Property Description

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

Included Appliances

DishwasherRangeRange HoodRefrigerator

Property Details

Highlights

Waterfront

Yes

Interior

Additional Rooms

Formal Living Room Separate

Appliances

DishwasherRangeRange HoodRefrigerator

Bathrooms Total Decimal

3.5

Building Area Total

5227

Cooling

Central AirZoned

Fireplace Features

Family RoomLiving Room

Flooring

Concrete

Green Indoor Air Quality

Whole House Vacuum System

Heating

CentralZoned

Interior Features

Built-in FeaturesCeiling Fan(s)Central VacuumEating Space In KitchenHigh CeilingsPrimary Bedroom Main FloorSplit BedroomStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s)

Laundry Features

InsideLaundry Room

Living Area

3953

Rooms Total

5

Security Features

Gated Community

Construction

Architectural Style

ContemporaryCustom

Building Area Source

Public Records

Building Area Units

Square Feet

Construction Materials

BlockConcreteStucco

Direction Faces

North

Foundation Details

Slab

Levels

One

Living Area Source

Public Records

Living Area Units

Square Feet

Roof

Tile

Stories Total

Yes

Year Built

1989

Site & Exterior

Covered Spaces

2

Exterior Features

Outdoor ShowerSliding DoorsStorage

Flood Zone Code

X

Garage Spaces

2

I D X Participation

Yes

Lot Features

LandscapedOversized Lot

Lot Size Acres

0.4

Lot Size Area

17230

Lot Size Square Feet

17230

Lot Size Units

Square Feet

Parking Features

Workshop in Garage

Patio And Porch Features

CoveredEnclosedScreened

Pool Features

Fiber Optic LightingIn GroundSalt Water

Public Survey Range

18E

Public Survey Section

03

Road Surface Type

Asphalt

Sewer

Public Sewer

Spa Features

HeatedIn GroundOther

Total Acreage

1/4 to less than 1/2

Utilities

Cable ConnectedElectricity ConnectedPublicWater Connected

Vegetation

Mature Landscaping

Water Access

Yes

Water Extras

Yes

Water Source

Public

Water View

Yes

Waterfront

Yes

Waterfront Features

Bay/Harbor FrontLake Front

Zoning

RSF1

Financials

Association Fee

5700

Association Fee Frequency

Annually

Calculated List Price By Calculated Sq Ft

606.88

Contract Status Change Date

2025-11-13

Current Price

2399000

Feed Types

BBO

Lease Considered

Yes

Minimum Lease

1-2 Years

Monthly H O A Amount

475

Owner Name

EDWARD SEAN SULLIVAN

Ownership

Fee Simple

Parcel Number

0142060007

Public Survey Township

38S

Tax Annual Amount

14206.23

Tax Book Number

2111-2937

Tax Legal Description

LOT 135 OAKS

Tax Lot

135

Tax Year

2024

Total Annual Fees

5700

Total Monthly Fees

475

Neighborhood & Lifestyle

Community & Association

Additional Lease Restrictions

See HOA docs

Association Amenities

ClubhouseFitness CenterGolf CourseMaintenancePickleball Court(s)Tennis Court(s)

Association Approval Required

Yes

Association Email

kcollins@theoaksclub.com

Association Fee Requirement

Required

Association Name

The Oaks Club

Association Phone

941-966-2161

Association U R L

www.theoaksclub.com

Community Features

Bay/Harbor FrontDockFishingWater AccessClubhouseDeed RestrictionsFitness CenterGated Community - GuardGolfPoolRestaurantTennis Court(s)

Lease Restrictions

Yes

M L S Area Major

34229 - Osprey

Number Of Pets

3

Pet Size

Extra Large (101+ Lbs.)

Pets Allowed

Yes

S W Subdiv Community Name

The Oaks

Subdivision Name

OAKS

Schools

Ratings

Elementary

Laurel Nokomis Elementary

Middle

Sarasota Middle

High

Venice Senior High

Listing provided courtesy of STELLAR via IDX. Updated: May 19, 2026, 3:23pm.

49 OSPREY POINT DRIVE

49 OSPREY POINT DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Jonathan Abrams, PLLC

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49 OSPREY POINT DRIVE

49 OSPREY POINT DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Jonathan Abrams, PLLC