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$6,495,000
4 Beds 5.5 Baths 226017050 MLS
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 moments away. This impeccably designed residence embodies refined coastal elegance, offering four lavish bedroom suites—each with a private ensuite bath and spacious walk-in closet—alongside a private study, stylish powder room and dedicated pool bath. Every detail has been thoughtfully curated, from the oversized four-car garage to the seamless indoor-outdoor living experience. An expansive covered lanai, complete with a fully appointed outdoor kitchen, frames the sparkling pool and creates a captivating setting for sunset dinners and sophisticated entertaining. A rare blend of luxury, comfort, and prime location—this is Naples living at its finest.

545 13th AVE S, Naples

$6,495,000
4 Beds 5.5 Baths 226011370 MLS
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 living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining. The chef's kitchen features a Wolf six-burner gas range, Sub-Zero refrigerator, and Sub-Zero wine cooler with additional refrigerator and ice drawer. Cristallo quartzite countertops, a marble-clad island and custom Crystal cabinetry combine elegance with function. The primary suite offers vaulted ceilings, a sitting area and views of the pool. Its spa-style bath includes a Kohler soaking tub, rain and body-spray shower, and custom California Closets with integrated lighting. Outside, a new saltwater pool with spa creates a resort-like setting. A full outdoor kitchen with grill, refrigerator, sink and TV makes entertaining easy. Near Third Street South dining, shopping and Naples white sand beach.

1355 4th ST S, Naples

$6,495,000
4 Beds 5 Baths 225071448 MLS
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 DINING, SHOPPING & ENTERTAINMENT! Enjoy highly coveted Western exposure for breathtaking sunsets, abundant natural light, and optimal sun over the pool. This modern contemporary masterpiece showcases a dramatic open floor plan with 4,730 square feet under air of bright, airy living space, featuring 4 bedrooms, 2 dens (one a loft/multi-purpose “family room”), 5 bathrooms, dual dining areas, dual laundry rooms, a 3-car garage, hurricane impact windows throughout, and a metal roof. Every detail has been thoughtfully curated—from oversized tile flooring and soaring ceilings with wood beam and shiplap accents to the modern wood-and-glass floating staircase and grand two-story entry foyer. The stunning chef’s kitchen is equipped with quartz countertops, sleek white cabinetry, warm wood accents, and an oversized walk-in pantry. Fully pocketing sliding glass doors create a seamless indoor-outdoor living experience. Step outside to your private resort-style oasis, featuring an expansive entertainment deck, large pool and spa, covered lounge area with an outdoor fireplace, and a summer kitchen. The luxurious primary suite is located on the main level and offers direct access to the pool deck, dual walk-in closets, and a spa-like bath with dual vanities, an oversized walk-in shower with dual entries, and a freestanding soaking tub. Upstairs, a loft-style cloud room with wet bar opens to a massive second-floor balcony, providing a private retreat ideal for entertaining or relaxation. Located within an A-rated Collier County school district and just minutes from Venetian Village, Waterside Shops, and Third Street South, this exceptional residence delivers the ultimate in luxury coastal living in one of Naples’ most sought-after neighborhoods.

135 7th ST N, Naples

$6,450,000
4 Beds 4.5 Baths 226019479 MLS
PRICED AT LAND VALUE! LOWEST PRICED LISTING ON THE BEACH BLOCK IN ALL OF OLDE NAPLES — (Optional 50’ boat slip at the Cove Inn available for purchase with the property.) Opportunity knocks for a chance to own the ultimate beach cottage in one of Naples’ most coveted locations, just steps from the iconic Naples Pier and the white sugar-sand beaches of the Gulf. Privately tucked within lush tropical landscaping, this one-of-a-kind “Swiss-Family Robinson Treehouse” blends artistic charm with modern comforts, creating a secluded retreat in the heart of Olde Naples. Just a short stroll from the boutiques, fine dining, farmers markets, local parades and vibrant coastal lifestyle of 3rd Street South, the setting simply cannot be replicated. Designed for both relaxation and entertaining, the property showcases an incredible collection of unique indoor and outdoor spaces, including a heated swimming pool, private courtyard oasis, detached bar house with full kitchen, tranquil koi pond, infrared sauna, outdoor shower, and a raised covered “widow’s watch” seating area perfect for enjoying Naples sunsets, firework shows and coastal breezes. Additional highlights include a durable metal roof, back-alley access, oversized driveway for 5+ vehicles, and exceptional privacy throughout the property. Situated on a 77’ x 151’ lot, the possibilities are endless. Whether you envision renovating and enjoying the existing residence, creating a luxury custom estate, or developing a high-end investment property, this homesite offers extraordinary potential in a premier beach-block location right in the action of downtown Naples. Investors will appreciate the strong vacation rental and spec-home opportunities, while end users can create the ultimate private beach retreat just a few steps from the Gulf of Mexico. Adding to the long-term appeal, the newly reimagined Naples Pier is nearing completion, further enhancing the value and desirability of this exceptional location. A rare offering with unmatched character, location, and future potential — this is Olde Naples living at its finest. High and dry with no flooding waters entering the main residence.

61 12th AVE S, Naples

$6,450,000
3 Beds 4.5 Baths 225081202 MLS Olde Naples BLDG.
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 scale of a single-family home with the lock-and-leave convenience of a condominium, Le Petite Trianon features an attached two-car garage, private elevator, refined finishes, and two levels of light-filled living framed by impact glass. The main living level showcases a stunning chef’s kitchen with an oversized center island, double wall ovens, and gas range, all opening seamlessly to the spacious family room with stacked-stone fireplace and an inviting open-air balcony. The upper level is home to the impressive primary suite, designed for ultimate privacy with dual baths, separate vanities, a soaking tub, walk-through shower, and a generous closet—ideal for those who appreciate their own space. This level also includes a convenient laundry room and two ensuite guest bedrooms, each with access to an open-air balcony. Unique in its design and unmatched in lifestyle, this residence is the perfect finishing touch to the quintessential Naples retreat.

745 12th AVE S Unit 103, Naples

$6,295,000
4 Beds 3.5 Baths 225077400 MLS
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 located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Avenue South, 3rd Street South, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd AVE N, Naples

$5,990,000
4 Beds 3 Baths 226025317 MLS
Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the iconic Parish-Hadley firm, Hadley designed interiors for luminaries including Jackie Kennedy and Brooke Astor—an artistic legacy that continues to resonate throughout this remarkable property. Blending historic charm with modern luxury, the thoughtfully updated main residence offers three bedrooms and two baths, with inviting spaces designed for both relaxed living and elegant entertaining. The chef’s kitchen features custom cabinetry, marble countertops, and premium finishes, while a newly designed wet bar in the dining room—complete with a Sub-Zero wine refrigerator and double beverage drawers—creates the perfect setting for hosting guests. The first-floor bath has been beautifully reimagined with Kohler fixtures, and the second-floor bath offers the same level of refined sophistication. Designed to embrace Naples’ indoor-outdoor lifestyle, the screened porch serves as an extension of the living space, complete with a SunBrite outdoor television and custom furnishings. Overlooking the sun-drenched pool and patio, the space is framed by lush tropical landscaping and desirable southern exposure. A private guest cottage provides exceptional flexibility for family and visitors, featuring a bespoke kitchenette, built-in queen bed with storage, separate bunk room, and a fully remodeled bath. Recent upgrades include a new roof, updated HVAC system, tankless water heater, outdoor shower, complete dormer replacement, extensive subfloor and tile renovations, and a whole-house water filtration system. Timeless architectural details abound, including custom wool rugs, plantation shutters, crown molding, and French doors. A charming white picket fence, alley access, garage, and covered carport enhance both curb appeal and convenience. Ideally located just three blocks from Naples' pristine beaches and a short stroll from the renowned dining, shopping, and entertainment of Third Street South and Fifth Avenue South, this property offers an unparalleled Old Naples lifestyle. Whether enjoyed as a full-time residence or a luxury retreat accommodating 14+ guests, this is a truly rare opportunity to own a distinctive piece of Naples history.

356 11th AVE S, Naples

$5,595,000
4 Beds 4.5 Baths 225085032 MLS
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, upscale property exudes sophisticated elegance with an inviting open feel and ample natural light throughout. This modern coastal gem was thoughtfully designed and built by MHK Architecture and Lotus Builders resulting in a peaceful retreat featuring a master bedroom downstairs facing an impressive outside pool|spa space and custom flowing water wall and a chef's oversized kitchen having a six burner gas Wolf stovetop, double oven, custom stove hood, SubZero refrigerator, large spectacular island and Ruffino custom cabinetry. The top of the stairs draws you into a delightful and fun loft room with a mini refrigerator, great for entertaining with a wow factor open to below showcasing twenty foot high ceilings. Three en-suite bedrooms with walk in built in California Closets finish off the upstairs fabulous layout great for family and guests. A lake sits directly behind the home so nothing will be built behind this residence, guaranteeing fabulous west sunset views daily over The Gulf. Take in these stunning views or sunbathe from the upstairs west facing balcony. Truly an entertainer's dream home awaits the most discerning buyer seeking a full-time residence, seasonal escape, or investment opportunity. 770 Park Street places you close to everything that makes Naples exceptional, while still offering a private residential setting. This is Florida living at its best, step out your front door into a world of Naples coastal lifestyle ease surrounded by bike riders, golf cart drivers and dog walkers galore, with tennis playing across the way, and of coarse the great energy and charm that 5th Avenue South and 3rd Street South always offer!

770 Park ST, Naples

$5,395,000
3 Beds 4.5 Baths 225072058 MLS
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 dining spaces designed for effortless entertaining. The chef’s kitchen is appointed with Sub-Zero refrigeration, Lacanche gas cooking, custom cabinetry, and a thoughtfully designed wet bar. A family room opens seamlessly to the private courtyard, creating true indoor-outdoor living. Upstairs, the serene primary suite offers volume ceilings, tailored millwork, and a spa-inspired bath, joined by two en-suite guest suites and a flexible den/office. A private elevator services both levels. The walled courtyard becomes a secluded retreat with heated plunge pool and spa, outdoor kitchen with built-in grill, surround sound, and lush vertical greenery for privacy. Impact-rated windows and doors, smart-home automation, natural gas, metal roof, and a generous two-car garage with storage complete this thoughtfully engineered residence. Beautifully scaled and impeccably maintained, 909 10th Avenue South offers the rare combination of walkability, architectural integrity, and lock-and-leave ease in Olde Naples.

909 10th AVE S, Naples

$5,195,000
4 Beds 4.5 Baths 226014208 MLS
Accented with the color of morning-lit palms, this 2016 West Indies style home by Jeff Harrell and Associates offers a modern touch to the classic Naples charm. Located in the heart of Olde Naples, you’re on the doorstep of everything the city has to offer. Walking distance to 5th Avenue South and 3rd Street offers an endless variety of dining and shopping experiences. Boater? Naples Bay is a short walk away with the Naples Marina just across the street. Looking for the Beach? just head west. Find your spot in the sand with over 40 public beach access points to choose from. The home features 4 bedrooms, 4.5 baths and a 2 car garage. The open floor plan features beautiful hardwood flooring in each room, soaring ceilings, and floor-to-ceiling windows offering endless natural light. Perched at the Western end of Jumby Bay, this home stands out with unmatched privacy and extra space. It is the only residence in the development whose pool does not back up to another home, delivering a truly secluded outdoor area. In addition, 912 sits on a larger .19-acre lot compared to the .14-acre lots of central homes, creating a generous yard beside the pool. The chef’s kitchen is equipped with premium appliances including a Viking oven and cooktop, Miele refrigerator, Miele dishwasher, Miele convection microwave, and Uline wine cooler. A huge center island serves as the heart of the home, perfect for food preparation, casual dining, or buffet service. The lushly landscaped lanai is accessible from the great room and kitchen through multiple French doors, offering a covered and screened seating and dining area with cabana bath, plus a gas grill in the open space. Just beyond lies the sun-drenched 32-foot pool, spacious spa, and pergola-covered seating. This is the perfect spot for relaxing or entertaining day or night. Off the pool, you’ll find a private first-floor guest bedroom. On the second floor, The oversized master suite boasts dual walk-in closets designed for maximum functionality, a floating tub, and a large separate shower. Down the hall you’ll find a guest room with an en-suite bathroom and balcony. Above the garage and accessible from the main residence or a private alleyway entrance sits a versatile bonus space that can serve as a guest casita, office, or fitness center complete with a private bath. The HOA fee includes landscaping and pool maintenance, with weekly cleanings. On-street improvements also provide additional parking right on 9th Ave. Schedule your private showing today and make 912 9th Ave S. your new address in paradise!

912 9th AVE S, Naples

$4,995,000
3 Beds 3.5 Baths 226022088 MLS
On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from the pristine Gulf beaches and the acclaimed dining, shopping and entertainment of Fifth Avenue South. Situated within The Gables on Sixth Street, an exclusive enclave of only seven residences designed by Harrell & Associates, the home combines privacy, sophistication and an unrivaled location. A gated rear entrance leads to an air-conditioned three-car garage complete with a vehicle lift and custom built-in storage. Spanning more than 4,300 square feet of beautifully designed living space, the light-filled interior showcases rich hardwood and stone flooring, elegant architectural details and a seamless open-concept floor plan. The redesigned chef’s kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, an oversized island ideal for entertaining and a climate-controlled wine room with capacity for more than 450 bottles. Designed to embrace the Naples lifestyle, expansive walls of glass connect the great room to a stunning outdoor living area. The covered lanai, highlighted by striking glass floor panels suspended above the pool and spa, creates a dramatic architectural focal point. A fully equipped summer kitchen, gas fireplace and retractable screens provide the perfect setting for year-round entertaining and relaxation. The second floor offers three generously sized en-suite guest bedrooms, while the luxurious primary suite serves as a private retreat complete with a serene balcony and spa-inspired bath featuring exceptional finishes and thoughtful design. Blending timeless elegance, modern comfort and an extraordinary convenient location, this residence represents a rare opportunity to enjoy a luxurious coastal lifestyle and the best of Old Naples living.

32 6th ST S, Naples

$4,995,000
3 Beds 3 Baths 226000549 MLS
Filled with every ounce of warmth, character, and history, the 1929 Captain Parker House captures the dream of Olde Naples and is located just steps to Cambier Park, 5th Avenue South, 3rd Street South, and Naples' sugar sand coastline. Having been fully restored over the years to create a perfect marriage between history and modern-day elegances, the romantically-set cottage features a gracious front porch, old-growth heart pine flooring, a fireplace enveloped in hand-picked oyster shells, ship-lap walls, whimsical tiling, stunning soaking tub, grotto style pool, and Hardie board siding. A number of other luxurious features are encompassed, such as a chef’s kitchen outfitted with a Lacanche gas range, Sub-Zero refrigerator and wine cooler, as well as a whole-house generator, impact glass, and a metal roof. The remainder of the parcel is enveloped in lush tropical foliage and includes vegetation such as a 50' Royal Poinciana tree, birds of paradise, banana, coffee, and coconut trees, as well as gardenias.

680 8th AVE S, Naples

$4,950,000
3 Beds 3.5 Baths 225070282 MLS
A once-in-a-generation offering in one of the most enchanting settings in all of Old Naples, this distinctive residence presents a rare opportunity to experience the essence of downtown Naples living. Perfectly positioned just moments from the sugar-sand beaches of the Gulf and only two blocks from the celebrated shopping and dining district of Third Street South, the location captures the very best of the Old Naples lifestyle. A handsome brick driveway and welcoming front porch set a gracious tone for this charming home, built in a timeless cottage vernacular that blends classic architecture with a relaxed coastal sensibility. Mature landscaping envelops the property, creating a private and picturesque retreat in the heart of historic Old Naples. Inside, an open and inviting floor plan reveals a thoughtful three-bedroom-plus-den design. A sweeping staircase lined with abundant windows and crowned by a graceful cupola fills the home with natural light, creating an airy and uplifting atmosphere. The spacious family room adjoins an open kitchen and flows seamlessly to the covered outdoor living area and expansive pool deck beyond—an idyllic setting for entertaining or quiet moments amid lush greenery. A tandem garage with garage doors on both the front of the home and rear, exiting to the alley, allows sufficient space for three vehicles. Lovingly maintained by the same family for over three decades, this residence represents a truly unique opportunity—one that seldom becomes available in this coveted neighborhood where charm, location, and legacy converge.

263 10th AVE S, Naples

$4,950,000
6 Beds 4.5 Baths 225064774 MLS
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 features 6 bedrooms, 4.5 bathrooms, a private den, library, and an impressive third-floor bonus room ideal for entertaining, a media room, game room, or private retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen is a chef's dream, appointed with Sub-Zero and Wolf appliances, dual dishwashers, and an oversized walk in pantry. A dramatic two story foyer, illuminated by an imported chandelier, welcomes you inside and leads to an elegant second floor mezzanine, complemented by a grand staircase and solid mahogany doors throughout. The private backyard oasis features a heated saltwater pool with a tranquil water feature, surrounded by lush tropical landscaping and mature trees for exceptional privacy. From the expansive third floor terrace, enjoy spectacular bird's eye views while watching the City of Naples Fourth of July fireworks, an unforgettable experience from the comfort of your own home. Perfectly positioned in the heart of Olde Naples, this fully remodeled residence is just a short walk to world-class beaches, renowned dining, boutique shopping, and boating. Additional highlights include garage ceiling height designed to accommodate a future vehicle lift, plus multiple flexible living spaces including an exercise room, family room, media room, and bonus room to suit a variety of lifestyles. This is an exceptional opportunity to own one of Olde Naples' largest and most versatile homes at an outstanding value. Combining remarkable size, luxury finishes, and an unbeatable location, this move-in-ready residence is priced to attract immediate interest. Don't miss this rare opportunity, A must see!

1160 8th ST S, Naples

$4,900,000
4 Beds 4.5 Baths 226009201 MLS
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 and boutiques of 3rd Street South and 5th Avenue South, the location offers the best of accessible Naples living. Designed by MHK Architecture, the home is bright, open, and effortlessly inviting. Expansive windows flood the interiors with natural light, while refined stone flooring and curated finishes create a warm yet sophisticated aesthetic throughout. The thoughtfully designed floor plan features four bedrooms, including two luxurious primary suites, one on the first floor and a private retreat upstairs, offering flexibility for guests and multigenerational living. The main living spaces flow seamlessly to the outdoor area, embracing indoor-outdoor living. At the heart of the home, the chef’s kitchen is stunning and functional, appointed with marble countertops, a statement Lacanche range and oven, Sub-Zero refrigeration and custom cabinetry, a space equally suited for quiet mornings or lively entertaining. Outdoors, the western-exposure pool captures glowing afternoon light and vibrant Naples sunsets, while the corner lot setting enhances privacy and curb appeal. Lush landscaping and charming architectural details complete this coastal retreat. A rare opportunity to own a newer-construction home in Old Naples, just near Naples Bay and a short distance to the beach, fine dining and best of the Naples lifestyle.

901 10th AVE S, Naples

$3,950,000
3 Beds 2.5 Baths 224018643 MLS The Cayden Olde Naples BLDG.
NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. This spacious 3-bedroom + den, 2.5-bathroom unit perfectly captures the essence of sophisticated coastal living. Unit 201 showcases an open, thoughtful layout with a private two-car garage, a generous balcony overlooking an oversized rooftop pool, and stunning views of downtown Naples. The Cayden’s design goes beyond individual residences, offering exceptional amenities like a dog run, fitness center, community room and secured mail room. The property provides an exceptional opportunity for future residents to collaborate directly with builders, tailoring interior features to reflect personal style.

180 9TH ST S Unit 201, Naples

$3,900,000
3 Beds 3 Baths 226003779 MLS
This elegant and expansive detached villa offers a rare lifestyle opportunity in the heart of Naples, just steps from the shops and restaurants of Third Street South. Built by Hemmer Construction, the residence features 3 bedrooms, 3 full baths, and two gas fireplaces. The open-plan living area is ideal for entertaining, with French doors opening to a spacious lanai. The gourmet kitchen is equipped with gas cooking, Sub-Zero and Miele appliances, and high-end finishes throughout. Flooring includes a mix of tile, hardwood, and carpet, complemented by impact-resistant doors and windows. The private primary suite occupies the third level and includes a spa-like bath with walk-in rain shower, soaking tub, Caesarstone vanity tops, and a generous walk-in closet. Juliet balconies enhance both the guest suite and main living areas, while the primary bedroom offers access to a lanai and an upper rooftop deck via a spiral staircase. Additional features include an elevator, front-door camera security system with alarm, and a private 3-car air-conditioned garage currently configured as a 2-car space with storage, pre-wired for a vehicle lift. Excellent rental potential.

340 12th AVE S Unit 6, Naples

$3,890,000
3 Beds 2.5 Baths 224018642 MLS The Cayden Olde Naples BLDG.
NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. Discover the pinnacle of coastal luxury in this expansive 3-bedroom plus den, 2.5-bathroom residence. Unit 301 is designed to embody the essence of modern elegance, featuring an open-concept layout, a private two-car garage, and a spacious balcony that offers one of the most spectacular views in the area. Imagine waking up to sweeping vistas of lush palm trees framed by a vast, endless sky—truly a breathtaking sight that elevates every moment. The Cayden takes coastal living to new heights, offering premium amenities such as a dog run, state-of-the-art fitness center, community room, and secure mailroom. For those who want to make this home uniquely theirs, the property provides an exceptional opportunity to collaborate with builders and customize interior finishes, creating a space that reflects your personal style.

180 9TH ST S Unit 301, Naples

$3,595,000
2 Beds 2.5 Baths 226012328 MLS 505 On Fifth BLDG.
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 encompasses 2,808 total square feet of impeccably designed living space and luxury finishes throughout. The kitchen is a striking focal point, appointed with bespoke flush cabinetry, a dramatic quartz waterfall-edge island with seating and luxury appliances, flowing beautifully into the open dining and great room, where a linear gas fireplace and sophisticated wet bar with wine refrigerator set the stage for elevated entertaining. Soaring 10-foot ceilings and expansive floor-to-ceiling sliding glass doors, a linear gas fireplace and wide-plank white oak flooring create an atmosphere of effortless elegance, seamlessly extending to a relaxing wraparound terrace. The primary suite is a serene retreat, offering dual walk-in closets and direct access to the terrace, complemented by a spa-inspired bath featuring stunning tile work, a floating dual vanity, backlit mirrors, and a separate glass-enclosed shower and soaking tub. A generously sized guest en-suite, a versatile den and a dedicated laundry room complete this exceptional offering. Thoughtfully integrated smart home technology includes Control4 automation, a Sonos sound system, motorized window treatments and designer LED lighting, ensuring comfort and convenience at every turn. This extraordinary and sophisticated downtown residence, with under-building parking, is just moments from Naples celebrated dining, boutiques, galleries, cafés and just a short distance to the beach, while affording a refined sense of privacy that feels removed from it all.

495 5th ST S Unit #304, Naples

$3,590,000
2 Beds 2 Baths 224018668 MLS The Cayden Olde Naples BLDG.
NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. This exceptional 2-bedroom, 2-bathroom residence embodies refined and comfortable upscale living at its best. Unit 302 offers a well-thought-out open layout, a private one-car garage, and a spacious balcony that provides sweeping views of the oversized rooftop pool and downtown Naples. The Cayden delivers more than just beautiful homes—it enhances your lifestyle with premium amenities, including a dog run, fitness center, community room, and secure mailroom. For those looking to add a personal touch, this property offers a unique opportunity to collaborate directly with builders to customize the interior features to your taste.

180 9th ST S Unit 302, Naples

$3,390,000
3 Beds 3 Baths 226016060 MLS Isla Mar BLDG.
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 light and defined by crisp white interiors, shiplap detailing, and thoughtfully curated coastal finishes throughout. The open-concept kitchen serves as the centerpiece of the home, featuring an oversized island with seating, custom cabinetry, and designer tile accents, seamlessly connecting to multiple living and dining spaces ideal for both everyday living and entertaining. Sliding doors and expansive windows create a strong indoor-outdoor connection, opening to a series of inviting spaces. The primary suite offers a comfortable and private setting with a well-appointed bath including dual vanities, soaking tub, and separate shower. Additional guest bedrooms provide flexibility for family and visitors. Outdoor living is a defining feature, with multiple balconies, a screened lanai, and a private courtyard designed for year-round enjoyment. The gas-heated pool and spa, water feature, and lush tropical landscaping create a quiet, resort-like atmosphere rarely found in a condominium setting. Additional highlights include a private elevator, two-car garage, impact-resistant windows and doors, and a dedicated laundry room. Ideally located just four blocks to the Gulf beaches and moments to the shops and dining of Third Street South, this residence offers a rare combination of privacy, space, and walkable Old Naples living.

430 10th AVE S Unit 305, Naples

$3,295,000
5 Beds 4 Baths 226014758 MLS
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 directly across from Cambier Park. The residence features a spacious open floor plan with vaulted ceilings, Miami-Dade pine floors, and timeless beadboard details. The living, dining, and kitchen areas flow seamlessly, creating an ideal setting for both relaxed coastal living and elegant entertaining with room for large family gatherings. Recent improvements include a new standing seam metal roof and a new main air conditioning system installed in 2025, offering enhanced durability, efficiency, and peace of mind. Outdoor living is highlighted by a heated swimming pool, multiple lounge and grassy lawn areas. This is a rare opportunity to own a classic coastal home in a premier walk-to-everything location in Olde Naples. Excellent rental history.

660 8th AVE S, Naples

$3,200,000
2 Beds 2 Baths 224018654 MLS The Cayden Olde Naples BLDG.
NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. Step into refined coastal living with this inviting 2-bedroom, 2-bathroom residence. Unit 202 features a smart, open layout with a private one-car garage and a spacious balcony that overlooks the expansive rooftop pool, offering sweeping views of downtown Naples. The Cayden is more than just a collection of homes—it's a lifestyle, with exclusive amenities such as a dog run, a state-of-the-art fitness center, a community room, and a secure mailroom. Plus, future homeowners will enjoy the unique opportunity to collaborate with builders to personalize their interiors, creating a space that truly reflects their style.

180 9th ST S Unit 202, Naples

$2,995,000
226024122 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to create a custom luxury residence in one of Old Naples' most coveted locations. Perfectly positioned just three blocks from the Gulf (approximately a 3-minute walk) and only four blocks from world-renowned Fifth Avenue South (approximately a 2-minute walk), you'll enjoy effortless access to the very best of Old Naples. A standout feature is the property's location within the highly desirable X500 Flood Zone, a rare distinction in Old Naples that provides added peace of mind. Preliminary site and building plans illustrate the potential for an extraordinary 4,100+ square foot luxury residence. Approved building plans are available for separate purchase, presenting a rare opportunity to bypass the lengthy planning and permitting process and begin construction almost immediately.

61 4th ST S, Naples

$2,995,000
3 Beds 3 Baths 226014803 MLS
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 cruising—right from your doorstep. Inside, the home showcases a fresh coastal contemporary design with thoughtful updates throughout, creating a light, inviting atmosphere. Step outside to your private backyard retreat, where a desirable southern exposure fills the pool area with sunshine all day. The outdoor space has been beautifully enhanced with all new landscaping, stylish new Polywood furniture, a new pool umbrella, and new pool lighting, all complementing the recently repainted exterior. Entertain with ease in the covered lanai and built-in outdoor kitchen, or enjoy the expansive side yard featuring a generous grassy dog run—ideal for pet lovers. The well-designed floor plan offers both a living room and a separate family room, a spacious primary suite, skylights for added natural light, and a large U-shaped kitchen that seamlessly connects the dining and family areas. Built with quality in mind, the home features durable cement siding and remained high and dry with no water intrusion during recent hurricanes—offering true peace of mind. Additional highlights include a circular driveway for ample front parking and a detached oversized one-car garage with convenient alley access. This is a rare opportunity to own an adorable, move-in-ready home in one of Naples’ most sought-after neighborhoods—don’t miss it.

740 5th AVE N, Naples

$2,980,000
2 Beds 2 Baths 224018674 MLS The Cayden Olde Naples BLDG.
NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches.This expansive 2-bedroom, 2-bathroom residence defines elevated living. Unit 303 features a thoughtfully designed open layout, a private one-car garage, and a generous balcony that overlooks the oversized rooftop pool, offering stunning views of downtown Naples. The Cayden offers more than just beautifully crafted homes—it elevates everyday living with exceptional amenities, including a dog run, fitness center, community room, and a secure mailroom. For those seeking a truly personalized touch, this property presents a rare opportunity to work directly with builders to customize the interior features and reflect your unique style.

180 9th ST S Unit 303, Naples

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