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Brookside, 2424 Harbor Rd, Naples, Florida 34104, image 1
$599,995
  • 3 Beds
  • 2 Baths
  • 1,550 SqFt
  • $387/SqFt
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House for sale in Brookside
2424 Harbor Rd, Naples, FL 34104
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, 2300 Estey Ave, Naples, Florida 34104, image 1
$449,000 $10K
  • 2 Beds
  • 11/2 Baths
  • 950 SqFt
  • $473/SqFt
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House for sale in Brookside
2300 Estey Ave, Naples, FL 34104
Welcome to 2300 estey ave in naples—a beautifully updated home that blends modern finishes with relaxed florida living. From the moment you arrive, you’ll appreciate the clean curb appeal, oversized paver driveway, and fully fenced yard offering both privacy and plenty of space. Step inside to discover a bright, open-concept layout featuring rich wood-look flooring, recessed lighting, and a fresh, contemporary design throughout. The heart of the home is the stunning kitchen, complete with crisp white shaker cabinetry, stainless steel appliances, butcher block countertops, and a large center island with cooktop—perfect for entertaining or casual everyday living. The open living and dining areas flow seamlessly, creating an inviting space filled with natural light. Bedrooms are comfortably sized, offering flexibility for family, guests, or a home office. Outside, the spacious yard provides endless potential—room for a pool, outdoor kitchen, or simply enjoying the florida sunshine. The extended paver driveway offers ample parking for multiple vehicles! Conveniently located just minutes from naples’ world-renowned beaches, shopping, dining, and downtown attractions, this move-in ready home is perfect as a full-time residence, seasonal getaway, or investment opportunity.
Brookside, 1303 Delmar Ln, Naples, Florida 34104, image 1
$624,000
  • 4 Beds
  • 2 Baths
  • 1,210 SqFt
  • $516/SqFt
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House for sale in Brookside
1303 Delmar Ln, Naples, FL 34104
Beautifully updated 4-bedroom, 2-bath home in the heart of naples, offering a spacious layout and a resort-style outdoor living experience. The property features a heated pool and multiple lounging areas ideal for year-round enjoyment. Inside, the home provides a bright, open living space with modern finishes, a well-appointed kitchen, and comfortable bedroom suites designed for privacy and flexibility. Positioned just minutes from olde naples’ pristine beaches, 5th avenue south, and an impressive selection of shopping and dining, this home delivers exceptional convenience for both full-time and 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 turn-key ready, this home presents a rare opportunity for buyers seeking a move-in-ready residence with strong appeal for homeowners and investors alike.

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Brookside, 1159 E Holiday Ln, Naples, Florida 34104, image 1
$1,195,000 $80K
  • 3 Beds
  • 2 Baths
  • 1,568 SqFt
  • $762/SqFt
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House for sale in Brookside
1159 E Holiday Ln, Naples, FL 34104
Seize a truly rare opportunity to own one of the largest parcels in all of brookside. Tucked away at the end of a quiet, secluded cul-de-sac, this oversized waterfront lot offers exceptional privacy and flexibility — whether you envision designing and building a custom canal-front estate or prefer enjoying the existing pool home as your personal retreat. With its generous dimensions and prime positioning, this property stands out as one of the most desirable offerings in the neighborhood. The current residence is being offered turnkey, presenting immediate income potential as a short-term rental or an effortless seasonal escape. The home’s layout is both comfortable and functional, thoughtfully centered around outdoor living and entertaining. Featuring impact glass windows for added storm protection, energy efficiency, and peace of mind, the property is well-suited for both full-time and seasonal living. The private pool area embraces the relaxed naples lifestyle, creating an inviting setting for gathering with family and friends or simply unwinding in the sunshine. For boating enthusiasts, this property truly shines. A cut-in double boat slip and covered boat house provide added convenience and protection, while the tranquil canal setting allows for quick, direct access to naples bay in approximately 10 minutes. From there, you’re just moments from the gulf of mexico, waterfront dining, and endless days exploring the water. Ideally located just 2 miles from the world-class dining and shopping of 5th avenue south and only 3 miles to naples’ beautiful white-sand beaches, this property offers the perfect blend of privacy and accessibility. In addition, brookside and the surrounding east naples area continue to see exciting growth and investment, including the ongoing transformation of metropolitan naples, the planned oakes development, naples marina projects, the jw marriott expansion, and the highly anticipated pavarotti opera center — further enhancing long-term value and lifestyle appeal. Oversized waterfront lots with direct boating access this close to downtown are becoming increasingly rare. Don’t miss your opportunity to secure one of brookside’s premier canal-front properties.
Brookside, 1796 Holiday Ln, Naples, Florida 34104, image 1
$1,075,000 $75K
  • 3 Beds
  • 2 Baths
  • 1,215 SqFt
  • $885/SqFt
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House for sale in Brookside
1796 Holiday Ln, Naples, FL 34104
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, 1063 Shadowlawn Dr, Naples, Florida 34104, image 1
$3,695,000
  • 6 Beds
  • 62/2 Baths
  • 3,980 SqFt
  • $928/SqFt
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House for sale in Brookside
1063 Shadowlawn Dr, Naples, FL 34104
Nearly 2 acres just minutes from downtown naples—an exceptional development opportunity zoned for up to 11 residences! Set in a rapidly evolving area, this expansive property offers a rare chance to create a private enclave of luxury homes or a boutique residential development in one of naples’ most desirable locations. With rmf-6 zoning allowing for up to 11 units or multiple single-family residences, the possibilities here are both flexible and compelling. The existing structures are being sold for land value and provide a clean slate for redevelopment, allowing a new owner to fully realize the potential of this unique offering. Tucked away on a quiet street with water access leading to naples bay, the setting delivers a rare combination of privacy, scale, and proximity—just moments from 5th avenue south, the beach, and naples’ premier dining and shopping. Large parcels this close to downtown are increasingly scarce, making this an outstanding opportunity for developers, investors, or those looking to build a signature residential compound in a high-growth area.
Brookside, 1798 Holiday Ln, Naples, Florida 34104, image 1
$3,625,000
  • 4 Beds
  • 4 Baths
  • 3,296 SqFt
  • $1,100/SqFt
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House for sale in Brookside
1798 Holiday Ln, Naples, FL 34104
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, 1820 Holiday Ln, Naples, Florida 34104, image 1
$1,995,000
  • 3 Beds
  • 21/2 Baths
  • 1,804 SqFt
  • $1,106/SqFt
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House for sale in Brookside
1820 Holiday Ln, Naples, FL 34104
This exquisitely renovated 3-bedroom, 3-bath canal-front residence showcases exceptional craftsmanship, thoughtful design, and effortless waterfront living—just minutes from the renowned dining, shopping, and cultural destinations of downtown naples. No expense was spared in the complete transformation of this home, where every detail has been carefully curated to deliver both sophistication and functionality. The chef’s kitchen features a premium appliance suite including a sub-zero refrigerator, wolf oven and speed oven, miele dishwasher, miele warming drawer, and a built-in miele coffee system. Custom cabinetry, designer finishes, and a seamless layout create an ideal space for both everyday living and elevated entertaining. Throughout the residence, elegant tile flooring, upgraded trim and doors, and custom millwork create a cohesive and refined aesthetic. The primary suite serves as a private retreat with a spa-inspired bath showcasing beautiful stonework and elegant detailing. Outdoor living is equally impressive, designed to feel like a private resort. The expansive outdoor kitchen features a fire magic echelon grill with integrated drawers and pullouts, and striking quartzite countertops—perfect for entertaining. The pool and spa are surrounded by elegant travertine decking, creating an inviting and luxurious setting for relaxation. Boating enthusiasts will appreciate the exceptional waterfront amenities, including a private dock, boat lift, and dedicated jet ski dock, all situated along a quiet canal with direct gulf access—allowing for effortless days on the water right from your backyard. Additional highlights include an air-conditioned two-car garage designed with both comfort and performance in mind, complete with a commercial-grade ice maker capable of holding up to 25 gallons of ice—ideal for fishing trips, boating days, and entertaining. Impact-resistant windows, ornamental aluminum detailing, multiple sliding glass doors, and extensive 4ft custom flood mitigation panels at every entry with 2 years of free installation from the manufacture, further enhance durability and peace of mind. With no hoa restrictions, the property also allows for short-term rentals, making it an excellent opportunity for use as a primary residence, seasonal retreat, or income-producing investment through platforms such as airbnb or vrbo. This move-in-ready waterfront residence presents a rare opportunity to own a meticulously designed home where luxury, boating lifestyle, and investment flexibility converge in one of naples’ most desirable locations.
Brookside, 1712 Harbor Ln, Naples, Florida 34104, image 1
$1,850,000 $100K
  • 3 Beds
  • 2 Baths
  • 1,522 SqFt
  • $1,216/SqFt
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House for sale in Brookside
1712 Harbor Ln, Naples, FL 34104
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, 1794 Holiday Ln, Naples, Florida 34104, image 1
$2,595,000 $51K
  • 3 Beds
  • 3 Baths
  • 2,010 SqFt
  • $1,291/SqFt
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House for sale in Brookside
1794 Holiday Ln, Naples, FL 34104
Welcome to 1794 holiday lane, a brand-new construction home in the rapidly evolving brookside neighborhood—a neighborhood transforming into one of the city's most dynamic pockets. Designed for water lovers, the property sits in a true boating community with easy access to the gulf, naples bay, and the gordon river—ideal for kayaking, paddle boarding, or exploring naples’ scenic waterways. A 10, 000 lb boat lift and floating dock make getting on the water effortless, while backwater and offshore fishing are right at your fingertips. Inside, enjoy an open, bright layout with real hardwood flooring throughout, total home automation, and thoughtful upgrades that enhance everyday comfort. The home is equipped with starlink high-speed internet, a whole-house generator, a 500-gallon propane tank, an on-demand tankless water heater, and an ev-ready garage with room for two car lifts—perfect for car enthusiasts or additional storage. This elevated residence offers peace of mind and secure living. Outdoors, the home shines with inviting spaces designed for both relaxation and entertaining. Enjoy evenings around the built-in firepit, craft meals in the wood-burning pizza oven, or unwind beneath the authentic chickee hut, complete with electric and nearby water access. The backyard provides the perfect vantage point for taking in radiant, glowing sunsets or spending peaceful days, curled up with a book, in the shade. Located in an area undergoing thoughtful redevelopment just minutes from downtown 5th avenue and naples’ renowned beaches, this home offers unmatched convenience to dining, shopping, and southwest florida’s most coveted coastal experiences. 1794 holiday lane is more than a home—it's a lifestyle. Experience modern living, waterfront freedom, and the best of naples in a community poised for continued growth and enjoyment.

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