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6 Beds
5 Baths
7,331 sqft

$3,900,000

818 Roosevelt Trail, Naples ME, 04055

Built in1935
Property size7,331 sqft
Property typeResidential
Courtesy of Signature Homes Real Estate Group, LLC

Overview

Active

Listed Sep 23, 2026

Updated 2 weeks ago

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.

$25,947/mo

Est. mortgage payment based on a $3,900,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
1681730

Interior Features

Bedrooms
6
Bathrooms
5
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.79 Acres

Other Property Details

Taxes
$27,953
Tax Frequency
Annually
Garage
Yes
View
Yes
Waterfront
Yes
MLS provider logo

Listing Contact: 207-229-3091

Listed by Susan Croteau with Signature Homes Real Estate Group, LLC 207-229-3091

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Lifestyle Properties shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

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Data is refreshed every 3 hours. Listing last updated at 6:03 PM UTC, 9/23/2026

 

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