Search Listings

$5,397,500

Single Family Residence

Luxury living in one of Downtown Naples’ highest elevation locations, offering exceptional hurricane protection and peace of mind. Experience the finest in Olde Naples living in this stunning single-family residence, built in 2012 and perfectly…

$25,900,000

Single Family Residence

NOW COMPLETE! Commanding a rare, western lakefront view in Old Naples, this new construction estate redefines scale, craftsmanship, and architectural clarity. Encompassing over 9,400 square feet of interior living space, the home was conceived…

$3,295,000

Single Family Residence

Ideally located in the heart of Olde Naples, this beautifully renovated five-bedroom, four-bath Key West–style residence offers an exceptional blend of coastal charm and walkable luxury. Just steps from Fifth Avenue South, Gulf beaches, and…

$94,000

Single Family Residence

Combine the coastal charm of the past with the luxurious amenities of a custom build, 844 is the perfect rental. No detail was spared. Wake up and enjoy the morning sun as you sip your…

$75,000

Single Family Residence

Newly restored + luxuriously to the NTH Degree. Absolutely everything you dream about in a Naples vacation rental is contained within the walls of the updated Old Glory Cottage and Guesthouse located in the 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,…

$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…

$2,575,000

Low Rise (1-3)

Located in The Mark, a premier luxury condominium in the heart of downtown Olde Naples, this exceptional residence is just steps from vibrant 5th Avenue—offering effortless access to renowned dining, boutique shopping, charming cafés, and…

$2,595,999

Single Family Residence

Prime Olde Naples homesite on a quiet Broad Ct S street, offering southern rear exposure and desirable "high and dry" X500 elevation. This 74’ x 115’ interior lot provides flexibility for future design and construction…

$2,070,000

Low Rise (1-3)

Perfectly positioned along iconic 5th Avenue South, this exceptional residence offers a refined blend of luxury, style, and the ultimate Olde Naples lifestyle. Completely renovated with impeccable attention to detail, this light-filled two-bedroom condominium showcases…

$55,000

Single Family Residence

CHARMING OLD NAPLES. 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…

$7,495,000

Single Family Residence

Just 70 steps from the Gulf of America and an effortless stroll to both Third Street South and Fifth Avenue South, this 2018 Stofft Cooney–designed beach-block residence captures timeless architecture, exceptional craftsmanship, and an unmatched location. Spanning…

$3,595,000

Low Rise (1-3)

Positioned along the renowned corridor of Fifth Avenue South, this distinguished penthouse residence at 505 ON FIFTH is in the ideal and desired downtown location. Masterfully envisioned by Stofft Cooney and exquisitely curated, the home…

$25,000

Single Family Residence

Available May-October $25,000/mo | Welcome to the ultimate fully furnished beach-side retreat in the heart of Old Naples, perfectly positioned just a 2-minute walk from the pristine white sands of the Gulf. This breathtaking coastal…

$3,195,000

Single Family Residence

Ideally located in the heart of Olde Naples along a charming tree-lined street, this custom two-story residence offers timeless design just moments from the Gulf of Mexico and the renowned dining and boutiques of 5th…

$6,995,000

Single Family Residence

Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury…

$11,995,000

Single Family Residence

Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after…

$6,950,000

Single Family Residence

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. One of the few Old Naples residences offering both immediate…

$6,495,000

Single Family Residence

Charming Old Florida–style residence ideally located on a quiet street in Old Naples, just nine homes from the white sand Gulf beaches and a short stroll to the newly opened Four Seasons Resort Naples with…

$2,395,000

Low Rise (1-3)

Experience elevated downtown living in this light-filled penthouse, a rarely available residence with a breezy coastal aesthetic perched above Naples’ 5th Avenue South. The spacious 3-bedroom plus den, 2 1/2 bath residence exudes elegance with beautiful finishes, moldings,…

$6,000

Low Rise (1-3)

PREMIER LOCATION!!! Walking distance to 5th Ave, Tin City, Old Naples and white sandy beaches. Fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier…

$3,350,000

Single Family Residence

This stylishly updated, fully furnished lakefront beach cottage in Olde Naples offers a bright and open first floor with new terrazzo marble floors, large windows, and contemporary furnishings. The primary bedroom on the first floor…

$11,249,000

Single Family Residence

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and…

$8,800,000

Single Family Residence

Tucked away at one of Naples’ most coveted addresses, this extraordinary coastal retreat blends classic architectural charm and modern luxury with a private beach access just steps away to the Gulf’s shimmering shoreline. Set at…

$55,000

Single Family Residence

BOOKED FROM JAN. 1- April 30, 2026'. This furnished house, designed by MHK Architect, is perfectly situated just 2 blocks to the beach and a short stroll to Fifth Ave. Open floor plan with 370…

$45,000

Single Family Residence

Available for 2026 Season! Experience the ultimate in luxury living in this stunning residence located in prestigious Olde Naples, just steps away from the white sugar sand beaches of the Gulf of Mexico. Recently renovated…

$27,000

Low Rise (1-3)

Experience the ultimate in luxury and convenience at The Mark on 8th, the latest high-end condominium development located in Olde Naples. This property is extremely unique in the fact it allows weekly rentals (please inquire…

$30,000

Single Family Residence

Quintessential Olde Naples charm meets modern luxury in this pet-friendly pool home. With 3 bedrooms and 2.5 bathrooms, and approx. 2,358 sq ft of living space, this residence offers a seamless blend of classic neighborhood…

$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…

$75,000

Single Family Residence

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…

$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,…

$30,000

Single Family Residence

Walk to Beach - YES. Steps to Fifth and Third - YES. Fabulously updated, old-Florida Style, coastal contemporary - YES. Pet Friendly - YES. Elevator - YES. It doesn't get any better than this in…

$35,000

Townhouse

9th Street Villa II is a designer furnished luxury townhome that offers access to the ultimate downtown Naples lifestyle. Two light-flooded floors of living area are perched above your private covered outdoor living room and…

$15,000

Single Family Residence

***DOWNTOWN***OLDE NAPLES***BEACH IS JUST A FEW STEPS FROM FRONT DOOR***4 BEDS/ 3 BATHS***FURNISHED SEASONAL***Stately charm and Olde Naples elegance await you in beautiful Villa Rosa, a classic Bahamian villa just steps from the sugar-sand beaches…

$48,000

Single Family Residence

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 four houses from Naples’ sugar sand beaches on an oversized lot offering the…

$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…

$27,500

Low Rise (1-3)

Live right in the heart of Olde Naples. 875 Sixth Avenue consists of only eight exclusive luxury condos within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Dine…

$28,000

Single Family Residence

Experience the pinnacle of coastal living in this masterfully renovated 3 bedroom, 3 bathroom sanctuary that seamlessly blends Old Naples vintage charm with modern refinement. Located on the beach block, Naples' sugar-sand beaches and legendary sunsets are just…

$5,950,000

An exceptional opportunity to acquire a .40-acre oversized lot in one of Old Naples’ most desirable locations, positioned along the 10th hole of the new Naples Beach Club- Four Seasons golf course. Within sight to…

$7,950,000

Located on Naples' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100' x 150' footprint and alley-access, creating a rare combination of size, location, and prestige—ideal for the discerning Buyer to build…

$9,450,000

Steps from the beautiful beaches of Downtown Naples and walking distance to 5th Ave and 3rd St restaurants. Here is your chance to build your dream home on Gulf Shore Blvd!!!

$10,900,000

Single Family Residence

The perfect location in Old Naples, just one block from the beach and two blocks from the fine dining and boutiques of Third Street South. This exceptional all-concrete custom home crafted by Grand Bay Development…

$4,950,000

Single Family Residence

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…

$2,790,000

Mid Rise (4-7)

Retreat to one of only eight exclusive luxury residences in the heart of Downtown Olde Naples. This professionally decorated former model offers exceptional design and craftsmanship, featuring imported Legno Bastone hardwood flooring, a beautifully appointed…

$2,950,000

Low Rise (1-3)

Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit features 2 spacious bedrooms and 2.5 baths, all of which have…

$12,900,000

Single Family Residence

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

$44,000,000

Single Family Residence

No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate…

$8,795,000

Single Family Residence

Nestled in the heart of Old Naples, just three blocks from the beach and steps away from world-class shopping and dining on 5th Avenue and 3rd St South, this custom, newly built London Bay home…

$1,999,999

Low Rise (1-3)

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…

$2,400,000

Single Family Residence

Welcome home! This FULLY RENOVATED 3-bedroom, 3-bath WATERFALL POOL W/ SPA home is nestled in the heart of Old Naples—one of the most desirable locations in all of premier Southwest Florida. Located 6 blocks to…

$7,995,000

Single Family Residence

Located in the heart of Old Naples on a quiet street, this incredible opportunity awaits. Completed in 2020, this custom home by London Bay showcases unrivaled finishes and meticulous details designed by Romanza Interior Design,…

$55,000

Single Family Residence

Arguably the best location for a rental in Olde Naples! Only 3 blocks from the white sandy beaches that make Naples one of the most desired locations in FL. This dream home boasts nearly 5,000…

$6,295,000

Single Family Residence

An extraordinary opportunity just moments from powder-white Gulf beaches and iconic Fifth Avenue South. Ideally positioned in the heart of Old Naples, this exceptional property offers both legacy charm and future potential. Just two blocks…

$6,450,000

Single Family Residence

Prime Development Opportunity in the Heart of Olde Naples. Discover this exceptional oversized corner lot in one of Naples' most sought after neighborhoods. This rare property offers incredible versatility as both a turnkey income-producing investment…

$5,495,000

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…

$13,000

Low Rise (1-3)

Chic 2-Bedroom, 2-bath condo in the Heart of Olde Naples! Welcome to your dream retreat in downtown Olde Naples! This beautifully updated 2-bedroom, 2-bathroom condo at 365 5th Avenue South #303 offers an elegant blend…

$48,000

Single Family Residence

Enjoy the heart of Olde Naples in fantastic 888 10th Ave S! The home features four bedrooms in the main house and a separate private guest cabana above the garage. This spacious floor plan can…

$6,995,000

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…

$17,950,000

Single Family Residence

Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and…

$10,895,000

Single Family Residence

Newly constructed Olde Naples cottage w 4,998 sf of living, southern exposure, built by award winning Calusa Construction. Interiors by award winning deClare Interiors. Open-floor plan w hardwood floors, Wolf/Subzero gourmet kitchen, 2 Cove dishwashers,…

$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…

$75,000

Single Family Residence

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…

$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.…

$4,950,000

Single Family Residence

Perfectly positioned on prestigious South Golf Drive, this exceptional homesite offers a rare opportunity to build a custom luxury residence in one of Naples’ most coveted coastal settings. Just moments from the newly reimagined Four…

$7,500

Low Rise (1-3)

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…

$7,500

Low Rise (1-3)

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 in the heart of Old Naples, this…

$89,000,000

Single Family Residence

You’ve earned it. Now enjoy it in paradise. Sit back on your tropical loggia listening to the surf, with dolphins cavorting just a few yards off the beach. Miles of beautiful white sand stretch away…

$1,995,000

Single Family Residence

Perfectly positioned in the heart of Old Naples, this charming 3 bedroom, 2 bath coastal cottage offers a rare opportunity to enjoy Naples living now, with exceptional potential for future redevelopment. Just a short stroll…

$3,300,000

395 7th Ave S 5th offers a truly rare opportunity in the heart of Olde Naples to build your custom coastal retreat. Just three blocks from the Gulf’s white-sand beaches and two blocks from iconic…

$3,995,000

Low Rise (1-3)

Welcome to The Mark on 8th, a premier luxury condominium development in downtown Naples. Ideally situated in the heart of Olde Naples, this residence is just steps away from the exceptional boutiques, cafes, restaurants, and…

$2,750,000

Single Family Residence

Location, Location, Location! Enjoy a dreamy coastal lifestyle in this charming beach bungalow. A short stroll or bike ride to the famous pristine white sand beaches of Naples, a mere mile from world renowned 5th…

$10,999,000

Single Family Residence

This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship…

$30,000

Single Family Residence

HISTORIC OLD NAPLES in the heart of the 3rd Street Shopping District.. This recently remodeled property on Gordon Drive near 3rd Street South has a Cottage with 3 sleeping rooms and a one-bedroom cabana joined…

$13,495,000

Single Family Residence

Exceptional Old Florida-inspired residence built in 2020 by Griffin Builders and designed by MHK Architecture, just two blocks from the Gulf and near shopping and dining of 3rd St. S. and 5th Ave. S. Offered…

$6,975,000

Single Family Residence

According to buyers; this home is gorgeous and should sell soon. 4+Den, Tall 3 Car Garage, Elevator in home, owner suite first floor, wide interior living space, high impact glass, two large walk-in closets…

$6,200,000

Single Family Residence

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,…

$6,900,000

Single Family Residence

In the private, gated enclave of Gordon Drive Estates a mere three doors from the sugar sand coastline, lies this meticulously maintained, custom home enveloped by lush, tropical foliage. The entire residence is defined by…

$18,900,000

Single Family Residence

Discover Your Brand New Dream Home in Olde Naples – Just Steps from the Beach! Imagine living just a short stroll away from the pristine shores of Olde Naples! Offered Fully Furnished. Nestled less than…

$7,950,000

Single Family Residence

Situated on an oversized lot within 2 blocks to the beach, this quality-built plantation style home offers sophistication and style. Encompassing 5 bedrooms, office, den and a private guest casita with kitchenette and separate access,…

$2,390,000

Low Rise (1-3)

Offering spectacular southern exposure with direct water views over Naples Bay, this private residence features soaring 10-foot ceilings, a private elevator, elegant wood floors, French doors, and custom plantation shutters on numerous windows. The open…

$16,950,000

Single Family Residence

London Bay Homes and Romanza Interior Design have combined their extensive experience of over 25 years in designing and building homes together to create a truly remarkable opportunity. The first floor features an expansive great…

$14,650,000

Positioned on the coveted beach block of Gulf Shore Boulevard, this extraordinarily rare vacant parcel presents a singular opportunity to design and build a custom residence with the potential for subdivision, in one of Old…

$10,895,000

Single Family Residence

The market has spoken—and this exceptional Olde Naples residence is now strategically repositioned to capture immediate attention. Just completed and ideally located steps from Third Street South’s premier shopping and dining and moments to the…

$5,795,000

Single Family Residence

Exceptional Value in the Heart of Olde Naples. Gracefully designed, this home blends refined private living spaces with timeless elegance, all set in an exceptional location just moments from the Gulf, 5th Avenue South, and…

$5,500,000

Single Family Residence

Situated in one of Olde Naples’ most sought-after locations, this high-elevation home offers unparalleled peace of mind with NO water damage and lower flood insurance costs thanks to its placement in the X500 flood zone.…

$4,799,000

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…

$22,995,000

Single Family Residence

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, and resort-style living. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance.…

$12,995,000

Single Family Residence

Just completed, this new home in Olde Naples with southern exposure is located just blocks to gulf beaches and the future Four Seasons Resort. Designed by Falconer Jones and built by Equinox Construction Group with…

$10,250,000

Single Family Residence

In the vibrant heart of Old Naples, this beautiful residence offers an unparalleled blend of elegance and coastal charm. Just a short distance from shopping and dining on Fifth Avenue and only five blocks from…

$3,595,000

Single Family Residence

Beauty, sophistication & elegance embrace each other in this truly exquisite and one-of-a-kind property in Olde Naples less than 1000ft from the beach! A recent complete remodel of this 3bed/3bath (all en-suite) reveals tons…

$6,495,000

Single Family Residence

Four 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…

$1,995,000

Low Rise (1-3)

Experience Luxury Living in Olde Naples! Step into this exquisite furnished penthouse condo, ideally situated just steps away from the vibrant 5th Avenue South. Immerse yourself in the charm of downtown Naples, with world-class dining, boutique…

$17,999,000

Single Family Residence

Discover a one-of-a-kind new construction opportunity in the heart of Olde Naples. Located just six houses from the beach, this corner homesite offers a unique blend of modern luxury and timeless charm with alley access…

$14,995

Single Family Residence

Final availability: 04/07-05/31. Exquisitely renovated (11/2025) Olde Naples beach home. With soaring ceilings and boundless outdoor living spaces, this house flows exceptionally. The house is situated on a larger lot which provides a large outdoor…

$3,100,000

Single Family Residence

Timeless Old Florida charm defines this ideally located residence, positioned between the 3rd Street South and 5th Avenue South entertainment districts and just three blocks from iconic 5th Avenue South. This enchanting four bedroom plus…

$19,900,000

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…

$6,495,000

Single Family Residence

BRAND-NEW 2026-BUILT LUXURY ESTATE, JUST COMPLETED & NOT YET LIVED IN, PERFECTLY LOCATED IN OLDE NAPLES, APPROX HALF A MILE TO WORLD CLASS BEACHES & LESS THAN 1 MILE TO ICONIC 5TH AVE WITH WORLD-CLASS…

$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…

$7,500,000

Single Family Residence

This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000…

$15,000

Single Family Residence

Nestled in prestigious and highly sought-after Old Naples, this exceptional five bedroom, five and a half bath residence offers the ultimate in coastal luxury. Spanning over 5,800 square feet of thoughtfully designed living space—including a…

$2,200,000

Low Rise (1-3)

Rarely available! Spectacular 5th Avenue penthouse front and center to all that's special in Olde Naples! This gorgeous completely renovated condominium affords beautiful hardwood flooring, a fabulous kitchen with state of the art appliances including…

$26,500

Single Family Residence

LAKE VIEWS! Enjoy Olde Naples at its best! Wonderful 4 bedroom, 3 bath, pool/spa home, sits on a quiet lake just off 5th Avenue South. Walk to fine restaurants, shops and galleries plus 4 blocks…

$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.…

$50,000

Single Family Residence

This newly renovated home is centrally located to the best Old Naples has to offer. Only a block from the beach, and a short walk to Fifth Avenue's luxurious restaurants and shops, so you're right…

$51,600

Single Family Residence

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of…

$60,000

Single Family Residence

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this sprawling plantation style house that overflows with…

$55,600

Single Family Residence

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily…

$71,600

Single Family Residence

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily…

$51,600

Single Family Residence

Never miss a sunset over the Gulf of Mexico from this beautiful beach house, close to our famous Naples pier and beautiful white sand beaches. This home is located on the same block as the…

$8,995,000

Single Family Residence

Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction,…

$9,800,000

Single Family Residence

In the heart of Old Naples, 280 4th Avenue North sits on one of the largest and sought-after corner lots in the neighborhood — an expansive half-acre parcel (162 by 150 feet) surrounded by lush,…

$45,000

Single Family Residence

This exquisite 4 bedroom, 5 bathroom coastal contemporary home is perfectly situated just blocks from Naples’ white sand beaches and the vibrant Third Street South and Fifth Avenue districts. Built in 2022, the 4,600-square-foot retreat…

$12,750,000

Single Family Residence

Privacy exemplified in this Stunning Luxury Estate located in Old Naples between the Four Seasons Naples Beach Resort and 5th Ave S. Entertainment District. This custom Old Naples home is expertly crafted through the combined…

$30,000

Low Rise (1-3)

Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering…

$70,000

Single Family Residence

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…

$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

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 boating on Naples…

$6,497,500

Single Family Residence

Situated in one of the most desirable locations in Olde Naples—perfectly positioned between 5th Avenue South and 3rd Street South—you’re just steps from world-class dining, shopping, entertainment, and only 10 doors from Naples’ white-sand Gulf…

$7,450,000

Single Family Residence

In the heart of Old Naples on sought-after 11th Avenue S, this delightful cottage-style residence designed by MHK offers the ultimate in coastal living. Just a short stroll from the white sandy beaches and the…

$3,590,000

Low Rise (1-3)

Experience refined coastal living in the heart of downtown Naples, just one building from Fifth Avenue South. Enjoy the rare luxury of two dedicated parking spaces in the secure garage. The living area opens seamlessly…

$3,395,000

Single Family Residence

New construction single family home in the heart of Olde Naples built in 2024 for under $3.5M! This never lived in distinguished two-story pool residence embodies the timeless charm of cottage living . Thoughtfully designed…

$33,500,000

Single Family Residence

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks…

$8,495,000

Single Family Residence

Embodying timeless coastal elegance, Seaglass Cottage emerges as an architectural masterpiece in the heart of Old Naples, a short distance from paradise, just seven blocks to the pristine Gulf Shores, four blocks to the vibrant…

$3,995,000

Single Family Residence

JUST REDUCED TO LOT VALUE! Situated in one of Old Naples desired coastal enclaves, just three blocks from pristine white sand beaches of the Gulf and a leisurely visit to iconic Fifth Avenue South and…

$6,500,000

Single Family Residence

Just 5 houses from the beach, this 150 x 100 corner lot with alley access located in the X500 flood zone provides the perfect palate on which to create your Olde Naples dream home or…

$13,950,000

Single Family Residence

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features…

$50,000

Single Family Residence

Just minutes from the charm of 5th Avenue South, 3rd Street South, and the sparkling waters of Naples Bay, this modern three bedroom, four bath home is your private winter sanctuary. From the moment you…

$35,000

Low Rise (1-3)

Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering…

$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…

$45,000

Single Family Residence

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…

$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…

$42,500

Single Family Residence

Annual Rate is $31,875 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally situated on a quiet, mahogany lined street in the heart of Downtown Olde…

$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!…

$3,800,000

Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is…

$3,200,000

Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is…

$11,950,000

Single Family Residence

Located in Old Naples on a Southern exposure oversized 100x150 lot just blocks to the Gulf of Mexico beaches and entertainment district of 5th Avenue South, this new home has 5 bedrooms and 6 baths…

$16,000

Low Rise (1-3)

EXPERIENCE LUXURY LIVING IN THE HEART OF OLDE NAPLES - LOCATION, LOCATION, LOCATION! This luxurious penthouse is the perfect vacation rental in the heart of Old Naples. Ideal for those seeking a high-end getaway, this…

$12,900,000

Single Family Residence

A truly exceptional assemblage set within one of the most coveted areas of Old Naples, this remarkable property is quietly positioned along picturesque, tree-lined streets that epitomize the charm and prestige of the neighborhood. Behind…

$34,900,000

Single Family Residence

Incomparable Gulf and sunset views set a new standard for coastal living in this extremely rare, new, beachfront estate in Old Naples. Completed in 2025 on an expansive lot with 120 feet of frontage, this…

$25,000

Single Family Residence

Life at the Beach! OPEN FOR 2025- 2026 Season! Completely gutted and remodeled! All New Decor! This Key West style cottage has been totally renovated and redecorated after Hurricane Ian. A Prime location, and just…

$45,000

Single Family Residence

OPEN FOR 2025-26’’ SEASON! FRESHLY REMODELED this summer, this 4+ Bedroom/ Den/4.5 bath, bayfront house is nestled between the Gulf of Mexico and Naples Bay, less than one mile to the beach, Third Street, and…

$87,000

Single Family Residence

SUMMER AND FALL 2025 OPEN!!! Magnificent Beachfront home located in Olde Naples. This Four Bedroom, Four Bath home with a one Bedroom/one Bath/Living Room/Kitchen "Guest House", has been newly constructed in 2001. Each bedroom gives…

$4,995,000

Single Family Residence

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…

$15,000

Low Rise (1-3)

Furnished Annual Rental - Inquire regarding short-term summer rates! UNIQUE CORNER BALCONY - Combine City and Sunset views for the ultimate experience in Downtown Naples living. Just a short block away to the areas hottest…

$25,000

Single Family Residence

This stunningly updated 3-bedroom, 2-bathroom beach cottage along famous Gulf Shore Blvd is a coastal masterpiece, evoking the timeless beauty and coastal charm of Naples. It boasts sleek white cabinetry, quartz countertops, and new flooring.…

$1,975,000

Low Rise (1-3)

Luxury 3rd Floor Condo at The Mark on 8th – Downtown Naples Experience elevated living in this newly completed southern-exposure residence at The Mark on 8th. Offering over 1,700 sq. ft. of refined interior space…

$27,995,000

Single Family Residence

One of a kind TRIPLE lot (.96 acre | 41,864 Sq. Ft) idyllic, private–and certainly no shortage of luxurious. This uniquely rare property provides a true "estate like" setting, is nestled a mere four doors…

$5,595,000

Single Family Residence

Welcome to 770 Park St., with a superb location just steps from the heart of 5th Avenue South's world-class dining and shopping and 6 blocks to the pristine powder sand beaches of Naples. This polished,…

$16,000

Single Family Residence

This charming cottage offers 3 bedroomss,3 bath and is nestled in Olde Naples, on a quiet street, lined with beautiful trees, just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living…

$10,900,000

Single Family Residence

The timeless charm of an Old Florida cottage, but built solid for longevity, this 2014 Grand Bay home—designed by the acclaimed Weber Design Group—captures the essence of coastal living. Beautiful trim work, subtle contrasts, and…

$5,395,000

Single Family Residence

In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South and Naples’ pristine beaches. Shell-stone travertine floors introduce light-filled living and…

$13,500,000

Single Family Residence

Recently completed! Experience luxury living at its finest in this new construction home nestled in the heart of sought-after Olde Naples. This Southern exposure two-story residence boasts 5 bedrooms + den (optional 6th Bedroom), 5 (2 Half)…

$43,500

Single Family Residence

Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homes—the…

$75,000

Single Family Residence

Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to…

$6,495,000

Single Family Residence

Meticulously designed and crafted to the highest standards, this exceptional residence combines timeless elegance with modern sophistication. Built in 2020 by Kaye Lifestyle Homes, the home boasts wide-plank Legno Bastone hardwood floors, custom millwork throughout,…

$12,750,000

Single Family Residence

LOCATED IN BEACH BLOCK just steps from the beach and the vibrant lifestyle of 5th Avenue South, this exceptional residence embodies the very best of Old Naples living. Stroll the shoreline, bike along the coast,…

$11,750,000

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…

$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…

$2,495,000

One of the most least expensive homes or lots in all of Olde Naples, downtown. Wonderful cleared corner lot just a few blocks to beach and pier and bay. Lot is 125 ft by 75…

$7,250,000

Single Family Residence

Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South. This 3 + den, 5 bath home…

$45,000

Single Family Residence

Welcome to "Naples Walk" Located just 4 short blocks from the beach, this thoughtfully designed home features a great room concept with three bedrooms and four bathrooms. The large kitchen and great room open to…

$2,695,000

Low Rise (1-3)

Live the ultimate downtown Naples lifestyle at The Mark on 8th. This top-floor corner residence captures the perfect balance of coastal elegance and luxury city living. Ideally located in the heart of Old Naples, just…

$24,000

Low Rise (1-3)

Indulge in the ultimate luxury and convenience at The Mark on 8th, a premier condominium community in the heart of Olde Naples. Just steps from world-class boutiques, charming cafés, acclaimed restaurants, and the pristine sandy…

$7,999,000

Single Family Residence

A hidden gem, a stone's throw to the beach, a wow property! Must be seen in person; pictures do not do it justice. Only 700 feet to the beach on a quiet street just moments…

$3,950,000

Single Family Residence

The perfect coastal retreat just four blocks from the beach and moments from the charm of downtown 5th Avenue South. Perfectly situated in the heart of Olde Naples, this residence blends timeless design with modern…

$44,000

Single Family Residence

Plan Your Beach Vacation Now! Welcome to the “Kite House,” a charming Old Naples retreat just steps from the Gulf of Mexico. This listing features the beautifully designed 2-bedroom, 2-bath residence, perfect for a family…

$18,000

Low Rise (1-3)

Available for 30-day stays in March and/or April, 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…

$7,995,000

Single Family Residence

Old Naples Lakefront Luxury — Steps to 5th Avenue & the Beach Situated on one of Old Naples’ most coveted tree-lined streets, this lakefront residence blends timeless coastal elegance with an unbeatable walkable lifestyle—just one block…

$6,950,000

Single Family Residence

Nestled on the beach block right in the heart of Olde Naples, this historic Florida cottage offers timeless charm on a spacious 108'x 150' corner lot. Built in 1940 and crafted from locally milled heart…

$30,000

Low Rise (1-3)

Indulge in the pinnacle of luxury and convenience at The Mark on 8th, a premier condominium development nestled in the heart of Olde Naples. Just a short walk from boutiques, quaint cafés, acclaimed restaurants, and…

$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…

$40,000

Single Family Residence

Rented for Season 2026. Welcome to Naples Coastal Retreat – Your Luxurious Getaway! Experience the epitome of coastal contemporary living at our stunning vacation rental home in beautiful Naples, FL. This exquisite three-bedroom sanctuary, each…

$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…

$30,000

Single Family Residence

Available 2026 Season at 30k/month or 20k/month Annually. The home is currently being furnished. Welcome to your coastal retreat, just steps from the pristine white sands of Naples' famous beaches. Nestled on one of the…

$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…

$5,995,000

Single Family Residence

Live the charm of Old Florida with modern luxury in this reimagined home. Moments to Naples Beach, the Naples Pier, the shops and restaurants on 5th Avenue South and 3rd Street South. Completely re-constructed…

$8,995,000

Single Family Residence

This like-new custom coastal-transitional residence showcases the finest in design, craftsmanship, and livability. Spanning over 7,000 SF with 1,600 SF of outdoor living, the home blends casual elegance with sophisticated detail. European wide-plank oak floors,…

$13,999,000

Single Family Residence

Introducing 544 13th Avenue South — a newly completed Coastal Contemporary estate that sets a new standard for modern Old Naples living. The striking white façade, elevated entry, and meticulously curated landscaping create an immediate…

$17,000

Low Rise (1-3)

Available March through November 2026! Short term or long term. This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, but you’ll be just…

$6,450,000

Low Rise (1-3)

Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for both part-time and full-time Naples living. Blending the…

$55,000

Single Family Residence

This remarkable home is only one block away from the beach and walking distance to all that the heart of Naples has to offer, including the beach, Third Street South, and 5th Avenue. This home…

$19,950,000

Single Family Residence

Located in a unique, gated beachfront enclave consisting of a mere nine homes, this newly completed residence penned by Stofft Cooney, built by Equinox Construction, and brought to life by Carrie Brigham Design, is striking…

$9,950,000

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 plan showcases…

$35,000

Single Family Residence

May through October 2026 priced at $10,000 per month plus taxes and fees. November and December priced at $25,000 per month plus taxes and fees, January through April 2027 priced at $35,000 plus taxes and…

$3,900,000

Single Family Residence

Just a few blocks from the beach, this 0.26-acre lot offers a rare opportunity to create your coastal vision. Offered at lot value only, with an existing main residence and guest house included as-is, the…

$4,950,000

Single Family Residence

Prepare to be amazed by this exquisite, fully furnished, and remodeled British Cayman inspired haven, just moments from the breathtaking Gulf of Mexico beaches! Positioned a mere three blocks from the shoreline, this luxurious 2-story…

$5,995,000

Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. A rare blend of refined coastal living and downtown allure awaits at Seven Hundred Forty-five Twelfth Avenue South, Residence One Hundred Two,…

$11,000

Low Rise (1-3)

Embrace the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location…

$18,000

Low Rise (1-3)

Experience the epitome of downtown Naples living in this exquisite Penthouse, where sophistication meets convenience. Just steps from the vibrant 5th Avenue and a short walk to the stunning beaches, this property offers the perfect…

$12,500

Low Rise (1-3)

Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for immediate short term lease. Ideally located on the top floor of a quaint, three-unit building in the heart of Old…

$5,300,000

Single Family Residence

Unmatched location in the heart of Old Naples—just one block from 3rd Street South and three blocks to the beach. This timeless, elegantly updated home offers refined living steps from world-class dining, boutique shopping, and…

$6,950,000

Single Family Residence

Just steps from the Gulf, this exceptional coastal contemporary residence offers the perfect blend of refined style and relaxed Naples living. Designed through the collaboration of Integral Builders, Lotus Architecture, and L1 Design, this two-story…

$28,000

Single Family Residence

Olde Naples Oasis is a short walk to the beautiful Gulf of Mexico! Nestled in a non-gated coastal neighborhood, this 2-story home with a Key West ambiance is the ideal place to relax & unwind…

$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…

$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…

$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…

$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…

$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…

$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…

$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…

$6,000

Low Rise (1-3)

ANNUAL RENTAL AVAILABLE IN DOWNTOWN NAPLES!! This third-floor residence boasts 2 bedrooms and 2 baths, is merely steps to award-winning restaurants, galleries and shopping is a perfect place to call home. Gleaming wood floors, an…

$15,995,000

Single Family Residence

Situated on one of the most prestigious streets in Naples, just moments from its world-renowned sugar sand beaches, this exceptional new construction residence is set on an oversized homesite in the highly desirable X and…

$3,190,000

Single Family Residence

Owner Financing Available. This exceptional property, nestled in the heart of Olde Naples, boasts an unparalleled location just three blocks from the beach and four blocks from the vibrant 5th Avenue South. Tucked away on…

$6,995,000

Single Family Residence

Uniquely situated on a large corner lot on mahogany tree-lined 1st Avenue North, 455 offers single-story living at its best. Located in the coveted X500 flood zone, this gracious move-in ready home featuring four bedrooms,…

$3,600,000

Single Family Residence

Location, Location, Location! This stunning 3-bedroom, 3-bathroom home is nestled on a spacious .34-acre double lot in the heart of Old Naples—one of the most desirable areas in Southwest Florida. Move-in ready and landscaped like a…

$5,750,000

Single Family Residence

Welcome to 655 7th Avenue North in desirable Olde Naples location just a short walk to the beach and downtown. Enter this 4 Bedroom plus den/4.5 Bathroom newer construction house into a welcoming foyer opening to…

$2,650,000

Single Family Residence

Olde Naples currently lowest priced single family home with pool! This charming cottage is perfectly located in the heart of it all right near the beaches and 5th Avenue South's award winning restaurants and shops!…

$3,500,000

Single Family Residence

Lake front, quiet Ridge Lake neighborhood. Vintage but well maintained "Michigan" home. Idyllic location to build your dream home just a stones throw to the Gulf, parks, Old and Central Naples shopping and dining. …

$5,995,000

Single Family Residence

Mustique of Old Naples a great private location just steps for the 5th Avenue action. As you approach the front entry door you will notice the beautifully manicured garden. This stunning custom-built home by Waterside…

$5,975,000

Single Family Residence

Attention Beach lovers! High and dry elevation 4 bedrooms each with private bath,dinning room, fireplace in living room. Sun filled family room with sliding glass doors to the pool and spa. Circular driveway, colorful gardens…

$2,500,000

Single Family Residence

Charming Naples Oasis at 799 Broad Ave S. Please note: The home experienced flooding during Hurricane Ian. It has been professionally remediated but not repaired and is sold as-is at lot value. This is a unique…

$6,900,000

Single Family Residence

Experience the epitome of coastal luxury in this exquisite residence of five to six bedrooms and two living rooms on a tranquil, tree-lined street in walking distance to the pristine sands of Naples Beach. In…

$2,400,000

Single Family Residence

PRICE IMPROVEMENT! Old Naples Charm Meets Key West Living. This beautifully renovated home captures the laid-back elegance of Old Naples with a touch of Key West flair. Fully redone with $500K in renovations, this move-in-ready…

$4,575,000

Single Family Residence

Incredible building opportunity in the heart of Old Naples! Zoned as Single family and Multi-family there may be a possibility of putting a multifamily residence on the property. This generous sized property offers a ton…

$6,900,000

Single Family Residence

Introducing a tastefully appointed, fully completed new construction residence located within the prestigious & highly coveted neighborhood of Old Naples. This exemplary property features over 4,250+ sqft of wide-open space, 4 ensuite bedrooms, 6 bathrooms,…

$3,250,000

Single Family Residence

Built in 2012 and perfectly positioned in a coveted X500 flood zone, offering the peace of mind and exceptional appeal that come with its desirable elevated location, this home features three spacious bedrooms, including a…

$5,500,000

Single Family Residence

Don’t miss an exceptional opportunity to build your dream home in one of the most coveted locations in all of Naples. Exceptional location meets unlimited potential in this rare, as-is, lot-value offering just 2 blocks…

$6,950,000

Single Family Residence

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.,…

$12,750,000

Single Family Residence

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…

$14,900,000

Single Family Residence

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…

$3,925,000

Single Family Residence

Located in the heart of Olde Naples and designed by Jeff Harrell and Associates, the architecture of this beautiful 2-story home reflects a West Indies style with crisp white stucco and iris blue accents. Built…

$17,500,000

Single Family Residence

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,…

$4,295,000

Single Family Residence

An exciting building opportunity nestled between Gulf Shore Boulevard and 2nd Street South! Situated on one of the most desirable and quiet streets in Olde Naples, with close proximity to beach access and an…

$6,500,000

Single Family Residence

A rare opportunity to experience a piece of paradise in the heart of Olde Naples! This property offers an unbeatable location just two blocks from the pristine beaches of the Gulf of Mexico, seven blocks…

$12,550,000

Single Family Residence

Just one home from the beach, this custom-built residence on a desirable corner lot at Gulf Shore Boulevard and 1st Avenue N blends elegance and superior craftsmanship with modern design. Created by Stofft Cooney and…

$10,900,000

Single Family Residence

One block to the beach! This stunning two-story elevated home (14’) was transformed by a massive 2023 renovation to an incredible beachy coastal contemporary vibe. Leave your car at home and enjoy shopping and dinner…

$4,195,000

Single Family Residence

Situated in the highly sought-after Old Naples, this charming four-bedroom plus den, three-bath home offers a rare combination of elegance and convenience. Just a short stroll to the beach and downtown, this property sits on…

$5,250,000

Single Family Residence

Welcome to 495 2nd Ave North, a beautifully designed coastal cottage crafted by Safety Harbor Builders and designed by renowned N.J. White Associates architects. This exquisite residence features 3 bedrooms, 3 and 1/2 bathrooms, and…

$12,990,000

Single Family Residence

**Welcome to Timeless Elegance in Old Naples** Step into this beautifully reimagined 1940s cottage, where classic charm meets modern luxury. Located in the heart of historic Old Naples, this fully furnished home effortlessly combines…

$6,495,000

Single Family Residence

High and dry, Confirmed home elevation of 11'7". Rare oversized home site in X500 Flood Zone! Only 9 homes from the best beach in Naples. No water inside home, garage, or pool during hurricanes Ian…

$5,895,000

Single Family Residence

Welcome to 625 7th Avenue North in desirable Old Naples location just a short walk to the beach and downtown. Enter this 4 Bedroom plus den/4.5 Bathroom newer construction house into a welcoming foyer opening to…

$9,900,000

Single Family Residence

Representing a collaborative effort to push the edge of refined beauty and luxury, 461 embodies elevated sophistication - just 4 blocks from the beach and one block to the locally preferred 3rd St shopping and…

$5,850,000

Single Family Residence

NO FLOOD OR STORM DAMAGE TO THIS SOUTHERN EXPOSURE POOL HOME IN OLDE NAPLES, JUST BLOCKS FROM THE BEACH! Don’t miss this exquisite, furnished home that has been recently updated. From the moment you walk…

$4,100,000

Low Rise (1-3)

Welcome to The Mark on 8th, a premier luxury condominium development in downtown Naples. Ideally situated in the heart of Olde Naples, this residence is just steps away from the exceptional boutiques, cafes, restaurants, and…

$2,550,000

Single Family Residence

Welcome to this delightful cottage located just four blocks from the pristine sandy beaches of Old Naples. Nestled in the X-500 flood zone and has never been flooded, this property offers endless possibilities. Whether you…

$5,450,000

Single Family Residence

Two blocks to the sugary sands of the Gulf and a quick stroll to the future home of the Naples Four Seasons, this classic Olde Florida home is the perfect Naples retreat.

$15,250,000

Single Family Residence

A rare opportunity to live on one of the most coveted streets in Old Naples in this beautifully crafted London Bay home that features exceptional finishes and detail throughout. The first floor offers a luxurious…

$5,750,000

Single Family Residence

No damage or interior water penetration from Hurricane Ian! Discover this breathtaking 4 bedroom, 4.5 bath residence nestled in the "Cottages on 6th," a charming community of just 7 homes. This exquisite property is mere…

$4,495,000

Low Rise (1-3)

Own the entire 2nd floor in the Exclusive, Private and Rare 275|8th Building! Built in 2022 and rarely used, there are only 2 Luxury Condominiums penned by MHK Architects, with interiors designed by Charles Design…

$8,750,000

2 Story,Single Family Residence

Built above FEMA to 11' with a whole home generator, no flood damage in recent storms, this stunning 2017 Old Naples cottage design is low maintenance and built to last. The exceptional location just one…

$4,350,000

2 Story,Single Family Residence

A strong competitor for superior value in the Olde Naples single-family market. Situated in the heart of Old Naples on one of its most charming streets, steps to Gulf beaches and the shops and restaurants…

$4,200,000

Single Family Residence

Nestled in the heart of beautiful Olde Naples, this exquisite single-family home epitomizes luxury living. Stunning and pristine classic coastal style home offering architectural beauty and sophistication. Enjoy sugar-sand beaches, famous Fifth Avenue, Cambier Park,…

$6,700,000

Single Family Residence

Old Naples Luxury Living: Coastal Elegance in Every Detail! Nestled in the heart of prestigious Old Naples, this 3,640 sq. ft. architectural masterpiece blends modern convenience with timeless coastal charm. Perfectly positioned within walking distance…

$5,999,000

2 Story,Single Family Residence

FLORIDA DESIGN MAGAZINE devoted 6 pages to this ultra luxury FURNISHED home in the heart of the walking district of Old Naples, on an unusually large 66' WIDE LOT and Extremely Well-Priced! Custom Designed Furnishings,…

$6,395,000

2 Story,Single Family Residence

Price Reduced!! 2022 Coastal Contemporary home designed by MHK Architecture and constructed by Gulfstream Homes - In pristine like new condition with all of the expected luxury amenities. Built high and dry according…

$9,995,000

2 Story,Single Family Residence

Designer luxury lakefront estate offers a blend of tranquility, sophistication, views and exceptional quality throughout. Best of all, the home was built above the current FEMA level, and home, garages, cabana and pool are high…

$3,290,000

Ranch,Single Family Residence

Rare Investment Opportunity in the Heart of Olde Naples. This .17-acre lot in prestigious downtown Olde Naples includes three existing structures—a main house and two guest cottages, each with its own paved driveways with rear…

$18,000,000

2 Story,Single Family Residence

Once-in-a-lifetime opportunity to own a piece of paradise in one of the most sought-after coastal communities in the world. Quietly tucked along Gulf Shore Boulevard South arrives a generational opportunity boasting unparalleled views of the…

$1,650,000

Low Rise (1-3)

This 1704sf Dalton floor plan is a 2 bedroom, 2 and a half bath resort style unit on the second floor overlooking the pool on the second floor. Gorgeous large master suite with his/her closets…

$3,995,000

Single Family Residence

A rare opportunity to own a piece of paradise in the heart of downtown Old Naples. Just steps from the iconic 5th Avenue and a short stroll to the pristine beaches of the Gulf of…