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$1,900,000 - 916 Macewen Drive, OSPREY

5
Bedrooms
8
Baths
5,986
SQ. Feet
1.2
Acres

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.

Essential Information

  • MLS® #:
    A4698153
  • Price:
    $1,900,000
  • Bedrooms:
    5
  • Bathrooms:
    8.00
  • Full Baths:
    7
  • Half Baths:
    1
  • Square Footage:
    5,986
  • Acres:
    1.20
  • Year Built:
    1991
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Custom, Traditional
  • Status:
    Active

Community Information

  • Address:
    916 Macewen Drive
  • Area:
    Osprey
  • Subdivision:
    OAKS 2 PH 2
  • City:
    OSPREY
  • County:
    Sarasota
  • State:
    FL
  • Zip Code:
    34229-9294

Amenities

  • Amenities:
    Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
  • Parking:
    Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Split Garage
  • # of Garages:
    4
  • View:
    Golf Course, Trees/Woods
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Central Vacuum, Chair Rail, Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances:
    Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Heating:
    Central, Electric
  • Cooling:
    Central Air, Zoned
  • Fireplace:
    Yes
  • Fireplaces:
    Wood Burning
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox
  • Lot Description:
    Cleared, Corner Lot, In County, Landscaped, On Golf Course, Oversized Lot
  • Roof:
    Tile
  • Foundation:
    Slab

School Information

  • Elementary:
    Laurel Nokomis Elementary
  • Middle:
    Laurel Nokomis Middle
  • High:
    Venice Senior High

Additional Information

  • Days on Market:
    11
  • Zoning:
    OUE2

Listing Details

  • Listing Office:
    Premier Sotheby's International Realty

Listing information courtesy of Premier Sotheby's International Realty.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on August 4th, 2026 at 8:07am EDT.