Brookside Real Estate

Brookside Real Estate

Welcome to Brookside, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming community offers a perfect blend of tranquility and accessibility, making it an ideal place for families, retirees, and everyone in between.

Brookside is renowned for its lush landscapes, serene waterways, and a friendly neighborhood atmosphere. Residents enjoy the convenience of being just minutes away from Naples’ pristine beaches, upscale shopping, and gourmet dining options. The area is also home to a variety of outdoor recreational activities, including hiking, biking, and fishing, allowing you to immerse yourself in the natural beauty that Florida is famous for.

The homes in Brookside are thoughtfully designed with a range of styles and sizes to suit diverse lifestyles and preferences. Whether you’re looking for a cozy single-family home or a spacious property with modern amenities, Brookside has something for everyone. The community is also known for its well-maintained parks and walking trails, making it easy to enjoy the Florida sunshine and connect with neighbors.

Education is a priority in this community, with access to some of the top-rated schools in the state, ensuring that families have the best opportunities for their children.

Come and discover Brookside, where charming homes meet a vibrant lifestyle in one of Naples’ most desirable neighborhoods. Experience the warmth of community living and the beauty of Southwest Florida – your dream home awaits!

Newest Listings in Brookside

2020 Estey Avenue, Naples
$415,000
2 Beds ⋅ 1 Baths ⋅ 226036436 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Discover the charm and potential of this well-cared-for single-family home in Brookside, one of Naples’ established waterfront communities. With no HOA fees or restrictions, this cozy residence offers a relaxed Florida lifestyle with the freedom to make it your own. The home features white shaker cabinetry, quartz countertops, stainless steel appliances, and a 2023 A/C system, creating a fresh, inviting, move-in-ready interior. Outside, the fully fenced backyard offers added privacy and is ideal for pets and outdoor enjoyment, with room for a pool. Brookside offers a unique blend of Old Florida character, waterfront surroundings, and convenient access to the best of downtown Naples. Just minutes from the shopping, dining, and entertainment of Fifth Avenue South, the neighborhood is ideally positioned to enjoy Naples’ coastal lifestyle while benefiting from the surrounding area's continued growth and revitalization, including the Bayshore Arts District and the Davis Triangle. Whether you are looking for a full-time residence, a seasonal getaway, or an opportunity to build equity over time, this property offers an appealing combination of location, freedom, and future potential in the heart of Naples.

2020 Estey Avenue, Naples
1836 Harbor Lane, Naples
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 226035779 MLS
Welcome to this completely renovated waterfront residence, ideally minutes from Naples Bay, Bayfront, Fifth Avenue South and the best of Old Naples. Offering approximately 54 feet of seawall frontage, a new boat dock and protected western water and mangrove views toward Naples Bay, this exceptional home combines boating convenience, natural beauty and downtown accessibility, without HOA restrictions. The upper-level primary living space features an open-concept great room with custom wood ceiling detail, a spacious dining area, a powder bath and a chef's kitchen with a 48-inch gas range, a 54-inch side-by-side refrigerator/freezer, an oversized L-shaped island and abundant storage. Three bedrooms, each with a private ensuite bath, complete the upper level. The lower level is ideal for guests or extended family, offering a secondary living area, a private ensuite bedroom and a kitchenette with a microwave and under-counter wine refrigerator. Two expansive rear decks capture unobstructed water, mangrove and western sunset views. Additional highlights include impact-resistant windows and doors, neutral wood flooring, custom tilework, a circular driveway and ample garage storage.

1836 Harbor Lane, Naples
2140 Harbor Lane, Naples
$750,000
3 Beds ⋅ 2 Baths ⋅ 226037621 MLS
BOATER’S PARADISE WITH DIRECT GULF ACCESS! Discover the ultimate Southwest Florida lifestyle in the established waterfront community of Brookside, featuring canal access to the Gulf with no fixed bridges along the route and the opportunity to create your own custom dock. Enjoy convenient access to the vibrant dining, boutique shopping, and entertainment of Fifth Avenue South and Third Street South, waterfront dining at Tin City and Bayfront, and the beautiful Gulf beaches of Naples. Nearby parks, recreational amenities, and ongoing infrastructure improvements throughout the surrounding East Naples area add to the appeal of this desirable location. EXCEPTIONAL INVESTMENT POTENTIAL! Whether you're seeking a personal waterfront retreat, seasonal escape, or income-producing property, this home offers exciting possibilities. Its distinctive boating lifestyle and proximity to Naples' premier attractions may appeal to both seasonal visitors and long-term tenants, creating potential for short-term vacation rentals or traditional annual leasing, subject to applicable regulations and rental restrictions. With its combination of waterfront appeal, convenient location, and versatile investment opportunities, this is your chance to own a piece of the Naples lifestyle while exploring its income-producing potential.

2140 Harbor Lane, Naples
1390 Delmar Lane, Naples
$579,000
3 Beds ⋅ 3 Baths ⋅ 226036326 MLS
Discover your private retreat in the lush, mature surroundings of Brookside, just minutes from shopping, dining, beaches and vibrant lifestyle of downtown Naples. Tucked away at end of a private cul-de-sac, this beautifully maintained three-bedroom, 2.5-bath home sits on an oversized, pie-shaped lot offering exceptional privacy and a serene tropical setting. Enjoy your outdoor oasis surrounded by mature landscaping, with no neighbors in sight! Inside, the home features numerous upgrades and updates, including new flooring installed approximately four years ago, newer thermal pane low-impact windows, roof replaced in 2016, as well as air-conditioning system and water heaters replaced in 2023. The kitchen appliances have also been updated, with a GE stove/oven and Samsung dishwasher, both approximately four years old, and an LG side-by-side refrigerator. The Whirlpool Duet HE washer and dryer provide added convenience. Regularly maintained and thoughtfully updated, this home offers a wonderful combination of comfort, privacy and location. Equipped with a plug-in electric panel for emergency electric with generator and storm shutters throughout. Enjoy the peaceful feel of a secluded neighborhood while remaining just minutes from everything Naples has to offer. If you're looking for a private tropical sanctuary close to downtown Naples, this Brookside gem is a must-see!

1390 Delmar Lane, Naples
1363 Brookside Drive, Naples
$475,000
4 Beds ⋅ 2 Baths ⋅ 226036092 MLS
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!

1363 Brookside Drive, Naples
1765 Harbor Lane, Naples
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 226033962 MLS
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.

1765 Harbor Lane, Naples
2223 Harbor Road, Naples
$4,495,000
3 Beds ⋅ 3 Baths ⋅ 226032274 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. NEW CONSTRUCTION WATERFRONT LUXURY — MAKE THIS YOUR HOME BEFORE CHRISTMAS! Welcome to 2223 Harbor Rd., where striking coastal architecture, direct boating access, and the ultimate Naples lifestyle come together in one impressive waterfront residence. Offering approximately 3,280 sqft of living space, more than 6,150 total sqft under roof, a 3-car garage, and approximately 111 ft of waterfront, this newly constructed home was designed to make a statement from the moment you arrive. Inside, soaring ceilings, custom architectural details, expansive open living spaces, and sophisticated luxury finishes create the perfect setting for both everyday living and unforgettable entertaining. Impact-rated windows and doors, private elevator access, a whole-house HALO filtration system, tankless water heater, and elevated waterfront construction bring substance, convenience, and peace of mind to the style. One of the most exciting features of this home is its incredible flexibility. The current layout offers generous open spaces with the potential to convert and create up to two additional bedrooms, giving the next owner countless options to customize the residence around their lifestyle. Whether you envision additional guest suites, home offices, a fitness room, media room, bunk room, or a combination of spaces, the possibilities are exceptional. Step outside and experience what Naples waterfront living is really about. A spectacular pool and spa, spacious covered first- and second-floor lanais, built-in outdoor grilling areas, and an expansive waterfront setting transform the backyard into your own private resort. For the boating enthusiast, this property delivers. Enjoy new dock decking, a 10,000-pound boat lift, and approximately a 7–10 minute idle to Naples Bay with access to the Gulf of Mexico. Morning cruises, afternoons on the water, sunset cocktails, or dinner downtown by boat — this is the lifestyle people come to Naples to experience. And the location makes it even better. You’re just minutes from the energy of Downtown Naples and iconic 5th Avenue South, home to some of the area’s finest dining, luxury boutiques, galleries, entertainment, and nightlife. The surrounding Gateway Triangle is also experiencing significant redevelopment and investment, adding even more excitement to this rapidly evolving location. New construction. Waterfront. Pool and spa. Three-car garage. Serious boating access. Flexible floor plan with the potential for two additional bedrooms. Downtown Naples at your fingertips. Why spend another season waiting to build when you can make 2223 Harbor Road yours and be enjoying the Naples waterfront lifestyle before Thanksgiving? This isn’t just another new construction home — it’s your opportunity to get ahead of season, customize an incredibly versatile floor plan, and own a waterfront showpiece in one of Naples’ most exciting locations.

2223 Harbor Road, Naples
1303 Delmar Lane, Naples
$599,000
4 Beds ⋅ 2 Baths ⋅ 226031972 MLS
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. See attached 10k grant program provided by 5/3Bank.

1303 Delmar Lane, Naples
1794 Holiday Lane, Naples
$2,499,000
3 Beds ⋅ 3 Baths ⋅ 226025159 MLS
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.

1794 Holiday Lane, Naples
1063 SHADOWLAWN Drive, Naples
$3,695,000
6 Beds ⋅ 8 Baths ⋅ 226022644 MLS
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.

1063 SHADOWLAWN Drive, Naples
2300 Estey Avenue, Naples
$429,000
2 Beds ⋅ 2 Baths ⋅ 226012692 MLS
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.

2300 Estey Avenue, Naples
2505 ESTEY Avenue, Naples
$4,250,000
225067418 MLS
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!

2505 ESTEY Avenue, Naples
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