Old Naples Homes

/22
$2,449,000
- 3 Beds
- 3 Baths
- 1,915 Sq Ft
375 8th Ave S Unit D, Naples, FL 34102

Step into luxury with this newly remodeled three-bedroom, three-bath residence, ideally located in the heart of Old Naples. With only a short distance to the beach, world-class dining and boutique shopping, this residence offers the ultimate Naples lifestyle. Every detail has been thoughtfully updated, from the new wood and tile flooring to the modern kitchen featuring quartz countertops, custom

Walter Patrick Premier Sotheby's Int'l Realty

375 8th Ave S Unit D, Naples, FL 34102
/26
$45,000 per month
- 5 Beds
- 5.5 Baths
- 4,434 Sq Ft
- House for Rent
195 2nd Ave N, Naples, FL 34102

Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one half bathrooms, and a number of other

Bill Earls John R Wood Properties

195 2nd Ave N, Naples, FL 34102
/22
$1,425,000 Sold Jul 02, 2025
- 1,990 Sq Ft
- $716/SF
- 111 Days On Market
- 2 Beds
- 4 Baths
- Built 1997
340 7th Ave S Unit 2, Naples, FL 34102

Tucked away in the heart of Old Naples, this exceptional villa offers a rare blend of privacy and prime location. Part of the prestigious Hamilton Club, yet with its private garden entrance, this residence feels like a secluded retreat just steps from the best of Naples. Inside, soaring ceilings and expansive windows flood the space with natural light, creating an airy and inviting atmosphere.

Amanda Stanosheck Premier Sotheby's Int'l Realty

340 7th Ave S Unit 2, Naples, FL 34102

/25
Not Listed For Sale
0 12th Ave SE Unit 222074053, Naples, FL 34117

0 12th Ave SE Unit 222074053, Naples, FL 34117

/28
$4,650,000
- 5 Beds
- 3 Baths
- 3,540 Sq Ft
677 5th Ave N, Naples, FL 34102

The BEST single family home under $5 million by a mile! Welcome home to this beautifully renovated home in the picturesque Old Naples area. The expansive single story residence has been completely renovated throughout featuring 5 Beds | 3 Baths, a covered terrace and an oversized backyard. As you enter, you are greeted with 12+ foot ceilings and beautiful crown molding in the living room. The

John O'Neill Douglas Elliman Florida,LLC

677 5th Ave N, Naples, FL 34102
/25
$32,000 per month
- 4 Beds
- 4.5 Baths
- 3,100 Sq Ft
- House for Rent
354 1st Ave N, Naples, FL 34102

Annual Rate is $32K per month. Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this idyllic and private residence affords 3,100 square feet of everything one could desire. The interior of the residence is dressed in

Bill Earls John R Wood Properties

354 1st Ave N, Naples, FL 34102
/43
$6,400,000 Sold Jun 30, 2025
- 2,957 Sq Ft
- $2,164/SF
- 95 Days On Market
- 4 Beds
- 5.5 Baths
- Built 1987
1355 4th St S, Naples, FL 34102

High and Dry – No Flooding from Storms! This stunning Olde Naples home has been completely transformed, with a total renovation completed in 2025, making it virtually brand new. Offering just under 3,000 sq. ft., 4 bedrooms, and 5.5 bathrooms, this home seamlessly blends modern luxury with timeless elegance. The open-concept design creates a perfect flow between living, dining, and kitchen

Amanda Van Slyke Compass Florida LLC

1355 4th St S, Naples, FL 34102

/8
Est $3,837,412 Not Listed For Sale
285 10th Ave S, Naples, FL 34102

285 10th Ave S, Naples, FL 34102

/34
$1,995,000
- 3 Beds
- 3 Baths
- 1,638 Sq Ft
850 Central Ave Unit 207, Naples, FL 34102

One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residence offers the best three bedroom value west of 41. Look no further, this is the condo you have always wanted. Enjoy a stunning resort style pool, rooftop living space, and unmatched convenience. As a corner unit in a newer

John Paul Prebish William Raveis Real Estate

850 Central Ave Unit 207, Naples, FL 34102
/35
$54,000 per month
- 5 Beds
- 6.5 Baths
- 5,641 Sq Ft
- House for Rent
Unlisted Address

Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms, a study, as well as a flex space

Bill Earls John R Wood Properties

Unlisted Address
/26
$500,000 Sold Jun 27, 2025
- 785 Sq Ft
- $637/SF
- 80 Days On Market
- 1 Bed
- 1 Bath
- Built 1970
666 3rd St S Unit 104, Naples, FL 34102

Steps to the Beach and Naples' finest restaurants! Ideally located just two blocks from both the prestigious 5th Avenue and Naples' sugar sand beaches. This property embodies the perfect Olde Naples Lifestyle. This fully renovated 1st-floor condo offers bright, open living spaces with new tile flooring, white kitchen cabinetry, all new appliances, and stunning quartz countertops. The private

Madleine Porter William Raveis Real Estate

666 3rd St S Unit 104, Naples, FL 34102

/20
Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,761 Sq Ft
463 10th Ave S Unit 1, Naples, FL 34102

463 10th Ave S Unit 1, Naples, FL 34102

/25
$4,995,000
- 3 Beds
- 3 Baths
- 3,050 Sq Ft
680 8th Ave S, Naples, FL 34102

Filled with every ounce of warmth, character, and history, the 1929 Captain Parker House captures the dream of Olde Naples and is located just steps to Cambier Park, 5th Avenue South, 3rd Street South, and Naples' sugar sand coastline. Having been fully restored over the years to create a perfect marriage between history and modern-day elegances, the romantically-set cottage features a gracious

Bill Earls John R Wood Properties

680 8th Ave S, Naples, FL 34102
/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
/21
$1,950,000 Sold Jun 26, 2025
- 2,321 Sq Ft
- $840/SF
- 200 Days On Market
- 3 Beds
- 3 Baths
- Built 1999
1150 6th St S Unit 3, Naples, FL 34102

Welcome to a stunning oasis just 5 blocks from the vibrant 5th Avenue and only 3 blocks from the charm of 3rd Street South. This beautifully updated residence blends luxury, comfort, and location to perfection. Step inside and be captivated by soaring 22-foot ceilings and an abundance of natural light that floods the main living area, creating a bright and airy ambiance. The open-concept layout

Jay Westerlund Premier Sotheby's Int'l Realty

1150 6th St S Unit 3, Naples, FL 34102

/25
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,480 Sq Ft
555 5th Ave S Unit 201 PH4, Naples, FL 34102

555 5th Ave S Unit 201 PH4, Naples, FL 34102

/49
$5,750,000
- 3 Beds
- 3.5 Baths
- 3,558 Sq Ft
160 3rd St N, Naples, FL 34102

JUST COMPLETED a MAJOR exterior facelift updating this beautiful Old Naples gem that also underwent a recent interior renovation and offered turnkey furnished. Just steps from the white sugar sand beaches of the Gulf and a short stroll to both 5th Avenue and 3rd Street quaint boutiques and upscale restaurants, the home has over 3,500 square feet of interior living space. Beyond an expansive front

Greg Economos William Raveis Real Estate

160 3rd St N, Naples, FL 34102
/44
$30,000 per month
- 5 Beds
- 4.5 Baths
- 3,268 Sq Ft
- House for Rent
Unlisted Address

Exclusively available during the off-season, this exquisite cottage is the perfect place to hang your hat during a renovation, or while you look for your new forever home. Nestled in charming Olde Naples, just a stone's throw away from the pristine sandy beaches and four blocks from the iconic 5th Avenue, Naples living is at your fingertips. Boasting 5 bedrooms and 4.5 bathrooms, this residence

Sarah Wayne Gulf Coast International Lux R

Unlisted Address
/45
$415,000 Sold Jun 25, 2025
- 711 Sq Ft
- $584/SF
- 84 Days On Market
- 2 Beds
- 1 Bath
- Built 1964
550 4th Ave S Unit 9, Naples, FL 34102

OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY! REMODELED ($75,000) 2 BEDROOM, ONE BATH AND BEST NEWS SELLER TO PAY ONE FULL YEARS HOA FEES FOR BUYER! "Welcome to your dream condo in the prestigious Essex House in Olde Naples! ACT FAST, BEFORE THIS UNIT GOES TO RENTAL ONLY! BUILT ON A HIGHER ELEVATION ON 5TH, THIS UNIT HAS NEVER FLOODED IN IAN, MILTON OR HELEN! This charming 2-bedroom, 1

Steve Bacardi Coldwell Banker Realty

550 4th Ave S Unit 9, Naples, FL 34102

/23
Not Listed For Sale
0 6th Ave NE Unit 222084788, Naples, FL 34120

0 6th Ave NE Unit 222084788, Naples, FL 34120

/24
$4,600,000 New Construction
- 3 Beds
- 3.5 Baths
- 2,875 Sq Ft
82 9th St S Unit 303, Naples, FL 34102

Welcome to Residence 303 — a premier penthouse-style residence at Stella Naples, where modern elegance meets coastal sophistication in the heart of Olde Naples. Completed in 2024, this boutique luxury condominium development offers an unmatched living experience just minutes from the upscale dining and shopping of Fifth Avenue South and the sugar-white sands of the Gulf of Mexico. This

Sarah Hudgins William Raveis Real Estate

82 9th St S Unit 303, Naples, FL 34102
/49
$50,000 per month
- 4 Beds
- 6 Baths
- 5,283 Sq Ft
- House for Rent
160 Broad Ave S, Naples, FL 34102

Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes. With just over 5,200 square feet and a resort-style courtyard pool, the home lives like a private sanctuary—perfect for long, lazy beach days and golden-hour strolls to the Naples Pier for sunset.Inside, airy, sunlit rooms flow effortlessly for gathering and relaxing. The chef’s

Jake Ponsler Naples Vacation Properties

160 Broad Ave S, Naples, FL 34102
/33
$11,000,000 Sold Jun 24, 2025
- 7,318 Sq Ft
- $1,503/SF
- 252 Days On Market
- 5 Beds
- 7 Baths
- Built 2012
111 5th Ave S, Naples, FL 34102

Welcome to an incredible and iconic custom built home situated on a rare oversized parcel in an enviable location right in the heart of Old Naples just steps from the Gulf of Mexico, world renowned 5th Avenue South, and Naples pristine white sand beaches. Exceptionally constructed, meticulously maintained, and beautifully landscaped, this timeless and classical residence offers an unparalleled

Rex Miller William Raveis Real Estate

111 5th Ave S, Naples, FL 34102

/37
Est $3,658,760 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,696 Sq Ft
868 4th St S Unit 11, Naples, FL 34102

868 4th St S Unit 11, Naples, FL 34102

/27
$3,200,000 New Construction
- 2 Beds
- 2 Baths
- 2,131 Sq Ft
82 9th St S Unit 205, Naples, FL 34102

Step into modern coastal luxury with Residence 205 at Stella Naples, a brand-new, impeccably designed condo in one of Naples’ most exclusive boutique developments. The Aria floorplan spans 2,131 square feet of refined living space, featuring two spacious bedrooms—each with its own en suite bath—and a private rooftop deck suite that sets this home apart. Seamlessly blending indoor and outdoor

Sarah Hudgins William Raveis Real Estate

82 9th St S Unit 205, Naples, FL 34102
/18
$7,500 per month
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
- Condo for Rent
271 Broad Ave S Unit 202, Naples, FL 34102

Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for annual lease starting February 2026. Ideally located on the top floor of a quaint, three-unit building in the heart of Old Naples, this residence is just steps from the iconic 3rd Street South, renowned for its world-class shopping and dining. Only two blocks away, the pristine

Steven Fenttiman Coldwell Banker Realty

271 Broad Ave S Unit 202, Naples, FL 34102
/50
$13,200,000 Sold Jun 20, 2025
- 6,940 Sq Ft
- $1,902/SF
- 158 Days On Market
- 5 Beds
- 8 Baths
- Built 2011
181 4th Ave N, Naples, FL 34102

Ideally positioned just one block from the beach, this British West Indies estate, on an oversized .73-acre lot, is a rare opportunity. Featuring just under 7,000 square feet of interior living space, the expansive outdoor area includes a spacious covered lanai with inviting pool and spa, and outdoor kitchen, ideal for entertaining. High ceilings, new wood flooring and sophisticated finishes

Karen Van Arsdale Premier Sotheby's Int'l Realty

181 4th Ave N, Naples, FL 34102

/26
Est $443,550 Not Listed For Sale
- 1 Bed
- 1 Bath
- 520 Sq Ft
299 8th Ave S Unit 299A, Naples, FL 34102

299 8th Ave S Unit 299A, Naples, FL 34102

/6
$1,125,000
- 2 Beds
- 1 Bath
- 865 Sq Ft
101 8th St S Unit 202, Naples, FL 34102

Have it all in this ideal newer construction condo/hotel right next to 5th Ave. S. and beaches! This corner unit has loads of outside space with a wrap around exterior balcony facing west with access from each room. Owners also have the added peace of mind with the option to rent out your unit as often as you like, with 365 nightly rentals allowed per year....rent out nightly, weekly or monthly,

Shannon May Compass Florida LLC

101 8th St S Unit 202, Naples, FL 34102
/16
$7,500 per month
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- House for Rent
271 Broad Ave S Unit 203, Naples, FL 34102

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

Steven Fenttiman Coldwell Banker Realty

271 Broad Ave S Unit 203, Naples, FL 34102
/34
$16,000,000 Sold Jun 18, 2025
- 4,109 Sq Ft
- $3,894/SF
- 219 Days On Market
- 6 Beds
- 7.5 Baths
- Built 1953
30 7th Ave S, Naples, FL 34102

Exclusive Naples property featuring approximately 108 feet of direct beach frontage along the breathtaking Gulf of Mexico with private flag driveway entrance from 7th Avenue South. With approximately 4,249 square feet of total living space, this inviting cottage includes six bedrooms, seven full baths and a spacious two-car garage. The interior offers ample room for gathering and picturesque

Karen Van Arsdale Premier Sotheby's Int'l Realty

30 7th Ave S, Naples, FL 34102

/2
Not Listed For Sale
0 12th Ave SE Unit 222069083, Naples, FL 34117

0 12th Ave SE Unit 222069083, Naples, FL 34117

/15
$1,149,000
- 2 Beds
- 2 Baths
- 1,372 Sq Ft
415 10th Ave S Unit 7, Naples, FL 34102

Exceptional Opportunity in the Heart of Old Naples. For those with vision, this charming residence offers remarkable upside potential. With updates and modern enhancements, unlock the full equity of this property while elevating its comfort and style. Reimagining the layout to suit your lifestyle—blending timeless Naples elegance with contemporary convenience. Ideally located just four blocks

Celine Wells Douglas Elliman Florida, LLC

415 10th Ave S Unit 7, Naples, FL 34102
/13
$3,000 per month
- 1 Bed
- 1 Bath
- 534 Sq Ft
- Condo for Rent
960 7th St S Unit 101, Naples, FL 34102

Located in the heart of Olde Naples sits this modern yet cozy first floor corner unit in an idyllic boutique building that says Welcome to Paradise. Newly renovated this 1 bedroom 1 bath unit with open floor plan features all stainless Appliances, Gourmet Kitchen, Custom Cabinets & a Large Master Suite is in close proximity to Cambier Park, 5th Ave, Naples City Dock, Dining, Shopping and the

Mel Pierce Douglas Elliman Florida,LLC

960 7th St S Unit 101, Naples, FL 34102
/32
$725,000 Sold Jun 16, 2025
- 1,066 Sq Ft
- $680/SF
- 244 Days On Market
- 2 Beds
- 2 Baths
- Built 1963
288 2nd St S Unit 288, Naples, FL 34102

Welcome to 288 2nd St S #288, a rare legacy condo that is nestled in the vibrant community of Olde Naples! This delightful residence combines coastal elegance with modern comfort, making it a wonderful retreat for beach lovers and those seeking a laid-back lifestyle. Just 2 blocks away from the pristine beaches of the Gulf of Mexico, and moments away from world-class dining, and boutique shopping

Jane Wood John R Wood Properties

288 2nd St S Unit 288, Naples, FL 34102

/34
Est $2,367,928 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,969 Sq Ft
968 5th St S Unit 6, Naples, FL 34102

968 5th St S Unit 6, Naples, FL 34102

/21
$3,600,000
- Land
- 0.23 Acre
- $15,652,174 per Acre
490 1st Ave S, Naples, FL 34102

A rare opportunity in the heart of Old Naples. This premium .23-acre corner homesite sits at the sw corner of 1st Avenue South and 5th Street South, just 5 blocks from the beach and a short stroll to the world-class dining and boutique shopping of famed Fifth Avenue South. Located in sought after X500 flood plain, 490 1st Ave S offers long-term peace of mind, superior elevation, and build

Amanda Erwin John R Wood Properties

490 1st Ave S, Naples, FL 34102
/32
$8,000 per month
- 2 Beds
- 2 Baths
- 860 Sq Ft
- House for Rent
609 12th Ave S Unit 609, Naples, FL 34102

Amazing opportunity to rent a completely renovated and freshly decorated 2 bedroom, 2 bath condo right in the heart of Olde Naples! This residence has been updated in a fresh, coastal contemporary style, offering an open floor plan, beautiful wood flooring, new furniture and accessories throughout. The Living area has a comfortable, upholstered couch, two accompany chairs, tables, lamps, flat

Maria Metzger Royal Shell Real Estate, Inc.

609 12th Ave S Unit 609, Naples, FL 34102
/22
$1,830,000 Sold Jun 13, 2025
- 2,320 Sq Ft
- $789/SF
- 275 Days On Market
- 3 Beds
- 3 Baths
- Built 2008
680 10th Ave S Unit C-1, Naples, FL 34102

Just 6 blocks to beautiful white sandy beaches in Olde Naples. A short walk to Naples fine dining and shopping of 5th Avenue & 3rd Street. Bella Vita's furnished 3 bed/3 bath villa/townhouse lives like a single family home with a two car garage and private elevator. Watch the sunrise and sunset from any of your 6 balconies. The Villa boasts 10' ceilings, Travertine marble, French Oak Wood

Elli Taylor William Raveis Real Estate

680 10th Ave S Unit C-1, Naples, FL 34102

/33
Est $6,376,723 Not Listed For Sale
- 4 Beds
- 5 Baths
- 3,549 Sq Ft
541 1st Ave S, Naples, FL 34102

541 1st Ave S, Naples, FL 34102

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