Brookside Houses For SaleAirbnbNo HOA

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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
$439,000 $10K
  • 2 Beds
  • 11/2 Baths
  • 950 SqFt
  • $462/SqFt
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House for sale in Brookside
2300 Estey Ave, Naples, FL 34104
Best price in brookside! 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, 1159 E Holiday Ln, Naples, Florida 34104, image 1
$1,149,000 $80K
  • 3 Beds
  • 2 Baths
  • 1,568 SqFt
  • $733/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.
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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
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.

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Walk Score®
Car-Dependent. Most errands require a car
47

100
Bike Score®
Bikeable. Some bike infrastructure
66

100
Sound Score®
Bearable noise
76

100
Airport Score
Close to airports. Noticeable airport activity
2

100
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Congested area. Frequent traffic delays
30

100
Local Score
Limited local amenities nearby
2

100

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