Chesapeake Landings Homes with Boating Community Type

Chesapeake Landings Homes with Boating Community Type

Welcome to Chesapeake Landings, a hidden gem nestled in the heart of Naples, Florida. Located in Collier County, this charming neighborhood offers an idyllic blend of serene living and vibrant community spirit, making it a sought-after destination for families and retirees alike.

Chesapeake Landings is renowned for its picturesque waterfront properties, providing residents with direct access to the sparkling waters of the Gulf of Mexico. This boating community is a paradise for water enthusiasts, featuring private docks and easy navigation to some of the most beautiful beaches and fishing spots in the area. Imagine waking up to stunning sunrises over the water, with your boat ready and waiting just steps from your back door!

The neighborhood boasts an array of beautifully designed homes, each reflecting a unique coastal charm. From elegant single-family residences to modern townhomes, Chesapeake Landings offers something for everyone. The lush landscaping and well-maintained common areas create an inviting atmosphere that encourages outdoor activities and community gatherings.

Residents can enjoy a variety of amenities, including a community pool, tennis courts, and walking trails, perfect for leisurely strolls or energetic jogs. With its close proximity to Naples' vibrant dining, shopping, and entertainment options, Chesapeake Landings strikes the perfect balance between tranquility and convenience.

Whether you’re looking to relax by the water, engage in community events, or explore the nearby attractions, Chesapeake Landings is more than just a neighborhood; it’s a lifestyle. Come discover your dream home in this enchanting boating community and experience the best that Naples has to offer!

Newest Chesapeake Landings Homes with Boating Community Type

$329,000
2 Beds 2 Baths 226022431 MLS Chesapeake Landings BLDG.
DOCK SLIP INCLUDED – GULF ACCESS WITH NO BRIDGES – COMPLETELY RENOVATED! Located in Chesapeake Landings, this beautifully updated residence offers an exceptional waterfront lifestyle just minutes from the heart of Naples. With a dock slip included and direct Gulf access with no bridges, this property is a dream for boaters looking for quick and convenient access to open water. Boat dockage for vessels up to 22 feet is permitted, making it easy to enjoy the Naples boating lifestyle right from your community. Completely renovated from top to bottom, everything is new, creating a fresh, modern, and move-in-ready living space. The open-concept layout is bright and inviting, designed for effortless entertaining and comfortable everyday living. The stunning kitchen features 42-inch cabinetry, ample storage, and a seamless connection to the main living areas. One of the most charming aspects of the property is its picturesque setting along a street lined with magnificent banyan trees, creating a beautiful Old Naples atmosphere. Enjoy the convenience of being able to walk to Downtown Fifth Avenue South, where you'll find world-class dining, boutique shopping, entertainment, and Naples' renowned white-sand beaches. Combining luxury renovations, boating convenience, and an unbeatable location, this Chesapeake Landings property offers the very best of Naples waterfront living. Whether you're looking for a seasonal retreat, full-time residence, or investment opportunity, this property delivers the ideal blend of waterfront access, modern upgrades, and downtown Naples convenience. Property is currently tenant-occupied under a lease agreement through July 5, 2027. Current rental income is $2,250 per month, with tenants responsible for FPL electric service (typically $60–$70 per month). Schedule your showing today! THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER, INQUIRE FOR MORE DETAILS** (Renderings that showcase furniture have been virtually staged.)

1521 Chesapeake AVE Unit B2, Naples

$399,999
2 Beds 2 Baths 226021243 MLS Chesapeake Landings BLDG.
Wake up to sparkling canal views, step aboard your boat just moments away, and spend the day cruising to the Gulf of Mexico—this is the Naples waterfront lifestyle you've been dreaming of. Perfectly positioned in one of Naples' most desirable boating communities, this beautifully customized TURNKEY residence offers the rare combination of Gulf-access boating, luxurious interior finishes, and an unbeatable location just minutes from Downtown Naples, 5th Avenue South, and the white-sand beaches of the Gulf Coast. Inside, the residence exudes warmth, character, and coastal sophistication. Rich hardwood flooring flows throughout the main living areas and bedrooms, creating an inviting ambiance that perfectly complements the waterfront setting. The open-concept floor plan is designed for effortless entertaining, anchored by a spacious chef-inspired kitchen featuring custom wood cabinetry, striking black granite countertops, abundant storage, a breakfast bar, wine storage, and seamless connectivity to the dining and living spaces. Large windows and sliding glass doors fill the home with natural light while framing tranquil canal and tropical views. The thoughtfully designed interior showcases unique architectural details and artisan craftsmanship throughout. The spa-inspired bathrooms offer a distinctive luxury experience, featuring elegant vessel sinks, handcrafted cabinetry, intricate tilework, a freestanding soaking tub, and stunning copper fixtures that create a boutique-hotel atmosphere. Custom German-crafted solid oak closet systems provide exceptional organization and storage, while the rare addition of an in-unit washer and dryer adds everyday convenience not commonly found in neighboring residences. Step outside to your private screened lanai and embrace the true essence of Southwest Florida living. Overlooking a picturesque canal lined with boats, swaying palms, and lush tropical landscaping, this peaceful outdoor retreat provides the perfect setting for morning coffee, evening cocktails, or simply watching dolphins, fish, and boating activity drift by. The community's direct, no-bridge Gulf access is a boater's dream, offering quick navigation to Naples Bay, the Gordon River, and the open waters of the Gulf of Mexico. Boat slips are available for vessels up to 22 feet, making spontaneous days on the water effortless. Nestled within the highly sought-after Chesapeake Landings community, residents enjoy a serene waterfront atmosphere while remaining remarkably close to everything Naples has to offer. World-class dining, luxury shopping, art galleries and entertainment are only moments from your doorstep. Whether you're seeking a seasonal retreat, investment property, boating getaway, or full-time residence, this exceptional waterfront condominium delivers an unmatched blend of location, lifestyle, and coastal luxury in the heart of Naples.

1533 Chesapeake AVE Unit A5, Naples

Start Your Search

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.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.