• $825,000List Price
  • ActiveStatus
  • 48Number of Photos
  • 27.37239Latitude
  • 4403 Highland Oaks CircleAddress
  • Highland Oaks CircleStreet
  • SarasotaTown
  • FLState
  • 34235Zip
  • SarasotaCounty
  • ResidentialProperty Type
  • A4712607MLS Number
  • 3Bedrooms
  • 3Full Bath
  • 1Half Baths
  • 3,000Square Feet
  • 1988Year Built
  • 0.34Acreage

Listing Tools

Rare opportunity in The Highlands: Exceptional Privacy, Space and Potential! Discover the possibilities in this spacious, single-story, four-bedroom pool home in The Highlands, the 'Crown-Jewel' of The Meadows. Set on an expansive 100-foot-wide lot with no neighbors in sight and tranquil preserve views, this home offers exceptional privacy in a phenomenal location, just five minutes from 90+ restaurants and outstanding shopping! A highly sought-after floor plan features 3,000 square feet under air and 4,500 square feet under roof, including an expansive covered lanai ideal for Florida indoor-outdoor living. High ceilings, oversized windows and walls of sliding glass doors fill the home with natural light and showcase the beautiful, private setting. Offering four bedrooms, three-and-a-half baths, plus a flex room, it was thoughtfully designed for maximum privacy as the primary suite and guest bedrooms occupy separate wings. Outside, a large pool invites relaxation and entertaining, while the generous covered lanai provides ample space for alfresco dining and lounging, all overlooking a bountiful mango tree, queen palms and the peaceful preserve. Ready for updating, this home offers tremendous potential, an outstanding floor plan and valuable improvements, including a 2016 tile roof and hurricane-rated garage door, 2017 pool resurfacing, and two new A/C systems in 2025. All near all the fun The Meadows has to offer and five minutes to the UTC Mall, a world-class destination for shopping, dining, and entertainment. Set on 1,600 lush acres just 15 minutes from Downtown Sarasota, The Meadows combines resort living with the beauty of untouched nature. Enjoy 14 miles of scenic trails, an active social calendar, new fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses, and 15 Har-Tru tennis courts. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe's, and the upcoming Sarasota Orchestra and Legacy Bike Trail. A rare opportunity to create your dream Florida home in an exceptional setting! 2016 tile roof and hurricane-rated garage door, 2017 pool resurfacing, two new A/C systems in 2025, above floodplain in flood zone X.

Location

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of November 12, 2026 4:08 PM EST. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

By submitting this form I agree to receive marketing and customer service calls and text messages from Michael Saunders & Company. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.