Property 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.

Property Details

Interior

Security Features

Gated Community

Construction

Building Area Units

Square Feet

Direction Faces

South

Living Area Units

Square Feet

Site & Exterior

Current Use

Residential

Flood Zone Code

AE

I D X Participation

Yes

Lot Features

BuildableFlood PlainIn County

Lot Size Acres

0.59

Lot Size Area

25736

Lot Size Dimensions

133 x 148 x 13 x 166

Lot Size Square Feet

25736

Lot Size Units

Square Feet

Public Survey Range

18

Public Survey Section

34

Road Frontage Type

Street PavedPrivate Road

Road Surface Type

Paved

Sewer

Public Sewer

Total Acreage

1/2 to less than 1

Utilities

BB/HS Internet AvailableCable AvailableElectricity AvailableSewer AvailableStreet LightsWater Available

Vegetation

Mature LandscapingOak Trees

Water Access

Yes

Water Body Name

NORTH CREEK

Water Source

Public

Waterfront Features

Bay/Harbor Front

Zoning

RSF1

Financials

Association Fee

2850

Association Fee Frequency

Semi-Annually

Association Fee Includes

24-Hour GuardCommon Area TaxesCommunity PoolEscrow Reserves FundFidelity BondManagerPrivate RoadRecreational FacilitiesSecurity

Calculated List Price By Calculated Sq Ft

27

Contract Status Change Date

2026-06-04

Current Price

695000

Feed Types

BBO

Monthly H O A Amount

475

Owner Name

ON RECORD

Ownership

Fee Simple

Parcel Number

0133130006

Price Per Acre

1177966

Public Survey Township

37

Tax Book Number

2111-2937

Tax Legal Description

LOT 24 OAKS

Tax Lot

24

Tax Year

2025

Total Annual Fees

5700

Total Monthly Fees

475

Neighborhood & Lifestyle

Community & Association

Association Amenities

ClubhouseFence RestrictionsFitness CenterGatedGolf CoursePickleball Court(s)PlaygroundPoolRecreation FacilitiesSecurityTennis Court(s)

Association Fee Requirement

Required

Association Name

Access Management/Hope Root

Association Phone

813-607-2220

Community Features

Bay/Harbor FrontDockActivity Core/CenterDeed RestrictionsFitness CenterGated Community - GuardGolf Carts OKGolfPlaygroundPoolTennis Court(s)

M L S Area Major

34229 - Osprey

Pet Restrictions

See association rules & regs.

Pets Allowed

Yes

S W Subdiv Community Name

Oaks The

Subdivision Name

OAKS

Schools

Ratings

Elementary

Laurel Nokomis Elementary

Middle

Sarasota Middle

High

Venice Senior High

Listing provided courtesy of STELLAR via IDX. Updated: Jun 5, 2026, 10:38am.

216 OSPREY POINT DRIVE

216 OSPREY POINT DRIVE

Property Description

Property Details

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Judie Berger

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216 OSPREY POINT DRIVE

216 OSPREY POINT DRIVE

Property Description

Property Details

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Judie Berger