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$565,000 -$10,000 (-1.74%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,067 Sq. Ft.
  • Updated 17 hours ago
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Absolutely beautiful and spacious! This 3-bedroom, 2-bath home is tucked away in The Highlands neighborhood of The Meadows. It sits on a quiet circle with a golf course view from the back where the western orientation brings afternoon light and beautiful sunsets to the screened lanai. Renovated a few years ago, it includes updated laminate wood flooring, quartz counters in the kitchen and baths, new cabinets, stainless appliances (including a wine fridge), modern fixtures, frameless shower doors, and a soaking tub in the primary bath that looks out to a courtyard with bougainvillea. The A/C and rain gutters are recent, and there's space to add a pool later if wanted. Inside, the open layout flows between the living area with a wood-burning fireplace, kitchen with pantry, and family space. Cathedral ceilings and skylights keep things bright. The primary bedroom has a walk-in closet and en suite bath; the other two bedrooms also have walk-in closets. Sliding doors open to the porch for easy outdoor time and fresh spring air. The Meadows offers plenty of outdoor space with walking trails, ponds, a community pool, fitness center, tennis and pickleball courts, and various resident activities. Optional access to some facilities is available through the Renaissance program. The location puts you close to University Town Center shopping and dining, a short drive to downtown Sarasota's restaurants, museums, and theaters, the airport, and Gulf beaches. Don't wait, schedule your showing today!

Full Property Details for 4427 Highland Oaks Cir

General

  • Price: $565,000
  • HOA FEE: $171/month
  • HOA FEE FREQ.: Annually
  • Taxes: $6,991 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4682654
  • Updated: 4/9/2026
  • Added to Site: 49 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 10
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Stone Counters, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sliding Doors
  • Deck/Patio: Rear Porch, Screened
  • Porch/Patio/Deck: Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34235 - Sarasota
  • County: Sarasota
  • Development Name: 34235 - Sarasota
  • Subdivision: THE HIGHLANDS
  • Driving Directions: I75 to exit 213, University Pkwy. Go west on University Pkwy, then turn left Honore Ave. Turn right on Longmeadow, then right on Hadfield Dr. Turn right on Highland Oaks Dr, continue on Highland Oaks Cir.
  • Direction Faces: East

School Information

  • Elementary School: Gocio Elementary
  • Middle School: Booker Middle
  • High School: Booker High

Community

  • Community Name: 34235 - Sarasota
  • Community Features: Deed Restrictions, Golf, Pool
  • Association: Yes
  • Assoc. Name: Meadows Community Association
  • Assoc. Fees Include: Community Pool

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public, Well
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: One
  • Square Feet: 2,067
  • Sq. Ft. Source: Public Records
  • Year Built: 1988

Lot Features

  • Property View: Golf Course
  • Lot Size (Acres): 0.34
  • Lot Size (Sq. Ft.): 15,000
  • Lot Size: 15000
  • Street/Road Desc.: Concrete

Financial Considerations

  • Association Fee: $2,050
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,991.93
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 16, HIGHLANDS THE UNIT 3
  • Flood Zone Info: X
  • APN: 31080011
  • Property ID: 31080011

Listed by Kw Suncoast

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Listing agents

— 4427 Highland Oaks Cir —

  • Kw Suncoast

  • Kw Suncoast

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4427 Highland Oaks Cir

School District:Sarasota County School District
NameGradesDistance
Gocio Elementary School
3450 Gocio Road, Sarasota, FL 34235
PK-51.2 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-82.5 mi
Booker High School
3201 North Orange Avenue, Sarasota, FL 34234
9-123.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4427 Highland Oaks Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/06/2026
Price Reduced
$565,000
-1.74%
MLS
2/20/2026
Listed
$575,000
-12.88%
MLS
12/05/2023
Sold
$660,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4427 Highland Oaks Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,214
-12%
$541,600
-2%
2024
$7,077
—
$555,000
-3%
2023
$7,099
45%
$573,800
60%
2021
$4,895
-23%
$358,500
-27%
2022
$6,357
30%
$494,100
64%
2021
$4,895
33%
$300,678
2%
2019
$3,676
2%
$293,918
2%
2018
$3,588
—
$288,438
2%
2017
$3,572
1%
$282,505
2%
2016
$3,551
-2%
$276,694
1%
2015
$3,612
18%
$274,771
18%
2014
$3,058
2%
$232,068
5%
2013
$2,986
—
$222,027
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Kw Suncoast

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4427 Highland Oaks Circle, Sarasota, FL 34235 (MLS# A4682654) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4427 Highland Oaks Circle is currently listed for $565,000 and was received on February 20, 2026. Want to learn more about 4427 Highland Oaks Circle? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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