Land at 216 OSPREY POINT DR, OSPREY
Land at 216 OSPREY POINT DR, OSPREY, photo 2 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 3 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 4 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 5 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 6 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 7 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 8 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 9 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 10 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 11 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 12 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 13 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 14 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 15 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 16 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 17 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 18 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 19 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 20 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 21 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 22 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 23 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 24 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 25 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 26 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 27 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 28 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 29 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 30 of 31
Land at 216 OSPREY POINT DR, OSPREY, photo 31 of 31
31 photos

$695,000

216 OSPREY POINT DR
OSPREY, FL 34229
Listed by Judie Berger · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
N/A

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.

Property details

MLS
Stellar MLS
MLS #
MFRA4696023
Property type
Land
Subdivision
OAKS
Status
Active
Days on market
1
On market date
June 4, 2026
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.59 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
GULF GATE ELEMENTARY SCHOOL
3.42 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
700
Student:teacher ratio
14.6:1
District
SARASOTA
Middle
SARASOTA MIDDLE SCHOOL
4.61 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,217
Student:teacher ratio
17.9:1
District
SARASOTA
High
RIVERVIEW HIGH SCHOOL
5.03 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,542
Student:teacher ratio
20.7:1
District
SARASOTA

Walkability

Blended score for OSPREY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

73
Walkable
out of 100
EPA National Walkability Index
13.8 / 20 -- Above average walkable
Google Places amenity density
78 / 100
Restaurants & cafes11
Grocery stores3
Parks6
Schools1
Transit stops13
Pharmacies1

Market position

How this listing compares to current activity in OSPREY, from live MLS data.

On the market 1 days -- 182 fewer days than OSPREY's current average of 183 days.
For reference, the median list price across 148 active listings in OSPREY right now is $622,200.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$4,335/mo
$139,000 down
$556,000 loan
Principal & interest$3,606
Property tax (est.)$579
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated June 5, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.