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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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9 listings match your search criteria.
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1303 Delmar Ln Naples
$599,000
  • 4Bedrooms
  • 2Bathrooms
  • 1210Sq Ft
  • 1961Year Built
$599,000

Beautifully updated 4-bedroom, 2-bath home in the heart of Naples, offering a spacious layout and a true resort-style outdoor living experience. The property features a heated pool surrounded by multiple lounging areas ideal for year-round enjoyment. Inside, the home provides bright, open living spaces with modern finishes, a well-appointed kitchen, and comfortable bedroom suites designed…

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1100 Christopher Ct Naples
$2,199,000
$2,199,000

INCREDIBLE opportunity to build your dream home on Rock Creek. Lot is cleared and 227 feet of new seawall is a bonus feature. This large cul-de-sac lot is the perfect private location for the water and nature lovers who want to park the boat at home and still have beautiful views. When…

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2160 Holiday Ln Naples
$648,000
  • 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…

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2300 Estey Ave Naples
$439,000
  • 2Bedrooms
  • 1 + 1 HalfBathrooms
  • 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,…

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

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…

Active
1794 Holiday Ln Naples
$2,499,000
  • 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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1063 Shadowlawn Dr Naples
$3,695,000
  • 6Bedrooms
  • 6 + 2 HalfBathrooms
  • 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
2505 Estey Ave Naples
$4,250,000
$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
1796 Holiday Ln Naples
$1,075,000
  • 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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