4415 Highland Oaks Circle, FL
Stellar MLS
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$813,000

4415 Highland Oaks Circle

Sarasota, FL 34235

Listing updated: September 14, 2026 at 8:57 PM ET

Active
Stellar MLSListing courtesy of Re/Max Palm · Marilyn Gioffre · MLS #A4705361 · Active · 941-929-9090
3
Beds
3
Baths
2,046
Sq Ft
0.34
Acres
1988
Built
Private pool$397/sqft
Single Family Residence

Property type

1988

Year built

15,000 sqft

Lot size

$397

Price / sq ft

$142/mo

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

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 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 .

Estimated monthly payment

Principal & interest$4,111
Property taxes$584
Home insurance (est.)$373
HOA dues$142

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Sep 15, 2026
  2. Listed$813,000
    Sep 14, 2026
  3. Price increased$813,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
The Highlands
County
Sarasota
Year built
1988
Living area
2,046 sq ft
Price/sq ft
$397
Lot size
15,000 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12115C0151G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$7,011 (2025)
Parcel #
0031080012
Zoning
RSF2
MLS #
A4705361

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Interior Details

Bedrooms
3
Full bathrooms
2
Half bathrooms
1
Flooring
Ceramic Tile, Luxury Vinyl
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Interior features
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)
Laundry
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Stories / Levels
One
Direction faces
East

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Covered, Driveway, Garage Door Opener

HOA & Financial

HOA fee
$1,702 / Annually
Monthly HOA
$142/mo
Total monthly fees
$225/mo
Total annual fees
$2,702
HOA name
Meadows Community Association
CDD
No
Min lease term
2+ Years
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
maximum of 2 leases in a 12 month period.

Exterior & Construction

Exterior features
Outdoor Shower, Private Mailbox, Sidewalk
Construction materials
Block
Roof
Other
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Natural Gas Available, Public, Underground Utilities

Community

Pets allowed
Cats OK, Dogs OK

Schools

ElementaryGocio ElementaryGreatSchools ↗
MiddleBooker MiddleGreatSchools ↗
High SchoolBooker HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Great RoomFirst20x21
Dining RoomFirst11x13
KitchenFirst9x15
DinetteFirst9x13
Primary BedroomFirst16x17
Bedroom 2First12x13
Bedroom 3First12x14
Balcony/Porch/LanaiFirst35x50

Listing Details

Listing date
2026-09-11
On market date
2026-09-14
Original list price
$813,000
Occupant type
Owner
MLS area
34235 - Sarasota
Listing AOR
Sarasota - Manatee
Status changed
2026-09-15
Tax legal description
LOT 17 HIGHLANDS THE UNIT 3

Flood risk

Minimal riskFEMA Zone XPanel 12115C0151G

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From University Parkway, South on Honore, Right on Longmeadow, west on Hadfield Dr, right on Highland Oaks Dr, right on Highland Oaks Cir.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of September 14, 2026 at 8:57 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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