143 Osprey Point Drive, FL
Stellar MLS

$575,000

143 Osprey Point Drive

Osprey, FL 34229

Listing updated: June 12, 2026 at 7:41 AM ET

Active
0
Baths
0.4
Acres
$33/sqft
Land

Property type

17,647 sqft

Lot size

$33

Price / sq ft

$492/mo

HOA dues

1

Day on market

X/AE

Flood zone

About this home

One of the last available homesites in The Oaks Bayside. Almost 1/2 acre, at 17,647-square-feet, this exceptional lot presents a rare opportunity to build a custom luxury residence in one of Sarasota's most established and prestigious gated communities. Located behind the 24-hour staffed gates of The Oaks Bayside, this desirable homesite is ready to be transformed into the home you've always envisioned. Bring your own builder and architect and create a residence tailored to your lifestyle, surrounded by majestic oak trees, winding streets, and distinctive estate homes. The Oaks Bayside is renowned for its peaceful Old Florida charm, mature landscaping, and prime location along Little Sarasota Bay. This sought-after neighborhood offers a unique blend of privacy, natural beauty, and convenience, just minutes from the beaches of Casey Key, downtown Sarasota, and the area's finest shopping, dining, and cultural attractions. Ownership includes membership in The Oaks Club, one of Florida's most respected private club communities, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, croquet, a state-of-the-art WellFit Center, Junior Olympic heated swimming pool, bocce, basketball, playground facilities, multiple dining venues, and a vibrant year-round social calendar. Club membership is required, and there is currently NO WAITING LIST for either Golf or Sports/Social membership.

Estimated monthly payment

Principal & interest$2,908
Property taxes$0
Home insurance (est.)$264
HOA dues$492

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 history1 days on market

  1. Status: Active
    Jun 11, 2026
  2. Listed$575,000
    Jun 11, 2026
  3. Price increased$575,000

Facts & features

Property type
Land
Status
Active
Days on market
1
County
Sarasota
Price/sq ft
$33
Lot size
17,647 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X/AE
Parcel #
0144010009
Zoning
RSF1
MLS #
A4694133

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HOA & Financial

HOA fee
$2,950 / Semi-Annually
Monthly HOA
$492/mo
Total monthly fees
$492/mo
Total annual fees
$5,900
HOA name
Asset Management/Hope Root
Ownership
Fee Simple

Exterior & Construction

Road surface
Paved

Utilities

Sewer
None
Water source
None
Utilities
Electrical Nearby

Listing Details

Listing date
2026-06-11
On market date
2026-06-11
Original list price
$575,000
MLS area
34229 - Osprey
Listing AOR
Sarasota - Manatee
Status changed
2026-06-11
Tax legal description
LOT 168 OAKS

Flood risk

Zone X/AEFEMA Zone X/AE

See FEMA for this zone’s designation and insurance requirements.

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

Location

Directions

Rte. 41/Tamiami Trail S. to The Oaks Bayside entrance/Osprey Point Dr. West through guard gate. Follow Osprey Point Dr. to land adjacent to 137 OPD.

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MLS GRID

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 June 12, 2026 at 7:41 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA