Chesapeake Landings Homes with Canal View

Welcome to Chesapeake Landings, a hidden gem nestled in the heart of Naples, Florida. This picturesque subdivision offers a unique blend of tranquility and elegance, making it the perfect retreat for those seeking a serene lifestyle in one of the most desirable areas of Collier County.

Chesapeake Landings boasts a stunning collection of homes, many of which feature breathtaking canal views. Imagine waking up each morning to the gentle sounds of water lapping against the shore and the vibrant colors of sunset reflecting off the tranquil waters. These views provide not just a beautiful backdrop but also a sense of peace and connection to nature that is hard to find elsewhere.

The community is designed for those who appreciate outdoor living, with lush landscapes and well-maintained pathways perfect for evening strolls or morning jogs. Residents enjoy easy access to local amenities, including fine dining, boutique shopping, and pristine beaches, all just a short drive away. The nearby Gulf of Mexico offers endless opportunities for boating, fishing, and water sports, making Chesapeake Landings a haven for outdoor enthusiasts.

Whether you are looking for a permanent residence or a vacation home, Chesapeake Landings provides a welcoming community atmosphere, where neighbors become friends and memories are made. With its combination of stunning homes, picturesque canal views, and a prime Naples location, Chesapeake Landings is more than just a place to live; it's a lifestyle waiting to be embraced. Discover your dream home in this enchanting subdivision today!

Newest Chesapeake Landings Homes with Canal View

$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

$399,999

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

$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. Unit has tenants for June and July. 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

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.