Hero
Gallery 2
Gallery 3
Gallery 4
Gallery 5
Gallery 6
Gallery 7
Gallery 8
Gallery 9
Gallery 10
Gallery 11
Gallery 12
Gallery 13
Gallery 14
Gallery 15
Gallery 16
Gallery 17
Gallery 18
Gallery 19
Gallery 20
Gallery 21
Gallery 22
Gallery 23
Gallery 24
Gallery 25
Gallery 26
Gallery 27
Gallery 28
Gallery 29
Gallery 30
Gallery 31
Gallery 32
Gallery 33
Gallery 34
Gallery 35
Gallery 36
Gallery 37
Gallery 38
Gallery 39
Gallery 40
Gallery 41
Gallery 42
Gallery 43
Gallery 44
Gallery 45
Gallery 46
Gallery 47
Gallery 48
Gallery 49
Gallery 50
Gallery 51
Gallery 52
Gallery 53
Gallery 54
Gallery 55
Gallery 56
Gallery 57
Gallery 58
Gallery 59
Gallery 60
Gallery 61
Gallery 62
Gallery 63
Gallery 64
Gallery 65
Gallery 66
Gallery 67
Gallery 68
Gallery 69
Gallery 70

75 OSPREY POINT DRIVE OSPREY, FL 34229

Listed by: COLDWELL BANKER REALTY 941-383-6411 Agent: Steve Abbe 941-400-3969 steveabbe@pga.com

update time: 07/21/2026 21:00:46

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.

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

Property Details

Location

+

Interior Features

+

Exterior Features

+

School

+

Additional Information

+

Nearby Properties

Stellar MLS logoInformation Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website comes in part from the Stellar MLS. Listings identified with the Stellar MLS logo are not necessarily those of the website owner. If you believe any Stellar MLS listing contains material that infringes your copyrighted work, please click hereto review the Stellar MLS DMCA policy and learn how to submit a takedown request. © 2026 Stellar MLS. All rights reserved. Stellar MLS data last updated at 2026-07-21 21:00:46. For issues with IDX contact stdreamer123@gmail.com