Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$774,500 -$24,500 (-3.07%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,612 Sq. Ft.
  • Updated 2 days ago

Next open house:

Open House: 12:00 PM - 2:30 PM

Saturday 5/23 12:00 PM - 2:30 PM

4305 Highland Oaks Circle,Sarasota, FL 34235

4305 Highland Oaks CircleSarasotaFL34235

Get directions

View more dates

Join us at 4305 Highland Oaks Circle on:

  • Open House: 1:00 PM - 3:00 PM

    Sunday 5/24 1:00 PM - 3:00 PM

    4305 Highland Oaks Circle,Sarasota, FL 34235
    4305 Highland Oaks CircleSarasotaFL34235
See This Home
Save This Home
See This Home
Save This Home
Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today's work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.

Full Property Details for 4305 Highland Oaks Cir

General

  • Price: $774,500
  • HOA FEE: $196/month
  • HOA FEE FREQ.: Annually
  • Taxes: $6,992 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4676006
  • Updated: 5/19/2026
  • Added to Site: 135 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Electric
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Ceramic Tile, Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, Salt Water, Screen Enclosure

Exterior

  • Exterior Features: Dog Run, Irrigation System, Outdoor Shower, Private Yard

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: From 17th Street, turn North onto Longmeadow, Left at Hadfield Drive, right on Highland Oaks Drive, right on Highland Oaks Circle, property will be on your right.
  • Direction Faces: West

School Information

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

Community

  • Community Name: 34235 - Sarasota
  • Association: Yes
  • Assoc. Name: The Meadows Community Association Lisa Compton

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: None
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Well

Structural Information

  • Exterior Const.: Block
  • Roof: Tile
  • Stories/Levels: One
  • Square Feet: 2,612
  • Sq. Ft. Source: Public Records
  • Year Built: 1990

Lot Features

  • Lot Size (Acres): 0.23
  • Lot Size (Sq. Ft.): 9,932
  • Lot Size: 9932
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $2,355
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,992.97
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 28 HIGHLANDS THE UNIT 3
  • Flood Zone Info: X
  • APN: 31010012
  • Property ID: 31010012

Listed by Exp Realty Llc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 4305 Highland Oaks Cir —

  • Exp Realty Llc

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 4305 Highland Oaks Cir

School District:Sarasota County School District
NameGradesDistance
Gocio Elementary School
3450 Gocio Road, Sarasota, FL 34235
PK-51.3 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-82.7 mi
Booker High School
3201 North Orange Avenue, Sarasota, FL 34234
9-123.7 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 4305 Highland Oaks Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/19/2026
Price Reduced
$774,500
-3.07%
MLS
4/23/2026
Price Reduced
$799,000
-2.44%
MLS
4/06/2026
Price Reduced
$819,000
-3.53%
MLS
3/09/2026
Price Reduced
$849,000
-2.96%
MLS
2/17/2026
Price Reduced
$874,900
-2.25%
MLS
1/22/2026
Price Reduced
$895,000
-2.19%
MLS
1/07/2026
Listed
$915,000
—
MLS
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 4305 Highland Oaks Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,162
-16%
$574,000
-7%
2024
$7,378
76%
$614,000
80%
2023
$4,193
3%
$341,650
3%
2022
$4,081
2%
$331,699
3%
2021
$3,988
—
$322,038
1%
2021
$3,988
3%
$317,592
2%
2019
$3,858
18%
$310,452
17%
2018
$3,281
—
$266,094
2%
2017
$3,265
—
$260,621
2%
2016
$3,264
-2%
$255,261
1%
2015
$3,319
6%
$253,487
6%
2014
$3,129
—
$238,162
2%
2013
$3,125
—
$234,642
—
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.

Estimate the Cost for 4305 Highland Oaks Cir

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Exp Realty Llc

Similar Properties near 4305 Highland Oaks Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

8009 Hampton Ct, University Park, FL 34201 - Photo 1
$775,000

8009 Hampton Ct  University Park, FL 34201

  • Single Family
  • Active
  • Updated 9 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,158
    Sq. Ft.
Listed by Fine Properties
1862 6th St, Sarasota, FL 34236 - Photo 1
$749,000

1862 6th St  Sarasota, FL 34236

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 1,419
    Sq. Ft.
Listed by Millennia Realty
4616 Blue Marlin Dr, Bradenton, FL 34208 - Photo 1
$775,000

4616 Blue Marlin Dr  Bradenton, FL 34208

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,134
    Sq. Ft.
Listed by Preferred Shore Llc
10253 Canaveral Cir, Sarasota, FL 34241 - Photo 1
$770,000

10253 Canaveral Cir  Sarasota, FL 34241

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,427
    Sq. Ft.
Listed by Kw Coastal Living Ii

Just Listed near 4305 Highland Oaks Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3527 Fair Oaks Ln, Longboat Key, FL 34228 - Photo 1 Just Listed
$2,550,000
Open House

3527 Fair Oaks Ln  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 5 hours ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,154
    Sq. Ft.
Listed by Miriam Pearson (941) 726-4687
7039 Stanhope Pl, University Park, FL 34201 - Photo 1 Just Listed
$985,000

7039 Stanhope Pl  University Park, FL 34201

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,906
    Sq. Ft.
Listed by Kw Suncoast
2600 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$275,000

2600 Harbourside Dr  #H-04  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 17 hours ago
Listed by Lbre Llc
3710 Gulf Of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$349,900

3710 Gulf Of Mexico Dr  #G20  Longboat Key, FL 34228

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,052
    Sq. Ft.
Listed by Edgewater Real Estate, Inc

Price Reduced near 4305 Highland Oaks Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

8150 Indigo Ridge Terrace, University Park, FL 34201 - Photo 1 Price Reduced
-$15,001 (-2.91%)
$499,999

8150 Indigo Ridge Terrace  University Park, FL 34201

  • Single Family
  • Active
  • Updated 19 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,869
    Sq. Ft.
Listed by Team Cashi (941) 907-1033
3210 Bayou Sound, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$100,000 (-7.7%)
$1,199,000
Open House

3210 Bayou Sound  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,091
    Sq. Ft.
Listed by Jules Lojacono Mackie (773) 704-1438
3459 Byron Ln, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$50,000 (-5.56%)
$849,000

3459 Byron Ln  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,474
    Sq. Ft.
Listed by Bruce Myer Group (941) 383-6411
5055 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$26,000 (-4.52%)
$549,000

5055 Gulf of Mexico Dr  #421  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,484
    Sq. Ft.
Listed by Bruce Myer Group (941) 383-6411

Recent Sales near 4305 Highland Oaks Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4348 Highland Oaks Cir, Sarasota, FL 34235 - Photo 1 Sold
$730,000

4348 Highland Oaks Cir  Sarasota, FL 34235

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,820
    Sq. Ft.
Listed by Premier Sotheby's International Realty
Sold by Premier Sotheby's International Realty
4640 San Siro Dr, Sarasota, FL 34235 - Photo 1 Sold
$835,000

4640 San Siro Dr  Sarasota, FL 34235

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,597
    Sq. Ft.
Listed by Natalie Pankonin
Sold by Premier Sotheby's International Realty
3445 Highlands Bridge Rd, Sarasota, FL 34235 - Photo 1 Sold
$775,000

3445 Highlands Bridge Rd  Sarasota, FL 34235

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,359
    Sq. Ft.
Listed by Premier Sothebys Intl Realty
Sold by Horizon Realty International
4872 Waterbridge Down, Sarasota, FL 34235 - Photo 1 Sold
$829,000

4872 Waterbridge Down  Sarasota, FL 34235

  • Single Family
  • Closed
  • Updated 7 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,982
    Sq. Ft.
Listed by Flat Fee Mls Realty
Sold by Lpt Realty, Llc

4305 Highland Oaks Circle, Sarasota, FL 34235 (MLS# A4676006) is a Single Family property with 3 bedrooms and 3 full bathrooms. 4305 Highland Oaks Circle is currently listed for $774,500 and was received on January 07, 2026. Want to learn more about 4305 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.

Tour this property