$2/mo
Total monthly fees
$198/mo
Total annual fees
$2,374
HOA name
HOC HOA
CDD
No
Min lease term
2 Months
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Maximum of 2 leases in 12-month period

Exterior & Construction

Exterior features
Private Mailbox
Construction materials
Block
Roof
Tile
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Natural Gas Available, Public

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Living RoomFirst21x21
Dining RoomFirst11x15
KitchenFirst11x15
Family RoomFirst17x17
Primary BedroomFirst17x20
Bedroom 2First12x17
Bedroom 3First12x12
Bedroom 4First12x14
DenFirst10x13
LaundryFirst8x10

Listing Details

Listing date
2026-11-11
On market date
2026-11-11
Original list price
$825,000
Occupant type
Owner
MLS area
34235 - Sarasota
Listing AOR
Sarasota - Manatee
Status changed
2026-11-11
Tax legal description
LOT 18 HIGHLANDS THE UNIT 3

Flood risk

Minimal riskFEMA Zone XPanel 12115C0151G

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

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

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Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of November 13, 2026 at 10:14 AM ET. 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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