Brookside Naples Real Estate - 9 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!

Modern coastal luxury meets architectural brilliance at 1798 Holiday Lane, Naples. This brand-new residence offers direct Gulf access and an unbeatable location just minutes from downtown, 5th Avenue, the beaches, and top golf courses. With 4 bedrooms, 4 bathrooms, and 3,296 sqft every inch of this home has been crafted with style, durability, and comfort in mind. A striking spiral staircase leads to the elevated pool deck, while a state-of-the-art pneumatic glass-enclosed elevator services all three floors. Flood-resistant materials were thoughtfully used below base flood elevation, and a solid standing seam aluminum roof ensures peace of mind for years to come. The oversized garage offers space for up to 6 vehicles, a rare feature for the boating and car enthusiast alike. Inside, custom ES windows that fill the home with natural light, and solid core doors that add a sense of quiet luxury throughout. The gourmet kitchen is equipped with a Sub-Zero refrigerator and freezer, a 48” Fulgor Milano range, and a Wolf microwave. Custom wood flooring and stair treads, accented by sleek glass handrails, complete the modern interior aesthetic. Step outside to your private oasis, where a large swimming pool with a sun shelf and a raised 6-person spa await. Entertain on the second-floor balcony with a built-in outdoor grill and stunning water and sunset views. The home also features a concrete seashell driveway, irrigated Zoysia lawn, custom landscaping, and a boat dock with a 13,000 lb. lift built above the seawall. A rare blend of form and function, this waterfront masterpiece is the ultimate expression of modern Naples living.Designed by Harrell & Co. Architects and built by New Era Construction.

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.

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.

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!

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!

Welcome to 1138 Christopher Court, a rare Gulf-access homesite offering an effortless and scenic boat ride to Naples Bay—where sunsets, waterfront dining, and open-water adventure await. This exceptional opportunity allows you to reimagine and build in one of Naples’ most charming and accessible neighborhoods, tucked on a quiet cul-de-sac just 1.5 miles from world-renowned Fifth Avenue South. Here, upscale dining, boutique shopping, vibrant galleries, and the sugar-sand beaches that define the Naples lifestyle are all just minutes away. Set on a generous 0.28-acre (12,259 SF) parcel, the property features 40 feet of waterfront complete with a covered boat dock, offering an ideal canvas for a custom residence designed to embrace indoor-outdoor living. There is ample room for a pool, gardens, and expansive outdoor entertaining while still maintaining privacy and a serene setting. The neighborhood’s voluntary HOA provides desirable flexibility while preserving the well-kept, welcoming atmosphere that residents love. With its unparalleled location, boating access, and outstanding build potential, this property isn’t just a vacant lot—it’s the beginning of the Naples dream home you’ve been imagining. A land survey and full set of custom home plans are available upon request

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 "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.

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.

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.

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.