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$813,000

Active

4415 Highland Oaks Cir, Sarasota, FL 34235

3 beds · 2.5 baths · 2,046 sq ft

Listing courtesy of RE/MAX PALM · MLS# A4705361

44 days on market

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

About this home

Virtually Staged. Welcome to an elevated Sarasota lifestyle in The Highlands at The Meadows, where timeless design, privacy, and resort-style living come together beautifully. This impressive 3-bedroom, 2.5-bath pool home with a NEW ROOF 2026 ,offers approximately 2,046 square feet of thoughtfully designed living space on a generous .34-acre homesite with peaceful golf-course views. From the moment you enter, the home feels bright, spacious, and refined, with soaring vaulted ceilings, an open-concept layout, abundant natural light, and a desirable split-bedroom floor plan. The kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, stone countertops, stainless-steel appliances, and ample prep and storage space. The living areas flow effortlessly to the private outdoor retreat, where a heated pool and spa, expansive covered lanai, outdoor shower, and tranquil golf-course backdrop create the perfect setting for entertaining, relaxing, and enjoying Florida’s year-round sunshine. The spacious primary suite provides a serene escape with a walk-in closet, beautifully appointed bath, soaking tub, and peaceful views, while the additional bedrooms perfect flexibility for guests, family, or a home office. Additional highlights include an attached 2-car garage, lush established landscaping, generous outdoor living space, and the peace of mind of a new roof. Ideally located within sought-after The Meadows, residents enjoy a beautifully maintained community surrounded by lakes, mature landscaping, walking and biking paths, recreational amenities, and an exceptional Sarasota location. Just minutes from UTC shopping and dining, downtown Sarasota, cultural destinations, and the Gulf Coast’s world-renowned beaches, this residence offers the perfect combination of luxury, convenience, and relaxed Florida living. A rare opportunity to own a beautifully maintained pool home with golf-course views and a new roof in one of Sarasota’s most established and desirable communities.Photos have been virtually Staged .

Facts

Property type
Single Family Residence
Year built
1988
Bathrooms
2 full, 1 half
Living area
2,046 sqft
Lot size
0.34 acres
Private pool
Yes
Exposure
East
Furnished
Unfurnished
Flood zone
X
CDD
No
55+ community
No
Annual taxes
$7,011/yr
Monthly fees
$225/mo
Listed
Sep 11, 2026
MLS #
A4705361

Virtual tour

Tours are hosted by the seller’s chosen provider, not by Lasbury-Tracy Realty. Opening one loads content from that company and shares your IP address with them.

Estimate the monthly payment

Estimate by Lasbury Tracy Realty — not a loan offer

Starting figures for 4415 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

$5,598

$4,111 of that is principal & interest. 27% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.

Principal & interest
$4,111
Property taxes
$584
Homeowners insurance
$678
Flood insurance
$0
HOA / condo fees
$225
Mortgage insurance (PMI)
$0
Total per month
$5,598

Over the life of the loan

Loan amount
$650,400
Down payment
$162,600
Total interest
$829,549
Principal + interest paid
$1,479,949
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.

4415 Highland Oaks Cir, Sarasota, FL 34235

Listing courtesy of RE/MAX PALM · MLS# A4705361 · Active

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

In person · Thu, Oct 29 · 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.

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Listing information is provided in part by Stellar MLS, as distributed by MLS GRID. Based on information submitted to the MLS as of Oct 28, 2026, 10:07 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]