Brookside Naples Real Estate : 9 Homes for Sale

Brookside Naples Homes for Sale: 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.

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: 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 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: Beautifully Renovated Modern Home Near Downtown Naples! Excellent high income vacation rental with seasonal bookings in place! This charming updated home featuring a sleek exterior with wood accents and modern paver walkway. Bright and open interior with polished tile floors, new lighting, and upgraded finishes throughout. Enjoy close proximity to downtown Naples, beaches, dining, and shopping. This property is short-term rental friendly, offering excellent investment potential in addition to being move-in ready. A rare opportunity to own a stylish, income-producing home in one of Naples’ most desirable location, less than a mile from the pristine beach’s and 5th Ave shops and restaurants.

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 Under Contract: 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 Under Contract: 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: 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 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 modern comfort with a relaxed Floridian vibe. Step inside to an open-concept living space filled with natural light, luxury tile flooring, and stylish finishes throughout. The gourmet kitchen features quartz countertops, stainless steel appliances, custom cabinetry, and a breakfast bar—ideal for entertaining. Both bathrooms have been tastefully renovated with contemporary tile work and inspired fixtures. Out back, enjoy your own private oasis with a screened lanai and lush landscaping—perfect for morning coffee or sunset cocktails. With ample parking and proven short-term rental performance, this property is ready to generate income from day one. Whether you’re looking for a personal retreat or an investment in one of Southwest Florida’s hottest markets, this Naples beauty checks all the boxes.

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.