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75 OSPREY POINT DRIVE, OSPREY, FL - photo 1

$1,595,000

75 OSPREY POINT DRIVE

OSPREY, FL 34229

Estimated payment $14,340/month

includes HOA $5,700/mo · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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4Beds
4Baths
4,001Sq Ft
$399Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

HOA $5,700/mo
Private Pool
Fireplace
Garage
Built in 1983
32,983 sqft Lot

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:4
  • •Full bathrooms:4
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:4,001 sqft
  • •Total interior livable area:4,001 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:32,983 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1983

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Price history

DateEventPrice
2026-06-11T00:00:00.000ZListed for sale$1,595,000$399/sqft

Listing Agent

Steve Abbe

COLDWELL BANKER REALTY

Brokerage Phone: 941-383-6411

Source: Stellar MLS · MLS #A4695145

Data Powered by Home Junction, Inc.

Nearby

Schools

PINE VIEW SCHOOL

Elementary · 1.8 mi

Supermarkets

Walmart Grocery Pickup and Delivery

1.2 mi

Walmart Supercenter

1.2 mi

Albertsons

1.2 mi

Dining

Bay Doner

0.3 mi

Adabeyi Balık Restaurant

0.3 mi

Blimpie

0.7 mi

Parks

Jim Neville Marine Preserve

0.8 mi

Palmer Point Park

0.8 mi

Osprey dog park

1.0 mi

Beaches

Siesta Key Beach

3.6 mi

Cresent Beach

3.8 mi

Nokomis Public Beach

4.1 mi

Nearby amenity locations include data © OpenStreetMap contributors.