Chesapeake Landings Homes with Naples High School High school

Welcome to Chesapeake Landings, a hidden gem nestled in the heart of Naples, Florida, within beautiful Collier County. This charming subdivision is not just a community; it’s a lifestyle choice that embodies the essence of coastal living. With its picturesque landscapes, serene waterways, and lush greenery, Chesapeake Landings offers a tranquil escape while remaining conveniently close to the vibrant offerings of Naples.

The homes in Chesapeake Landings are designed with elegance and comfort in mind. Featuring a variety of architectural styles, these residences boast spacious layouts, modern amenities, and inviting outdoor spaces perfect for entertaining or enjoying the warm Florida sunshine. Whether you’re a first-time homebuyer or looking for a serene retirement retreat, you’ll find the perfect home to suit your needs.

Families will appreciate the proximity to Naples High School, a highly regarded educational institution known for its strong academic programs and commitment to student success. Living in Chesapeake Landings means your children will have access to quality education just a short drive away, making it an ideal choice for families looking to settle down in a nurturing environment.

In addition to its excellent schools, Chesapeake Landings is conveniently located near shopping, dining, and recreational activities. Spend your weekends exploring the stunning beaches of Naples, indulging in local cuisine, or enjoying outdoor adventures in nearby parks.

Discover the charm and community spirit of Chesapeake Landings today, where your dream home awaits in this idyllic slice of paradise!

Newest Chesapeake Landings Homes with Naples High School High school

$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.