Brookside Homes for Sale

Welcome to Brookside, a hidden gem nestled in the heart of Florida that perfectly blends suburban tranquility with vibrant community spirit. This charming neighborhood is known for its lush greenery, friendly atmosphere, and a sense of belonging that makes it an ideal place to call home.

Brookside boasts an array of beautifully designed homes that cater to diverse lifestyles and preferences. From cozy single-family residences to modern townhouses, there’s something for everyone. Many of these homes feature spacious backyards, perfect for family gatherings or simply enjoying the serene Florida sunshine. With a variety of architectural styles, Brookside exudes character and charm, making it a picturesque neighborhood to explore.

The community is not just about the homes; it’s about the lifestyle. Residents enjoy access to a wealth of amenities, including parks, recreational facilities, and walking trails that invite you to embrace the great outdoors. Families appreciate the nearby schools, known for their dedication to academic excellence and nurturing environments. Additionally, Brookside’s convenient location means you’re just a short drive away from shopping centers, dining options, and entertainment venues, ensuring you have everything you need within reach.

For those considering a move, Brookside offers a unique opportunity to invest in a thriving neighborhood. With homes for sale that reflect the area’s charm and community spirit, now is the perfect time to discover what makes Brookside so special. Experience the warmth and vibrancy of this delightful neighborhood, where your dream home awaits!

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

$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.