Brookside Naples Real Estate - 20 Homes For Sale

Introducing 1063 Shadowlawn Drive, an exceptional nearly 2-acre lot in Naples, Florida, offering a rare opportunity to develop anywhere from 5 to 9 luxury custom homes in a serene enclave. Nestled on a quiet street with river access to Naples Bay, this prime property is just minutes from the heart of downtown Naples, providing easy access to world-class dining, shopping, and beaches. The lot comes with architectural plans, offering the perfect foundation to create a high-end, bespoke residential community. This is an unparalleled opportunity for developers or investors to build within one of Naples’ most desirable locations! ZONED RMF6 FOR UP TO 11 MULTI-FAMILY HOMES.

Spacious 4 bedroom plus home. Shows like new. Built in 2021. NO WATER IN HOME OR ON POOL DECK DURING IAN. Waterfront home with western exposure. Fabulous Sunsets. Quick out to Naples Bay. One mile to downtown Naples. Tropical Tranquility setting. Outstanding water views & pool views from every room. Elegant entry with soaring 17 ft. ceiling 16 ft. x 12 ft. glassed entry. Great Room Design with coffered ceilings, floating shelves with linear fireplace, Elevator, neutral tones, porcelain tile throughout 36 x 36, Two kitchens. 6 burner wolf gas stove, deep cabinet drawers, soft-close cabinets, roll out drawers, spice rack, lazy Susan, Kitchen Island with additional storage, extra sink, built in microwave, casual sitting. Kitchen pass through. Full size pantry with pull outs & built in desk. Freestanding ice maker, beverage refrigerator. Laundry room with tub sink & built in cabinets. 10 & 12 foot ceilings. Two master suites with a sitting area, his & her walk in closets. Master Bath - water closet with bidet, double vanity, jacuzzi tub & linen closet. Plantation Shutters, Electric storm screens, Impact windows & sliders. Sliders pocket inviting the outdoors in. First & Second level sliders doors all the way across the back of the house enjoying water, pool, & mangrove views. Family room 556 sq. ft. possible in law suite, guest quarters, 5th bedroom or home gym. Spacious veranda, 2nd level 628 sq. ft. with summer kitchen. First level covered patio & pool deck 1900 sq. ft. with gas heated pool and an 8 man jacuzzi spill over. Outdoor gas fire pit. 2-5 ton A/C units, generic generator. 2 gas instant hot water tanks, commercial grade white vinyl fence enclosing the side & back yard. Exceptional quality. Oversized Dock 70 feet in length, over 1100 sq. ft. with boat lift, water & electric. Outdoor closet for boat storage. 3 car garage over 1000 sq. ft., with epoxy floors. 2500 sq. ft. of paved driveway housing up to 8 cars. 3 storage areas. Lushly landscaped with retaining walls. Experience Naples Lifestyle in a casual yet exquisite home. Be entertained by your nearby surroundings shopping, dining, parks, fishing, boating, beaches & theatres all within minutes of your new home. Home being sold Below appraised value. Appraisal available after bona fide contract.

Stunning SALTWATERFRONT KEY WEST STYLE ESTATE with prime gulf access, this majestic 2025 CUSTOM New Era built 3/3/2+ garage is nestled on a quiet cutl-de-sac street in the charming yet highly desirable historic and rapidly evolving boating /waterfront community of Brookside with picturesque Naples world-class sunsets from your own backyard! Meticulously landscaped with 1/4 wrap around welcoming porch, step further inside to discover a brilliantly designed interior. Featuring upscale engineered hardwood flooring, 18 ft cupola with waterfall chandelier, 8 foot doors with exceptional finishes seamlessly blending modern elegance with coastal charm. The kitchen is chef worthy boasting premium quartz countertops, soft close double stack raised cabinetry, designer hardware, herringbone tile backsplash, Samsung stainless steel appliances including a Windlow range hood, full pantry, convenient breakfast bar plus a scenic dinette /coffee area with floating shelves & underlighting. This open layout seamlessly flows into a custom entertainment area within the family room, unwind every day with its theatre like experience- a backlit 87 inch tv & ambient electric fireplace under the star lit cupola. The master suite is a zen haven, with private patio/pool access, stunning ensuite bath, and dual walk in closets.Guests will have two spectacular suite choices in this split plan, complete with designer fans, walk in closets and wonderful full baths,1 leads to the patio/ pool. Bidot watersheds in all three are a voice command specialty feature.Inside laundry with stack LGS, utility closet, sink and cabinetry aside the oversized 2 car garage ( EV wired, epoxy floor, full cabinetry space, and tall enough for 2 lifts) Swim year round in the 22x16 HEATED POOL, bask on the sun ledge or unwind in the jacuzzi mesmerized by changing colors & automated water fall/dancing water features. Equally impressive are the extra entertaining areas OUTDOOR kitchen, custom Pizza oven, full sized firepit,20x16 Tiki Hut( power, water, furnished, TV, kayak storage,14x 17 open air deck)fenced-in paver lined backyard great privacy enjoy Florida’s year-round sunshine.FISH/BOAT right off your 19x8 composite dock it includes 10k lb lift and extra floating dock.NO MOWER NEEDED, back is paved. This listing offers low cost Homeowners & flood insurance, also! Brookside does not require 30 day min rental restrictions or HOA fees. This extra wide canal with long panoramic views boasts exceptional river access & feeds into Rock Creek, the Gordon River, & Naples Bay, only 1 bridge to the open waters of the Gulf of Mexico. Surrounded by custom estates, multi-million-dollar developments, beautifully updated mid-century waterfront residences & Southwest Florida’s finest entertainment, fishing/boating & waterfront dining.This is your chance to own a piece of PRIME WATERFRONT RE in one of Naples' most desirable & dynamic neighborhoods.DONT LET THIS EXCEPTIONAL 2025 CUSTOM BUILD pass you by!

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!

The Absolute Best Western View in NAPLES!! With the protected mangroves behind this waterfront home, you will forever be able to enjoy this Gorgeous View towards the Gulf of Mexico! You just can't find a better spot to live and enjoy the sunsets of Naples, FL!! No HOA requirements. This property offers almost 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!

Quarter Acre Gulf Access Lot Close to 5th Avenue with a Pool, Boat Dock, Boat Lift, Boom Derrick, and Panoramic Views of Mangroves and Tropical Landscaping. The 100’ X 100’ Lot is Suitable for an 80 ft Wide Home. 1,400 SF Screened Patio with a Swimming Pool and Outdoor Shower. The 80’ long Boat Dock is big enough for 3 boats and includes a 13,000 lbs. Boat Lift. The Remediation is almost finished and ready for you to add your own treatments. Construction Brick with stucco.

Welcome to 2048 Harbor Lane—your waterfront getaway in the heart of Naples. This beautifully-maintained 3-bedroom, 2-bath waterfront home features a private heated pool, hot tub, and dock—ideally located just over a mile from Tin City, Port-O-Call Marina, and the heart of downtown Naples. It offers a comfortable blend of indoor-outdoor living in a prime location. Inside, enjoy a bright, open-concept living space with coastal charm, a fully equipped kitchen with stainless steel appliances, and a spacious dining area. Step outside to your tropical oasis—swim in the heated pool, unwind in the spa, or soak up the sun on the waterfront patio. The lush, landscaped yard offers plenty of space for lounging or dining al fresco. Bring your kayak, paddleboard, or fishing pole—your private dock awaits. Close to art galleries, shopping, top restaurants, and Gulf Coast beaches, this home is perfect for vacationers or investors looking for a proven rental opportunity in one of Naples' most desirable locations.

Seize the rare opportunity to own one of the largest lots in Brookside! Nestled in a secluded cul-de-sac, this oversized property offers unparalleled potential—whether you envision building a custom waterfront dream home or enjoying the existing versatile pool home. This property comes turnkey—ready to VRBO or enjoy as your private retreat. Boating enthusiasts will appreciate the cut-in double boat slip and boat house, offering serene canal views with direct access to Naples Bay in just 10 minutes. The lot’s generous size and prime location make it a standout in this desirable waterfront community. Move in today and enjoy the many recent upgrades, including a new roof (2021), impact-resistant PGT windows and doors, a new A/C (2021), and an updated kitchen with beautiful granite countertops. Located just 2 miles from 5th Avenue South and 3 miles from the beach, this hidden gem offers the best of the Naples waterfront lifestyle. Don’t miss out on this rare chance to own in Brookside!

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.

This beautiful home located in the charming downtown waterfront community of Brookside is a true boater’s paradise, with direct Gulf access from your own backyard and only one mile from historic Tin City, the renowned 5 th Avenue South shopping and dining district, and Naples beaches. Brookside evokes the charm of Old Florida, This 3 br, 2 bath coastal cottage on a wide canal has been meticulously kept, professionally renovated, and features high-end updates including quartz countertops, new wood-look low maintenance tile flooring, all new appliances, new lighting, glass tile showers and tile backsplash. Endless possibilities await: indulge in nearby world-class entertainment and nightlife, spend a thrilling day boating on the water, or unwind in the peaceful ambiance of your personal oasis in this serene neighborhood. This canal-front retreat features a sparkling swimming pool and the conveniences of downtown living. This superb community is poised for growth.

This beautiful waterfront home is located in the desirable Brookside community. The single family home offers privacy on a wide canal. If you enjoy watching dolphin, manatee and amazing sunsets, welcome home. A boat owners dream as this property has a boat house and dock with easy access to the Gulf of Mexico. Just 1.3 miles from the desirable 5th avenue restaurants and shops. 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 just to name a few. Investors will also find this property attractive with no HOA fees or rental restrictions. Whether you chose to rent annually or short term rentals, this property will be in demand with all this location has to offer. * * This listing offers FEMA transferable flood insurance

Naples, Florida living at its finest! This new construction gem, completed in 2023, offers modern luxury in every detail including 11+ ft ceilings, hand selected solid granite countertops, custom ceiling finishes, high efficiency HVAC system, 8' single panel doors, 6” baseboard and 4” wood casing throughout, brick pavers pool area, driveway, walkway and entry, hurricane rated windows and doors, the home is also constructed 1' above FEMA flood requirements. With 3 bedrooms and 2 bathrooms, including a master suite boasting two spacious walk-in closets and a master bathroom featuring a standalone tub and large walk-in shower, this property provides the ultimate in comfort. The kitchen, equipped with stainless steel appliances, is a culinary enthusiast's dream. Entertain or unwind in your private pool area within the fully fenced yard. Your electric vehicle will be ready to go with the in-garage charging station. At around 1,900 sq. ft., this home exudes contemporary charm and elegance. Less than 3 miles to downtown Naples and the beach, this location is ideal. No HOA, no restrictions. Offered turnkey furnished, you'll find brand new, modern furniture throughout. Don't miss the opportunity to make this modern masterpiece your own!