# 75 OSPREY POINT Drive, Osprey, FL 34229 > **TL;DR:** 4bd/4ba single family, $1,595,000 ($399/sqft), built 1983, 4,001 sqft. > Pool, Fireplace, View, A/C. Est. $8,530/mo. Listed 99 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,595,000 | | Price/sqft | $399 | | Bedrooms | 4 | | Bathrooms | 4 full | | Square Feet | 4,001 | | Year Built | 1983 | | Lot Size | 33,106 sqft (0.76 acres) | | Stories | 1 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 99 | ## Why This Home Stands Out - **Pool** - Patio - **Views** - Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $8,065 | | Estimated Insurance | $465 | | **Total** | **$8,530** | ## Nearby Schools - **Elementary:** Laurel Nokomis Elementary - **Middle:** Sarasota Middle - **High:** Venice Senior High ## Key Amenities - Pool - Fireplace - View - A/C ## Property Highlights - Built in 1983 - 0.76 acre lot - Private pool - Fireplace ## Description ### Agent 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. ## Location - **Address:** 75 OSPREY POINT Drive, Osprey, FL 34229 - **County:** Sarasota - **Neighborhood:** OAKS - **Coordinates:** 27.207976, -82.495742 - **Google Maps:** https://www.google.com/maps?q=27.207976,-82.495742 ## Virtual Tour & Media - **Video Tour:** https://pix360.com/phototour3/42539/ ## Listing Agent - **Name:** Steve Abbe - **Brokerage:** Coldwell Banker - **Phone:** 9414003969 - **Broker Phone:** (813) 754-3586 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/75-Osprey-Point-Dr_Osprey_FL_34229_M64001-34629?f=listhub&s=MFRMLSFL&m=A4695145&c=propsimple) ## Photos ![75 OSPREY POINT Drive - Photo 1](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3035476487r.jpg) ![75 OSPREY POINT Drive - Photo 2](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f4146539064r.jpg) ![75 OSPREY POINT Drive - Photo 3](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1688363444r.jpg) ![75 OSPREY POINT Drive - Photo 4](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1886784065r.jpg) ![75 OSPREY POINT Drive - Photo 5](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2008420847r.jpg) ![75 OSPREY POINT Drive - Photo 6](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3376150009r.jpg) ![75 OSPREY POINT Drive - Photo 7](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f4257169480r.jpg) ![75 OSPREY POINT Drive - Photo 8](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2165436397r.jpg) ![75 OSPREY POINT Drive - Photo 9](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3980095623r.jpg) ![75 OSPREY POINT Drive - Photo 10](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2863086452r.jpg) ![75 OSPREY POINT Drive - Photo 11](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2790380792r.jpg) ![75 OSPREY POINT Drive - Photo 12](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2992967579r.jpg) ![75 OSPREY POINT Drive - Photo 13](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2903528263r.jpg) ![75 OSPREY POINT Drive - Photo 14](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1832619433r.jpg) ![75 OSPREY POINT Drive - Photo 15](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3872804271r.jpg) ![75 OSPREY POINT Drive - Photo 16](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1277639275r.jpg) ![75 OSPREY POINT Drive - Photo 17](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3989335806r.jpg) ![75 OSPREY POINT Drive - Photo 18](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f916207613r.jpg) ![75 OSPREY POINT Drive - Photo 19](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2088803924r.jpg) ![75 OSPREY POINT Drive - Photo 20](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3071433736r.jpg) ![75 OSPREY POINT Drive - Photo 21](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1717361053r.jpg) ![75 OSPREY POINT Drive - Photo 22](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3173040627r.jpg) ![75 OSPREY POINT Drive - Photo 23](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1487438353r.jpg) ![75 OSPREY POINT Drive - 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Photo 54](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2735065601r.jpg) ![75 OSPREY POINT Drive - Photo 55](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1634631302r.jpg) ![75 OSPREY POINT Drive - Photo 56](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1089654167r.jpg) ![75 OSPREY POINT Drive - Photo 57](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2830239890r.jpg) ![75 OSPREY POINT Drive - Photo 58](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3140373431r.jpg) ![75 OSPREY POINT Drive - Photo 59](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1564674500r.jpg) ![75 OSPREY POINT Drive - Photo 60](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2097321778r.jpg) ![75 OSPREY POINT Drive - Photo 61](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f849335704r.jpg) ![75 OSPREY POINT Drive - Photo 62](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2046623956r.jpg) ![75 OSPREY POINT Drive - Photo 63](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f2188978396r.jpg) ![75 OSPREY POINT Drive - Photo 64](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3498521146r.jpg) ![75 OSPREY POINT Drive - Photo 65](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3922536429r.jpg) ![75 OSPREY POINT Drive - Photo 66](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3212312049r.jpg) ![75 OSPREY POINT Drive - Photo 67](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1725279619r.jpg) ![75 OSPREY POINT Drive - Photo 68](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1305009874r.jpg) ![75 OSPREY POINT Drive - Photo 69](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f3106227451r.jpg) ![75 OSPREY POINT Drive - Photo 70](http://lh.rdcpix.com/b912c81e7887835c22b931ced5531239l-f1271711150r.jpg) --- **MLS#:** A4695145 | **Updated:** 2026-09-13 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/75-osprey-point-drive-osprey-fl-34229-a4695145) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/75-osprey-point-drive-osprey-fl-34229-a4695145#listing", "url": "https://www.propertysimple.ai/listing/75-osprey-point-drive-osprey-fl-34229-a4695145", "name": "75 OSPREY POINT Drive, Osprey, 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. 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