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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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

Nearly 2 acres just minutes from downtown Naples—an exceptional development opportunity zoned for up to 11 residences! Set in a rapidly evolving area, this expansive property offers a rare chance to create a private enclave of luxury homes or a boutique residential development in one of Naples’ most desirable locations. With RMF-6 zoning allowing for…

Active
1798 Holiday Ln   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3296Sq Ft
  • 2026Year Built
$3,625,000

There are homes designed to impress, and then there are homes designed to endure. This is unmistakably the latter. From the moment you arrive, the presence is calm, intentional, and confident. A mature Sylvester Palm anchors the entry, setting the tone for a residence that feels both rooted and forward-looking. This is modern coastal living…

Active
1794 Holiday Ln   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2010Sq Ft
  • 2025Year Built
$2,595,000

Welcome to 1794 Holiday Lane, a brand-new construction home in the rapidly evolving Brookside neighborhood—a neighborhood transforming into one of the city's most dynamic pockets. Designed for water lovers, the property sits in a true boating community with easy access to the Gulf, Naples Bay, and the Gordon River—ideal for kayaking, paddle boarding, or exploring Naples’…

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1712 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1522Sq Ft
  • 1963Year Built
$2,150,000

Amazing Waterfront property!!! Enjoy great fishing and regular Dolphin and Manatee encounters!!! Expansive waterfront property with Gulf access, surrounded by protected mangroves, providing total seclusion. Interior features include updated impact windows, newer roof and a total renovation full of charm. Exterior features include banana plants with lush tropical landscape , a large pool with spa…

Active
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
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 personal…

Active
 Terrace Ave   Naples
$1,350,000

An exceptional vacant land opportunity just minutes from downtown Naples. This recently subdivided 1.06-acre partially wooded lot is zoned RMF-6, allowing for up to six units per acre, offering the flexibility to create a single custom estate of your dreams or pursue a multi-home development. The property’s size, zoning, and location make it ideal those…

Active
1159 Holiday Ln E  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1568Sq Ft
  • 1962Year Built
$1,195,000

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
$1,175,000

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
$995,000

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
1303 Delmar Ln   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 1210Sq Ft
  • 1961Year Built
$624,000

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

Active
2047 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1382Sq Ft
  • 1963Year Built
$485,000

Dream Home or Turnkey Investment – Prime Naples Location! Exceptional opportunity to own a beautifully updated 3BR/2BA home with a new landscape and irrigation system recently added in the heart of Naples, just moments from 5th Avenue's world-class dining, shopping, and the white sands of Naples Beach. With a strong short-term rental history, this fully…

Active
2300 Estey Ave   Naples
  • 2Bedrooms
  • 1Bathrooms
  • 950Sq Ft
  • 1961Year Built
$459,000

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 featuring rich wood-look flooring,…

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