Brookside Real Estate

Brookside Real Estate

Welcome to Brookside, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This enchanting community offers a unique blend of serene living and vibrant lifestyle, making it an ideal choice for families, retirees, and anyone looking to enjoy the best of Southwest Florida.

Brookside is renowned for its lush landscapes and charming architecture, featuring a variety of single-family homes and villas that cater to diverse tastes and preferences. With thoughtfully designed floor plans, many residences boast open-concept layouts, modern amenities, and private outdoor spaces perfect for soaking up the Florida sunshine. Residents enjoy the tranquil ambiance of the community, complete with tree-lined streets and scenic views of the surrounding nature.

One of the standout features of Brookside is its prime location. Just minutes away from Naples' stunning beaches, world-class shopping, and gourmet dining, you’ll have everything you need right at your fingertips. The nearby Naples Botanical Garden and the vibrant downtown area offer a plethora of recreational activities, cultural experiences, and entertainment options.

In addition to its beautiful homes and convenient location, Brookside fosters a strong sense of community. Residents often come together for social events, neighborhood gatherings, and outdoor activities, creating lasting friendships and a welcoming atmosphere.

Whether you’re looking to invest in your first home, downsize, or find a seasonal retreat, Brookside in Naples, FL, offers the perfect blend of comfort, convenience, and community spirit. Discover your dream home in this idyllic setting today!

Newest Listings in Brookside

$460,000
3 Beds ⋅ 2 Baths ⋅ 226029978 MLS
What you’re really buying here is not just the house, but the location and future potential of Brookside. 2398 Estey Avenue is ideally located in East Naples, close to everything that makes Naples so desirable: Downtown Naples, 5th Avenue South, the beaches, Naples Pier, Naples Bay, Tin City, restaurants, shopping and entertainment. You’re also just minutes from Naples Botanical Garden, Celebration Park and East Naples Community Park, giving you the convenience of a central location while still enjoying a more residential neighborhood setting. The home itself offers several important updates, including an updated kitchen with quartz countertops and stainless-steel appliances, updated bathrooms, a tankless water heater and a 2021 roof. Sitting on an approximately 7,405-square-foot lot with a screened lanai and no HOA fees, it offers flexibility for an owner, seasonal resident or investor. From an investment perspective, Brookside is particularly interesting because it provides an opportunity to be close to the heart of Naples at a more accessible entry point than some of the more expensive areas near Old Naples and the beach. The property also has potential for short-term rental use, including the possibility of operating it as an Airbnb. Its location near the beaches, Downtown Naples, 5th Avenue South, restaurants and entertainment makes it especially attractive for visitors looking for a convenient Naples stay. For an investor, this creates the potential to explore multiple strategies, from traditional long-term rental income to seasonal or short-term vacation rentals. And there’s also future potential. Continued development and investment in East Naples, including projects such as Halcyon along Davis Boulevard, could contribute to the area's long-term appeal and desirability. The combination of Naples, location, proximity to beaches and downtown, rental potential (including short-term rental and Airbnb possibilities) and future development makes 2398 Estey Avenue an opportunity worth taking a closer look at.

2398 Estey Avenue, 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 Lane, Naples
$3,695,000
6 Beds ⋅ 8 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 Drive, Naples
$439,000
2 Beds ⋅ 2 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 Avenue, 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 Avenue, 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 Lane, Naples
Start Your Search