Brookside Homes with Shadowlawn Elementary School Elementary school

Welcome to Brookside, a vibrant neighborhood nestled in the heart of Naples, Florida, within Collier County. Known for its lush landscapes and friendly atmosphere, Brookside is a hidden gem that offers an idyllic lifestyle for families, retirees, and everyone in between.

One of the standout features of this welcoming community is its proximity to Shadowlawn Elementary School, making it an ideal choice for families with young children. This highly-rated school is just a stone's throw away, providing a nurturing environment where students can thrive academically and socially. Parents can take comfort in knowing that their children have access to quality education, right within their neighborhood.

Brookside boasts a variety of charming homes that cater to diverse tastes and budgets, from cozy single-family residences to more spacious properties, each with its unique character. The neighborhood is adorned with beautiful tree-lined streets, inviting parks, and recreational areas, creating a perfect backdrop for outdoor activities and family gatherings.

In addition to its family-friendly atmosphere, Brookside is conveniently located near an array of shopping, dining, and entertainment options. Residents can enjoy the vibrant local culture, with nearby attractions including stunning beaches, golf courses, and nature preserves, all just a short drive away.

Whether you’re looking to settle down or invest in a vacation home, Brookside offers the perfect blend of comfort, community, and convenience. Experience the charm of Naples living in this delightful neighborhood, and discover why so many choose to call Brookside home!

Newest Brookside Homes with Shadowlawn Elementary School Elementary school

$460,000

3 Beds ⋅ 2 Baths ⋅ 226029978 MLS

LOCATION. POTENTIAL. POSSIBILITIES. WELCOME TO BROOKSIDE. What you’re really buying here isn’t just a house. It’s a location with a future! This home puts you in the heart of East Naples, surrounded by the best of the Naples lifestyle. Downtown Naples, 5th Avenue South, the beaches, Naples Pier, Naples Bay, Tin City, restaurants, shopping and entertainment are all within easy reach. And the convenience doesn’t stop there. You’re just minutes from Naples Botanical Garden, Celebration Park and East Naples Community Park, giving you easy access to recreation and entertainment while enjoying the feel of an established residential neighborhood. Inside, the home has already had some important updates, including an updated kitchen with quartz countertops and stainless-steel appliances, updated bathrooms, a tankless water heater and a newer roof. Outside, enjoy a screened lanai and a large lot, all with NO HOA fees. AND THE OPPORTUNITIES......For an owner, seasonal resident or investor, this property offers flexibility and a chance to get into Naples at a more accessible price point than many properties closer to Old Naples and the beach. Rental possibilities may include traditional long-term, seasonal or short-term strategies, subject to applicable regulations and requirements. And then - there’s Brookside’s future. With continued growth and investment throughout East Naples, the area is one to watch. Nearby development, including projects such as Halcyon along Davis Boulevard, adds another layer of potential to an already convenient location. NOW, is your chance to get into Naples, get close to everything, and explore what this location could mean for you today and down the road.

2398 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

Start Your Search

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.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.