Vanderbilt Beach Homes

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  $4,250,000

  • Land
  • 0.45 Acre
  • $9,444,444 per Acre

  357 Germain Ave, Naples, FL 34108

  A once in a generation opportunity to own this exceptional point lot in Vanderbilt Conners! One of the largest waterfront parcels in the entire community with double the size of a typical lot. Commanding over 180 ft of sparkling water views. This exceptional .45 half-acre point lot delivers wide bay views, unmatched privacy, scale, and design potential. This wraparound waterfront lot has a

  Mari Vesci John R Wood Properties

  357 Germain Ave, Naples, FL 34108
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  $13,000 per month

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

  10475 Gulf Shore Dr Unit 132, Naples, FL 34108

  Monthly seasonal rate: $13,000 (minimum 2 weeks). Beachfront Bliss in Naples Discover the ultimate Gulf-front escape at 10475 Gulf Shore Drive. This elegant mid-rise condo boasts stunning water views, a bright and open living space, and a private balcony perfect for enjoying Florida sunsets. The modern kitchen, spacious bedrooms, and master suite with en-suite bath combine style, comfort, and

  Bill Archer Keller Williams Realty Naples

  10475 Gulf Shore Dr Unit 132, Naples, FL 34108
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  /50

  $4,250,000 Sold Dec 19, 2025

  434 Trade Winds Ave, Naples, FL 34108

  • 4 Beds
  • 4 Baths
  • 5,087 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $835/SF
  • 133 Days On Market

  Current Estimated Value $4,231,174

  Last Listing Agent Julie Rembos Premier Sotheby's Int'l Realty

  434 Trade Winds Ave, Naples, FL 34108
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  /33

  Est $1,171,711 Not Listed For Sale

  400 Flagship Dr Unit 808, Naples, FL 34108

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

  400 Flagship Dr Unit 808, Naples, FL 34108

  Last Sold Summary

  • 10% Below List Price
  • $750/SF
  • 138 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Lesley Garlock William Raveis Real Estate
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  /30

  $2,799,999 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,026 Sq Ft

  404 Bayside Ave, Naples, FL 34108

  Experience elevated coastal living at this beautifully staged, southern-exposure waterfront home in the coveted Conners at Vanderbilt Beach. Recently furnished by a professional design team, the interiors now showcase the home’s scale, natural light, and easy flow, creating a welcoming environment that helps buyers instantly envision the lifestyle. This residence offers direct Gulf access and

  Kimberly Salay John R Wood Properties

  404 Bayside Ave, Naples, FL 34108
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  $15,750 per month

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

  9415 Gulf Shore Dr Unit 501, Naples, FL 34108

  Experience luxury beachfront living at Vibrant Tides on Vanderbilt Beach, an elegantly updated 2-bedroom, 2-bath residence offering direct private beach access and sweeping Gulf views from its premier 5th-floor position. Vibrant coastal décor and upgraded furnishings create a sophisticated yet relaxed ambiance, while wide Gulf vistas and the sound of the waves elevate every moment of your stay.

  Kim Dolniak Worthington Realty, Inc.

  9415 Gulf Shore Dr Unit 501, Naples, FL 34108
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  /28

  $1,030,000 Sold Sep 30, 2025

  460 Launch Cir Unit Penthouse 01, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $630/SF
  • 75 Days On Market

  Last Listing Agent Lesley Garlock William Raveis Real Estate

  460 Launch Cir Unit Penthouse 01, Naples, FL 34108
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  /18

  Est $988,644 Not Listed For Sale

  10682 Gulf Shore Dr Unit 201, Naples, FL 34108

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

  10682 Gulf Shore Dr Unit 201, Naples, FL 34108

  Last Sold Summary

  • 14% Below List Price
  • $921/SF
  • 66 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Elizabeth Pfunder Ruby Realty & Referral Co Inc
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  /2

  $2,897,000

  • Land
  • 0.21 Acre
  • $13,795,238 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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  /47

  $19,500 per month

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Condo for Rent

  9577 Gulf Shore Dr Unit 703, Naples, FL 34108

  A quiet retreat on Vanderbilt Beach, 7th-floor beachfront condominium offers direct Gulf views, bay views, and private beach access. This 2-bedroom, 2-bath property features an open main living area designed to capture the western exposure. Sliding glass doors connect the living space to a large screened lanai, providing an outdoor area suitable for dining or seating. Remote-controlled solar

  Kim Dolniak Worthington Realty, Inc.

  9577 Gulf Shore Dr Unit 703, Naples, FL 34108
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  /28

  $1,500,000 Sold Jul 24, 2025

  9375 Gulf Shore Dr Unit 202, Naples, FL 34108

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

  Last Sold Summary

  • 6% Below List Price
  • $980/SF
  • 85 Days On Market

  Current Estimated Value $1,489,513

  Last Listing Agent Jon Shirer John R Wood Properties

  9375 Gulf Shore Dr Unit 202, Naples, FL 34108
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  /19

  Est $1,147,459 Not Listed For Sale

  10684 Gulf Shore Dr Unit 301, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1988

  10684 Gulf Shore Dr Unit 301, Naples, FL 34108

  Last Sold Summary

  • 12% Below List Price
  • $903/SF
  • 25 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Ryan Schwartz Naples Homes
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  $1,475,000

  • 3 Beds
  • 2.5 Baths
  • 1,979 Sq Ft

  410 Flagship Dr Unit 301, Naples, FL 34108

  A rare gem in coastal living, this residence offers features that truly set it apart—an oversized 1.5-car private garage included in the sale and an expansive 400+ sq. ft. open-air terrace showcasing panoramic views of Vanderbilt Bay and breathtaking sunsets. Outdoor living of this scale is seldom found in a condominium. The terrace has new brick pavers for a sleek, modern look, while a private

  Lesley Garlock William Raveis Real Estate

  410 Flagship Dr Unit 301, Naples, FL 34108
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  $16,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,579 Sq Ft
  • Condo for Rent

  9653 Gulf Shore Dr Unit 402, Naples, FL 34108

  RARELY AVAILABLE... GORGEOUS, TURNKEY, FULLY RENOVATED BEACHFRONT 2 bedroom, 2 1/2-bath condo for lease at CASA GRANDE on Vanderbilt Beach. This condo has been fabulously redesigned to accommodate up to six people. This meticulously maintained home showcases incredible features including: Remote sun shade window coverings, plantation shutters, crown molding, beautiful wood flooring, custom built

  David Roy Downing Frye Realty Inc.

  9653 Gulf Shore Dr Unit 402, Naples, FL 34108
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  /27

  $1,665,000 Sold Apr 07, 2026

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 2,005 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $830/SF
  • 60 Days On Market

  Last Listing Agent Lesley Garlock William Raveis Real Estate

  Unlisted Address
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  Est $967,798 Not Listed For Sale

  10686 Gulf Shore Dr Unit 101, Naples, FL 34108

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

  10686 Gulf Shore Dr Unit 101, Naples, FL 34108

  Last Sold Summary

  • 9% Above List Price
  • $709/SF
  • 27 Days On Market

  Last Sold Price $885,000

  Last Listing Agent JoAnn Aycock John R Wood Properties
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  /19

  $6,975,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,664 Sq Ft

  418 Seabee Ave, Naples, FL 34108

  Build your dream waterfront home —without the stress. Imagine living steps from the Gulf while enjoying a premium southern exposure in home designed exactly for the way you want to live. This new construction opportunity in Conners at Vanderbilt Beach offers more than an address—it offers a guided path to creating a luxurious coastal residence tailored to your vision. With The ONE Group’s

  Kimberly Alvord John R Wood Properties

  418 Seabee Ave, Naples, FL 34108
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  $15,000 per month

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

  11116 Gulf Shore Dr Unit 904, Naples, FL 34108

  This beautifully renovated 9th floor end-unit condo is awash in natural light and has panoramic views of the Gulf of Mexico and Vanderbilt Bay. This property offers two bedrooms, two bathrooms and two separate lanais, each providing stunning views of the Bay and The Gulf of Mexico. The expansive master suite has views of the Gulf, an updated en-suite bath and doors that extend onto the lanai

  Sarah Rosiak William Raveis Real Estate

  11116 Gulf Shore Dr Unit 904, Naples, FL 34108
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  $3,000,000 Sold Aug 15, 2025

  140 Heron Ave, Naples, FL 34108

  • 4 Beds
  • 4 Baths
  • 4,117 Sq Ft
  • Built 1997

  Last Sold Summary

  • 36% Below List Price
  • $729/SF
  • 182 Days On Market

  Current Estimated Value $3,137,455

  Last Listing Agent Leah Ritchey Premier Sotheby's Int'l Realty

  140 Heron Ave, Naples, FL 34108
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  /31

  Not Listed For Sale

  10633 Gulf Shore Dr Unit 6, Naples, FL 34108

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1984

  10633 Gulf Shore Dr Unit 6, Naples, FL 34108

  Last Sold Summary

  • $917/SF
  • 46 Days On Market

  Last Sold Price $2,200,000

  Last Listing Agent Barry DeNicola Barry DeNicola Realty Inc
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  /41

  $6,000,000 Pending

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

  11125 Gulf Shore Dr Unit 701, Naples, FL 34108

  Unmatched luxury awaits in this exquisite turnkey beachfront condominium in Moraya Bay. Boasting three bedrooms, a den, study and 3.5 baths, this residence is designed for refined living. Step off your private elevator into a home that radiates sophistication. The chef’s kitchen features top-of-the-line appliances, including a natural gas range, double ovens, a separate ice maker, and multiple

  Karen Van Arsdale Premier Sotheby's Int'l Realty

  11125 Gulf Shore Dr Unit 701, Naples, FL 34108
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  /17

  $20,000 per month

  • 3 Beds
  • 2 Baths
  • 3,484 Sq Ft
  • House for Rent

  437 Trade Winds Ave, Naples, FL 34108

  Available now for long or short term rentals. Complete remodel of first floor game room and extra bedroom are completed. One of the nicest new boat dock, boat lift and jet ski lifts in Conners water front canal home. The 2nd story is the main living area with balcony overlooking the pool and spa. The kitchen has been remodeled and has a huge island. There are 3 bedrooms on the main living area.

  Liz Biswurm KW Elevate Luxury

  437 Trade Winds Ave, Naples, FL 34108
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  $2,175,000 Sold Aug 04, 2025

  432 Oak Ave, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $1,690/SF
  • 20 Days On Market

  Current Estimated Value $2,154,281

  Last Listing Agent Michael Eldredge Kaplan Pro Realty LLC

  432 Oak Ave, Naples, FL 34108
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  /26

  Est $2,802,919 Not Listed For Sale

  9566 Gulf Shore Dr Unit PH01, Naples, FL 34108

  • 3 Beds
  • 3 Baths
  • 2,704 Sq Ft
  • Built 1998

  9566 Gulf Shore Dr Unit PH01, Naples, FL 34108

  Last Sold Summary

  • 16% Below List Price
  • $1,233/SF
  • 136 Days On Market

  Last Sold Price $3,333,750

  Last Listing Agent Mari Vesci John R. Wood Properties
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  $1,495,000

  • 3 Beds
  • 3.5 Baths
  • 2,320 Sq Ft

  410 Flagship Dr Unit 603, Naples, FL 34108

  Experience stunning Vanderbilt Bay and marina views from the oversized lanai of this highly coveted largest floor plan in the Regatta community, offering 2,320 sq. ft. of living space. This spacious residence features 3 bedrooms, 3 en-suite baths, and a guest half-bath, blending comfort, style, and functionality. Enter through double doors into an updated kitchen featuring stylish countertops, a

  Lesley Garlock William Raveis Real Estate

  410 Flagship Dr Unit 603, Naples, FL 34108
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  $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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  /31

  $1,800,000 Sold Mar 31, 2026

  10475 Gulf Shore Dr Unit 161, Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Below List Price
  • $1,129/SF
  • 56 Days On Market

  Current Estimated Value $1,787,507

  Last Listing Agent Kim Dolniak Worthington Realty, Inc.

  10475 Gulf Shore Dr Unit 161, Naples, FL 34108
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  Est $2,642,162 Not Listed For Sale

  9790 Gulf Shore Dr Unit 404, Naples, FL 34108

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

  9790 Gulf Shore Dr Unit 404, Naples, FL 34108

  Last Sold Summary

  • 9% Below List Price
  • $1,292/SF
  • 86 Days On Market

  Last Sold Price $2,900,000

  Last Listing Agent Vito Bauer Coldwell Banker Realty
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  $1,599,000

  • Land
  • 0.21 Acre
  • $7,614,286 per Acre

  387 Trade Winds Ave, Naples, FL 34108

  GREAT PRICE FOR BUILDING LOT IN DESIRABLE 300 BLOCK OF CONNERS. Special opportunity to create your dream home in Conners - with fun at the beach and boating adventures daily. Be the next new build in this very popular neigborhood; you'll notice all the activity because the location is terrific. If you crave the privacy of your own home but want easy access to the beaches, restaurants, shopping,

  Lisa Schleiger Downing Frye Realty Inc.

  387 Trade Winds Ave, Naples, FL 34108
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  /46

  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 2,175 Sq Ft
  • Condo for Rent

  9051 Gulf Shore Dr Unit PH3, Naples, FL 34108

  AVAILABLE 2026 SEASON! Luxury, modern direct beachfront 3-bedroom penthouse residence on Vanderbilt Beach. Stunning golden sunset views from your private oversized balcony. This stylishly decorated penthouse offers 3-bedrooms and 3-full baths is perfect for a couple's winter getaway. Feel right at home with the open concept living atmosphere bursting with natural light from the gulf and bay

  Jayme Bartling John R Wood Properties

  9051 Gulf Shore Dr Unit PH3, Naples, FL 34108
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  /50

  $2,250,000 Sold Oct 14, 2025

  129 Egret Ave, Naples, FL 34108

  • 4 Beds
  • 3 Baths
  • 3,212 Sq Ft
  • Built 1990

  Last Sold Summary

  • 18% Below List Price
  • $700/SF
  • 279 Days On Market

  Current Estimated Value $2,321,823

  Last Listing Agent Lisa Pearl Coldwell Banker Realty

  129 Egret Ave, Naples, FL 34108
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  Est $2,813,486 Not Listed For Sale

  9790 Gulf Shore Dr Unit 104, Naples, FL 34108

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

  9790 Gulf Shore Dr Unit 104, Naples, FL 34108

  Last Sold Summary

  • 13% Below List Price
  • $1,433/SF
  • 2 Days On Market

  Last Sold Price $3,218,000

  Last Listing Agent Vito Bauer Coldwell Banker Realty
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  $4,295,000

  • Land
  • 0.37 Acre
  • $11,608,108 per Acre

  231 Trade Winds Ave, Naples, FL 34108

  Poised along the shimmering waterways of Vanderbilt Beach, 231 Trade Winds Avenue presents a rare opportunity to create an architectural statement on one of Conners’ most coveted Gulf-access parcels. Perfectly positioned at the end of a serene cul-de-sac, the property is surrounded by exceptionally wide waterways—over 400 feet of open water to the west and more than 200 feet to the north—offering

  Chris Resop The Agency Naples

  231 Trade Winds Ave, Naples, FL 34108
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  /22

  $18,000 per month

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Condo for Rent

  9577 Gulf Shore Dr Unit 601, Naples, FL 34108

  6th 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.

  9577 Gulf Shore Dr Unit 601, Naples, FL 34108
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  $6,500,000 Sold Jan 28, 2026

  414 Palm Ct, Naples, FL 34108

  • 4 Beds
  • 5.5 Baths
  • 4,337 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $1,499/SF
  • 45 Days On Market

  Current Estimated Value $6,373,682

  Last Listing Agent John O'Neill Douglas Elliman Florida,LLC

  414 Palm Ct, Naples, FL 34108
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  /22

  Est $1,421,910 Not Listed For Sale

  9700 Gulf Shore Dr Unit 304, Naples, FL 34108

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

  9700 Gulf Shore Dr Unit 304, Naples, FL 34108

  Last Sold Summary

  • 11% Below List Price
  • $1,035/SF
  • 34 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent Matt Brown William Raveis Real Estate
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  /50

  $5,900,000

  • 4 Beds
  • 4 Baths
  • 3,447 Sq Ft

  371 Bayside Ave, Naples, FL 34108

  A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here,

  Debbie Pappas-Burback Compass Florida LLC

  371 Bayside Ave, Naples, FL 34108
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  /29

  $18,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,357 Sq Ft
  • Condo for Rent

  10620 Gulf Shore Dr Unit 201, Naples, FL 34108

  Available for 2026 Season, with the exception of the month of February. Wake up to sparkling Gulf views and end your day with breathtaking sunsets over the water in this beautifully furnished 3-bedroom plus den, 3.5-bath condo at Beachcomber on Vanderbilt Beach. Offering 2,357 square feet of bright and inviting living space, this turnkey seasonal rental combines relaxed coastal charm with upscale

  Stephanie Spooner WeichertRealtors-ParadiseHomes

  10620 Gulf Shore Dr Unit 201, Naples, FL 34108
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  /30

  $1,850,000 Sold Aug 15, 2025

  419 Pine Ave, Naples, FL 34108

  • 4 Beds
  • 4 Baths
  • 3,666 Sq Ft
  • Built 1971

  Last Sold Summary

  • 23% Below List Price
  • $505/SF
  • 109 Days On Market

  Current Estimated Value $2,020,960

  Last Listing Agent Nick Sadowski Berkshire Hathaway FL Realty

  419 Pine Ave, Naples, FL 34108
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  /2

  Est $1,746,598 Not Listed For Sale

  9051 Gulf Shore Dr Unit 202, Naples, FL 34108

  • 2 Beds
  • 2 Baths
  • 1,654 Sq Ft
  • Built 1981

  9051 Gulf Shore Dr Unit 202, Naples, FL 34108

  Last Sold Summary

  • 148% Below List Price
  • $426/SF

  Last Sold Price $705,000

  Last Listing Agent Stacia Ricci Ruby Realty & Referral Co Inc

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