For Sale

Listed by Steve Abbe from COLDWELL BANKER REALTY

Source: Stellar MLS #A4695145

75 Osprey Point Dr, Osprey, FL, 34229

$1,595,000

4
4
2
5028 sq. ft.
32983 sq. ft.

SingleFam

30+ days on the market

What's around 75 Osprey Point Dr

About this property

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.

Looking for more information on 75 Osprey Point Dr?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties for sale nearby

For Sale
$850,000
144 Park Trace Boulevard
Osprey FL 34229
4
3
3
Single-Family
Listing courtesy of GOLF & BAY PROPERTIES LLC
For Sale
$2,199,999
154 Lookout Point Drive
Osprey FL 34229
4
4
2
Single-Family
Listing courtesy of FLAT FEE MLS REALTY
For Sale
$1,100,000
907 Eagle Isle Court
Osprey FL 34229
4
3
3
Single-Family
Listing courtesy of ROSEBAY INTERNATIONAL REALTY INC

Other properties for sale by COLDWELL BANKER REALTY

Pending
$569,990
9080 Tequila Sunrise Drive
Sarasota County FL 34241
5
3
2
Single-Family
Listing courtesy of COLDWELL BANKER REALTY
For Sale
$539,000
6721 Carlyle Ln
Sarasota FL 34243
3
2
2
Single-Family
Listing courtesy of COLDWELL BANKER REALTY
For Sale
$229,900
11480 52nd Court East
Manatee County FL 34219
2
3
1
Single-Family
Listing courtesy of COLDWELL BANKER REALTY

Browse properties sold in nearby areas

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent