- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
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Street View
$695,000
Monthly Est:$3,459
-- Bed
-- Bath
25,736sqft lot
216 Osprey Point Dr, Osprey, FL 34229
$695,000
$3,459/moEst:
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Land
Built in -
$475/mo HOA
25,736 sqft lot
$27/sq.ft
Description
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.
- Houzeo last checked: 13 minutes ago
- Listing updated: June 5, 2026 at 11:51 am
- Listing Provided by: Judie Berger (941) 928-3424 , Ryan Evans | PREMIER SOTHEBY'S INTERNATIONAL REALTY (941) 364-4000
- Source: Stellar MLS-FL | MLS#: A4696023
Property Details
Status
Active
Type
Land
No. of Stories
-
County
City
Neighborhood
--
Year Built
-
HOA Fees
$475/mo
Finished Area
- sqft
Lot Size
25,736 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
A4696023
MLS Status
Active
Days on Market
127
Cumulative Days on Market
1
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Location
HOA Management
Access Management/Hope Root
HOA Fees
$2,850/ Semi-Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Park Playground
Security Guard
Club House
Tennis
Pool
Security Gate
Gym
Golf
Sports Court
Management
Recreational Facilities
Fidelity Bond
Private Road
Escrow Reserves Fund
Common Area Taxes
Recreation Facilities
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedroom: --
Bathroom: --
Interior
Sewer
Public Sewer
Utilities & Energy
Water Source
Public
Utilities
Bb/hs Internet Available, Cable Available, Electricity Available, Sewer Available, Water Available
Security Features
Gated Community
Association Amenities
Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s)
Other Features
Subdivision Name
Oaks
Vegetation
Mature Landscaping, Oak Trees
Lot Features
Buildable, Flood Plain/bottom Land, In County, Paved, Private
Community Features
Activity Core/center, Deed Restrictions, Fitness Center, Gated Community Guard, Golf Carts Ok, Golf, Playground, Pool, Tennis Court(s), Street Lights
Price History
| Date | Event | Price |
|---|---|---|
06/04/2026 Source: | Listed for Sale | $695,000 $0/sqft |
06/11/2025 Source: | Listing Removed | $695,000 -6.71% $0/sqft |
02/26/2025 Source: | Price Decreased | $745,000 -6.29% $0/sqft |
06/12/2024 Source: | Listed for Sale | $795,000 +695.80% $0/sqft |
06/01/2015 Source: | Sold | $99,900 -25.45% $0/sqft |
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Based on information from Stellar MLS® through Oct 11, 2026, 12:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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 non-commercial use. It 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 prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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