

$825,000
4403 Highland Oaks CircleSarasota, FL 34235
Listing updated: November 13, 2026 at 10:14 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Rare opportunity in The Highlands, with 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. 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-plus restaurants and outstanding shopping. A 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 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 air-conditioning 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. 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 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! A 2016 tile roof and hurricane-rated garage door, 2017 pool resurfacing, two new air-conditioning systems in 2025 and above floodplain in flood zone X.
Estimated monthly payment
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 history2 days on market
- Status: ActiveNov 11, 2026
- Listed$825,000Nov 11, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 2
- Subdivision
- The Highlands - The Meadows
- County
- Sarasota
- Year built
- 1988
- Living area
- 3,000 sq ft
- Price/sq ft
- $275
- Building area
- 4,500 sq ft (Public Records)
- 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
- $7,658 (2025)
- Parcel #
- 0031080013
- Zoning
- RSF2
- MLS #
- A4712607
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Carpet, Tile
- Appliances
- Built-In Oven, Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Refrigerator, Washer
- Interior features
- Cathedral Ceiling(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Laundry
- Laundry Room
- Stories / Levels
- One
- Direction faces
- East
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $20 / Annually
- Monthly HOA
- $2/mo
- Total monthly fees
- $198/mo
- Total annual fees
- $2,374
- HOA name
- HOC HOA
- CDD
- No
- Min lease term
- 2 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Maximum of 2 leases in 12-month period
Exterior & Construction
- Exterior features
- Private Mailbox
- Construction materials
- Block
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Natural Gas Available, Public
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 21x21 |
| Dining Room | First | 11x15 |
| Kitchen | First | 11x15 |
| Family Room | First | 17x17 |
| Primary Bedroom | First | 17x20 |
| Bedroom 2 | First | 12x17 |
| Bedroom 3 | First | 12x12 |
| Bedroom 4 | First | 12x14 |
| Den | First | 10x13 |
| Laundry | First | 8x10 |
Listing Details
- Listing date
- 2026-11-11
- On market date
- 2026-11-11
- Original list price
- $825,000
- Occupant type
- Owner
- MLS area
- 34235 - Sarasota
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-11-11
- Tax legal description
- LOT 18 HIGHLANDS THE UNIT 3
Flood risk
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, South on Honore, West on Longmeadow, West on Highlands Bridge Rd to the end.
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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 November 13, 2026 at 10:14 AM 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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