$4,175,000
- 4 Beds
- 5.5 Baths
- 3,384 Sq Ft
388 Pine Ave, Naples, FL 34108
Karen Stabile Compass Florida LLC
2,695
Vanderbilt Beach Homes
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388 Pine Ave, Naples, FL 34108
-
$1,750 Per Month
- 1 Bath
- 666 Sq Ft
- Condo for Rent
377 Vanderbilt Beach Rd Unit 102, Naples, FL 34108
377 Vanderbilt Beach Rd Unit 102, Naples, FL 34108Welcome to Vanderbilt Hideaway! This renovated and spacious studio residence offers a beautifully designed coastal interior paired with peaceful canal views, creating the perfect setting for a relaxing Southwest Florida getaway. Thoughtfully decorated and fully stocked for incoming guests, the unit is designed to make your stay effortless and comfortable from the moment you arrive. Ideally
Marlene Rodriguez Alpizar & Company, LLC
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$2,219,000
Sold Nov 24, 2025361 Seabee Ave, Naples, FL 34108
- Land
- 10,454 Sq Ft
- $9,245,833 per Acre
Last Sold Summary
- 7% Below List Price
- 17 Days On Market
Current Estimated Value $2,130,406
Last Listing Agent Mari Vesci John R Wood Properties
361 Seabee Ave, Naples, FL 34108 -
Est $3,574,459
Not Listed For Sale153 Egret Ave, Naples, FL 34108
- 4 Beds
- 4 Baths
- 3,566 Sq Ft
- Built 2002
Last Sold Summary
- 22 Days On Market
-
$3,900,000
$350K PRICE DROP- 3 Beds
- 4 Baths
- 5,000 Sq Ft
464 Oak Ave, Naples, FL 34108
464 Oak Ave, Naples, FL 34108Mari Vesci John R Wood Properties
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$3,500 Per Month
- 3 Beds
- 2 Baths
- 1,475 Sq Ft
- House for Rent
470 Launch Cir Unit 301, Naples, FL 34108
470 Launch Cir Unit 301, Naples, FL 34108Your week-long escape begins in this 3BR/2BA end unit at Regatta! Enjoy cozy furnishings, stylish accessories, and a well-equipped kitchen. A mere short walk will lead you to the tranquil shores of the Gulf of Mexico and its soft, sugary beach. We've got you covered with beach essentials – towels, a beach chairs, umbrella, and toys – for a fun day by the pool or at the beach! Located in the
Lesley Garlock William Raveis Real Estate
-
$466,000
Sold May 08, 2026260 Southbay Dr Unit 107, Naples, FL 34108
- 1 Bed
- 1 Bath
- 592 Sq Ft
- Built 1985
Last Sold Summary
- 24% Below List Price
- $787/SF
- 112 Days On Market
Current Estimated Value $471,237
Last Listing Agent Jamie Chang Premier Sotheby's Int'l Realty
260 Southbay Dr Unit 107, Naples, FL 34108 -
Est $1,206,478
Not Listed For Sale9415 Gulf Shore Dr Unit 301, Naples, FL 34108
- 2 Beds
- 2 Baths
- 1,145 Sq Ft
- Built 1985
Last Sold Summary
- 249 Days On Market
-
$994,500
$106K PRICE DROP- 2 Beds
- 2 Baths
- 1,329 Sq Ft
10482 Gulf Shore Dr Unit 233, Naples, FL 34108
10482 Gulf Shore Dr Unit 233, Naples, FL 34108Francesca Passeri The Willis Group, LLC
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$16,000 Per Month
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
9375 Gulf Shore Dr Unit 401, Naples, FL 34108
9375 Gulf Shore Dr Unit 401, Naples, FL 34108Sunsets on the balcony overlooking the Gulf all summer long?! Condo rental available April through October 2026 and April through October 2027. Beachfront end unit condominium located directly on Vanderbilt Beach offering a private balcony on the Gulf with panoramic water views from every angle. Floor to ceiling windows and sliding glass doors provide abundant natural light and showcase
Marissa DiMare John R Wood Properties
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$2,199,000
Sold Apr 01, 202610851 Gulf Shore Dr Unit 904, Naples, FL 34108
- 2 Beds
- 2 Baths
- 1,570 Sq Ft
- Built 1980
Last Sold Summary
- $1,401/SF
- 5 Days On Market
Current Estimated Value $2,153,037
Last Listing Agent Joseph Bartos Premiere Plus Realty Company
10851 Gulf Shore Dr Unit 904, Naples, FL 34108 -
Est $8,205,362
Not Listed For Sale120 Channel Dr, Naples, FL 34108
- 4 Beds
- 7 Baths
- 5,279 Sq Ft
- Built 2023
Last Sold Summary
- 185 Days On Market
-
$4,550,000
- 5 Beds
- 5.5 Baths
- 5,737 Sq Ft
434 Conners Ave, Naples, FL 34108
434 Conners Ave, Naples, FL 34108Mari Vesci John R Wood Properties
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$18,000 Per Month
- 3 Beds
- 2 Baths
- 1,550 Sq Ft
- Condo for Rent
9577 Gulf Shore Dr Unit 601, Naples, FL 34108
9577 Gulf Shore Dr Unit 601, Naples, FL 341086th floor, South facing Lanai, 31 bedrooms, nicely appointed, exceptionally clean, West and East facing Lanai, Upgraded granite counters as well as stainless appliances. Bright and airy the perfect place to spend the rest of 2025 and January 2026 as well as April, May. Small friendly Boutique building, gated entry, Beach side Pool and direct beach access. Walk to Laplaya, Turtle Club, Ritz
Billie Dalesio-Faccinto Downing Frye Realty Inc.
-
$1,800,000
Sold Aug 12, 202510951 Gulf Shore Dr Unit 503, Naples, FL 34108
- 2 Beds
- 2 Baths
- 1,675 Sq Ft
- Built 1980
Last Sold Summary
- 5% Below List Price
- $1,075/SF
- 0 Days On Market
Current Estimated Value $1,826,065
Last Listing Agent Comp Agent Marco Island Area Association Of Realtor
10951 Gulf Shore Dr Unit 503, Naples, FL 34108 -
Est $2,164,339
Not Listed For Sale493 Flamingo Ave, Naples, FL 34108
- 3 Beds
- 2 Baths
- 2,206 Sq Ft
- Built 1999
Last Sold Summary
- 163 Days On Market
-
$1,499,777
- 2 Beds
- 2 Baths
- 1,516 Sq Ft
10420 Gulf Shore Dr Unit 161, Naples, FL 34108
10420 Gulf Shore Dr Unit 161, Naples, FL 34108Deborah Moriarty Premier Sotheby's Int'l Realty
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$14,000 Per Month
- 3 Beds
- 2 Baths
- 1,734 Sq Ft
- Condo for Rent
400 Flagship Dr Unit 501, Naples, FL 34108
400 Flagship Dr Unit 501, Naples, FL 34108Ready for the 2027 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf sunsets and Bay waters; 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 its beach side restaurants. REGATTA features a tropical
Domenico Ceruzzi Downing Frye Realty Inc.
-
$1,420,000
Sold Feb 09, 20269715 Gulf Shore Dr Unit 301, Naples, FL 34108
- 2 Beds
- 2 Baths
- 1,505 Sq Ft
- Built 1980
Last Sold Summary
- 5% Below List Price
- $944/SF
- 93 Days On Market
Current Estimated Value $1,425,898
Last Listing Agent Amy Becker Premier Sotheby's Int'l Realty
9715 Gulf Shore Dr Unit 301, Naples, FL 34108 -
Est $1,704,294
Not Listed For Sale9715 Gulf Shore Dr Unit 601, Naples, FL 34108
- 3 Beds
- 2 Baths
- 1,517 Sq Ft
- Built 1980
Last Sold Summary
- 382 Days On Market
-
$2,150,000
$350K PRICE DROP- 3 Beds
- 3 Baths
- 2,014 Sq Ft
9653 Gulf Shore Dr Unit 903, Naples, FL 34108
9653 Gulf Shore Dr Unit 903, Naples, FL 34108Shannon Lefevre John R Wood Properties
-
$13,500 Per Month
- 3 Beds
- 3 Baths
- 1,760 Sq Ft
- Condo for Rent
400 Flagship Dr Unit 604, Naples, FL 34108
400 Flagship Dr Unit 604, Naples, FL 34108Enjoy the best of coastal living in this spacious 3-bedroom, 3-bathroom condominium, perfectly situated in the desirable Vanderbilt Beach area—just a short stroll from the white sand beaches and breathtaking sunsets over the Gulf. This inviting condo has everything you need for a relaxing and memorable stay in paradise, including a fully equipped kitchen, plush linens and towels, beach
Lesley Garlock William Raveis Real Estate
-
$375,000
Sold Sep 19, 2025377 Vanderbilt Beach Rd Unit 103, Naples, FL 34108
- 1 Bath
- 666 Sq Ft
- Built 1982
Last Sold Summary
- 3% Below List Price
- $563/SF
- 89 Days On Market
Current Estimated Value $382,533
Last Listing Agent Jim Natichioni Premiere Plus Realty Company
377 Vanderbilt Beach Rd Unit 103, Naples, FL 34108 -
Est $3,434,546
Not Listed For Sale342 Bayside Ave, Naples, FL 34108
- Built 1987
Last Sold Summary
- 109 Days On Market
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$5,550,000
- 5 Beds
- 6 Baths
- 5,709 Sq Ft
415 Seabee Ave, Naples, FL 34108
415 Seabee Ave, Naples, FL 34108Mari Vesci John R Wood Properties
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$16,000 Per Month
- 2 Beds
- 2 Baths
- 1,570 Sq Ft
- Condo for Rent
10951 Gulf Shore Dr Unit 1504, Naples, FL 34108
10951 Gulf Shore Dr Unit 1504, Naples, FL 34108Welcome to your slice of paradise at Vanderbilt Gulfside! This recently refurbished 2-bedroom, 2-bathroom residence is perched on the 15th floor, offering sweeping views of the Gulf and Naples’ famous sunsets right from your private balcony. Step inside to a light, coastal-inspired space with brand new furnishings designed for comfort and relaxation, updated bathrooms, and a comfortable open
Christine Yeaw SunStream Realty
-
$1,025,000
Sold Apr 21, 2026460 Launch Cir Unit 202, Naples, FL 34108
- 3 Beds
- 2 Baths
- 1,475 Sq Ft
- Built 2000
Last Sold Summary
- 7% Below List Price
- $695/SF
- 198 Days On Market
Current Estimated Value $1,020,639
Last Listing Agent Lesley Garlock William Raveis Real Estate
460 Launch Cir Unit 202, Naples, FL 34108 -
Est $7,043,978
Not Listed For Sale418 Heron Ave, Naples, FL 34108
- 5 Beds
- 5.5 Baths
- 5,501 Sq Ft
- Built 2023
Last Sold Summary
- 308 Days On Market
-
$2,150,000
$245K PRICE DROP- 3 Beds
- 3 Baths
- 2,014 Sq Ft
9653 Gulf Shore Dr Unit 303, Naples, FL 34108
9653 Gulf Shore Dr Unit 303, Naples, FL 34108Kimberlina Taylor Downing Frye Realty Inc.
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$12,000 Per Month
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
9380 Gulf Shore Dr Unit 102, Naples, FL 34108
9380 Gulf Shore Dr Unit 102, Naples, FL 34108Discover 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 with two completely renovated bathrooms! The
Tina Keppy William Raveis Real Estate
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$7,300,000
Sold Dec 16, 2025273 Trade Winds Ave, Naples, FL 34108
- 4 Beds
- 5.5 Baths
- 4,669 Sq Ft
- Built 2025
Last Sold Summary
- 9% Below List Price
- $1,564/SF
- 150 Days On Market
Current Estimated Value $6,830,804
Last Listing Agent Maureen Sexson Premier Sotheby's Int'l Realty
273 Trade Winds Ave, Naples, FL 34108 -
Est $3,545,695
Not Listed For Sale9811 Gulf Shore Dr Unit 201, Naples, FL 34108
- 3 Beds
- 3.5 Baths
- 2,991 Sq Ft
- Built 1994
Last Sold Summary
- 117 Days On Market
-
$2,795,000
- Land
- 9,147 Sq Ft
- $13,309,524 per Acre
348 Lagoon Ave, Naples, FL 34108
348 Lagoon Ave, Naples, FL 34108 -
$8,000 Per Month
- 2 Beds
- 2 Baths
- 1,107 Sq Ft
- Condo for Rent
10686 Gulf Shore Dr Unit 104, Naples, FL 34108
10686 Gulf Shore Dr Unit 104, Naples, FL 34108Available Jan 2026 - April 2026! Once you are here, you won't want to go back home! In the heart of Naples beautiful coastline this property will transport you to paradise with the turn of a key! This two bed, two bath is the perfect vacation stay. Sip your favorite beverages overlooking the water and boaters along the way. This home is equipped with an open layout, perfect for entertaining and
Elizabeth Potgieter Premier Sotheby's Int'l Realty
-
$975,000
Sold Nov 21, 202510682 Gulf Shore Dr Unit 301, Naples, FL 34108
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1988
Last Sold Summary
- 24% Below List Price
- $781/SF
- 204 Days On Market
Current Estimated Value $966,638
Last Listing Agent Claudia DeJesus Palm Paradise Realty Group
10682 Gulf Shore Dr Unit 301, Naples, FL 34108 -
Est $1,243,561
Not Listed For Sale400 Flagship Dr Unit 908, Naples, FL 34108
- 3 Beds
- 2 Baths
- 1,734 Sq Ft
- Built 2000
Last Sold Summary
- 71 Days On Market
-
$2,795,000
$200K PRICE DROP- 3 Beds
- 2 Baths
- 1,869 Sq Ft
266 Egret Ave, Naples, FL 34108
266 Egret Ave, Naples, FL 34108Sean Barakett Your Naples Realty LLC
-
$13,000 Per Month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
9715 Gulf Shore Dr Unit 202, Naples, FL 34108
9715 Gulf Shore Dr Unit 202, Naples, FL 34108Welcome to your beachfront retreat at 9715 Gulf Shore Drive #202, where coastal sophistication meets the relaxed elegance of Naples living. Perfectly positioned along the white sands of Vanderbilt Beach, this beautifully updated residence offers breathtaking Gulf views and effortless access to the best of Naples’ waterfront lifestyle.Step inside to a bright, open-concept living space
Jake Ponsler Naples Vacation Properties
-
$2,000,000
Sold Jan 13, 2026291 Heron Ave, Naples, FL 34108
- 4 Beds
- 3 Baths
- 2,527 Sq Ft
- Built 2005
Last Sold Summary
- 11% Below List Price
- $791/SF
- 50 Days On Market
Current Estimated Value $2,121,979
Last Listing Agent Barry DeNicola Barry DeNicola Realty Inc
291 Heron Ave, Naples, FL 34108 -
Est $1,575,783
Not Listed For Sale405 Germain Ave, Naples, FL 34108
- Built 1978
Last Sold Summary
- 134 Days On Market
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