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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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…

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1794 Holiday Ln   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2010Sq Ft
  • 2025Year Built
$2,499,000

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…

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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…

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2160 Holiday Ln   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1295Sq Ft
  • 1963Year Built
$648,000

Welcome to 2160 Holiday Lane, a beautifully renovated pool home in Brookside, one of Naples’ most rapidly evolving in-town neighborhoods. Ideally positioned approximately 1.5 miles from Downtown Naples and the white-sand beaches of the Gulf, this home offers a combination of location, lifestyle, and value. **Currently utilized as a successful short-term rental with no HOA…

Active
2398 Estey Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1070Sq Ft
  • 1961Year Built
$460,000

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…

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

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,…

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…

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