$1,649,000
75 Osprey Point Drive Osprey, FL 34229
For Sale MLS# A4695145
4 beds 4 baths 4,001 sq ft Single Family
Details for 75 Osprey Point Drive
MLS# A4695145
Description for 75 Osprey Point Drive, Osprey, FL, 34229
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 4
Lot Size: 0.76 Acres
Square Feet: 4,001 sq ft
Year Built: 1983
Garage: Yes
Stories: 1 Story
Construction: Block,Stucco
Subdivision: Oaks
Builder: Bo MacEwen
Foundation: Slab
County: Sarasota
School Information
Elementary: Laurel Nokomis Elementary
Middle: Sarasota Middle
High: Venice Senior High
Room Information
Main Floor
Laundry: 8x13
Bedroom 3: 11x11
Bedroom 2: 16x13
Primary Bedroom: 16x14
Kitchen: 15x9
Studio: 20x12
Dining Room: 40x29
Great Room: 45x22
Foyer: 18x12
Bathrooms
Full Baths: 4
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Wine Refrigerator, Exhaust Fan, Dryer, Dishwasher, Disposal, Range, Refrigerator, Microwave, Range Hood, Electric Water Heater, Washer
Flooring: Carpet,Tile
Doors/Windows: Window Treatments, Drapes, Insulated Windows, Blinds, Rods
Fireplaces: Gas
Additional Interior Features: Walk-In Closet(s), Window Treatments, Ceiling Fan(s), Vaulted Ceiling(s), Separate/Formal Living Room, Wood Cabinets, Main Level Primary, Crown Molding, Separate/Formal Dining Room, High Ceilings, Built-in Features
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Connected,High Speed Internet Available
Cooling: Ceiling Fan(s), Zoned, Central Air
Heating: Zoned, Heat Pump
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Circular Driveway, Garage Faces Side
Roof: Concrete, Tile
Pool: In Ground
Lot View: Pond,Trees/Woods,Water
Lot Dimensions: 260x130
Additional Exterior/Lot Features: Sprinkler/Irrigation, Patio, Landscaped, Private Road, Near Golf Course, Outside City Limits
Out Buildings: Guest House
Community Features
Community Features: Golf, Waterfront, Dock
Security Features: Security System, Security System Owned, Smoke Detector(s)
Association Amenities: Security, Gated
HOA Dues Include: Common Areas, Reserve Fund, Road Maintenance, Association Management, Taxes, Security
Homeowners Association: Yes
HOA Dues: $5,700 / Semi-Annually
Driving Directions
Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 0142050014
Tax Amount: 14635.87
Tax Year: 2025
A broker reciprocity listing courtesy: COLDWELL BANKER REALTY
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Sales History & Tax Summary for 75 Osprey Point Drive
Sales History
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Tax Summary
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Schools
Schools nearby 75 Osprey Point Drive
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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