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$2,750,000
4 Beds ⋅ 3 Baths ⋅ 226004247 MLS ⋅ CLOSED Status
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 den residence offers 2,909 square feet of living space, three full and one half baths, and a welcoming wraparound porch that sets the tone for relaxed coastal living. Tucked just off Cambier Park, the property features a thoughtfully connected two-story guest house with living space on the lower level and a private bedroom above—ideal as a primary suite, guest quarters, extended-family accommodation, or a private office retreat. The upper level of the main home showcases two bedrooms and a loft beneath a vintage tongue-and-groove wood-plank ceiling, with both bedrooms opening to private balconies that capture gentle coastal breezes. The main floor includes the kitchen and great room, along with a fourth bedroom or den with en-suite bath. Classic Old Florida storm shutters add both character and function. The generous backyard offers ample room for a pool and outdoor entertaining, while a rear-entry two-car garage off the paved alley provides convenience and additional parking. Private front and rear yards are framed by mature hedging, with a charming archway entry, quaint wooden gate, and parking for two vehicles off 8th Avenue South, plus additional parking in the rear. A 2019 metal roof adds peace of mind. Located directly across from Cambier Park, offering a competitive tennis program, shuffleboard courts and bocce, covered pavilion, band shell, and expansive green space. Close to everything, welcoming, and rich in character—this is a rare opportunity to own a true downtown Old Florida cottage.

756 8th AVE S, Naples
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 226029118 MLS ⋅ CLOSED Status
Welcome to your private slice of paradise in the heart of Old Naples! This beautifully renovated 3-bedroom, 3-bath luxury cottage offers the quintessential Naples lifestyle, complete with a stunning waterfall pool and spa, lush mature landscaping, and an unbeatable location just minutes from the best of Old Naples. Positioned on a beautiful, serene street, this exceptional home is just 6 blocks from 5th Avenue South, 4 blocks from 3rd Street South, 7 blocks from the beach and Naples Pier, and moments from Cambier Park. Whether you're strolling to dinner, enjoying a day at the beach, or relaxing poolside at home, everything that makes Naples special is right outside your door. Inside, a sophisticated light-neutral palette, tile flooring throughout, plantation shutters, and a shiplap living room ceiling create a timeless, elevated coastal atmosphere. The beautifully appointed kitchen features high-end KitchenAid appliances and granite countertops, while the spacious primary suite enjoys serene views of the pool, a luxurious bath with dual vanities, and a walk-in closet. The outdoor living space is truly spectacular. The remodeled pool deck surrounds a heated waterfall pool and spa, creating a private resort-style retreat perfect for morning swims, afternoon lounging, and effortless entertaining beneath the Florida sun. Mature palms, lush landscaping, modern landscape lighting, and Rain Bird irrigation enhance the sense of privacy and tranquility. Extensive upgrades provide both luxury and peace of mind, including a 2024 A/C system with raised air handler, tankless water heater, Generac generator, propane tank, whole-home water filtration system, replaced windows, doors and sliders, ADT security system with motion sensors, epoxy-finished garage floor, pool heater, and more. This is more than a beautifully renovated home—it is an opportunity to experience the Old Naples lifestyle at its finest. With world-class dining, shopping, beaches, parks, and entertainment all within easy reach, this exceptional cottage is ready to welcome you home to Paradise. Don't miss your opportunity to own a truly special piece of Old Naples before the season begins!

1135 7th ST S, Naples
$2,600,000
3 Beds ⋅ 2 Baths ⋅ 225001384 MLS ⋅ CLOSED Status
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 a tranquil street with coveted alley access, this property offers both convenience and privacy. Remarkably, the home has never experienced flood damage from any hurricane or storm, thanks to its rare and highly desirable "X500" Flood Zone designation. With no HOA requirements, this property offers unparalleled freedom to design and enjoy your home without restrictive rules or additional fees. This expansive 9,000-square-foot lot in the heart of Olde Naples presents an extraordinary opportunity to craft your dream home in one of the most coveted locations in Southwest Florida. Envision designing a luxurious sanctuary with an open, airy layout, a chef’s kitchen, and a resort-style pool—steps from the pristine beach and the lively 5th Avenue South. The possibilities are as limitless as your imagination. Whether you dream of a timeless coastal retreat, a sleek modern showpiece, or a thoughtfully reimagined historic cottage, this property offers the perfect canvas to bring your vision to life. Immerse yourself in the Olde Naples lifestyle and create a home that embodies your style, aspirations, and desires. Olde Naples is a neighborhood like no other, exuding a timeless charm that seamlessly blends history, luxury, and the beauty of coastal living. Picture yourself meandering down coconut palm-lined streets, where nearly every avenue—such as 1st Avenue South—leads to the sparkling shores of the Gulf. This enchanting area features a harmonious mix of architectural styles, from quaint cottages to opulent estates, all within a leisurely stroll of upscale boutiques, renowned restaurants, and world-class art galleries. With its vibrant social energy and serene coastal ambiance, Olde Naples offers an unparalleled lifestyle, embodying the very essence of Naples living at its finest. The existing historic cottage-style residence features 3 bedrooms, and 2 baths is in need of TLC and is being sold "as is," presenting an extraordinary opportunity for renovation or redevelopment. Spanning approximately 9,000 square feet, the lot provides ample space to build your dream home, complete with room for a pool. Seize this rare chance to craft your own piece of paradise in one of Naples' most sought-after neighborhoods!

343 1st AVE S, Naples
$2,500,000
3 Beds ⋅ 3.5 Baths ⋅ 226006424 MLS ⋅ CLOSED Status ⋅ Olde Naples BLDG.
Rarely available and widely regarded as one of the most desirable residences in the building, this south corner unit at The Mark on 8th offers exceptional privacy, natural light, and refined coastal living in the heart of Olde Naples. With a private end of hall entry and an expansive wraparound lanai capturing coveted southern and western exposures, the home lives bright, open, and effortlessly inviting. The residence enjoys a peaceful setting while remaining just moments from the amenities. Located on the second level, it provides the security and peace of mind discerning buyers value, along with convenient access to the pool, golf simulator, and club room. The lanai functions as an inviting outdoor living space ideal for relaxing or entertaining. Built in 2024, The Mark on 8th is a luxury boutique community and one of Olde Naples’ most sought after addresses. This thoughtfully designed floor plan offers approximately 1,942 square feet under air with three bedrooms and three and a half baths. Offered furnished with brand new pieces, many from Restoration Hardware, the residence is in like new condition and has been very lightly lived in, delivering turnkey luxury ideal for full time living or lock and leave ownership. Wide plank wood flooring runs throughout the main living areas and bedrooms, complemented by tall baseboards and tray ceilings with tongue and groove detail. Built in closets and motorized Hunter Douglas shades provide immediate comfort and privacy. The open concept kitchen is both elegant and functional, featuring Sub Zero refrigeration and beverage chiller, a Wolf gas range and microwave, quartz countertops, a striking tile backsplash, pot filler, and a spacious layout ideal for everyday living and entertaining. The dining area includes a stylish dry bar, while the living room opens through dramatic sliders to the wraparound lanai, where ceiling beams and tongue and groove detail enhance the inviting outdoor space. The primary suite offers a private retreat with its own balcony, walk in closet, and ceiling detail. The spa inspired bath features a freestanding soaking tub, glass enclosed shower with rainhead and handheld fixtures, bench seating, dual vanities, and a separate water closet. Each guest bedroom includes an en suite bath, ensuring comfort and privacy for visitors. Impact glass windows and doors, natural gas service, UV HVAC system, two assigned garage spaces, and a private storage locker provide everyday convenience and peace of mind. The Mark on 8th features just 24 residences and resort style amenities including a pool, spa, fire pit, grilling area, club and fitness rooms, and golf simulator. Ideally located west of US 41, this residence is moments from Fifth Avenue South, world class dining, shopping, and the Gulf beaches. A must see.

201 8TH ST S Unit 206, Naples
$2,500,000
225081363 MLS ⋅ CLOSED Status
245 5th Street North offers a truly rare opportunity to secure a premier residential homesite north of Central Avenue, an exceptional setting for a future coastal retreat in the heart of Old Naples. Ideally positioned just moments from the vibrant energy of 5th Avenue South, enjoy effortless access to acclaimed restaurants, upscale boutiques, and the relaxed Naples lifestyle. The pristine Gulf beaches are just around the corner, where spectacular sunrises can start your day and unforgettable sunsets can close your evenings. This fully cleared, build-ready lot is located on a peaceful, tree-lined street and features the added advantage of private alley access, perfect for a discreet rear-entry garage design while preserving a striking front elevation and maximizing curb appeal. Adding to its appeal, the lot provides close proximity to Naples Comprehensive Health hospital and sits just minutes from the newly opened Naples Beach Club, A Four Seasons Resort, offering world-class amenities and resort-inspired living at your doorstep. With desirable western exposure and tremendous architectural potential, this is a remarkable chance to build a custom residence in one of Naples’ most sought-after coastal enclaves.

245 5th ST N, Naples
$2,500,000
3 Beds ⋅ 3.5 Baths ⋅ 225075574 MLS ⋅ CLOSED Status ⋅ Olde Naples BLDG.
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 two blocks from renowned Fifth Avenue South for world-class dining, boutiques, galleries, and special events, and moments from beach access and parks. Spanning 1,939 square feet, the Madison floor plan offers three bedrooms, three-and-a-half baths, and soaring 12-foot ceilings that fill the home with natural light. Expansive 9-foot pocketing sliders open the bright, open-concept great room to a wraparound balcony, an entertainer’s dream for sunsets or gatherings, while a private terrace off the primary suite provides a second outdoor retreat. Refined interiors showcase wide-plank oak flooring, Wolf and Sub-Zero appliances, and designer finishes throughout. Two assigned covered parking spaces are included. Residents enjoy resort-style amenities, including a heated pool and spa, community room, fitness center, sauna, golf simulator, and outdoor grilling and fire-pit lounge. Pets are welcome. Designed by MHK Architecture and Charles Design Studio, The Mark on 8th blends sophisticated contemporary architecture with convenience and a walkable downtown address in vibrant Old Naples.

201 8th ST Unit 301, Naples
$2,400,000
225065447 MLS ⋅ CLOSED Status
Welcome to 76 4th Street North, a rare prime residential homesite perfectly positioned north of Central Avenue on a mahogany tree lined street in the heart of Old Naples most walkable and desirable enclave. Located within an X500 flood zone, the best rating for lowest flood risk, this cleared lot offers an exceptional foundation for a custom coastal residence. From this address, enjoy a true walking lifestyle just steps from the acclaimed shops, galleries, and restaurants of 5th Avenue South, the white sand beaches of the Gulf of Mexico, the farmers’ market, and Old Naples’ year round cultural events. Morning beach walks and evening sunsets can easily become part of everyday life. The lot benefits from rare rear alley access, allowing garage entry from the alley and a clean unobstructed front elevation. This highly desirable feature enhances curb appeal and provides architectural flexibility, something increasingly difficult to find in Old Naples. Buildability is a key strength of this property. The lot supports a residence of approximately 4,000 square feet including a three car garage and private pool, offering the scale and flexibility today’s luxury homeowners expect. Architectural sketches by MHK Architecture are available, providing a head start with a thoughtfully designed plan featuring three bedrooms plus a study, an upstairs loft, 3.5 bathrooms, open concept living, and seamless indoor outdoor flow. The property is centrally located within the core Old Naples envelope, where buildable and well located lots are exceptionally scarce. Of the limited number of remaining Old Naples parcels, very few combine walkability, alley access, flood zone security, and meaningful build potential. From a value standpoint, this is a rare opportunity to control design and cost basis in a neighborhood where new construction homes by premier builders are in high demand. This makes the lot especially compelling for buyers who understand construction economics and long term value in Old Naples. This offering is well suited for serious and informed buyers who recognize that there are very few comparable opportunities remaining. 76 4th Street North represents a rare chance to create a custom residence in one of Naples’ most prestigious and enduring neighborhoods, where lifestyle, location, and long term value converge. A must see!

76 4th ST N, Naples
$2,325,000
3 Beds ⋅ 3 Baths ⋅ 225077860 MLS ⋅ CLOSED Status
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 5th Ave, 4 blocks to 3rd Street, 7 blocks to the beach and pier, and just down the street from Cambier Park, this home is sure to satisfy everyone! Tons of upgrades include: propane tank, Generac generator, remodeled pool deck, tankless water heater, 2024 AC w/ raised air handler, mature landscaping with tall palm trees, pool heater, rain bird irrigation, plantation shutters, high end kitchenaid appliances, granite countertops, tile throughout, modern landscape lighting, shiplap ceiling in the livingroom, ADT security system w/ motion sensors, epoxy garage floor, water filtration system, lap pool views from the master bedroom, tile throughout master bath with dual vanities & walk in closet, windows and doors replaced, sophisticated light neutral palette, and much much more. Beautiful and serene street will WOW you right away. Do not miss this opportunity for your shot at Olde Naples, right before season begins, here in Paradise.

1135 7th ST S, Naples
$2,250,000
2 Beds ⋅ 2 Baths ⋅ 226018464 MLS ⋅ CLOSED Status ⋅ Olde Naples BLDG.
RARELY AVAILABLE! A spectacular corner penthouse residence in the heart of prestigious 5th Avenue S. This light-filled home features 2 bedrooms, 2 full baths, and 3 private balconies, offering the perfect blend of luxury, privacy, and vibrant downtown living. French doors open to a charming balcony overlooking iconic 5th Avenue, where you’ll enjoy warm beach breezes and front-row access to Naples’ renowned parades, art shows, fine dining, boutique shopping, the famous car show, and endless entertainment — all just steps from your door. The spacious primary suite offers a walk-in closet, dual vanities, a large walk-in shower, and a private balcony retreat with black-out drapes. While the second bedroom features ample closet space, a beautiful desk for your convience, balcony access, and an adjacent full bath. Additional highlights include "two assigned parking spaces (one covered), secure building entry, and private penthouse-floor access. "Pets are welcome! Take morning walks along the beach and enjoy breathtaking Gulf sunsets at night, with the sugar-sand shoreline just a short stroll away. An exceptional residence for entertaining with family and friends while enjoying the best of Naples living. Experience the ultimate in Naples luxury living — because Life begins in Naples, come see for yourself

375 5th AVE S Unit 302, Naples
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 225080665 MLS ⋅ CLOSED Status
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 Avenue South’s fabulous restaurants, entertainment & shopping; and just up the road from the new Four Seasons Resort and its exquisite amenities. This delightful home really is located exactly where you want to be. With volume ceilings and an abundance of natural light, this immaculate home has a flexible open floorplan perfect for entertaining friends and family. The split bedroom design ensures privacy for the owners and guests alike. The bright kitchen has quartz countertops; and the adjacent dining area & living room have pretty views to the inviting lanai, sparkling swimming pool & spa and tropical back yard. The mature landscaping and privacy hedge create a peaceful, private backyard oasis. Imagine wading in the warm tropical Gulf waters while watching the dolphins play during another dazzling sunset. All of this idyllic charm also comes with the assurance of knowing this home has never had hurricane damage or storm flooding. The Naples Community Hospital – named one of the top 50 Best Hospitals in 2025 is just a few blocks away.

732 7th AVE N, Naples
$2,000,000
2 Beds ⋅ 2 Baths ⋅ 225064386 MLS ⋅ CLOSED Status ⋅ Olde Naples BLDG.
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 a kitchen island with a beverage refrigerator and microwave plus a new HVAC. Two exquisite bathrooms are equipped with unparalleled fixtures. Offer FURNISHED, you will be amazed at the dazzling luxury in this two bedroom unit! The double balcony is the perfect place to enjoy parades, annual car shows, morning coffee or quiet sunsets and al fresco dining. Two assigned parking places for the owners. Stroll the infamous 5th Avenue and enjoy a plethora of dining and shopping venues with this most enviable address. Only two blocks to the incredible Gulf beaches!

365 5th AVE S Unit 304, Naples
$1,900,000
225077852 MLS ⋅ CLOSED Status
Welcome to your future Olde Naples home! This vacant lot is nestled in the heart of Old Naples—one of the most desirable locations in all of premier Southwest Florida. Located 6 blocks to 5th Ave, 4 blocks to 3rd Street, 7 blocks to the beach and pier, and just down the street from Cambier Park, this future home is sure to satisfy everyone! Mature landscaping with tall palm trees, this beautiful and serene street will WOW you right away. Do not miss this opportunity for your shot at Olde Naples here in Paradise.

709 Broad Ave S, Naples
$1,885,000
3 Beds ⋅ 2 Baths ⋅ 225074413 MLS ⋅ CLOSED Status
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 or bike ride to the pristine Gulf beaches and the vibrant shops and dining of 5th Avenue South, the home features an open floor plan, updated kitchen, and inviting indoor outdoor flow. The private backyard oasis showcases refreshed mature landscaping, a heated saltwater pool, and tranquil patio space ideal for entertaining or relaxing. Whether enjoyed as is, used as a seasonal retreat, or envisioned as a future new build, this property captures the best of Naples lifestyle and location.

725 Central AVE, Naples
$1,800,000
2 Beds ⋅ 2.5 Baths ⋅ 226000103 MLS ⋅ CLOSED Status ⋅ Olde Naples BLDG.
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 and 2 garage parking spaces, this 3rd-floor condo features an open floor plan, floor-to-ceiling windows, and a spacious outdoor terrace ideal for relaxing or entertaining. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and elegant finishes. Wide-plank Legno Bastone European oak floors run throughout. The luxurious primary suite includes two walk-in closets and a spa-like bath with dual vanities. Residents enjoy top-tier amenities including a spa and sauna, sun-shelf pool, outdoor grills and firepit, and a fitness center. Located just steps from 5th Avenue’s renowned shopping and dining, and minutes from the white-sand beaches of the Gulf, this is premier downtown Naples living.

201 8th ST S Unit 308, Naples
$1,350,000
224095123 MLS ⋅ CLOSED Status
Discover the meaning of luxury living in the heart of Old Naples with this 50' x 75' cleared lot, with plans available for an MHK Architecture designed 3-bedroom, 3-bath Naples Cottage with thoughtful and efficient use of space. This is an opportunity to purchase a coveted lot and pick the builder of your choice, as plans include architectural, civil engineering, structural engineering & landscape plans, offering valuable time and hard cost savings, to build a new construction single-family home with many of the conveniences of a condominium. Ideally situated on the lot, the cottage design captures the spirit of Old Naples living. Centrally located just blocks from 5th Avenue South, Third Street South, and Naples' white sand beaches, this is the perfect location for the discerning buyer and this offering represents a rare opportunity to enjoy the best Naples has to offer. List price does not include cost to build, however the Seller has expressed flexibility in purchasing terms, including the possibility of a seller-financed note at a competitive rate. Buyers can purchase the lot as-is or with the existing approvals.

855 9th AVE S, Naples

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.