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75 OSPREY POINT DR,  OSPREY, FL 34229

MLS# A4695145.  4 beds.  4.0 baths.  Single Family Home.  Active

$5700.00 Semi-Annually Fees.  $14,636 in taxes (2025)

$1,649,000

 

Remarks:

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.

Quick Info:

  • Listing is courtesy Of: COLDWELL BANKER REALTY ((941-383-6411))
  • Listing Agent: Steve Abbe ((941-400-3969))
  • Days on yellowkey: 4
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 4.0
  • Living Area Square Feet: 4001
  • Built 1983
  • Taxes: $14,636 (2025)
  • Spa: No
  • Garage Spaces:2 ()
  • Square Feet: 5028
  • Fees: $5,700 Semi-Annually
  • Sarasota County
  • Terms: Cash, Conventional
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  • Occupancy Information: Owner
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  • Subdivision Name: OAKS
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  • Interior Features: Ceiling Fans(s), Crown Molding, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
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  • Parking Description: Circular Driveway, Garage Faces Side
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
6/11/2026Sale0A4695145listed for sale$1,649,000-327.9634MLS
5/20/2026Sale181A4672439Listing Removed$1,695,000-337.1121MLS
11/19/2025Sale0A4672439listed for sale$1,975,000-337.1121MLS




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