Brookside Homes with Boating Community Type

Welcome to Brookside, a charming neighborhood nestled in the heart of Naples, Florida, within the picturesque Collier County. Known for its serene ambiance and vibrant community spirit, Brookside offers a unique blend of tranquility and convenience, making it an ideal place for families, retirees, and boating enthusiasts alike.

One of the standout features of Brookside is its access to a boating community, where residents can indulge in their passion for water activities. Imagine stepping out of your beautifully designed home and onto your boat, ready to explore the stunning waterways of Naples. With direct access to the Gulf of Mexico and a network of serene canals, Brookside is a boater's paradise, where weekends can be spent fishing, cruising, or simply enjoying the breathtaking Florida sunsets.

The neighborhood itself is characterized by lush landscaping, well-maintained homes, and a welcoming atmosphere. Brookside boasts a variety of architectural styles, allowing residents to find their perfect sanctuary. Whether you’re looking for a cozy single-family home or a spacious waterfront property, Brookside has something to suit every taste and lifestyle.

In addition to its boating opportunities, Brookside is conveniently located near shopping, dining, and entertainment options. Residents enjoy easy access to Naples’ renowned beaches, parks, and recreational facilities, making it an ideal spot for outdoor enthusiasts.

Experience the charm of Brookside, where the beauty of nature meets the thrill of boating, all within a vibrant community that feels like home. Come explore your future in this delightful Naples neighborhood!

Newest Brookside Homes with Boating Community Type

$750,000

3 Beds ⋅ 2 Baths ⋅ 226037621 MLS

BOATER’S PARADISE WITH DIRECT GULF ACCESS! Discover the ultimate Southwest Florida lifestyle in the established waterfront community of Brookside, featuring canal access to the Gulf with no fixed bridges along the route and the opportunity to create your own custom dock. Enjoy convenient access to the vibrant dining, boutique shopping, and entertainment of Fifth Avenue South and Third Street South, waterfront dining at Tin City and Bayfront, and the beautiful Gulf beaches of Naples. Nearby parks, recreational amenities, and ongoing infrastructure improvements throughout the surrounding East Naples area add to the appeal of this desirable location. EXCEPTIONAL INVESTMENT POTENTIAL! Whether you're seeking a personal waterfront retreat, seasonal escape, or income-producing property, this home offers exciting possibilities. Its distinctive boating lifestyle and proximity to Naples' premier attractions may appeal to both seasonal visitors and long-term tenants, creating potential for short-term vacation rentals or traditional annual leasing, subject to applicable regulations and rental restrictions. With its combination of waterfront appeal, convenient location, and versatile investment opportunities, this is your chance to own a piece of the Naples lifestyle while exploring its income-producing potential.

2140 Harbor LN, Naples

$1,190,000

3 Beds ⋅ 2 Baths ⋅ 226033962 MLS

Set on a quiet cul-de-sac in Brookside, 1765 Harbor Lane is a chance to build on the water less than a mile from Fifth Avenue South and the beaches of Naples. The existing home is being offered for land value, giving you a clean slate to design and build a custom waterfront residence. For boaters, the setting is hard to beat. A concrete seawall lines the property, and Naples Bay provides easy access to the Gulf. Brookside is a non-gated neighborhood with no HOA fees, offering a relaxed, established feel with downtown dining, shopping, and the beach just minutes away. With new construction and steady reinvestment reshaping the neighborhood, Brookside continues to emerge as one of Naples' most convenient waterfront addresses. Bring your architect and builder, and make this the site of your Naples waterfront home.

1765 Harbor LN, Naples

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 226025159 MLS

Waterfront Living at Its Finest – Luxury New Construction with Gulf Access Perfectly positioned on a quiet canal in Brookside, just minutes from Downtown Naples and the Gulf of Mexico, this custom-built waterfront home offers the perfect blend of modern luxury, exceptional boating, and the relaxed Southwest Florida lifestyle. Completed in 2025, this elevated residence was thoughtfully designed with quality construction, exceptional craftsmanship, and easy waterfront living in mind. The bright, open floor plan is filled with natural light and features soaring ceilings, real hardwood flooring throughout, designer finishes, and seamless indoor-outdoor living. Step outside to your own private waterfront retreat where a heated pool, authentic chickee hut, wood-fired pizza oven, built-in fire pit, floating dock, and 10,000-pound boat lift create the ideal setting for entertaining family and friends or simply unwinding after a day on the water. With direct access to Naples Bay and the Gulf of Mexico, boating, fishing, paddleboarding, kayaking, waterfront dining, and sunset cruises are all just minutes from your backyard. Designed for comfort and peace of mind, the home also features total home automation, Starlink high-speed internet, a whole-house generator, a 500-gallon propane tank, a tankless water heater, and an oversized EV-ready garage with room for two car lifts. Elevated construction offers added confidence while allowing you to spend more time enjoying everything this waterfront lifestyle has to offer. One of the few newly built, move-in-ready Gulf-access homes available at this price point, this property presents a rare opportunity to enjoy luxury waterfront living without the wait of building new. Located just minutes from Fifth Avenue South, Naples Bay, world-class beaches, fine dining, shopping, and entertainment, you'll enjoy the best of Naples both by land and by water. 1794 Holiday Lane is more than a beautiful home—it's a place where boating, entertaining, and everyday living come together in one of Naples' most desirable waterfront locations.

1794 Holiday LN, Naples

$4,250,000

225067418 MLS

This nearly 2 acre parcel is an Unmatched Opportunity with zoning for 12 Multi-Family homesites! Unveil the potential with prime waterfront land on a Gulf access canal, nestled in a thriving community that’s on the rise in the unique area of Brookside! Just a stone’s throw from the charming Olde Naples, this property is perfect for investors or developers looking to create something exceptional. The groundwork for an exciting development project is already in motion—comprehensive studies have been conducted, including soundings, engineering, lot planning, elevation assessments, traffic analysis, and HOA consulting. This is your chance to be part of Naples' next great waterfront venture! Opportunities like this are few and far between—don’t miss your chance to invest in a bright future with unmatched potential! Seize this chance to secure one of the last remaining sites like this!

2505 ESTEY AVE, Naples

$1,075,000

3 Beds ⋅ 2 Baths ⋅ 225012420 MLS

Navigable waterfront boater’s paradise just steps from Tin City & Downtown Naples! 1796 Holiday Lane is an exceptional opportunity to build your dream home on a sizable .20-acre navigable waterfront homesite in the highly desirable neighborhood of Brookside. Nestled towards the end of a quiet cul-de-sac street, this premium lot offers unmatched serenity, privacy, and stunning Western rear exposure—perfect for taking in Naples’ world-class sunsets from the comfort of your own backyard. This property offers over 70 feet of navigable frontage with existing seawall and dock in place overlooking the wide canal that feeds into Rock Creek, the Gordon River, and Naples Bay, with just one bridge standing between you and the open waters of the Gulf of Mexico. Enjoy the ultimate waterfront lifestyle, complete with easy access to some of Southwest Florida’s finest fishing, boating, and waterfront dining. Located just minutes from Downtown Naples, this prime location puts you within reach of both 5th Avenue South and Historic Third Street South's premier shopping and dining, world-class beaches, and the best that the Paradise Coast of Florida has to offer its residents. Whether you're looking to build your luxury custom home or a more modest boater’s retreat, this lot offers an incredible opportunity to create your own slice of Naples paradise and at a great value too. Brookside lacks the minimum 30-day rental policy restriction in place for properties located within City limits and there are no mandatory homeowners association fees! Don’t miss out on this rare opportunity—schedule a viewing today and start building your dream waterfront lifestyle.

1796 Holiday LN, 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.