75 OSPREY POINT DRIVE Osprey, FL $ 1,649,000
75 OSPREY POINT DRIVE
$ 1,649,000
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75 OSPREY POINT DRIVE

Osprey, FL, 34229
$ 1,649,000
Bedrooms4 Baths4.0 Sq 4,001

Monthly Estimate*

$ 10,153

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Single Family Home for sale in Osprey, FL

for $1,649,000 with 4 bedrooms and 4 full baths. This 4,001 square foot home was built in 1983 on a lot size of 0.76.

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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Single Family Active

Price

$ 1,649,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 14,635

Style

Traditional

Lot Size

0.76

Year Built

1983

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4695145

Features
General
Sewer Public Sewer
Heating Heat Pump Zoned
Cooling Central Air Zoned
Utilities BB/HS Internet Available Cable Connected
Possession Close Of Escrow
Roof Concrete Tile
Appliances Dishwasher Disposal Dryer Electric Water Heater Exhaust Fan Microwave Range Range Hood Refrigerator Washer Wine Refrigerator
Zoning RE1
HOA Fee 5700
Garage Spaces 2
Association Fee Includes 24-Hour Guard Common Area Taxes Escrow Reserves Fund Fidelity Bond Manager Private Road Security
Patio/Porch Features Patio
Architectural Style Traditional
Pool Features In Ground
Security Features Security System Security System Owned Smoke Detector(s)
Construction Materials Block Stucco
Pets Allowed Dogs OK Yes
Year Built 1983
View Trees/Woods Water
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Waterfront
Community Features Dock Waterfront Deed Restrictions Golf Irrigation-Reclaimed Water
Additional Parcels Description 0
Assoc Fee Paid Per Semi-Annually
County Sarasota
New Construction false
Property Type Residential
Association Amenities Gated Security Vehicle Restrictions
Attached Garage true
Subdivision Name OAKS
Facing Direction South
Garage Y/N true
Other Structures Guest House
Total Rooms 9
Full Baths 4
Status Active
Directions Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.
High School Venice Senior High
City OSPREY
Association Name Access Management/Hope Root
Senior Community Y/N false
MLS Area 34229 - Osprey
Lot Size Units Square Feet
Lot Size Square Feet 32983
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Laurel Nokomis Elementary
Land Lease Y/N false
Tax Annual Amount 14635.87
Middle/Junior High School Sarasota Middle
Additional Parcels Y/N true
Lease Considered Y/N true
Virtual Tour https://pix360.com/phototour3/42539/
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name Bo MacEwen
Standard Status Active
Occupancy Type Owner
Tax Lot 140
Legal Description LOTS 140 & 141 OAKS
Water View Pond
Pet Size Limit Extra Large (101+ Lbs.)
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 950
Additional Rooms Breakfast Room Separate Den/Library/Office Family Room Formal Dining Room Separate Formal Living Room Separate Great Room
Water View Y/N true
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding High Ceilings Primary Bedroom Main Floor Solid Wood Cabinets Vaulted Ceiling(s) Walk-In Closet(s) Window Treatments
Flooring Carpet Tile
Furnished Y/N Unfurnished
Fireplace Features Gas
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Drapes Insulated Windows Rods Window Treatments
Fireplace Y/N true
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Irrigation System
Vegetation Bamboo Mature Landscaping Oak Trees Trees/Landscaped Wooded
Parking Features Circular Driveway Garage Faces Side
Lot Features In County Near Golf Course
Water Source Public
Lot Size Area 32983
Foundation Details Slab
Spa false
Building Area Total 5028
Lot Dimensions 260 x 130
Lot Size Acres 0.76
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Private Road
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* Excluded Features
List By
Coldwell Banker Realty

Broker

steveabbe@pga.com

Email

Affordability Calculator

$11,373
Per Month
89%
11%
0%
Monthly Principal & Interest
$10,153
Monthly Property Taxes
$1,220
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Venice Senior High High School High School
Pricing History
DatePricePrice ChangeDescription
6/11/2026$1,649,000 Listed Price

Map


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75 OSPREY POINT DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $1,649,000 with 4,001 sqft and a lot size of 0.76. 75 OSPREY POINT DRIVE has 4 bedrooms, 4.0 baths, and was built in 1983. The property's zip code is 34229 which is in Osprey, FL