Brookside Real Estate in Naples, Florida
The Brookside neighborhood is another outstanding Naples community represented by Calusa Bay Properties. For more information on real estate listings in Brookside or any other specific Naples property, contact our expert team of Naples realtors at Calusa Bay Properties.
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3Bedrooms
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2Bathrooms
- 1522Sq Ft
- 1963Year Built
$2,250,000
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 lush tropical landscape , a large pool with spa and outdoor shower.…
$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…
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3Bedrooms
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2Bathrooms
- 1382Sq Ft
- 1963Year Built
$499,900
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 of Naples Beach. With a strong short-term rental history, this fully furnished, turn-key property is ready for immediate enjoyment or…
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6Bedrooms
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6Bathrooms
- 3980Sq Ft
- 1948Year Built
$3,695,000
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 homes, this property represents a unique opportunity for developers and investors to bring a high-end vision to life!
Situated on a…
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3Bedrooms
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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…
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3Bedrooms
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2Bathrooms
- 1568Sq Ft
- 1962Year Built
$1,275,000
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…
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4Bedrooms
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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…
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3Bedrooms
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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…
$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…
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4Bedrooms
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2Bathrooms
- 1148Sq Ft
- 1961Year Built
$530,000
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 dining, and the renowned Pickleball Arena, this property has a proven track record of successful rentals.
Whether you're looking for a…
$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…
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4Bedrooms
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3Bathrooms
- 2980Sq Ft
- 2025Year Built
$2,800,000
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,…
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3Bedrooms
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2Bathrooms
- 1050Sq Ft
- 1962Year Built
$865,000
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…
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3Bedrooms
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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…
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3Bedrooms
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2Bathrooms
- 1539Sq Ft
- 1962Year Built
$475,000
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…
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3Bedrooms
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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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3Bedrooms
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2Bathrooms
- 1026Sq Ft
- 1963Year Built
$395,000
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…
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3Bedrooms
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2Bathrooms
- 1018Sq Ft
- 1961Year Built
$565,000
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. Inside, enjoy brand-new farmhouse-style flooring, a fully remodeled kitchen, and a bright, open layout. Outside, the new modern heated pool…
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3Bedrooms
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2Bathrooms
- 1253Sq Ft
- 1961Year Built
$492,500
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,…
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8Bedrooms
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6Bathrooms
- 2023Year Built
$1,820,000
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 and beautiful beaches of Naples. The duplex features an expansive design…
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3Bedrooms
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2Bathrooms
- 1240Sq Ft
- 1961Year Built
$465,500
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…
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3Bedrooms
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3Bathrooms
- 1535Sq Ft
- 1962Year Built
$515,000
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…
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2Bedrooms
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1Bathrooms
- 820Sq Ft
- 1983Year Built
$309,500
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…
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3Bedrooms
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2Bathrooms
- 1702Sq Ft
- 1973Year Built
$480,000
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…
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3Bedrooms
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2Bathrooms
- 1653Sq Ft
- 1963Year Built
$629,000
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…
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4Bedrooms
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2Bathrooms
- 1200Sq Ft
- 1961Year Built
$510,000
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…
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3Bedrooms
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2Bathrooms
- 1378Sq Ft
- 1964Year Built
$615,000
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…
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3Bedrooms
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1Bathrooms
- 950Sq Ft
- 1961Year Built
$315,000
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…
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3Bedrooms
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1Bathrooms
- 1132Sq Ft
- 1961Year Built
$377,500
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…
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3Bedrooms
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2Bathrooms
- 1500Sq Ft
- 1964Year Built
$1,150,000
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…
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2Bedrooms
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1Bathrooms
- 950Sq Ft
- 1961Year Built
$310,000
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…
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2Bedrooms
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1Bathrooms
- 1010Sq Ft
- 1962Year Built
$950,000
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.…
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3Bedrooms
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2Bathrooms
- 1500Sq Ft
- 1962Year Built
$390,000
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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