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Vanderbilt Beach Waterfront Homes

Gulf-Front Estates • Conners Canal Homes • Wide-Water Views • Private Docks • Wiggins Pass • Beach & Boating

Vanderbilt Beach Waterfront Homes for Sale in Naples Florida

Vanderbilt Beach waterfront homes combine some of North Naples' rarest direct Gulf-front property with the private boating, protected canals and wide-water homes of Conners. Buyers can encounter Gulf-front estates, canal-front residences, bay and wide-water properties, luxury new construction, renovated coastal homes and redevelopment opportunities.

These categories are not interchangeable. The strongest analysis begins with the permanent relationship between the property and the water: Gulf frontage, bay or canal position, waterfront footage, view width, boating route, dockage, seawall, rear exposure and homesite.

Vanderbilt Beach valuation sequence:
direct Gulf-front, bay or canal → exact water position → waterfront footage → canal or Gulf-view width → rear exposure → boating route → dock and boat lift → seawall → lot dimensions → finished-floor elevation → construction generation → living area → pool and outdoor living → garage → roof and storm protection → closest same-water-type Vanderbilt Beach sales.
Direct Gulf-Front
Estates
Conners Canal
Homes
Bay & Wide-Water
Properties
Private Docks
& Boat Lifts
Wiggins Pass
Gulf Access
Luxury New
Construction
Waterfront
Redevelopment
Beach & Boating
Lifestyle

Vanderbilt Beach Waterfront Property Types

Direct Gulf-Front Estates

Rare beachfront homesites where actual Gulf frontage, shoreline relationship, western views, elevation, privacy and underlying land value lead the analysis.

Conners Canal Homes

Private-dock residences on protected waterways with boating routes toward Vanderbilt Bay, Wiggins Pass and the Gulf of Mexico.

Bay & Wide-Water Homes

Broader water positions, canal intersections and tip lots can provide longer views, additional privacy and greater vessel maneuvering room.

Waterfront Redevelopment

Older homes and homesites where water position, lot geometry, seawall, dockage and future building potential can outweigh existing improvements.

Direct Gulf-Front Vanderbilt Beach Estates

Direct Gulf frontage is one of the rarest single-family property categories in Vanderbilt Beach. These homes should be analyzed according to actual Gulf frontage, homesite width and depth, shoreline relationship, elevation, privacy, permanent western view and redevelopment potential.

A beachfront estate should not be valued primarily against a Conners canal home simply because both carry a Vanderbilt Beach address. The permanent land, water and beach characteristics are fundamentally different.

Gulf-front rule: establish the value of the beachfront homesite before assigning value to architecture, interior finishes or remaining economic life of the existing residence.

Conners at Vanderbilt Beach

Conners forms the core of Vanderbilt Beach's single-family boating market. Its canals and wider waterways allow many owners to combine backyard dockage with convenient proximity to Vanderbilt Beach.

Properties range from established coastal residences and redevelopment opportunities to newly completed luxury estates with elevated living levels, private elevators, large garages, pools and extensive outdoor entertaining areas.

The most important Conners comparison is usually the water first: canal width, frontage, long-water view, rear exposure, boating route, dock potential and seawall.

Canal Width, Intersections & Long-Water Views

The phrase canal-front does not describe the quality of a Vanderbilt Beach waterfront position.

A narrower interior canal, broad canal, canal intersection, corner property, tip lot and bay-oriented homesite can provide very different views, privacy and boating functionality.

Wider water can increase visual separation from neighboring residences and may provide greater turning room. Canal intersections and bends can also create longer sightlines and desirable sunset orientations.

Vanderbilt Beach Gulf-Access Boating

Many Conners properties provide boating access toward the Gulf through Vanderbilt-area waterways and Wiggins Pass.

Access quality remains property-specific. Distance, water depth, tides, canal width, turns, shoaling, bridge or overhead conditions and vessel dimensions should be considered together.

A home can legitimately be described as Gulf access and still be unsuitable for a particular yacht, center-console boat or sailboat.

Length & Beam

Compare vessel dimensions with dock length, lift configuration, pilings, neighboring docks and available turning room.

Draft

Verify water depth at the property and along the complete route under expected tidal conditions.

Air Draft

Confirm every fixed obstruction relevant to towers, radar arches, outriggers and other equipment.

Wiggins Pass Route

Practical travel time varies with exact property location, slow-speed areas, tides, current conditions and vessel speed.

Wiggins Pass

Wiggins Pass is an important natural inlet connecting North Naples waterways with the Gulf of Mexico.

Current navigation conditions can change. Buyers should verify channel depth, shoaling, markers, tidal considerations and any other navigation issues material to the intended vessel.

Private Docks & Boat Lifts

Marine improvements can contribute substantial value and utility to a Vanderbilt Beach waterfront home, but they should be inspected as carefully as the residence.

  • Dock dimensions
  • Pilings and structural condition
  • Decking
  • Electrical service
  • Freshwater
  • Finger piers
  • Permit history
  • Boat-lift capacity
  • Cradle or bunk configuration
  • Jet-ski lifts where present
  • Water depth
  • Practical vessel fit

An existing lift that works for the seller's boat may not accommodate the buyer's intended vessel.

Seawalls & Waterfront Infrastructure

The seawall can be one of the largest capital components of a Vanderbilt Beach waterfront property.

Review the wall, cap, joints, tiebacks, drainage, visible movement, soil loss, previous repairs and permit history independently from the residence.

Redevelopment buyers should evaluate the seawall and dock before finalizing the footprint or waterfront plan for a future custom home.

Waterfront Footage & Homesite Shape

Waterfront frontage should be verified from a current survey when it is a material part of the purchase decision.

A corner or tip lot with unusually broad water exposure can have a very different value from a standard interior canal homesite even when both residences are similar in age and size.

Rear Exposure, Pool Sun & Sunset Views

Rear exposure can materially influence pool use, natural light, afternoon heat and the visual experience of the waterfront.

Southern and southwestern orientations can provide substantial pool sunlight, western positions can emphasize evening sunsets, and eastern exposure can offer cooler late-afternoon outdoor areas.

Exposure should always be considered with water width, view corridor, covered-lanai depth and neighboring structures.

Vanderbilt Beach Luxury New Construction

Vanderbilt Beach has experienced extensive redevelopment as older coastal homes have been replaced with larger custom residences designed for current waterfront living.

New construction can include elevated living levels, impact glazing, private elevators, whole-house generators, substantial garages, resort-style pools, outdoor kitchens and sophisticated home automation.

The waterfront homesite should still be valued separately from the new improvements. A new residence on superior wide water belongs in a different competitive set from another new home on a narrower interior canal.

Architect, Builder & Construction Quality

At the upper end of Vanderbilt Beach, architect and builder quality can materially affect marketability and replacement value.

Review construction plans, structural systems, permit history, warranties, impact glazing, roof, waterproofing, generator equipment, HVAC and the finished-floor strategy rather than relying solely on design reputation.

Waterfront Lots & Redevelopment

Older Vanderbilt Beach homes are sometimes purchased primarily for the underlying waterfront homesite.

Lot dimensions, waterfront frontage, canal position, rear exposure, seawall condition, finished-floor requirements and the future buildable envelope can be more important than existing decorative finishes.

Redevelopment rule: a dated residence on an exceptional wide-water homesite may remain more valuable than a newer property on less desirable water.

Flood Elevation, Storm Protection & Insurance

Vanderbilt Beach contains multiple generations of coastal construction, making elevation a critical comparison point.

Review available elevation certificates, current flood information, finished-floor height, garage elevation, mechanical-equipment placement, construction year and permitted storm-related repairs.

Also verify roof age, impact-resistant windows and doors, garage protection, shutters or storm screens, generator equipment and prior claims.

Obtain property-specific homeowners, wind and flood quotations instead of estimating costs from a neighboring residence.

Pools, Lanais & Waterfront Outdoor Living

The strongest Vanderbilt Beach homes create a continuous relationship from interior living spaces to covered lanais, pools, waterfront decks and docks.

Compare pool and spa design, outdoor kitchen, storm or screen protection, deck condition, rear exposure, shade and the amount of permanent water view visible from the principal entertaining spaces.

Garages & Elevated Coastal Design

Newer elevated homes can provide extensive ground-level vehicle and storage capacity beneath the principal living areas.

Verify usable garage dimensions, door height, actual vehicle capacity, electric-vehicle charging, storage and whether any lower-level areas are legally permitted as conditioned living space.

Vanderbilt Beach & Delnor-Wiggins

The opportunity to combine Gulf beach access with private boating is one of the strongest characteristics of this North Naples market.

Vanderbilt Beach and Delnor-Wiggins Pass State Park provide major coastal destinations, while Mercato, Waterside Shops, The Ritz-Carlton Naples and other North Naples dining and shopping destinations are nearby.

Walking or biking convenience varies by street and should be evaluated from the individual property.

Rental & Investment Considerations

Vanderbilt Beach attracts seasonal and investment buyers, but rental rights should never be assumed from the neighborhood name alone.

Verify current Collier County requirements, licensing, minimum rental periods, permitted rental frequency and any property-specific restrictions.

Insurance, management expenses, furnishings, maintenance and realistic seasonal occupancy should also be included when evaluating investment potential.

How to Value a Vanderbilt Beach Waterfront Home

A broad neighborhood price-per-square-foot average is not sufficient for a market containing direct Gulf-front estates, wide-water bay homes, protected Conners canals, newly built estates and redevelopment properties.

Waterfront Type

Separate direct Gulf, bay or wide-water and canal properties before selecting comparable sales.

Water Position

Compare frontage, canal width, view corridor, intersection or tip-lot position and rear exposure.

Boating

Review Wiggins Pass route, water depth, dock, lift, seawall, turns and vessel compatibility.

Homesite

Lot dimensions, elevation, flood requirements and redevelopment potential can materially affect underlying value.

Residence

Compare architect, construction generation, living area, pool, garage, roof, impact protection, generator and renovation.

Closest Relevant Sales

Gulf-front estates should first be compared with Gulf-front properties; wide-water Conners homes should first be compared with similarly positioned boating properties.

Vanderbilt Beach Waterfront Condos Are a Separate Market

Vanderbilt Beach also contains an important luxury condominium market along Gulf Shore Drive, Vanderbilt Bay and Vanderbilt Lagoon.

Those residences should not be blended with single-family waterfront-home comparable sales.

Use the dedicated Vanderbilt Beach Waterfront Condos guide to compare building, floor plan, floor, stack, Gulf or bay view, terrace, parking, storage, boating rights and association condition.

Vanderbilt Beach Waterfront Buyer Due Diligence

  • Identify direct Gulf-front, bay, wide-water or canal property.
  • Review the current survey and lot dimensions.
  • Verify Gulf or waterfront frontage.
  • Evaluate canal or bay width and view corridor.
  • Confirm rear exposure.
  • Verify water depth at the dock.
  • Review depth along the intended boating route.
  • Verify the route toward Wiggins Pass.
  • Review bridge and overhead conditions.
  • Match vessel length, beam, draft and air draft to the property.
  • Inspect dock condition and permit history.
  • Verify boat-lift capacity and configuration.
  • Inspect seawall condition and previous work.
  • Confirm finished-floor elevation.
  • Review current flood information.
  • Verify roof age and permit history.
  • Review impact windows, doors and other storm protection.
  • Inspect generator and major mechanical systems.
  • Inspect pool, spa and outdoor-living equipment.
  • Review redevelopment feasibility where applicable.
  • Verify current rental regulations if investment use is planned.
  • Obtain property-specific insurance quotations.
  • Compare the strongest same-water-type Vanderbilt Beach sales.

Selling a Vanderbilt Beach Waterfront Home

Sellers should document the permanent waterfront asset before emphasizing interior luxury finishes.

Establish Gulf, bay or canal position, waterfront footage, water width, view direction, rear exposure, Wiggins Pass route, dock dimensions, lift capacity, seawall improvements and marine permits.

Then position the residence by architect, builder, construction generation, finished-floor elevation, living area, pool, outdoor living, garage, roof, impact protection, generator and meaningful renovation.

Vanderbilt Beach Market Activity

Active inventory can contain Gulf-front estates, luxury new construction, established Conners canal homes, wide-water properties and redevelopment opportunities at the same time.

Use the dedicated Vanderbilt Beach Waterfront Homes Market Report with the current Vanderbilt Beach Homes For Sale and Vanderbilt Beach Map Search .

For property-level valuation, narrow the results to the same waterfront category before relying on price per square foot or broader neighborhood averages.

Explore More Vanderbilt Beach Real Estate

Buyers interested in condominium ownership can explore Vanderbilt Beach Waterfront Condos .

Return to Naples Waterfront Homes to compare additional Gulf, bay and canal communities.

Buyers comparing major custom residences can also explore Naples Luxury Homes .

Vanderbilt Beach Listings & Private Tours

Schulz Realty can help buyers and sellers compare Vanderbilt Beach Gulf-front estates and Conners waterfront homes by water position, frontage, Wiggins Pass route, dockage, boat lifts, seawall, homesite, elevation, construction quality, redevelopment potential and the strongest relevant comparable sales.

Contact Schulz Realty for Listings & Private Tours.

Vanderbilt Beach waterfront classifications, Gulf frontage, water depth, tidal conditions, Wiggins Pass navigation, bridge or overhead conditions, boating routes, dock dimensions, boat-lift capacity, seawall condition, waterfront footage, vessel compatibility, flood information, finished-floor elevation, insurance availability, rental regulations, construction information, redevelopment potential, listing status and individual property features can vary or change. Buyers and sellers should verify material information through current surveys, title work, marine inspections, permits, flood and elevation documentation, insurance professionals, property inspections, public records and other appropriate qualified professionals.

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Vanderbilt Beach Waterfront Homes

223 Bayview AVE, Naples
$13,495,000
6 Beds ⋅ 7.5 Baths ⋅ 226035148 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
BRAND NEW waterfront estate built to the highest standards of coastal construction, FULLY FURNISHED, and ready for immediate entertainment. Just steps from your own secluded beach access, luxury beach clubs, and a short boat ride to the Gulf right from the backyard. The home offers water views from nearly every vantage point and lives large with almost 6,000 square feet of air-conditioned space and spans nearly 11,000 total square feet. In a league of its own with the primary suite, great room, main kitchen, chefs’ kitchen, outdoor kitchen, outdoor living area, and pool all on one level and elevated 19 feet above sea level. 223 Bayview is an architectural masterpiece with a practical layout, high end material selections, and exceptional detail throughout. Featuring 6 large bedroom suites and 8 elegant bathrooms, all providing a unique living space and meticulously crafted to the finest detail. The expansive three-story open-floor plan also includes a separate living area featuring a massive top-floor club room with a full-service bar surrounded by 5 additional king-bed guest suites. This is the only home available with a must-have second floor custom designed pool which is equipped with a large spa, water features, fire features, and an infinity edge. Adjacent to the elevated pool is the outdoor kitchen and sitting areas which provide an exceptional venue for hosting guests and is equipped with roll down screens and hurricane shutters. Culinary enthusiasts will fall in love with the main kitchen and hidden full-service chef’s kitchen, both equipped with Wolf & Subzero appliances. Car collectors will appreciate the almost 2,500 square feet 8+ car drive-thru garage with plenty of height to add lifts for the largest of collections. You won’t find another home available with a whole home generator fueled by continuous NATURAL GAS to ensure peace of mind through any storm. 223 Bayview Avenue transcends the definition of luxury waterfront living on Vanderbilt beach with its superior design, finishes, and unrivaled proximity to several beach clubs including the Ritz Carlton Beach Resort, La playa Golf & Beach Resort, and the highly anticipated members only Paraiso Beach Club that is currently being constructed at the end of the street! This home offers a rare opportunity in one of Naples’ most coveted coastal locations.

223 Bayview AVE, Naples

260 Channel DR, Naples
$11,995,000
5 Beds ⋅ 6.5 Baths ⋅ 225076105 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf access. Designed for those who appreciate exceptional craftsmanship and cutting-edge architecture, this residence blends glass, steel, and natural light into a breathtaking modern statement. Four levels of inspired design showcase panoramic bay views through walls of glass and expansive terraces that capture the essence of indoor-outdoor living. The exterior sets a bold tone with a granite paver driveway, a 3-car garage featuring frosted glass doors, stainless balcony railings, and a striking glass-and-steel staircase. Step inside through a 12-foot Tiffany-inspired stainless-steel entry door to discover a luminous interior wrapped in pure Thassos marble floors and anchored by a dramatic glass staircase framed in Macassar wood. The gourmet Allmilmo kitchen—crafted in Germany—is paired with Miele and Gaggenau appliances, dual dishwashers, dual laundry sets, and a temperature-controlled wine cooler, blending form and function seamlessly. Every detail reflects European precision and design, from the custom Bartels German interior doors to the Bisazza mosaic tile bathrooms in each ensuite. The primary suite elevates luxury with gold-leaf Bisazza tile and sweeping bay views. A state-of-the-art cinema room offers a 120” screen, 3D anamorphic projector, Bang & Olufsen sound, and Swarovski crystal lighting for an immersive experience. Additional features include an elevator with Swarovski accents, Crestron home automation, and a LightTouch lighting system throughout. The lower level provides a versatile living area with a steam room and direct access to the pool and dock—ideal for guests or a private wellness retreat. Perfectly positioned along the three finger streets in Connors off Gulf Shore Drive, this south-facing residence captures all-day sunlight and the rare combination of beachside convenience and boating luxury. Just steps to Vanderbilt Beach and LaPlaya Beach & Golf Club, and a short drive to The Ritz-Carlton, as well as the upscale shops and dining at Mercato and Waterside Shops, 260 Channel Drive delivers the ultimate Naples lifestyle—where modern design meets coastal serenity.

260 Channel DR, Naples

348 Seagull AVE, Naples
$11,975,000
4 Beds ⋅ 4.5 Baths ⋅ 226035865 MLS ⋅ ACTIVE Status ⋅ 16,988 Sqft. Lot ⋅ 0.39 Acres
From the moment you turn onto Seagull Ave, the promise of waterfront living comes into view-leading you to your own private fortress nestled at the end of the quiet, picturesque cul-de-sac! A remarkable combination of architectural presence & piece of mind, plus refined coastal luxury, this extraordinary residence offers an elevated living area situated an impressive 18.5 FEET above sea level, complimented by a Kohler whole-home generator! Built in 2025, this astonishing tri-level waterfront estate showcases cutting-edge architecture, remarkable craftmanship, and thoughtfully selected natural materials, all set on a distinctive pie-shaped homesite w/wide, exceptionally long unobstructive water views & coveted western exposure for Naples' legendary sizzling sunsets! Inside, dramatic floor to ceiling glass walls fill interiors with natural light while framing sweeping water vistas evolving beautifully throughout the day. Beyond its striking aesthetics and dynamic water views, this residence offers exceptional structural integrity, featuring solid precast concrete floor slabs reinforced with steel for added strength & stability! An exceptional blend of luxury, design and the ultimate SW Florida boating lifestyle! Featuring direct Gulf access & a covered boatslip accommodating a present 33 ft Boston Whaler Outrage plus a large deck which continues to 2 jet-ski slips, this home is designed for those who appreciate the freedom of life on the water! Inside, dual primary suites with balconies, breakfast bars, a private elevator, premium finishes, and a rare 5 car garage plus ample flex spaces provide an exceptional level of convenience & functionality. An expansive floorplan offers multiple en-suite bedrooms...designer bathrooms impress with textured shower walls, decorative glass cabinet panels plus view oriented soaking tubs! Outdoors, discover a resort inspired retreat with a sparkling pool & spa, boasting mood-relaxing fire features, a fully equipped outdoor kitchen w/ a Wolf grill & bar, & captivating Western facing water views which provide a beautiful Naples sunset backdrop! The chef inspired kitchen is a showpiece in its own right featuring custom Chicago-crafted cabinetry, exquisite/abundant Cristallo quartzite countertops AND backsplash, Wolf appliances, Sub Zero beverage drawers, an icemaker, dual dishwashers, an eye-opening spacious pantry, and an expansive island w/breakfast bar. Italian luxury porcelain wood flooring and several thoughtfully placed private seating areas throughout along with a dramatic living area fireplace which flickers beneath a modern, sculptural chandelier further enhance this home's sophisticated aesthetic! A temperature-controlled wine showcase provides the finishing touch to this extraordinary waterfront residence! Enjoy a nearby private beach club membership @ Paraiso! Elevated living, architectural substance, boating convenience & extraordinary waterfront entertaining all create an irresistible place to call home!

348 Seagull AVE, Naples

141 Channel DR, Naples
$11,950,000
5 Beds ⋅ 5.5 Baths ⋅ 226028092 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
WALK TO THE BEACH AND KEEP YOUR BOAT IN YOUR BACKYARD! Now a multiple award winning residence, 141 Channel Drive has earned both the Grand Aurora Award for Best Custom Home Over 5,000 Square Feet at the Southeast Building Conference Awards in Orlando and the Sand Dollar Award for Interior Design of the Year, recognizing its exceptional architecture, craftsmanship, and interior design. Brand new, fully furnished, and just completed, this extraordinary waterfront estate represents the pinnacle of luxury living in the highly sought after Vanderbilt Beach neighborhood. Built by Diamond Custom Homes, designed by Stofft Cooney Architects, and featuring sophisticated interiors by EDGE, this exceptional residence is completely move in ready and showcases the very best of refined coastal design. Offering 9,676 total square feet with 5,497 square feet under air, the home features five bedrooms, five full bathrooms, and one half bathroom. Stunning architectural details include 12 foot beamed ceilings, a dramatic stone stair tower, naturally stained wood flooring, custom cabinetry, a bespoke range hood, and beautifully designed shelving throughout. The outdoor living areas are equally impressive, with a fully equipped summer kitchen, expansive lounge and dining spaces, and a resort style pool and spa overlooking the water. A private third level balcony off the primary suite provides breathtaking waterfront views and a peaceful setting to enjoy the Naples lifestyle. This is one of the rare locations where you can dock your boat in your backyard and walk to the beach within minutes. Enjoy a short walk to LaPlaya Beach Club and the new Paraíso Beach Club, offering exceptional beachfront dining and luxury amenities just moments from your front door. With direct Gulf access and close proximity to Mercato, The Ritz Carlton, world class dining, shopping, and entertainment, this award winning residence offers an unparalleled opportunity to enjoy the very best of Naples waterfront living.

141 Channel DR, Naples

103 Bayview AVE, Naples
$7,950,000
4 Beds ⋅ 5.5 Baths ⋅ 225077829 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting. Built in 2020, this coastal masterpiece blends modern elegance with timeless craftsmanship. The thoughtfully designed open floor plan with soaring volume ceilings creates an airy, light-filled environment ideal for both relaxation and entertaining. The luxurious ground-floor primary suite is complemented by three additional en suite bedrooms, providing comfort and privacy for family and guests. A dedicated study and sophisticated open kitchen with a large island enhance functionality and style. The home also includes a second laundry room conveniently located on the second floor, adding to its practicality. Designed for hosting or simply enjoying the Florida lifestyle, the outdoor living spaces are truly exceptional. The screened lanai and open patio feature multiple seating areas, a built-in grill, outdoor fireplace, and a full outdoor kitchen. The resort-style pool and spa complete this private retreat. For boat enthusiasts, a custom dock accommodates vessels up to 42 feet, offering direct access to the bay and beyond. Impact-resistant doors and windows, a whole-house generator, and electric shutters provide security and peace of mind. A generous three-car garage offers ample space for storage and parking. This remarkable residence represents the best of Naples waterfront living—where luxury, design, and location meet to create the quintessential coastal dream lifestyle. Bonus-in addition, this property offers an opportunity to be part of the newly formed Paraiso Beach Club. Enjoy two beautiful restaurants, multiple pools on the beach and luxury beach living.

103 Bayview AVE, Naples

380 Trade Winds AVE, Naples
$6,995,000
5 Beds ⋅ 6 Baths ⋅ 226037394 MLS ⋅ ACTIVE Status ⋅ 9,148 Sqft. Lot ⋅ 0.21 Acres
SOME HOMES ARE BEAUTIFUL. OTHERS ARE UNFORGETTABLE. At 380 Trade Winds Ave, waterfront living becomes an art form. Here, contemporary architecture meets the ever-changing beauty of the water, creating a residence where exceptional design and an extraordinary coastal setting exist in perfect harmony. Located in the prestigious Connors waterfront community, with the Gulf just minutes from your private dock, this is a home that doesn't simply offer the Naples lifestyle, it gives it an entirely new expression. Originally constructed in 2018 and subsequently transformed through an extraordinary renovation, this remarkable residence blends the advantages of newer construction with the sophistication of a meticulously reimagined modern estate. Offering 4,350 square feet of air-conditioned living space, 5 bedrooms, 6 full bathrooms, a private elevator, and an impressive eight-car garage, every detail reflects a commitment to exceptional living. The luxurious primary suite and three additional en-suite bedrooms provide beautifully appointed retreats, while the fifth bedroom, currently designed as an elegant office, enjoys access to a separate full bathroom. At the heart of the home, a spectacular designer kitchen with TWO expansive islands creates a stunning centerpiece for culinary experiences and memorable gatherings. Beautiful sliding glass doors frame the waterfront scenery, effortlessly connecting the sophisticated interiors with the outdoors. Rich hardwood flooring, custom closets, dramatic architectural accents, and a striking fireplace feature wall create an atmosphere of refined elegance. On the first level, an exquisite custom dry bar and adjoining wine room offer a distinctive setting for showcasing treasured vintages and entertaining in style. A fully integrated Savant smart home system seamlessly controls lighting, climate, security, music, and entertainment, complemented by premium televisions and integrated speakers throughout the residence and outdoor living areas. The completely transformed pool and spa feature shimmering PebbleTec finishes, custom coping, integrated seating, and enchanting evening illumination. A professionally equipped Lynx outdoor kitchen, complemented by a second upper-level outdoor kitchen, create an exceptional atmosphere for entertaining and relaxation. Private dock access and a boat lift invite spontaneous Gulf adventures, while a whole-house generator, custom flood protection system, and sophisticated landscape lighting provide thoughtful convenience. Offered fully furnished with high-end interior and exterior furnishings, this residence delivers an effortless turnkey experience. Where Naples' celebrated coastline meets the privacy of waterfront living, 380 Trade Winds Ave holds a distinctive place in the luxury landscape. This is a rare convergence of architectural sophistication, waterfront privilege, and uncompromising design, created for those who appreciate the exceptional and settle for nothing less.

380 Trade Winds AVE, Naples

418 SEABEE AVE, Naples
$6,975,000
4 Beds ⋅ 4.5 Baths ⋅ 226025076 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
One or more photo(s) has been virtually staged, AI generated or rendered. Build your dream waterfront home —without the stress. Imagine living steps from the Gulf while enjoying a premium southern exposure in home designed exactly for the way you want to live. This new construction opportunity in Conners at Vanderbilt Beach offers more than an address—it offers a guided path to creating a luxurious coastal residence tailored to your vision. With The ONE Group’s Concierge Construction service, you don’t have to manage the complexities of building. We simplify the entire process—from concept to completion—so you can focus on what matters: creating the life you want in Naples. This planned home features 4 bedrooms and a den, 4.5 bathrooms, a 3-car garage, and a private elevator, along with an open-concept layout, chef’s kitchen with premium appliances, and seamless indoor-outdoor living for effortless entertaining. The expansive lanai overlooks a resort-style pool and spa, offering the perfect place to unwind under the Florida sun. Boaters will appreciate direct canal access with quick navigation to the Gulf of Mexico—an ideal setting for a true waterfront lifestyle. And with Vanderbilt Beach, Mercato, and Fifth Avenue South just minutes away, you’re perfectly positioned to enjoy Naples’ finest dining, shopping, and coastal charm. This is your opportunity to secure a prime waterfront lot and build a brand-new luxury home—supported every step of the way by our streamlined Concierge Construction experience. Owner financing available. Live the modern coastal lifestyle you’ve only imagined until now.

418 SEABEE AVE, Naples

375 Germain AVE, Naples
$4,950,000
3 Beds ⋅ 3 Baths ⋅ 226032362 MLS ⋅ ACTIVE Status ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres
Step into a world of refined luxury and modern design with this stunning custom Gulf access pool home, perfectly situated for the ultimate waterfront lifestyle. As you pass through the grand double doors, you are welcomed by soaring ceilings and a contemporary living space adorned with an expansive wall of glass, offering breathtaking water views! This architecturally stunning residence offers four levels of exquisite design and functionality with glass railings, seamlessly blending elegance with casual comfort. Featuring dual primary suites with en-suite bathrooms, as well as versatile loft/office space. The chef's kitchen is a culinary masterpiece, featuring Poggenpohl European cabinetry, a Sub Zero refrigerator, an Asko dishwasher, and a brand new Dacor double oven with convection and steam capabilities. This inviting space effortlessly opens to the family room and eat-in kitchen with sparkling water views making it a perfect gathering spot for family and friends. The primary suite is thoughtfully positioned on the main living level for ultimate privacy, while an additional primary suite on the third floor boasts a luxurious walk in shower, bidet, and a serene lanai that captures sensational water views. The guest room is located on the second floor with soaking tub and shower. This impeccably maintained residence is equipped with hurricane impact windows and doors, plantation shutters, ample LED recessed lighting, and two A/C zones. The home features exquisite wood, stone, and tile flooring, creating a harmonious flow of elegance throughout. The entire house and pool deck are set on piling. This contemporary custom home impresses with a magnificent Turkish stone entrance and a spacious circular driveway with additional side parking, a tiled two car garage under air and 1,500 sq ft of air-conditioned storage on the lower level. Outdoor living is taken to new heights with a saltwater heated pool and spa, complemented by a generous covered area on the expansive Turkish stone lanai featuring an outdoor kitchen, and breathtaking sunset views over the tranquil canal. A grandfathered in 30 ft dock with a covered 15,000 lb boat lift, plus an additional 10,000 lb lift complete with a fish cleaning station, caters to all your boating needs, complete with electric and water service for added convenience. With effortless access to the Gulf, and just a bike ride away from the white sugar sands of Vanderbilt Beach, this exceptional property captures the true spirit of Naples waterfront living. Enjoy proximity to the Ritz, La Playa Beach Club, and the new private Paraiso Beach Club, and the vibrant Mercato, offering upscale shopping, fine dining, and entertainment. Don’t miss your chance to experience this remarkable property today, where timeless style and unparalleled craftsmanship meet in one of Naples’ most coveted gulf access communities. Embrace the luxurious Naples lifestyle you always dreamed of!

375 Germain AVE, Naples

415 Seabee AVE, Naples
$4,900,000
5 Beds ⋅ 6 Baths ⋅ 226000197 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary opportunity to complete this exceptional waterfront estate on the widest canal in Vanderbilt Conners! Just moments from the sugar-sand beaches of Vanderbilt. Positioned on a lot with exceptionally wide water views. Custom home boast over 5,700 square foot and is constructed on pilings offering discerning buyers the rare opportunity to fully customize a modern coastal masterpiece to their exact vision. The home is thoughtfully designed for grand waterfront living, featuring an infinity-edge pool, fire pit, privacy wall, and newly constructed seawall, all oriented to maximize sweeping water views and breathtaking sunsets. The expansive footprint allows for six or more cars in tandem, ideal for all the toys and car enthusiast! Set along one of the most impressive waterways in Conners, the property enjoys sparkling water views and Gulf-access boating creating a dramatic backdrop for elevated indoor and outdoor living. With windows, doors, and interior finishes yet to be selected, this residence invites the future owner to curate every detail, from luxury materials and bespoke millwork to a chef’s kitchen, spa-like primary suite, and refined entertaining spaces. Enjoy the ultimate in boating from your own backyard! Surrounded by estate homes and offers both privacy and prestige. Just minutes to Vanderbilt Beach, the Ritz-Carlton, LaPlaya, Mercato, and Naples’ finest dining and shopping, this is an opportunity to save years of planning and permitting while still creating a fully custom personalized luxury waterfront retreat. A truly exceptional offering where vision meets location, scale, and lifestyle—on one of Naples’ most coveted and widest waterways.

415 Seabee AVE, Naples

280 Egret AVE, Naples
$4,300,000
4 Beds ⋅ 4.5 Baths ⋅ 226037568 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
An exceptional waterfront opportunity in the heart of the Conners/Vanderbilt Beach area. DIRECT GULF ACCESS, a SHORT STROLL to the BEACH, and an incredible boating package that includes a 30- FOOT BOAT and 2 JET SKIS, a 28,000-pound boat lift, seawall, and durable fiberglass decking. This beautifully appointed Southern exposure residence embodies the ultimate Southwest Florida Lifestyle. Designed with timeless elegance and exceptional craftsmanship, the home welcomes you through a striking 10-foot arched mahogany front door into a light-filled interior featuring a spacious floor plan with effortless flow, soaring ceilings, and refined architectural details throughout. Offered furnished with elegant pieces, the residence offers 4 spacious bedrooms, a den with custom-built-in shelving ideal for a home office, and 4.5 bathrooms, with an elevator connecting all three levels. Formal living and dining spaces are highlighted by a fireplace and a wall of French doors opening to a covered terrace overlooking a wide canal. The expansive family room features oversized picture windows and a vaulted ceiling with exposed wood beams, flowing seamlessly into a chef-inspired kitchen, appointed with a six-burner gas cooktop, warming drawer, Sub-Zero refrigerator, granite countertops, island, breakfast bar, and walk-in pantry. Notable features include extensive crown molding, high ceilings, hidden A/C vents, impact windows and doors, and plantation shutters. Energy efficiency meets modern living with 27 solar panels, Tesla power banks, spray foam attic insulation, and a 3-car garage. The primary suite is a true retreat, accessed through double doors and offering a private seating area, two spacious walk-in California closets, and a private balcony for quiet moments outdoors. The luxurious en-suite bathroom features dual vanities, a Jacuzzi tub, a bidet, and a separate oversized walk-in shower. Each guest bedroom includes its own private bathroom, with one bedroom conveniently located on the first floor, perfect for hosting guests. Outdoor living is equally impressive, with a spacious lanai, a fully equipped outdoor grill, generous covered and open-air lounging areas, and a heated pool and spa to create a favorable entertaining space for family and friends or enjoying peaceful, private evenings. Ideally located near Vanderbilt Beach, Mercatto Shopping Center, Whole Foods Market, premier Dining, Golf courses, endless boating, and many other attractions. This is more than a home-it's a lifestyle! Unbeatable Conners/Vanderbilt Beach Location! Apart from the photos, please check the VIRTUAL TOUR

280 Egret AVE, Naples

342 Germain AVE, Naples
$3,999,999
5 Beds ⋅ 5.5 Baths ⋅ 226030192 MLS ⋅ ACTIVE Status ⋅ 16,117 Sqft. Lot ⋅ 0.37 Acres
One or more photo(s) has been virtually staged, AI generated or rendered. Set along the water in the Conners area of Vanderbilt Beach, 342 Germain Avenue presents a rare Gulf-access waterfront setting on an approximately 0.37-acre tip lot at the end of a cul-de-sac. With approximately 175 feet of waterfront and western exposure, the property is oriented toward expansive water views and sunsets, while its Gulf access creates a direct connection to the boating lifestyle associated with coastal Naples. The two-story residence features five bedrooms, five full baths and one-half bath, with two bedrooms and two full baths on the first floor, plus a pool bath. Iron entry doors open to high ceilings and dual curved marble staircases that frame views toward the water. Throughout the main living areas, the kitchen, dining room and living spaces are positioned to engage with the waterfront setting, creating a foundation for renovation and personalization. Upstairs, the primary suite includes a private study and two terraces, with one overlooking the water and another oriented toward easterly views. Two additional guest bedrooms are en suite, each offering generous closet space and a waterfront balcony. The outdoor spaces extend the residence's connection to the water. An outdoor kitchen and covered dining area are positioned alongside a saltwater pool and spa, gazebo, waterfront deck, boat lift and personal watercraft lift. The extensive waterfront frontage and tip-lot configuration provide multiple vantage points for enjoying the property's coastal setting and accessing the water. The location places Vanderbilt Beach, The Ritz-Carlton, Naples, and the shops and restaurants of Mercato nearby. For buyers seeking a Gulf-access waterfront home in Naples with substantial water frontage, boating infrastructure, and renovation or redevelopment potential, 342 Germain Avenue offers an established property with an opportunity to create a residence tailored to individual preferences. Buyers interested in renovation or redevelopment should independently verify applicable building, zoning and permitting requirements.

342 Germain AVE, Naples

151 BAYVIEW AVE, Naples
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 226021645 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
RARE Vanderbilt Beach waterfront opportunity just steps from the Gulf. Located in the highly desirable Conners community, this Canal-Front property offers the perfect combination of beach access, boating, and long-term INVESTMENT potential. Situated approximately one-half block from Vanderbilt Beach, this 3-bedroom, 3-bath residence features a bright, open floor plan, updated finishes, a new roof, and a one-car garage. Expansive sliding glass doors create seamless indoor-outdoor living, while the private dock offers direct Gulf access for boating enthusiasts. The split-bedroom layout provides privacy and flexibility for owners and guests alike. Whether enjoyed as a personal waterfront retreat, seasonal residence, or income-producing rental, the property offers immediate use in one of Naples' most sought-after beaches and boating neighborhoods. With strong redevelopment activity throughout Conners and growing demand for elevated waterfront homes, this property also presents a compelling opportunity to secure a premier location while planning a future custom estate. Ideally positioned near Vanderbilt Beach, Mercato, The Ritz-Carlton Naples, LaPlaya Beach & Golf Resort, and Paraiso, the area's newest luxury beach club development, this is a rare opportunity to own a piece of one of Naples' most coveted coastal communities. The boat dock is being sold in its current condition.

151 BAYVIEW AVE, Naples

371 Bayside AVE, Naples
$3,600,000
4 Beds ⋅ 4 Baths ⋅ 225072095 MLS ⋅ ACTIVE Status ⋅ 25,265 Sqft. Lot ⋅ 0.58 Acres
Luxury Live Auction! Bidding to start from $3,600,000.00! An Extraordinary Naples Waterfront Opportunity. Rarely does a waterfront property of this size, location, and potential become available in one of Naples' most desirable boating communities. Situated on an exceptional .58+ acre corner tip lot in Conners at Vanderbilt Beach, this remarkable property offers more than 300 feet of bay frontage, sweeping water views, and spectacular western sunsets. The possibilities are as impressive as the setting. Envision building a magnificent 11,000+ square-foot waterfront estate, exploring the potential to subdivide for two luxury residences, or enjoying and enhancing the existing home. Whether you're seeking an exceptional personal retreat or a compelling investment opportunity, this property offers the flexibility to bring your vision to life. A seawall and dock completed in 2019, along with a rare covered boathouse and expansive sun deck, add to the property's appeal. Boating enthusiasts will appreciate convenient Gulf access through Wiggins Pass, approximately two miles away. Just minutes from Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples' finest dining and shopping, the location delivers the very best of the Naples waterfront lifestyle. Now offered through auction, this is a unique opportunity to acquire one of the area's most distinctive waterfront properties. Exceptional frontage, an irreplaceable setting, and remarkable possibilities make this an offering worthy of serious consideration. Your vision. Your opportunity. An extraordinary Naples waterfront address.

371 Bayside AVE, Naples

494 Seagull AVE, Naples
$3,475,000
5 Beds ⋅ 4.5 Baths ⋅ 226037228 MLS ⋅ ACTIVE Status ⋅ 11,326 Sqft. Lot ⋅ 0.26 Acres
Paradise awaits beach lovers and boating enthusiasts in the highly sought after Conners at Vanderbilt Beach. This exceptional Gulf access residence offers coveted southern exposure, a private dock with new boat lift, and immediate access to the open waters of the Gulf. Just steps from the sand, the location delivers the ultimate Naples waterfront lifestyle. Designed with architectural intention and a clean coastal aesthetic, the home showcases smooth white walls, soaring ceilings, dramatic half circle arches, and refined designer finishes throughout. The layout flows effortlessly, creating a serene indoor outdoor experience ideal for both entertaining and everyday living. The main level features a spacious great room, an expansive dining area that connects seamlessly to the gourmet kitchen, and a first floor primary suite offering privacy and comfort. A guest bedroom with French doors opens directly to one of two oversized patios, while a full guest bath completes the level. Outdoor living is equally impressive with a resort style pool and spa, outdoor shower, and convenient powder bath designed for seamless entertaining. Upstairs, a flexible landing area serves as a bonus lounge or media space. Three additional bedrooms and two baths, including one ensuite, provide ample space for family or guests. A generous balcony captures coastal breezes, and additional storage enhances functionality. Conners offers the rare advantage of no HOA fees while placing you in the heart of North Naples. Fine dining, upscale shopping, and daily conveniences are moments away, making this property a true blend of luxury, location, and lifestyle.

494 Seagull AVE, Naples

211 Flamingo AVE, Naples
$3,250,000
4 Beds ⋅ 3 Baths ⋅ 226036284 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
211 Flamingo Ave offers a substantial waterfront residence with an exceptionally spacious and functional floor plan, extensive recent upgrades and remodeling, and an outstanding location in the heart of Vanderbilt Beach. Set on an 80 by 121 foot Gulf access lot, the property is uniquely positioned with no homes directly across the canal, creating added privacy and a peaceful waterfront setting, along with some of the quickest Gulf access in Conners Vanderbilt Beach Estates. The home features 2,732 square feet of living area with four bedrooms, including one ideally suited as a private office or den with direct access from the primary suite, multiple living spaces, a pool and spa, and an oversized two car garage. The interior is open and bright, with a formal dining area, secondary family room, eight foot sliders and distinctive corner mitered windows. The updated kitchen features Bosch appliances, extensive cabinetry and storage, pantry space, and a built in wet bar with beverage cooler. A brand new additional freezer and ice maker have also been added in the garage. The primary suite stands out for its scale and unique layout, offering direct access to the office or den (4th BR), a large walk in closet with two entrances, a spacious bath with separate soaking tub and walk in shower, and direct access to the pool and lanai. A full bath is also accessible from the pool area while serving as a centrally located guest bath. The waterfront has recently undergone significant improvements with a new seawall and substantial dock system featuring a 20,000 pound boat lift plus a separate 7,000 pound lift with a beautiful Trex deck platform, ideal for an additional boat or personal watercraft. The pool and spa overlook the canal and are complemented by refreshed landscaping and Zoysia grass. Additional improvements include a tile roof completed in 2014. With generous interior space, substantial recent improvements, excellent boating infrastructure, added privacy and exceptionally convenient Gulf access, 211 Flamingo Ave offers a compelling waterfront opportunity in one of North Naples’ most desirable boating neighborhoods.

211 Flamingo AVE, Naples

373 Egret AVE, Naples
$2,485,000
3 Beds ⋅ 2 Baths ⋅ 226023041 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
JUST COMPLETED--BRAND NEW SEAWALL, BRAND NEW DOCK, BRAND NEW 16,000 lb BOAT LIFT, BRAND NEW POOL DECK, and BRAND NEW BACKYARD WITH PUTTING GREEN OVERLOOKING THE GULF ACCESS CANAL! Inside was all remodeled as well within the last year approximately! BRING YOUR BOAT AND COME ENJOY PARADISE! THIS IS WHOLE NEW HOME! NEW KITCHEN, NEW BATHROOMS, BRAND NEW Professionally decorated/brand NEW furniture. ALL NEW LANDSCAPING. BRAND NEW $16,000 lb. capacity Salty Hoist aluminum boat lift. This TURNKEY FURNISHED classy ranch style GULF ACCESS POOL HOME is your perfect Naples hideaway. 3 bedrooms plus a den/Florida room, 2 baths, and OVERSIZE 2 CAR GARAGE. Fully renovated and one of the BEST values in the very desirable and prestigious Vanderbilt Beach area. The open floorplan is perfect for entertaining, and the luxurious custom kitchen is even better to gather in. The bathrooms are totally updated with unique charming style, and wood plank tile flooring is found through the home. Your guests will love the HUGE bedrooms. Step outside on your pool deck and enjoy the waterfront view, the gulf access canal is minutes to the big water- a true treat for boaters. Bring your own boat to await you right there on your private dock. Whether you are grilling beside your HEATED pool (with automation system), or having a glass of wine in your spa, the lifestyle here is a true privilege. Everything is already done for you- NEW IMPACT GLASS, NEW ROOF in 2022, NEW AC in 2021, NEW HOT WATER HEATER 2023. Fenced backyard, dog friendly! So what are you waiting for? Need shopping and fine dining? Enjoy hundreds of restaurants within a 2 mile radius from home. Need entertainment, nightlife, or more shopping? Ride your bike to the Mercato Shopping Center- lovingly called the downtown of uptown. Award winning Wiggins Pass Beach is also just a bike ride away (or quick boat ride, if that's what you prefer!). Fly in conveniently, the Regional Airport is an easy 25 minute drive. Looking to enjoy and invest at the same time? This property has you covered, and has option of coming with seasonal tenants in place if new owner would like this. Or, rent it out on your own- the rental potential is in demand and unlimited! Let your new paradise make you money when you are not enjoying it. How about the area? Well, if anything needs to be said, the new Ritz Carlton Residences right around the corner are taking Vanderbilt Beach to a whole new level of luxury- don't miss out!

373 Egret AVE, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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