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660 8th Avenue S, Naples
$2,750,000
5 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
Classic Olde Naples Cottage: Three blocks from Fifth Avenue South and six from the Gulf beaches, this renovated five-bedroom, four-bath home sits directly across from Cambier Park. Set back from the road behind lush tropical landscaping, the home is a private and timeless retreat, yet shops, restaurants, and the beach are an easy walk. Wraparound covered porches, crisp white trim, and Bermuda-inspired details give the exterior a relaxed coastal charm. Inside, a gracious open floor plan has vaulted tongue-and-groove ceilings, Dade County pine floors, and beadboard details adding warmth and light. Outside, you'll find a heated pool, multiple lounge areas, and a deep lawn. Carefully restored, expanded, and elevated, the home won the national top prize in Better Homes & Gardens' 1992 Home Improvement Contest. A new metal roof and main air-conditioning system were installed in 2025. A walk-up attic provides flexible space for a office, game room, or art studio. Impeccably maintained, with an excellent rental history, this is a rare Olde Naples find.

660 8th Avenue S, Naples

1011 6th Street S, Naples
$5,450,000
4 Beds ⋅ 6 Baths ⋅ Olde Naples SubDv.
Olde Naples corner-lot estate pairs ultra-luxury design with elite walkability. Dramatic 20ft great room features floor-to-ceiling glass & crystal sphere chandelier. Light-washed oak floors flow into a culinary kitchen with professional gas range & artisan blue beaded statement chandelier. Main-floor primary sanctuary offers direct courtyard access, glass sitting lounge & spa bath with freestanding soaking tub. Upstairs, a sunlit mezzanine loft study overlooks the great room, plus 2 en-suite guest suites and a covered veranda. Detached private guest house with separate entry provides an exclusive retreat or studio. Private tropical courtyard rivals elite resorts, showcasing a pool with cobalt-blue tile spa, triple waterfall wall & loggia with summer kitchen & gas fireplace. Unrivaled walkable lifestyle: 6 blocks to pristine white-sand Gulf beaches, 5 blocks to elite dining/boutiques on 3rd St S & 5 blocks to world-class 5th Ave S shopping.

1011 6th Street S, Naples

131 3rd Street N, Naples
$6,500,000
5 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
This home feels like a big hug! Just the right amount of indoor and outdoor living. Very private with Clusia and Podocarpus hedges surrounding the property for maximum privacy. A perfect retreat for individuals, family and friends. As you enter the home you are greeted by white washed wood flooring, open Great Room with volume ceilings that lead to a custom Cupola that reaches 26', to add light and architectural detail. Dining space that can easily seat 10-12 people, and bar area with a beverage refrigerator and wine/glass storage. The cook's kitchen features a large island (seating 6), ample storage and gas cooktop. Six sets of French doors open to the outdoor living areas, including a living/kitchen space with a gas grill and fireplace, along with a large covered lanai for entertaining and alfresco dining. The saltwater pool includes a spa and sun shelf. Primary suite has a spa like bath and two walk-in closets. From the bed and sitting area there are lovely views of the gardens and pool. This residence is situated on one of Old Naples most coveted and beautiful streets. There is a large side yard on the south side of the home perfect for outdoor games, reading, dogs, kids and/or grandkids. A quick walk to the beach, Fifth Avenue dining and shopping, NCH and so much more. The garage is situated off the alley with additional parking, along with a circular drive off of 3rd Street.

131 3rd Street N, Naples

155 20th Avenue S, Naples
$6,150,000
5 Beds ⋅ 5 Baths ⋅ Olde Naples SubDv.
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 Third Street shopping/dining, this home is an ideal location for beach lovers and metropolitans who value their privacy. Unwind on the spacious, covered outdoor living area, or in the pool and spa at the end of a long day. The spacious master bedroom with dual walk-in closets is located next to the office. With a layout that lends itself to convenient living and spacious suites for guests, this home is perfect for any type of entertaining. Converted to Natural Gas in 2021 and re-roofed in 2024, this home has the convenience and peace of mind actions taken that one looks for in an Old Naples home. A rare opportunity to enjoy one of the most coveted locations in the nation.

155 20th Avenue S, Naples

128 1ST Avenue S, Naples
$12,300,000
5 Beds ⋅ 7 Baths ⋅ Olde Naples SubDv.
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) bathrooms, and multiple living areas including an upstairs loft complete with its own kitchen. The Butler's pantry complements the chef's kitchen featuring high-end appliances, including a gas cooktop and large island. With an open floor plan and a spa-like master suite, this home is designed for comfort and elegance. The outdoor kitchen, expansive outdoor living area, and resort-style pool with a spa offer an ideal setting for lavish entertaining. Waterside Builders, Falcon Design and DLY Design have come together to construct a showstopping masterpiece. Ideally located in the 100 Block of Olde Naples within walking and biking distance of downtown, 5th Avenue South's, and 3rd Street South's, fine dining, world-class, shopping entertainment, and white sand beaches.

128 1ST Avenue S, Naples

544 13th Avenue S, Naples
$10,750,000
5 Beds ⋅ 7 Baths ⋅ Olde Naples SubDv.
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 sense of presence and sophistication. Designed by Falcon Design, crafted by Waterside Builders, and finished by Dianna Horsley Design, this residence offers 6,760 sq. ft. under roof and 5,436 sq. ft. under air, delivering a flawless blend of architectural excellence and refined livability. The thoughtful layout provides two main-level bedrooms, including a serene primary suite with spa-quality finishes, and a second bedroom that functions beautifully as a guest suite or dedicated office. Inside, clean lines, designer lighting, and expansive windows fill the home with natural light. The gourmet kitchen is equipped with custom cabinetry, a large center island, top-tier appliances, and a discreet service kitchen ideal for hosting and catered events. The great room opens seamlessly to the outdoors through full-height sliders, creating effortless indoor–outdoor living. The outdoor environment is truly resort-caliber, featuring a stunning pool with sun shelf, expansive decking, integrated seating areas, and a fully equipped summer kitchen — all framed by lush tropical landscaping for beauty and privacy. Upstairs, a private guest suite with a balcony and kitchenette offers exceptional comfort for visitors. A spacious bonus room provides endless flexibility — perfect for a media lounge, gym, bunkroom, or additional bedroom. The second-floor serving bar opens to a large covered balcony overlooking the pool, creating an elevated entertaining space ideal for sunset gatherings. Additional features include a three-car garage, full smart-home integration, a whole-house generator, custom millwork, and a 10-foot elevated front elevation for enhanced peace of mind. Positioned just steps from Historic 3rd Street South, Fifth Avenue South, and the Gulf of America, this residence delivers the ultimate blend of craftsmanship, convenience, and the signature lifestyle that makes Old Naples so sought-after. A brand-new, move-in-ready masterpiece — now complete and ready to be enjoyed!

544 13th Avenue S, Naples

625 5TH Avenue S Unit 302, Naples
$2,075,000
3 Beds ⋅ 3 Baths ⋅ Olde Naples SubDv.
Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesigned three bedroom, two and one half bath penthouse residence. Soaring ceilings, gorgeous hardwood floors, solid core interior doors, exquisite millwork, and refined architectural details throughout. Master suite oasis serves as a private sanctuary, complete with a custom-designed walk-in closet and a spa-inspired bath featuring a deep soaking tub, oversized walk-in shower, dual vanities, and separate water closet. A true chef’s eat-in kitchen replete with stainless steel appliances, carrara marble countertops, white shaker cabinetry plus breakfast area. Spacious living area with gorgeous fireplace and wall of glass opening out to lanai seamlessly blending indoor/outdoor living. 2 spacious guest bedrooms, hall bathroom plus spacious laundry room. Large home office/media room with double glass doors is ideal for today’s work from home lifestyle. Offering the exclusivity of only 2 residences within the building and no adjoining walls, the home provides an extraordinary level of privacy. Several outdoor living spaces invite you to enjoy the Naples lifestyle, including a generous screened terrace with desirable southern exposure and captivating views. Recent upgrades include impact-resistant windows and doors, storm protection, additional storage, a secure private elevator with coded access, and an assigned garage space. Residents also enjoy access to a community pool. Surrounded by Naples' finest restaurants, boutique shopping, galleries, and entertainment venues, and within walking distance of the white-sand beaches of the Gulf, this remarkable penthouse embodies the very best of luxury downtown living. Easy access to both Naples and Fort Myers airports. A truly exceptional residence.

625 5TH Avenue S Unit 302, Naples

201 8th Street S Unit #104, Naples
$2,245,000
3 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
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 the energy of downtown living. Offered fully furnished and move-in ready, this first-floor unit exemplifies sophisticated coastal elegance. The gourmet kitchen, designed with the culinary enthusiast in mind, features top-of-the-line appliances, exquisite finishes, and a seamless flow into the spacious living and dining areas—perfect for both everyday living and entertaining. This thoughtfully designed residence also includes a private elevator, dual-level entry access, and a private storage unit, providing both convenience and exclusivity. Residents of The Mark on 8th enjoy an impressive array of resort-style amenities, including a state-of-the-art fitness center, sauna, second-floor pool and spa, and an on-site golf simulator. Attached two designated parking places add ease, while outdoor grilling areas and a poolside fire pit create an inviting setting to relax and unwind. Combining luxury, location, and lifestyle, this residence offers a rare opportunity to experience the very best of Naples living.

201 8th Street S Unit #104, Naples

1135 7th Street S, Naples
$2,700,000
3 Beds ⋅ 3 Baths ⋅ Olde Naples SubDv.
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 Street S, Naples

20 14th Avenue S, Naples
$62,500,000
Olde Naples SubDv.
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 in both directions. Watch glorious sunsets that seem exclusive to Naples, Florida. With an average winter temperature in the low 70s, it is near perfect. The number one destination in the US. You have found the ultimate jewel; the only remaining entire city block on the beach. Nearly 3 acres on the Paradise Coast. This property has been maintained by the owner organically without pesticides for decades. Located a short 3 minute stroll to the world class shopping and restaurants of the historic 3rd Street South, a property like this comes only once in a lifetime; a unicorn. An incredible opportunity!

20 14th Avenue S, Naples

493 8th Avenue S, Naples
$8,500,000
4 Beds ⋅ 6 Baths ⋅ Olde Naples SubDv.
Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remarkable residence presents a rare opportunity to own a true masterpiece in one of Naples’ most coveted locations. Ideally positioned just minutes from the world-class dining and shopping of 5th Avenue South and 3rd StreetSouth, as well as Naples’ iconic beaches, this 4-bedroom + den, 5.5-bath home offers the perfect blend of luxury, comfort, and convenience—complemented by tranquil lake views from the 2nd floor and lush tropical landscaping. Wide-plank European oak floors and tongue-and-groove ceilings set a sophisticated tone, while the expansive great room flows seamlessly into a stunning gourmet kitchen featuring a quartz-clad center island, sleek two-tone cabinetry, and a full suite of premium Thermador appliances—ideal for both everyday living and elegant entertaining. Sliding glass doors lead to your private outdoor sanctuary, complete with a resort-style saltwater pool and spa, custom summer kitchen, and a spacious covered lanai—perfect for seamless indoor-outdoor living. The first-floor primary suite is a luxurious retreat with direct pool access and a spa-inspired bath featuring a soaking tub, oversized walk-in shower, and dual vanities. Upstairs, three ensuite guest bedrooms—including a VIP second master—are accessible via stairs or a private elevator. A bonus living room with wet bar, scenic balcony, and captivating lake views provides a relaxed space to unwind or entertain. Additional highlights include dual laundry rooms, a 3-car garage, tankless water heater, whole-house generator, and propane tank.

493 8th Avenue S, Naples

61 12th Avenue S, Naples
$5,750,000
4 Beds ⋅ 5 Baths ⋅ Olde Naples SubDv.
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 Avenue S, Naples

375 5th Avenue S Unit 302, Naples
$2,250,000
2 Beds ⋅ 2 Baths ⋅ Olde Naples SubDv.
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 Avenue S Unit 302, Naples

356 11th Avenue S, Naples
$5,850,000
4 Beds ⋅ 3 Baths ⋅ Olde Naples SubDv.
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 Avenue S, Naples

187 10th Avenue S, Naples
$15,100,000
6 Beds ⋅ 8 Baths ⋅ Olde Naples SubDv.
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 and grandfathered features. This stunning property includes: Main House: 5 bedrooms + den, 5 full baths and 1 half bath, Media room, 2 laundry rooms, Mudroom, Fireplace, Wine storage, Generator, Expansive second-floor terrace. Outdoor Living Area: Spacious living and dining areas, Outdoor kitchen and bar, Pool and spa, Fireplace and outdoor shower. Guest House: 1 bedroom, 1 bath, full Kitchen and living room. Cabana: A versatile space located above the 2-car garage. The property offers a total of 3 garage spaces and has been masterfully designed by MHK Architecture, built by Waterside Builders, with interior design by L Design. Perfectly situated, this home is just 3 blocks from the 3rd Street South shopping and dining district and 6 blocks from 5th Avenue South. This is a rare opportunity to own an irreplaceable gem in one of the most coveted locations in Naples. Don’t miss your chance to experience luxury living at its finest!

187 10th Avenue S, Naples

239 1st Avenue S, Naples
$6,100,000
3 Beds ⋅ 3 Baths ⋅ Olde Naples SubDv.
An exceptional opportunity in the heart of Old Naples, just two blocks from the Gulf's white-sand beaches and four blocks from the shopping, dining, and charm of Fifth Avenue South. Set on a well-proportioned homesite with convenient rear alley access, this property is being offered at land value, presenting a rare opportunity to renovate, reimagine, or build a custom estate. While an existing residence occupies the site, the true value lies in the location, flexibility, and future potential of the property. The generous building envelope provides exceptional flexibility for future construction, with more favorable setbacks than the nearby corner lot sale, allowing for a larger potential footprint. Located within the desirable X500 flood zone, flood insurance is not currently required, and the home has never experienced flooding. Whether creating a new estate residence or exploring the possibilities of the existing structure, this is a rare opportunity to secure a premier homesite just moments from the beach and Fifth Avenue South. Additional improvements include a roof replacement in 2024 and an air-conditioning system installed in 2019. A survey is available upon request.

239 1st Avenue S, Naples

725 Central Avenue, Naples
$1,885,000
3 Beds ⋅ 2 Baths ⋅ Olde Naples SubDv.
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 Avenue, Naples

477 3rd Avenue S Unit 2, Naples
$3,975,000
3 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
Welcome to the unparalleled Beach Bungalows of Naples, where Town & Beach are less than a five-minute stroll and the ease of maintenance-free condominium living seamlessly blends with the privacy of a single-family home. Nestled on a picturesque tree-lined street, just four blocks from the sugar-sand Gulf beach and two blocks from vibrant Fifth Avenue, this charming Olde Naples retreat is your perfect haven. Timeless furnishings evoke a casual sophistication, inviting you to savor the Naples lifestyle. Recently refreshed with interior painting and thoughtful renovations, including a remodeled gourmet kitchen, a stylish new bar with wine cooler and sleek floating cabinetry, this home exudes modern comfort. The private main suite offers a spa-inspired escape, while guests relax on their private floor, complete with two en-suite bedrooms. Entertain effortlessly as the great room flows into a serene courtyard through disappearing glass doors, where you’ll relish evenings by the outdoor fireplace, heated pool and built-in grill. Plus, a private carport and air-conditioned garage with loft add ultimate convenience. An opportunity such as this is rare; a chance to secure an exceptional property in one of Naples' most coveted neighborhoods.

477 3rd Avenue S Unit 2, Naples

416 3rd Avenue N, Naples
$3,600,000
4 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
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 the new Four Seasons Naples Beach Resort, this private coastal residence presents an exceptional opportunity in an irreplaceable setting. On a desirable 0.23-acre corner homesite in the sought-after X Flood Zone, the property enjoys preferred southern and western exposure and is beautifully enveloped by mature landscaping, offering a rare sense of privacy in the heart of downtown. Influenced by mid-century architectural design, this four-bedroom residence, complemented by an office and an open loft, features a thoughtfully conceived floor plan within a generous two-story interior, creating an inviting backdrop for refined entertaining and future customization. Soaring ceilings and an open-concept living environment seamlessly connect the great room, kitchen and dining areas, all oriented toward a sun-filled outdoor oasis with an inviting swimming pool, classic paver decking, and a tranquil, landscaped backyard retreat, ideal for relaxed coastal living. Discreetly serviced by a two-car garage accessed via a private rear alley, the home’s elegant street presence is preserved, enhanced by a circular drive and curb appeal. For added peace of mind, the home is concrete block construction with steel roof trusses and situated in X-zone location. Set along one of Old Naples picturesque mahogany tree-lined streets, this exceptional offering blends timeless character, a premier location and limitless potential. Ideally just moments from the beach and world-class dining, refined boutiques, renowned galleries, theatres and vibrant coastal lifestyle that defines downtown Naples.

416 3rd Avenue N, Naples

575 13th Avenue S, Naples
$9,750,000
5 Beds ⋅ 6 Baths ⋅ Olde Naples SubDv.
Steps from Third Street South. Moments from the Gulf. Built without compromise. This just-completed Olde Naples estate represents the full expression of what Naples luxury living can be — a collaboration between Kukk Architecture, T. Jerulle Construction, Freestyle Interiors, and Scott Wyndham Landscape Architecture, assembled with the singular intention of building something that endures. Spanning over 6,700 total square feet, the residence offers five private ensuite bedrooms, a dedicated office, private elevator, and a 3–6 car garage with lift capability. It is designed equally for grand entertaining and effortless daily living — and it does both without compromise. Inside, the architecture announces itself immediately. Stained oak beams anchor the great room and primary suite. Wide-plank wood floors with Francois & Co. herringbone inlays introduce warmth and movement. Custom beam detailing carries through the guest spaces. Designer lighting from Visual Comfort and Palecek layers the ambiance throughout. The kitchen is a showpiece in the truest sense — custom Goguen cabinetry, Cristallo quartzite surfaces, a Franke sink with Waterstone fixtures, and a complete Wolf, Sub-Zero, and Fisher & Paykel appliance suite. The dining room — appointed with Ruffino cabinetry, backlit Cristallo, and Sub-Zero wine storage — sets a stage worthy of the occasion. A fully equipped party pantry ensures seamless hosting at any scale. The primary suite offers genuine sanctuary. A spa-inspired bath appointed with Kallista fixtures. Generous walk-in closets. Lanai access. Detailed ceilings. The kind of space that makes the rest of the world feel very far away. Outside, the lanai is a private resort. Custom fireplace. Summer kitchen. Resort-style pool. Dining and lounge spaces that flow as naturally as the interior. The lush tropical setting — designed by Scott Wyndham — frames it all in refined coastal palette of sandy neutrals, soft grays, and tranquil blues. This is a never-lived-in, just-completed home in one of Naples' most coveted addresses — steps from the finest dining and boutiques on Third Street South, moments from the white-sand Gulf beaches. It is priced to sell and ready to be lived in today.

575 13th Avenue S, Naples

25 2nd Avenue S, Naples
$13,000,000
3 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
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 a spacious multiple level floor plan, convenient two car direct access garage, a private 3-floor elevator, and abundant storage. The primary living suites stretch majestically along the shoreline, capturing mesmerizing, unobstructed views of the Gulf, its crystalline coastline, and beautiful sunsets in the evening. Designed for relaxed coastal living and effortless entertaining, the open kitchen flows seamlessly into the great room where floor-to-ceiling sliding glass doors dissolve the boundary between indoors and out, opening to a covered balcony overlooking the beach. Hosting family and friends is a pleasure with well-appointed en suite guest bedrooms and endless outdoor activities at the beach or pool or on the expansive lawn. After a day at the sandy beach, rinse off and enjoy a refreshing dip in the pool before retreating to the comfort of the primary suites inside this lovely home. Perfectly positioned to offer both privacy and convenience, the residence is just moments from Naples’ renowned shopping and fine dining on 5th Avenue, allowing you to enjoy the best of coastal living without the compromise of walkability. This ideal beachfront home presents endless opportunities for personalized, easy living. It is truly a rare offering, and it is a once in a lifetime chance to own the sunset!

25 2nd Avenue S, Naples

26 2nd Avenue S, Naples
$27,000,000
4 Beds ⋅ 7 Baths ⋅ Olde Naples SubDv.
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 architecturally significant estate built by D. Garrett Construction offers a unique opportunity to own an estate of this scale, design and quality without enduring a several-year construction timeline. Decorator-ready interiors provide an exceptional canvas for personalization. Concrete construction on all levels and a private elevator servicing every floor, including the massive 5,000-plus-square-foot rooftop deck with 180-degree panoramic beach views, an extremely rare amenity, provides a one-of-a-kind beachfront experience. Two covered Gulf-front terraces, pool and spa, outdoor shower, fully fenced grounds, whole-house water filtration, generator, electric screens and shutters, and garage parking for six or more vehicles complete this unmatched offering, just three blocks from iconic Fifth Avenue South.

26 2nd Avenue S, Naples

1230 Gulf Shore Boulevard S, Naples
$7,000,000
5 Beds ⋅ 6 Baths ⋅ Olde Naples SubDv.
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 over 4,450 square feet of air-conditioned living, the home features five bedrooms, an upper-level lounge with dry bar, temperature-controlled wine room, and three-car garage. Refined interiors showcase wide-plank oak flooring, Ruffino cabinetry, Taj Mahal quartzite surfaces, Sub-Zero/Wolf appliances, elevator, and Control 4 home automation with integrated sound and security. The outdoor living experience is equally impressive with a heated pool accented by water bowls, full summer kitchen, automatic screens and shutters, and lush tropical landscaping for privacy. Built of solid concrete construction and elevated at 12 feet, the home sustained no flood damage in recent storm events, ensuring peace of mind. Furnishings are available and this exceptional property represents one of the most desirable opportunities in the heart of Old Naples.

1230 Gulf Shore Boulevard S, Naples

367 5th Avenue N, Naples
$4,695,000
4 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
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. The property sits on a 14,000+ square foot corner lot with lush landscaping, offering privacy and a perfect blend of luxury, convenience, and coastal elegance. Recently remodeled between 2021- 2023, the home showcases top-tier finishes on par with brand-new construction built in 2022. The front elevation was expanded to include a new metal raised single-seam roof, an open 2-story foyer, glass double doors, and an elevator area. Inside, you will find European French white oak engineered hardwood flooring, soaring ceilings from 12 to 18 feet high, and IMPACT windows throughout. The chef’s kitchen is equipped with white shaker cabinetry, an oversized island with black accent cabinetry towards the dining room and luxurious quartz countertops with a waterfall edge, complemented by DACOR 6 burner 2 oven gas cooktop, VIKING microwave/convection oven, and a SUBZERO side-by-side refrigerator. The spacious home includes a music room, large den, open loft space, and an expanded laundry/butler’s pantry. The owner’s suite occupies its own private wing with a large walk-in closet, extra built-in doored storage & closet system, a bedroom with walls of windows and sliders leading to the private pool and spa. The spa-like bathroom featuring a walk-through shower with multiple shower heads, dual vanities, and a private water closet. Upstairs, the home offers three large guest suites, each with ample closet space, natural light, and balcony access from two of the suites. The exterior features the most thoughtfully mature plantings, trees and flower beds, Bahama shutter accents, LED landscape lighting, and a handcrafted shell-stone driveway and walkway. The covered lanai has new electric rolling “sun and storm” screens, and the pool and spa area are enclosed for added protection. All of this sits just three blocks from the beach, the new Four Seasons, NCH, and all the amenities of Olde Naples. Positioned on a quiet street with no thru traffic, this home is the ideal mix of modern design, top-of-the-line finishes, and the privacy and convenience you have been looking for. WITH NO hurricane damage at all, this home is ready for its next lucky owner.

367 5th Avenue N, Naples

225 4th Avenue N, Naples
$24,400,000
6 Beds ⋅ 8 Baths ⋅ Olde Naples SubDv.
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 from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and 1 half bathroom, a loft with wet bar, and two outdoor living areas comprised of a main house, detached guest house and an approximately 15,000 Sq. Ft. 3rd lot offering unequaled privacy. The gourmet kitchen offers numerous top-tier features including two-tone Ruffino custom cabinetry, quartz counters, a sprawling pantry, and Sub-Zero / Wolf appliances. The exterior living environs leave nothing to be desired and include a gas fire pit, sprawling wood deck, pool with sun shelf, bocce ball court, outdoor kitchen, and multiple uncovered/covered congregating spaces. Located off of the western portion of the parcel, a detached guest house offers 1 ensuite bedroom and fitness room. Additional features include Savant Smart Home Technology System, lift and slide doors, three sets of washer/dryers, 2 outdoor summer kitchens, 2 two-car climate-controlled garages off of the alley, wine room, full-house generator, conveniently close to the new Four Seasons and so much more.

225 4th Avenue N, Naples

756 8th Avenue S, Naples
$2,750,000
4 Beds ⋅ 3 Baths ⋅ Olde Naples SubDv.
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 Avenue S, Naples

190 7TH Avenue N, Naples
$17,300,000
5 Beds ⋅ 7 Baths ⋅ Olde Naples SubDv.
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 four houses from the beach and the luxurious new Four Seasons Beach Resort, this property offers an unparalleled coastal lifestyle. Crafted by the esteemed Limitless Development and T Jerulle Construction, with stunning interiors by Knot and Tide, this residence is being offered with custom furnishings, and promises high-end finishes and top-of-the-line appliances throughout. The renowned custom floor plan, designed by MHK Architecture, maximizes both style and functionality, ensuring that every detail caters to modern living. Perfectly positioned, this home is not just about proximity to the beach; it's also within biking distance to the vibrant downtown areas of 5th Avenue South and 3rd Street South. Enjoy fine dining, world-class shopping, and a plethora of entertainment options, all while being surrounded by the beauty of white sand beaches. Don’t miss the opportunity to own a piece of paradise in Olde Naples. Your dream home awaits! Floor plans are available in the supplements for your review.

190 7TH Avenue N, Naples

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