4,981

Old Naples Homes

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  • /29

    $22,995,000

    • 6 Beds
    • 7 Baths
    • 6,143 Sq Ft

    55 13th Ave S, Naples, FL 34102

    This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events.

    Taylor Canada Gulf Coast International Prop

    55 13th Ave S, Naples, FL 34102
  • /31

    $16,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • House for Rent

    361 1st Ave N, Naples, FL 34102

    This charming cottage offers 3 bedroomss,3 bath and is nestled in Olde Naples, on a quiet street, lined with beautiful trees, just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living room is decorated in cream couch/loveseat with blue trim, and chair. The family room is decorated with bright cheerful colors of yellow, orange, etc. for the couches, floral

    Marjorie Workinger Royal Shell Real Estate, Inc.

    361 1st Ave N, Naples, FL 34102
  • /6

    $75,000

    Sold Sep 30, 2025

    xxx NE 20th, Naples, FL 34120

    • Land
    • 2.27 Acres
    • $33,040 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 49 Days On Market

    Last Listing Agent Paul Vacco Berkshire Hathaway FL Realty

    xxx NE 20th, Naples, FL 34120
    • /43

      Est $2,479,550

      Not Listed For Sale

      366 5th St S Unit 103, Naples, FL 34102

      • 3 Beds
      • 3 Baths
      • 2,631 Sq Ft
      • Built 2002
      366 5th St S Unit 103, Naples, FL 34102

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent John Paul Prebish William Raveis Real Estate

  • /49

    $6,450,000

    Open Sat 2PM - 4PM
    • 4 Beds
    • 5.5 Baths
    • 3,939 Sq Ft

    788 7th Ave N, Naples, FL 34102

    Masterfully conceived and completed in 2025, this extraordinary Olde Naples residence represents the pinnacle of contemporary coastal design. Created by the acclaimed architectural team at H-Level in partnership with internationally recognized designers and expertly built by Alair Homes of Olde Naples, the home delivers an uncompromising blend of architectural excellence, refined craftsmanship,

    Kimberly Alvord John R Wood Properties

    788 7th Ave N, Naples, FL 34102
  • /16

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    271 Broad Ave S Unit 203, Naples, FL 34102

    Embrace the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location just steps from 3rd Street South, where world-class dining, boutique shopping, and charming cafés line the palm-shaded streets. Only two blocks

    Margaret Baumgartner Coldwell Banker Realty

    271 Broad Ave S Unit 203, Naples, FL 34102
  • /25

    $2,731,250

    Sold Dec 29, 2025

    382 12th Ave S Unit 4, Naples, FL 34102

    • 3 Beds
    • 3 Baths
    • 2,293 Sq Ft
    • Built 2014

    Last Sold Summary

    • 20% Below List Price
    • $1,191/SF
    • 114 Days On Market

    Last Listing Agent Ira Guzzardo William Raveis Real Estate

    382 12th Ave S Unit 4, Naples, FL 34102
    • /13

      Not Listed For Sale

      0 10th Ave SE Unit 224063916, Naples, FL 34117

      0 10th Ave SE Unit 224063916, Naples, FL 34117

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Bill Duffy Premiere Plus Realty Company

  • /15

    $1,295,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    231 3rd Ave S Unit 231, Naples, FL 34102

    Ideally located just steps from the Gulf of Mexico, this condominium building sits in the coveted X-500 Flood Zone and has never experienced storm water intrusion.Set in a high-and-dry location within walking distance of upscale boutiques and world-class restaurants, this artfully redesigned residence epitomizes the Old Naples lifestyle.Meticulously transformed from its original

    Joseph French Gulfcoast Properties Realty GP

    231 3rd Ave S Unit 231, Naples, FL 34102
  • /38

    $49,500 Per Month

    • 6 Beds
    • 5.5 Baths
    • 3,811 Sq Ft
    • House for Rent

    362 2nd Ave N, Naples, FL 34102

    A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from beach access. Approach the home from the circular driveway and enter across the the covered front porch. The main floor has an open white marble kitchen, dining area, living room, home office with

    Stacey Cotter John R Wood Properties

    362 2nd Ave N, Naples, FL 34102
  • /35

    $505,000

    Sold Sep 03, 2026

    414 Broad Ave S Unit 414, Naples, FL 34102

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft
    • Built 1969

    Last Sold Summary

    • 12% Below List Price
    • $567/SF
    • 126 Days On Market

    Current Estimated Value $521,771

    Last Listing Agent Ruth Stoots Premiere Plus Realty Company

    414 Broad Ave S Unit 414, Naples, FL 34102
    • /20

      Not Listed For Sale

      0 10th Ave SE Unit 224050939, Naples, FL 34117

      0 10th Ave SE Unit 224050939, Naples, FL 34117

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Bill Duffy Premiere Plus Realty Company

  • /31

    $369,000

    $30K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 534 Sq Ft

    960 7th St S Unit 105, Naples, FL 34102

    The absolute very best of the Naples beach lifestyle. Where to start, first of all you are literally down the street from the beach. A short 5 minute walk or 2 minute bike ride straight to one of the best beaches in the world and the Crown Jewel of Naples. As were talking about the proximity of the beach you also down the street from Naples very own 5Th ave and next to Cambier Park that sits on

    Jerry Webster Downing Frye Realty Inc.

    960 7th St S Unit 105, Naples, FL 34102
  • /39

    $35,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft
    • Condo for Rent

    476 1st Ave N, Naples, FL 34102

    Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering a cheerful interior. The living room offers a comfortable, upholstered couch, 3 side chairs, fireplace, and beautiful artwork. The dining area offers a mahogany, rectangular table, with dining

    Marjorie Workinger Royal Shell Real Estate, Inc.

    476 1st Ave N, Naples, FL 34102
  • /49

    $7,495,000

    Sold Mar 26, 2026

    550 4th Ave N, Naples, FL 34102

    • 5 Beds
    • 7.5 Baths
    • 5,083 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $1,475/SF
    • 132 Days On Market

    Current Estimated Value $7,596,962

    Last Listing Agent John Paul Prebish William Raveis Real Estate

    550 4th Ave N, Naples, FL 34102
    • /10

      Not Listed For Sale

      0 8th Ave SE Unit 224038877, Naples, FL 34117

      0 8th Ave SE Unit 224038877, Naples, FL 34117

      Last Sold Summary

      • 53 Days On Market

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

  • /42

    $2,250,000

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    225 5th Ave S Unit 103, Naples, FL 34102

    TOTALY RENOVATED AT THE HIGHEST STANDARD! You will LOVE this thoughtfully reimagined 2nd floor condo featuring: 3 Bedrooms and a RARE 3rd bathroom, an amazing open floor plan with a large gourmet kitchen and 4x9 island, French Oak floors throughout, custom plantation shutters throughout, new impact windows and sliders, extensive closet storage including a large hall closet and a custom pantry

    Ana Waleri John R Wood Properties

    225 5th Ave S Unit 103, Naples, FL 34102
  • /32

    $30,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,868 Sq Ft
    • House for Rent

    295 6th St N, Naples, FL 34102

    Welcome to one of Olde Naples' most sought-after addresses — a beautifully renovated three-bedroom, three-bath single family home offering the quintessential Naples lifestyle in a setting of privacy, luxury, and unmatched convenience. Set on a lushly landscaped lot, this fully furnished, turnkey residence is a true retreat. The pristine private pool serves as the centerpiece of a serene outdoor

    John Lynch William Raveis Real Estate

    295 6th St N, Naples, FL 34102
  • /3

    $347,020

    Sold Jul 23, 2026

    638 Broad Ave S Unit J638, Naples, FL 34102

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $390/SF
    • 0 Days On Market

    Current Estimated Value $411,055

    Last Listing Agent Ruth Stoots Premiere Plus Realty Company

    638 Broad Ave S Unit J638, Naples, FL 34102
    • /19

      Est $2,611,683

      Not Listed For Sale

      1014 5th St S Unit 403, Naples, FL 34102

      • 3 Beds
      • 3 Baths
      • 2,770 Sq Ft
      • Built 2000
      1014 5th St S Unit 403, Naples, FL 34102

      Last Sold Summary

      • 455 Days On Market

      Last Listing Agent Taylor Canada Gulf Coast International Prop

  • /5

    $3,890,000

    $405K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,159 Sq Ft

    180 9th St S Unit 301, Naples, FL 34102

    NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. Discover the pinnacle of coastal luxury in this expansive 3-bedroom plus

    Alexa Cambria The Agency Naples

    180 9th St S Unit 301, Naples, FL 34102
  • /29

    $15,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    392 7th Ave S Unit 4, Naples, FL 34102

    Welcome to your coastal sanctuary at Olde Westlake Villas! This fully remodeled 2-bedroom, 2-bathroom plus den residence on the first floor offers the perfect blend of luxury and convenience, just 4 blocks from the beach.Step inside and immerse yourself in the tranquility of this meticulously upgraded space. The master bedroom features a sumptuous king-size bed and a lavish ensuite bathroom

    Joe Hoopfer Premier Sotheby's Int'l Realty

    392 7th Ave S Unit 4, Naples, FL 34102
  • /2

    $6,592,500

    Sold Apr 15, 2026

    652 Bougainvillea Rd, Naples, FL 34102

    • 3 Beds
    • 3.5 Baths
    • 3,843 Sq Ft
    • Built 2012

    Last Sold Summary

    • 10% Below List Price
    • $1,715/SF
    • 20 Days On Market

    Current Estimated Value $6,553,167

    Last Listing Agent James Bates Premier Sotheby's Int'l Realty

    652 Bougainvillea Rd, Naples, FL 34102
    • /49

      Est $2,510,239

      Not Listed For Sale

      741 3rd St S Unit 5, Naples, FL 34102

      • 3 Beds
      • 3 Baths
      • 2,250 Sq Ft
      • Built 2001
      741 3rd St S Unit 5, Naples, FL 34102

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent William Kiley John R Wood Properties

  • /13

    $485,000

    • 1 Bed
    • 1 Bath
    • 564 Sq Ft

    203 8th Ave S Unit 203A, Naples, FL 34102

    Experience the best of Old Naples from this completely renovated beach retreat, just a 2-minute walk to the pristine Gulf beach and the lush Wedding Park. Inside, enjoy the abundant natural light and brand new coastal decor. Step outside and experience an unbeatable lifestyle with easy access to the world-renowned Naples Pier, walkable to both the charming boutiques of 3rd Street South, and the

    Anna Mead Compass Florida LLC

    203 8th Ave S Unit 203A, Naples, FL 34102
  • /24

    $6,500 Per Month

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

    480 5th St S Unit 102, Naples, FL 34102

    Available May 15 to November 30 for only $4,000 a month. One-half block off 5th Avenue South in Downtown Naples FL! 4 blocks to the beach! This is the one-bedroom condo that puts you right in the heart of Naples. Completely renovated and well-designed with all the comforts of home. So elegant, so sophisticated, so comfortable. Huge sectional sofa, 2 flat-screen TVs, plantation shutters, beautiful

    Terese DeLuca Berkshire Hathaway FL Realty

    480 5th St S Unit 102, Naples, FL 34102
  • /47

    $1,300,000

    Sold Mar 27, 2026

    1070 6th St S Unit 1070, Naples, FL 34102

    • 2 Beds
    • 2.5 Baths
    • 1,455 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $893/SF
    • 8 Days On Market

    Current Estimated Value $1,320,052

    Last Listing Agent Skye Leber Epique Realty, INC

    1070 6th St S Unit 1070, Naples, FL 34102
    • /41

      Est $2,423,457

      Not Listed For Sale

      319 7th Ave S Unit 319, Naples, FL 34102

      • 3 Beds
      • 3 Baths
      • 2,633 Sq Ft
      • Built 2004
      319 7th Ave S Unit 319, Naples, FL 34102

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Beth McNichols John R Wood Properties

  • /7

    $25,000,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 6,978 Sq Ft

    1100 Gulf Shore Blvd S, Naples, FL 34102

    One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most coveted beach-block streets, just one property from the sugar-sand beaches of the Gulf of America. With Third Street South only moments away, the home’s location offers effortless access to Naples’ finest dining, boutiques, galleries,

    Andrew Ventura William Raveis Real Estate

    1100 Gulf Shore Blvd S, Naples, FL 34102
  • /14

    $30,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,930 Sq Ft
    • House for Rent

    271 1st Ave S, Naples, FL 34102

    Annual Rate is $22,500 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally located, this is the quintessential Olde Naples cottage home in a tropical, park-like setting only two and a half blocks to the beach. Cute, charming, and pristine, this three-bedroom home is the perfect Naples escape. Pets welcome! Only a short walk to

    Bill Earls John R Wood Properties

    271 1st Ave S, Naples, FL 34102
  • /22

    $1,020,000

    Sold Aug 27, 2026

    850 6th Ave N Unit 204, Naples, FL 34102

    • 3 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 2008

    Last Sold Summary

    • 11% Below List Price
    • $553/SF
    • 124 Days On Market

    Current Estimated Value $1,094,146

    Last Listing Agent Patrick O'connor Premier Sotheby's Int'l Realty

    850 6th Ave N Unit 204, Naples, FL 34102
  • /5

    $2,980,000

    $515K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,676 Sq Ft

    180 9th St S Unit 303, Naples, FL 34102

    NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches.This expansive 2-bedroom, 2-bathroom residence defines elevated living.

    Alexa Cambria The Agency Naples

    180 9th St S Unit 303, Naples, FL 34102
  • /41

    $55,000 Per Month

    • 4 Beds
    • 4.5 Baths
    • 3,850 Sq Ft
    • House for Rent

    300 2nd Ave N, Naples, FL 34102

    BOOKED FROM JAN. 1- April 30, 2026'. This furnished house, designed by MHK Architect, is perfectly situated just 2 blocks to the beach and a short stroll to Fifth Ave. Open floor plan with 370 Sq. Ft. of sliding pocketed doors to maximize the Florida outdoor living experience. With all important southern exposure, the sun lights up the home. Four bedrooms, a huge bonus room, wide wood plank

    Marjorie Workinger Royal Shell Real Estate, Inc.

    300 2nd Ave N, Naples, FL 34102
  • /42

    $9,800,000

    Sold May 29, 2026

    644 W Lake Dr, Naples, FL 34102

    • 4 Beds
    • 6 Baths
    • 4,357 Sq Ft
    • Built 2022

    Last Sold Summary

    • 9% Below List Price
    • $2,249/SF
    • 203 Days On Market

    Current Estimated Value $9,563,393

    Last Listing Agent Karen Van Arsdale Premier Sotheby's Int'l Realty

    644 W Lake Dr, Naples, FL 34102
    • /15

      Est $918,969

      Not Listed For Sale

      175 5th Ave S Unit 13 (204), Naples, FL 34102

      • 2 Beds
      • 2 Baths
      • 735 Sq Ft
      • Built 1964
      175 5th Ave S Unit 13 (204), Naples, FL 34102

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Melissa Bohnsack Sun Realty

  • /5

    $3,200,000

    $550K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft

    180 9th St S Unit 202, Naples, FL 34102

    NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. Step into refined coastal living with this inviting 2-bedroom, 2-bathroom

    Alexa Cambria The Agency Naples

    180 9th St S Unit 202, Naples, FL 34102
  • /20

    $15,500 Per Month

    • 2 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Condo for Rent

    1280 Gordon Dr Unit C, Naples, FL 34102

    Location Location Location Walk to All your restaurant's, the Beach, tennis, fishing off the pier and fabulous Shopping. This renovated 2 largebedroom condo has all the amenities of luxury living. Your open Living/kitchen with its quartzite island that seats 8 makes for great family andguest entertaining. Kitchen has been totally updated in the past two years. The den with large TV can be

    Marie Vaughan Diversified Real Estate Group

    1280 Gordon Dr Unit C, Naples, FL 34102
  • /19

    $2,495,000

    Sold Apr 28, 2026

    351 9th Ave S Unit A101, Naples, FL 34102

    • 3 Beds
    • 3.5 Baths
    • 2,334 Sq Ft
    • Built 2001

    Last Sold Summary

    • $1,069/SF
    • 72 Days On Market

    Current Estimated Value $2,520,309

    Last Listing Agent Shannon Lefevre John R Wood Properties

    351 9th Ave S Unit A101, Naples, FL 34102
    • /31

      Est $1,049,698

      Not Listed For Sale

      175 5th Ave S Unit 3 (104), Naples, FL 34102

      • 2 Beds
      • 2 Baths
      • 735 Sq Ft
      • Built 1964
      175 5th Ave S Unit 3 (104), Naples, FL 34102

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Chandler Marks Compass Florida LLC

Showing Results 81 - 120, Page 3 of 18

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