Vanderbilt Beach Homes

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  /2

  $2,899,000

  • Land
  • 0.21 Acre
  • $13,804,762 per Acre

  483 Oak Ave, Naples, FL 34108

  Build your waterfront dream home in the Conners area of Vanderbilt Beach. Canal access to the Gulf of Mexico, it is a boater's paradise. Located on the desirable southern tip of Conners. Offers some of the closest access to Vanderbilt Beach, approximately 3/4 of a mile. Many high-end luxury houses have recently been built on Oak Ave. The Conners area has just had a major utility upgrade adding

  Svetlana Li Self Realty

  483 Oak Ave, Naples, FL 34108
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  /38

  $12,000 per month

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 501, Naples, FL 34108

  Ready for the 2026 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf, Bay and sunsets; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA is a luxury, gated community on the Bay, across from the RITZ CARLTON; a short walk to VANDERBILT BEACH white sand and to the beach side restaurants. REGATTA features a tropical style

  Domenico Ceruzzi Downing Frye Realty Inc.

  400 Flagship Dr Unit 501, Naples, FL 34108
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  /42

  Est $1,472,752 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,516 Sq Ft

  10482 Gulf Shore Dr Unit 231, Naples, FL 34108

  10482 Gulf Shore Dr Unit 231, Naples, FL 34108
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  /12

  $2,400,000

  • 3 Beds
  • 3 Baths
  • 2,075 Sq Ft

  10691 Gulf Shore Dr Unit 802, Naples, FL 34108

  Stunning Gulf-Front Condo with Breathtaking Views and Luxury Features - Exquisite Condo offering spectacular views of both sunrises and sunsets from the expansive east and west balconies and floor-to-ceiling windows in the living room and master bedroom. Located directly on the Gulf of Mexico, this spacious 3-bedroom, 3-bath condo provides an idyllic setting with the soothing sound of the waves

  Heidi Deen John R Wood Properties

  10691 Gulf Shore Dr Unit 802, Naples, FL 34108
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  /21

  $25,000 per month

  • 3 Beds
  • 4 Baths
  • 3,494 Sq Ft
  • House for Rent

  336 Lagoon Ave, Naples, FL 34108

  Absolutely magnificent! Full view of the Bay from the back of the property from the kitchen dining room Den Master bed guest bed upstairs, nothing has been missed living exceptional has an address. 30-day minimum long-term available.

  Shaun Thompson Liberty Real Estate Services

  336 Lagoon Ave, Naples, FL 34108
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  /6

  Est $4,665,430 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,108 Sq Ft

  406 Willet Ave, Naples, FL 34108

  406 Willet Ave, Naples, FL 34108
• 

  

  /26

  $2,399,999 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,414 Sq Ft

  9566 Gulf Shore Dr Unit 102, Naples, FL 34108

  Welcome to this spectacular, beachy waterfront property in the heart of North Naples. This stylish first floor (second level) residence offers a coastal vibe and boasts stunning bay and gulf views from huge east and west facing lanais, perfect for catching both sunrise and sunset! The wide bay view overlooks three intersecting canals. The upgraded master faces the bay with huge separation from

  Steve Suddeth John R Wood Properties

  9566 Gulf Shore Dr Unit 102, Naples, FL 34108
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  /28

  $14,000 per month

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 704, Naples, FL 34108

  Large Gulf and Bay view overlooking the Lap pool and the marina, from the comfort of this contemporary Regatta residence; perfectly maintained 3 Bds 3 bths with tiles throughout, stainless steel appliances, stylish lights and accessories; updated guest bathrooms newly painted, WIFI controlled thermostat, keyless entry, 75" HDTV, and plentiful storage room. This residence also features under

  Domenico Ceruzzi Downing Frye Realty Inc.

  400 Flagship Dr Unit 704, Naples, FL 34108
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  /34

  Est $6,524,641 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,548 Sq Ft

  11125 Gulf Shore Dr Unit 808, Naples, FL 34108

  11125 Gulf Shore Dr Unit 808, Naples, FL 34108
• 

  

  /10

  $1,895,000

  • 2 Beds
  • 2 Baths
  • 1,354 Sq Ft

  281 Conners Ave, Naples, FL 34108

  Welcome to a tremendous opportunity to renovate the existing home or build a new custom home on one of the best priced sites in all of Conners. This .22-acre homesite is surrounded by newer luxury homes, has a 12-foot finished floor elevation in the existing home and did not have water in the main house during any of the recent hurricanes, including Ian. Just a quick boat ride to the open waters

  Daniel Guenther Premier Sotheby's Int'l Realty

  281 Conners Ave, Naples, FL 34108
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  /38

  $14,000 per month

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 504, Naples, FL 34108

  Escape to paradise at Regatta at Vanderbilt Beach! Experience serene bay vistas and breathtaking sunsets over the Gulf from your own spacious and private lanai. The open-concept gathering space effortlessly flows from the kitchen to the living area and out to the lanai, making relaxation and entertaining a breeze. This beautiful Regatta residence features light, neutral colors, stylish, casual

  Lesley Garlock William Raveis Real Estate

  400 Flagship Dr Unit 504, Naples, FL 34108
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  /4

  Est $6,578,637 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,001 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /10

  $1,895,000

  • 2 Beds
  • 2 Baths
  • 1,354 Sq Ft

  281 Conners Ave, Naples, FL 34108

  Welcome to a tremendous opportunity to renovate the existing home or build a new custom home on one of the best priced sites in all of Conners. This .22-acre homesite is surrounded by newer luxury homes, has a 12-foot finished floor elevation in the existing home and did not have water in the main house during any of the recent hurricanes, including Ian. Just a quick boat ride to the open waters

  Daniel Guenther Premier Sotheby's Int'l Realty

  281 Conners Ave, Naples, FL 34108
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  /35

  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 1006, Naples, FL 34108

  JAW-DROPPING GULF AND BAY VIEWS envelope this 10th-floor retreat in Regatta, where stunning daily sunsets are the backdrop to idyllic beach life! Available off season for $4500/month for 6+ months. The beautifully renovated coastal contemporary residence offers a generous amount of space with 3 bedrooms and 3 baths and an expansive lanai for entertaining. Ample natural light and a beachy palette

  Lesley Garlock William Raveis Real Estate

  400 Flagship Dr Unit 1006, Naples, FL 34108
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  /35

  Est $6,487,948 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,548 Sq Ft

  11125 Gulf Shore Dr Unit 608, Naples, FL 34108

  11125 Gulf Shore Dr Unit 608, Naples, FL 34108
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  /6

  $13,995,000

  • 6 Beds
  • 8 Baths
  • 5,748 Sq Ft

  223 Bayview Ave, Naples, FL 34108

  Welcome to 223 Bayview Avenue, raising the bar and redefining luxurious waterfront living. Built to the highest standards of construction and in accordance with the most current building codes, this estate offers an extraordinary blend of luxury and sophistication. Just 200 steps from your own secluded beach and a short boat ride to the Gulf of America, this remarkable property provides an

  Zachary Monger Compass Florida LLC

  223 Bayview Ave, Naples, FL 34108
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  /50

  $15,000 per month

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Condo for Rent

  10475 Gulf Shore Dr Unit 165, Naples, FL 34108

  Coastal comfort abounds in this 3-bedroom 2 bath condo overlooking the beautiful Gulf of Mexico beach. Listen as lapping waves of aquamarine waters splash on pristine white sands, beaconing you to come, relax and enjoy what Vanderbilt Beach has to offer. Perched on the top floor offering 2-week rentals mid-April thru mid-November 2025 and 2026, this condo has it all, including a BEACH CABANA and

  Judy Rowe Paradise Lifestyles LLC

  10475 Gulf Shore Dr Unit 165, Naples, FL 34108
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  /35

  Est $6,333,873 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,548 Sq Ft

  11125 Gulf Shore Dr Unit 1008, Naples, FL 34108

  11125 Gulf Shore Dr Unit 1008, Naples, FL 34108
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  /30

  $2,350,000

  • 3 Beds
  • 3 Baths
  • 2,524 Sq Ft

  475 Seabee Ave, Naples, FL 34108

  Experience unparalleled waterfront living in this remarkable pool home with direct Gulf access! Boasting one of Vanderbilt’s widest water views! PERFECT LOCATION TO RENOVATE OR REBUILD. This rare gem offers a blend of charm and versatility. Features Include: New Roof, New Pool Pump and Pool Heater (2024). Multiple sets of French doors leading to a spacious pool deck, framed by classic stone

  Jill Pyszkowski John R Wood Properties

  475 Seabee Ave, Naples, FL 34108
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  /42

  $4,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,005 Sq Ft
  • Condo for Rent

  410 Flagship Dr Unit 801, Naples, FL 34108

  ** AVAILABLE SEASONALLY or WEEKLY (JUNE-OCTOBER 2025 ONLY) ** SEASONAL OR WEEKLY RENTAL **Welcome to this beautiful remodeled 3-bedroom, 2-bath condo that is located in the highly sought-after, gated Regatta at Vanderbilt Beach II gated community, just one block from the pristine sands of Vanderbilt Beach. Offering breathtaking, unobstructed long-bay views from the 8th-floor end unit, this

  Cheri Anne DeMonico Premier Property Management

  410 Flagship Dr Unit 801, Naples, FL 34108
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  /34

  Est $6,825,228 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,389 Sq Ft

  11125 Gulf Shore Dr Unit 703, Naples, FL 34108

  11125 Gulf Shore Dr Unit 703, Naples, FL 34108
• 

  

  /20

  $2,650,000

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  9577 Gulf Shore Dr Unit 304, Naples, FL 34108

  Naples Beachfront - Sea Chase Condo - Walk on Beach to 5 star Ritz Carlton , La Playa Hotel and Turtle Club only steps away - White Sandy Beaches- Amazing Sunsets from your terrace views all the way to Sanibel Island Corner unit - 3 rd floor , views of the gulf for miles , All rooms have amazing water views, Sea Chase Condo is a smaller boutique condo with only 34 units, only 4 units per

  Mark Tenzer Tenzer Realty and Associates

  9577 Gulf Shore Dr Unit 304, Naples, FL 34108
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  /24

  $12,000 per month

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 306, Naples, FL 34108

  Vanderbilt Beach Area-Completely Renovated- Walking Distance to the Beach! Regatta is one of the most sought-after rental properties in Naples. The location on the Bay has shopping, restaurants, and a white sandy beach -- all within walking distance! This beautiful 3/3 condo has many upgrades from the tile flooring to the granite countertops,. Also enjoy a unique 3rd floor-only extended deck

  Tony Blaskis William Raveis Real Estate

  400 Flagship Dr Unit 306, Naples, FL 34108
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  /31

  Est $6,800,083 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,389 Sq Ft

  11125 Gulf Shore Dr Unit 606, Naples, FL 34108

  11125 Gulf Shore Dr Unit 606, Naples, FL 34108
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  /50

  $6,895,000

  • 4 Beds
  • 6 Baths
  • 5,056 Sq Ft

  175 Conners Ave, Naples, FL 34108

  Discover the ultimate coastal retreat, where panoramic windows invite an abundance of natural light into this stunning masterpiece. Crafted with the finest details, this luxurious vacation home features impact-resistant Pella doors and windows, top-tier amenities, and sophisticated design at every turn. This exquisite four-bedroom, six-bath haven boasts unrivaled views of Southwest Florida's

  Susan Barreiro Premier Sotheby's Int'l Realty

  175 Conners Ave, Naples, FL 34108
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  /44

  $16,000 per month

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Condo for Rent

  9375 Gulf Shore Dr Unit 401, Naples, FL 34108

  THINKING ABOUT A MOVE TO NAPLES? TEST IT OUT 1ST IN THE OFF SEASON TO SEE HOW YOU ENJOY WAKING UP ON THE GULF AT HIGHLY REDUCED OFF SEASON RATES!! Breathtaking Gulf views in this stunning beachfront condo on Vanderbilt Beach. From the moment you step inside, floor-to-ceiling windows and sliding glass doors frame the mesmerizing Naples coastline, offering unparalleled views and direct access to

  Marissa DiMare Keller Williams Realty Naples

  9375 Gulf Shore Dr Unit 401, Naples, FL 34108
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  /21

  Est $7,050,039 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,389 Sq Ft

  11125 Gulf Shore Dr Unit 903, Naples, FL 34108

  11125 Gulf Shore Dr Unit 903, Naples, FL 34108
• 

  

  /37

  $7,750,000

  • 4 Beds
  • 5.5 Baths
  • 4,337 Sq Ft

  414 Palm Ct, Naples, FL 34108

  Welcome to the captivating 414 Palm Ct, a jewel nestled in the heart of Naples, Florida. This stunning property, a winner of the prestigious Sand Dollar award, is a testament to refined living, where every detail is meticulously crafted. This award-winning residence is situated on one of the best lots in all of North Naples, with 173 feet of frontage and long wide bay views. Offering four

  John O'Neill Douglas Elliman Florida,LLC

  414 Palm Ct, Naples, FL 34108
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  /46

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Condo for Rent

  11118 Gulf Shore Dr Unit 203, Naples, FL 34108

  AVAILABLE NOW... WALK TO THE BEACH. Absolutely Immaculate & BRAND NEW WITH GULF & BAY WATER VIEWS...NEW INTERIOR, NEW FURNISHINGS, NEW APPLIANCES, NEW SHEETS & TOWELS, ETC.......Walk right over to the beach & never miss a sunset or enjoy the sunrise & Bay views from this condo also. AVAILABLE NOW...

  Tracey Young Real Estate Specialty Svcs II

  11118 Gulf Shore Dr Unit 203, Naples, FL 34108
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  /21

  Est $7,086,615 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,001 Sq Ft

  11125 Gulf Shore Dr Unit 705, Naples, FL 34108

  11125 Gulf Shore Dr Unit 705, Naples, FL 34108
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  /50

  $3,300,000

  • 3 Beds
  • 2 Baths
  • 2,174 Sq Ft

  327 Conners Ave, Naples, FL 34108

  Discover coastal living at its finest in this exquisite home located in Naples, FL. Situated very high and dry and a short 8 minute walk from the beach, this property offers a spacious layout with elegant finishes and abundant natural light. The new modern kitchen is equipped with high-end appliances and ample storage. Enjoy outdoor entertaining on the expansive patio with a pool and lush

  Steven Koleno Beycome of Florida LLC

  327 Conners Ave, Naples, FL 34108
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  /24

  $18,900 per month

  • 3 Beds
  • 3.5 Baths
  • 2,375 Sq Ft
  • Condo for Rent

  10620 Gulf Shore Dr Unit 202, Naples, FL 34108

  OWNER ACCEPTING SINGLE MONTH LEASE OFFERS FOR 2026.Stunning Bay & Gulf View Condo - Vanderbilt Beach AreaWelcome to this beautifully renovated 3-bedroom, 3.5-bathroom condo located on the bayside of Vanderbilt Beach, offering the perfect blend of comfort, luxury, and convenience. With sweeping views of both the bay and the Gulf of Mexico, this residence delivers a true Naples

  Joe Hoopfer Premier Sotheby's Int'l Realty

  10620 Gulf Shore Dr Unit 202, Naples, FL 34108
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  /34

  Est $7,148,014 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,942 Sq Ft

  11125 Gulf Shore Dr Unit 1004, Naples, FL 34108

  11125 Gulf Shore Dr Unit 1004, Naples, FL 34108
• 

  

  /50

  $2,450,000

  • 4 Beds
  • 3 Baths
  • 3,212 Sq Ft

  129 Egret Ave, Naples, FL 34108

  Nature lovers come enjoy 145 feet of waterfront living in this Key West style home that features the natural beauty of the quintessential Florida mangroves. Situated at the end of the street on a cul de sac, this Northern exposure property boasts four bedrooms plus den and loft along with three full baths. With almost 3900 square feet under air which includes a three car garage and a lower

  Lisa Pearl Coldwell Banker Realty

  129 Egret Ave, Naples, FL 34108
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  /15

  $18,000 per month

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft
  • Condo for Rent

  410 Flagship Dr Unit 305, Naples, FL 34108

  Bayfront Condo for Rent – Breathtaking Views and Modern Living! Enjoy coastal living at its finest in this beautiful bayfront condo in Naples. With stunning water views and a spacious, modern layout, this property offers the perfect blend of comfort and convenience. Whether you're watching the sunset from your private terrace or enjoying the local amenities, this condo is a true gem. Features

  Michal Serafin Coldwell Banker Realty

  410 Flagship Dr Unit 305, Naples, FL 34108
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  /19

  Est $6,785,408 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,001 Sq Ft

  11125 Gulf Shore Dr Unit 904, Naples, FL 34108

  11125 Gulf Shore Dr Unit 904, Naples, FL 34108
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  /49

  $999,000

  • 2 Beds
  • 2 Baths
  • 1,516 Sq Ft

  10420 Gulf Shore Dr Unit 143, Naples, FL 34108

  Panoramic Gulf & Bay Corner Unit with Deeded Beach Access!Discover the charm of a beautifully remodeled corner-end apartment located at 10420 Gulf Shore Dr. #143, Naples, FL. This residence is situated in the highly sought-after southern corner of the building, offering expansive panoramic views of the Gulf of Mexico and Vanderbilt Bay. This unit also includes a coveted deeded boat slip

  John Ragan Downing Frye Realty Inc.

  10420 Gulf Shore Dr Unit 143, Naples, FL 34108
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  /5

  $35,000 per month

  • 3 Beds
  • 4 Baths
  • 3,395 Sq Ft
  • House for Rent

  225 Egret Ave, Naples, FL 34108

  This unique waterfront enclave offers a private, amenity-rich retreat perfect for discerning adults and families. Create lasting memories rain or shine thanks to a two-story, open-air lanai casting shelter over a sun-soaked outdoor entertainment area featuring a lavish 26’ x 15’ heated swimming pool, mini-golf area and fully-equipped grilling station set on an exclusive stretch of Naples’ lush

  Elizabeth Pieszak London Foster Realty

  225 Egret Ave, Naples, FL 34108
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  /31

  Est $3,551,583 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,250 Sq Ft

  10620 Gulf Shore Dr Unit 501, Naples, FL 34108

  10620 Gulf Shore Dr Unit 501, Naples, FL 34108
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  /17

  $2,850,000

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  9577 Gulf Shore Dr Unit 804, Naples, FL 34108

  RARE OPPORTUNITY! COMPLETELY REMODELED DOWN TO THE STUDS!Experience luxurious coastal living with this DIRECT GULF VIEW, BEACHFRONT end-unit condo on the 8th floor of the highly sought-after Sea Chase building. Nestled between the iconic Turtle Club and La Playa Resort, this stunning property offers unparalleled Gulf views, ultimate privacy, and a prime location.This 3-bedroom, 2-bath

  Ryan Schwartz Naples Homes

  9577 Gulf Shore Dr Unit 804, Naples, FL 34108

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