75 OSPREY POINT DRIVE, Osprey, Sarasota, FL, 34229, Residential, 4, 4, e819565d74ca9027a2cd7e8bfacfc758, A4695145,75,OSPREY POINT

  • $1,595,000

Overview

Property ID: A4695145
  • Single Family Residence
  • Property Type
  • 4
  • Bedrooms
  • 4
  • Bathrooms
  • 2
  • Garages
  • 4001 Square Feet
  • Area Size
  • 1983
  • Year Built

Description

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.

  • Address: OSPREY POINT
  • City: OSPREY
  • State/county: Sarasota
  • Zip/Postal Code: 34229
  • Area: OAKS

Details

Updated on September 11, 2026 at 2:00 am
  • Property ID A4695145
  • Price $1,595,000
  • Property Size 4001 Square Feet
  • Land Area 0.76 Square Feet
  • Bedrooms 4
  • Bathrooms 4
  • Garages 2
  • Year Built 1983
  • Property Type Single Family Residence
  • Property Status Residential

Additional details

  • ArchitecturalStyle Traditional
  • AssociationAmenities Gated, Security, Vehicle Restrictions
  • AssociationFee 5700
  • AssociationFeeFrequency Semi-Annually
  • AssociationFeeIncludes 24-Hour Guard, Common Area Taxes, Escrow Reserves Fund, Fidelity Bond, Manager, Private Road, Security
  • BathroomsFull 4
  • BathroomsHalf 0
  • BuilderName Bo MacEwen
  • BuildingAreaTotal 5028
  • CommunityFeatures Dock, Waterfront, Deed Restrictions, Golf, Irrigation-Reclaimed Water
  • ConstructionMaterials Block, Stucco
  • ContractStatusChangeDate 2026-06-11
  • Cooling Central Air, Zoned
  • CoveredSpaces 2
  • CumulativeDaysOnMarket 271
  • DaysOnMarket 90
  • DirectionFaces South
  • Directions Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.
  • ElementarySchool Laurel Nokomis Elementary
  • FireplaceFeatures Wood Burning
  • Flooring Carpet, Tile
  • FoundationDetails Slab
  • Furnished Unfurnished
  • Heating Heat Pump, Zoned
  • HighSchool Venice Senior High
  • InternetAddressDisplayYN 1
  • InternetAutomatedValuationDisplayYN 1
  • InternetConsumerCommentYN 1
  • InternetEntireListingDisplayYN 1
  • LaundryFeatures Inside, Laundry Room
  • LeaseConsideredYN 1
  • Levels One
  • ListAOR Sarasota - Manatee
  • ListAgentAOR Sarasota - Manatee
  • ListAgentEmail steveabbe@pga.com
  • ListAgentFullName Steve Abbe
  • ListAgentKey 38200b0ed9a1a952744314961bd432c6
  • ListAgentMlsId 281505166
  • ListAgentPreferredPhone 941-400-3969
  • ListOfficeKey 4fdd72a9e5e6e1603cd718e74651facc
  • ListOfficeMlsId 231502433
  • ListOfficeName COLDWELL BANKER REALTY
  • ListOfficePhone 941-383-6411
  • ListingContractDate 2026-06-10
  • ListingTerms Cash, Conventional
  • LivingAreaSource Public Records
  • LotFeatures In County, Near Golf Course
  • LotSizeArea 32983
  • LotSizeDimensions 260 x 130
  • LotSizeSquareFeet 32983
  • MLSAreaMajor 34229 - Osprey
  • MiddleOrJuniorSchool Sarasota Middle
  • MlsStatus Active
  • ModificationTimestamp 2026-09-09T14:06:17.460Z
  • OnMarketDate 2026-06-11
  • OriginalEntryTimestamp 2026-06-11T16:24:25.293Z
  • OriginalListPrice 1649000
  • OriginatingSystemKey stellar
  • OriginatingSystemName Stellar MLS
  • OtherStructures Guest House
  • Ownership Fee Simple
  • ParcelNumber 0142050014
  • ParkingFeatures Circular Driveway, Garage Faces Side
  • PatioAndPorchFeatures Patio
  • PetsAllowed Dogs OK, Yes
  • PhotosChangeTimestamp 2026-06-14T14:18:43.759Z
  • PhotosCount 70
  • PoolFeatures In Ground
  • PostalCodePlus4 9246
  • PriceChangeTimestamp 2026-08-13T17:38:48.913Z
  • RoadFrontageType Private Road
  • RoadSurfaceType Paved
  • Roof Concrete, Tile
  • RoomsTotal 9
  • SecurityFeatures Security System, Security System Owned, Smoke Detector(s)
  • Sewer Public Sewer
  • SourceSystemKey 791813243
  • SpecialListingConditions None
  • StateOrProvince FL
  • StatusChangeTimestamp 2026-06-11T16:24:25.293Z
  • StreetName OSPREY POINT
  • StreetNumber 75
  • StreetNumberNumeric 75
  • StreetSuffix DRIVE
  • TaxAnnualAmount 14635.87
  • TaxBookNumber 2111-2937
  • TaxLegalDescription LOTS 140 & 141 OAKS
  • TaxLot 140
  • TaxYear 2025
  • Utilities BB/HS Internet Available, Cable Connected
  • View Trees/Woods, Water
  • WaterSource Public
  • WaterfrontFeatures Waterfront
  • WindowFeatures Blinds, Drapes, Insulated Windows, Rods, Window Treatments
  • Zoning RE1

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