Brookside
The community of Brookside is located in Naples. Superbly located for access to all of the Naples region amenities and advantages has to offer.
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1712 Harbor Naples
$2,250,000
Single Family Residence
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…
2505 Estey 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…
2047 Harbor Naples
$499,900
Single Family Residence
Dream Home or Turnkey Investment – Prime Naples Location! Exceptional opportunity to own a beautifully updated 3BR/2BA home in the heart of Naples, just moments from 5th Avenue's world-class dining, shopping, and the white sands…
1063 Shadowlawn Naples
$3,695,000
Single Family Residence
Introducing 1063 Shadowlawn Dr. A rare, nearly 2- acre parcel offering unlimited potential in one of Naples most sought after locations. With RMF-6 zoning permitting up to 11 multi-family residences or 1-9 luxury, single family…
1796 Holiday Naples
$1,175,000
Single Family Residence
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…
1159 Holiday Naples
$1,275,000
Single Family Residence
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…
1798 Holiday Naples
$3,625,000
Single Family Residence
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…
1820 Holiday Naples
$1,995,000
Single Family Residence
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…
1138 Christopher 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…
1280 Pine Naples
$530,000
Single Family Residence
This recently updated three bedroom, two and a half bathroom home is not only a stunning residence, but also a fantastic short-term rental opportunity. With its prime location near Naples Beach, Fifth Avenue shops and…
Terrace 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…
1747 Harbor Naples
$3,288,000
Single Family Residence
BRAND NEW Waterfront Masterpiece, PRICED TO SELL TODAY! Experience the pinnacle of coastal luxury living in this never-lived-in waterfront estate. Perfectly positioned along a serene canal with direct Gulf access, this HOME showcases unmatched craftsmanship,…
2160 Harbor Naples
$1,000,000
Single Family Residence
THE "SALT-LIFE" THE BEACHES-BOATING-FISHING-DOLPHIN WATCHING! SELLING FOR LOT VALUE ($1,150,000+/-) ALONE-REMODELED HOME IS FREE! This beautiful remodeled waterfront home is located in the desirable Brookside community, MINUTES TO DOWNTOWN FAMOUS 5TH AVE AND EASY BOATING ACCESS…
2180 Harbor Naples
$1,485,000
Single Family Residence
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…
1971 Harbor Naples
$549,000
Single Family Residence
Welcome to this beautiful, centrally located Naples retreat in the highly desirable Brookside neighborhood. Just 1.5 miles from the beach and minutes to downtown, this home combines convenience with coastal living. This immaculately clean, freshly…
1794 Holiday Naples
$2,595,000
Single Family Residence
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…
2123 Harbor Naples
$449,900
Single Family Residence
Perfect Naples Retreat! Listed well below recently updated appraised value for quick sale. 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…
1280 Embassy Naples
$565,000
Single Family Residence
Dream Home or Turnkey Investment – Prime Naples Location! Beautifully updated 3BR/2BA pool home located minutes from downtown Naples, 5th Avenue S, white-sand beaches, top golf courses, the Bayshore Arts District, and Naples Botanical Garden.…
1280 Barbizon Naples
$515,000
Single Family Residence
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 pristine beaches and less than a mile from the…
1147 Steeves Naples
$1,820,000
Duplex
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…
1340 Delmar Naples
$504,000
Single Family Residence
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…
2043 Estey Naples
$650,000
Single Family Residence
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…
2511 Estey Naples
$319,000
Low Rise (1-3)
Indirect gulf access from one of the last remaining Old Florida neighborhoods in Collier County; "River Oak Plantation". This beautiful renovated condo is located within the bedroom community of Brookside & comprises 21 residences. You'll…
2472 Harbor Naples
$499,000
Single Family Residence
Discover 2472 Harbor Road - Boasting a prime location and a generously sized lot. A rare opportunity for investors, builders or Do-It-Yourselfers to own a large 0.26-acre property stretching from Harbor Rd to Estey…
2060 Estey Naples
$629,000
Single Family Residence
Mid-Century Modern Charm Meets Naples Lifestyle at 2060 Estey Avenue. This beautifully reimagined 3-bedroom, 2-bath home features two primary suites, making it ideal for multigenerational living, guests, or a high-performing short-term rental. Step inside and be…
1300 Pine Naples
$515,000
Single Family Residence
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…
2123 Holiday Naples
$635,000
Ranch,Single Family Residence
Discover the charm of Old Naples with this rare opportunity in Brookside—no HOA or Deed Restrictions! This 3-bedroom, 2-bathroom home is perfectly situated on a serene, extra-wide street, just moments from the renowned 5th Avenue…
1363 Brookside Naples
$359,000
Ranch,Single Family Residence
Attention Contractors, Investors, and Handy Homeowners! This is a fantastic investment opportunity just minutes away from the vibrant heart of Naples. Located within walking distance to 5th Ave., Tin City, top-rated restaurants, and stunning beaches,…
1343 Barbizon Naples
$385,000
Ranch,Single Family Residence
This may be the Least Expensive Home on the MLS that is Close/this Distance to Naples 5th Ave/ Downtown/Pier and Naples Beach. This Home is all about Location, Location, Location !!!! Close…
1809 Harbor Naples
$1,450,000
Ranch,Single Family Residence
This beautiful home located in the charming downtown waterfront community of Brookside is a true boater’s paradise, with direct Gulf access from your own backyard and only one mile from historic Tin City, the renowned 5 th…
1380 Barbizon Naples
$359,900
Ranch,Single Family Residence
OVER-SIZED LOT ON CUL-DE-SAC!! Attention Contractors, Investors, and Handy Homeowners! Amazing opportunity to own property minutes from Downtown Naples, 5th Avenue, Tin City, Local Restaurants, and Beaches. The interior of the existing home had minor…
1160 Christopher Naples
$1,349,000
Ranch,Single Family Residence
Less than a 5-minute drive from downtown Naples and under 10 minutes from the nearest beach, this property epitomizes the Naples lifestyle with direct Gulf access from your home. Situated in the evolving Brookside neighborhood,…
1897 Harbor Naples
$424,900
Ranch,Single Family Residence
ATTN: Contractors, Investors and Handy Home Owners! Great investment opportunity right by downtown Naples within walking distance to 5th Ave., Tin City, restaurants and beaches. Blocks away from the brand new Ascent At Metropolitan Naples…
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These data up-to-date as of 03/08/26. Some properties that appear for sale on this website may subsequently have sold and may no longer be available. For the most current information, contact RWS demo.