Search Listings

$829,000

Low Rise (1-3)

MOTIVATED SELLER HAS REDUCED PRICING SIGNIFICANTLY TO SELL!! The ultimate downtown lifestyle awaits at SoCe Flats. Own newer 2021 fresh construction while having quick walkability to 5th Ave. S. dining, the sugar sand beaches and…

$7,499,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a…

$399,000

Low Rise (1-3)

Live the quintessential Olde Naples lifestyle in this renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Just one block from Naples’ iconic dining and shopping district, you’ll enjoy effortless…

$1,899,000

Low Rise (1-3)

Experience the privacy of south facing single family style living in this exquisitely renovated two story residence in the heart of Olde Naples. One of just four residences in an intimate boutique building, this exceptional…

$1,274,900

Townhouse

Rare opportunity to own a fully renovated, luxurious townhome in the heart of downtown Naples at an incredible value. Ideally located in the exclusive Naples Marina Villas, this residence offers a truly walkable lifestyle just…

$324,900

Low Rise (1-3)

PRICED TO SELL! BEAUTIFULLY UPDATED FIRST-FLOOR END UNIT IN THE HEART OF OLDE NAPLES! Enjoy downtown living in this lovingly maintained 2-bedroom condo, ideally situated just steps from 5th Avenue South, Cambier Park, and the…

$1,900,000

Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. "Live Life Beautifully in Southwest Florida" in this beautifully maintained three-bedroom, two-bath turnkey-furnished condo located in the Terraces of Olde Naples. This…

$2,600,000

Villa Attached

Experience the charm of Olde Naples at Villa Avellino! Ideally located just moments from the renowned shops and restaurants of Third Street South, this spacious 3-bedroom, 4-full-bath villa offers an exceptional coastal lifestyle. Featuring a…

$9,900,000

Single Family Residence

Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and expansive floor-to-ceiling glass. Situated on one of the area’s most desirable…

$6,795,000

Single Family Residence

A private sanctuary of timeless elegance, where thoughtful architecture and tranquil outdoor living come together in one of Old Naples’ most desirable settings. Custom-built by Waterside Builders for its original owners, this beautifully appointed residence…

$2,100,000

Low Rise (1-3)

Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly positioned along one of the city's most recognized destinations, this turnkey…

$2,300,000

Low Rise (1-3)

Naples lifestyle is at its best with this updated and rarely available Hamilton Club condominium, ideally on a quiet street just three short blocks from the sandy white beaches of the Gulf. Recent updates include…

$799,900

Low Rise (1-3)

Discover the Best of Olde Naples Living at Bayside Villas! Enjoy the charm and convenience of Olde Naples in this spacious two-bedroom, two-bath end-unit condominium, ideally situated in the heart of it all. Located directly across…

$8,995,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Ideally situated on a peaceful street in the heart of Old Naples, this newly built custom home by London Bay is just…

$7,995,000

Single Family Residence

Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior Design. Completed in 2020, the residence showcases meticulous…

$950,000

Low Rise (1-3)

Live where Naples’ best beaches, restaurants, and vibrant downtown lifestyle are just steps from your door! Ideally located just two blocks from the sugar-sand beaches of the Gulf and the world-class dining and shopping of…

$47,250

Single Family Residence

Annual rate is $35K per month. Advertised rate is for high-season (Nov. through April); longer lease terms have greater discounted rates. This Old Naples Cottage home is a perfect union of style and function and…

$15,000

Low Rise (1-3)

Leased from January 25 - March 25, 2027. 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…

$47,250

Single Family Residence

ANNUAL RATE IS $35,438 / month. Listed rate is for High Season (December through April). Longer leases have greater discounted rates. See rental rate sheet. Now available is the renowned featured cover home of Home…

$48,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. The annual rate is $36,000.00 / month. The advertised rate is for high-season (Nov.-April); longer terms have greater discounted rates. Situated only…

$43,500

Single Family Residence

Listed rate is for High Season (November-April). Longer High Season leases have greater discounted rates. Annual Rate is $32,625 / month. Located just three blocks from the Gulf, this charming residence offers the perfect blend…

$42,750

Single Family Residence

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…

$10,000

Low Rise (1-3)

Off season rental available. Renovating and need a place for a few months. Your chance to get a beautiful 2 bedroom plus Den and Lanai. HEATED POOL! Turnkey, just bring your clothes!…

$58,500

Single Family Residence

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…

$42,000

Single Family Residence

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!…

$45,000

Single Family Residence

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…

$54,000

Single Family Residence

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…

$30,000

Single Family Residence

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…

$5,000

Low Rise (1-3)

LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘Olde Naples’, only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area…

$9,500

Low Rise (1-3)

Living the Life in Olde Naples. This cozy 2-bedroom 2 bath condo is located in the historic Third Street District. Many extras including granite counters, porcelain tile floors, and a large, screened lanai plus…

$12,000

Low Rise (1-3)

Escape to sunshine and enjoy the Olde Naples lifestyle this winter. The beautifully updated, tastefully furnished 3 bedroom, 2 bath condo offers a rare opportunity - one of only three 3 bedroom residences in the…

$55,000

Single Family Residence

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…

$30,000

Single Family Residence

This charming Old Naples house has a perfect combination of great location, serene outdoor spaces, and a spacious, updated interior. The house is 2.5 blocks to the beach, a short bike ride to 5th Ave.…

$770,000

Low Rise (1-3)

EFFORTLESS OLD NAPLES LIVING—JUST BLOCKS FROM THE BEACH, DINING & CITY DOCK. INVESTOR OPPORTUNITY FOR RENTAL INCOME Experience the quintessential Old Naples lifestyle from this beautifully appointed first-floor end-unit residence, ideally positioned just blocks from…

$20,000

Low Rise (1-3)

AVAILABLE SEASON 2027. Coastal yet cosmopolitan, this 3-bedroom, 2 bath townhome with PRIVATE ELEVATOR access to each floor is located on the QUIETER (south-facing) side of prestigious 5th Ave. just 6 blocks from the white…

$1,350,000

Townhouse

One or more photo(s) has been virtually staged, AI generated or rendered. Experience the best of downtown Naples living in this beautifully updated three-story townhouse villa, ideally located just moments from 5th Avenue South,…

$425,000

Low Rise (1-3)

A little slice of Olde Naples with your very own private patio! This remodeled first-floor, one-bedroom, one-bath end-unit condo is tucked into peaceful Olde Naples, just a 10 minute walk from 8th Ave S Beach…

$18,000

Low Rise (1-3)

Unavailable January 1 - March 31, 2027. This beautifully appointed 2-bedroom + den, 2-bath residence blends refined coastal living with effortless convenience. With the den furnished as a bedroom, the layout lives like a true…

$5,500

Low Rise (1-3)

Furnished seasonal rental in the heart of Olde Naples! This first-floor 2 bedroom plus den, 2 bath residence in Villa Versailles, a quiet 12-unit low-rise condominium, offers approx. 1,300 sq ft of comfortable living. The…

$475,000

Low Rise (1-3)

Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner residence has been recently remodeled, including a…

$6,750,000

Single Family Residence

An extraordinary expression of modern coastal luxury, this architecturally striking residence enjoys an enviable location just two blocks from the pristine shores of the Gulf. Conceived through the creative collaboration of Integral Builders, Lotus Architecture,…

$1,150,000

Low Rise (1-3)

Just one block from 5th Avenue South and minutes from the beach, this recently updated two bedroom, two bathroom condominium offers an exceptional opportunity to experience the best of downtown Naples. Ideally positioned near the…

$3,800

Low Rise (1-3)

AVAILABLE IMMEDIATELY LONG-TERM. WIFI & WATER INCLUDED. Beautifully remodeled 1-bedroom condo in the heart of Olde Naples at Castleton Gardens. This turnkey residence offers a bright, open layout with brand-new furnishings, updated appliances, in-unit laundry,…

$9,500

Low Rise (1-3)

Enjoy the best of Naples living at Colonnade Club, residence #202. This welcoming two-bedroom condominium in the heart of Old Naples is just minutes from the beautiful beaches and shopping, dining, and entertainment districts…

$21,995

Single Family Residence

Available 01/01/2027. Posted rate is for annual lease. Exquisitely renovated Olde Naples beach home. Long term offerings like this are extremely rare in Olde Naples. Lease the multi million dollar lifestyle at a fraction of…

$65,000

Single Family Residence

EXCEPTIONAL OLDE NAPLES LOCATION! This two story home and guest house- approximately 2½ blocks from the Gulf beaches and within walking distance of 5th Avenue South and 3rd Street South, a unique five-bedroom, 5.5-bath property…

$5,500

Low Rise (1-3)

*RENTED January & February 2027 - other dates available* Experience coastal living at its finest in this beautifully 2-bedroom, 1.5-bathroom condo designed for effortless comfort and style. Ideally located just minutes from pristine Naples beaches,…

$5,757,000

Single Family Residence

Welcome to The Palm House Old Naples | New Construction | Private Guest Casita Welcome to The Palm House, a stunning new-construction residence in the heart of Old Naples, where timeless coastal charm meets sophisticated luxury. Thoughtfully…

$34,000

Single Family Residence

Available for the 2027 Season! Spend your winter in the heart of Old Naples, where beach days, memorable dining, and relaxed coastal living are all just moments from home. Ideally located only two blocks from…

$6,500

Low Rise (1-3)

Season 2027 open. 90 day minimum required. Location, location, location! Enjoy the short distance to the gorgeous Naples Beaches - just 2 blocks away! This quaint, first-floor courtyard condo is situated in Olde Naples and…

$7,500

Low Rise (1-3)

The vibrancy of the city and convenience of in-town living is yours to enjoy in this end-unit residence with 2Bedrooms Plus Den- two full baths and an enclosed lanai. The lanai overlooks the pool and…

$10,000

Low Rise (1-3)

Welcome to The Olde Towne Condominium, your ideally situated vacation retreat in the very heart of Olde Naples. This fully-renovated residence offers two bedrooms and two beautifully updated full bathrooms, designed to blend comfort with…

$10,000

Low Rise (1-3)

Welcome to The Olde Towne Condominium, your ideally situated vacation retreat in the very heart of Olde Naples. This fully-renovated residence offers two bedrooms and two beautifully updated full bathrooms, designed to blend comfort with…

$27,000

Low Rise (1-3)

Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples’ most sought-after locations. This residence blends sophisticated design with coastal elegance, offering the perfect balance…

$799,900

Low Rise (1-3)

RARELY AVAILABLE, EXTREMELY PET & RENTAL FRIENDLY, NO BUILDING FLOODING IN ANY STORMS! Welcome to this exceptionally pet-friendly building located in the vibrant heart of Olde Naples. This spacious and inviting southwest corner unit is…

$6,500

Low Rise (1-3)

"Live Life Beautifully in Southwest Florida" in the heart of Olde Naples! Available beginning in late November and throughout the 2027 season, this beautifully remodeled 2-bedroom, 2-bathroom second-floor condo offers an incredible downtown location just…

$815,000

Low Rise (1-3)

COME EARLY AND QUICK to see this gem of a condo nestled in Olde Naples. Surrounded by multi-million-dollar homes on Second Street South in Downtown Naples, this bright, sunny end unit, 2Bedroom/ 2 Bath…

$775,000

Low Rise (1-3)

Rare opportunity to purchase adjoining units in Naples iconic Cove Inn!! Beautifully updated first floor units (these units sit substantially raised) overlooking expansive views of Naples bay! You have the option for personal use or…

$6,995,000

Single Family Residence

This exceptional Old Naples custom estate is was recently remodeled by Judith Liegeois Design. Showcasing sleek architectural elements, an open floor plan and enhanced through extensive upgrades, this residence epitomizes refined coastal living. Spanning…

$15,000

Low Rise (1-3)

Welcome to Villa Yvonne, a beautifully furnished 3 bedroom, 2 bathroom condominium in the heart of Old Naples. Ideally located near the beach and the shops, restaurants, and entertainment of 5th Avenue South, this inviting…

$8,995,000

Single Family Residence

Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortless luxury living. Classic, timeless, and exquisitely finished, the light-filled open floor…

$7,500

Low Rise (1-3)

Leased from February 1 - March 31, 2027. 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…

$7,500

Low Rise (1-3)

Leased from February 1 - April 30, 2027. Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for annual lease. Ideally located on the top floor of a quaint, three-unit building…

$3,250,000

Single Family Residence

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is in the X-500 ZONE as confirmed by the GIS FEMA MAP and located 4 BLOCKS from the BEACH,…

$2,100,000

Low Rise (1-3)

LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! This fabulous 3-bedroom, 3-bath condo is located within walking distance to 5th Avenue South, 3rd Street South, and the Naples Pier, placing the best of downtown Naples right outside your…

$39,000,000

Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples.…

$2,500

Low Rise (1-3)

A UNIQUE OPPORTUNITY IN OLDE NAPLES! This hard to find, unfurnished first floor one bedroom condo, is ideally located just two blocks from the prestigious 5th Avenue and also Naples' sugar sand beaches! Recently renovated…

$3,595,000

Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. Set directly in the heart of Fifth Avenue South, this exceptional penthouse at 505 on Fifth offers a lifestyle rarely available in…

$7,600

Low Rise (1-3)

Welcome to your Naples getaway in the heart of Olde Naples! This inviting two-bedroom, two-bath condo offers an ideal location just moments from the beautiful Gulf beaches and the vibrant shops, restaurants, and attractions of…

$9,500

Low Rise (1-3)

Adjusted high-season rate for the month of January. Only 1.5 blocks from the iconic Naples Pier and beach, one block from charming Third Street South - location doesn’t get much better in Naples than the…

$6,995

Single Family Residence

**OLDE NAPLES LUXURY ANNUAL HOME ** PRIVATE HEATED POOL & SPA ** PET FRIENDLY ** 3 BEDROOM, 2 BATHROOMS ** FURNISHED/ ANNUAL OR SEASONAL ** OLD NAPLES ** CLOSE TO BEACH ** NO HOA MOVE…

$6,500,000

Single Family Residence

This home feels like a big hug! Just the right amount of indoor and outdoor living. Very private with Clusia and Podocarpus hedges surrounding the property for maximum privacy. A perfect retreat for individuals, family…

$1,495,000

Villa Attached

Exquisite Luxury Villa in Exclusive Olde Naples Nestled in the heart of the highly sought-after Olde Naples, this stunning luxury villa offers the ultimate Florida lifestyle, combining modern comfort with an unbeatable location. This beautifully…

$4,995,000

Single Family Residence

Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence…

$16,990,000

Single Family Residence

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney…

$10,395,000

Single Family Residence

An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a short stroll from the beach and moments from the…

$1,225,000

Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully renovated in 2026, this sophisticated end-unit residence offers exceptional…

$5,300,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to the beach and the…

$2,700,000

Villa Attached

Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style and an enviable walkable lifestyle. Just three blocks from the renowned shopping and…

$25,900,000

Single Family Residence

NOW COMPLETE! Commanding a rare western lakefront setting in the heart of Old Naples, this extraordinary new construction estate represents an exceptional achievement in architecture, craftsmanship and sophisticated resort-style living. Encompassing more than 9,400 square…

$12,900,000

Single Family Residence

Located on an oversized parcel in one of Old Naples’ most walkable residential enclaves, this newly constructed estate blends British West Indies architecture with uncompromising modern performance. Encompassing 5,449 square feet of interior living space, the…

$275,000

Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. Leave the car parked and make Olde Naples your neighborhood. Walk to the Gulf for sunset, explore the restaurants and boutiques of…

$9,500

Low Rise (1-3)

Welcome to your dream rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style. Perfectly situated to enjoy all the charming amenities of Old Naples,…

$2,499,000

Low Rise (1-3)

A rare opportunity in the heart of Olde Naples. Originally two residences, Units A & B have been masterfully combined into the only 3-bedroom residence in Petit Square, offering 2,038 square feet, 3 full baths,…

$16,000

Low Rise (1-3)

Experience the best of the Olde Naples lifestyle from this beautifully appointed residence at 850 Central, ideally positioned just steps from iconic Fifth Avenue South and only blocks from Naples’ white sand beaches. From morning…

$2,595,000

Low Rise (1-3)

Introducing Residence 205 at Stella Naples, an award-winning boutique collection of just nine signature residences in the heart of Olde Naples. Completed in 2024 and ideally positioned just moments from Fifth Avenue South, this sophisticated…

$5,950,000

Single Family Residence

A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gulf. Surrounded by mature trees and lush landscaping, the…

$35,000

Low Rise (1-3)

9th Street Villa is a contemporary townhome that offers the ultimate downtown Naples luxury lifestyle! Set in a prime location steps to 5th Ave S, Cambier Park and the Olde Naples Seaport marina, you will…

$5,299,000

Single Family Residence

This Old Naples Dolphin Cottage was built in 1935 and has been meticulously restored to reflect the owner's love of historic Old Naples. The home is a blend of classic and fresh design ideas, with…

$26,500

Villa Attached

Old Naples Seasonal Retreat: Tucked along a quiet, tree-lined avenue in the heart of Old Naples, this luxury townhouse offers a rare escape to one of Florida’s most coveted addresses. Enjoy the Gulf’s white sand…

$5,500

Low Rise (1-3)

LOCATION, LOCATION, LOCATION! Welcome to Marina Manor, ideally situated in the heart of Olde Naples at 1100 8th Ave S. This 2-bedroom, 2-bath condo offers an exceptional opportunity to enjoy the Naples lifestyle in a…

$16,000

Low Rise (1-3)

Incredible location, beautifully renovated, decorator furnished, two bedroom condo in the heart of downtown Naples and just five blocks from the beach! Two large, split arrangement bedroom suites , with large bathrooms. This exceptional property is…

$725,000

Low Rise (1-3)

NEW PRICE — $725,000! An exceptional opportunity to own in the heart of Olde Naples, just steps from the Gulf and directly across from the iconic Naples Pier. Welcome to The Mariner, where an unbeatable…

$15,000

Low Rise (1-3)

Welcome to your Naples escape—where luxury, location, and leisure come together in the most perfect way. This 3-bedroom, 3-bath villa places you right in the heart of Olde Naples, just a short stroll from the…

$24,000

Low Rise (1-3)

Available immediately! Offered at $24,000 per month January through March and $15,000 per month April through December. Experience luxury living in the heart of Olde Naples, just steps from iconic Fifth Avenue South and Naples’…

$8,250,000

Single Family Residence

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’…

$6,495,000

Single Family Residence

BRAND-NEW 2026-BUILT LUXURY ESTATE—JUST COMPLETED AND NEVER LIVED IN—in the heart of OLDE NAPLES, about half a mile from the GULF BEACHES and less than 1 mile from 5TH AVENUE SOUTH dining, shopping and entertainment.…

$420,000

Low Rise (1-3)

BOATER’S PARADISE IN THE HEART OF OLDE NAPLES! An exceptional opportunity to own a turnkey furnished 2-bedroom, 2-bath residence at Marina Manor, complete with a highly desirable 28-foot covered boat slip with electric lift and…

$1,245,000

Low Rise (1-3)

Prime Olde Naples Location | Top-Floor Corner Condo The Warwick Club enjoys a premier location in the heart of Olde Naples. This recently updated, top-floor corner residence offers two bedrooms and two bathrooms, with improvements including…

$6,450,000

Single Family Residence

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…

$220,000

Low Rise (1-3)

SELLER SAID GET IT SOLD!!!! This PRICED TO SELL gem is GROUND FLOOR and nestled in the heart of highly sought-after, iconic Olde Naples! This stunningly renovated 1-bedroom, 1-bathroom condo is a true gem. Boasting…

$2,995,000

Single Family Residence

Classic Olde Naples Cottage: Three blocks from Fifth Avenue South and six from the Gulf beaches, this renovated five-bedroom, four-bath home sits directly across from Cambier Park. Set back from the road behind lush tropical landscaping,…

$12,000

Low Rise (1-3)

Welcome to Ashley Court in the heart of Olde Naples. This beautifully renovated two-bedroom plus den condo with two full bathrooms is ideally positioned for your 2027 season. Gorgeous natural wood flooring flows throughout the…

$620,000

Low Rise (1-3)

Boaters and coastal enthusiasts, this is the Olde Naples opportunity you’ve been waiting for. This stunning end-unit condo offers the ultimate waterfront lifestyle, featuring a deeded 28-foot boat slip equipped with a lift and direct…

$24,000

Single Family Residence

The perfect beach cottage! This classic Olde Naples home has been completely renovated to offer comfort and coastal style in an ideal location along tree-lined 1st Ave N, just three houses from the beach. Walk…

$559,000

Low Rise (1-3)

MOTIVATED SELLER!! You have patiently waited for the perfect condo in Olde Naples to be close to pristine Naples beaches with the most beautiful sunsets every evening. Stroll Naples 5th Avenue South and visit the…

$6,290,000

Single Family Residence

In the heart of Old Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm…

$1,999,000

Low Rise (1-3)

Stunning designer furnished by Cocoon Gallery, 2 bedroom, 2.5 bath unit in the highly desirable The Mark on 8th in Olde Naples. Located on the third floor (with elevator access), unit 309 enjoys enhanced privacy…

$1,995,000

Low Rise (1-3)

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…

$6,200

Low Rise (1-3)

Experience the best of Old Naples from this beautifully furnished 2 bedroom, 1 bath second-floor condominium, just 3 blocks from the beach! Ideally located in the heart of Old Naples, this charming residence puts you…

$12,000

Low Rise (1-3)

Discover the best of Olde Naples living in this beautifully decorated 2-bedroom, 2-bath condo, ideally located just one block from the bustling 5th Ave S. Enjoy easy access to an incredible array of top-rated restaurants,…

$44,995

Single Family Residence

Available January 2027. Beautifully renovated and professionally furnished Olde Naples Home steps to the Beach! This meticulously renovated and outfitted luxury rental is situated on a private, oversized corner lot (nearly half an acre!) Renovations…

$239,000

Low Rise (1-3)

AN EXCEPTIONAL OPPORTUNITY IN THE HEART OF OLDE NAPLES! The seller will entertain all reasonable offers on this beautifully updated and impeccably maintained TURNKEY 1-bedroom, 1-bath first-floor end-unit residence at Twin Palms. Offering an extraordinary…

$6,250,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128'…

$18,000

Low Rise (1-3)

Experience Coastal Elegance in Downtown Naples! Welcome to Eight Fifty Central, a stunning corner unit condominium in a prime walkable downtown location. This beautifully furnished, single-level home offers a blend of contemporary style and luxurious…

$21,500

Villa Attached

Fabulous multistory attached villa located right in the heart of Olde Naples! So close to everything this highly desirable neighborhood has to offer. Four stories of luxurious, yet comfortable, accommodations offer the best of Florida…

$14,500,000

Single Family Residence

Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and…

$8,995,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835…

$6,100,000

Single Family Residence

Five blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and…

$3,190,000

Villa Attached

Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 square feet, the multi-level floor plan is filled with natural…

$2,050,000

Mid Rise (4-7)

Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three- bathroom residence is a true haven for boating enthusiasts. The open floor plan radiates elegance while…

$1,075,000

Low Rise (1-3)

Exceptional Opportunity in the Heart of Old Naples. Rare opportunity to own a garage condominium just four blocks to the beach in the heart of Old Naples. Located in an intimate eight-residence building, this second-floor…

$4,599,000

Single Family Residence

Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and…

$5,900

Low Rise (1-3)

**AVAILABLE for the last week of Dec. '26 & January 2027** Experience the ultimate Olde Naples coastal lifestyle in this turnkey, 2-bedroom, 1.5-bath second-floor condominium at Park Terrace Club. Featuring elevator access, an open-concept living…

$399,900

Low Rise (1-3)

Discover the best of **downtown Naples living at 960 7th St S, Unit 103!** Perfectly situated in the heart of **Old Naples**, this charming residence places you just moments from the white-sand Gulf beaches, **5th…

$150,000

Single Family Residence

Escape to paradise in this stunning beachfront estate offering the perfect blend of coastal elegance and modern comfort. This spacious home boasts 5 bedrooms plus several flex spaces 5 and a half baths and private…

$8,250

Low Rise (1-3)

Available for the entire 2027 Season! Unbeatable Olde Naples location, convenience and unobstructed Bay views from this tastefully updated 2-bedroom + den condo in Marina Manor overlooking Naples Bay. Just 3 blocks to 5th Avenue…

$2,799,000

Low Rise (1-3)

Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bedroom, two-bath residence blends timeless style with an exceptional downtown location. The…

$22,000

Villa Attached

LUXURY OLD NAPLES VILLA | $22,000 MONTHLY Available Nov; Dec; Jan; Feb, 2027: Owner will do 6 weeks! Make an Offer!! Live the Olde Naples lifestyle in your own private retreat. Ideally located in the heart of Olde…

$4,950,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxurious living space, this exceptional Olde Naples residence…

$25,000,000

Single Family Residence

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…

$2,250,000

Low Rise (1-3)

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…

$6,490,000

Single Family Residence

Enjoy the southern end of Old Naples in the perfect spot between two of the most prized streets; Gulf Shore Blvd and Gordon Drive. Just a block from the beach and a minute distance from…

$4,900,000

Single Family Residence

Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern design. Just one block from Naples Bay and moments to dining…

$7,295,000

Single Family Residence

A striking custom contemporary residence ideally positioned in one of downtown Naples’ most sought-after neighborhoods.

$6,795,000

Single Family Residence

This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featured in HGTV's Ultimate House Hunt as a 2023 Finalist for…

$450,000

Low Rise (1-3)

OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY- A PERFECT DOWNTOWN "BEACH COTTAGE" GET-A-WAY! NICELY TURNKEY FURNISHED, UPGRADED ONE BEDROOM, ONE BATH! "Welcome to your dream affordable downtown 5th Ave. condo in the prestigious Essex…

$10,000

Low Rise (1-3)

Beautifully remodeled 2-bedroom, 2-bath first-floor corner condo in the heart of Olde Naples. Fully renovated and redesigned in 2025, this approximately 1,058-square-foot residence offers a fresh coastal feel with an updated kitchen and baths, comfortable…

$18,000

Single Family Residence

Adjusted high-season rate reflects remaining seasonal availability, as mid January through March is already committed. Olde Naples Oasis is a short walk to the beautiful Gulf of Mexico! Nestled in a non-gated coastal neighborhood, this…

$2,695,000

Low Rise (1-3)

Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated…

$22,000

Townhouse

Welcome to the ultimate Naples getaway, where luxury, space, and an unbeatable location come together just steps from Fifth Avenue South and the beach. Perfectly positioned in the heart of downtown Naples, this extraordinary four-bedroom penthouse…

$12,500,000

Single Family Residence

GULF AND FIFTH AVENUE IS AT YOUR FRONT DOOR… EXQUISITE CURB APPEAL with circular drive way, magnificent royal Palms trees boarder the entire estate. Wrought-iron power gates, and twin limestone staircases to front door. As…

$1,089,000

Low Rise (1-3)

Luxury Coastal Living Just Steps from 5th Avenue South & the Beach. Experience the very best of the Naples lifestyle in this beautifully renovated, turnkey-furnished condo, ideally positioned just steps from the beach and the vibrant…

$2,850,000

Low Rise (1-3)

Experience the very best of Olde Naples from this exceptional 3 bedroom, 3.5 bath condo at The Residences at 382, ideally positioned just off iconic Third Street South and only moments from the Gulf. Offering…

$48,000

Single Family Residence

This gorgeous Olde Naples rental offers a luxurious, private courtyard setting in a highly sought after location, near the sugary beaches and Naples bay. The unique design features 4 bedroom suites with private baths, a…

$48,000

Single Family Residence

Location, Location, Location! 687 9th Ave S is a short distance to fabulous dining on 5th Avenue, shopping on 3rd Street South, tennis and other fun at Cambier Park, relaxing at the Naples Beach, and…

$5,950,000

Single Family Residence

Olde Naples corner-lot estate pairs ultra-luxury design with elite walkability. Dramatic 20ft great room features floor-to-ceiling glass & crystal sphere chandelier. Light-washed oak floors flow into a culinary kitchen with professional gas range & artisan…

$4,499,000

Single Family Residence

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking…

$70,000

Single Family Residence

Coastal Chalet in Olde Naples - this stunning coastal dream is only a 2-min walk to the sparkling coastline of the Gulf of Mexico! This beautifully appointed home includes 4 bedrooms (two of them being…

$415,000

Low Rise (1-3)

Completely renovated studio residence at the Cove Inn on Naples Bay. The unit was stripped to the studs and fully rebuilt following Hurricane Irma in 2017, offering a fresh, updated interior in one of Old…

$5,500

Low Rise (1-3)

**Walk to the beach and Downtown Naples**SEASONAL FURNISHED RENTAL AVAILABLE** 2 BEDS 2 BATHS **Welcome to this beautiful coastal retreat! Fully furnished seasonal rental! This newly renovated 2-bedroom, 2-bathroom first floor condo offers the perfect…

$2,700,000

Low Rise (1-3)

A rare opportunity to own a completely renovated residence in the heart of Old Naples, just one mile from the Gulf's white sand beaches and moments from renowned shopping, dining, art galleries and entertainment. This…

$485,000

Low Rise (1-3)

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…

$8,000

Low Rise (1-3)

hic 2 Bedroom + Den Vacation Rental in Olde Naples Escape to paradise in this beautifully updated 2-bedroom plus den condo in Olde Naples. With 1,350 square feet of luxurious living space, this end unit…

$1,559,000

Low Rise (1-3)

Perfectly positioned in the heart of Olde Naples, this elegant residence offers an exceptional walk-to-everything lifestyle just moments from Fifth Avenue South, Third Street South, and the Gulf's white sandy beaches. Encompassing 1,788 square feet…

$10,000

Low Rise (1-3)

Furnished Top-Floor Retreat at Suntide on Tenth — Olde Naples Living at Its Easiest Unit is available for the 2027 season! $10,000/month for 3+ months, $11,000/month for 2+ months, and $12,000/month for 1+ months. Tucked along…

$7,695,000

Low Rise (1-3)

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4…

$5,995,000

Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for…

$6,795,000

Low Rise (1-3)

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4…

$2,400

Mid Rise (4-7)

Perfect location is the heart of Old Naples. Town Manor is a quaint 21 unit complex only 3 blocks to the white sandy beaches & steps away from the historic 3rd street shopping & dining…

$13,500

Low Rise (1-3)

Emphasizing the significance of location, this exquisite 2-bedroom, 2-full bathroom luxury condominium serves as an ideal winter retreat. Exuding contemporary vibes, this residence includes a gourmet kitchen with a spacious breakfast bar, a natural gas…

$399,900

Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. SELLER FINANCING AVAILABLE WITH INTEREST RATES AS LOW AS 5%! An incredible opportunity to own a COMPLETELY RENOVATED, MOVE-IN READY CONDO…

$6,150,000

Single Family Residence

TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity to embrace today's luxury lifestyle while investing in tomorrow's possibilities. Just moments from…

$48,000

Villa Attached

Live the Olde Naples lifestyle from a rare three-story, turnkey-furnished end-unit villa in Villas Escalante — a boutique enclave of only 16 residences, steps from Fifth Avenue South and a short walk to the beach…

$349,999

Low Rise (1-3)

Discover an effortless downtown Naples lifestyle in this first-floor, two-bedroom, two-bathroom condominium offering 855 square feet of air-conditioned living space within the highly desirable Central Garden community in Olde Naples. Positioned perfectly for buyers searching…

$429,000

Low Rise (1-3)

Take in breathtaking bay views from this beautifully finished top-floor condo-hotel unit. The Cove Inn is ideally located in the heart of historic Olde Naples. Just moments from pristine Gulf beaches, upscale boutiques, and acclaimed…

$6,500

Low Rise (1-3)

LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘Olde Naples’, only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area…

$5,000

Low Rise (1-3)

Enjoy the BEST of Naples from this beautifully remodeled first-floor, one- bedroom, one-bath TURNKEY residence. Thoughtfully updated with stylish finishes and comfortable furnishings, this inviting retreat is rental ready and fully equipped for a relaxing…

$1,870,000

Low Rise (1-3)

Experience the pinnacle of downtown living at 365 5th Ave S, Unit 307, where the vibrant energy of Naples meets sophisticated coastal elegance. Located right in the heart of the iconic 5th Avenue South district…

$349,000

Low Rise (1-3)

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…

$55,000

Single Family Residence

OLD NAPLES home located just STEPS from the beach & a quick walk to the 3rd Street shopping/dining district, this completely remodeled (2023) home retains its vintage charm. From the high ceilings and clerestory windows…

$7,500

Low Rise (1-3)

This fantastic condo is conveniently nestled in Olde Naples only 2 blocks from Naples beaches and boutiques, as well as within walking distance of many world renowned restaurants and other specialty shoppes. You will…

$12,000

Low Rise (1-3)

Charming Old Naples Retreat – Fully Furnished 2-Bedroom, 2-Bath Condo with Secluded Pool - Walk to Beach, Fifth Avenue and Third Street Restaurants and Shopping! Escape to paradise at this inviting, modern 2-bedroom, 2-bathroom condo,…

$12,500

Low Rise (1-3)

Spend your Naples getaway in the heart of Olde Naples at St. Charles. This beautifully updated 3-bedroom, 2-bath condominium is just a short stroll to the white sand beaches of the Gulf of Mexico and…

$2,500,000

One or more photo(s) has been virtually staged, AI generated or rendered. This prime lot (0.22 Acres) features a private ALLEY ACCESS, allowing for a discreet rear-entry garage—perfect for ADDITIONAL GARAGE BAYS, a…

$499,000

Low Rise (1-3)

Welcome to Castleton Gardens 204, a rare second floor renovated and beautifully furnished one-bedroom condominium in the heart of Old Naples. This unit features a king-sized bedroom, updated bath, open kitchen with large island and…

$17,500

Single Family Residence

August through October offered at $7,500 per month, November and December at $12,000 per month, and January 2027 at $17,500. Welcome to your slice of paradise in the heart of Olde Naples! This beautifully updated…

$10,000

Low Rise (1-3)

MARCH APRIL open! Gorgeous 2 bedroom 2 full baths with views of the Landings Park and partial water view. Beautiful open layout with Washer and dryer in unit. 1 car…

$9,000

Townhouse

Welcome to your vacation paradise in the heart of Olde Naples! This beautifully updated three-bedroom, 2½-bath townhouse offers the ideal location for enjoying everything Naples has to offer. The home features a private outdoor patio,…

$4,200,000

Villa Attached

Welcome to the unparalleled Beach Bungalows of Naples, where Town & Beach are less than a five-minute stroll and the ease of maintenance-free condominium living seamlessly blends with the privacy of a single-family home. Nestled…

$49,500

Single Family Residence

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…

$2,775,000

Low Rise (1-3)

This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive…

$21,995,000

Single Family Residence

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…

$17,000

Townhouse

Furnished Three-Level Townhouse in the Heart of Olde Naples — Golf Cart Included Live the Olde Naples lifestyle from one of downtown's best-kept secrets. Tucked inside Naples Marina Villas — an intimate six-residence enclave just steps…

$1,999,999

Low Rise (1-3)

NEWER CONSTRUCTION + PRIME OLDE NAPLES LOCATION + RENTAL INCOME POTENTIAL! Welcome to Residence #208 at The Mark on 8th, a turnkey-furnished luxury condominium offering a compelling combination of location, lifestyle, and investment potential in…

$425,000

Low Rise (1-3)

Ideally positioned in the heart of Olde Naples, this beautifully updated second floor end residence offers an exceptional combination of location, comfort, and convenience. Just three blocks from the sugar white sands of the Gulf…

$6,500

Low Rise (1-3)

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…

$14,000,000

Single Family Residence

Awaken each morning to gentle Gulf breezes and the soothing rhythm of the surf in this thoughtfully designed Naples beachfront single-family residence. Tucked away at the end of a quiet lane, the home offers…

$1,149,000

Low Rise (1-3)

This residence offers a distinctive opportunity for investors with a vision for renovation and value creation in the heart of Old Naples. Positioned within one of the area’s most desirable enclaves, just moments from the…

$50,000

Single Family Residence

This exceptional Old Naples residence offers over 5,000 square feet of thoughtfully designed living space just moments from the beach, shopping, dining, and entertainment. Featuring 4 bedrooms plus a den and 5 full bathrooms, this…

$2,295,000

Low Rise (1-3)

Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesigned three bedroom, two and one half bath…

$14,000

Single Family Residence

A light, bright and casually inspired beach cottage in the heart of Olde Naples. Close to downtown, beaches and shopping. Primary bedroom features a queen bed, flat-screen TV and ensuite bathroom with marble…

$5,900

Low Rise (1-3)

WIDE OPEN FOR SEASON 2027! OFFERED LONG-TERM ($3800 per month) AND SHORT TERM ($5900 per month) Seasonal Rental Condo in Prime Olde Naples Location Castleton Gardens. Discover the charm and convenience of Olde Naples living…

$11,000

Low Rise (1-3)

Welcome to your fabulous townhouse retreat nestled in the heart of Old Naples! This exquisite home invites you to experience a sense of tranquility from the moment you step through the doors. With an open…

$14,000

Low Rise (1-3)

Newly available for the 2025–2026 season! This exceptional two bedroom two bathroom penthouse is one of only seven exclusive residences, located at 365 Fifth Avenue South. A wonderful location to enjoy urban living in downtown…

$45,000

Single Family Residence

Welcome to your private tropical sanctuary in the heart of Olde Naples. Just five homes from the sugar-white sands and turquoise waters of the Gulf, this extraordinary luxury estate delivers the ultimate Naples escape—where timeless coastal…

$899,000

Low Rise (1-3)

Opportunities like this don't come along often — and the numbers back it up. There are simply no other 2-bedroom, 2-bathroom condos in Olde Naples with comparable finishes/features and access to a private community pool…

$3,150

Low Rise (1-3)

Exquisite designer renovation ! One block from the beach and Pier and Olde Naples famed 3rd St. dining/shopping district. A comprehensive renovation was completed at this 2 BR/2.5BA poolside condo in the renowned Pierre Club,…

$10,000

Low Rise (1-3)

Just steps from the BEACH and exquisite shopping and dining on FIFTH AVE and THIRD STREET. This exquisitely REMODELED condo is just 2 blocks from the white sand beach of the Gulf of Mexico;…

$5,500

Low Rise (1-3)

Welcome to your downtown Naples beach retreat! This 2 bedroom, 2 bath residence has been completely re-imagined from the floor to the ceiling and is being offered as an annual rental! This light and bright…

$7,000

Low Rise (1-3)

Available March 1-April 30, 2027 ** Close to Everything in Olde Naples! Enjoy the best of Naples living in this freshly renovated, fully furnished 1-bedroom, 1-bath condo located in the desirable Bayview condo community. Perfectly positioned…

$15,000

Villa Attached

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…

$65,000

Single Family Residence

Price REDUCED to $59,500/mo. To replace a cancelled lease in 2027! Enjoy your vacation in one of Naples’ most desirable locations! Nestled in a beautiful, quiet neighborhood in Olde Naples, this stunning contemporary home is…

$15,000

Low Rise (1-3)

"Live Life Beautifully in Southwest Florida" in this stunning, remodeled waterfront condo in Marina Manor, located in the heart of downtown Naples. This spacious residence features stylish shiplap accents & tile flooring throughout, a modern…

$4,995,000

Single Family Residence

On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from pristine Gulf beaches and acclaimed dining, shopping and entertainment of Fifth Avenue South. Within…

$11,000

Low Rise (1-3)

This condo offers an amazing location and fabulous living in the heart of Old Naples! Spend your vacation on iconic 5th Avenue and 3rd Street for luxury shopping and five-star dining. Or the stunning, sandy…

$7,950,000

Single Family Residence

Exceptional new construction single-family home in Old Naples. 5,000 square feet of open-floor-plan living space. 5 bedrooms and 6 bathrooms. Walk or bike to the new Four Seasons Resort and restaurants. Sophisticated finishes throughout the…

$362,500

Low Rise (1-3)

Rarely does an opportunity arise to own a waterfront retreat in the heart of Old Naples with the flexibility to enjoy personally and rent on a nightly, weekly, monthly or seasonal basis. Along Naples Bay…

$15,000

Low Rise (1-3)

Live the Old Naples lifestyle at 850 Central, a boutique 2020-built residence of just 22 condos on the corner of 8th Street and Central Avenue. This turnkey-furnished 2-bedroom 2-bath home offers approximately 1400 sq ft…

$70,000

Single Family Residence

Beautiful and elegantly appointed, be the first to enjoy this 4 bedroom, 4.5 bath house in Olde Naples, just 2 blocks to the beach. The living room offers a neutral-toned l-shaped, linen couch, side chair,…

$6,495,000

Single Family Residence

Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer…

$9,750,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary…

$6,000

Low Rise (1-3)

Location… Location.. Location, Old Naples best Vacation Destination. This newly renovated condominium is a cozy retreat in the very heart of Old Naples. Just ½ block from Fifth Avenue South where you will find…

$15,000

Low Rise (1-3)

One will have no choice but to fall in love with Sunny Naples, FL after residing in this recently updated and decorated open floor plan unit situated within the heart of Downtown Naples. Take your…

$380,000

Low Rise (1-3)

Discover the perfect mix of laid-back coastal charm and savvy investing at this beautifully upgraded efficiency unit at the iconic Cove Inn on Naples Bay. Wake up to breathtaking, picture-perfect water views from your private…

$625,000

Low Rise (1-3)

Location, location, location in the heart of Olde Naples! Welcome to Kensington Gardens, a charming vacation rental community just one block from world-famous Fifth Avenue South and only a short stroll to the white sandy…

$1,475,000

Low Rise (1-3)

A rare top-floor end-unit at Eight Fifty Central, this two-bedroom, two-bath residence offers a clean, modern design within a low-density, highly sought-after Olde Naples address. Built in 2021 and comprised of just 22 residences, the…

$4,950,000

Single Family Residence

(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates adds a modern touch to classic Naples…

$24,000

Low Rise (1-3)

Welcome to Unit 208 at The Mark on 8th, where refined design meets unbeatable location in the heart of Olde Naples. Perfectly situated just a short stroll from upscale shopping, gourmet dining, and the pristine…

$1,700,000

Low Rise (1-3)

Experience the charm of Old Naples, situated just steps from 5th Avenue and a short distance from the beach. This nearly new two-bedroom plus den, two-bath condominium features an open floor plan, high ceilings, wide-plank…

$16,000

Single Family Residence

Bella Bungalow is a classic Olde Naples ranch home, newly renovated and furnished to honor its mid century modern roots! Experience an authentic taste of Olde Naples in this excellent location just 6 blocks from…

$5,000

Single Family Residence

***DOG PET FRIENDLY***NEW PHOTOS UPLOADED***BRAND NEW LANDSCAPING PACKAGE**BRAND NEW EXTERIOR UPLIGHTNG INSTALLED AND PAVERS ***FULLY FURNISHED***OLDE NAPLES***WALK TO THE BEACH***DOWNTOWN NAPLES***AMAZING LOCATION. ***NAPLES BEACH GET-AWAY***UNIQUE OLDE NAPLES LIVING*** 4 BLOCKS FROM THE BEACH!!!! HEART OF…

$18,000

Low Rise (1-3)

Experience the best of downtown Naples from this beautifully updated seasonal residence at La Majorca. Designed with coastal luxury in mind, this spacious 3-bedroom, 3 bath condo features modern coastal furnishings, an open and inviting…

$7,500

Low Rise (1-3)

Guests will enjoy this Lovely, cheerful and colorful property only 2 blocks to 5th Ave. S. in Old Naples. Walk to the beach (3 blocks) and walk to all the restaurants, shops and galleries for…

$22,000

Villa Attached

Beautifully finished turnkey attached Villa in the heart of Olde Naples, offering 2,520 sq.ft. across three levels with private elevator access. Features a gourmet kitchen, attached garage, and private pool with inviting outdoor space. Available…

$650,000

Low Rise (1-3)

Prime Olde Naples Location! Just steps to 5th Avenue, Cambier Park, and the Gulf beaches, this spacious two bedroom condo presents a rare opportunity to create your own private retreat in one of Naples’ most…

$489,000

Low Rise (1-3)

Steps from the beach and all of Naples’ finest dining! This beautiful, turnkey furnished condo offers an unbeatable location - 2.5 blocks to prestigious Fifth Avenue and the beach, and 4 blocks to the charming…

$3,000

Low Rise (1-3)

RENTED FROM SEPTEMBER 2026 THRU MAY 2027! If you ever dreamed about living so close to the Gulf of Mexico and within walking distance to downtown Naples for less than half of what the rentals…

$20,000

Single Family Residence

This gorgeously remodeled house is the ideal fusion of your modern coastal home and your Olde Naples beach cottage. Everything you need in a Naples vacation rental is present in this three-bedroom home with a…

$27,900,000

Single Family Residence

Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled…

$10,000

Villa Attached

NOW available for flexible stays at amazing monthly rates through February 14, 2027.... November 2026 $6,000/mo. December 2026 $8,000/mo. January - Feb 14, 2027 $10,000/mo. Ideally located just two blocks from the…

$6,500

Low Rise (1-3)

Season 2027 at $7000 per month. Discover coastal elegance in this updated end unit located in Marina Manor, a well-managed waterfront community offering a prime location. Enjoy breathtaking views of Naples Bay, complemented by the…

$30,000

Low Rise (1-3)

Nestled in the heart of Olde Naples, The Mark on 8th offers a rare blend of luxury, location, and flexibility — including weekly rentals that make it an exceptional choice for your Southwest Florida escape.…

$464,000

Low Rise (1-3)

RARE OPPORTUNITY IN OLDE NAPLES – TURNKEY & FULLY REMODELED! Experience the ultimate Naples lifestyle in this stunning, 1st-floor residence at the gated Castleton Gardens. Perfectly situated just blocks from the world-class dining of 5th…

$30,000

Single Family Residence

Discover timeless charm with a front porch perfect for morning coffee or evening breezes in the heart of Olde Naples! This two-story gem, just several blocks from the beach, offers a unique blend of character…

$1,295,000

Low Rise (1-3)

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…

$6,000

Low Rise (1-3)

Available for Jan & February and April 2027. This 2 bedroom / 2 bath unit in Olde Naples is just 4 blocks north from 5th Ave South so you can walk or ride your bike…

$6,000

Low Rise (1-3)

OFF-SEASON RENTAL — AVAILABLE THROUGH DECEMBER AND AFTER APRIL 2027. This listing is for OFF-SEASON stays, not January–March seasonal occupancy. 30-day minimum. Owner will consider discounted monthly terms for stays longer than 60 days. Experience Olde…

$8,500

Low Rise (1-3)

Seasonal Condo downtown Naples. Walk to Beach.Spend the winter season downtown Naples. 5th Ave. is walking distance from this lovely end unit condo. Just steps to the pool on a quiet street that ends at…

$12,000

Low Rise (1-3)

2027 NAPLES SEASON — January, February and March currently available. 30-day minimum. Owner will consider discounted monthly terms for stays longer than 60 days. Spend winter where people dream of being—Olde Naples, Naples Florida, close enough…

$30,000

Single Family Residence

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…

$7,000

Low Rise (1-3)

South Beach Club in Olde Naples offers this two bedroom two bath den condo newly furnished and updated available November December2026 January 2027 for your Thanksgiving Christmas New Year’s celebration. This condo features an eastern…

$5,950,000

Single Family Residence

Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopping and dining experiences. Enjoy the sugar-white sands of the Gulf just…

$799,000

Low Rise (1-3)

No stairs & no flooding! Happy is the feeling you have walking into this open, airy, bright, garden level home in the heart of Olde Naples. 2 BR, 2 BA, ground floor end unit feels…

$26,000

Villa Attached

A rare opportunity located in the heart of Old Naples. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass…

$10,000

Low Rise (1-3)

Available for short or long term lease. AVAILABLE JULY 2026 FORWARD for 1 or more months!! Penthouse living with a single family home feel. Available NOW for multiple months or an annual lease....! Perfect Olde…

$13,995,000

Single Family Residence

Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury,…

$13,000

Low Rise (1-3)

Beautifully remodeled three-bedroom, three-bath residence in the heart of Old Naples, just a short walk to the beach, 5th Avenue South dining, and boutique shopping. The bright, open living and dining area features vaulted ceilings, wood and…

$2,995,000

Single Family Residence

This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quintessential Naples lifestyle—highly walkable and perfect for biking or golf cart…

$8,000

Low Rise (1-3)

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short…