Old Naples Homes

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  /10

  $24,950,000

  • Land
  • 0.5 Acre
  • $49,900,000 per Acre

  25 5th Ave S, Naples, FL 34102

  One of Naples most exciting and expansive beachfront properties is now available. A rare opportunity to own this direct beachfront lot on famous 5th Avenue South, one of the most desirable addresses in downtown Naples. Directly on the pristine, sugar-white sands of the Gulf of America, this prime property serves as an ideal foundation for a custom luxury estate. Cleared and ready to build, design

  James Bates Premier Sotheby's Int'l Realty

  25 5th Ave S, Naples, FL 34102
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  /34

  $24,900 per month

  • 4 Beds
  • 5.5 Baths
  • 3,745 Sq Ft
  • Condo for Rent

  300 3rd Ave S Unit 3, Naples, FL 34102

  Luxury Coastal Living Steps from Fifth Avenue and the Beach Perfectly positioned in one of Naples’ most desirable locations, this beautifully appointed residence offers the ultimate blend of comfort, style, and convenience. Just three blocks from the white sands of the Gulf and two blocks from the vibrant energy of Fifth Avenue South, you’ll enjoy easy access to Naples’ finest dining, boutique

  Marie Vaughan Diversified Real Estate Group

  300 3rd Ave S Unit 3, Naples, FL 34102
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  /49

  $3,000,000 Sold Nov 19, 2025

  790 Broad Ct N, Naples, FL 34102

  • 3 Beds
  • 4.5 Baths
  • 3,386 Sq Ft
  • Built 2006

  Last Sold Summary

  • 45% Below List Price
  • $886/SF
  • 920 Days On Market

  Current Estimated Value $3,067,814

  Last Listing Agent Jodi Henry Downing Frye Realty Inc.

  790 Broad Ct N, Naples, FL 34102
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  /11

  Est $1,254,304 Not Listed For Sale

  350 10th Ave S Unit A100, Naples, FL 34102

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 1981

  350 10th Ave S Unit A100, Naples, FL 34102

  Last Sold Summary

  • 4% Below List Price
  • $842/SF
  • 3 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Belle Fair Graves Realty One Group MVP
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  /10

  $575,000 Pending

  • 1 Bed
  • 1 Bath
  • 532 Sq Ft

  291 8th Ave S Unit 291B, Naples, FL 34102

  A fun, yet timeless look will impress in this second floor condo, just 2 blocks from the gorgeous sandy beach. The oversized lanai even has a peephole view of the Gulf! Beautiful crown molding and light Maple wood flooring underlines this perfect place that brings nature in and adds simplicity. The living room is open with sliders that face the perfect southwest location in Olde

  Geraldine Castor John R Wood Properties

  291 8th Ave S Unit 291B, Naples, FL 34102
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  /19

  $14,000 per month

  • 2 Beds
  • 2 Baths
  • 1,482 Sq Ft
  • Condo for Rent

  850 Central Ave Unit 202, Naples, FL 34102

  Available for 2026 season! This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, while just steps from 5th Avenue shopping and dining and mere blocks from the beach — truly the best of both worlds. This 2 bedroom + den unit was designed with clean lines and contemporary touches, high end finishes, and airy, light-filled rooms with

  Margaret Baumgartner Coldwell Banker Realty

  850 Central Ave Unit 202, Naples, FL 34102
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  /2

  $11,550,000 Sold May 21, 2025

  239 Broad Ave S, Naples, FL 34102

  • 4 Beds
  • 6 Baths
  • 4,803 Sq Ft
  • Built 1940

  Last Sold Summary

  • 17% Below List Price
  • $2,405/SF
  • 416 Days On Market

  Current Estimated Value $9,112,291

  Last Listing Agent Yasmeen Wilson Premiere Plus Realty Company

  239 Broad Ave S, Naples, FL 34102
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  /16

  Est $952,418 Not Listed For Sale

  280 2nd Ave S Unit 303, Naples, FL 34102

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Built 1967

  280 2nd Ave S Unit 303, Naples, FL 34102

  Last Sold Summary

  • 3% Below List Price
  • $801/SF
  • 80 Days On Market

  Last Sold Price $985,000

  Last Listing Agent Michael Dekic John R Wood Properties
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  /22

  $1,135,000

  • 2 Beds
  • 2.5 Baths
  • 1,302 Sq Ft

  185 4th St S, Naples, FL 34102

  Discover this charming single-family attached villa in Old Naples, complete with a private one-car garage. Nestled in a serene, tree-lined neighborhood, it's just 3.5 blocks from the area's iconic white-sand beaches and 3 blocks from the vibrant shopping and dining on 5th Avenue South. Spanning 1,302 square feet across two levels, this partially furnished light-filled home includes 2 bedrooms,

  Matt Brown William Raveis Real Estate

  185 4th St S, Naples, FL 34102
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  /9

  $3,995 per month

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

  940 3rd St S Unit 202, Naples, FL 34102

  ***OLD NAPLES***NEAR THE BEACH***ANNUAL OR SEASONAL***1 BED/1 BATH***Experience the best of Naples living in this charming and updated 1-bedroom, 1-bath corner condo, perfectly situated in the heart of Old Naples. just steps from the white sandy beaches, world-class dining, and upscale shopping on Fifth Avenue South and Third Street. This boutique residence offers a rare blend of luxury and

  Cheri Anne DeMonico Premier Property Management

  940 3rd St S Unit 202, Naples, FL 34102
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  /34

  $2,010,000 Sold Jun 10, 2025

  529 11th Ave S Unit 101, Naples, FL 34102

  • 3 Beds
  • 2 Baths
  • 1,447 Sq Ft
  • Built 1995

  Last Sold Summary

  • 11% Below List Price
  • $1,389/SF
  • 125 Days On Market

  Current Estimated Value $1,915,219

  Last Listing Agent Krysta Sylvester Compass Florida LLC

  529 11th Ave S Unit 101, Naples, FL 34102
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  /47

  Est $902,327 Not Listed For Sale

  280 2nd Ave S Unit 203, Naples, FL 34102

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Built 1967

  280 2nd Ave S Unit 203, Naples, FL 34102

  Last Sold Summary

  • 10% Below List Price
  • $813/SF
  • 6 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Rick Parlante Downing Frye Realty Inc.
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  $6,550,000 Pending

  • Land
  • 0.24 Acre
  • $27,291,667 per Acre

  66 11th Ave S, Naples, FL 34102

  Directly adjoining the cottage property at 88 11th Ave. S,, this 70’ x 151’ vacant lot presents a rare opportunity to build in one of Naples’ most coveted neighborhoods. Situated within the beach block of Olde Naples, this homesite offers ample room for a custom estate. The lot’s size and location make it an ideal canvas for creating a coastal retreat that blends modern luxury with the timeless

  Timothy Savage Gulf Coast International Prop

  66 11th Ave S, Naples, FL 34102
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  /20

  $25,500 per month

  • 3 Beds
  • 3 Baths
  • 2,320 Sq Ft
  • Apartment for Rent

  1016 7th St S, Naples, FL 34102

  Seasonal luxury vacation rental located in Old Naples. Exceptional rental property offering an opportunity to stay in one of Naples’ most desirable downtown neighborhoods. Just minutes from the white-sand beaches of the Gulf, this location places you within ideal distance to Old Naples attractions like the 5th Avenue South Art Fair and Cars on 5th Exotic Car Show, and the 3rd Street South Farmers

  Cynthia Joannou Barefoot Beach Properties

  1016 7th St S, Naples, FL 34102
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  /39

  $1,600,000 Sold Oct 20, 2025

  850 Central Ave Unit 206, Naples, FL 34102

  • 3 Beds
  • 3 Baths
  • 1,638 Sq Ft
  • Built 2021

  Last Sold Summary

  • 20% Below List Price
  • $977/SF
  • 87 Days On Market

  Current Estimated Value $1,602,000

  Last Listing Agent Tade Bua-Bell John R Wood Properties

  850 Central Ave Unit 206, Naples, FL 34102
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  /35

  Est $1,167,630 Not Listed For Sale

  280 2nd Ave S Unit 101, Naples, FL 34102

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft
  • Built 1967

  280 2nd Ave S Unit 101, Naples, FL 34102

  Last Sold Summary

  • 10% Below List Price
  • $767/SF
  • 5 Days On Market

  Last Sold Price $1,295,000

  Last Listing Agent Beth McNichols John R Wood Properties
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  /39

  $1,999,999 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  201 8th St S Unit 208, Naples, FL 34102

  The Mark on 8th – Turnkey Luxury Living in the Heart of Olde Naples - this is a hot rental near 5th Avenue! **Seller is willing to consider flexible purchase arrangements, including seller financing or accepting Bitcoin as part of the transaction, provided terms are acceptable to both parties.** Welcome to Residence #208 at The Mark on 8th, where modern luxury meets coastal charm in the most

  Skye Leber Epique Realty, INC

  201 8th St S Unit 208, Naples, FL 34102
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  /12

  $6,000 per month

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

  480 5th St S Unit 202, Naples, FL 34102

  Location... Location.. Location, Old Naples best Vacation Destination. This newly renovated condominium is a cozy retreat in the very heart of Old Naples. Just 1⁄2 block from Fifth Avenue South where you will find fine restaurants, live theatre, browse the array of wonderful art galleries and world class shopping, best of all the property is only 4 blocks to the white sandy beaches of the Gulf of

  Maria Metzger Royal Shell Real Estate, Inc.

  480 5th St S Unit 202, Naples, FL 34102
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  /39

  $2,100,000 Sold Feb 11, 2026

  732 7th Ave N, Naples, FL 34102

  • 3 Beds
  • 2 Baths
  • 1,829 Sq Ft
  • Built 2016

  Last Sold Summary

  • 24% Below List Price
  • $1,148/SF
  • 47 Days On Market

  Current Estimated Value $2,720,571

  Last Listing Agent Robin Porter Perrett Kennedy LLC

  732 7th Ave N, Naples, FL 34102
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  /25

  Est $1,724,172 Not Listed For Sale

  453 8th Ave S Unit 106, Naples, FL 34102

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 1999

  453 8th Ave S Unit 106, Naples, FL 34102

  Last Sold Summary

  • 9% Below List Price
  • $1,081/SF
  • 69 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Karen Van Arsdale Premier Sotheby's Int'l Realty
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  /18

  $4,950,000

  • 3 Beds
  • 4 Baths
  • 3,065 Sq Ft

  263 10th Ave S, Naples, FL 34102

  A once-in-a-generation offering in one of the most enchanting settings in all of Old Naples, this distinctive residence presents a rare opportunity to experience the essence of downtown Naples living. Perfectly positioned just moments from the sugar-sand beaches of the Gulf and only two blocks from the celebrated shopping and dining district of Third Street South, the location captures the very

  Richard Prebish William Raveis Real Estate

  263 10th Ave S, Naples, FL 34102
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  /16

  $58,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,229 Sq Ft
  • House for Rent

  380 5th Ave N, Naples, FL 34102

  Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated pool and hot tub. A new picture window screen enclosure

  Stacey Cotter John R Wood Properties

  380 5th Ave N, Naples, FL 34102
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  /49

  $6,400,000 Sold Feb 12, 2026

  455 13th Ave S, Naples, FL 34102

  • 4 Beds
  • 6 Baths
  • 4,302 Sq Ft
  • Built 2013

  Last Sold Summary

  • 19% Below List Price
  • $1,488/SF
  • 247 Days On Market

  Current Estimated Value $6,207,499

  Last Listing Agent Jeff Helm John R Wood Properties

  455 13th Ave S, Naples, FL 34102
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  /22

  Est $1,588,073 Not Listed For Sale

  390 2nd St S Unit 4, Naples, FL 34102

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1987

  390 2nd St S Unit 4, Naples, FL 34102

  Last Sold Summary

  • 3% Below List Price
  • $991/SF
  • 90 Days On Market

  Last Sold Price $1,635,000

  Last Listing Agent Angelina Turra John R Wood Properties
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  /30

  $765,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  534 12th Ave S Unit 534, Naples, FL 34102

  Highly sought after Gardenia Court! Beautifully maintained and upgraded 2 bedroom, 2 bath unit WITH SOUTH FACING LANAI! This elevated well kept building has never had water intrusion from any storms, and additionally has passed both structure and financial state inspections w/no issues. Inside, there are impact windows and sliders, smooth ceilings, upgraded tile flooring throughout and both

  Ruth Stoots Premiere Plus Realty Company

  534 12th Ave S Unit 534, Naples, FL 34102
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  /33

  $75,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,912 Sq Ft
  • House for Rent

  187 Broad Ave S, Naples, FL 34102

  Everything you dream about in this remastered Olde Florida cottage. Pet Friendly. 1.87 blocks to the Beach. 1.87 blocks to Campiello's and Tommy Bahama's ... and all that is fabulous dining and shopping. Main house has three bedrooms + office + den and the separate guest house has two bedrooms.

  Michelle Craft Naples Homes and Rentals Inc

  187 Broad Ave S, Naples, FL 34102
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  /2

  $70,000 Sold May 22, 2025

  0 10th Ave SE Unit 225019833, Naples, FL 34117

  • Land
  • 2.5 Acres
  • $28,000 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 55 Days On Market

  Last Listing Agent Tony Arias O K Realty Inc

  0 10th Ave SE Unit 225019833, Naples, FL 34117
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  /45

  Est $1,628,842 Not Listed For Sale

  370 2nd St S, Naples, FL 34102

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1986

  370 2nd St S, Naples, FL 34102

  Last Sold Summary

  • 12% Below List Price
  • $1,121/SF
  • 134 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Daniel Riess Compass Florida LLC
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  /25

  $2,300,000

  • 2 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  201 8th St S Unit 309, Naples, FL 34102

  Stunning fully-furnished 2 bed, 2.5 bath unit in the highly desirable Mark on 8th development in Old Naples. Located on the third floor (with elevator access), unit 309 enjoys enhanced privacy along with pleasant views and abundant natural light. Appx. 500 SF of outdoor space spread across three furnished patios. Recently completed in 2025 with best-in-class specifications including a 4-burner

  Stephen Hachey Flat Fee MLS Realty

  201 8th St S Unit 309, Naples, FL 34102
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  /50

  $75,000 per month

  • 5 Beds
  • 6 Baths
  • 4,500 Sq Ft
  • House for Rent

  245 Broad Ave S, Naples, FL 34102

  A slice of Key West HEAVEN in the HEART of Olde Naples. Affectionately called "The Christmas Cottage," this Craftsman SFH is luxurious and lavish, yet as comfortable as your home. A very upscale main house and separate guest cottage with a total of 5 bedrooms (if you include the office/den that has a queen pullout); bedrooms are mostly all ensuite. A magnificent Steinway stands adjacent to the

  Michelle Craft Naples Homes and Rentals Inc

  245 Broad Ave S, Naples, FL 34102
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  /25

  $1,075,000 Sold Apr 28, 2025

  280 2nd Ave S Unit 104, Naples, FL 34102

  • 2 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1967

  Last Sold Summary

  • 17% Below List Price
  • $677/SF
  • 38 Days On Market

  Current Estimated Value $1,031,415

  Last Listing Agent Yochi Melnick William Raveis Real Estate

  280 2nd Ave S Unit 104, Naples, FL 34102
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  /21

  Est $3,150,403 Not Listed For Sale

  413 Broad Ave S Unit 3, Naples, FL 34102

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft
  • Built 1998

  413 Broad Ave S Unit 3, Naples, FL 34102

  Last Sold Summary

  • 21% Below List Price
  • $1,667/SF
  • 12 Days On Market

  Last Sold Price $4,001,000

  Last Listing Agent Linda Piatt Premier Sotheby's Int'l Realty
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  /6

  $3,650,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  210 9th St S Unit 201, Naples, FL 34102

  Sales Center located at 850 Central Avenue #120 Naples, FL 34102. Residence 201 at Two Ten West is a 2-bedroom plus den corner residence in one of downtown Naples’ newest boutique luxury developments. Thoughtfully designed with high-end interior finishes, the home features sleek New Style cabinetry, creating a contemporary, sophisticated aesthetic throughout. Designed for seamless indoor-outdoor

  Chip Youmans Downing Frye Realty Inc.

  210 9th St S Unit 201, Naples, FL 34102
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  /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
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  /10

  $350,000 Sold Jul 21, 2025

  xxx SW 19th St, Naples, FL 34117

  • Land
  • 2.73 Acres
  • $128,205 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 33 Days On Market

  Last Listing Agent Nicolas Villamizar Starlink Realty, Inc

  xxx SW 19th St, Naples, FL 34117
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  /34

  Est $964,510 Not Listed For Sale

  1051 3rd St S Unit 302, Naples, FL 34102

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1972

  1051 3rd St S Unit 302, Naples, FL 34102

  Last Sold Summary

  • 8% Below List Price
  • $911/SF
  • 209 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Kristen Janson Premiere Plus Realty Company
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  /48

  $6,200,000

  • 4 Beds
  • 5 Baths
  • 3,290 Sq Ft

  790 6th Ave N, Naples, FL 34102

  Welcome to this striking coastal contemporary residence in the heart of Naples, built in 2021 and offered fully furnished. Designed by renowned interior designer Jeffery Fischer, this light-filled two-story home blends refined architecture, elevated design, and seamless indoor-outdoor living. Privately set behind lush tropical landscaping, the property lives like a quiet, serene compound,

  Brenda Ruth Premier Sotheby's Int'l Realty

  790 6th Ave N, Naples, FL 34102
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  /23

  $42,000 per month

  • 4 Beds
  • 3 Baths
  • 2,216 Sq Ft
  • House for Rent

  206 1st Ave N, Naples, FL 34102

  Annual rate is $31,500. Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Charming in every respect, this cottage is located a mere minute's walk to the beach! The residence features four spacious bedrooms, three renovated bathrooms, a fireplace, as well as multiple clean and bright living spaces. Located beyond the rear of the home's French

  Bill Earls John R Wood Properties

  206 1st Ave N, Naples, FL 34102
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  /49

  $2,175,000 Sold Aug 22, 2025

  540 7th St N, Naples, FL 34102

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft
  • Built 1963

  Last Sold Summary

  • 38% Below List Price
  • $1,226/SF
  • 595 Days On Market

  Current Estimated Value $2,127,652

  Last Listing Agent Jill Nicholas William Raveis Real Estate

  540 7th St N, Naples, FL 34102
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  /40

  Est $2,026,666 Not Listed For Sale

  547 11th Ave S Unit 204, Naples, FL 34102

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1995

  547 11th Ave S Unit 204, Naples, FL 34102

  Last Sold Summary

  • 3% Below List Price
  • $1,319/SF
  • 54 Days On Market

  Last Sold Price $2,100,000

  Last Listing Agent Austin Kellam Coldwell Banker Realty

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