Chesapeake Landings Real Estate

Welcome to Chesapeake Landings, a hidden gem nestled in the heart of beautiful Naples, Florida. This stunning community offers a perfect blend of luxury, comfort, and convenience, making it an ideal destination for those seeking a vibrant lifestyle in one of Collier County’s most desirable areas.

Chesapeake Landings boasts a picturesque setting surrounded by lush landscapes and serene waterways. Residents can enjoy the tranquility of nature while being just moments away from Naples' renowned white sandy beaches and vibrant downtown district. With an array of upscale shopping, dining, and entertainment options at your fingertips, you’ll never run out of exciting activities to explore.

The community features elegant homes that are thoughtfully designed to cater to modern living. Spacious floor plans, high-end finishes, and private outdoor spaces create an inviting atmosphere that feels like a personal retreat. Whether you’re relaxing by the pool, enjoying a leisurely stroll along the scenic pathways, or gathering with friends at the clubhouse, Chesapeake Landings fosters a sense of community and belonging.

For outdoor enthusiasts, the area offers an abundance of recreational opportunities. From world-class golf courses to pristine parks and nature preserves, there’s something for everyone to enjoy. Additionally, the nearby Gulf of Mexico provides endless opportunities for water sports, fishing, and boating.

Experience the charm and allure of Chesapeake Landings, where coastal living meets sophisticated comfort. Discover your dream home in this vibrant Naples community, and embrace the lifestyle you’ve always envisioned. Welcome to your new beginning!

Newest Listings in Chesapeake Landings

$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

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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.