Property Description

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks.

Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting.

A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout.

The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer.

Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community.

Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key.

Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar.

Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

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Included Appliances

DishwasherDisposalDryerElectric Water HeaterExhaust FanMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator

Property Details

Highlights

View

Yes

Interior

Additional Rooms

Breakfast Room SeparateDen/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room SeparateGreat Room

Appliances

DishwasherDisposalDryerElectric Water HeaterExhaust FanMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator

Bathrooms Total Decimal

4

Building Area Total

5028

Cooling

Central AirZoned

Fireplace Features

Gas

Flooring

CarpetTile

Furnished

Unfurnished

Heating

Heat PumpZoned

Interior Features

Ceiling Fan(s)Crown MoldingHigh CeilingsPrimary Bedroom Main FloorSolid Wood CabinetsVaulted Ceiling(s)Walk-In Closet(s)Window Treatments

Laundry Features

InsideLaundry Room

Living Area

4001

Rooms Total

9

Security Features

Security SystemSecurity System OwnedSmoke Detector(s)

Window Features

BlindsDrapesInsulated WindowsRodsWindow Treatments

Construction

Architectural Style

Traditional

Builder Name

Bo MacEwen

Building Area Source

Public Records

Building Area Units

Square Feet

Construction Materials

BlockStucco

Direction Faces

South

Foundation Details

Slab

Levels

One

Living Area Source

Public Records

Living Area Units

Square Feet

Num Timesper Year

Yes

Roof

ConcreteTile

Year Built

1983

Site & Exterior

Covered Spaces

2

Exterior Features

Irrigation System

Flood Zone Code

X

Garage Spaces

2

I D X Participation

Yes

Lot Features

In CountyNear Golf Course

Lot Size Acres

0.76

Lot Size Area

32983

Lot Size Dimensions

260 x 130

Lot Size Square Feet

32983

Lot Size Units

Square Feet

Open Parking

Yes

Other Structures

Guest House

Parking Features

Circular DrivewayGarage Faces Side

Patio And Porch Features

Patio

Pool Features

In Ground

Public Survey Range

18

Public Survey Section

03

Road Frontage Type

Private Road

Road Surface Type

Paved

Sewer

Public Sewer

Total Acreage

1/2 to less than 1

Utilities

BB/HS Internet AvailableCable Connected

Vegetation

BambooMature LandscapingOak TreesTrees/LandscapedWooded

View

Trees/WoodsWater

Water Source

Public

Water View

Yes

Waterfront Features

Waterfront

Zoning

RE1

Zoning Compatible

Yes

Financials

Additional Parcels

Yes

Association Fee

5700

Association Fee Frequency

Semi-Annually

Association Fee Includes

24-Hour GuardCommon Area TaxesEscrow Reserves FundFidelity BondManagerPrivate RoadSecurity

Calculated List Price By Calculated Sq Ft

412.15

Contract Status Change Date

2026-06-11

Current Price

1649000

Feed Types

BBO

Lease Considered

Yes

Minimum Lease

1-2 Years

Monthly H O A Amount

950

Owner Name

ON FILE

Ownership

Fee Simple

Parcel Number

0142050014

Public Survey Township

38

Tax Annual Amount

14635.87

Tax Book Number

2111-2937

Tax Legal Description

LOTS 140 & 141 OAKS

Tax Lot

140

Tax Year

2025

Total Annual Fees

11400

Total Monthly Fees

950

Neighborhood & Lifestyle

Community & Association

Additional Lease Restrictions

See documents

Association Amenities

GatedSecurityVehicle Restrictions

Association Approval Required

Yes

Association Email

hroot@acessdifference.com

Association Fee Requirement

Required

Association Name

Access Management/Hope Root

Association Phone

813-607-2220

Association U R L

www.accessdifference.com

Community Features

DockWaterfrontDeed RestrictionsGolfIrrigation-Reclaimed Water

Lease Restrictions

Yes

M L S Area Major

34229 - Osprey

Max Pet Weight

101

Number Of Pets

3

Pet Size

Extra Large (101+ Lbs.)

Pets Allowed

Dogs OKYes

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: Jun 14, 2026, 12:53pm.

75 OSPREY POINT DRIVE

75 OSPREY POINT DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Steve Abbe

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75 OSPREY POINT DRIVE

75 OSPREY POINT DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Steve Abbe