Brookside Naples Real Estate : 10 Homes for Sale

Brookside Naples Homes for Sale: 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 quiet street with creek/river access to Naples Bay, the setting combines natural tranquility with unmatched convenience-just minutes from downtown Naples' world-class dining, shopping and Gulf beaches. Architectural plans are included, providing a head start on designing a bespoke residential community that aligns with the demands of Naples' luxury market. In a market where premium development sites are increasingly scarce, 1063 Shadowlawn Drive stands out as a truly exceptional investment. Whether envisioned as an exclusive enclave of estate homes or a multi-family luxury project, this property delivers the rare combination of location, zoning flexibility and waterfront access.

Brookside Naples Homes for Sale: 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 for someone who values beauty and foresight. Built by New Era Construction and designed by Harrell & Co. Architects, this home was engineered with uncommon rigor; 55 pilings installed prior to foundation, more structural engineering than required, and materials selected not just for style, but for longevity. This is a home built to withstand the worst, so everyday life feels effortlessly secure. Inside, natural light pours through custom ES- impact resistant windows and doors, illuminating soaring ceilings that rise from 12 to over 20 feet in the main living spaces. The aesthetic is warm modernism: a thoughtful blend of tile and Legno Bastone wide-plank birch wood flooring, solid wood stair treads, and sleek glass handrails that create continuity across all three levels. Every door is solid-core and custom, reinforcing the quiet, insulated luxury you feel as you move through the home. The main living floor is anchored by quartz countertops throughout, a chef’s kitchen that balances performance and polish, and details that true design enthusiasts notice. Solid wood cabinetry and a hidden walk-in pantry keeps the kitchen visually serene while Linear diffuser vents offer a clean, architectural ceiling line. A dramatic spiral staircase leads you upward, complemented by a glass-enclosed elevator servicing all three floors ... both sculptural and practical. Marble-clad bathrooms elevate daily rituals into spa-like moments, while every space feels purposeful and refined. Step outside and the lifestyle truly unfolds. The backyard is a private coastal retreat featuring a custom Pebble Crete swimming pool with sun shelf, a raised six-person spa, PVC composite decking with Resin Eco pilings and a 13,000 lb boat lift, thoughtfully built above the seawall. Not to mention, expansive water views and unforgettable sunsets. Practical luxury continues with a standing seam aluminum roof, a concrete seashell driveway, irrigated Zoysia lawn, custom landscaping, and an oversized garage accommodating up to six vehicles. Truly a rare find for boating and car enthusiasts alike. Located just minutes from downtown Naples, 5th Avenue, white-sand beaches, and world-class golf, this is a home for someone who wants proximity without compromise, luxury without fragility, and a residence that feels as intelligent as it is beautiful. 1798 Holiday Lane isn’t just a new construction home. It’s a statement of foresight, resilience, and refined Naples living—designed for a life well lived, and built for everything that comes next.

Brookside Naples Homes for Sale: 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’ scenic waterways. A 10,000 lb boat lift and floating dock make getting on the water effortless, while backwater and offshore fishing are right at your fingertips. Inside, enjoy an open, bright layout with real hardwood flooring throughout, total home automation, and thoughtful upgrades that enhance everyday comfort. The home is equipped with Starlink high-speed internet, a whole-house generator, a 500-gallon propane tank, an on-demand tankless water heater, and an EV-ready garage with room for two car lifts—perfect for car enthusiasts or additional storage. This elevated residence offers peace of mind and secure living. Outdoors, the home shines with inviting spaces designed for both relaxation and entertaining. Enjoy evenings around the built-in firepit, craft meals in the wood-burning pizza oven, or unwind beneath the authentic chickee hut, complete with electric and nearby water access. The backyard provides the perfect vantage point for taking in radiant, glowing sunsets or spending peaceful days, curled up with a book, in the shade. Located in an area undergoing thoughtful redevelopment just minutes from Downtown 5th Avenue and Naples’ renowned beaches, this home offers unmatched convenience to dining, shopping, and Southwest Florida’s most coveted coastal experiences. 1794 Holiday Lane is more than a home—it's a lifestyle. Experience modern living, waterfront freedom, and the best of Naples in a community poised for continued growth and enjoyment.

Brookside Naples Homes for Sale: This exquisitely renovated 3-bedroom, 3-bathroom canal-front residence is a masterclass in luxury design, thoughtful engineering, and waterfront convenience. Improved with no expense spared, the home offers refined finishes, exceptional amenities, and true ownership flexibility—all just minutes from downtown Naples. Every detail has been carefully curated to the highest standard. Inside, the chef’s kitchen is equipped with a premium appliance suite featuring a Sub-Zero refrigerator, Wolf oven and speed oven, Miele dishwasher, Miele warming drawer, and a built-in Miele coffee maker. Custom cabinetry, upscale finishes, and a seamless layout elevate both daily living and entertaining. Throughout the home, tile flooring, upgraded trim and doors, and custom cabinetry create a cohesive and sophisticated aesthetic. The primary suite offers a spa-inspired bath with elegant stonework and refined detailing. The outdoor living spaces rival those of a private resort. The outdoor kitchen features a Fire Magic Echelon grill with drawers and pullouts, a pizza oven, and striking quartzite countertops—ideal for elevated entertaining. The pool and spa are surrounded by elegant travertine tile, enhancing both beauty and comfort, and creates an inviting setting for relaxation and hosting. Waterfront functionality is exceptional. The private dock and boat lift are complemented by a dedicated jet ski dock, all positioned along a quiet canal with Gulf access. This setup offers effortless boating and watercraft convenience directly from the backyard, allowing for quick departures and seamless returns while maintaining privacy and tranquility. Additional standout features include an air-conditioned 2-car garage designed for both comfort and performance, complete with a built-in commercial-grade ice maker capable of holding up to 25 gallons of ice—ideal for fishing and boating days, as well as entertaining. Impact-resistant windows, ornamental aluminum detailing, multiple sliding glass doors, and extensive flood mitigation improvements further enhance durability and peace of mind. Adding to its appeal, there are no HOA rules or regulations which allows for short-term rentals, making it well suited for use as an Airbnb or VRBO, whether as a primary residence, seasonal retreat, or income-producing investment. Perfectly positioned near the renowned dining, shopping, and cultural destinations of downtown Naples, this move-in-ready residence presents a rare opportunity to own a meticulously designed waterfront home where luxury, convenience, and flexibility converge.

Brookside Naples Homes for Sale: The Best Western View in NAPLES without being directly on the beach & it is PROTECTED from future development!! Don't miss out on this opportunity! With the protected mangroves behind this waterfront home, you will forever be able to enjoy this Gorgeous View towards Naples Bay! You just can't find a better spot to live and enjoy the sunsets of Naples, FL!! No HOA requirements. This property offers OVER 150 feet of Seawall and directly off of the Naples Bay and Bayfront shopping! Location Location Location!! Less than 5 minutes to anywhere in Downtown Naples you would like to be. Shopping, dining, entertainment and medical services ALL less than 5 minutes from Home! Give us a call or come check out this perfect property to build your own new home or take advantage of a location in ALL of Florida that anyone could LOVE! BONUS! The owner of this home is the son of Emile A. Gruppe, the American Painter. He would Love to pass along a time piece his father painted nearly 60 years ago of Naples Bay marina!! This is an amazing painting and valued over $30,000.00!

Brookside Naples Homes for Sale: 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 retreat. Positioned in one of Naples’ most exciting redevelopment zones—including the Gateway Triangle, Metropolitan Naples, and the new 7-acre Brookside Marina—this property offers exceptional long-term value. The fully renovated home seamlessly blends modern elegance with coastal charm, featuring three bedrooms, three bathrooms, a chef’s kitchen with a gas Viking range, a Fisher & Paykel refrigerator, and exquisite quartzite countertops. For boating enthusiasts, the rare, grandfathered boathouse provides added protection for your vessel. At the same time, the private dock invites you to enjoy serene water views, spot wildlife, or head out for a sunset cruise. Just a short walk or bike ride away, you’ll find the world-class shopping, dining, and entertainment of 5th Avenue South, along with easy access to 3rd Street South, the iconic Naples Pier, and the city’s pristine sandy beaches. Whether you are seeking a lucrative rental investment or a stunning waterfront escape, this property delivers unmatched potential in one of Naples’ most sought-after neighborhoods. Act now—opportunities like this don’t last long!

Brookside Naples Homes for Sale: 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 stunning Western rear exposure—perfect for taking in Naples’ world-class sunsets from the comfort of your own backyard. This property offers over 70 feet of navigable frontage with existing seawall and dock in place overlooking the wide canal that feeds into Rock Creek, the Gordon River, and Naples Bay, with just one bridge standing between you and the open waters of the Gulf of Mexico. Enjoy the ultimate waterfront lifestyle, complete with easy access to some of Southwest Florida’s finest fishing, boating, and waterfront dining. Located just minutes from Downtown Naples, this prime location puts you within reach of both 5th Avenue South and Historic Third Street South's premier shopping and dining, world-class beaches, and the best that the Paradise Coast of Florida has to offer its residents. Whether you're looking to build your luxury custom home or a more modest boater’s retreat, this lot offers an incredible opportunity to create your own slice of Naples paradise and at a great value too. Brookside lacks the minimum 30-day rental policy restriction in place for properties located within City limits and there are no mandatory homeowners association fees! Don’t miss out on this rare opportunity—schedule a viewing today and start building your dream waterfront lifestyle.

Brookside Naples Homes for Sale: 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 features a sun shelf and fountain jets, surrounded by an expansive paved deck, lush palms, tropical hibiscus, private outdoor shower, plus a screened porch perfect for enjoying beautiful Southwest Florida weather. This property is situated within one of Naples’ fastest-growing redevelopment areas, including the Gateway Triangle, Metropolitan Naples, the future JW Marriott; and offers a unique value proposition due to no HOA fees and no rental restrictions. With a strong history as a successful vacation rental, the home is fully turnkey-furnished and ready for immediate occupancy or income generation.

Brookside Naples Homes for Sale: 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 vacation home or an investment property, this home offers the best of both worlds. The modern updates, convenient layout, and great rental history make it a lucrative and desirable option for those seeking a profitable rental income. Don't miss out on this incredible opportunity to own a beautiful home in a sought-after location with excellent rental potential. Schedule a showing today and see for yourself all that this property has to offer!

Brookside Naples Homes for Sale: 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 income generation. Step inside to a modern, light-filled interior featuring luxury vinyl plank flooring throughout the main living areas, paired with porcelain tile in the kitchen and baths for a sleek, upscale feel. The kitchen boasts level-three granite countertops, creating a perfect blend of style and function. Raised ceilings in the living area elevate the space, offering a bright and airy ambiance. Additional highlights include: Charming Florida room for indoor-outdoor living Two screened-in areas ideal for a game room, gym, or office Beadboard ceilings add unique character and vintage charm No HOA or rental restrictions – rare flexibility in an unbeatable location ,Whether you're seeking a permanent residence, seasonal escape, or a high-yield investment, this Naples gem checks every box.

Brookside Naples Homes: 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, and walls of glass that frame breathtaking water views. The custom chef’s kitchen, refined finishes, and elegant indoor-outdoor flow make this home an entertainer’s dream. Outdoors, enjoy your private paradise with a 13,000 lb. boat lift, expansive dock, and seamless access to Naples’ world-class waterways… just a few minutes into Naples Bay and all that area has to offer. Whether cruising by boat into the sunset, or to dinner with friends, or even relaxing poolside, this residence celebrates the BEST of waterfront living. Car enthusiasts, you will be, for sure, captivated by the 6-car garage, designed with precision for collectors or hobbyists who appreciate both form and function. For car and dining enthusiasts alike, only a short walk to 5th Avenue's world-class dining AND not to forget some of the amazing car shows and other events. Every element of this HOME has been curated to surpass expectations, a TRUE statement of modern luxury, artistry, and enduring quality.

Brookside Naples Homes: 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 channel. If you enjoy being minutes from the beach, watching dolphins play in your back yard, manatee sightings at your dock and amazing sunsets, welcome home. THE HOME IS A BOAT OWNER'S DREAM WITH CUSTOM SEAWALL (WITHSTOOD ALL HURRICANES), CUSTOM BUILT BOAT HOUSE AND DOCK. Brookside is a rapidly redeveloping area close to downtown Olde Naples and in high demand, get in now! Just minutes from the desirable 5th Avenue Restaurants, Shops and Entertainment. Collier County has so much to offer its residents and guests. Many Golf courses both public or private, Naples Beaches, Naples Botanical Garden, Celebration Park, Naples Zoo, Artis - Naples, Children's museum and water parks. NO HOA FEES AND NO VACATION RENTAL RESTRICTIONS, SO WHEN NOT USING YOU CAN GENERATE A SUBSTANTIAL RENTAL INCOME IF YOU CHOSE no HOA fees or rental restrictions. THIS PROPERTY HAS A FEMA TRANSFERABLE FLOOD POLICY. THE MOST IMPORTANT INFORMATION IS YOU CAN BUY FOR LESS THAN THE VALUE OF THE LAND AND YOU GET A HOME TO USE AND LIVE IN UNTIL YOU DECIDE TO BUILD NEW AND REPLACE. HOME COMES WITH A ONE YEAR HOME WARRANTY FOR TOTAL BUYER COMFORT.

Brookside Naples Homes: 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 to top attractions like 5th Avenue South, Third Street South, Naples' pristine white sand beaches, Celebration Park, and the Naples Botanical Garden. The home, which sustained water damage from Hurricane Ian, is being sold for its lot value, offering a prime canvas for your ideal waterfront residence.

Brookside Naples Homes: 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 thoughtfully remodeled kitchen and bathrooms. The stylish interior is fresh and timeless, with new appliances and clean lines make every space feel elevated and inviting. Enjoy your private oasis with a sparkling pool, screened-in lanai, and versatile outdoor areas designed for relaxing or entertaining. A dedicated dog run and firepit zone add to the charm and functionality. Located just minutes from downtown Naples, Gulf beaches, and Bayshore Arts District, this home offers unrestricted rental potential—thanks to its location in unincorporated Collier County. Whether you're looking for your next home, a winter retreat, or a savvy investment, this one has it all.

Brookside Naples Homes: 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 equipped with brand-new appliances (2023), while impact sliders enhance both style and peace of mind. Unwind and enjoy the beautiful Florida weather with the full-size 12x32 saltwater pool, upgraded with new equipment in 2023 and solar heated for year-round enjoyment. Surrounded by lush landscaping and a privacy wall, the outdoor space is perfect for entertaining or relaxing in your own tropical oasis. Additional features include a circular driveway for easy access and ample parking, no HOA restrictions and prime Naples location close to the best dining, shopping, and beaches.

Brookside Naples Homes: 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, shopping, and entertainment. Step inside to discover a meticulously updated interior featuring a new flooring, paint, appliances and finishes ensuring peace of mind and long-term durability. The kitchen boasts gleaming stainless steel appliances and an open layout that seamlessly flows into the living spaces, making it ideal for entertaining and creating lasting memories with family and friends. The outdoor space is equally impressive, with a spacious fenced-in yard that offers a safe haven for your pets and ample room for outdoor gatherings, gardening, or simply enjoying Florida's year-round sunshine. Whether you're looking for a full-time residence or a vacation retreat, this home is a rare find in a location that truly has it all. Don't miss the opportunity to live the Naples lifestyle at Its finest.

Brookside Naples Homes: 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 be converted to living space/bedroom/den) plus additional outside small shed / laundry in residence totaling 1,699 sq-ft / sells fully furnished. The property is located in a quite Cul-de-sac just minutes to famous 5th Ave South & 3rd Street South offering endless dining, shopping, nightlife possibilities and white sandy beaches. The property comes with sustainable and low maintenance fenced yard with garden dining area and additional patio for relaxing in the sun, laundry in residence. Room for a small pool or a jacuzzi. High impact windows & impact doors invite lots of natural light into the home, new heavy duty high impact front door (Miami Dade Hurricane Code) just installed October 2024. Entrance doors come with number code locks, Ring door bell & cameras, water heater 2023, new waterlines & new bath rooms 2022, A/C 2022 and new A/C splitter for laundry room & additional workshop replaced 2023 (not included in living area sq-ft - but can be converted into living space such as 4th bedroom) and new irrigation Rain Bird station/controller & valves and so much more. New high gloss kitchen with quartz counter and stainless steal appliances and marble backsplash.Furniture, decor, art, rugs, TV's, linen, kitchen utensils, dishes & fitness mirror, outdoor furniture included in sales price (area rugs are machine washable/ruggables). Store your boat at Brookside Marina or join the Boat Club at Brookside Marina and your boat will always be ready. Harvest your own fruits in your private fenced back yard such as Mangos, Bananas, Avocados, Passion-, Dragon-, Grape Fruits, Cherries & Berries, Limes & Lemons, Pomegranate & Pineapples. For homebuyers worried about flooding, the house can be elevated 10 feet up from the ground - estimate available. Process for lifting the house is about 8 weeks.

Brookside Naples Homes: 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 full custom renovation or new build. Enjoy mature oak trees, tranquil surroundings, and a quiet street. No HOA, potential for short or long-term rental income. Perfect for contractors, developers, or visionaries ready to create something exceptional in the heart of Naples. Home is being sold AS-IS.

Brookside Naples Homes: 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 a full-time residence, seasonal retreat, or high-performing investment property. From the moment you step inside, you’ll notice the attention to detail. The open-concept layout is light, bright, and welcoming—ideal for entertaining or unwinding in your own slice of paradise. The home features wide plank tile flooring throughout, quartz countertops, custom designer tilework in the bathrooms, a subway tile backsplash, and sleek stainless steel appliances. Everything has been thoughtfully updated, including new vanities, cabinetry, A/C, water heater, electrical, and fresh interior and exterior paint. Big, Beautiful Mango tree in the front yard! Outside, the partially fenced backyard offers privacy and tranquility—perfect for sipping your morning coffee, enjoying sunset cocktails, a family BBQ or simply soaking in the Florida sunshine. With no HOA and no rental restrictions, the possibilities are endless, whether you plan to use the home personally, seasonally, or as a short-term rental investment. Situated in a well-established neighborhood in the heart of Naples, this location places you close to pristine beaches, world-class shopping and dining on 5th Avenue and 3rd Street South, Cambier and Baker Parks, Tin City, Celebration Park, and local farmer’s markets. The new Music and arts venue of the Gulfshore Playhouse and Naples Players at Sugden Park. The nearby Bayshore Arts District brings a vibrant creative energy to the area, offering art galleries, coffee shops, breweries, and waterfront restaurants—making this a truly unique place to live or invest. There is truly something exciting around every corner. Don’t miss your chance to own a fully updated, move-in-ready home in one of Naples’ most promising and centrally located areas. Schedule your private showing today and experience the Naples lifestyle redefined. Flood insurance is in place and assumable.