Brookside Houses For SaleAirbnbNo HOA

Mid-Tier
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
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Market Action
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Shows who has more leverage in the market
0–30 favors buyers
30–100 favors sellers
Selling Speed
19.5
Steady
Shows how quickly homes are being absorbed by buyers
20%+ Fast
8–19.9% Steady
Below 8% Slow
Inventory Supply
5.13
Balanced
Shows how many months it would take to sell current inventory
0–3 Low
3–6 Balanced
6+ High
Sales Activity
Updating
Awaiting sufficient data
Shows how often homes are selling in this community
2+/mo Active
0.75–1.99/mo Steady
Below 0.75/mo Quiet
Rating
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Community rating based on resident and buyer reviews
4.5+ Excellent
4.0–4.49 Good
3.0–3.99 Average
Below 3.0 Below Average
Results 9 of 9
Brookside, 1223 Embassy Ln, Naples, Florida 34104, image 1
Brookside, 1223 Embassy Ln, Naples, Florida 34104, image 2
Brookside, 1223 Embassy Ln, Naples, Florida 34104, image 3
$335,000
  • 3 Beds
  • 2 Baths
  • 1,151 SqFt
  • $291/SqFt
Mid-Tier
House for sale in Brookside
1223 Embassy Ln, Naples, FL 34104
Needs tlc. House was cleaned out. Property is being sold as-is. Age of all big ticket items unknown. Buyer to confirm condition of property and information about property via walkthrough and due diligence. Buyer to confirm all information regarding tax/hoa/restrictions/etc.
Brookside, 2240 Estey Ave, Naples, Florida 34104, image 1
Brookside, 2240 Estey Ave, Naples, Florida 34104, image 2
Brookside, 2240 Estey Ave, Naples, Florida 34104, image 3
$479,000
  • 4 Beds
  • 3 Baths
  • 1,540 SqFt
  • $311/SqFt
Mid-Tier
House for sale in Brookside
2240 Estey Ave, Naples, FL 34104
Welcome to this super cute and newly remodeled 3 bedroom, 2 bath home with an attached efficiency with its own private entrance. This property features an open floor plan with lots of beautiful sunlight. Don't miss out! This home is ready to be enjoyed by a new family or could be a wonderful investment, or income producing property. Don't even get me started on the location, just minutes away from the stunning naples' beaches, 5th ave, tin city, celebration park & the naples botanical garden!
Brookside, 2300 Estey Ave, Naples, Florida 34104, image 1
Brookside, 2300 Estey Ave, Naples, Florida 34104, image 2
$439,000 $10K
  • 2 Beds
  • 11/2 Baths
  • 950 SqFt
  • $462/SqFt
Mid-Tier
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.
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Brookside, 2295 Harbor Rd, Naples, Florida 34104, image 1
Brookside, 2295 Harbor Rd, Naples, Florida 34104, image 2
Brookside, 2295 Harbor Rd, Naples, Florida 34104, image 3
$1,325,000
  • 3 Beds
  • 2 Baths
  • 2,250 SqFt
  • $589/SqFt
Mid-Tier
House for sale in Brookside
2295 Harbor Rd, Naples, FL 34104
Build the waterfront home you've always imagined on one of brookside's most exceptional homesites. Spanning approximately .33 acres with 100 feet of waterfront, 2295 harbor road is one of the largest and most desirable lots in the neighborhood, offering peaceful views across the water to protected mangroves that create a beautiful natural backdrop and exceptional privacy. Located in one of naples' most sought-after boating communities, this gulf-access property offers access to naples bay, the gordon river, and the gulf of mexico. Whether your passion is boating, fishing, kayaking, paddleboarding, or waterfront dining, your next adventure begins just steps from your future back door. Existing improvements add immediate value, including a dock built in 2015, a boathouse, and a basin that was professionally dredged in 2019, making it easy to begin enjoying the waterfront while planning your custom residence. Imagine designing a home that captures the tranquil water views, spectacular sunsets, and gentle coastal breezes from expansive outdoor living spaces. Picture mornings spent with coffee overlooking the mangroves, afternoons on the boat exploring naples bay, and evenings entertaining family and friends beside your dream pool. All of this is just 1.5 miles from the white-sand gulf beaches and the world-class dining, shopping, and entertainment of fifth avenue south. Opportunities to build on a gulf-access homesite of this size, with this setting and location, are becoming increasingly rare. Bring your architect, your builder, and your vision—2295 harbor road is ready to become the waterfront home you've been dreaming about.
Brookside, 2180 Harbor Ln, Naples, Florida 34104, image 1
Brookside, 2180 Harbor Ln, Naples, Florida 34104, image 2
$1,485,000
  • 3 Beds
  • 3 Baths
  • 1,696 SqFt
  • $876/SqFt
Mid-Tier
House for sale in Brookside
2180 Harbor Ln, Naples, FL 34104
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, 1796 Holiday Ln, Naples, Florida 34104, image 1
Brookside, 1796 Holiday Ln, Naples, Florida 34104, image 2
$1,075,000 $75K
  • 3 Beds
  • 2 Baths
  • 1,215 SqFt
  • $885/SqFt
Mid-Tier
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
Brookside, 1063 Shadowlawn Dr, Naples, Florida 34104, image 2
$3,695,000
  • 6 Beds
  • 62/2 Baths
  • 3,980 SqFt
  • $928/SqFt
Mid-Tier
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.
Brookside, 2140 Harbor Ln, Naples, Florida 34104, image 1
Brookside, 2140 Harbor Ln, Naples, Florida 34104, image 2
Brookside, 2140 Harbor Ln, Naples, Florida 34104, image 3
$1,325,000
  • 3 Beds
  • 2 Baths
  • 1,350 SqFt
  • $981/SqFt
Mid-Tier
House for sale in Brookside
2140 Harbor Ln, Naples, FL 34104
Discover the ultimate blend of waterfront serenity and downtown convenience in this inviting naples retreat, perfectly positioned along a gulf-access canal. Tucked away in the desirable brookside neighborhood, this charming residence offers an exceptional opportunity to embrace the southwest florida lifestyle. Wake up to peaceful water views, enjoy a morning coffee and watch passing boats that create the perfect backdrop for every day. Whether you're an avid boater or simply appreciate life on the water. This property delivers an unforgettable setting. Just moments from the vibrant energy of fifth avenue south and third street south, you'll have effortless access to award-winning restaurants, boutique shopping, galleries, and year-round entertainment. Spend afternoons exploring bayfront, experience the creative spirit of the bayshore arts district, or enjoy nearby parks with scenic walking and biking trails. Historic tin city is only minutes away, offering a unique collection of waterfront dining, local shops, and old florida charm. And when it's time to unwind, the sparkling gulf waters and world-renowned white sand beaches of naples are just a short drive away. Offering an unbeatable combination of waterfront living, prime location, and relaxed coastal elegance, this exceptional property is more than a place to live—it's your gateway to the naples lifestyle you've been dreaming of.
Brookside, 1794 Holiday Ln, Naples, Florida 34104, image 1
Brookside, 1794 Holiday Ln, Naples, Florida 34104, image 2
Brookside, 1794 Holiday Ln, Naples, Florida 34104, image 3
$2,549,000
  • 3 Beds
  • 3 Baths
  • 2,010 SqFt
  • $1,268/SqFt
Mid-Tier
House for sale in Brookside
1794 Holiday Ln, Naples, FL 34104
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.

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Subdivision Amenities

Internet Access
Marina
Sidewalk
Storage
Streetlight
Internet Access
None
Park
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Nearby Subdivisions

Mid-Tier
0.19 miles
For Sale (2)
$1.3M - $1.9M
Entry-Level
0.28 miles
Mid-Tier
0.31 miles
Mid-Tier
0.31 miles
For Sale (4)
$1.6M - $3.6M
For Rent (1)
$8K - $8K
Premium
0.34 miles

Schools

Scores

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
Traffic Score
Congested area. Frequent traffic delays
30

100
Local Score
Limited local amenities nearby
2

100

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