Vanderbilt Beach Homes

• 

  

  

  /50

  $1,995,000

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  Unlisted Address

  Coastal Elegance & Captivating Gulf View Residence in this Exquisite Rare Beachfront Architectural Redesigned 2 Bedroom... Plus a Guest Suite/Den/Study and an Exclusive Separate Offering of a Private Beach Cabana with bath! Spacious 10th-floor Living gives way to Unparalleled Views of the Gulf! This Residence features a complete Architectural Renovation & Design! The Custom Kitchen; that is sure

  

  Diane Lacorte Pa

  Loffreno Real Estate, Inc.

  (239) 977-2571

  Unlisted Address
• Explore Vanderbilt Beach

• 

  

  

  /24

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • House for Rent

  9415 Gulf Shore Dr Unit 302, Naples, FL 34108

  Now available for MAR '26 only! If you are looking to get away from the snow and ice and be ON THE SAND on a beautiful uncrowded beach, consider this lovely, peaceful condo on Vanderbilt Beach, a short walk to all the best of this Vanderbilt Drive area: The Ritz, La Playa, Turtle Club, Buzz's Lighthouse, Baleen. The Admiralty has only 12 units, 2 per floor, all facing the beach. No noisy

  

  Allison Callas

  Downing Frye Realty Inc.

  (239) 365-4062

  9415 Gulf Shore Dr Unit 302, Naples, FL 34108
• 

  

  

  /29

  $900,000 Sold Apr 17, 2025

  10482 Gulf Shore Dr Unit 243, Naples, FL 34108

  • 2 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $594/SF
  • 64 Days On Market

  Current Estimated Value $889,316

  Last Listing Agent Nick Rigoni Premiere Plus Realty Company

  10482 Gulf Shore Dr Unit 243, Naples, FL 34108
• 

  

  

  /49

  Est $4,219,115 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,166 Sq Ft

  404 Seagull Ave, Naples, FL 34108

  404 Seagull Ave, Naples, FL 34108
• 

  

  

  /20

  $895,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  10682 Gulf Shore Dr Unit 205, Naples, FL 34108

  Investor’s dream or ideal second home! Already secured with $20K+ in bookings for Jan/Feb 2026, it’s a true income opportunity. This bayfront condo delivers both lifestyle and income with breathtaking bay views, direct beach access across from Vanderbilt Beach, and a generous rental policy allowing up to 12 rentals per year (30-day minimum). Renovated in a contemporary coastal style, this turnkey

  

  Blair White

  John R Wood Properties

  (239) 829-9095

  10682 Gulf Shore Dr Unit 205, Naples, FL 34108
• 

  

  /25

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft
  • Condo for Rent

  11116 Gulf Shore Dr Unit 801, Naples, FL 34108

  Enjoy sunrises over Vanderbilt Bay and sunsets over the Gulf of Mexico in this 8th floor end-unit in The Vanderbilt Landings. This condo residence has wraparound windows providing excellent panoramic views. Upgrades include black tile flooring and newly installed Berber carpeting, as well as black granite kitchen counter tops. The split-bedroom floor plan includes two bedrooms and two baths, a

  

  David Puskaric

  Parkline Realty

  (239) 426-6433

  11116 Gulf Shore Dr Unit 801, Naples, FL 34108
• 

  /2

  $2,975,000 Sold Aug 18, 2025

  9811 Gulf Shore Dr Unit 301, Naples, FL 34108

  • 3 Beds
  • 3.5 Baths
  • 2,991 Sq Ft
  • Built 1994

  Last Sold Summary

  • 23% Below List Price
  • $995/SF
  • 187 Days On Market

  Current Estimated Value $3,048,727

  Last Listing Agent Mari Vesci John R Wood Properties

  9811 Gulf Shore Dr Unit 301, Naples, FL 34108
• 

  

  /15

  Est $1,278,911 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,755 Sq Ft

  10851 Gulf Shore Dr Unit 904, Naples, FL 34108

  10851 Gulf Shore Dr Unit 904, Naples, FL 34108
• 

  

  /47

  $2,700,000

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft

  274 Conners Ave, Naples, FL 34108

  RARE OPPERTUNITY TO PURCHASE A BAY FRONT SOUTHERN EXPOSURE HOME, AND NOT ONLY IS EVERYTHING IN THIS HOME BRAND NEW, BUT WITHOUT A DOUBT IT IS ALL ABOUT THE VIEW!!! If you are lucky enough have the opportunity to call Vanderbilt Beach your home, and you want a very spacious 2344 sq. ft. home with a 2 car garage, complete with boat dock and huge pool, look no further!!! ALL RECONSTRUCTION WAS DONE

  

  Sue Myhelic

  Gulf Breeze Real Estate LC

  (239) 282-4734

  274 Conners Ave, Naples, FL 34108
• 

  

  /48

  $9,600 per month

  • 6 Beds
  • 6.5 Baths
  • 4,420 Sq Ft
  • House for Rent

  405 Trade Winds Ave, Naples, FL 34108

  Amazing waterfront residence with pool, spa, boat dock and lift with direct Gulf Access. Beautiful view of the canal that opens to the pool and spa to enjoy the sunset. Elegant entry/foyer, formal dining room, family room with fireplace just to mention some of the features of this gorgeous Naples Home. There is a convenient office/den and guest bedroom on the main floor with full baths and an

  

  Annette Echeverria

  Premiere Plus Realty Company

  (239) 666-7189

  405 Trade Winds Ave, Naples, FL 34108
• 

  

  /44

  $4,495,000 Sold Jan 12, 2026

  239 Channel Dr, Naples, FL 34108

  • 5 Beds
  • 4.5 Baths
  • 4,050 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $1,110/SF
  • 16 Days On Market

  Last Listing Agent Shawn Stuben Shawn Stuben Naples Properties

  239 Channel Dr, Naples, FL 34108
• 

  

  /36

  Est $1,939,679 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,859 Sq Ft

  480 Flamingo Ave, Naples, FL 34108

  480 Flamingo Ave, Naples, FL 34108
• 

  

  /31

  $4,500,000

  • Land
  • 0.37 Acre
  • $12,162,162 per Acre

  140 Flamingo Ave, Naples, FL 34108

  Rare Oversized Gulf Access Lot – Conners at Vanderbilt Beach. Incredible opportunity to own one of the last oversized end lots in the highly desirable Conners/Vanderbilt Beach community. Located at the end of a quiet cul-de-sac, 140 Flamingo Ave features 0.37 acres of premium waterfront land and an impressive 191 feet of water frontage — a boater’s dream with southwest exposure for year-round

  

  Matt Bianchini

  Compass Florida LLC

  (239) 539-6874

  140 Flamingo Ave, Naples, FL 34108
• 

  

  /27

  $14,000 per month

  • 3 Beds
  • 3 Baths
  • 2,035 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 403, Naples, FL 34108

  Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental for beachcombers and boaters at VANDERBILT BEACH ! Enjoy sunsets from your lanai overlooking the bay, boats, the pool and patio

  

  Laurie Bellico

  William Raveis Real Estate

  (239) 456-2781

  400 Flagship Dr Unit 403, Naples, FL 34108
• 

  

  /32

  $3,100,000 Sold Mar 25, 2025

  9790 Gulf Shore Dr Unit 106, Naples, FL 34108

  • 3 Beds
  • 2.5 Baths
  • 2,285 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Below List Price
  • $1,357/SF
  • 196 Days On Market

  Current Estimated Value $2,895,273

  Last Listing Agent Vito Bauer Coldwell Banker Realty

  9790 Gulf Shore Dr Unit 106, Naples, FL 34108
• 

  

  /30

  Est $1,755,936 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,669 Sq Ft

  476 Seagull Ave, Naples, FL 34108

  476 Seagull Ave, Naples, FL 34108
• 

  

  /28

  $21,000,000 Pending

  • 9,000 Sq Ft

  10047 Gulf Shore Dr, Naples, FL 34108

  Seize this unparalleled opportunity to build your dream home right on the coveted sands of Vanderbilt Beach in North Naples. This exceptional Gulf Front lot boasts approximately 100 feet of pristine beachfront, offering an extraordinary setting for a life of sun, sand, and surf. Only available beachfront lot on Vanderbilt Beach! Experience the luxury of designing a home tailored to your every

  

  Michael Sopka

  Compass Florida LLC

  (239) 579-7723

  10047 Gulf Shore Dr, Naples, FL 34108
• 

  

  /21

  $4,407 per month

  • 1 Bed
  • 1 Bath
  • 581 Sq Ft
  • Condo for Rent

  260 Southbay Dr Unit ID1226371P, Naples, FL 34108

  The advertised rate of $4,407/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  260 Southbay Dr Unit ID1226371P, Naples, FL 34108
• 

  

  /50

  $4,200,000 Sold Nov 24, 2025

  279 Heron Ave, Naples, FL 34108

  • 4 Beds
  • 6 Baths
  • 4,534 Sq Ft
  • Built 2020

  Last Sold Summary

  • 22% Below List Price
  • $926/SF
  • 156 Days On Market

  Last Listing Agent Ashley Silvers William Raveis Real Estate

  279 Heron Ave, Naples, FL 34108
• 

  

  /21

  Not Listed For Sale

  287 Trade Winds Ave Unit 24, Naples, FL 34108

  287 Trade Winds Ave Unit 24, Naples, FL 34108
• 

  

  /50

  $3,799,000

  • 4 Beds
  • 4.5 Baths
  • 3,737 Sq Ft

  375 Conners Ave, Naples, FL 34108

  It is said buyers make a decision to buy a home almost instantly. Call it curb appeal- From the moment you arrive at this stunning gulf access pool home in Vanderbilt, you will want to see more! You can't help but notice the attentive pride the owner has invested in this home. As you enter, the love and care here will instantly become apparent to the most discerning buyer. From the custom

  Steven Leek Sterling Realty of SWFL

  375 Conners Ave, Naples, FL 34108
• 

  

  /24

  $15,000 per month

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

  10620 Gulf Shore Dr Unit 202, Naples, FL 34108

  Available for Apr - Oct, 2026. 2027 seasonal rate: $19000 per month. Enjoy the sunshine from the balcony of your 3 bedroom 3 1/2 bath condominium at the Vanderbilt Beachcomber. With views of the gulf as well as the bay, this upscale property has a large exercise room with professional workout equipment. Walking distance to La Playa hotel, north of The Ritz Carlton Hotel and just across the street

  Joe Hoopfer Premier Sotheby's Int'l Realty

  10620 Gulf Shore Dr Unit 202, Naples, FL 34108
• 

  

  /29

  $4,150,000 Sold Sep 10, 2025

  9715 Gulf Shore Dr Unit 702, Naples, FL 34108

  • 3 Beds
  • 3.5 Baths
  • 2,354 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $1,763/SF
  • 42 Days On Market

  Current Estimated Value $3,932,513

  Last Listing Agent Lorena Nunez Premiere Plus Realty Company

  9715 Gulf Shore Dr Unit 702, Naples, FL 34108
• 

  

  /34

  Est $1,337,996 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  9375 Gulf Shore Dr Unit 604, Naples, FL 34108

  9375 Gulf Shore Dr Unit 604, Naples, FL 34108
• 

  

  /11

  $7,995,000

  • 5 Beds
  • 8 Baths
  • 4,695 Sq Ft

  489 Heron Ave, Naples, FL 34108

  This Conners Vanderbilt new construction 5 bedroom plus flex room, 6 full, and 2 half bath home offers it all: located on extra wide 92' canal lot with new taller sea wall and new dock will feature a boat house with 20,000lb lift and separate dock for two Jet Skis with easy access to the Gulf of Mexico, an easy walk or bike to Vanderbilt Beach, light coastal design with decorator furnishings

  Barry DeNicola Barry DeNicola Realty Inc

  489 Heron Ave, Naples, FL 34108
• 

  

  /39

  $12,000 per month

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

  400 Flagship Dr Unit 304, Naples, FL 34108

  Available the prime months of MARCH & APRIL forward OR for an annual lease!! BEAUTIFUL REMODEL JUST COMPLETED! WATERFRONT Pool & amenities accessible from your PRIVATE deck walkway. Newly furnished Waterfront condominium that overlooks both the Bay and pool area with just steps to the BEACH. Your Master Suite includes a king size bed, large HD TV, walk in closet, large bathroom with dual sinks

  Tracey Young Real Estate Specialty Svcs II

  400 Flagship Dr Unit 304, Naples, FL 34108
• 

  

  /40

  $1,545,000 Sold Jan 23, 2026

  10701 Gulf Shore Dr Unit 1101, Naples, FL 34108

  • 2 Beds
  • 3 Baths
  • 1,855 Sq Ft
  • Built 1981

  Last Sold Summary

  • 9% Below List Price
  • $833/SF
  • 40 Days On Market

  Last Listing Agent Nick Rigoni Premiere Plus Realty Company

  10701 Gulf Shore Dr Unit 1101, Naples, FL 34108
• 

  

  /43

  Est $7,172,660 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,400 Sq Ft

  11125 Gulf Shore Dr Unit PH-3, Naples, FL 34108

  11125 Gulf Shore Dr Unit PH-3, Naples, FL 34108
• 

  

  /50

  $8,490,000

  • 5 Beds
  • 6 Baths
  • 5,788 Sq Ft

  264 Bayview Ave, Naples, FL 34108

  NAPLES FLORIDA BOATING WITH GULF ACCES PLUS WALKING DISTANCE TO THE BEACH!!! An exceptional waterfront estate in one of Naples most coveted enclaves. Located on the prestigious Three Finger Streets, directly off Gulf Shore Drive and across from Vanderbilt Beach, this remarkable residence offers a rare blend of beach, bay, and a boating lifestyle. NEW ROOF in 2024 and surrounded by lush tropical

  Jeffrey Feldman Premiere Plus Realty Company

  264 Bayview Ave, Naples, FL 34108
• 

  

  /40

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,329 Sq Ft
  • Condo for Rent

  10420 Gulf Shore Dr Unit 121, Naples, FL 34108

  Available April 2026 and Winter of 2027! Welcome to Vanderbilt Bay — where tranquil bayfront sunrises and golden Gulf sunsets frame each day in effortless coastal elegance. This spacious two-bedroom residence features a thoughtfully designed split floor plan, offering both privacy and comfort for you and your guests. Wake each morning to breathtaking views over the bay as you enjoy coffee from

  Robert Alpizar Alpizar & Company, LLC

  10420 Gulf Shore Dr Unit 121, Naples, FL 34108
• 

  

  /18

  $935,000 Sold Dec 22, 2025

  10682 Gulf Shore Dr Unit 302, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $749/SF
  • 131 Days On Market

  Last Listing Agent Tony Grech Compass Florida LLC

  10682 Gulf Shore Dr Unit 302, Naples, FL 34108
• 

  

  /3

  Est $6,194,908 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,502 Sq Ft

  318 Trade Winds Ave, Naples, FL 34108

  318 Trade Winds Ave, Naples, FL 34108
• 

  

  /28

  $1,885,000

  • 2 Beds
  • 2.5 Baths
  • 1,579 Sq Ft

  9653 Gulf Shore Dr Unit 702, Naples, FL 34108

  Spectacular views from this 7th floor Casa Grande 2 bedroom 2.5 baths condo with almost 50 feet of gulf frontage and views from kitchen, living room and master bedroom. New hurricane shutters in 2023 This condo was gutted to the studs, some ceilings raised, some soffits removed and completely remodeled. 50 year warrantied Anderson natural blonde floors installed throughout the condo which can

  Bonnie Goerlich Realty Corp of Naples

  9653 Gulf Shore Dr Unit 702, Naples, FL 34108
• 

  

  /13

  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,177 Sq Ft
  • Condo for Rent

  10682 Gulf Shore Dr Unit 204, Naples, FL 34108

  Relax in comfort and style at the Monte Carlo Club! A dream rental, this light filled 2nd floor condo has an open floor plan that feels incredibly spacious and is newly renovated and designer furnished in a contemporary beach style. The kitchen is finely appointed with quartz countertops, Wolf and Bosch appliances and a counter height breakfast bar that seats four. The living room has plenty of

  Stacey Cotter John R Wood Properties

  10682 Gulf Shore Dr Unit 204, Naples, FL 34108
• 

  

  /26

  $710,000 Sold Oct 09, 2025

  10562 Gulf Shore Dr Unit 402, Naples, FL 34108

  • 2 Beds
  • 2 Baths
  • 1,178 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $603/SF
  • 139 Days On Market

  Current Estimated Value $741,132

  Last Listing Agent Ryan Schwartz Naples Homes

  10562 Gulf Shore Dr Unit 402, Naples, FL 34108
• 

  

  /21

  Est $2,716,956 Not Listed For Sale

  287 Trade Winds Ave, Naples, FL 34108

  287 Trade Winds Ave, Naples, FL 34108
• 

  

  /42

  $4,500,000

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  151 Bayview Ave, Naples, FL 34108

  WALK TO THE BEACH AND HAVE A BOAT IN YOUR BACKYARD! This spectacular and move-in ready, three bedroom and three full bathroom, waterfront home offers the best of both worlds in Florida living! Enjoy boating right outside your door and private beach access to miles of soft white-sand and sparkling emerald waters just footsteps away. An expansive and bright, great room floor plan is the highlight

  Ryan Schwartz Naples Homes

  151 Bayview Ave, Naples, FL 34108
• 

  

  /18

  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 2,003 Sq Ft
  • Condo for Rent

  10851 Gulf Shore Dr Unit 301, Naples, FL 34108

  Welcome to Vanderbilt Gulfside, one of Naples’ most loved beachfront communities, where eight acres of beautifully landscaped grounds meet the soft white sands of Vanderbilt Beach. This three-bedroom, three-bathroom corner residence captures the timeless charm of coastal Florida living — comfortable, spacious, and filled with natural light from its coveted southwest exposure. From the moment you

  Bridget Sypolt Coldwell Banker Realty

  10851 Gulf Shore Dr Unit 301, Naples, FL 34108
• 

  

  /50

  $6,300,000 Sold Apr 28, 2025

  448 Oak Ave, Naples, FL 34108

  • 5 Beds
  • 6 Baths
  • 4,314 Sq Ft
  • Built 2022

  Last Sold Summary

  • 16% Below List Price
  • $1,460/SF
  • 190 Days On Market

  Current Estimated Value $6,115,979

  Last Listing Agent Jess Meschko Compass Florida LLC

  448 Oak Ave, Naples, FL 34108
• 

  

  /7

  Est $1,766,996 Not Listed For Sale

  406 Seabee Ave, Naples, FL 34108

  406 Seabee Ave, Naples, FL 34108

Showing Results 1 - 40, Page 1 of 18