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916 Macewen Drive

Osprey, FL 34229
  • $1,900,000
  • STATUS: Active
  • ON SITE: 45 Days
  • MLS #: A4698153
UPDATED: 37 min ago
$1,900,000
  • 5
    BEDS
  • 1.2
    ACRES
  • 7
    BATHS
  • 1
    1/2 BATHS
  • 5,986
    SQFT
  • $317
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1991
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

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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 2026-09-07T15:42:43.54.
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916 Macewen Drive Osprey, FL 34229

  • Price: $1,900,000
  • Status: Active
  • On Site: 45 Days
  • Updated: 37 min ago
  • MLS #: A4698153
5
Beds
7
Baths
1
½ Baths
1.2
Acres
5,986
SQFT
$317
$/SQFT
1991
Built
Neighborhood:
Oaks 2 Ph 2
County:
Sarasota
Area:
Osprey
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Property Description
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.
Exterior Features

Architectural Style CustomTraditional Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 4 Direction Faces North Exterior Features BalconyFrench DoorsHurricane ShuttersIrrigation SystemLightingOutdoor KitchenPrivate Mailbox Foundation Details Slab Lot Features ClearedCorner LotIn CountyLandscapedOn Golf CourseOversized Lot Open Parking YN Yes Parking Features Circular DrivewayDrivewayElectric Vehicle Charging Station(s)Garage Door OpenerGarage Faces RearGarage Faces SideOversizedSplit Garage Patio And Porch Features CoveredEnclosedRear PorchScreened Pool Dimensions 33 X 46 Pool Features Auto CleanerGuniteHeatedIn GroundLightingOutside Bath AccessScreen Enclosure Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type Paved Roof Tile Spa Features HeatedIn Ground Spa YN Yes View Golf CourseTrees/Woods Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Yn No

Interior Features

Additional Rooms Bonus RoomDen/Library/OfficeFamily RoomFormal Dining Room SeparateInside Utility Appliances Built-In OvenDishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher Building Area Total 7976 Building Elevator Yn No Cooling Central AirZoned Cooling YN Yes Fireplace Features Wood Burning Fireplace Yn Yes Flooring BambooCarpetMarbleTileHardwood Furnished Unfurnished Heating CentralElectric Heating YN Yes Interior Features Central VacuumChair RailCrown MoldingDry BarEating Space In KitchenHigh CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorSolid Surface CountersSplit BedroomStone CountersThermostatWalk-In Closet(s) Laundry Features Electric Dryer HookupInsideLaundry RoomWasher Hookup Levels Two Sewer Public Sewer Stories Total 2 Water Source Public Window Features ShuttersTinted Windows

Property Features

Additional Lease Restrictions Please review HOA Rules for additional information. Additional Parcels YN No Approval Process Please review HOA Rules for additional information. Association Amenities ClubhouseFitness CenterGatedGolf CourseParkPlaygroundPoolTennis Court(s)Vehicle RestrictionsWheelchair Access Association Approval Required Yn Yes Association Fee 850 Association Fee Frequency Quarterly Association Fee Includes 24-Hour GuardCommunity PoolEscrow Reserves FundManagerPrivate RoadRecreational Facilities Association Fee Monthly Amount 283.33 Association Fee Requirement Required Association Yn Yes Cdd Yn No Community Features Buyer Approval RequiredClubhouseDeed RestrictionsFitness CenterGated Community - GuardGolfIrrigation-Reclaimed WaterNo Truck/RV/Motorcycle ParkingParkPlaygroundPoolRestaurantSpecial Community RestrictionsTennis Court(s)Wheelchair Access Down Payment Resource No Flood Zone Code X500* / AE Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1-2 Years New Construction Yn No Occupant Type Vacant Ownership Fee Simple Pet Restrictions Please review HOA rules for additional information Pets Allowed Cats OKDogs OKYes Property Sub Type Single Family Residence Realtor Info As-IsNo SignSee AttachmentsSurvey Available Required Remarks Virtually Staged. Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name The Oaks Tax Annual Amount 11834.72 Total Annual Fees 3400 Total Monthly Fees 283.33 Utilities BB/HS Internet AvailableCable AvailableElectricity ConnectedPublicSewer ConnectedSprinkler RecycledUnderground UtilitiesWater Connected Yrs Of Owner Prior To Leasing Re No Zoning OUE2


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY: 941-364-4000.



© 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 2026-09-07T15:42:43.54.
 
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