Chesapeake Landings Homes with Bay Waterfront type

Welcome to Chesapeake Landings, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision offers a unique blend of coastal living and suburban tranquility, making it the perfect haven for families, retirees, and anyone looking to embrace the Florida lifestyle.

Chesapeake Landings is renowned for its stunning bay waterfront homes, where residents can enjoy breathtaking views right from their backyards. Imagine waking up to the gentle sounds of the water lapping against the shore, with vibrant sunsets painting the sky in hues of orange and pink. Each home in this picturesque community is thoughtfully designed to maximize both comfort and the natural beauty that surrounds it.

The subdivision boasts a variety of architectural styles that cater to diverse tastes, ensuring there’s something for everyone. Spacious layouts, modern amenities, and lush landscaping create an inviting atmosphere that residents are proud to call home. Whether you’re hosting a barbecue on your patio or enjoying a peaceful evening stroll along the water’s edge, Chesapeake Landings offers an unparalleled quality of life.

Beyond the homes, the community is ideally located near Naples’ finest attractions. From exquisite dining options to upscale shopping and pristine beaches, everything you need is just a short drive away. Additionally, the area is known for its top-rated schools and recreational opportunities, making it a perfect choice for families.

Discover the charm of Chesapeake Landings, where waterfront living meets the vibrant lifestyle of Naples, Florida. Your dream home awaits!

Newest Chesapeake Landings Homes with Bay Waterfront 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

$399,000

2 Beds ⋅ 2 Baths ⋅ 225071695 MLS ⋅ Oyster Bay 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

Start Your Search