75 Osprey Point DriveOsprey, FL 34229

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.

Property Information

Property type

Residential

Sub-type

Single Family Residence

Style

Traditional

Year built

1983

Living area

4,001 Sq Ft

Lot size

0.76 acres

Lot dimensions

260x130

Garage spaces

2

Ownership

Fee Simple

Zoning

RE1

Days on market

153

MLS^® Listing#

A4695145

Property Features

Interior

Crown Molding · High Ceilings · Vaulted Ceiling(s) · Walk-In Closet(s)

Appliances

Dishwasher · Disposal · Dryer · Electric Water Heater · Exhaust Fan · Microwave · Range · Range Hood · Refrigerator · Washer · Wine Refrigerator

Cooling

Central Air · Zoned

Heating

Heat Pump · Zoned

Flooring

Carpet · Tile

Fireplace

Wood Burning

Pool

In Ground · Private

Parking

Circular Driveway · Garage Faces Side · Attached

Laundry

Inside · Laundry Room

Patio

Patio

Lot features

Wooded · Near Golf Course · Private

Construction

Block · Stucco

Foundation

Slab

Roof

Concrete · Tile

Windows

Window Coverings · Blinds · Drapes · Insulated Windows · Window Treatments

Security

Security System · Security System Owned · Smoke Detector(s)

Other structures

Guest House

Community

Golf

Utilities

Cable Available · Cable Connected

Sewer

Public Sewer

Water source

Public

Rooms

Schools

Elementary

Laurel Nokomis Elementary

Middle

Sarasota Middle

High

Venice Senior High

Financial Details

HOA

$5,700 / Semi-annuallyAssociation: Access Management/Hope Root

Annual taxes

$14,636Tax year 2025

Parcel number

0142050014

Directions

Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.