Chesapeake Landings Homes with Boat Slip Exterior Features

Welcome to Chesapeake Landings, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision offers a unique blend of coastal living and suburban tranquility, making it an ideal destination for those seeking a serene lifestyle with easy access to the vibrant culture of Naples.

Chesapeake Landings boasts beautifully designed homes that exude elegance and comfort. Each residence is thoughtfully crafted to provide spacious living areas, modern amenities, and stunning exterior features. One of the standout offerings of this community is the exclusive availability of homes with private boat slips, allowing residents to embrace the ultimate Floridian lifestyle. Imagine waking up to the gentle sound of water lapping against your boat, ready for a day of fishing, sailing, or exploring the beautiful waterways of Naples.

The exterior features of these homes are nothing short of spectacular. Lush landscaping, expansive patios, and outdoor living spaces create the perfect backdrop for entertaining friends and family or simply enjoying the warm Florida sun. With easy access to the Gulf of Mexico, Chesapeake Landings is a boater’s paradise, offering direct access to some of the best fishing and recreational opportunities the area has to offer.

In addition to its stunning homes and prime location, Chesapeake Landings is conveniently situated near Naples’ renowned dining, shopping, and entertainment options. Experience the best of both worlds—peaceful living in a vibrant community. Discover your dream home in Chesapeake Landings, where coastal charm meets modern luxury.

Newest Chesapeake Landings Homes with Boat Slip Exterior Features

$439,900

2 Beds ⋅ 2 Baths ⋅ 226023946 MLS ⋅ Chesapeake Landings BLDG.

Beautiful Waterfront condo completely remodeled and ideally situated on the Bay, offering Gulf access with no bridges. This stunning 2/2-unit features high-end appliances, an in-unit washer and dryer, hurricane impact windows and doors, and breathtaking water views. Located just 5 minutes from downtown 5th Avenue, you'll enjoy world-class dining, shopping, entertainment, and Naples white sand beaches. An exceptional opportunity to experience the ultimate Southwest Florida waterfront lifestyle.

1537 Chesapeake AVE Unit A-4, Naples

$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

$399,000

2 Beds ⋅ 2 Baths ⋅ 225071695 MLS ⋅ Chesapeake Landings BLDG.

RENOVATED WATERFRONT CONDO – DIRECT GULF ACCESS – TURNKEY FURNISHED! Nestled on a picturesque street lined with majestic banyan trees, this fully renovated two-bedroom, two-bath residence offers modern luxury in the heart of Naples. The open-concept layout showcases brand-new finishes throughout, including 42-inch cabinetry, sleek flooring, and stylish contemporary details that create a bright, coastal feel. An oversized screened lanai overlooks a wide, tranquil canal—perfect for relaxing while watching boats pass by—with direct, no-bridge access to Naples Bay and the Gulf of Mexico. Each unit includes its own private dock slip, with boat dockage permitted for vessels up to 22 feet, making this an ideal retreat for boating enthusiasts who want quick and convenient access to open water. The condo is being sold turnkey furnished for immediate enjoyment or rental use. Washer and dryer hookups are available, with the option for future installation. Just a short stroll to iconic 5th Avenue South, you'll be immersed in Naples' vibrant downtown lifestyle with world-class dining, shopping, galleries, and entertainment at your fingertips. This prime waterfront setting combines the charm of Old Naples with unmatched boating access, making it an exceptional opportunity for a seasonal getaway, investment property, or personal coastal retreat in one of the city's most sought-after locations. Currently 3 Rental Inquiries for Jan, Feb, March, 2027, from $6800 - $8000 per month **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1517 Chesapeake AVE Unit B3, 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.