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
1063 Shadowlawn Dr   Naples
  • 6Bedrooms
  • 6Bathrooms
  • 3980Sq Ft
  • 1948Year Built
$3,950,000

Introducing 1063 Shadowlawn Drive, an exceptional nearly 2-acre lot in Naples, Florida, offering a rare opportunity to develop anywhere from 5 to 9 luxury custom homes in a serene enclave. Nestled on a quiet street with river access to Naples Bay, this prime property is just minutes from the heart of downtown Naples, providing easy…

Active
1100 Rainbow Dr   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4285Sq Ft
  • 2021Year Built
$3,950,000

Spacious 4 bedroom plus home. Shows like new. Built in 2021. Waterfront home with western exposure. Fabulous Sunsets. Quick out to Naples Bay. One mile to downtown Naples. Tropical Tranquility setting. Outstanding water views & pool views from every room. Elegant entry with soaring 17 ft. ceiling 16 ft. x 12 ft.…

Active
1794 Holiday Ln   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2010Sq Ft
  • 2025Year Built
$2,750,000

Stunning SALTWATERFRONT KEY WEST STYLE ESTATE with prime gulf access, this majestic 2025 CUSTOM New Era built 3/3/2+ garage is nestled on a quiet cutl-de-sac street in the charming yet highly desirable historic and rapidly evolving boating /waterfront community of Brookside with picturesque Naples world-class sunsets from your own backyard! Meticulously landscaped with 1/4 wrap…

Active
1147 Steeves Ave   Naples
  • 8Bedrooms
  • 6Bathrooms
  • 2023Year Built
$1,925,000

Presenting an exceptional investment opportunity that seamlessly blends luxurious living with the liberating advantage of no HOA fees or restrictions. This exquisite 8-bedroom, 6-bath duplex offers a rare chance for discerning investors to acquire a property in a coveted location near the vibrant 5th Avenue district and the pristine beaches of Naples. The duplex…

Active
1842 Harbor Pl   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1050Sq Ft
  • 1962Year Built
$1,690,000

The Absolute Best Western View in NAPLES!! With the protected mangroves behind this waterfront home, you will forever be able to enjoy this Gorgeous View towards the Gulf of Mexico! You just can't find a better spot to live and enjoy the sunsets of Naples, FL!! No HOA requirements. This property…

Active
2180 Harbor Ln   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1696Sq Ft
  • 1962Year Built
$1,595,000

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
2048 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1512Sq Ft
  • 1961Year Built
$1,375,000

Welcome to 2048 Harbor Lane—your waterfront getaway in the heart of Naples. This beautifully-maintained 3-bedroom, 2-bath waterfront home features a private heated pool, hot tub, and dock—ideally located just over a mile from Tin City, Port-O-Call Marina, and the heart of downtown Naples. It offers a comfortable blend of indoor-outdoor living in a prime location. Inside,…

Active
1159 Holiday Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1568Sq Ft
  • 1962Year Built
$1,245,000

Seize the rare opportunity to own one of the largest lots in Brookside! Nestled in a secluded cul-de-sac, this oversized property offers unparalleled potential—whether you envision building a custom waterfront dream home or enjoying the existing versatile pool home. This property comes turnkey—ready to VRBO or enjoy as your private retreat. Boating enthusiasts will appreciate…

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
2160 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1050Sq Ft
  • 1962Year Built
$999,750

This beautiful waterfront home is located in the desirable Brookside community. The single family home offers privacy on a wide canal. If you enjoy watching dolphin, manatee and amazing sunsets, welcome home. A boat owners dream as this property has a boat house and dock with easy access to the Gulf of Mexico. Just 1.3 miles…

Active
2043 Estey Ave   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1535Sq Ft
  • 1962Year Built
$750,000

Discover an exceptionally rare opportunity to create your dream home on this waterfront property in the charming Brookside neighborhood. Enjoy stunning long canal views and quick Gulf access—navigate to Naples Bay in just 10 minutes by boat, with only one bridge to pass. Downtown Naples is less than two miles away! You'll also be close…

Active
1185 Christopher Ct   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 1448Sq Ft
  • 1962Year Built
$725,000

Discover this exceptional investment opportunity nestled within the waterfront community of Brookside. Situated on a canal lot with direct gulf access, this property offers the ideal canvas for creating your dream waterfront home. While the existing house was gutted due to Hurricane Ian, there's potential for repair or renovation. The property features a recently repaired…

Active
1971 Holiday Ln   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 1864Sq Ft
  • 1965Year Built
$699,000

Completely renovated coastal bungalow in Naples’ charming Brookside neighborhood located only a short bike ride from Naples’ white sand beaches, shopping and dining of 5th Avenue South and the up-and-coming Bayshore Arts District. With an established history on Airbnb, this home is perfect as a seasonal home or an income generating investment property. …

Active
2230 Harbor Rd   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1494Sq Ft
  • 1975Year Built
$649,900

Shhhhh..! A hidden gem is now available on a charming, secluded street in Rock Harbor - 2-Bedroom, Den, 2-Bathroom, Single Family Home, only a few minutes from downtown Naples, white sandy beaches, 5th Avenue/3rd Street Dining & Shopping, Bayshore arts district and the Naples Botanical Gardens.NO HOA FEES! Just Recently renovated with NEW…

Active
1280 Embassy Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1018Sq Ft
  • 1961Year Built
$599,000

This stunning pool home places you just steps from the vibrant energy of 5th Avenue and within easy reach of Naples' pristine downtown beaches. Inside, you'll love the brand-new farmhouse-style flooring and a beautifully remodeled kitchen, while outside, the modern heated pool with a sun shelf and fountain jets creates a true tropical oasis. The…

Active
1280 Barbizon Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1240Sq Ft
  • 1961Year Built
$565,000

Experience a blend of modern living and coastal charm with this completely renovated home, nestled in one of Naples most conveniently located neighborhoods. Just minutes from the pristine sandy beaches and less than a mile from the vibrant downtown area, this property offers unparalleled access to all the best that Naples has to offer, including…

Active
2047 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1382Sq Ft
  • 1963Year Built
$559,900

Your Dream Home Awaits! Discover the perfect blend of comfort and style in this beautiful fully furnished 3-bedroom, 2-bathroom home, offering 1382 square feet of inviting living space. Nestled in the vibrant heart of Naples, this property is an exceptional opportunity for both personal enjoyment and investment potential, with a proven history as a successful…

Active
1340 Delmar Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1240Sq Ft
  • 1961Year Built
$529,000

Great option to popular Old Naples and an outstanding opportunity in Brookside for a successful Airbnb or VRBO with no HOA or Deed Restrictions. Beautiful completely remodeled rarely available western exposure single family home with 1,240 sq-ft under air, 3 bed + family room / 2 full bath / carport / +n workshop plus additional…

Active
2472 Harbor Rd   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1702Sq Ft
  • 1973Year Built
$525,000

Discover - 2472 Harbor Road - This unique property is located on a generous portion of land, spanning from Harbor Road to Estey Avenue. Located moments away from the beach via 5th Ave. downtown, this home sits on a tranquil street which rests under an oak tree canopy.

Active
2123 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1026Sq Ft
  • 1963Year Built
$499,900

Your Perfect Naples Retreat! This fully remodeled 3-bedroom, 2-bath home offers fresh, modern style mixed with Olde Florida Charm, in one of Naples’ most exciting and evolving neighborhoods. Located just minutes from the beach, 5th Avenue, and the up-and-coming Bayshore Arts District, it’s the perfect opportunity for a full-time residence, seasonal retreat, or high-performing investment property. From…

Active
1300 Pine St   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1961Year Built
$490,000

Welcome to your tropical escape in the heart of Naples! This beautifully tastefully renovated coastal-style home is a turnkey Airbnb gem with strong rental potential and no HOA restrictions—perfect for investors or full-time residents seeking flexibility and charm. Nestled in a quiet neighborhood Brookside ’ world-class beaches, shopping, and dining, this 4-bedroom, 2-bath residence offers…

Active
1712 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1788Sq Ft
  • 1963Year Built
$20,000

Located in the Heart of Naples. This Beautiful home is nestled in heart of Olde Naples, on a quiet street, just two miles to Naples' pristine, white sandy beaches, and magnificent sunsets. A short drive or bike ride to Tin City, 5th Avenue S., Farmers Markets, Grocery Stores and the Naples Pier. Guests will…

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
1824 Harbor Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1300Sq Ft
  • 1963Year Built
$2,800

BOATER DELIGHT!!! MINT CONDITION COMPLETELY REMODELED FURNISHED 3 BEDROOM HOME WITH DOCK SPACE AND JUST 20 MINUTES TO THE GULF OF MEXICO! OPEN FLOOR PLAN, WITH ALL NEW LUXURY VINYL PLANK FLOORING, ISLAND KITCHEN WITH ALL NEW CABINETS, STAINLESS STEEL APPLIANCES AND QUARTZ COUNTER TOPS. FLORIDA ROOM IS ENCLOSED AND UNDER AIR TO CREATE MORE…

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