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For sale
  • Price cut: $90K (6/23)
    $899,000

    2727 66th ST SW, NAPLES, FL 34105

    5beds
    3,404sqft
    : 
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    Single Family Residence
    Built in 1988
    1.15 Acres Lot
    $850,400 Zestimate®
    $264/sqft
    $-- HOA

    What's special

    Brand-new premium metal roofMostly new upstairs windowsTwo refrigeratorsFully fenced backyard oasis
    Exceptional and truly one-of-a-kind property featuring 5 bedrooms plus a den, a 2-car garage, and an impressive 14' x 10' shed. There is abundant space for boats, RVs, trailers, and all your recreational toys — a rare find! A private 1-bedroom, 1-bath apartment above the garage offers incredible flexibility for guests, extended family, or potential Airbnb income. The oversized kitchen is designed for entertaining and functionality, complete with two refrigerators. The home also includes two washers and two dryers, with laundry setups both upstairs and downstairs for added convenience. Step outside to a fully fenced backyard oasis featuring a heated pool and hot tub, perfect for relaxing or entertaining year-round. Friendly neighbors and a unique architectural design make this property even more special. While the home could benefit from cosmetic updates, the major improvements have already been completed, including: * Brand-new premium metal roof * Two new air conditioning systems * New water heater * Updated electrical panel * Mostly new upstairs windows * New luxury vinyl flooring upstairs This extraordinary home was designed by one of the world’s top architects and offers character, space, and possibilities unlike anything else on the market. Just pressure washed outside and landscape cut back, painted on the inside. Pool needs work.
    44 days
    |
    1,376
    |
    83
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Amy Ashby 239-734-7734,

    VIP Realty Group, Inc.

    Source: SWFLMLS,MLS#: 226019020MLS LogoOriginating MLS: Naples

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Attached Apartment, Balcony, Den - Study, Family Room, Florida Room, Guest Bath, Office, Screened Lanai/Porch, 5 Bedrooms Plus Den
      Bedroom
      • Features: Master BR Upstairs, Two Master Suites
      Dining room
      • Features: Breakfast Bar, Breakfast Room
      Heating
      • Central
      Cooling
      • Central Air, Window Unit(s)
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Refrigerator/Icemaker, Washer
      • Laundry: Washer/Dryer Hookup, In Garage, Inside
      Features
      • Built-In Cabinets, Fireplace, Pantry, Walk-In Closet(s), Attached Apartment, Balcony, Den - Study, Family Room, Florida Room, Guest Bath, Home Office, Laundry in Garage, Laundry in Residence, Screened Lanai/Porch
      • Flooring: Tile, Vinyl, Wood
      • Windows: Impact Resistant Windows
      • Has fireplace: Yes
      Interior area
      • Total structure area: 4,527
      • Total interior livable area: 3,404 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Circular Driveway, Paved, RV-Boat, Attached
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Screened Lanai/Porch
      • Exterior features: Balcony, Outdoor Shower, Storage
      • Has private pool: Yes
      • Pool features: In Ground, Concrete, Electric Heat, Lap
      • Has spa: Yes
      • Spa features: In Ground, Concrete, Equipment Stays, Heated
      • Fencing: Fenced
      • Has view: Yes
      • View description: Landscaped Area, Pool/Club
      • Waterfront features: None
      Lot
      • Size: 1.15 Acres
      • Features: Cul-De-Sac, Dead End, Oversize
      Details
      • Additional structures: Storage
      • Parcel number: 38106800008

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Frame, Vinyl Siding
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1988

      Utilities & green energy

      • Water: Well

      Community & HOA

      Community
      • Features: No Subdivision, Non-Gated
      • Subdivision: GOLDEN GATE ESTATES
      HOA
      • Has HOA: No
      • Amenities included: None
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $264/sqft
      • Tax assessed value: $641,631
      • Annual tax amount: $2,605
      • Date on market: 5/14/2026
      • Lease term: Buyer Finance/Cash,Consider 1st Mortgage,Consider 2nd Mortgage,Lease Options,Lease Purchase

        Estimated market value

        $850,400

        $808,000 - $893,000

        $7,454/mo

        Price history

        DateEventPrice
        6/23/2026Price change$899,000-9.1%$264/sqft
        Source: SWFLMLS #226019020 Report a problem
        5/19/2026Listed for rent$4,700+18.1%$1/sqft
        Source: Zillow Rentals Report a problem
        5/14/2026Listed for sale$989,000-20.9%$291/sqft
        Source: SWFLMLS #226019020 Report a problem
        11/2/2025Listing removed$1,250,000$367/sqft
        Source: SWFLMLS #225066333 Report a problem
        8/20/2025Listing removed$3,980$1/sqft
        Source: NABOR FL #225066888 Report a problem
        8/17/2025Price change$3,980-15.3%$1/sqft
        Source: NABOR FL #225066888 Report a problem
        8/14/2025Listed for rent$4,700$1/sqft
        Source: NABOR FL #225066888 Report a problem
        8/9/2025Listed for sale$1,250,000+212.5%$367/sqft
        Source: SWFLMLS #225066333 Report a problem
        4/23/2019Sold$400,000-20%$118/sqft
        Source: Public Record Report a problem
        6/29/2017Listing removed$499,999$147/sqft
        Source: VIP Realty Group, Inc. #216023473 Report a problem
        12/8/2016Price change$499,999-7.1%$147/sqft
        Source: VIP Realty Group, Inc. #216023473 Report a problem
        3/31/2016Listed for sale$538,000+8.7%$158/sqft
        Source: VIP Realty Group, Inc. #216023473 Report a problem
        7/19/2010Listing removed$495,000$145/sqft
        Source: Naples Realty Services, Inc #209025796 Report a problem
        7/21/2009Listed for sale$495,000$145/sqft
        Source: Naples Realty Services, Inc #209025796 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,786 +6.9%$280,531 +2.9%
        2024$2,605 +12.2%$272,625 +3%
        2023$2,321 -2.5%$264,684 +3%
        2022$2,381 -0.8%$256,975 +3%
        2021$2,400 +2.5%$249,490 +1.4%
        2020$2,342 +2.4%$246,045 +2.7%
        2019$2,287 +2.5%$239,675 +1.9%
        2018$2,232 -8.7%$235,206 +2.1%
        2017$2,445 +1.8%$230,368 +2.1%
        2016$2,403 +2.6%$225,630 +0.7%
        2015$2,342 -0.7%$224,062 +30.1%
        2014$2,357 +9.2%$172,284 +1.9%
        2013$2,159 +1%$168,999 +2.2%
        2012$2,138 +0.2%$165,338 -0.4%
        2011$2,134 +7%$166,017 +2%
        2010$1,995 +7.3%$162,825 +3.6%
        2009$1,858 $157,230 -24.1%
        2008$1,858 -12.7%$207,023 +3%
        2007$2,128 -2.5%$200,993 +2.5%
        2006$2,183 $196,091 +3%
        2005$2,183 +2.6%$190,380 +3%
        2004$2,128 -0.1%$184,835 +1.9%
        2003$2,131 +1.5%$181,389 +2.4%
        2002$2,099 -50%$177,138 +1.6%
        2001$4,202 +102.4%$174,348
        2000$2,076 --

        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: Golden Gate

          Getting around

          3 / 100
          Car-Dependent
          26 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: POINCIANA
          • Middle: GULF VIEW
          • High: NAPLES HIGH

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

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