216 Osprey Point Drive, FL
Stellar MLS

$695,000

216 Osprey Point Drive

Osprey, FL 34229

Active
0
Baths
0.59
Acres
Water access$27/sqft
Land

Property type

25,736 sqft

Lot size

$27

Price / sq ft

$475/mo

HOA dues

1

Day on market

AE

Flood zone

About this home

One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural beauty and impressive estate homes. The Oaks Bayside is treasured for its peaceful, Old Florida character, with a neighborhood setting along Little Sarasota Bay and beautifully landscaped streets that reflect the elegance and privacy of this exclusive community. Design your dream home in a tranquil environment while enjoying access to the exceptional lifestyle The Oaks is known for. Club amenities include three restaurants, a ballroom, two 18-hole championship golf courses, award-winning racquet programs with 12 Har-Tru hydro-grid tennis courts, four pickleball courts, official croquet green, state-of-the-art fitness center, Junior Olympic heated community pool, bocce, basketball court and playground. The Oaks has earned recognition as a Platinum Club of America, Emerald Club of the World, Distinguished Club of the World and one of America’s Healthiest Clubs. Ideally near nationally ranked Pine View School, the Legacy Trail, world-famous Siesta Key, shopping, dining, cultural venues, entertainment and Gulf Coast beaches, this exceptional homesite offers a rare opportunity to enjoy privacy, prestige and the full country club lifestyle in one of Sarasota’s premier gated communities.

Estimated monthly payment

Principal & interest$3,514
Property taxes$0
Home insurance (est.)$319
HOA dues$475

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 4, 2026
  2. Listed$695,000
    Jun 4, 2026
  3. Price increased$695,000

Facts & features

Property type
Land
Status
Active
Days on market
1
Subdivision
Oaks
County
Sarasota
Price/sq ft
$27
Lot size
25,736 sq ft
Lot category
1/2 to less than 1
Flood zone
AE
Parcel #
0133130006
Zoning
RSF1
MLS #
A4696023

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Interior Details

Direction faces
South

HOA & Financial

HOA fee
$2,850 / Semi-Annually
Monthly HOA
$475/mo
Total monthly fees
$475/mo
Total annual fees
$5,700
HOA name
Access Management/Hope Root
Listing terms
Cash, Conventional
Ownership
Fee Simple

Exterior & Construction

Water access
Yes
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Available, Sewer Available, Water Available

Community

Pets allowed
Yes

Schools

ElementaryLaurel Nokomis ElementaryGreatSchools ↗
MiddleSarasota MiddleGreatSchools ↗
High SchoolVenice Senior HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Listing Details

Listing date
2026-06-02
On market date
2026-06-04
Original list price
$695,000
MLS area
34229 - Osprey
Listing AOR
Sarasota - Manatee
Status changed
2026-06-04
Tax legal description
LOT 24 OAKS

Flood risk

High riskFEMA Zone AE

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

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

Location

Directions

From US 41 in Osprey, turn west into The Oaks Bayside gate, directly across from the main entrance to the Oaks Club. This is a guard-gated community; a business card and driver's license are required. Stay on Osprey Point Dr. and follow to the property on the right, which is part of 222 Osprey Point Dr. There is no sign.

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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 5, 2026 at 7:51 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