Naples Homes with Intersecting Canal Waterfront

Naples Homes with Intersecting Canal Waterfront

Welcome to Naples, Florida – a stunning coastal paradise nestled in the heart of Collier County. Known for its pristine beaches, vibrant arts scene, and upscale shopping, Naples offers a unique blend of luxury and laid-back charm that attracts residents and visitors alike. With its warm, sunny climate and breathtaking sunsets, it’s no wonder that Naples is often referred to as the crown jewel of Southwest Florida.

One of the most enchanting features of Naples real estate is the abundance of homes with intersecting canal waterfront. Imagine waking up each morning to the gentle lapping of water and the soothing sounds of nature right outside your door. These properties not only provide stunning views but also offer direct access to the beautiful waterways that weave through the city, perfect for boating enthusiasts and nature lovers alike.

Living in a waterfront home in Naples means you can indulge in a lifestyle filled with outdoor adventures. Spend your days exploring the canals, fishing, or simply enjoying the serene beauty of the landscape. With many homes featuring private docks, you can easily set sail for a day of fun on the Gulf of Mexico or enjoy a leisurely cruise at sunset.

Naples is also home to some of the finest dining, shopping, and entertainment options in Florida. From the upscale boutiques of Fifth Avenue South to the lush green fairways of world-class golf courses, there’s always something to experience. Whether you’re seeking a permanent residence or a seasonal retreat, Naples offers an idyllic waterfront lifestyle that is truly unmatched. Come discover your dream home in this coastal haven!

Newest Naples Homes with Intersecting Canal Waterfront

$2,399,000
3 Beds ⋅ 3 Baths ⋅ 226028329 MLS
This Gulf-access gem is nestled at the end of a private cul-de-sac, offering sweeping intersecting canal views and an extraordinary 100 feet of waterfront, substantially wider than the typical homesite. The three bedroom, two bath coastal residence features a two-car garage, a spacious pool, and an outstanding 586 square foot dock equipped with a 10,000 lb. lift and an expansive lounge area ideal for unwinding as the sun sets over the wide water. Embrace the timeless charm of the 1,600 square foot home as it stands or capitalize on this premier site to create a bespoke luxury residence tailored to your vision. This coveted beach-and-boating enclave places you moments from Vanderbilt Beach, world-class waterfront dining, and the finest destinations including Mercato, Waterside Shops, and iconic 5th Avenue South. The ultimate Florida lifestyle awaits.

385 Willet Avenue, Naples
$2,549,000
3 Beds ⋅ 3 Baths ⋅ 226025159 MLS
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.

1794 Holiday Lane, Naples
$4,500,000
4 Beds ⋅ 2 Baths ⋅ 226023119 MLS
Nestled in the coveted Connors/Vanderbilt Beach neighborhood, this beautifully renovated four-bedroom waterfront retreat offers the rare combination of beachside serenity and boating freedom all on one level. The southern exposure fills the property with natural light and inside you’ll find light coastal finishes, an open-concept great room, custom cabinetry, and tasteful turnkey furnishings creating a space that is polished and move-in ready. The home is situated just steps away from a dedicated Vanderbilt Beach access walkway and for boaters there is direct Gulf access. The outdoor living experience continues, with a screened outdoor patio with room to add a pool. Built with concrete block construction, a standing seam metal roof, and impact glass throughout, the home is situated high and dry giving buyers peace of mind that is hard to find in coastal Naples. This fully renovated home represents an exceptional opportunity to own one of Vanderbilt Beach's finest addresses without the wait, the risk, or the complexity of a build.

240 Channel Drive, Naples
$999,900
3 Beds ⋅ 3 Baths ⋅ 2026026564 MLS
Exquisitely renovated second-floor residence in Les Châteaux with Panoramic Water views looking down the length of 2 lakes! Pelican Marsh Naples' most coveted gated communities - World-class beaches, dining, Mercato, Waterside Shops, 5th Avenue all within 5 miles! Offering 3 bedrooms, 2.5 bathrooms, and a rare oversized two-car garage with epoxy flooring and storage racks, this light-filled home delivers the privacy and spaciousness of a single-family residence with the ease and elegance of lock-and-leave condominium living. Sweeping long-lake vistas, windows on three sides, extra-high ceilings, and a bright open-concept floor plan create an effortless setting for everyday living and refined entertaining. The oversized screened lanai with motorized hurricane shutters frames Naples' legendary sunsets perfectly — and provides practical seasonal protection and privacy between visits. Completely move-in ready with fresh paint, custom closet systems throughout, custom window treatments, new lighting, and a fully remodeled interior. The primary suite features a spa-inspired bath and a custom walk-in closet system. Additional bedrooms are well-appointed and versatile. Offered with professionally curated all-new designer furniture and décor negotiable. Les Châteaux residents enjoy a private pool, spa, and serene fishing ponds steps from the front door, plus Xfinity TV and high-speed fiber internet included in the HOA. Pelican Marsh delivers eight lighted Har-Tru tennis courts, six lighted pickleball courts, three bocce courts, a state-of-the-art fitness center with personal trainers, spa services, Courtside Restaurant with al fresco dining and live music, a library, banquet facilities, and a vibrant year-round social calendar — all HOA included. Optional private golf membership at the Audubon Certified 18-hole championship course designed by Robert von Hagge. Les Châteaux is an intimate enclave of just 76 residences — quiet, private, and perfectly positioned within a world-class community. Winding pathways and scenic trails connect Pelican Marsh's 26 distinct neighborhoods, making it easy to walk, jog, or bike through paradise every day. Renovated condos with two-car garages, designer furnishings [negotiable], and long lake views here rarely come available. Unbeatable North Naples location — Mercato under 2 miles, Vanderbilt Beach 3 miles, Waterside Shops 7 minutes, 5th Avenue South 15 minutes, Naples Municipal Airport 9 miles. Ritz-Carlton, Artis-Naples, The Turtle Club, and Baleen all within easy reach. World-class beaches, dining, and shopping all within 5 miles. Whether your ideal day begins with a sunrise lakeside, a morning tennis match, lunch at Courtside, an afternoon on Vanderbilt Beach, and dinner at Mercato — or simply relaxing on your lanai as the sun sets over the lake. Enjoy 1,100+ lush acres with 133 acres of protected nature preserves teeming with eagles, and native wildlife.

1855 Les Chateaux Boulevard Unit 5-201, Naples
$3,695,000
5 Beds ⋅ 6 Baths ⋅ 226023145 MLS
Beautifully reimagined in 2022, this coastal-inspired Royal Harbor residence combines timeless architecture, coveted southern exposure, and quick deep-water Gulf access. Designed to maximize natural light and year-round sunshine, the home offers a bright, open floor plan with 5 bedrooms, 5 full and 1 half baths, along with an abundance of flexible living and entertaining spaces. Extensive renovations include a new chef’s kitchen, designer baths, flooring, appliances, seawall, dock, and more. The heated pool and expansive outdoor living areas create a true waterfront retreat, while balconies throughout the home provide additional spaces to relax and enjoy the coastal setting. Ideally located just minutes from Old Naples, Tin City, Third Street South, and Naples’ world-renowned white-sand beaches, this exceptional property offers the perfect blend of luxury, comfort, and boating lifestyle.

1500 Pelican Avenue, Naples
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 226020718 MLS
A rare opportunity to own one of Royal Harbor's most desirable waterfront properties sits on an Oversized .37-Acre Tip Lot (16,155± sq. ft.) with 3 DOCKS on 200 feet of seawall. Designed for the enthusiastic boater, the property features space for a 60-foot YACHT, a 20,000-pound Boat Lift, an additional lift for multiple JET SKIS, 50-amp shore power and quick access to Naples Bay. Views are of wide intersecting canals, just seven homes from open water with no bridges. Included in the sale are $100,000 in Falcon Architectural engineered plans for a spectacular new waterfront residence. The expansive lot easily accommodates a sprawling One-Level Estate with a 50+ foot lap pool, spa, outdoor entertaining areas, and fire pit overlooking the water, with an Optional Second Level exceeding 5,000 square feet. For those wishing to enjoy the property immediately, the beautifully remodeled and furnished COTTAGE offers four bedrooms, 3½ baths, an open floor plan with wood flooring, a white gourmet kitchen overlooking the pool, separate family room, and proven rental potential. Recent improvements include a new roof, new pool heater, newer HVAC system, exterior paint, and renovated docks and lifts. The oversized backyard provides exceptional outdoor living space for entertaining, relaxing by the pool, or preparing for a day on the water. Whether you envision building a world-class waterfront estate or enjoying the existing residence while planning your dream home, this is a truly rare opportunity in one of Naples' most sought-after boating communities. This exceptional property is only minutes from Naples Bay Club to join for tennis, resort pool and club amenities, Fifth Avenue, Third Street, and the white sand Beaches of Naples.

2140 Shad Court, Naples
$675,000
2 Beds ⋅ 2 Baths ⋅ 226020632 MLS
"THE SALT-LIFE" PORT-OF-THE ISLANDS! SUNSHINE-FISHING-BOATING-BEACHES, FLORIDA KEYS LIFESTYLE CLOSE BY! STUNNING VIEWS with this REMODELED ($75,000+/-) TURNKEY DESIGNER FURNISHED (negotiable) 2 BEDROOM, DEN, 2 BATH, 2 CAR GARAGE, Waterfront villa, meticulously maintained. FORMER BUILDERS MODEL HOME. Watch the DOLPHINS & MANATEES PLAY AT YOUR DOCK. Open floor plan, vaulted ceilings, SOUTHERN EXPOSURE and with lots of glass windows and sliders, HOME IS LIGHT-BRIGHT-SUNNY all year round. ALL TILE FLOORS IN ENTRY, HALLS, KITCHEN & BATHROOMS. "CHEFS" Kitchen with WOOD CABINETS, LEVEL 5 GRANITE TOPS & White APPLIANCES; all the right ingredients for COOKING UP THE DAYS CATCH ON THE WATER! MASTER BEDROOM has HIS & HERS WALK-IN CLOSETS, DUAL SINKS, ROMAN TUB AND WALK-IN GLASS-TILE SHOWER. All windows and sliders have custom "BAHAMA WOOD" SHUTTERS window treatments. Large NEW heated SELF-CLEANING POOL, boat dock with fish light and cleaning station and DOCK HAS 6000LB BOAT LIFT. Home upgrades include super gutters for heavy rainfall, workbench in garage, granite countertops in kitchen, new roof in 2017, new lanai cage 2018, new A/C 2026, ALL STEEL ACCORDION "EASY CLOSE" HURRICANE SHUTTERS, One of the larger single story floor plans on this street. Located at PORT OF THE ISLANDS, a fishing and boating community, CLOSE TO NAPLES, MARCO AND MIAMI. Great SUNSETS, views of the FAKA UNION CHANNEL, an unobstructed waterway to Florida Bay and the Gulf of Mexico. P.O.I. has it's own water plant, fire substation with 24/7 EMT's, THE EVERGLADE ADVENTURE RESORT RESTAURANT and bar just like "Cheers" where YOUR BARTENDER knows everyone's names and what they like to drink! Marina, gas, marina store, etc. Wildlife abounds here, deer, wild turkey, dolphins, manatees, roseate spoonbills, wood storks. This is OLD FLORIDA KEYS STYLE LIVING at it's best. Easy access to the FAMOUS 10,000 ISLANDS AND ALL THE INCREDIBLE CRYSTAL CLEAR WATERS AND ISLAND BEACHES. Best of all, only15 minutes from the closest Publix food market, 20 minutes to Wal-mart and 30 minutes to downtown Naples and Marco Islands. You'll have the best of both worlds here at P.O.I. HOME COMES WITH ONE YEAR "HOME WARRANTY" FOR TOTAL BUYER COMFORT!

314 Stella Maris Drive S, Naples
$849,000
2 Beds ⋅ 2 Baths ⋅ 226020103 MLS
A rare opportunity to experience waterfront Naples living through a lens of privacy, flexibility, and understated elegance. Perched as a top-floor corner residence within the highly sought-after Mariner’s Cove community, this light-filled retreat captures sweeping water views, peaceful morning sunrises, and the quiet rhythm of life along the Gordon River. From the moment you enter, the residence feels calm, open, and full of possibility. The interiors present a clean, timeless aesthetic ready for a new owner to personalize and design into their own Naples sanctuary ... a sophisticated seasonal escape, a full-time residence, or an income-producing waterfront investment. The private lanai becomes an extension of the living experience, offering a serene setting to enjoy coffee at sunrise, evening breezes off the water, and the passing backdrop of dolphins, manatees, and boats making their way toward Naples Bay and the Gulf. As a coveted corner unit, natural light pours throughout the home while maintaining a sense of privacy rarely found in condo living. Included with the residence is a floating dock, ideal for boating enthusiasts seeking effortless Gulf access, along with a dedicated storage unit for added convenience. Mariner’s Cove is known for its unique blend of waterfront charm and downtown accessibility, offering amenities including a community pool, BBQ and waterfront gathering areas, fishing pier, covered parking, guest parking, and a flexible rental policy attractive to both seasonal owners and investors alike. Located just moments from Bayfront, Tin City, Baker Park, Fifth Avenue South, Third Street South, Gulfshore Playhouse, Naples’ renowned beaches, and the city’s growing arts and dining scene, this is a rare opportunity to own a waterfront residence that lives as beautifully as it invests.

307 Goodlette-Frank Road S Unit B507, Naples
$449,000
2 Beds ⋅ 2 Baths ⋅ 226020028 MLS
Waterfront living with southern water views and direct Gulf access. This beautifully remodeled, furnished first-floor condominium includes an assigned dock and a 10,000-pound lift accommodating up to a 28-foot boat, offering an exceptional opportunity for boating and water enthusiasts alike. In the Villages of Stella Maris at the Port of the Islands, residents enjoy a relaxed waterfront lifestyle with access to a community pool, marina, pickleball courts, fitness center, restaurant and scenic walking areas surrounded by natural beauty and wildlife. The residence features quartz countertops, tile flooring, a new refrigerator, a water heater, a washer and a dryer. Impact-resistant windows and sliding glass doors are complemented by remote-controlled electric shutters for added convenience and peace of mind. The community seawall and docks were replaced in 2021, further enhancing the property’s waterfront appeal. Ideally located just minutes from Marco Island and Naples beaches, shopping and dining, this property presents an outstanding opportunity to enjoy the Naples waterfront lifestyle, with boating, fishing and Gulf access right from your backyard.

370 Stella Maris Drive N Unit 2502, Naples
$4,175,000
4 Beds ⋅ 6 Baths ⋅ 226019283 MLS
Welcome to a newly constructed 2023 Gulf-access waterfront custom residence in The Conners at Vanderbilt Beach, one of Naples’ most sought-after boating communities. Perfectly positioned on a quiet south-facing cul-de-sac lot with sweeping canal and bay views, this exceptional home offers effortless luxury boating and beach living just moments from Vanderbilt Beach. Built for both sophistication and peace of mind, this elevated all-block construction home sits 11ft+ elevation (as per elevation certificate) and features all impact-rated windows and doors, a new 99-foot seawall, new dock with jet ski lifts, whole-home Generac generator, home automation, Kinetico whole home water filtration system, sunset lanai, outdoor shower and a resort-style saltwater pool and spa. Designed to maximize waterfront living, walls of floor-to-ceiling corner-pocket sliders create a seamless indoor-outdoor lifestyle filled with natural light and stunning water views. The expansive grand room features a striking fireplace and elegant gathering spaces, while the chef’s kitchen showcases custom cabinetry, quartz countertops, gas cooktop, and an oversized island ideal for entertaining. The thoughtfully designed floor plan includes 4 spacious bedrooms, 5.5 baths. including a pool bath, a private office or flex room on the first floor with adjacent full bath, and an additional second floor family room. Every space is finished with refined coastal elegance and designed for comfortable luxury living. Outdoor living is equally impressive with expansive waterfront terraces, an outdoor kitchen and dining area, multiple lounge spaces, fully fenced yard, and a sunset deck capturing forever bay views. Enjoy direct boating access through Vanderbilt Bay and Wiggins Pass to the Gulf, watch dolphins swim by, fish from your dock, or head out for waterfront dining, a sunset cruise or a day on the boat or jet skis. Whether hosting guests or enjoying peaceful mornings by the water, this home delivers the quintessential Naples waterfront lifestyle. Located just minutes from Mercato, Pelican Bay Community Park with new pickleball courts, The Ritz-Carlton Beach Resort, La Playa Beach Resort, Waterside shops, Mercato and nearby private beach clubs that you can join including the newly approved Paraiso Beach Club, this extraordinary residence blends luxury, convenience, and the very best of coastal living.

388 Pine Avenue, Naples
$309,000
2 Beds ⋅ 2 Baths ⋅ 2026021487 MLS
BEAUTIFULLY RENOVATED 2/2 CONDO WALKING DISTANCE TO OLDE NAPLES WITH PROVEN RENTAL INCOME! GULF ACCESS WITH DOCKS AVAILABLE FOR LEASE/PURCHASE! Experience the best of Naples living in this fully upgraded, designer decorated, first floor 2-bedroom/2-bathroom condo, perfectly situated in Naples Sandpiper Bay Club. Relax in comfort and style while being within walking distance to Olde Naples, Blackbird Restaurant, Naples Bay Club, Celebration Park, Naples Pier, and the sugar sand beaches of SWFL. This renovated condo is brand new from top to bottom- from the moment you walk in you are greeted with costal designer interior decor, fully upgraded kitchen and bathrooms and an enclosed lanai that allows natural light to pour through the open concept layout. Easy breezy living with comforts like electric window treatments, plantation shutters, pre mounted televisions, and a spacious laundry room for plenty of storage. Within Sandpiper Bay Club, you will find 2 sparkling pools and Gulf access allowing you to fish, lease a boat slip, and launch kayaks or paddle boards right from the community dock. Whether you're seeking adventure or relaxation, this home offers the perfect blend of location, luxury, and lifestyle. Don't wait! Schedule your private showing today!

3021 Sandpiper Bay Circle Unit E106, Naples
$382,000
2 Beds ⋅ 2 Baths ⋅ 226016052 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Discover a hidden gem in the heart of Naples! Welcome to The Waterfront, an enchanting community tucked along the serene banks of Rock Creek on the north side of Naples Bay. These charming waterfront residences are surrounded by lush botanical gardens, winding wooden pathways and a tranquil, tropical setting that feels worlds away from the everyday hustle. This beautifully renovated first-floor end unit (2024) offers effortless living with 2024 appliances and an interior designed for comfort and style. New $10k AC unit (Feb.2026). Offered with negotiable furnishings, this 2 bedroom/2 bathroom + flex space home is move-in ready. The Saltillo tile is an authentic, durable and cool underfoot Mexican tile, perfect for a modern organic coastal lifestyle. Boating enthusiasts will appreciate the community’s 13 private docks accommodating vessels up to 24 feet, making it easy to step out your back door and cruise into the Gulf for a sunset adventure. Just beyond this peaceful retreat lies unmatched connectivity to Naples’ vibrant lifestyle. A nearby pedestrian bridge leads directly to Baker Park and the Gordon River Greenway, scenic trails, recreation and natural beauty to your backyard. A short bike ride or leisurely stroll brings you to Old Naples, where world-class beaches, Cambier Park, 5th Avenue’s renowned shopping and dining and the charm of Tin City await. Quiet, picturesque and perfectly located - this is Naples living at its finest. Whether you’re seeking a seasonal escape or a full-time residence, this exceptional property offers the ideal blend of relaxation, nature and coastal convenience. The sunroom, living room, and primary bedroom photos have been virtually staged using AI-generated furnishings and décor for illustrative purposes only.

2294 Anchorage Lane Unit B, Naples
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