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For sale
  • Price cut: $245K (6/1)
    $4,950,000

    221 Bay Circle Dr, Santa Rosa Beach, FL 32459

    6beds
    4,692sqft
    : 
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    Single Family Residence
    Built in 2001
    1.12 Acres Lot
    $-- Zestimate®
    $1,055/sqft
    $-- HOA

    What's special

    Travertine accents
    Commanding one of the most extraordinary waterfront positions along the Emerald Coast, Santa Rosa Point occupies its own private peninsula with approximately 500 feet of wraparound frontage on Choctawhatchee Bay. Set on more than an acre of secluded, meticulously landscaped grounds, the estate is surrounded by water on three sides, offering a rare sense of privacy and natural beauty that feels removed yet remains remarkably connected. This is one of just a few deepwater locations on the bay, making it ideal for boating and water enthusiasts. Mornings begin with soft eastern light and dolphins gliding through the bay, while evenings bring sweeping sunsets as herons, osprey, and pelicans return home. The grounds are richly landscaped with mature tropical plantings and an abundance of palm trees that enhance the property's coastal setting. Along the shoreline, a private manmade white sandy beach provides a rare and inviting waterfront retreat, perfect for relaxing or enjoying the calm bay waters. Designed for both refined entertaining and effortless daily living, the residence features expansive interior spaces oriented toward uninterrupted water views. The main living areas and primary suite sit just steps from the shoreline, allowing the bay to shape everyday life. The owner's retreat serves as a private sanctuary, featuring a spa-inspired bath with a steam shower and body sprayers, generous walk-in closets with secure storage, and direct access to outdoor living areas overlooking the water. Solid hardwood flooring in the primary living spaces is complemented by travertine accents and carefully selected low-glare lighting, creating a warm and refined ambiance throughout. The kitchen balances elegance and functionality with custom cabinetry, a Wolf range and oven, and a Sub-Zero refrigerator freezer, supported by an additional full-sized refrigerator in the laundry room. Five bedrooms are thoughtfully arranged for privacy and flexibility, including two suites on the main level and additional bedrooms with Jack-and-Jill and ensuite-style baths. A dedicated office or workout room and an elevated deck provide inspiring bay views for work, wellness, or quiet retreat. Abundant storage is found throughout the home, enhanced by custom cabinetry and slat-wall systems in the garage. Four insulated garage bays--one configured as a relaxed man cave--offer ample room for vehicles and recreational gear. Built with resilience as a priority, the residence features metal stud construction, thick stucco-covered concrete walls, metal trusses, a metal roof, and hurricane-rated windows. A geothermal HVAC system with zoned climate control has been recently upgraded and remains under warranty. A pressure-regulated hot water circulation system ensures rapid delivery throughout the home, while a recently installed whole-house 30kW generator ensures reliable backup power and added peace of mind Outdoor living rivals that of a private resort with a pool, hot tub, three outdoor showers, an outdoor fireplace and fire pit, expansive patios and balconies, trellis-covered swings, and a shaded daybed retreat. Automated landscape lighting, irrigation, Bluetooth-enabled outdoor speakers, a solar-powered gated entry, and a comprehensive security system provide comfort and peace of mind. Tucked within the wooded portion of the property is a charming kids' "treehouse" style cabana, creating a whimsical hideaway and unique gathering space. For boating enthusiasts, the estate is anchored by an exceptional dock measuring approximately 58 by 38 feet, equipped with multiple lifts including one rated for up to 20,000 pounds, additional lifts for personal watercraft, and expansive decking designed for both functionality and enjoyment. A separate dock pier at the end of the peninsula provides an additional elevated fishing location, complementing the large boathouse deck and offering several ideal vantage points for casting into the bay. The dock system also includes a swim platform, fish-cleaning station, lighting package, boat power connections, and storage for kayaks and paddleboards, with direct access to both the bay and offshore fishing. A recreational package is also available for purchase, offering a turnkey coastal lifestyle and including a Pursuit 326 Offshore boat, Yamaha 210 FSH jet boat, Sea-Doo Wake personal watercraft, kayaks, paddleboards, and golf clubs, allowing new owners to immediately enjoy the full range of waterfront and outdoor recreation this exceptional property provides. The white-sand beaches of Scenic Highway 30A are fabulous and just five minutes away. But tucked at the end of the road within a small, secluded enclave, Santa Rosa Point offers an escape with more safety, security and privacy for your family, as well as closer proximity to shopping, dining, and entertainment. It's the best of both worlds! Meticulously maintained and singular in its setting, this private peninsula estate stands as a true legacy property.
    120 days
    |
    681
    |
    27
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Wesley J Madden 850-830-7995,

    Scenic Sotheby's International Realty

    Source: ECAOR,MLS#: 997087MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: First
      • Area: 285 Square Feet
      • Dimensions: 19 x 15
      Bedroom
      • Level: First
      • Area: 210 Square Feet
      • Dimensions: 15 x 14
      Bedroom
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14 x 12
      Bedroom
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 13 x 12
      Bedroom
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 15 x 13
      Bedroom
      • Level: Second
      • Area: 234 Square Feet
      • Dimensions: 18 x 13
      Dining area
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 12 x 11
      Dining room
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 14 x 13
      Great room
      • Level: First
      • Area: 340 Square Feet
      • Dimensions: 20 x 17
      Kitchen
      • Level: First
      • Area: 204 Square Feet
      • Dimensions: 17 x 12
      Kitchen
      • Level: First
      • Area: 63 Square Feet
      • Dimensions: 9 x 7
      Living room
      • Level: First
      • Area: 210 Square Feet
      • Dimensions: 15 x 14
      Media room
      • Level: First
      • Area: 208 Square Feet
      • Dimensions: 16 x 13
      Office
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 13 x 12
      Sun room
      • Level: First
      • Area: 88 Square Feet
      • Dimensions: 11 x 8
      Heating
      • Heat High Efficiency
      Cooling
      • Central Air, Ceiling Fan(s)
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Freezer, Microwave, Range Hood, Refrigerator, Washer, Electric Water Heater
      • Laundry: Washer/Dryer Hookup
      Features
      • Breakfast Bar, Bookcases, Crown Molding, Vaulted Ceiling(s), Tray Ceiling(s), Kitchen Island, Recessed Lighting, Pantry, Shelving, Upgraded Media Wing, Woodwork Painted
      • Flooring: Hardwood, Tile
      • Windows: Double Pane Windows, Window Treatments, Bay Window(s)
      • Has fireplace: Yes
      • Fireplace features: EPA Qualified Fireplace
      • Furnished: Yes
      • Common walls with other units/homes: No Common Walls
      Interior area
      • Total structure area: 4,692
      • Total interior livable area: 4,692 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage Door Opener, Boat, Garage
      • Attached garage spaces: 4
      Features
      • Stories: 2
      • Patio & porch: Deck, Porch
      • Exterior features: Outdoor Grill, Balcony, Boat Slip, Boatlift, Dock, Outdoor Shower, Sprinkler System
      • Pool features: Heated, In Ground
      • Has spa: Yes
      • Spa features: Heated
      • Fencing: Partial
      • Has view: Yes
      • View description: Bay, Canal
      • Has water view: Yes
      • Water view: Bay,Canal
      • Waterfront features: Bay, Canal Access
      Lot
      • Size: 1.12 Acres
      • Dimensions: IRREG 100 x 208 x 144 x 164
      • Features: Corner Lot, Dead End, Irregular Lot, Level, Within 1/2 Mile to Water
      Details
      • Additional structures: Guest House, Pavillion/Gazebo
      • Parcel number: 192S20331300010180
      • Zoning description: Resid Single Family
      • Other equipment: Intercom

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Tuscan
      • Property subtype: Single Family Residence
      Materials
      • Concrete, Stucco
      • Foundation: Slab
      Condition
      • Construction Complete
      • New construction: No
      • Year built: 2001

      Utilities & green energy

      • Water: Public
      Green energy
      • Energy efficient items: Doors

      Community & HOA

      Community
      • Security: Fire Alarm, Security System, Smoke Detector(s)
      • Subdivision: SANTA ROSA BEACH ESTATES
      Location
      • Region: Santa Rosa Beach

      Financial & listing details

      • Price per square foot: $1,055/sqft
      • Tax assessed value: $3,418,152
      • Annual tax amount: $26,915
      • Date on market: 3/6/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/1/2026Price change$4,950,000-4.7%$1,055/sqft
        Source: ECAOR #997087 Report a problem
        5/8/2026Price change$5,195,000-8.7%$1,107/sqft
        Source: ECAOR #997087 Report a problem
        4/7/2026Price change$5,690,000-4.4%$1,213/sqft
        Source: ECAOR #997087 Report a problem
        3/6/2026Listed for sale$5,950,000+170.5%$1,268/sqft
        Source: ECAOR #997087 Report a problem
        8/31/2017Sold$2,200,000-16.2%$469/sqft
        Source: Public Record Report a problem
        4/5/2017Listing removed$2,625,000$559/sqft
        Source: Rosemary Beach Realty, LLC #756306 Report a problem
        11/15/2016Price change$2,625,000-7.4%$559/sqft
        Source: Rosemary Beach Realty #756306 Report a problem
        7/12/2016Listed for sale$2,834,000+49.6%$604/sqft
        Source: Rosemary Beach Realty #756306 Report a problem
        3/28/2013Sold$1,895,000-11.7%$404/sqft
        Source: ECAOR #577446 Report a problem
        11/9/2012Price change$2,147,000-0.1%$458/sqft
        Source: Linda Watson Realty #577446 Report a problem
        10/9/2012Listed for sale$2,149,000-13.5%$458/sqft
        Source: Linda Watson Realty #577446 Report a problem
        3/17/2012Listing removed$5,500$1/sqft
        Source: LINDA WATSON REALTY INC #570136 Report a problem
        2/29/2012Listed for rent$5,500$1/sqft
        Source: LINDA WATSON REALTY INC #570136 Report a problem
        2/29/2012Listing removed$2,485,000$530/sqft
        Source: LINDA WATSON REALTY INC #563436 Report a problem
        8/28/2011Listed for sale$2,485,000-0.6%$530/sqft
        Source: LINDA WATSON REALTY INC #563436 Report a problem
        12/1/2010Listing removed$2,500,000$533/sqft
        Source: LINDA WATSON REALTY INC #540047 Report a problem
        8/25/2010Price change$2,500,000-26.5%$533/sqft
        Source: LINDA WATSON REALTY INC #540047 Report a problem
        6/23/2010Listed for sale$3,400,000$725/sqft
        Source: LINDA WATSON REALTY INC #540047 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$26,916 +2.1%$2,586,768 +10%
        2024$26,358 +21.9%$2,351,607 +10%
        2023$21,625 +8.4%$2,137,825 +10%
        2022$19,957 +16.7%$1,943,477 +10%
        2021$17,102 +3.8%$1,766,797 +7%
        2020$16,480 +4%$1,650,893 +3.5%
        2019$15,845 $1,595,550 +3.2%
        2018$15,845 +2.8%$1,545,496 +2.2%
        2017$15,410 +2.8%$1,512,224 +6.3%
        2016$14,988 +5.3%$1,421,996 +4.8%
        2015$14,229 +3.2%$1,356,941 +3.7%
        2014$13,793 $1,308,685 +22.4%
        2013-- $1,069,028 +1.7%
        2012-- $1,051,158 +3%
        2011-- $1,020,542 +1.5%
        2010-- $1,005,460 +2.7%
        2009-- $979,026 +0.1%
        2008-- $978,070 +3%
        2007-- $949,583 +5.6%
        2005-- $899,439 +3%
        2004-- $873,242 +1.9%
        2003-- $856,960 +33.2%
        2002-- $643,280 +661.3%
        2001-- $84,500

        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: 32459

        Getting around

        0 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Van R Butler
        • Middle: Seaside
        • High: South Walton

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

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