Brookside Naples Homes for Sale: Positioned on an expansive parcel spanning nearly two acres, this prime property presents a remarkable opportunity in the heart of Naples. Located just minutes from the vibrant energy of downtown, the site is zoned RMF-6 and allows for the development of up to 9 single family and 11 multi-family residential units, offering exceptional versatility for developers, investors, and visionaries alike. Surrounded by a neighborhood experiencing significant growth and transformation, the property is ideally suited for a luxury residential community, a collection of custom homes, or a private estate compound. The existing improvements are being offered at land value, creating an ideal canvas for a new owner to design and build without limitation. Enjoy the rare advantage of a peaceful setting with water access to Naples Bay while remaining within close reach of the area's most sought-after destinations, including Fifth Avenue South, white-sand Gulf beaches, world-class dining, boutique shopping, and cultural attractions. Opportunities of this size and zoning designation within such close proximity to downtown Naples are increasingly difficult to find, making this a truly exceptional investment in one of Southwest Florida's most coveted markets.
Homes - 2,010 ft² / 3,189 ft² - 2 Car Garage
3 Bed / 3 Baths / Pool / Spa
Built 2025
Brookside Naples Homes for Sale: Waterfront Living at Its Finest – Luxury New Construction with Gulf Access Perfectly positioned on a quiet canal in Brookside, just minutes from Downtown Naples and the Gulf of Mexico, this custom-built waterfront home offers the perfect blend of modern luxury, exceptional boating, and the relaxed Southwest Florida lifestyle. Completed in 2025, this elevated residence was thoughtfully designed with quality construction, exceptional craftsmanship, and easy waterfront living in mind. The bright, open floor plan is filled with natural light and features soaring ceilings, real hardwood flooring throughout, designer finishes, and seamless indoor-outdoor living. Step outside to your own private waterfront retreat where a heated pool, authentic chickee hut, wood-fired pizza oven, built-in fire pit, floating dock, and 10,000-pound boat lift create the ideal setting for entertaining family and friends or simply unwinding after a day on the water. With direct access to Naples Bay and the Gulf of Mexico, boating, fishing, paddleboarding, kayaking, waterfront dining, and sunset cruises are all just minutes from your backyard. Designed for comfort and peace of mind, the home also features total home automation, Starlink high-speed internet, a whole-house generator, a 500-gallon propane tank, a tankless water heater, and an oversized EV-ready garage with room for two car lifts. Elevated construction offers added confidence while allowing you to spend more time enjoying everything this waterfront lifestyle has to offer. One of the few newly built, move-in-ready Gulf-access homes available at this price point, this property presents a rare opportunity to enjoy luxury waterfront living without the wait of building new. Located just minutes from Fifth Avenue South, Naples Bay, world-class beaches, fine dining, shopping, and entertainment, you'll enjoy the best of Naples both by land and by water. 1794 Holiday Lane is more than a beautiful home—it's a place where boating, entertaining, and everyday living come together in one of Naples' most desirable waterfront locations.
Homes - 1,550 ft² / 1,792 ft² - 2 Car Garage
3 Bed / 2 Baths / Pool
Built 1964
Brookside Naples Homes for Sale: Set on a quiet cul-de-sac in Brookside, 1765 Harbor Lane is a chance to build on the water less than a mile from Fifth Avenue South and the beaches of Naples. The existing home is being offered for land value, giving you a clean slate to design and build a custom waterfront residence. For boaters, the setting is hard to beat. A concrete seawall lines the property, and Naples Bay provides easy access to the Gulf. Brookside is a non-gated neighborhood with no HOA fees, offering a relaxed, established feel with downtown dining, shopping, and the beach just minutes away. With new construction and steady reinvestment reshaping the neighborhood, Brookside continues to emerge as one of Naples' most convenient waterfront addresses. Bring your architect and builder, and make this the site of your Naples waterfront home.
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: Beautifully updated 4-bedroom, 2-bath home in the heart of Naples, offering a spacious layout and a true resort-style outdoor living experience. The property features a heated pool surrounded by multiple lounging areas ideal for year-round enjoyment. Inside, the home provides bright, open living spaces with modern finishes, a well-appointed kitchen, and comfortable bedroom suites designed for both privacy and flexibility. Located just minutes from Olde Naples’ pristine beaches, 5th Avenue South, and a wide selection of shopping and dining, this residence delivers exceptional convenience for full-time or seasonal living. Its central location places Naples’ most desirable amenities right at your fingertips. Situated in a quiet neighborhood with no HOA, the property offers ample parking and easy access to local parks and major corridors. Offered turnkey furnished, this home presents a rare opportunity for buyers seeking a move-in-ready residence with strong appeal for both homeowners and investors.
Brookside Naples Homes for Sale: Attention Contractors, Investors, and Homeowners! TOTAL REMODELED ($100,000+) FURNISHED & TURNKEY 4 BEDROOM, 1.5 BATH HOME AND IS COMPLETELY A "SMART PHONE" HOME SET UP (Remote control: TV, Oven, Refrigerator, Dish Washer, Washer/Dryer). All "WOOD PLANK" CERAMIC TILE FLOORING THROUGHOUT THE HOME AND BRAND NEW ROOF 2023. Lots of glass windows and doors, makes the home LIGHT-BRIGHT-SUNNY all year round. ALL WINDOWS, DOORS AND AND "PICTURE FRONT WINDOW" ARE "IMPACT" HURICANE RESISTANT. Home has both bathrooms completely remodeled and here is an incredible addition: A COMPLETE IN-HOME STEAM SPA SYSTEM ($7,500) IN THE MASTER BEDROOM. Home has City Water, but additionally seller has installed a complete WATER FILTRATION SYSTEM. This is a fantastic BROOKSIDE 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. No HOA and no rental restrictions, GREAT VRBO VACATION RENTAL OPPORTUNITY WHEN NOT IN RESIDENCE. the possibilities are endless for this property’s future. HOME COMES WITH A ONE YEAR COMPLETE "HOME WARRANTY" FOR TOTAL BUYER COMFORT!
Homes - 1,295 ft² / 1,416 ft² - 1 Car Garage
3+Den / 3 Baths / Pool
Built 1963
Brookside Naples Homes Under Contract: Welcome to 2160 Holiday Lane, a beautifully renovated pool home in Brookside, one of Naples’ most rapidly evolving in-town neighborhoods. Ideally positioned approximately 1.5 miles from Downtown Naples and the white-sand beaches of the Gulf, this home offers a combination of location, lifestyle, and value. **Currently utilized as a successful short-term rental with no HOA or rental restrictions, the property also presents an opportunity for investors seeking flexibility and income potential.** Thoughtfully remodeled, the three-bedroom, three-bath residence features a light-filled, open layout with updated flooring, a stylish kitchen, refreshed baths, and an attached one-car garage. Outside, the private pool and fenced backyard create an inviting setting for relaxing, entertaining, and enjoying the Southwest Florida lifestyle year-round. What truly sets this property apart is its location. Tucked into an established residential neighborhood just minutes from Fifth Avenue South and the beach, Brookside sits alongside the Davis Boulevard corridor—an area currently experiencing significant new investment and redevelopment. With new luxury residential and waterfront projects taking shape nearby, this pocket of Naples continues to attract attention while retaining the charm and convenience of an established neighborhood. Whether searching for a full-time residence, seasonal retreat, or Naples investment, 2160 Holiday Lane offers the opportunity to own a renovated pool home remarkably close to everything that makes Naples such a desirable place to live—with the added advantage of established short-term rental use and no HOA or rental restrictions.
Brookside Naples Homes Under Contract: Please submit highest and best offers by Noon Tuesday 9/22. Welcome to THE MANGO HOUSE!!! This completely renovated cozy beach cottage is known around Brookside for its mature mango trees and that easy, sandy-feet lifestyle we all crave. The owners didn’t just renovate they maximized every square foot with incredible intention. They enclosed the porch to steal extra interior living space and added a sunny den, so now you’ve got three bedrooms, two baths, plus that bonus den for work, guests, or movie nights. Every choice feels thoughtful: vinyl floors, granite counters, fresh paint, and new appliances throughout. Like-new feel without the new-construction price tag. A massive front yard gives that first-impression wow, fenced backyard bursting with more mature mango for afternoon shade and fresh-picked dessert. Brookside is non-gated with its own private marina hop in the boat and you’re on the Gulf. Less than a mile to 5th Avenue shopping & dining, white-sand beaches, 3rd Street, and the Naples Pier. Walk, bike, or golf-cart to everything. Don’t miss this one high-quality renovations, extra living space designed with purpose, mango-tree magic, and that unbeatable Naples location. This sweet little beach house is a fantastic option for investors with no HOA or rental restrictions. Roof 2021
Brookside Naples Homes Under Contract: LOCATION. POTENTIAL. POSSIBILITIES. WELCOME TO BROOKSIDE. What you’re really buying here isn’t just a house. It’s a location with a future! This home puts you in the heart of East Naples, surrounded by the best of the Naples lifestyle. Downtown Naples, 5th Avenue South, the beaches, Naples Pier, Naples Bay, Tin City, restaurants, shopping and entertainment are all within easy reach. And the convenience doesn’t stop there. You’re just minutes from Naples Botanical Garden, Celebration Park and East Naples Community Park, giving you easy access to recreation and entertainment while enjoying the feel of an established residential neighborhood. Inside, the home has already had some important updates, including an updated kitchen with quartz countertops and stainless-steel appliances, updated bathrooms, a tankless water heater and a newer roof. Outside, enjoy a screened lanai and a large lot, all with NO HOA fees. AND THE OPPORTUNITIES......For an owner, seasonal resident or investor, this property offers flexibility and a chance to get into Naples at a more accessible price point than many properties closer to Old Naples and the beach. Rental possibilities may include traditional long-term, seasonal or short-term strategies, subject to applicable regulations and requirements. And then - there’s Brookside’s future. With continued growth and investment throughout East Naples, the area is one to watch. Nearby development, including projects such as Halcyon along Davis Boulevard, adds another layer of potential to an already convenient location. NOW, is your chance to get into Naples, get close to everything, and explore what this location could mean for you today and down the road.
Homes - 950 ft² / 1,280 ft² - 1 Car Garage
2 Bed / 1 Baths / 1 Half
Built 1961
Brookside Naples Homes Under Contract: Remember when Naples felt like Naples? Before master-planned communities and endless new construction, there were neighborhoods like BROOKSIDE—authentic, established, and woven into the fabric of the community. This is the Naples lifestyle people move here for—morning walks through Baker Park, a bike ride to 5th Avenue South for coffee, lunch on Naples Bay, sunset at the beach, and dinner downtown without ever feeling far from home. You can renovate a home. You can build a new one. But you can't recreate a CORNER LOT just minutes from Downtown Naples. As the city continues to evolve, locations like this only become more desirable. Beautifully RENOVATED & refreshed with updated landscaping, professional staging, and stylish upgrades throughout, 2300 Estey Avenue blends timeless charm with today's modern comforts. Inside, the open-concept layout is centered around a beautifully updated kitchen featuring white shaker cabinetry, butcher block countertops, stainless steel appliances, and a generous island designed for gathering. Outside, the fully fenced backyard offers privacy and flex-area, while the oversized paver driveway provides ample space for multiple vehicles, a boat, or weekend toys. Whether you're searching for a full-time residence, a seasonal escape, or an INVESTMENT OPPORTUNITY this is your chance to own a piece of Naples that simply can't be replicated.
Homes - 3,296 ft² / 5,860 ft² - 6 Car Garage
4 Bed / 4 Baths / Pool / Spa
Built 2026
Brookside Naples Homes: 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: 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.
Brookside Naples Homes: 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!
Brookside Naples Homes: 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!
Homes - 2,250 ft² / 2,250 ft² - 2 Car Garage
3 Bed / 2 Baths
Built 1948
Brookside Naples Homes: Build the waterfront home you've always imagined on one of Brookside's most exceptional homesites. Spanning approximately .33 acres with 100 feet of waterfront, 2295 Harbor Road is one of the largest and most desirable lots in the neighborhood, offering peaceful views across the water to protected mangroves that create a beautiful natural backdrop and exceptional privacy. Located in one of Naples' most sought-after boating communities, this Gulf-access property offers access to Naples Bay, the Gordon River, and the Gulf of Mexico. Whether your passion is boating, fishing, kayaking, paddleboarding, or waterfront dining, your next adventure begins just steps from your future back door. Existing improvements add immediate value, including a dock built in 2015, a boathouse, and a basin that was professionally dredged in 2019, making it easy to begin enjoying the waterfront while planning your custom residence. Imagine designing a home that captures the tranquil water views, spectacular sunsets, and gentle coastal breezes from expansive outdoor living spaces. Picture mornings spent with coffee overlooking the mangroves, afternoons on the boat exploring Naples Bay, and evenings entertaining family and friends beside your dream pool. All of this is just 1.5 miles from the white-sand Gulf beaches and the world-class dining, shopping, and entertainment of Fifth Avenue South. Opportunities to build on a Gulf-access homesite of this size, with this setting and location, are becoming increasingly rare. Bring your architect, your builder, and your vision—2295 Harbor Road is ready to become the waterfront home you've been dreaming about.
Brookside Naples Homes: 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.
Brookside Naples Homes: 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: Welcome to this super cute and newly remodeled 3 bedroom, 2 bath home with an attached efficiency with its own private entrance. This property features an open floor plan with lots of beautiful sunlight. Don't miss out! This home is ready to be enjoyed by a new family or could be a wonderful investment, or income producing property. Don't even get me started on the location, just minutes away from the stunning Naples' beaches, 5th Ave, Tin City, Celebration Park & the Naples Botanical Garden!
Brookside Naples Homes: Welcome to this beautifully renovated 2-bedroom, 2-bath home located at the end of a quiet cul-de-sac in the desirable Brookside community. Just 3 miles from the beach, this property offers the perfect blend of modern coastal style and convenient location. The home has been thoughtfully updated throughout, featuring new ceramic tile flooring, quartz countertops in both the kitchen and bathrooms, a stylish backsplash, and fresh white interior paint that creates a bright, clean, and contemporary feel. Major improvements include underground plumbing replaced in 2025, new drywall and baseboards, and updated A/C ductwork, providing peace of mind for years to come. Step outside and enjoy the privacy of mature landscaping that surrounds the property, creating a serene, oasis-like setting. The home also includes an attached carport and a storage shed for added convenience. Brookside is a highly sought-after neighborhood with no HOA restrictions, making it an excellent option for both homeowners and investors alike. Its prime location near the beach and downtown adds to its appeal, especially for those considering rental opportunities. This move-in-ready home offers comfort, style, and flexibility in one of the area’s most convenient locations.
Brookside Naples Homes: Needs TLC. House was cleaned out. Property is being sold AS-IS. Age of all big ticket items unknown. Buyer to confirm condition of property and information about property via walkthrough and due diligence. Buyer to confirm all information regarding tax/HOA/restrictions/etc.
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*Just Listed: new properties that came on the market within the last 5 days. *Decrease/Increase: listing values that are being recorded within the last 30 days. *Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.
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