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$750,000

Active

4357 Highland Oaks Cir, Sarasota, FL 34235

3 beds · 2 baths · 2,158 sq ft

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4708632

Listed today

Refreshed from the Stellar MLS feed . This listing’s MLS record last changed .

About this home

Poolside paradise meets peace of mind! Enjoy peaceful preserve views, total privacy and fun Florida living from this spotless, fully hurricane-ready pool home in The Highlands, the crown jewel of The Meadows—a park-like oasis in a phenomenal location. A canopied street and paver driveway welcome you to this cheerful retreat, just five minutes from 90+ restaurants and outstanding shopping. Inside, high ceilings, an open floor plan and walls of windows bring in natural light while showcasing the sparkling pool and peaceful preserve views. Step outside to your own private paradise, where an expansive paver lanai and heated saline pool create the perfect setting for relaxing, entertaining and enjoying Florida's indoor-outdoor lifestyle. Best of all, rest easy with hurricane-impact windows and doors, a tile roof secured with tie-downs and a whole-house generator. All just a short drive to 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 fabulous Florida lifestyle awaits. Features: 2023 tankless water heater, 2022 pool heater, 2018 Kohler whole-house generator, 2015 A/C, 2014 tile roof, above floodplain in zone X

Facts

Property type
Single Family Residence
Year built
1989
Living area
2,158 sqft
Lot size
0.31 acres
Private pool
Yes
Exposure
South
Furnished
Negotiable
Flood zone
X
CDD
No
55+ community
No
Annual taxes
$3,983/yr
Monthly fees
$198/mo
Listed
Oct 16, 2026
MLS #
A4708632

Estimate the monthly payment

Estimate by Lasbury Tracy Realty — not a loan offer

Starting figures for 4357 HIGHLAND OAKS CIR. Everything below is editable.

AssumptionNot a quoted rate. Ask a lender what you actually qualify for today.

From this listingThe seller's most recent annual tax bill as reported to the MLS. Your bill will differ — Florida reassesses on sale and homestead caps reset.

Editable estimateA placeholder, not a quote. On the Gulf Coast this is the line item most likely to be wrong: premiums swing on roof age, wind mitigation, elevation, and carrier appetite. Get a real quote before you rely on this number.

Starts at $0Deliberately zero until you enter a figure — we will not inflate a payment with a guess. Many homes here need it; ask us for the property's flood zone and the current policy's premium.

From this listingMonthly association fee as reported to the MLS. Confirm what it includes, and ask about special assessments.

AssumptionNot applied — your down payment is 20% or more.

Estimated total monthly payment

$4,947

$3,792 of that is principal & interest. 23% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.

Principal & interest
$3,792
Property taxes
$332
Homeowners insurance
$625
Flood insurance
$0
HOA / condo fees
$198
Mortgage insurance (PMI)
$0
Total per month
$4,947

Over the life of the loan

Loan amount
$600,000
Down payment
$150,000
Total interest
$765,267
Principal + interest paid
$1,365,267
Paid off in
2056

Interest is the exact schedule total for a fixed-rate loan held to term and assumes no extra payments. Taxes, insurance and fees are not included in these lifetime figures because they change every year.

Calculated on this page from the figures above — nothing is sent anywhere and no lender is quoting you. Figures are estimates for planning only, not a pre-approval, commitment to lend, or a statement of the taxes and insurance you will actually be charged. Lasbury Tracy Realty Inc. is a real estate brokerage, not a lender or an insurance agent.

Take a tour

Pick a day that suits you — a licensed Lasbury Tracy agent confirms personally, usually within minutes. No account needed.

4357 Highland Oaks Cir, Sarasota, FL 34235

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4708632 · Active

How would you like to see it?
Which day?
What time of day?

In person · Sat, Oct 17 · Morning (9-12)

No account, no obligation. Prefer to talk? (941) 474-5585

Where this home is

Opens on aerial — on this coast the canal, the lot and the neighbours answer more questions than a street grid does.

Similar homes

Listing information is provided in part by Stellar MLS, as distributed by MLS GRID. Based on information submitted to the MLS as of Oct 16, 2026, 3:35 PM (ET). All data is obtained from various sources and may not have been verified by broker or MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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. Some IDX listings have been excluded from this website.

Lasbury Tracy Realty Inc. · [email protected]