The community of Brookside is situated in Naples. Ideally situated for access to all of the Naples area amenities and advantages available.

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11 listings match your search criteria.
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Active
2505 Estey Ave   Naples
$4,250,000

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…

Active
1063 Shadowlawn Dr   Naples
  • 6Bedrooms
  • 6Bathrooms
  • 3980Sq Ft
  • 1948Year Built
$3,695,000

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…

Active
2180 Harbor Ln   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1696Sq Ft
  • 1962Year Built
$1,485,000

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…

Active
1159 Holiday Ln E  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1568Sq Ft
  • 1962Year Built
$1,149,000

Seize a truly rare opportunity to own one of the largest parcels in all of Brookside. Tucked away at the end of a quiet, secluded cul-de-sac, this oversized waterfront lot offers exceptional privacy and flexibility — whether you envision designing and building a custom canal-front estate or prefer enjoying the existing pool home as your…

Active
1796 Holiday Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1215Sq Ft
  • 1964Year Built
$1,075,000

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…

Active
1138 Christopher Ct   Naples
$975,000

Welcome to 1138 Christopher Court, a rare Gulf-access homesite offering an effortless and scenic boat ride from your covered boat lift to Naples Bay—where golden sunsets, waterfront dining, and open-water adventure become part of everyday life. Tucked away on a quiet cul-de-sac, this exceptional 0.28-acre (12,259 SF) waterfront lot presents a unique opportunity to build…

Active
2424 Harbor Rd   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1550Sq Ft
  • 1977Year Built
$599,995

Tucked beneath a lush canopy of mature trees on an oversized 75x150 lot, this fully renovated coastal cottage at 2424 Harbor Road delivers the Naples lifestyle with space, style, and privacy rarely found in this neighborhood. Light-filled interiors, clean lines, and a seamless connection to the outdoors create a fresh, move-in-ready retreat minutes to downtown,…

Active
2300 Estey Ave   Naples
  • 2Bedrooms
  • 1Bathrooms
  • 950Sq Ft
  • 1961Year Built
$439,000

BEST PRICE IN BROOKSIDE! Welcome to 2300 Estey Ave in Naples—a beautifully updated home that blends modern finishes with relaxed Florida living. From the moment you arrive, you’ll appreciate the clean curb appeal, oversized paver driveway, and fully fenced yard offering both privacy and plenty of space. Step inside to discover a bright, open-concept layout…

Active
2048 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1512Sq Ft
  • 1961Year Built
$22,500

Harbor Lane Bungalow is a waterfront mid-century modern single family home in the downtown Naples neighborhood of Brookside. A beautiful heated pool and hot tub overlook the gulf-access canal where you have a newly rebuilt private boat dock with lift. The location is super convenient - less than 5 minutes drive to 5th Ave S,…

Active
2048 Holiday Ln   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 1600Sq Ft
  • 1965Year Built
$9,000

Discover the ultimate vacation retreat at Holiday Lane, a spacious pool home adorned with bright, modern furnishings that create an inviting and stylish atmosphere. Ideal for your Southwest Florida escape, this beautiful property offers the perfect blend of comfort, ease, and convenience. With four generously-sized bedrooms, this home accommodates up to eight guests in total…

Active
1836 Harbor Ln   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3100Sq Ft
  • 2024Year Built
$8,000

Available for long-term lease! Completely renovated waterfront residence ideally positioned just minutes from Naples Bay and the world-class dining, shopping, and entertainment of 5th Avenue South. This exceptional two-story home offers a versatile layout designed to accommodate a variety of living arrangements. The upper level serves as the primary living space, showcasing a spacious open-concept design…

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