Brookside Naples Real Estate - 6 Homes, 2 Lands For Sale

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 for investors or developers looking to create something exceptional. The groundwork for an exciting development project is already in motion—comprehensive studies have been conducted, including soundings, engineering, lot planning, elevation assessments, traffic analysis, and HOA consulting. This is your chance to be part of Naples' next great waterfront venture! Opportunities like this are few and far between—don’t miss your chance to invest in a bright future with unmatched potential! Seize this chance to secure one of the last remaining sites like this!

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.

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.

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 a premium appliance suite including a Sub-Zero refrigerator, Wolf oven and speed oven, Miele dishwasher, Miele warming drawer, and a built-in Miele coffee system. Custom cabinetry, designer finishes, and a seamless layout create an ideal space for both everyday living and elevated entertaining. Throughout the residence, elegant tile flooring, upgraded trim and doors, and custom millwork create a cohesive and refined aesthetic. The primary suite serves as a private retreat with a spa-inspired bath showcasing beautiful stonework and elegant detailing. Outdoor living is equally impressive, designed to feel like a private resort. The expansive outdoor kitchen features a Fire Magic Echelon grill with integrated drawers and pullouts, and striking quartzite countertops—perfect for entertaining. The pool and spa are surrounded by elegant travertine decking, creating an inviting and luxurious setting for relaxation. Boating enthusiasts will appreciate the exceptional waterfront amenities, including a private dock, boat lift, and dedicated jet ski dock, all situated along a quiet canal with direct Gulf access—allowing for effortless days on the water right from your backyard. Additional highlights include an air-conditioned two-car garage designed with both comfort and performance in mind, complete with a commercial-grade ice maker capable of holding up to 25 gallons of ice—ideal for fishing trips, boating days, and entertaining. Impact-resistant windows, ornamental aluminum detailing, multiple sliding glass doors, and extensive 4ft custom flood mitigation panels at every entry with 2 years of free installation from the manufacture, further enhance durability and peace of mind. With no HOA restrictions, the property also allows for short-term rentals, making it an excellent opportunity for use as a primary residence, seasonal retreat, or income-producing investment through platforms such as Airbnb or VRBO. This move-in-ready waterfront residence presents a rare opportunity to own a meticulously designed home where luxury, boating lifestyle, and investment flexibility converge in one of Naples’ most desirable locations.

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 and outdoor shower. Tiki bar with fridge and professional grill. 150ft Seawall with a 500 square ft dock. Great outdoor area for boating and entertaining. Located five minutes from Fifth avenues high end restaurants and Close to Baker Park, Cambia Park and the new Bay Shore Park. All these parks provide miles of walking and nature paths. This is a very special opportunity to own Waterfront property that looks across at the natural mangrove nature preserve. Seller is also open to a lease back. This is a great opportunity for an end user or a builder buyer. Great proven rental income.

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 personal retreat. With its generous dimensions and prime positioning, this property stands out as one of the most desirable offerings in the neighborhood. The current residence is being offered turnkey, presenting immediate income potential as a short-term rental or an effortless seasonal escape. The home’s layout is both comfortable and functional, thoughtfully centered around outdoor living and entertaining. Featuring impact glass windows for added storm protection, energy efficiency, and peace of mind, the property is well-suited for both full-time and seasonal living. The private pool area embraces the relaxed Naples lifestyle, creating an inviting setting for gathering with family and friends or simply unwinding in the sunshine. For boating enthusiasts, this property truly shines. A cut-in double boat slip and covered boat house provide added convenience and protection, while the tranquil canal setting allows for quick, direct access to Naples Bay in approximately 10 minutes. From there, you’re just moments from the Gulf of Mexico, waterfront dining, and endless days exploring the water. Ideally located just 2 miles from the world-class dining and shopping of 5th Avenue South and only 3 miles to Naples’ beautiful white-sand beaches, this property offers the perfect blend of privacy and accessibility. In addition, Brookside and the surrounding East Naples area continue to see exciting growth and investment, including the ongoing transformation of Metropolitan Naples, the planned Oakes development, Naples Marina projects, the JW Marriott expansion, and the highly anticipated Pavarotti Opera Center — further enhancing long-term value and lifestyle appeal. Oversized waterfront lots with direct boating access this close to downtown are becoming increasingly rare. Don’t miss your opportunity to secure one of Brookside’s premier canal-front properties.

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.

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 appreciate!

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 your custom dream home in one of Naples’ most charming and rapidly evolving neighborhoods—just 1.5 miles from iconic Fifth Avenue South. The property features 100 feet of waterfront complete with a covered boat dock, creating the perfect foundation for a residence designed around seamless indoor-outdoor living. There is ample space for a pool, lush gardens, and expansive outdoor entertaining areas, all while maintaining a sense of privacy and tranquility. A land survey and a full set of architectural plans for a custom home are already complete and available, allowing you to fast-track your vision. Christopher Court is undergoing an exciting transformation, with multiple luxury new-construction homes in progress that are quickly elevating the street into a refined enclave of modern coastal residences. The surrounding neighborhood is equally dynamic, highlighted by the redevelopment of Metropolitan Naples, bringing ground-level boutique shops and restaurants, Class-A office space, and structured parking. Nearby Oakes Farm is anticipated to return as a two-story grocer within a larger five-acre development along Davis Boulevard—effectively extending the energy and walkability of Fifth Avenue. This expansion will introduce additional dining, hotels, a new marina, and lifestyle amenities, all within walking distance to this LOT. The neighborhood’s voluntary HOA offers desirable flexibility while preserving the well-kept, welcoming character residents appreciate. With its unmatched location, direct boating access, and outstanding build potential, this is more than a vacant lot—it’s the foundation for an exceptional Naples lifestyle. Upscale dining, boutique shopping, vibrant galleries, and the sugar-sand beaches Naples is known for are all just minutes away.

The Ultimate Naples Lifestyle: WATERFRONT MEETS LAND DEVELOPMENT OPPORTUNITY. RARE OPPORTUNITY: Own for the Land Value, Keep the Home! Welcome to your slice of "Salt Life" paradise in the rapidly redeveloping Brookside community. Priced BELOW land value (~$1,100,000 +/-), this listing offers an incredible strategic advantage: acquire a prime waterfront lot for less than its market worth and receive a remodeled, 4-bedroom, 3-bath coastal pool home retreat at no additional cost. The Boater’s Command Center Situated on a tranquil saltwater canal with direct access to Naples Bay (5 minutes) and the Gulf beyond, (20 minutes) this property is a maritime masterpiece. Concrete-Engineered Seawall: Proven resilience. Private Covered Boat Lift & wooden Dock: Your vessel stays protected and ready for sunset cruises. Plus room for jet skis! Nature at Your Doorstep: Enjoy morning coffee while watching dolphins and manatees play in your backyard. The Residence: Modern Comfort & Privacy Forget the "fixer-upper" stress. This home has been meticulously updated and offers a turnkey layout perfect for families or high-end vacationers. Space & Style: 4 spacious bedrooms and 3 baths, porcelain tile, quartz counters, shaker cabinets. Ultimate Privacy: Tucked away on a quiet cul-de-sac street, yet minutes from the action. PEACE OF MIND: Includes a FEMA transferable flood policy and a one-year home warranty for total buyer confidence. The Location: The Heart of Naples You are minutes away from the world-class lifestyle of 5th Avenue South. Whether you want to indulge in fine dining, explore the Naples Botanical Garden, or catch a show at Artis—Naples, everything is at your fingertips. From Celebration Park to the Naples Zoo, the best of Collier County is your playground. Investor’s Dream: No Limits NO HOA FEES: Absolute freedom to live and build as you please. ZERO RENTAL RESTRICTIONS: CAPITALIZE ON A 10-YEAR PROVEN VACATION RENTAL HISTORY. Generate substantial income while you plan your future dream estate. THE STRATEGY: Live in or rent out this beautiful home today, then build your multi-million-dollar masterpiece later. Don’t wait - opportunities to buy below land value in a booming Naples neighborhood are nearly extinct. Schedule your private showing today. SELLING FOR LAND/LOT VALUE

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.

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, beaches, and shopping. Step inside to an expansive open great room with wide-plank wood-look flooring, crisp trim details, recessed lighting and contemporary fans. Multiple walls of impact-style windows frame tropical garden views and bathe the home in natural light, including a flexible sunroom which offers the perfect spot for a home office, playroom, fitness area, or art studio. The sleek galley kitchen has been thoughtfully redesigned with two-tone cabinetry, Quartz-style countertops, stainless steel appliances, modern hardware, and ample prep and storage space ideal for everyday cooking or entertaining. Bedrooms are privately situated and continue the home’s calm, neutral palette. Throughout the residence, the recent renovation showcases cohesive design, from upgraded lighting and doors to trim work and flooring, giving the home a polished, like-new feel while preserving its cottage charm. Outside, the oversized 75x150 lot really shines, offering room to add a pool, expand outdoor living, or create the ultimate backyard oasis. A covered carport, paver drive, and low-maintenance tropical landscaping enhance curb appeal and provide practical everyday convenience. If you’re looking for a stylish, recently renovated home on a rare larger homesite close to the best of Naples, this Harbor Road gem should be at the top of your list.