4357 HIGHLAND OAKS CIRCLE, SARASOTA, FL, 34235
Active22 days on marketListed Oct 16, 2026MLS #A4708632
About this home
4357 HIGHLAND OAKS CIRCLE
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 & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,158
Sqft
0.31 ac
Lot size
1989
Year built
One
Levels
$348
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$5,495 /mo · 10% down Conventional, 30-yr fixed at 7.5%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$5,495/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+24.2%
$/sqft vs Sarasota actives
$348 vs $310
Days on market
22 vs 67 typical
Where $348/sqft sits among the 400 Sarasota actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Sarasota
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
SARASOTA 34235 — neighborhood snapshot
Population
15,146
Median age
58.4
Median income
$78,958
Median home value
$370,400
Avg household
2.08
Households w/ children
1,159
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$450K → $491K
Sarasota median sold, yr/yr
95.4%
Sale-to-list ratio (12 mo)
175 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 251% above the SARASOTA 34235 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 4357 HIGHLAND OAKS CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$555,000
3440 HIGHLANDS BRIDGE ROAD · same community
3 bd · 2 ba · 2,033 sqft · $273/sqft · 87 DOM
Sold · Jan ’26$775,000
3445 HIGHLANDS BRIDGE ROAD · same community
3 bd · 3 ba · 2,359 sqft · $329/sqft · 175 DOM
Sold · Aug ’26$655,000
4322 HIGHLAND OAKS CIRCLE · same community
3 bd · 2 ba · 2,374 sqft · $276/sqft · 8 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
John Carpenter
CFO/Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 4357 HIGHLAND OAKS CIRCLE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4357 HIGHLAND OAKS CIRCLE — before you fall in love.
See it in person
Schedule a tour
Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
4357 HIGHLAND OAKS CIRCLE FAQs
What would the monthly payment be for 4357 HIGHLAND OAKS CIRCLE?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $5,495/mo — principal and interest, the actual property-tax bill, the $2/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 4357 HIGHLAND OAKS CIRCLE?+
The association fee works out to $2 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 4357 HIGHLAND OAKS CIRCLE?+
The most recent tax bill on record (2025) was $3,983. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 4357 HIGHLAND OAKS CIRCLE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Sarasota?+
At $750,000, this home is listed about 34% above the Sarasota median of $559,000. The market section on this page shows how the area is trending.
Which schools are assigned to 4357 HIGHLAND OAKS CIRCLE?+
Gocio Elementary School (elementary), Booker Middle School (middle), Booker High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · Fernando Viteri, PA. MLS #A4708632.
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 is deemed reliable but is not guaranteed accurate by Stellar MLS.
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