Vanderbilt Beach Homes

• 

  

  

  /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
• Explore Vanderbilt Beach

• 

  

  

  /38

  $17,000 per month

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Condo for Rent

  10701 Gulf Shore Dr Unit 1002, Naples, FL 34108

  Available for January & February 2026! Experience the ultimate in coastal luxury with this stunning 10th-floor beachfront condo at The Seville, located in the prestigious Vanderbilt Shores high-rise in Naples. Rarely available, this beautifully situated residence showcases panoramic, west-facing views of the Gulf of Mexico from an expansive private balcony, perfect for soaking in breathtaking

  

  Robert Nardi

  WeichertRealtors-ParadiseHomes

  (239) 428-0628

  10701 Gulf Shore Dr Unit 1002, 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 $1,010,921

  Last Listing Agent Nick Rigoni Premiere Plus Realty Company

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

  

  

  /50

  Est $6,605,930 Not Listed For Sale

  11125 Gulf Shore Dr Unit 405, Naples, FL 34108

  • 3 Beds
  • 3.5 Baths
  • 4,001 Sq Ft
  • Built 2009

  11125 Gulf Shore Dr Unit 405, Naples, FL 34108

  Last Sold Summary

  • 1% Above List Price
  • $1,637/SF
  • 65 Days On Market

  Last Sold Price $6,550,000

  Last Listing Agent Amy Nease Premier Sotheby's Int'l Realty
• 

  

  

  /47

  $2,550,000 Pending

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

  274 Conners Ave, Naples, FL 34108

  SIGNIFICENT PRICE REDUCTION -- NOW IS THE TIME!!!!!! 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

  

  Sue Myhelic

  Gulf Breeze Real Estate LC

  (239) 282-4734

  274 Conners Ave, Naples, FL 34108
• 

  

  /35

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Condo for Rent

  11030 Gulf Shore Dr Unit 202, Naples, FL 34108

  Taken for SEASON 2027 but available May 1 to Dec '26 and April '27 forward. Gulf & Bay Views! Private Beach Access! Step into a realm of sophistication as you enter this spacious three-bedroom corner unit in a great Community with many Amenities. Floor-to-ceiling, wrap-around (hurricane-grade) glass doors showcase sparkling views of the Gulf and mesmerizing sunsets from inside or out on the huge

  

  Allison Callas

  Downing Frye Realty Inc.

  (239) 933-6018

  11030 Gulf Shore Dr Unit 202, 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 $3,271,288

  Last Listing Agent Mari Vesci John R Wood Properties

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

  

  /46

  Est $1,328,067 Not Listed For Sale

  9375 Gulf Shore Dr Unit 502, Naples, FL 34108

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1981

  9375 Gulf Shore Dr Unit 502, Naples, FL 34108

  Last Sold Summary

  • 2% Above List Price
  • $850/SF
  • 271 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Monica Ulrich Downing Frye Realty Inc.
• 

  

  /50

  $1,985,000

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

  10851 Gulf Shore Dr Unit 1004, Naples, FL 34108

  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

  10851 Gulf Shore Dr Unit 1004, Naples, FL 34108
• 

  

  /26

  $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
• 

  

  /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

  Current Estimated Value $4,465,771

  Last Listing Agent Shawn Stuben Shawn Stuben Naples Properties

  239 Channel Dr, Naples, FL 34108
• 

  

  /5

  Est $2,510,780 Not Listed For Sale

  10851 Gulf Shore Dr Unit 1405, Naples, FL 34108

  • 3 Beds
  • 3 Baths
  • 2,003 Sq Ft
  • Built 1980

  10851 Gulf Shore Dr Unit 1405, Naples, FL 34108

  Last Sold Summary

  • 3% Below List Price
  • $1,298/SF
  • 52 Days On Market

  Last Sold Price $2,600,000

  Last Listing Agent Ornela Rroboci Royal Shell Real Estate, Inc.
• 

  

  /50

  $999,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  10562 Gulf Shore Dr Unit 101/102, Naples, FL 34108

  HUGE PRICE CORRECTION! Welcome to luxury condo living at its finest! 1031 Exchange need to sell. Imagine waking up to breathtaking sunrise with an unobstructed view of Vanderbilt Bay while having your boat in your backyard. Gulf Cove, at Vanderbilt beach, offers gorgeous panoramic views of the bay as well as the gulf. This beautifully maintained condo offers 3 bedrooms, and 3 huge bathrooms. For

  

  Cynthia 'Cindy' Brown

  Gulf Coast Living Real Estate, Inc

  (239) 932-7218

  10562 Gulf Shore Dr Unit 101/102, Naples, FL 34108
• 

  

  /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
• 

  

  /32

  $1,825,000 Sold Mar 25, 2026

  10691 Gulf Shore Dr Unit 500, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Built 1982

  Last Sold Summary

  • 6% Below List Price
  • $928/SF
  • 35 Days On Market

  Current Estimated Value $1,956,562

  Last Listing Agent Nick Rigoni Premiere Plus Realty Company

  10691 Gulf Shore Dr Unit 500, Naples, FL 34108
• 

  

  /27

  Est $1,287,989 Not Listed For Sale

  400 Flagship Dr Unit 608, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 2000

  400 Flagship Dr Unit 608, Naples, FL 34108

  Last Sold Summary

  • 1% Below List Price
  • $750/SF
  • 355 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Thomas Margardino Premiere Plus Realty Company
• 

  

  /50

  $4,495,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 4,042 Sq Ft

  390 Oak Ave, Naples, FL 34108

  Nestled in the highly coveted Vanderbilt Beach area of North Naples, this exceptional water front residence in Conners showcases sweeping bay views and the very best of coastal luxury living. Just moments from the renowned Ritz-Carlton, area shopping, dining and the pristine white-sand beaches that define the Naples lifestyle, the location is simply unmatched.Enjoy direct Gulf access from

  

  John Robert III

  John R Wood Properties

  (239) 695-6701

  390 Oak Ave, Naples, FL 34108
• 

  

  /19

  $8,500 per month

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

  400 Flagship Dr, Naples, FL 34108

  Luxury Penthouse Living at Vanderbilt Beach Furnished 3 bedroom, 3 bathroom penthouse in Regatta with double car garage is just moments from the white sands of Vanderbilt Beach. Available April 1st for annual rental, this residence offers sweeping water views and exceptional privacy from its top floor vantage point. Light-filled living spaces with 9 ft ceilings is open to a large screened lanai

  400 Flagship Dr, 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

  Current Estimated Value $4,292,213

  Last Listing Agent Ashley Silvers William Raveis Real Estate

  279 Heron Ave, Naples, FL 34108
• 

  

  /32

  Est $1,304,184 Not Listed For Sale

  9700 Gulf Shore Dr Unit 101, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,546 Sq Ft
  • Built 1992

  9700 Gulf Shore Dr Unit 101, Naples, FL 34108

  Last Sold Summary

  • 3% Below List Price
  • $873/SF
  • 19 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Nick Rigoni Premiere Plus Realty Company
• 

  

  /50

  $2,450,000

  • 4 Beds
  • 3 Baths
  • 2,146 Sq Ft

  493 Willet Ave, Naples, FL 34108

  A rare investment opportunity and the only multifamily-style residence currently available in the entire Connors area of Vanderbilt Beach. This exceptional Gulf-access waterfront property offers versatility, usability, and long-term value, set on an oversized corner lot with approximately 105 feet of canal frontage. Constructed of concrete block and designed as a single-story residence, the

  

  Steve Buchalter

  Coldwell Banker Realty

  (239) 256-2335

  493 Willet Ave, Naples, FL 34108
• 

  

  /36

  $26,000 per month

  • 3 Beds
  • 3.5 Baths
  • 1,750 Sq Ft
  • House for Rent

  9517 Gulf Shore Dr Unit 202, Naples, FL 34108

  Located at 9517 Gulf Shore Drive #202 in Naples, Florida, this property epitomizes elite waterfront luxury, seamlessly blending opulence, exclusivity, and breathtaking views of the Gulf of Mexico. Designed for the discerning resident, this residence boasts expansive, elegantly appointed interiors featuring only the highest quality materials and cutting-edge fixtures. The living spaces extend to

  Bill Archer Keller Williams Realty Naples

  9517 Gulf Shore Dr Unit 202, Naples, FL 34108
• 

  

  /50

  $835,000 Sold Mar 16, 2026

  10420 Gulf Shore Dr Unit 162, Naples, FL 34108

  • 1 Bed
  • 1 Bath
  • 1,045 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $799/SF
  • 73 Days On Market

  Current Estimated Value $825,714

  Last Listing Agent Mia Aufford Compass Florida LLC

  10420 Gulf Shore Dr Unit 162, Naples, FL 34108
• 

  

  /41

  Est $3,674,091 Not Listed For Sale

  9790 Gulf Shore Dr Unit 504, Naples, FL 34108

  • 3 Beds
  • 2.5 Baths
  • 2,245 Sq Ft
  • Built 1994

  9790 Gulf Shore Dr Unit 504, Naples, FL 34108

  Last Sold Summary

  • 8% Below List Price
  • $1,780/SF
  • 69 Days On Market

  Last Sold Price $3,995,000

  Last Listing Agent Vito Bauer Coldwell Banker Realty
• 

  

  /31

  $4,500,000

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

  140 Flamingo Ave, Naples, FL 34108

  One or more photo(s) has been virtually staged, AI generated or rendered. 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

  

  Matt Bianchini

  Compass Florida LLC

  (239) 539-6874

  140 Flamingo Ave, Naples, FL 34108
• 

  

  /20

  $5,358 per month

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

  260 Southbay Dr Unit SI ID1226371P, Naples, FL 34108

  The advertised rate of $5,358/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 30, 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 SI ID1226371P, 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 $3,987,742

  Last Listing Agent Lorena Nunez Premiere Plus Realty Company

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

  

  /22

  Est $363,966 Not Listed For Sale

  377 Vanderbilt Beach Rd Unit 303, Naples, FL 34108

  • Studio
  • 1 Bath
  • 650 Sq Ft
  • Built 1982

  377 Vanderbilt Beach Rd Unit 303, Naples, FL 34108

  Last Sold Summary

  • 56% Above List Price
  • $358/SF
  • 564 Days On Market

  Last Sold Price $233,000

  Last Listing Agent Linda Determan EXIT Realty of Naples
• 

  

  /67

  $1,699,000

  • 3 Beds
  • 2 Baths
  • 1,546 Sq Ft

  9700 Gulf Shore Dr Unit 202, Naples, FL 34108

  Majestic views of the Bay & Gulf from this updated Vanderbilt Beach condo that comes with a DEEDED BOAT SLIP WITH 24,000. This unit boasts never-ending trade winds year-round! Delight in front row seats to unobstructed sunrises from the spacious screen lanai that runs the length of your home & sunsets from right outside your front door. The upgraded master ensuite bath boasts double vanities,

  Ryan Schwartz Naples Homes

  9700 Gulf Shore Dr Unit 202, Naples, FL 34108
• 

  

  /49

  $30,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,230 Sq Ft
  • House for Rent

  9517 Gulf Shore Dr Unit 401, Naples, FL 34108

  This 4th-floor end unit is located in the Sandcastle community on Vanderbilt Beach. It has about 2,200 square feet, comes furnished, and includes three bedrooms with attached bathrooms. The main living area connects to the kitchen, which has stainless steel appliances, granite countertops, and cabinets. The primary bedroom has water views, lanai access, and a bathroom with two sinks, a tub, and a

  Bill Archer Keller Williams Realty Naples

  9517 Gulf Shore Dr Unit 401, 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

  Current Estimated Value $1,566,010

  Last Listing Agent Nick Rigoni Premiere Plus Realty Company

  10701 Gulf Shore Dr Unit 1101, 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

  Last Sold Summary

  • 20 Days On Market

  Last Sold Price $2,900,000

  Last Listing Agent Lauren Brooker Compass Florida LLC
• 

  

  /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
• 

  

  /18

  $5,358 per month

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

  260 Southbay Dr Unit SI ID1226374P, Naples, FL 34108

  The advertised rate of $5,358/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 31, 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 SI ID1226374P, 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

  Current Estimated Value $928,980

  Last Listing Agent Tony Grech Compass Florida LLC

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

  

  /10

  Est $1,184,073 Not Listed For Sale

  9375 Gulf Shore Dr Unit 304, Naples, FL 34108

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1981

  9375 Gulf Shore Dr Unit 304, Naples, FL 34108

  Last Sold Summary

  • 2% Above List Price
  • $758/SF
  • 83 Days On Market

  Last Sold Price $1,160,000

  Last Listing Agent Nancy Burgess Compass Florida LLC
• 

  

  /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
• 

  

  /15

  $20,000 per month

  • 2 Beds
  • 2 Baths
  • 1,315 Sq Ft
  • Condo for Rent

  10475 Gulf Shore Dr Unit 122, Naples, FL 34108

  Experience the ultimate Gulf Coast lifestyle in this stunning third-floor sanctuary directly on the pristine sands of Vanderbilt Beach. This spacious 2-bedroom, 2-bathroom residence offers breathtaking, front-row views of the turquoise waters, providing the perfect backdrop for your coastal retreat. Currently undergoing a total luxury transformation this summer, the condo will soon debut a fresh,

  yara shaban Elite Edge Fl Realty

  10475 Gulf Shore Dr Unit 122, 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 $736,017

  Last Listing Agent Ryan Schwartz Naples Homes

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

  

  /34

  Est $1,342,037 Not Listed For Sale

  9375 Gulf Shore Dr Unit 604, Naples, FL 34108

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1981

  9375 Gulf Shore Dr Unit 604, Naples, FL 34108

  Last Sold Summary

  • 9% Below List Price
  • $964/SF
  • 7 Days On Market

  Last Sold Price $1,475,000

  Last Listing Agent Dennis Bowers Compass Florida LLC

Showing Results 1 - 40, Page 1 of 18