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For sale
    • Price cut: $61K (6/23)
    $2,189,000

    433 E Mac Ewen Dr, Osprey, FL 34229

    4beds
    4,012sqft
    : 
    $13,495/mo
    Get pre-qualified
    Single Family Residence
    Built in 1998
    0.61 Acres Lot
    $-- Zestimate®
    $546/sqft
    $142/mo HOA

    What's special

    **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video*
    208 days
    |
    464
    |
    19
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Mark Lyda 941-586-2670,

    GENEROUS PROPERTY 941-275-9399

    Source: Stellar MLS,MLS#: A4676505MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Dimensions: 14x26
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Dimensions: 15x12
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Dimensions: 14x12
      Bedroom 4
      • Features: Built-in Closet
      • Level: First
      • Dimensions: 14x15
      Primary bathroom
      • Features: Dual Sinks, Tub with Separate Shower Stall
      • Level: First
      Balcony porch lanai
      • Level: First
      • Dimensions: 45x47
      Dinette
      • Level: First
      • Dimensions: 7x9
      Dining room
      • Level: First
      • Dimensions: 12x14
      Family room
      • Level: First
      • Dimensions: 17x18
      Kitchen
      • Features: Breakfast Bar, Pantry
      • Level: First
      • Dimensions: 15x18
      Living room
      • Level: First
      • Dimensions: 20x16
      Other
      • Level: First
      • Dimensions: 13x12
      Heating
      • Central, Heat Pump, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Bar Fridge, Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Marble, Slate, Hardwood
      • Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Windows: Window Treatments, Hurricane Shutters
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room
      Interior area
      • Total structure area: 5,670
      • Total interior livable area: 4,012 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Screened
      • Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
      • Has private pool: Yes
      • Pool features: Auto Cleaner, Gunite, Heated, In Ground, Other, Screen Enclosure, Solar Heat
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Has view: Yes
      • View description: Golf Course, Pool, Pond
      • Has water view: Yes
      • Water view: Pond
      Lot
      • Size: 0.61 Acres
      • Features: In County, Landscaped, Level, On Golf Course
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Outdoor Kitchen
      • Parcel number: 0141150001
      • Zoning: RE1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Custom,Florida
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 1998

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Public, Sprinkler Well, Street Lights, Underground Utilities

      Community & HOA

      Community
      • Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Playground, Pool, Restaurant, Tennis Court(s)
      • Security: Gated Community, Security System Owned, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: OAKS
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
      • Services included: 24-Hour Guard, Common Area Taxes, Reserve Fund, Recreational Facilities
      • HOA fee: $142 monthly
      • HOA name: ACCESS MANAGEMENT
      • HOA phone: 813-607-2220
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $546/sqft
      • Tax assessed value: $1,537,100
      • Annual tax amount: $17,425
      • Date on market: 12/30/2025
      • Cumulative days on market: 204 days
      • Listing terms: Cash
      • 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
        6/23/2026Price change$2,189,000-2.7%$546/sqft
        Source: Stellar MLS #A4676505 Report a problem
        1/2/2026Listed for sale$2,250,000$561/sqft
        Source: Stellar MLS #A4676505 Report a problem
        12/31/2025Pending sale$2,250,000$561/sqft
        Source: Stellar MLS #A4676505 Report a problem
        12/30/2025Listed for sale$2,250,000+12.5%$561/sqft
        Source: Stellar MLS #A4676505 Report a problem
        11/3/2022Sold$2,000,000-7%$499/sqft
        Source: Public Record Report a problem
        9/22/2022Pending sale$2,150,000$536/sqft
        Source: Stellar MLS #A4547984 Report a problem
        9/22/2022Listed for sale$2,150,000+87%$536/sqft
        Source: Stellar MLS #A4547984 Report a problem
        7/17/2017Sold$1,150,000-4.2%$287/sqft
        Source: Public Record Report a problem
        5/3/2017Pending sale$1,200,000$299/sqft
        Source: Coldwell Banker Residential Real Estate - Longboat Key #A4181075 Report a problem
        3/27/2017Listed for sale$1,200,000$299/sqft
        Source: Coldwell Banker Residential Real Estate - Longboat Key #A4181075 Report a problem
        3/26/2017Pending sale$1,200,000$299/sqft
        Source: Coldwell Banker Residential Real Estate - Longboat Key #A4181075 Report a problem
        3/26/2017Listed for sale$1,200,000+50%$299/sqft
        Source: Coldwell Banker Residential Real Estate - Longboat Key #A4181075 Report a problem
        2/24/2011Sold$800,000-11%$199/sqft
        Source: Public Record Report a problem
        6/27/2010Price change$899,000-2.8%$224/sqft
        Source: Michael Saunders & Companyr #3901988 Report a problem
        6/26/2010Price change$925,000-7%$231/sqft
        Source: Michael Saunders & Companyr #3901988 Report a problem
        3/19/2010Price change$995,000-22%$248/sqft
        Source: Michael Saunders & Companyr #3901988 Report a problem
        9/26/2009Price change$1,275,000-12.1%$318/sqft
        Source: Michael Saunders & Companyr #3901988 Report a problem
        1/31/2009Listed for sale$1,450,000+3.6%$361/sqft
        Source: Michael Saunders & Companyr #3901988 Report a problem
        11/23/2008Listing removed$1,400,000$349/sqft
        Source: Michael Saunders & Company #3897189 Report a problem
        11/17/2008Listed for sale$1,400,000-13.6%$349/sqft
        Source: Michael Saunders & Company #3897189 Report a problem
        4/14/2006Sold$1,620,000+73.7%$404/sqft
        Source: Stellar MLS #A287535 Report a problem
        7/11/2002Sold$932,500+470.3%$232/sqft
        Source: Public Record Report a problem
        3/6/1997Sold$163,500$41/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$17,426 +3.4%$1,463,225 +2.9%
        2024$16,847 +2.9%$1,421,987 +3%
        2023$16,380 +40.5%$1,380,570 +42.5%
        2022$11,659 +3.3%$969,157 +6.3%
        2021$11,288 -3.9%$911,900 -2%
        2020$11,751 +7.5%$930,812 +6.9%
        2019$10,927 $870,736 +1.9%
        2018$10,927 +1.9%$854,500 +33.2%
        2017$10,723 +27.6%$641,565 -7.7%
        2016$8,402 $694,800 -7.9%
        2015$8,402 +0.3%$754,000 +23.6%
        2014$8,374 +0%$609,900
        2013$8,374 -7%$609,900 -8%
        2012$9,002 -13.5%$663,100 -11.1%
        2011$10,407 -5.8%$745,700 -7.5%
        2010$11,048 -24.4%$806,500 -15.1%
        2009$14,623 $950,200 -14.9%
        2008$14,623 -2.5%$1,116,600 -2%
        2007$14,993 $1,139,000 +25.7%
        2006-- $905,926 +3%
        2005-- $879,540 +3%
        2004$12,793 -1.2%$853,922 +1.9%
        2003$12,955 +25.9%$838,000 +26.1%
        2002$10,293 +6.8%$664,538 +1.6%
        2001$9,641 +2.7%$654,073 +3%
        2000$9,389 $635,022
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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

        2 / 100
        Car-Dependent
        32 / 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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