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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30 listings match your search criteria.
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Active
226018286
  • 3Bedrooms
  • 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,…

Pending
226017370
  • 2Bedrooms
  • 950Sq Ft
  • 1961Year Built
$0

Welcome to this beautifully renovated 2-bedroom, 2-bath home located at the end of a quiet cul-de-sac in the desirable Brookside community. Just 3 miles from the beach, this property offers the perfect blend of modern coastal style and convenient location. The home has been thoughtfully updated throughout, featuring new ceramic tile flooring, quartz countertops in both…

Active
226013447
  • 4Bedrooms
  • 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
226012692
  • 2Bedrooms
  • 950Sq Ft
  • 1961Year Built
$449,000

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,…

Active
226010409
  • 3Bedrooms
  • 1522Sq Ft
  • 1963Year Built
$1,850,000

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
225067418
$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
225012420
  • 3Bedrooms
  • 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
226006776
  • 3Bedrooms
  • 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…

Active
226002946
  • 4Bedrooms
  • 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
226003067
  • 3Bedrooms
  • 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
225079615
$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…

Closed
225076173
  • 4Bedrooms
  • 2980Sq Ft
  • 2025Year Built
$0

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, exceptional design, and meticulous attention to detail throughout every space. Step inside to soaring ceilings, expansive open living areas,…

Closed
225058475
  • 3Bedrooms
  • 1050Sq Ft
  • 1962Year Built
$0

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 TO NAPLES BAY. THIS 3 BEDROOM, 2 BATH has been totally remodeled and offers complete privacy on a wide boating…

Closed
225070236
  • 3Bedrooms
  • 1539Sq Ft
  • 1962Year Built
$0

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 painted residence offers 3 bedrooms and 2 baths, with a bright open floor plan and tile flooring throughout. The kitchen is…

Active
225082073
  • 3Bedrooms
  • 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’…

Closed
225033047
  • 3Bedrooms
  • 1026Sq Ft
  • 1963Year Built
$0

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 neighborhoods. Located just minutes from the beach, 5th Avenue, and the up-and-coming Bayshore Arts District, it’s the perfect opportunity for…

Closed
225067770
  • 3Bedrooms
  • 1253Sq Ft
  • 1961Year Built
$0

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 vibrant downtown area, this property offers unparalleled access to all the best that Naples has to offer, including world-class dining,…

Closed
224065642
  • 3Bedrooms
  • 1240Sq Ft
  • 1961Year Built
$0

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 / + attached workshop (can…

Closed
224072347
  • 3Bedrooms
  • 1535Sq Ft
  • 1962Year Built
$0

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…

Closed
224088703
  • 2Bedrooms
  • 820Sq Ft
  • 1983Year Built
$0

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 find this gem tucked away in the mangroves, surrounded by old growth native trees, on Rock Creek with indirect access…

Closed
224086463
  • 3Bedrooms
  • 1702Sq Ft
  • 1973Year Built
$0

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 Ave, just minutes from downtown Naples and the beach. This spacious 3-bed, 2-bath home is a clean slate ready for a…

Closed
225065573
  • 3Bedrooms
  • 1653Sq Ft
  • 1963Year Built
$0

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 captivated by the home’s mid-century modern flair, complemented by luxury vinyl herringbone flooring, updated lighting, custom walk-in closets, and a…

Closed
225046866
  • 4Bedrooms
  • 1200Sq Ft
  • 1961Year Built
$0

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…

Closed
225000080
  • 3Bedrooms
  • 1378Sq Ft
  • 1964Year Built
$0

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 South, 3rd Street South shopping district, world-class dining, vibrant nightlife, and pristine white sandy beaches. Golf enthusiasts will also appreciate…

Closed
224085098
  • 3Bedrooms
  • 950Sq Ft
  • 1961Year Built
$0

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, this property is in an unbeatable location. It’s also just blocks from the brand-new Ascent at Metropolitan Naples luxury development. The…

Closed
224018359
  • 3Bedrooms
  • 1132Sq Ft
  • 1961Year Built
$0

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 to Naples Beach !!!! Minutes to Naples Downtown 5th Ave and the Beach. From the property, it is an…

Closed
224096454
  • 3Bedrooms
  • 1500Sq Ft
  • 1964Year Built
$0

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 Avenue South shopping and dining district, and Naples beaches. Brookside evokes the charm of Old Florida, This 3 br, 2 bath…

Closed
224082134
  • 2Bedrooms
  • 950Sq Ft
  • 1961Year Built
$0

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 flooding in Milton and is being sold as-is. Pet-friendly area with county taxes and no HOA fees. Don't miss out…

Closed
224057893
  • 2Bedrooms
  • 1010Sq Ft
  • 1962Year Built
$0

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, it boasts one of the largest lots available. Recently renovated for move-in ready condition and built to withstand the elements.…

Closed
224046872
  • 3Bedrooms
  • 1500Sq Ft
  • 1962Year Built
$0

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 Luxury Apartment Development. Located on a highly desirable dead-end street across from some $Million$ waterfront properties. Home was damaged in…

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