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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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…
2048 Holiday Naples
$9,000
Single Family Residence
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…
1971 Holiday Naples
$12,000
Single Family Residence
Completely renovated coastal bungalow in Naples’ charming Brookside neighborhood located only a short bike ride from downtown Old Naples’ white sand beaches, shopping and dining of 5th Avenue South and the up-and-coming Bayshore Arts District.…
1340 Delmar Naples
$514,000
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…
2472 Harbor Naples
$500,000
Single Family Residence
Discover 2472 Harbor Road — 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…
2180 Harbor Naples
$1,595,000
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…
2048 Harbor Naples
$1,375,000
Single Family Residence
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,…
2123 Harbor Naples
$474,900
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…
1794 Holiday Naples
$2,750,000
Single Family Residence
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…
1280 Embassy Naples
$599,000
Single Family Residence
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…
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…
1063 Shadowlawn Naples
$3,950,000
Single Family Residence
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…
1842 Harbor Naples
$1,690,000
Single Family Residence
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…
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…
1280 Barbizon Naples
$559,000
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 the pristine sandy beaches and less than a mile…
1712 Harbor Naples
$20,000
Single Family Residence
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…
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…
1147 Steeves Naples
$1,890,000
Duplex
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…
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…
2048 Holiday Naples
$599,900
Ranch,Single Family Residence
Wonderful opportunity for a quaint remodeled single-family home that’s conveniently located to Naples’ finest Beaches, Shopping and Dining along 5th Avenue, and more. The split floor plan interior features 4 bedrooms plus a den, laminate…
1220 Embassy Naples
$529,900
Ranch,Single Family Residence
Welcome to this beautifully renovated home located in an unbeatable location of Brookside. Brookside is a small neighborhood situated just minutes away from Naples white sandy beach, 5th Ave, Tin City, Celebration Park, Naples Botanical…
2239 Sunset Naples
$500,000
Ranch,Single Family Residence
Welcome to 2239 Sunset Lane, ideally situated just moments away from the vibrant ambiance of 5th Avenue, providing easy access to a myriad of dining, shopping, and entertainment options. This property showcases a recently renovated…
2120 Estey Naples
$630,000
Ranch,Single Family Residence
This 3-bedroom/2-bath turnkey furnished single-family pool home is located in Brookside. Brookside is a small, quaint neighborhood in a fantastic location, close to many entertainment districts. It is near the Bayshore arts district, Botanical Garden,…
2549 Terrace Naples
$550,000
Ranch,Single Family Residence
Welcome to a Great investment that epitomizes the pinnacle of Naples living. This meticulously designed home stands as a testament to elegance, offering a perfect fusion of modern luxury and timeless sophistication. Nestled in the…
2123 Holiday Naples
$550,000
Ranch,Single Family Residence
LOCATION LOCATION….Downtown Naples. A great opportunity to downtown Famous Old Naples with NO HOA FEES! This 3 bedroom 2 bathroom home nestled on a extra wide quiet Street, with only a hop, skip, and jump…
1880 Holiday Naples
$995,000
Ranch,Single Family Residence
H11531 Gulf Access Waterfront Property! Boat dock included, access to Gulf - bridges/water indirect. All new appliances, new paint-in and out, new cabinetry, new flooring, etc. Pavered driveway. Room for a pool! Close to downtown,…
1385 Brookside Naples
$820,000
2 Story,Single Family Residence
Wow, opportunity to Start living your Best Naples Life! This fabulous home features 2 separate homes. The main home has two master suites, an office area, an open concept kitchen, dinning area over looking a…
1320 Delmar Naples
$439,000
Ranch,Single Family Residence
This newly renovated single family home is located on a quiet street in Brookside 1.7 miles to downtown and 2 miles to the beach! NO HOA! 2020 ROOF!! No fees or restrictions! Some of the…
2200 Estey Naples
$430,000
Ranch,Single Family Residence
3-bedroom 1.5 Baths single family home with carport and Huge Driveway on 7,500sq.ft. lot in leafy, secluded neighborhood ¾-mile from Downtown Naples. Gulf beaches, theaters, restaurants, Gordon River Greenway, Tin City, Gulf access from Naples…
1320 Delmar Naples
$625,000
Ranch,Single Family Residence
H11256 Few minutes from famous Downtown Naples, Brookside is a hidden gem where you immediately feel authentic old Naples vibes. Nestled on a quiet cul-de-sac behind the 7+ feet green fence, home is a true…
1343 Delmar Naples
$599,000
Ranch,Single Family Residence
Located in the wonderful area of Brookside, this renovated single family home is the perfect distance from all that Naples has to offer. This very spacious floor plan boasts 3 bedrooms, 2 bathrooms, making this…
1150 Rainbow Naples
$950,000
Ranch,Single Family Residence
Investment property on canal lot in a waterfront community with gulf access being sold for lot value. Architectural plans are available for a new single-family home that can be built on this waterfront site. Brookside…
2160 Holiday Naples
$617,500
Ranch,Single Family Residence
Welcome to this beautifully renovated 3-bedroom, 3-bathroom 1 car garage home located in an unbeatable location of Brookside. Brookside is a small neighborhood situated just minutes away from Naples white sandy beach, 5th Ave,…
1798 Harbor Naples
$1,599,000
Ranch,Single Family Residence
Incredible Naples Gulf Access waterfront development potential. Deeded ownership across the canal, 25 feet into the mangroves, ensures no one else can build directly across from you. Come experience one of the best Naples Gulf…
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These data up-to-date as of 07/13/25. 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.