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
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