ActiveOpen House

4415 Highland Oaks Cir, Sarasota, FL, 34235

$397/sqft·The Highlands

3 bd3 ba2,046 sqft2 car garageSingle Family
Listed by RE/MAX PALM· Last updated · MLS# A4705361

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Est. monthly payment
$5,373/mo
Down payment (20%)
$162,600
Property taxes
$584/mo
HOA
$1,702.42/yr
Rate assumed
6.8% · 30 yr
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At a glance

Single family
Built 1988
Private pool
Gunite
2 car garage
Covered
0.34 acres
Lot size
2,046 sqft
Living area

Open house

Saturday, Oct 3· 5:00 PM to 8:00 PM

Well-maintained Sarasota home featuring a new 2026 roof, 2020 HVAC, and refreshed primary bathroom. Enjoy a comfortable layout in a desirable community convenient to shopping, dining, amenities, and Gulf Coast beaches.

About this home

Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Eat-in KitchenHigh CeilingsLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main Floor

4415 Highland Oaks Cir is a 1988-built home in The Highlands, Sarasota. Inside you'll find 3 bedrooms, 3 bathrooms, and 2,046 square feet of living space. Listed at $813,000 (about $397/sqft), 14 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $1,702.42 annually.

From the listing

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 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 .

The essentials

Built
1988
Price / sqft
$397
On market
19 days
Annual tax
$7,011
HOA
$1,702.42/yr
Flood zone
X · Low risk
Lot
15,000 sqft
Type
Single Family Residence

Location

4415 Highland Oaks Cir
Sarasota, FL, 34235·34235 - Sarasota
Type
Single Family Residence
Year Built
1988
Lot
15,000 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Covered, Driveway, Garage Door Opener
Pool
Gunite, In Ground
Days on Market
19
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-in Closet(s)
Outdoor Shower
Private Mailbox
Sidewalk
Buyer Approval Required
Deed Restrictions
Fitness Center
Golf Carts OK
Golf
No Truck/Rv/Motorcycle Parking
Park
Playground
Pool
Sidewalks
Tennis Court(s)
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Microwave
Range
Refrigerator
Washer

Elementary

Gocio Elementary

Middle

Booker Middle

High

Booker High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X

Annual Tax (2025)

$7,011

Parcel #

0031080012

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

The Highlands

County

Sarasota

MLS Area

34235 - Sarasota

Lot Size

15,000 sqft

Cleared
HOA
$1,702.42/yr
Meadows Community Association
Date
Event
Price
9/14/2026
Listed for sale
Source: Stellar MLS #A4705361
$813,000
$397/sqft
Est. monthly payment$5,373/mo
Principal & interest$4,240
Property taxes$584
Insurance$407
HOA$142
Down payment20% · $162,600
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

Choose an offer strength

List price: $813,000
$810,000 – $813,000
99.5% – 100% of listTops out right at the list price
80% of listList price
37 of the last 64 home closings in 34235 landed at this number or higher (58%). The median one sat 20 days before it went under contract, and this one is on day 19.

Sample: 64 closed home sales in 34235 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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