
4322 HIGHLAND OAKS CIRCLE, SARASOTA, FL, 34235
Pending18 days on marketListed Jul 16, 2026MLS #A4700000
About this home
4322 HIGHLAND OAKS CIRCLE
A Jewel in the Highlands! Spotless, beautifully updated and equipped with hurricane protection systems in a prestigious section of The Meadows, a park-like oasis in a phenomenal location. Meandering canopied streets lead you to this exceptional pool home with privacy and ideal southern exposure. Inside, natural light, high ceilings and generously sized rooms create a bright and welcoming atmosphere. Walls of sliders open to a paver lanai with a sparkling pool and charming outdoor seating area, all cocooned by lush greenery for total privacy; a true haven for relaxing or entertaining. The luxuriously appointed kitchen showcases custom, soft-close cabinetry, gleaming Persa granite countertops, stainless steel Bosch appliances, a stone backsplash and ample counter seating. All just a short ride to the exceptional amenities that make The Meadows such a beloved lifestyle community. Set on 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar and, at a reasonable fee, a fitness center, a junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. 2024 leaf-filter gutters, 2017 air conditioner, 2014 tile roof, 2012 gas water heater, landscape irrigation well, hurricane-impact windows, accordion shutters on sliders, above the floodplain in Zone X.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,374
Sqft
0.29 ac
Lot size
2
Garage
1991
Year built
One
Levels
$284
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.
$4,457 /mo · 10% down Conventional, 30-yr fixed at 6%
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
$4,457/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.
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
+7.2%
$/sqft vs Sarasota actives
$284 vs $330
Days on market
18 vs 58 typical
Where $284/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
15,114
Median age
57.6
Median income
$72,948
Median home value
$338,200
Avg household
2.12
Households w/ children
1,116
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
$475K → $495K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
151 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 194% above the SARASOTA 34235 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 4322 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 · Jan ’26$775,000
3445 HIGHLANDS BRIDGE ROAD · same community
3 bd · 3 ba · 2,359 sqft · $329/sqft · 175 DOM
Sold · Nov ’25$555,000
3440 HIGHLANDS BRIDGE ROAD · same community
3 bd · 2 ba · 2,033 sqft · $273/sqft · 87 DOM
Sold · Oct ’25$1,000,000
4626 HADFIELD DRIVE · same community
4 bd · 5 ba · 4,764 sqft · $210/sqft · 6 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 4322 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 4322 HIGHLAND OAKS CIRCLE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
4322 HIGHLAND OAKS CIRCLE FAQs
What would the monthly payment be for 4322 HIGHLAND OAKS CIRCLE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,457/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 4322 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 4322 HIGHLAND OAKS CIRCLE?+
The most recent tax bill on record (2025) was $4,792. 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 4322 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 $675,000, this home is listed about 18% above the Sarasota median of $570,000. The market section on this page shows how the area is trending.
Which schools are assigned to 4322 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 #A4700000.
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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