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    • $3,900,000

    818 Roosevelt Trail, Naples, ME 04055

    6beds
    7,331sqft
    : 
    $24,665/mo
    Get pre-qualified
    Single Family Residence
    Built in 1935
    0.79 Acres Lot
    $-- Zestimate®
    $532/sqft
    $-- HOA

    What's special

    Waterfront accessPrivate dockPrivate beach areasPrivate theater roomPrivate waterfront amenitiesImpressive oversized deckVintage character
    A truly extraordinary property in the heart of the Lakes Region, this iconic 1935 home presents a rare combination of location, scale, waterfront access, and versatility unlike anything else in Naples. Perfectly positioned within walking distance of the Causeway and everything this vibrant waterfront community has to enjoy, the home captures spectacular views of Brandy Pond and Long Lake from nearly every room. With more than 7,000 square feet of living space, this remarkable property was made for gathering. Expansive living and entertaining areas are complemented by two kitchens and dining spaces, a private theater room, and a dedicated gaming area with pool and foosball tables. Step outside onto the impressive oversized deck, where sweeping views of the Causeway, Brandy Pond, and Long Lake create an unforgettable backdrop for entertaining, relaxing, and enjoying one of the best seats in town for Naples' annual fireworks display. At the water's edge, private beach areas and a private dock provide direct access to the incredible Lakes Region lifestyle. Adding another level of distinction is a dedicated area for helicopter landing, an exceptionally rare feature for a residential property. Whether envisioned as an extraordinary private family compound, a multigenerational retreat with room for everyone, or an impressive income-producing investment property, the possibilities are truly endless. Vintage character, expansive living space, breathtaking water views, private waterfront amenities, and an irreplaceable location come together to create a property that simply cannot be replicated. Properties like this rarely come to market—this is more than a home; it's an opportunity to own a truly distinctive piece of Naples.
    41 days
    839
    52

    Zillow last checked:

    Listing updated:

    Listed by:

    Signature Homes Real Estate Group, LLC

    Source: Maine Listings,MLS#: 1681730MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 5
      • Full bathrooms: 3
      • 1/2 bathrooms: 2
      Bedroom 1
      • Level: First
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Bedroom 4
      • Level: Second
      Bedroom 5
      • Level: Second
      Bedroom 6
      • Level: Second
      Dining room
      • Level: First
      Family room
      • Level: First
      Great room
      • Level: First
      Kitchen
      • Level: First
      Kitchen
      • Level: Second
      Laundry
      • Level: First
      Living room
      • Level: Second
      Media room
      • Level: First
      Heating
      • Forced Air, Heat Pump, Zoned
      Cooling
      • Other, Heat Pump
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
      Features
      • 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Pantry, Shower, Walk-In Closet(s), Primary Bedroom w/Bath
      • Flooring: Carpet, Tile, Wood
      • Basement: Crawl Space
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 7,331
      • Total interior livable area: 7,331 sqft
      • Finished area above ground: 7,331
      • Finished area below ground: 0
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      Property

      Parking
      • Total spaces: 3
      • Parking features: Other, 11 - 20 Spaces
      • Attached garage spaces: 3
      Features
      • Levels: Multi/Split
      • Patio & porch: Deck
      • Has view: Yes
      • View description: Mountain(s), Scenic
      • Body of water: Brandy Pond & Long Lake
      • Frontage length: Waterfrontage: 430,Waterfrontage Owned: 430
      Lot
      • Size: 0.79 Acres
      • Features: City Lot, Level, Open Lot, Sidewalks, Landscaped
      Details
      • Additional structures: Shed(s)
      • Parcel number: 818roosevelttrailnaples04055
      • Zoning: shoreland

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Shingle Siding
      • Foundation: Slab, Pillar/Post/Pier
      • Roof: Shingle
      Condition
      • Year built: 1935

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Private Sewer
      • Water: Private

      Community & HOA

      Community
      • Security: Security System
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $532/sqft
      • Annual tax amount: $27,953
      • Date on market: 9/23/2026
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $5,879/mo

        Price history

        DateEventPrice
        9/23/2026Listed for sale$3,900,000+262.8%$532/sqft
        Source: Maine Listings #1681730 Report a problem
        4/28/2016Sold$1,075,000-17%$147/sqft
        Source: Maine Listings #1256557 Report a problem
        4/5/2016Pending sale$1,295,000$177/sqft
        Source: Anne Plummer & Associates #1256557 Report a problem
        3/30/2016Listed for sale$1,295,000-21.5%$177/sqft
        Source: Anne Plummer & Associates #1256557 Report a problem
        10/31/2015Listing removed$1,650,000-10.8%$225/sqft
        Source: RE/MAX By The Bay #1141699 Report a problem
        6/21/2014Listed for sale$1,850,000$252/sqft
        Source: RE/MAX By The Bay #1141699 Report a problem

        Public tax history

        Tax history is unavailable.

        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.
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        Climate risks

        Neighborhood: 04055

        Getting around

        40 / 100
        Car-Dependent
        46 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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