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For sale
    • $1,900,000

    916 MACEWEN DRIVE, OSPREY, FL 34229

    5beds
    5,986sqft
    : 
    $11,873/mo
    Get pre-qualified
    Single Family Residence
    Built in 1991
    1.2 Acres Lot
    $-- Zestimate®
    $317/sqft
    $283/mo HOA

    What's special

    Screened lanaiRare four-car garageFive bedroomsOutdoor kitchenCasual breakfast nookCustom built-insSun-drenched family room
    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.
    4 days
    |
    381
    |
    22
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Todd Currey 941-402-6000,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000,

    Amber Davis 941-786-4820,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Source: Stellar MLS,MLS#: A4698153MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 8
      • Full bathrooms: 7
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room, Den/Library/Office, Family Room, Dining Room, Utility Room
      Primary bedroom
      • Features: En Suite Bathroom, Wet Bar, Dual Closets
      • Level: First
      • Area: 408 Square Feet
      • Dimensions: 17x24
      Bedroom 2
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Bedroom 3
      • Features: En Suite Bathroom, Built-in Closet
      • Level: Second
      • Area: 182 Square Feet
      • Dimensions: 13x14
      Bedroom 4
      • Features: En Suite Bathroom, Built-in Closet
      • Level: Second
      • Area: 182 Square Feet
      • Dimensions: 13x14
      Bedroom 5
      • Features: Built-in Features, Walk-In Closet(s)
      • Level: Second
      • Area: 165 Square Feet
      • Dimensions: 11x15
      Primary bathroom
      • Features: Bidet, Dual Sinks, En Suite Bathroom, Exhaust Fan, Garden Bath, Tub with Separate Shower Stall
      • Level: First
      Balcony porch lanai
      • Level: First
      • Area: 2418 Square Feet
      • Dimensions: 62x39
      Bonus room
      • Features: No Closet
      • Level: Second
      • Area: 361 Square Feet
      • Dimensions: 19x19
      Den
      • Features: No Closet
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Dinette
      • Level: First
      Dining room
      • Features: Built-In Shelving
      • Level: First
      • Area: 225 Square Feet
      • Dimensions: 15x15
      Family room
      • Level: First
      • Area: 336 Square Feet
      • Dimensions: 16x21
      Foyer
      • Level: First
      • Area: 272 Square Feet
      • Dimensions: 17x16
      Kitchen
      • Features: Pantry, Kitchen Island, Built-in Features, Granite Counters, Stone Counters
      • Level: First
      • Area: 336 Square Feet
      • Dimensions: 16x21
      Living room
      • Level: First
      • Area: 391 Square Feet
      • Dimensions: 17x23
      Heating
      • Central, Electric
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
      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)
      • Flooring: Bamboo, Carpet, Marble, Tile, Hardwood
      • Doors: French Doors, Outdoor Kitchen
      • Windows: Hurricane Shutters, Hurricane Shutters/Windows
      • Has fireplace: Yes
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 7,976
      • Total interior livable area: 5,986 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Split Garage
      • Attached garage spaces: 4
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Enclosed, Rear Porch, Screened
      • Exterior features: Balcony, Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox
      • Has private pool: Yes
      • Pool features: Auto Cleaner, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Has view: Yes
      • View description: Golf Course, Trees/Woods
      Lot
      • Size: 1.2 Acres
      • Features: Cleared, Corner Lot, In County, Landscaped, On Golf Course, Oversized Lot
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 0141040016
      • Zoning: OUE2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Custom,Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1991

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Park, Playground, Pool, Restaurant, Special Community Restrictions, Tennis Court(s), Wheelchair Access
      • Pet fee: $0 monthly
      • Subdivision: OAKS 2 PH 2
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
      • Services included: 24-Hour Guard, Community Pool, Reserve Fund, Manager, Private Road, Recreational Facilities
      • HOA fee: $283 monthly
      • HOA name: Access Management/ Hope Root
      • HOA phone: 813-607-2220
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $317/sqft
      • Tax assessed value: $1,617,600
      • Annual tax amount: $11,834
      • Date on market: 7/23/2026
      • Cumulative days on market: 4 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/24/2026Listed for sale$1,900,000+18.8%$317/sqft
        Source: Stellar MLS #A4698153 Report a problem
        5/1/2025Sold$1,600,000-11.1%$267/sqft
        Source: Stellar MLS #A4645012 Report a problem
        3/25/2025Pending sale$1,800,000$301/sqft
        Source: Stellar MLS #A4645012 Report a problem
        3/24/2025Listed for sale$1,800,000+22%$301/sqft
        Source: Stellar MLS #A4645012 Report a problem
        6/30/2005Sold$1,475,000$246/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,835 +2.6%$953,460 +2.9%
        2024$11,540 +3.5%$926,589 +3%
        2023$11,155 +2.9%$899,601 +3%
        2022$10,841 +1.2%$873,399 +3%
        2021$10,712 -0.5%$847,960 +1.4%
        2020$10,771 +8.2%$836,252 +7.7%
        2019$9,951 $776,493 +1.9%
        2018$9,951 +1.9%$762,015 +2.1%
        2017$9,764 -1.6%$746,342 -16.9%
        2016$9,921 $897,700 -5.4%
        2015$9,921 +0.3%$948,900 +33.7%
        2014$9,888 0%$709,506
        2013$9,889 +4.7%$709,506 +3.5%
        2012$9,446 -29.7%$685,700 -31.5%
        2011$13,430 -13.3%$1,000,300 -11%
        2010$15,484 +0.9%$1,123,400 -6.4%
        2009$15,347 $1,200,199 +0.1%
        2008$15,347 -3.9%$1,199,000 -2.5%
        2007$15,963 $1,229,600 -16.4%
        2006-- $1,471,100 +27.9%
        2005-- $1,150,644 +3%
        2004$16,793 -1.3%$1,117,130 +1.9%
        2003$17,008 +3.5%$1,096,300 +3%
        2002$16,434 +7.2%$1,064,633 +1.6%
        2001$15,333 +2.8%$1,047,867 +3%
        2000$14,912 $1,017,347
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 34229

        Getting around

        4 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Laurel Nokomis Elementary
        • Middle: Laurel Nokomis Middle
        • High: Venice Senior High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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