Brookside Homes for Sale

Brookside Homes for Sale

Welcome to Brookside, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone looking to enjoy the Naples lifestyle. With its lush landscapes and serene atmosphere, Brookside is more than just a neighborhood; it’s a community where neighbors become friends and memories are made.

The homes for sale in Brookside reflect a variety of architectural styles, catering to diverse tastes and preferences. From cozy single-family residences to spacious modern designs, each property is thoughtfully crafted to provide comfort and style. Many homes feature open floor plans, updated kitchens, and private outdoor spaces, perfect for entertaining or simply enjoying the beautiful Florida weather.

Living in Brookside means you’re just minutes away from Naples’ pristine beaches, world-class dining, and vibrant shopping districts. Whether you’re exploring the charming boutiques of Fifth Avenue South or indulging in a sunset dinner by the Gulf, you’ll find that everything you need is within reach.

Additionally, Brookside is known for its friendly atmosphere and well-maintained common areas, creating an inviting environment for residents of all ages. With a strong sense of community and a range of amenities, including parks and recreational facilities, Brookside is the perfect place to call home.

Explore the homes for sale in Brookside today and discover the lifestyle you’ve been dreaming of in beautiful Naples, Florida!

Newest Brookside Homes for Sale

$1,137,000
3 Beds ⋅ 2 Baths ⋅ 226025788 MLS
BOATER'S PARADISE --- DIRECT GULF ACCESS VIA CANAL & NO FIXED BRIDGES! Significantly lower price point than other neighborhoods with direct gulf access. Blank canvass to build your own custom dock exactly the way you want it! Discover the ultimate blend of waterfront serenity and downtown convenience in this inviting Naples retreat, perfectly positioned along a Gulf-access canal. Tucked away in the desirable Brookside neighborhood, this charming residence offers an exceptional opportunity to embrace the Southwest Florida lifestyle. Wake up to peaceful water views, enjoy a morning coffee and watch passing boats that create the perfect backdrop for every day. Whether you're an avid boater or simply appreciate life on the water. This property delivers an unforgettable setting. Just moments from the vibrant energy of Fifth Avenue South and Third Street South, you'll have effortless access to award-winning restaurants, boutique shopping, galleries, and year-round entertainment. Spend afternoons exploring Bayfront, experience the creative spirit of the Bayshore Arts District, or enjoy nearby parks with scenic walking and biking trails. Historic Tin City is only minutes away, offering a unique collection of waterfront dining, local shops, and Old Florida charm. And when it's time to unwind, the sparkling Gulf waters and world-renowned white sand beaches of Naples are just a short drive away. Offering an unbeatable combination of waterfront living, prime location, and relaxed coastal elegance, this exceptional property is more than a place to live—it's your gateway to the Naples lifestyle you've been dreaming of.

2140 Harbor LN, Naples
$2,549,000
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
$479,000
4 Beds ⋅ 3 Baths ⋅ 226025527 MLS
Welcome to this super cute and newly remodeled 3 bedroom, 2 bath home with an attached efficiency with its own private entrance. This property features an open floor plan with lots of beautiful sunlight. Don't miss out! This home is ready to be enjoyed by a new family or could be a wonderful investment, or income producing property. Don't even get me started on the location, just minutes away from the stunning Naples' beaches, 5th Ave, Tin City, Celebration Park & the Naples Botanical Garden!

2240 Estey AVE, Naples
$1,485,000
3 Beds ⋅ 3 Baths ⋅ 226024675 MLS
Income-Producing Waterfront Gem Near Downtown Naples. Seize this rare opportunity to own an income-producing, waterfront property just minutes from the heart of Naples! Nestled in the rapidly evolving Brookside community, this prime Gulf-access home has unobstructed canal views. With no HOA or rental restrictions, this is an ideal investment for short-term rentals or a luxurious personal retreat. Positioned in one of Naples’ most exciting redevelopment zones—including the Gateway Triangle, Metropolitan Naples, and the new 7-acre Brookside Marina—this property offers exceptional long-term value. The fully renovated home seamlessly blends modern elegance with coastal charm, featuring three bedrooms, three bathrooms, a chef’s kitchen with a gas Viking range, a Fisher & Paykel refrigerator, and exquisite quartzite countertops. For boating enthusiasts, the rare, grandfathered boathouse provides added protection for your vessel. At the same time, the private dock invites you to enjoy serene water views, spot wildlife, or head out for a sunset cruise. Just a short walk or bike ride away, you’ll find the world-class shopping, dining, and entertainment of 5th Avenue South, along with easy access to 3rd Street South, the iconic Naples Pier, and the city’s pristine sandy beaches. Whether you are seeking a lucrative rental investment or a stunning waterfront escape, this property delivers unmatched potential in one of Naples’ most sought-after neighborhoods. Act now—opportunities like this don’t last long!

2180 Harbor LN, Naples
$3,695,000
6 Beds ⋅ 7.5 Baths ⋅ 226022644 MLS
Positioned on an expansive parcel spanning nearly two acres, this prime property presents a remarkable opportunity in the heart of Naples. Located just minutes from the vibrant energy of downtown, the site is zoned RMF-6 and allows for the development of up to 9 single family and 11 multi-family residential units, offering exceptional versatility for developers, investors, and visionaries alike. Surrounded by a neighborhood experiencing significant growth and transformation, the property is ideally suited for a luxury residential community, a collection of custom homes, or a private estate compound. The existing improvements are being offered at land value, creating an ideal canvas for a new owner to design and build without limitation. Enjoy the rare advantage of a peaceful setting with water access to Naples Bay while remaining within close reach of the area's most sought-after destinations, including Fifth Avenue South, white-sand Gulf beaches, world-class dining, boutique shopping, and cultural attractions. Opportunities of this size and zoning designation within such close proximity to downtown Naples are increasingly difficult to find, making this a truly exceptional investment in one of Southwest Florida's most coveted markets.

1063 SHADOWLAWN DR, Naples
$439,000
2 Beds ⋅ 1.5 Baths ⋅ 226012692 MLS
Remember when Naples felt like Naples? Before master-planned communities and endless new construction, there were neighborhoods like BROOKSIDE—authentic, established, and woven into the fabric of the community. This is the Naples lifestyle people move here for—morning walks through Baker Park, a bike ride to 5th Avenue South for coffee, lunch on Naples Bay, sunset at the beach, and dinner downtown without ever feeling far from home. You can renovate a home. You can build a new one. But you can't recreate a CORNER LOT just minutes from Downtown Naples. As the city continues to evolve, locations like this only become more desirable. Beautifully RENOVATED & refreshed with updated landscaping, professional staging, and stylish upgrades throughout, 2300 Estey Avenue blends timeless charm with today's modern comforts. Inside, the open-concept layout is centered around a beautifully updated kitchen featuring white shaker cabinetry, butcher block countertops, stainless steel appliances, and a generous island designed for gathering. Outside, the fully fenced backyard offers privacy and flex-area, while the oversized paver driveway provides ample space for multiple vehicles, a boat, or weekend toys. Whether you're searching for a full-time residence, a seasonal escape, or an INVESTMENT OPPORTUNITY this is your chance to own a piece of Naples that simply can't be replicated.

2300 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.