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75 Osprey Point Drive

Osprey, FL 34229
  • $1,775,000
  • STATUS: Active
  • ON SITE: 143 Days
  • MLS #: A4672439
UPDATED: 161 min ago
$1,775,000
  • 4
    BEDS
  • 0.76
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
  • 4,001
    SQFT
  • $444
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1983
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, laundry, etc. An oversized Pool adorns the private setting with lush landscape and water view. This former home of famed architect, Bo MacEwen, who also designed the breathtaking Oaks’ Clubhouse, boasts an impressive 253FT frontage along the highly sought-after Osprey Point Drive in the Bayside neighborhood often regarded as the “Park Avenue” of The Oaks Golf & Country Club. A gorgeous new 4ft x 4ft “Celini Agento Italian” tile accentuates the fresh color scheme throughout this well-appointed home complete with impressive fireplace, 14-inch crown moldings, wainscoting, palladium windows and much more! The nearby, private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. The Oaks-Bayside is a truly distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the AERIAL VIDEO**

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-04-11T23:44:01.83.
www.onestopre.net/homes/170100310
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75 Osprey Point Drive Osprey, FL 34229

  • Price: $1,775,000
  • Status: Active
  • On Site: 143 Days
  • Updated: 161 min ago
  • MLS #: A4672439
4
Beds
4
Baths
0
½ Baths
0.76
Acres
4,001
SQFT
$444
$/SQFT
1983
Built
Neighborhood:
Oaks
County:
Sarasota
Area:
Osprey
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Property Description
**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, laundry, etc. An oversized Pool adorns the private setting with lush landscape and water view. This former home of famed architect, Bo MacEwen, who also designed the breathtaking Oaks’ Clubhouse, boasts an impressive 253FT frontage along the highly sought-after Osprey Point Drive in the Bayside neighborhood often regarded as the “Park Avenue” of The Oaks Golf & Country Club. A gorgeous new 4ft x 4ft “Celini Agento Italian” tile accentuates the fresh color scheme throughout this well-appointed home complete with impressive fireplace, 14-inch crown moldings, wainscoting, palladium windows and much more! The nearby, private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. The Oaks-Bayside is a truly distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the AERIAL VIDEO**
Exterior Features

Architectural Style Traditional Attached Garage Yn Yes Carport Yn No Construction Materials ConcreteStucco Covered Spaces 2 Direction Faces South Exterior Features French DoorsHurricane ShuttersIrrigation SystemLightingRain Gutters Fencing Masonry Foundation Details Slab Lot Features In CountyOversized Lot Open Parking YN Yes Other Structures Guest House Parking Features Circular DrivewayDrivewayGarage Door OpenerGarage Faces SideGuestOff StreetOversized Pool Features Chlorine FreeGuniteHeatedIn GroundOtherSelf Cleaning Pool Private Yn Yes Road Frontage Type Street PavedPrivate Road Road Surface Type PavedAsphalt Roof Built-UpMembraneTile Spa YN No View Park/GreenbeltWater Water Access Lake Water Access Yn Yes Water Extras Yn No Water View Yn No Waterfront Features Bay/Harbor FrontWaterfront Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Additional Rooms AtticInterior In-Law Suite Appliances DishwasherDisposalDryerElectric Water HeaterFreezerMicrowaveRangeRefrigeratorWasher Building Area Total 5028 Cooling Zoned Cooling YN Yes Fireplace Features ElectricLiving Room Fireplace Yn Yes Flooring Ceramic Tile Furnished Negotiable Heating CentralElectricZoned Heating YN Yes Interior Features Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Crown MoldingEating Space In KitchenHigh CeilingsSkylight(s)Solid Wood CabinetsThermostatVaulted Ceiling(s)Walk-In Closet(s) Laundry Features InsideLaundry Room Levels One Rooms Foyer Great Room Dining Room Studio Kitchen Bedroom 2 (Walk-In Closet(s)) Primary Bedroom (Walk-In Closet(s)) Bedroom 3 (Built-in Closet) Bedroom 4 (Built-in Closet) Sewer Public Sewer Stories Total 1 Water Source Public

Property Features

Additional Lease Restrictions REFER TO HOA DOCS Approval Process WRITTEN APPROVAL FROM THE BOARD. Association Amenities Basketball CourtClubhouseFence RestrictionsFitness CenterGatedGolf CoursePickleball Court(s)PlaygroundPoolRecreation FacilitiesSecurityTennis Court(s)Vehicle Restrictions Association Approval Required Yn Yes Association Fee 5800 Association Fee Frequency Semi-Annually Association Fee Includes 24-Hour GuardCommon Area TaxesCommunity PoolManagerPrivate RoadRecreational FacilitiesSecurity Association Fee Monthly Amount 966.67 Association Fee Requirement Required Association Yn Yes Cdd Yn No Community Features Bay/Harbor FrontDockIntracoastal WaterwayWaterfrontClubhouseDeed RestrictionsFitness CenterGated Community - GuardGolfNo Truck/RV/Motorcycle ParkingPlaygroundPoolRestaurantTennis Court(s) Down Payment Resource No Flood Zone Code X Garage Yn Yes Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1-2 Years New Construction Yn No Number Of Pets 3 Ownership Fee Simple Pet Restrictions REFER TO DOCS Pet Size Extra Large (101+ Lbs.) Pets Allowed Yes Property Attached YN No Property Condition Completed Property Sub Type Single Family Residence Realtor Info As-IsBrochure AvailableFloor Plan AvailableOwner MotivatedSurvey AvailableTitle Insurance Security Features Fire AlarmGated CommunityMedical AlarmSecurity SystemSecurity System OwnedSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Oaks Tax Annual Amount 14228.54 Total Annual Fees 11600 Total Monthly Fees 966.67 Utilities BB/HS Internet AvailableCable ConnectedElectricity ConnectedPhone AvailableSewer ConnectedUnderground UtilitiesWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of GENEROUS PROPERTY: 941-275-9399.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-04-11T23:44:01.83.
 
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