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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.
Property Details
Price: $1,900,000
Sq Ft: 5,986
($317 per
sqft)
Bedrooms: 5
Bathrooms: 7
Partial Baths: 1
City: Osprey
County: Sarasota
Type: Single Family
Development: The Oaks Club
Subdivision: Oaks 2 Ph 2
Acres: 1.2000
Virtual Tour/Floorplan:
View
Year Built: 1991
Listing Number: A4698153
Status Code: A-Active
Taxes: $11,834.72
Tax Year: 2025
Garage:
4
/
Y
Furnishings: Unfurnished
Pets Allowed: Cats OK, Dogs OK, Yes
Total Recurring Fees: $283
Total Recurring Fee Frequency: 0.00
Interior Features:
Central Vaccum
Chair Rail
Crown Molding
Dry Bar
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Solid Surface Counters
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Amenities:
Clubhouse
Fitness Center
Gated
Golf Course
Park
Playground
Pool
Tennis Court(s)
Vehicle Restrictions
Wheelchair Access
Financial Information:
Taxes: $11,834.72
Tax Year: 2025
Association Fee: $850.00
Association Fee Frequency: Quarterly
Exterior Features:
Balcony
French Doors
Hurricane Shutters
Lighting
Outdoor Kitchen
Private Mailbox
Equipment:
Built-In Oven
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Refrigerator
Washer
View:
Golf Course
Trees/Woods
School Information:
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
Additional Information:
Building Description: Custom, Traditional
MLS Area: 34229 - Osprey
Total Square Footage: 7,976
Price per Square Feet: $317.41
Total Floors: 2
Water: Public
Construction: Block, Stucco
Date Listed: 2026-07-23 00:00:00
Pool: Y
Pool Description: Auto Cleaner, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
Private Spa: Y
Furnished: Unfurnished
Windows: Shutters, Tinted Windows
Parking: Circular Driveway, Driveway, Electric Vehicle Charging Station(S), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Garage
Garage Description: Y
Garage Spaces: 4
Attached Garage: Y
Flooring: Bamboo, Carpet, Marble, Tile, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air, Zoned
Fireplace: Y
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Public Sewer
Lot Desc.: Cleared, Corner Lot, In County, Landscaped, On Golf Course, Oversized Lot, Paved
Parcel ID: 0141040016
Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Tennis Court(S), Vehicle Restrictions, Wheelchair Access
Map of 916 Macewen Drive, Osprey, FL 34229
Listing Courtesy Of: Premier Sotheby's International Realty
todd.currey@premiersir.com