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1510 Chesapeake AVE, Naples
$3,899,000
3 Beds ⋅ 3.5 Baths ⋅ 226039722 MLS
No bridges between your dock and the Gulf. This Oyster Bay home sits on a canal more than 120 feet wide with direct access to Naples Bay and Gordon Pass, and a private Ipe dock with boat lift, water and power. The rear faces south over a screened, heated pool and overflow spa and a covered outdoor dining area. Inside, 3,062 square feet on one level offer 3 bedrooms plus a den and 3.5 baths in a split plan: the primary suite and one guest bedroom open to the pool, while the second guest bedroom and the den each have their own covered sitting area. The lighthouse-inspired design brings vaulted ceilings, custom millwork, painted detailing and natural light throughout. For the boat owner, the 24 by 24 garage has a 12-foot ceiling with height for car lifts, its own mini-split air conditioning and an oversized closet for tackle and gear. Concrete block construction with vinyl siding, a metal roof, and electric and manual storm shutters, with central air conditioning replaced in 2019 and the water heater in 2025. Built in 2002 and kept in its original finishes, it gives the next owner a sound waterfront home to update to their own taste. Minutes to Tin City, the Bayfront and Fifth Avenue South. Floor plan and 3D tour attached.

1510 Chesapeake AVE, Naples

1630 Chesapeake AVE, Naples
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 226038819 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Exceptional waterfront opportunity at 1630 Chesapeake Avenue in desirable Oyster Bay, near Royal Harbor. Enjoy southern exposure on a wide, deep-water canal with direct Gulf access and no bridges. The private boat dock accommodates vessels up to about 40 feet, making it ideal for boating enthusiasts. The existing four-bedroom, three-bath home features a new roof, impact windows, and a large pool in a private waterfront setting. The home sustained flooding, and the interior has not been restored, offering an opportunity to renovate to your vision or explore building a new waterfront residence. Just minutes from downtown Naples, Fifth Avenue South’s shopping and dining, and the Gulf beaches, this property combines an outstanding location with exceptional potential.

1630 Chesapeake AVE, Naples

1420 Jewel Box AVE, Naples
$3,095,000
3 Beds ⋅ 3 Baths ⋅ 226034349 MLS
A rare waterfront offering in Oyster Bay, 1420 Jewel Box Avenue captures the best of Naples living. With 160 feet of water frontage across two sides of the property, two private docks, two boat lifts, and bridge-free access to Naples Bay and Gordon Pass, this is an exceptional setting for those who want to spend their days on the water. Southern exposure brings natural light into the home and sets the stage for sweeping water views, sunrises, and sunsets. Inside, updated interiors and open living spaces offer an inviting setting for entertaining or a quiet retreat after a day on the boat. Meticulously maintained, the home is equally suited to year-round living, a seasonal escape, or the opportunity to create a new waterfront residence. Just minutes from downtown Naples, acclaimed dining, shopping, and the Gulf beaches, this distinctive property pairs a coveted boating location with remarkable possibilities.

1420 Jewel Box AVE, Naples

1390 Chesapeake AVE Unit 1390, Naples
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 226013181 MLS ⋅ Oyster Bay BLDG.
Completely renovated 3 bedroom, 2 bath, TURNKEY furnished BY ARHAUS, waterfront condo on Naples Bay with Direct Gulf access & 26 ft Boat Slip, NEW ROOF JULY 2026. The interior has been COMPLETELY RENOVATED and NEVER LIVED-IN with luxury finishes and elegant Arhaus furnishings throughout creating a stylish and functional living space including impact windows and doors. Second floor end unit with additional windows flood the home with natural light and stunning bay views. Outdoor living is elevated with a lanai overlooking the water perfect for enjoying spectacular sunsets from this tranquil setting. This boutique community consists of only 6 residences with low Condo Fees, offering a private exclusive atmosphere minutes to 5th Avenue, 3rd Street, the city's world class shopping, dining, arts and white sandy beaches.

1390 Chesapeake AVE Unit 1390, Naples

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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