$1,595,000

75 OSPREY POINT DRIVE, Osprey

4

Beds

4

Baths

4,001 ft2

Property Size

A4695145

MLS #

About The Property

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 updated: 2026-10-27T13:38:00.633Z

Listed by Realtor: Steve Abbe

Listed by office:  COLDWELL BANKER REALTY

Source: Stellar MLS

Property Details

Listing Id: A4695145
Price: $1,595,000
Property Size: 4,001 ft2
Property Lot Size: 1 ft2
Rooms: 9
Bedrooms: 4
Bathrooms: 4
Architectural Style: Traditional
Association Amenities: Gated, Security, Vehicle Restrictions
Association Fee: 5700
Association Fee Frequency: Semi-Annually
Bathrooms Full: 4
Modification Timestamp: 2026-10-27T13:44:22.630Z
Builder Name: Bo MacEwen
Building Area Total: 5028
Community Features: Dock, Waterfront, Deed Restrictions, Golf, Irrigation-Reclaimed Water
Construction Materials: Block, Stucco
Cooling: Central Air, Zoned
CoveredSpaces: 2
CumulativeDaysOnMarket: 307
DaysOnMarket: 126
DirectionFaces: South
ElementarySchool: Laurel Nokomis Elementary
FireplaceFeatures: Wood Burning
Flooring: Carpet, Tile
FoundationDetails: Slab
Furnished: Unfurnished
GarageSpaces: 2
HighSchool: Venice Senior High
Laundry Features: Inside, Laundry Room
Levels: One
List AOR: Sarasota - Manatee
List Agent AOR: Sarasota - Manatee
List Agent Email: steveabbe@pga.com
List Agent Full Name: Steve Abbe
List Agent MlsId: 281505166
ListOfficeMlsId: 231502433
List Office Name: COLDWELL BANKER REALTY
ListOfficePhone: 941-383-6411
Listing Terms: Cash, Conventional
Living Area Source: Public Records
Lot Features: In County, Near Golf Course
LotSizeArea: 32983
LotSizeDimensions: 260 x 130
LotSizeSquareFeet: 32983
MLS Area Major: 34229 - Osprey
MiddleOrJuniorSchool: Sarasota Middle
MlsStatus: Active
ModificationTimestamp: 2026-10-27T13:38:00.633Z
OnMarketDate: 2026-06-11
Originating System Name: Stellar MLS
Other Structures: Guest House
Ownership: Fee Simple
Parcel Number: 0142050014
Parking Features: Circular Driveway, Garage Faces Side
Pets Allowed: Dogs OK, Yes
Pool Features: In Ground
Roof: Concrete, Tile
Security Features: Security System, Security System Owned, Smoke Detector(s)
Sewer: Public Sewer
State Or Province: FL
Status Change Timestamp: 2026-10-07T13:23:15.383Z
Street Name: OSPREY POINT
Street Number: 75
Street Number Numeric: 75
Street Suffix: DRIVE
Tax Annual Amount: 14635.87
Tax Book Number: 2111-2937
Tax Year: 2025
Utilities: BB/HS Internet Available, Cable Connected
View: Trees/Woods, Water
Water Source: Public
Waterfront Features: Waterfront
Window Features: Blinds, Drapes, Insulated Windows, Rods, Window Treatments
Year Built: 1983
Zoning: RE1
FeedTypes: IDX
Source System Key: 791813243
OriginalEntryTimestamp: 2026-06-11T16:24:25.293Z
OriginalListPrice: 1649000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Ceiling Fan(s)
Crown Molding
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
High Ceilings
Home Owners Association
Irrigation System
Microwave
Open Parking
Primary Bedroom Main Floor
Range
Range Hood
Refrigerator
Solid Wood Cabinets
Vaulted Ceiling(s)
Walk-In Closet(s)
Washer
Window Treatments
Wine Refrigerator

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$8,177.88
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 6,184.13

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Disclaimer

Property ID - | 990092

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

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