Brookside is a well-established residential neighborhood situated in Naples, Florida, known for its serene waterfront properties and convenient location. Nestled along the Gordon River, this community offers an array of housing options, including single-family homes, condos, and townhomes. One of the defining features of Brookside is its picturesque water views, with many homes enjoying direct access to the river, making it a paradise for boating and water enthusiasts.

Residents of Brookside appreciate the community’s strategic location, which provides easy access to the beautiful Gulf beaches, downtown Naples, shopping centers, dining destinations, and cultural attractions. The neighborhood’s charming streets, mature landscaping, and proximity to natural preserves create a tranquil living environment that appeals to those who value both convenience and natural beauty. Brookside is an ideal choice for those seeking a waterfront lifestyle in Naples, offering a harmonious blend of coastal living and urban convenience. It captures the essence of waterfront living in Naples, making it a highly desirable community for both full-time residents and seasonal homeowners.

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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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1820 Holiday Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1804Sq Ft
  • 1965Year Built
$1,995,000

This exquisitely renovated 3-bedroom, 3-bath canal-front residence showcases exceptional craftsmanship, thoughtful design, and effortless waterfront living—just minutes from the renowned dining, shopping, and cultural destinations of downtown Naples. No expense was spared in the complete transformation of this home, where every detail has been carefully curated to deliver both sophistication and functionality. The chef’s kitchen features…

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…

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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…

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…

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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…

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