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For sale
    • Price cut: $6K (8/8)
    $769,000

    101 66TH STREET #6, HOLMES BEACH, FL 34217

    2beds
    939sqft
    : 
    $8,459/mo
    Get pre-qualified
    Hotel/Motel, Condominium
    Built in 2009
    -- sqft lot
    $-- Zestimate®
    $819/sqft
    $3,420/mo HOA

    What's special

    Elegant staircaseSweeping gulf vistasPool viewsIn-unit washer and dryerUnforgettable sunset skiesBeautiful original wood flooringCrown molding throughout
    Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.
    196 days
    1,550
    71

    Zillow last checked:

    Listing updated:

    Listed by:

    Ed Taaffe 636-346-6165,

    WAGNER REALTY 941-383-5577

    Source: Stellar MLS,MLS#: A4682831MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Balcony porch lanai
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 10x12
      Kitchen
      • Features: Breakfast Bar
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 11x15
      Living room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 12x14
      Heating
      • Central, Heat Pump
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, In Kitchen, Inside, Washer Hookup
      Features
      • Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Elevator, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat
      • Flooring: Hardwood
      • Doors: Outdoor Grill, Outdoor Shower, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 939
      • Total interior livable area: 939 sqft
      Video & virtual tour

      Property

      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Rear Porch, Side Porch
      • Exterior features: Balcony, Outdoor Grill, Outdoor Shower
      • Pool features: Gunite, Heated
      • Has spa: Yes
      • Spa features: In Ground
      • Has view: Yes
      • View description: Pool, Water, Beach, Gulf/Ocean - Partial
      • Has water view: Yes
      • Water view: Water,Beach,Gulf/Ocean - Partial
      • Waterfront features: Gulf/Ocean Front, Waterfront, Beach Access, Gulf/Ocean Access
      • Body of water: GULF OF MEXICO
      Lot
      • Size: 0.55 Acres
      Details
      • Parcel number: 7180400809
      • Zoning: A1
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Hotel/Motel, Condominium
      Materials
      • Cement Siding, HardiPlank Type
      • Foundation: Concrete Perimeter, Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 2009

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Gulf/Ocean Front, Water Access, Waterfront, Special Community Restrictions
      • Pet fee: $0 monthly
      • Subdivision: MAINSAIL BEACH INN
      HOA
      • Has HOA: Yes
      • Amenities included: Cable TV, Elevator(s), Lobby Key Required, Pool, Spa/Hot Tub, Vehicle Restrictions
      • Services included: Cable TV, Community Pool, Reserve Fund, Fidelity Bond, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water
      • HOA fee: $3,420 monthly
      • HOA name: THERESA GREENE
      • HOA phone: 813-614-3145
      Location
      • Region: Holmes Beach

      Financial & listing details

      • Price per square foot: $819/sqft
      • Tax assessed value: $493,000
      • Annual tax amount: $8,795
      • Date on market: 2/17/2026
      • Cumulative days on market: 189 days
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/8/2026Price change$769,000-0.8%$819/sqft
        Source: Stellar MLS #A4682831 Report a problem
        4/4/2026Listed for sale$775,000$825/sqft
        Source: Stellar MLS #A4682831 Report a problem
        3/31/2026Pending sale$775,000$825/sqft
        Source: Stellar MLS #A4682831 Report a problem
        3/25/2026Price change$775,000-3.1%$825/sqft
        Source: Stellar MLS #A4682831 Report a problem
        2/17/2026Listed for sale$799,900+42.8%$852/sqft
        Source: Stellar MLS #A4682831 Report a problem
        12/2/2021Sold$560,000-4.9%$596/sqft
        Source: Public Record Report a problem
        3/17/2021Listing removed--
        Source: Michael Saunders & Company Report a problem
        1/13/2021Price change$588,888-1%$627/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4452260 Report a problem
        6/26/2020Price change$595,000-0.8%$634/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4452260 Report a problem
        11/26/2019Listed for sale$600,000+14.3%$639/sqft
        Source: MICHAEL SAUNDERS & COMPANY #A4452260 Report a problem
        8/21/2014Listing removed$525,000$559/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        1/7/2014Price change$525,000-11%$559/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        7/31/2013Price change$590,000-1.7%$628/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        5/23/2013Listed for sale$600,000$639/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,931 -9.8%$493,000 -10.8%
        2024$8,795 +1.7%$552,500
        2023$8,647 -10.5%$552,500 -10.1%
        2022$9,662 +12.6%$614,250 +18.1%
        2021$8,583 +2.1%$520,000 +2.9%
        2020$8,403 +1.4%$505,500 +2.1%
        2019$8,287 $495,000 -10%
        2018$8,287 -10.7%$550,000 +4.4%
        2017$9,277 +41.7%$527,000 +12%
        2016$6,548 $470,600 +14%
        2015$6,548 $412,835 +5%
        2014$6,548 -1.2%$393,178 +0%
        2013$6,631 +662958%$393,177 +1.1%
        2012$1 $389,058 -0.2%
        2011$1 $389,976 +18%
        2010-- $330,457
        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.
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        Climate risks

        Neighborhood: 34217

        Getting around

        33 / 100
        Car-Dependent
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Anna Maria Elementary
        • Middle: Martha B. King Middle
        • High: Manatee 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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