To schedule a showing of 75 Osprey Point Drive, Osprey, Florida, Call David Shippey at 863-521-4517 TODAY!
$1,649,000 | 4 beds | 4 full baths | N/A half baths | 4,001 sqft
Osprey, FL 34229
- 4Beds
- 4.00Total Baths
- 4 Full, 0 HalfBaths
- 4,001SqFt
- 1983Year Built
- 0.76Acres
- MLS# A4695145
- Residential
- SingleFamilyResidence
- Active
- Approx Time on MarketN/A
- Area34229 - Osprey
- CountySarasota
- Subdivision Oaks
Overview
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.
Agriculture / Farm
Association Fees / Info
Community Features: Dock, Golf, Waterfront
Pets Allowed: DogsOk, Yes
Hoa Frequency Rate: 5700
Association: Yes
Association Amenities: Gated, Security
Hoa Fees Frequency: SemiAnnually
Association Fee Includes: AssociationManagement, CommonAreas, ReserveFund, RoadMaintenance, Security, Taxes
Bathroom Info
Total Baths: 4.00
Fullbaths: 4
Building Info
Window Features: Blinds, Drapes, InsulatedWindows, Rods, WindowTreatments
Roof: Concrete, Tile
Builder: Bo MacEwen
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Traditional
Pool Features: InGround
Patio: Patio
Pool Private: Yes
Exterior Features: SprinklerIrrigation
Fees / Restrictions
Financial
Original Price: $1,649,000
Disclosures: CovenantsRestrictionsDisclosure
Garage / Parking
Parking Features: CircularDriveway, GarageFacesSide
Attached Garage: Yes
Garage: Yes
Green / Env Info
Green Water Conservation: WaterRecycling
Interior Features
Fireplace Desc: Gas
Fireplace: Yes
Floors: Carpet, Tile
Levels: One
Laundry Features: Inside, LaundryRoom
Interior Features: BuiltInFeatures, CeilingFans, CrownMolding, HighCeilings, MainLevelPrimary, VaultedCeilings, WalkInClosets, WoodCabinets, WindowTreatments, SeparateFormalDiningRoom, SeparateFormalLivingRoom
Appliances: Dryer, Dishwasher, ExhaustFan, ElectricWaterHeater, Disposal, Microwave, Range, Refrigerator, RangeHood, WineRefrigerator, Washer
Lot Info
Direction Remarks: Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.
Lot Size Units: Acres
Lot Size Acres: 0.76
Lot Sqft: 32,983
Est Lotsize: 260x130
Vegetation: Oak, PartiallyWooded, Wooded
Lot Desc: NearGolfCourse, OutsideCityLimits, PrivateRoad, Landscaped
Misc
Other
Other Structures: GuestHouse
Special Conditions: None
Security Features: SecuritySystemOwned, SecuritySystem, SmokeDetectors
Other Rooms Info
Property Info
Section: 03
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Stucco
Stories: 1
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 9
Sqft Info
Sqft: 4,001
Bulding Area Sqft: 5,028
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 140
Tax Legal Description: LOTS 140 & 141 OAKS
Tax Annual Amount: 14635.87
Tax Book Number: 2111-2937
Unit Info
Utilities / Hvac
Heating: HeatPump, Zoned
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, Zoned, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableConnected, HighSpeedInternetAvailable
Waterfront / Water
View: Yes
View: Pond, TreesWoods, Water
Directions
Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.This listing courtesy of Coldwell Banker Realty
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MLS IDX data last updated on 06-12-2026 2:00 AM EST.
If you have any questions on 75 Osprey Point Drive, Osprey, Florida, please call David Shippey at 863-521-4517.
MLS# A4695145 located at 75 Osprey Point Drive, Osprey, Florida is brought to you by David Shippey REALTOR®
75 Osprey Point Drive, Osprey, Florida has 4 Beds, 4 Full Bath, and 0 Half Bath.
The MLS Number for 75 Osprey Point Drive, Osprey, Florida is A4695145.
The price for 75 Osprey Point Drive, Osprey, Florida is $1,649,000.
The status of 75 Osprey Point Drive, Osprey, Florida is Active.
The subdivision of 75 Osprey Point Drive, Osprey, Florida is Oaks.
The home located at 75 Osprey Point Drive, Osprey, Florida was built in 2026.