Brookside Naples Real Estate : 16 Homes for Sale

Brookside Naples 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!

Brookside Naples Homes for Sale: 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!

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: 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!

Brookside Naples Homes for Sale: 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.

Brookside Naples Homes for Sale: 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.

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: 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

Brookside Naples Homes for Sale: 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 for Sale: Discover this exceptional investment opportunity nestled within the waterfront community of Brookside. Situated on a canal lot with direct gulf access, this property offers the ideal canvas for creating your dream waterfront home. While the existing house was gutted due to Hurricane Ian, there's potential for repair or renovation. The property features a recently repaired seawall and dock cap, including a unique alcove that provides extra protection for a future boat lift. Brookside is a hidden gem for boaters, with newer multimillion-dollar homes being constructed throughout the neighborhood. Enjoy the convenience of navigating the canal in your backyard, leading you to Naples Bay within 10 minutes and beyond to the Gulf of Mexico. Nestled near downtown and Old Naples, this location offers a wealth of amenities. Immerse yourself in the vibrant dining scene, explore the Bayshore Arts District, discover the beauty of the Naples Botanical Garden, or enjoy the recreational opportunities at Celebration Park. And for those seeking pristine beaches, the white sands of the Gulf Coast are just a short drive away.

Rock Harbor Brookside Naples Homes for Sale: Shhhhh..! A hidden gem is now available on a charming, secluded street in Rock Harbor - 2-Bedroom, Den, 2-Bathroom, Single Family Home, only a few minutes from downtown Naples, white sandy beaches, 5th Avenue/3rd Street Dining & Shopping, Bayshore arts district and the Naples Botanical Gardens.NO HOA FEES! Just Recently renovated with NEW Plumbing, Electrical, Kitchen, appliances and the list goes on. Tranquil privacy aided by lush tropical landscaping helps insure the perfect blend of comfort, style, and relaxation. Opportunities abound for Investors, Homeowners and Sunseekers alike. Check it out before this secret is revealed.

Brookside Naples Homes for Sale: This stunning pool home places you just steps from the vibrant energy of 5th Avenue and within easy reach of Naples' pristine downtown beaches. Inside, you'll love the brand-new farmhouse-style flooring and a beautifully remodeled kitchen, while outside, the modern heated pool with a sun shelf and fountain jets creates a true tropical oasis. The expansive, paved sundeck is framed by swaying palms and lively hibiscus, offering a serene escape. Plus, there's a private outdoor shower and a screened porch for enjoying rainy days in comfort. With a successful track record as a vacation rental, this fully turnkey-furnished home is ready for you to either move in and start living your dream or begin earning income right away.

Brookside Naples Homes for Sale: 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 the pristine sandy 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 for Sale: 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 / workshop plus additional 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 2022. 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).

Brookside Naples Homes for Sale: Your Dream Home Awaits! Discover the perfect blend of comfort and style in this beautiful fully furnished 3-bedroom, 2-bathroom home, offering 1,191 square feet of inviting living space. Nestled in the vibrant heart of Naples, this property is an exceptional opportunity for both personal enjoyment and investment potential, with a proven history as a successful Airbnb and VRBO rental. Step inside and be greeted by an abundance of natural light that fills the space, showcasing the elegant plank-style laminate and tile flooring throughout. The main living area exudes refined taste, characterized by raised ceilings that provide an airy and spacious ambiance. The light-filled kitchen, features custom cabinetry, stainless steel appliances, and stunning granite countertops, providing both functionality and charm. The bathrooms are designed for relaxation and convenience, with porcelain tile finishes. The primary bathroom boasts an oversized enclosed shower, while the second bathroom is equipped with a soothing tub, perfect for unwinding after a day at the beach. One of the standout features of this property is the versatile Florida room, complemented by two additional screened areas that enhance your outdoor lifestyle. Whether you envision a game room, a flex area, or simply a serene space to enjoy the coastal breeze, this home offers endless possibilities. Located just moments away from the renowned Fifth Avenue shopping district, Naples Bay, and the iconic Naples Pier, you'll enjoy easy access to world-class dining, shopping, and entertainment. And let's not forget the breathtaking white sandy beaches that Naples is famous for, just a short drive away. With no HOA and no restrictions, this property not only serves as your perfect dream home but also presents a fantastic investment opportunity. Embrace the Naples lifestyle in a home that reflects quality and comfort at every turn. Don’t miss your chance to own this exceptional property in one of Florida’s most sought-after locations. Schedule a showing today and experience all that this delightful home has to offer!!

Brookside Naples Homes for Sale: Discover - 2472 Harbor Road - This unique property is located on a generous portion of land, spanning from Harbor Road to Estey Avenue. Located moments away from the beach via 5th Ave. downtown, this home sits on a tranquil street which rests under an oak tree canopy.

Brookside Naples Homes: 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.

Brookside Naples Homes: Less than a 5-minute drive from downtown Naples and under 10 minutes from the nearest beach, this property epitomizes the Naples lifestyle with direct Gulf access from your home. Situated in the evolving Brookside neighborhood, it boasts one of the largest lots available. Recently renovated for move-in ready condition and built to withstand the elements. The adjacent canal has been meticulously dredged, ensuring smooth boating access at any tide. With NO HOA, you have the freedom to personalize this property to your liking. Priced as the most competitive waterfront lot in Brookside, this presents an unparalleled opportunity to create your dream residence in Naples.

Brookside Arlington Terrace Naples Homes: 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!

Brookside Naples Homes: Discover the charm of Old Naples with this rare opportunity in Brookside—no HOA or Deed Restrictions! This 3-bedroom, 2-bathroom home is perfectly situated on a serene, extra-wide street, just moments from the renowned 5th Avenue South, 3rd Street South shopping district, world-class dining, vibrant nightlife, and pristine white sandy beaches. Golf enthusiasts will also appreciate the proximity to premier courses. Experience the best of Old Naples, all within reach! The tropical backyard oasis features a fenced-in setting, a custom-updated swimming pool and hot tub, and an oversized Chickee hut—perfect for relaxing or entertaining. Don’t miss the chance to make this property your personal paradise.

Brookside Naples Homes: This may be the Least Expensive Home on the MLS that is Close/this Distance to Naples 5th Ave/ Downtown/Pier and Naples Beach. This Home is all about Location, Location, Location !!!! Close to Naples Beach !!!! Minutes to Naples Downtown 5th Ave and the Beach. From the property, it is an easy Walk, Bike Ride or inexpensive UBER trip to the Beach. This CUTE 3 Bedroom 1 Bath Carport home is situated at the end of a quite Cul De Sac Street.****** NEW Roof- August of 2022. NEW Roof Gutter System. NEW Electrical Breaker Panel, NEW Electrical Mast with Up to Date Grounding, NEW Under House PVC Drain Piping replacing old Cast Iron Under House Drain Piping, NEW 3 Ton Trane Run Tru Air Conditioner 2023, NEW Appliances 2023, NEW in 2023 Maytag Commercial Grade Washer and Dryer Set (a $2000. Value) , NEW Water Heater 2023. Accordion Miami Dade Approved Hurricane Shutters, Closed Cell Spray Foam Insulation Under Roof and on inside of Exterior Walls. Fully Tiled on the Diagonal. Small Shed. The Brookside Community has a small community park where it is possible to launch a Kayak or Paddle Board. No HOA-No HOA-No-HOA. No Rental Restrictions and No Pet Restrictions. Very Recent 4- Point Inspection, Wind Mitigation Reports (July 2024) and Property Survey ( August 2024) are Available for Prospective Buyers Review and Use. ***** Hurricane Milton Damage/ In the Process of Repair*****

Brookside Naples Homes: OVER-SIZED LOT ON CUL-DE-SAC!! Attention Contractors, Investors, and Handy Homeowners! Amazing opportunity to own property minutes from Downtown Naples, 5th Avenue, Tin City, Local Restaurants, and Beaches. The interior of the existing home had minor flooding in Milton and is being sold as-is. Pet-friendly area with county taxes and no HOA fees. Don't miss out on this investment opportunity to own/build an affordable home in one of Naples desirable areas. This property is on a sought-after dead-end street, neighboring million-dollar waterfront homes in Brookside Neighborhood!

Brookside Naples Homes: Attention Contractors, Investors, and Handy Homeowners! This is a fantastic 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. The home experienced minor flooding during Hurricane Milton and is being sold AS IS. The roof was replaced in 2023, giving you a head start on renovations. No HOA and no rental restrictions, the possibilities are endless for this property’s future. Don’t miss out on this opportunity!