Vanderbilt Beach Homes

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  /37

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,562 Sq Ft
  • Condo for Rent

  10951 Gulf Shore Dr Unit 504, Naples, FL 34108

  Welcome Home to this wonderful two bedroom, two bathroom, 5th floor unit on the beach. Highly sought after community of Vanderbilt Gulfside located directly on the beach. Furnished in neutral tones with all of the comforts of home you could ask for! Master bedroom features a king sized bed, guest bedroom two twins. This property has been lovingly cared for and meticulously maintained! Beachfront

  Christine Yeaw SunStream Realty

  10951 Gulf Shore Dr Unit 504, Naples, FL 34108
• 

  

  

  /31

  Est $1,954,884 Not Listed For Sale

  9790 Gulf Shore Dr Unit 105, Naples, FL 34108

  • 2 Beds
  • 2 Baths
  • 1,796 Sq Ft
  • Built 1996

  9790 Gulf Shore Dr Unit 105, Naples, FL 34108

  Last Sold Summary

  • 8% Below List Price
  • $1,183/SF
  • 16 Days On Market

  Last Sold Price $2,125,000

  Last Listing Agent Vito Bauer Coldwell Banker Realty
• 

  

  

  /17

  $5,875,000 Pending

  • Land
  • 0.33 Acre
  • $17,803,030 per Acre

  191 Seabreeze Ave, Naples, FL 34108

  The ultimate Vanderbilt Beach lot to build your new Naples Florida waterfront home provides a rare opportunity for the complete Florida lifestyle including: Situated on the coveted beach side of Vanderbilt Connors it is one of the largest lots - 14,565 sq ft and 95’ on the bay vs 9,600 sq ft and 80’ on the canal for a standard lot, with wide bay views to the west, north and east and the 172’

  Barry DeNicola Barry DeNicola Realty Inc

  191 Seabreeze Ave, Naples, FL 34108
• 

  

  

  /27

  $16,000 per month

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Condo for Rent

  10691 Gulf Shore Dr Unit 502, Naples, FL 34108

  Booked from January through March 2027. Available other months. Landlord prefers multiple month tenancy in season but can accommodate special requests. COMPLETELY REMODELED and beautifully refreshed, this beachfront residence at Barcelona in Vanderbilt Shores offers a sleek, modern coastal lifestyle on Vanderbilt Beach. Featuring NEW floors, NEW kitchen, NEW bathrooms, NEW drywall, solid wood

  Craig Taylor Real Estate Specialty Svcs II

  10691 Gulf Shore Dr Unit 502, Naples, FL 34108
• 

  

  

  /47

  Est $3,162,287 Not Listed For Sale

  287 Egret Ave, Naples, FL 34108

  • 5 Beds
  • 4 Baths
  • 3,523 Sq Ft
  • Built 1999

  287 Egret Ave, Naples, FL 34108

  Last Sold Summary

  • 3% Below List Price
  • $925/SF
  • 73 Days On Market

  Last Sold Price $3,260,000

  Last Listing Agent Douglas Grant John R Wood Properties
• 

  

  /23

  $1,450,000

  • 3 Beds
  • 2 Baths
  • 1,505 Sq Ft

  9715 Gulf Shore Dr Unit 103, Naples, FL 34108

  Experience coastal elegance at its finest in this exquisite 3-bed, 2-bath, fully renovated luxury condominium perfectly positioned on the pristine sands of Naples. *(WALL IN MASTER BATH CAN COME DOWN TO MAKE MASTER LARGER AND HAVE GULF VIEWS FROM BED)*! Designed for the discerning buyer, this residence combines sophisticated style with the ease of beachfront living. Step inside to discover

  Kyle Johnson Coldwell Banker Realty

  9715 Gulf Shore Dr Unit 103, Naples, FL 34108
• 

  

  /26

  $19,500 per month

  • 4 Beds
  • 3 Baths
  • 2,467 Sq Ft
  • House for Rent

  482 Tradewinds Ave, Naples, FL 34108

  This beautiful, spacious and comfortable vacation rental home is located in the highly desireable Connors section off of Vanderbilt drive. Veryclose to the beach, Mercato and all that Naples has to offer! 4 bedrooms, 3 full bathrooms, large lanai with a heated pool facing the canal - whatelse could you ask for your winter vacation? Dogs are welcome with owners' approval!

  Elina Maranz Naples Vibe Realty, LLC

  482 Tradewinds Ave, Naples, FL 34108
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  /36

  Est $2,082,342 Not Listed For Sale

  480 Flamingo Ave, Naples, FL 34108

  • 3 Beds
  • 3 Baths
  • 2,859 Sq Ft
  • Built 1996

  480 Flamingo Ave, Naples, FL 34108

  Last Sold Summary

  • 5% Above List Price
  • $691/SF
  • 284 Days On Market

  Last Sold Price $1,975,000

  Last Listing Agent Steven Silvestri Premiere Plus Realty Company
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  /42

  $1,395,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft

  400 Flagship Dr Unit 305, Naples, FL 34108

  Experience the best of coastal living in this beautiful 3BR/3BA residence at Regatta at Vanderbilt Beach, ideally positioned on the bay and offering the perfect blend of luxury and relaxed outdoor living in Naples. A rare find in condominium living, this home features its own private outdoor retreat—an expansive 500-square-foot open-air terrace where you can relax at sunset, dine alfresco,

  Lesley Garlock William Raveis Real Estate

  400 Flagship Dr Unit 305, Naples, FL 34108
• 

  

  /27

  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Condo for Rent

  450 Launch Cir Unit 602, Naples, FL 34108

  Regatta at Vanderbilt Beach is a resort style condo complex ideally located just two blocks to Vanderbilt Beach, home of the Ritz Carlton Naples and one of the area’s most popular beaches for recreation. Unit 602 beautiful coastal modern furnishings. The primary bedroom features a king size bed with en-suite bathroom and boasts a fantastic oversized balcony with direct views of the Bay! The

  Stacey Cotter John R Wood Properties

  450 Launch Cir Unit 602, Naples, FL 34108
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  /47

  Est $4,458,048 Not Listed For Sale

  225 Conners Ave, Naples, FL 34108

  • 5 Beds
  • 5.5 Baths
  • 5,127 Sq Ft
  • Built 2004

  225 Conners Ave, Naples, FL 34108

  Last Sold Summary

  • 10% Below List Price
  • $970/SF
  • 263 Days On Market

  Last Sold Price $4,975,000

  Last Listing Agent Jeremy O'Guinn Downing Frye Realty Inc.
• 

  

  /27

  $5,450,000

  • 3 Beds
  • 3.5 Baths
  • 3,820 Sq Ft

  9235 Gulf Shore Dr Unit PH01, Naples, FL 34108

  Welcome to an exceptional and one-of-a-kind beachfront penthouse residence at "The Vanderbilt," boasting stunning views of the Gulf of Mexicoand the bay. A rare bonus, this property offers immediate membership to the exclusive Floridian Club, granting access to a private beachsiderestaurant and bar, beach chaise lounges, towels, umbrellas, and a full calendar of events. Step off your

  Steven Fenttiman Coldwell Banker Realty

  9235 Gulf Shore Dr Unit PH01, Naples, FL 34108
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  /25

  $14,000 per month

  • 2 Beds
  • 2 Baths
  • 1,654 Sq Ft
  • Condo for Rent

  9051 Gulf Shore Dr Unit 2, Naples, FL 34108

  Available for 2026 Season at a discounted rate or off season. Welcome to coastal living at its finest in this turnkey 2-bedroom, 2-bath penthouse, ideally positioned on Vanderbilt Beach, which ranked as one of the best beaches in the country. With sweeping Gulf views, direct beach access, and a thoughtfully designed interior, this residence is the perfect seasonal escape. Step into a bright and

  Stephanie Spooner WeichertRealtors-ParadiseHomes

  9051 Gulf Shore Dr Unit 2, Naples, FL 34108
• 

  

  /32

  Est $2,889,348 Not Listed For Sale

  9790 Gulf Shore Dr Unit 106, Naples, FL 34108

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

  9790 Gulf Shore Dr Unit 106, Naples, FL 34108

  Last Sold Summary

  • 7% Below List Price
  • $1,357/SF
  • 196 Days On Market

  Last Sold Price $3,100,000

  Last Listing Agent Vito Bauer Coldwell Banker Realty
• 

  

  /29

  $999,995 Pending

  • 2 Beds
  • 2 Baths
  • 1,472 Sq Ft

  11030 Gulf Shore Dr Unit 401, Naples, FL 34108

  Experience the ultimate in coastal living with this fully renovated 2-bedroom, 2-bath unit on Gulfshore Dr., offering breathtaking bay views. This pristine home is move-in ready and comes turnkey furnished—just bring your suitcase and start enjoying the season! Enjoy private beach access right across the street, or lease a boat dock with indirect Gulf access for endless water adventures. Relax by

  Jeffrey Tiefenbach PA Realty World J Pavich Real Est

  11030 Gulf Shore Dr Unit 401, Naples, FL 34108
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  /35

  $22,000 per month

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • House for Rent

  343 Conners Ave, Naples, FL 34108

  Your dream waterfront canal getaway! This beautifully renovated vacation home offers a great combination of coastal elegance and comfort. There is ample space for relaxing and entertaining with a fully equipped kitchen, a resort style backyard, 15x30 pool and an exquisite gazebo for your day or evening enjoyment (seating arrangement, coffee table, TV). . . . . Three bedrooms, 2 bath and 2014

  Ellie Penaranda Gulf Breeze Real Estate LC

  343 Conners Ave, Naples, FL 34108
• 

  

  /27

  Est $1,012,407 Not Listed For Sale

  450 Launch Cir Unit 302, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1999

  450 Launch Cir Unit 302, Naples, FL 34108

  Last Sold Summary

  • 6% Below List Price
  • $726/SF
  • 164 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Mary Willkomm Perfect Properties of Naples, Inc.
• 

  

  /10

  $4,550,000

  • Land
  • 0.3 Acre
  • $15,166,667 per Acre

  230 Seabreeze Ave, Naples, FL 34108

  Build your dream home where boating from your backyard meets sunsets on the sand—this is Naples waterfront living at its finest.This exceptional 0.30-acre property is tucked away at the end of a quiet cul-de-sac and offers highly sought-after southern exposure with over 140 feet of seawall. One of only 83 exclusive parcels in Naples where you can enjoy direct Gulf access from your

  Ryan Schwartz Naples Homes

  230 Seabreeze Ave, Naples, FL 34108
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  /34

  $25,000 per month

  • 4 Beds
  • 3 Baths
  • 3,034 Sq Ft
  • House for Rent

  159 Conners Ave, Naples, FL 34108

  Available from Mar 15th through Mar 31, 2026 Season at a discounted rate or off season from May 7 through the end of November. This one of a kind 4BR/3BA turnkey furnished single-family pool/spa home in the Conners off Vanderbilt is truly a hidden gem. Comes with its own boat dock and a location that is hard to beat. This unique coastal home is professionally decorated, where modern design and

  Stephanie Spooner WeichertRealtors-ParadiseHomes

  159 Conners Ave, Naples, FL 34108
• 

  

  /38

  Est $1,123,084 Not Listed For Sale

  10482 Gulf Shore Dr Unit 251, Naples, FL 34108

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

  10482 Gulf Shore Dr Unit 251, Naples, FL 34108

  Last Sold Summary

  • 17% Below List Price
  • $891/SF
  • 100 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Tracey Richardson DomainRealty.com LLC
• 

  

  /24

  $1,650,000

  • Land
  • 0.21 Acre
  • $7,857,143 per Acre

  469 Trade Winds Ave, Naples, FL 34108

  PRICED TO SELL! Positioned on one of Naples’ most sought-after waterfront streets, 469 Trade Winds Ave delivers a rare head start for your custom build. The prior home has been professionally demolished, the seawall replaced, and fully engineered, permit-ready plans are included for a coastal modern 4,088 A/C sq ft (6,240 total) residence featuring 4 bedrooms, 4 baths, a 3-car garage, and an

  Vince Rigoni Premiere Plus Realty Company

  469 Trade Winds Ave, Naples, FL 34108
• 

  

  /18

  $12,000 per month

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  9380 Gulf Shore Dr Unit 102, Naples, FL 34108

  Discover the perfect vacation rental nestled by the bay with front door views of the Gulf of America. This spacious 3-bedroom, 2-bathroom condo with a screened lanai offers the ultimate retreat. Enjoy private beach access right across the street, featuring stunning water views. Inside, you'll find large bedrooms and the convenience of in-unit laundry. The property includes underground parking

  Tina Keppy William Raveis Real Estate

  9380 Gulf Shore Dr Unit 102, Naples, FL 34108
• 

  

  /46

  Est $3,738,723 Not Listed For Sale

  362 Egret Ave, Naples, FL 34108

  • 3 Beds
  • 3.5 Baths
  • 3,391 Sq Ft
  • Built 2024

  362 Egret Ave, Naples, FL 34108

  Last Sold Summary

  • 14% Below List Price
  • $1,283/SF
  • 136 Days On Market

  Last Sold Price $4,350,000

  Last Listing Agent Jozef Maston Compass Florida LLC
• 

  

  /31

  $7,500,000

  • Land
  • 0 Acre

  128 Bayview Ave, Naples, FL 34108

  Rare opportunity to own one of the best Bayfront building lots in Connor’s Vanderbilt that is only steps away from beautiful Vanderbilt Beach via the private beach access for Bayview residents. A membership in the new Paraiso Beach Club is included with this property. This lot offers: wide views of the bay all the way to the Ritz Carlton Development, southern exposure for great all day sun on

  Barry DeNicola Barry DeNicola Realty Inc

  128 Bayview Ave, Naples, FL 34108
• 

  

  /28

  $7,000 per month

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

  10686 Gulf Shore Dr Unit 304, Naples, FL 34108

  This highly sought after third floor two bedroom, two bathroom unit in Monte Carlo Club on Vanderbilt Beach is the perfect winter retreat for those who are looking for comfort, charm, stunning views and a property that is so well equipped you will feel like you haven't left home. Freshly painted, new luxury vinyl flooring in living area, and updated bathrooms. Featuring a Tommy Bahama style

  Christine Yeaw SunStream Realty

  10686 Gulf Shore Dr Unit 304, Naples, FL 34108
• 

  

  /27

  Est $883,870 Not Listed For Sale

  9103 Vanderbilt Dr Unit 307, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft
  • Built 1990

  9103 Vanderbilt Dr Unit 307, Naples, FL 34108

  Last Sold Summary

  • 6% Below List Price
  • $575/SF
  • 291 Days On Market

  Last Sold Price $940,000

  Last Listing Agent Pat Petrow Premier Sotheby's Int'l Realty
• 

  

  /36

  $724,000

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

  10682 Gulf Shore Dr Unit 102, Naples, FL 34108

  LOWEST PRICED UNIT ON VANDERBILT BEACH'S GULF SHORE DR WITH NEW HVAC, COVERED CARPORT & BEAUTIFUL BAY VIEWS!Enjoy breathtaking unobstructed water views of Vanderbilt Bay, city lights in the evenings, and beach access across the street! This location offers several dining options in walking distance including The Turtle Club, The Ritz-Carlton and The La Playa, with proximity to The Mercato for

  Vivian Ferreira Premiere Plus Realty Company

  10682 Gulf Shore Dr Unit 102, Naples, FL 34108
• 

  

  /12

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Condo for Rent

  10684 Gulf Shore Dr Unit 305, Naples, FL 34108

  Fantastic location!!! See sunrise and sunsets from this 2 bedroom + Den 2 bath condo. Monte Carlo is a gated community located directly across the street from Vanderbilt Beach and close to Wiggins State Park. There is assigned covered parking with additional guest parking available, large heated community pool, tennis and a common elevator for easy access to the unit. Location is

  Grace Meholick Premier Sotheby's Int'l Realty

  10684 Gulf Shore Dr Unit 305, Naples, FL 34108
• 

  

  /29

  Est $1,852,861 Not Listed For Sale

  481 Lagoon Ave, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1984

  481 Lagoon Ave, Naples, FL 34108

  Last Sold Summary

  • 9% Below List Price
  • $1,226/SF
  • 71 Days On Market

  Last Sold Price $2,035,000

  Last Listing Agent Elaine Falkenberg William Raveis Real Estate
• 

  

  /23

  $7,500,000

  • Land
  • 0 Acre

  116 Bayview Ave, North Naples, FL 34108

  Rare opportunity to own one of the best Bayfront building lots in Connor’s Vanderbilt that is only steps away from beautiful Vanderbilt Beach via the private beach access for Bayview residents. A membership in the new Paraiso Beach Club is included with this property. This lot offers: wide views of the bay all the way to the Ritz Carlton Development, southern exposure for great all day sun on

  Barry DeNicola Barry DeNicola Realty Inc

  116 Bayview Ave, North Naples, FL 34108
• 

  

  /32

  $10,000 per month

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

  260 Southbay Dr Unit 204, Naples, FL 34108

  Available Now – December 2025 and 2026 Season | Weekly or Monthly Rentals!Call for current availability and rate specials – also listed on multiple booking platforms.Welcome to Vanderbilt Palms, your coastal oasis just 500 feet from the Gulf of Mexico! This spacious and fully furnished 1-bedroom, 1-bath condo offers flexible weekly or monthly rental options—with no association approval

  Christina Falzarano Bajrakta The Real Estate Connection LLC

  260 Southbay Dr Unit 204, Naples, FL 34108
• 

  

  /37

  Est $1,996,380 Not Listed For Sale

  402 Germain Ave, Naples, FL 34108

  • 4 Beds
  • 4 Baths
  • 2,221 Sq Ft
  • Built 1973

  402 Germain Ave, Naples, FL 34108

  Last Sold Summary

  • 1% Above List Price
  • $889/SF
  • 60 Days On Market

  Last Sold Price $1,975,000

  Last Listing Agent Dina Covato Coastal Intl Properties LLC
• 

  

  /34

  $1,895,000

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

  9566 Gulf Shore Dr Unit 102, Naples, FL 34108

  Lowest priced 3+den in Vanderbilt Beach! This second floor unit offers the best of both worlds with both Gulf of America and expansive Bay views. Here's the arrangement: The grand living area and spacious primary bedroom capture glorious Bay views overlooking three intersecting canals, offering access to the east lanai. Other features include an enviable walk-in closet, a stylish remodeled bath

  Shannon Lefevre John R Wood Properties

  9566 Gulf Shore Dr Unit 102, Naples, FL 34108
• 

  

  /22

  $20,000 per month

  • 3 Beds
  • 3 Baths
  • 2,010 Sq Ft
  • Condo for Rent

  9653 Gulf Shore Dr Unit 203, Naples, FL 34108

  Available for 2026. Feb forward at $20000 per month Amazing Panoramic Beach and Sunset Views in this completely remodeled condominium on Vanderbilt Beach. Nestle between The Turtle Club and LaPlaya, this 3 bedroom, 3 1/2 bathroom condominium features an open floor plan with stunning gulf view from your lanai and master bedroom. Lease rate includes 1 garage parking spot. Tenants agree to cleanings

  Joe Hoopfer Premier Sotheby's Int'l Realty

  9653 Gulf Shore Dr Unit 203, Naples, FL 34108
• 

  

  /30

  Est $1,641,159 Not Listed For Sale

  476 Seagull Ave, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • Built 1978

  476 Seagull Ave, Naples, FL 34108

  Last Sold Summary

  • 10% Below List Price
  • $1,093/SF
  • 18 Days On Market

  Last Sold Price $1,825,000

  Last Listing Agent Steven Silvestri Premiere Plus Realty Company
• 

  

  /30

  $1,900,000

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

  475 Seabee Ave, Naples, FL 34108

  THE POSSIBILITIES ARE ENDLESS!! COASTAL LIVING WITH STUNNINGLY, W-I-D-E canal view! PERFECT LOCATION TO REBUILD OR RENOVATE THIS 2500 SQ FT pool home. With a high elevation you can create the home of your dreams. This rare gem offers a blend of charm and versatility. Features Include: New Roof in 2024, New Pool Pump and Pool Heater (2024). French doors leading to a spacious pool deck, framed by

  Jill Pyszkowski John R Wood Properties

  475 Seabee Ave, Naples, FL 34108
• 

  

  /34

  $15,300 per month

  • 2 Beds
  • 2 Baths
  • 1,489 Sq Ft
  • Condo for Rent

  Unlisted Address

  BEACH, BEACH, AND MORE BEACH! Experience the charm of this delightful 2BR/2BA condo, adorned with classic furnishings and offering all the comforts of home. There's no better way to spend your vacation than at Vanderbilt Gulfside ON THE BEACH. Witness breathtaking sunrises and mesmerizing sunsets! Nestled on 8 acres of lush tropical landscape, this paradise boasts a magnificent 40x60 heated

  Lesley Garlock William Raveis Real Estate

  Unlisted Address
• 

  

  /26

  Est $2,110,439 Not Listed For Sale

  432 Flamingo Ave, Naples, FL 34108

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft
  • Built 1979

  432 Flamingo Ave, Naples, FL 34108

  Last Sold Summary

  • 17% Above List Price
  • $852/SF
  • 175 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Lourdes Placid Premiere Plus Realty Company
• 

  

  /49

  $2,295,000

  • 4 Beds
  • 3 Baths
  • 2,164 Sq Ft

  380 Conners Ave, Naples, FL 34108

  An exceptional waterfront opportunity on an 80-foot-wide lot with coveted southern exposure and a rare, extra-wide canal view that creates an expansive, open feel on the water. The existing single-family residence is not move-in ready, but offers a strong foundation for renovation. The home has been professionally remediated, and the property is in the reconstruction phase. All flooring is in

  Vince Rigoni Premiere Plus Realty Company

  380 Conners Ave, Naples, FL 34108
• 

  

  /30

  $4,000 per month

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

  410 Flagship Dr Unit 505, Naples, FL 34108

  Nestled along Vanderbilt Beach, this stunning resort-style community is just a short stroll from sandy white shores and breathtaking, colorful sunsets. Regatta boasts exceptional on-site amenities, including a weight and cardio room, poolside grill and picnic area, electronic gated entry, hot tub, tropical waterfall pool, and lounge pool. This spacious and updated 3BR/3BA condo features an open

  Lesley Garlock William Raveis Real Estate

  410 Flagship Dr Unit 505, Naples, FL 34108

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