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26 2nd AVE S, Naples
$27,000,000
4 Beds ⋅ 6.5 Baths ⋅ 225085203 MLS
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 AVE S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Shore Line Realty & Associates.

201 8th ST S Unit 308, Naples
$1,800,000
2 Beds ⋅ 2.5 Baths ⋅ 226000103 MLS ⋅ 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

Courtesy of John R Wood Properties. 239-218-7164

Selling Office: Premier Sotheby's Int'l Realty.

225 4th AVE N, Naples
$24,400,000
6 Beds ⋅ 7.5 Baths ⋅ 226000030 MLS
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 AVE N, Naples

Courtesy of John R Wood Properties. 239-777-6622

Selling Office: The Agency Naples.

777 Broad CT S, Naples
$7,400,000
5 Beds ⋅ 5.5 Baths ⋅ 225080227 MLS
Exceptional new construction single-family home in Old Naples. 5,000 square feet of open-floor-plan living space. 5 bedrooms and 6 bathrooms. Walk or bike to the new Four Seasons Resort and restaurants. Sophisticated finishes throughout the home. Floor-to-ceiling windows and sliding doors at the great room open out to a covered patio, outdoor kitchen, and backyard lawn with a pool, spa, and fire table for effortless indoor/outdoor living. The ground floor includes an oversized master suite & sitting room with a spacious, sun-filled bathroom and two enormous walk-in closets. A guest bedroom with an en-suite bath is also located on the 1st floor. The kitchen is equipped with custom cabinetry, Wolf/Subzero appliances, two dishwashers and an island with seating for five. A walk-in pantry includes a wine cooler, pull-out refrigeration drawers, and open shelving. The 2nd floor has 3 additional large bedrooms with en-suite bathrooms and walk-in closets. All of the 2nd floor bedrooms open out to balconies for fresh air breezes and a seamless transition to an outdoor living experience. A large 2nd floor loft area also opens out to a sunning balcony overlooking the pool for a relaxing environment. The home has two laundry rooms, one up, one down, for ease of daily living. The 2nd floor also includes a morning bar with a sink and refrigeration drawers. A Control4 smart-home lighting system with audio/video is installed throughout the home along with a multiple camera security system. All systems can be run via a smartphone or iPad. Motorized roll-down screens and hurricane shutters at the outdoor patio. Anderson Windows and sliding doors are prewired for automated shades. Toto #700 series electronic toilets in all bathrooms. A 48kW Generac generator powered by natural gas is housed on a roof pad to run the entire home in the event of a power outage. Natural gas also fuels the Wolf six-burner range, an outdoor built-in grill, two fireplaces, tankless water heater, heated saltwater pool & spa, and an outdoor fire table. Three air-conditioning zones for maximum comfort control with linear vents for a sleek aesthetic appearance and optimal air distribution. Flood insurance is not required for this property (located in an X zone with a slab at over 11’ NAVD). For a quiet, serene outdoor environment, the home is not located in the Naples Airport landing and take-off flight paths. Designed by MHK Architecture, built by Lotus Construction, with interiors by Freestyle Interiors.

777 Broad CT S, Naples

Courtesy of William Raveis Real Estate.

Selling Office: William Raveis Real Estate.

245 5th ST N, Naples
$2,500,000
225081363 MLS
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

Courtesy of Coldwell Banker Realty.

Selling Office: Realty One Group MVP.

732 7th AVE N, Naples
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 225080665 MLS
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

Courtesy of Perrett Kennedy LLC.

Selling Office: Perrett Kennedy LLC.

544 13th AVE S, Naples
$10,750,000
5 Beds ⋅ 6.5 Baths ⋅ 225081393 MLS
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 AVE S, Naples

Courtesy of Waterfront Realty Group Inc.

Selling Office: Gulf Coast International Prop.

745 12th AVE S Unit 103, 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

Courtesy of Harbour Point Real Estate Inc..

642 Bougainvillea RD, Naples
$5,000,000
4 Beds ⋅ 3.5 Baths ⋅ 225074461 MLS
Positioned in one of Naples desired downtown neighborhoods, this beautifully appointed residence exudes timeless sophistication and ideal location, just a short stroll to the beach and the shimmering waters of the Gulf of Mexico. Designed for both comfort and style, this coastal-inspired home showcases a desirable split floor plan. An inviting front porch offers a tranquil and quiet setting to enjoy morning coffee and gather with neighbors and friends. The double-door entry welcomes you into an open foyer and elegant living room with soaring ceilings and a cozy fireplace. The gourmet kitchen, complete with a walk-in pantry and a casual morning room, leads to the formal dining area, creating a seamless flow for entertaining. An elegant primary suite featuring dual walk-in closets, a light-filled spa-like bath and private backyard access. Three spacious guest bedrooms, a private study, and three full and one-half baths provide ample space for family and guests. Expansive glass doors reveal a serene backyard retreat surrounded by lush tropical landscaping and covered lanai. The heated saltwater pool, with sun shelf and spa, complements the outdoor grilling station, offering a setting for relaxed afternoons or evening gatherings beneath Naples’ golden sunsets. Set on a meticulously landscaped 0.30-acre homesite with a side-load two-car garage, this residence blends privacy, elegance and convenience. Its premier location places you within a short distance of the new Four Seasons Naples Resort and just moments from fine dining, boutiques, galleries and theatres of downtown Naples. A rare opportunity to enjoy the best of luxury coastal living in Old Naples.

642 Bougainvillea RD, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: John R Wood Properties.

1230 Gulf Shore BLVD S, Naples
$7,000,000
5 Beds ⋅ 5.5 Baths ⋅ 225079910 MLS
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 BLVD S, Naples

Courtesy of William Raveis Real Estate.

Selling Office: John R Wood Properties.

575 13th AVE S, Naples
$9,750,000
5 Beds ⋅ 5.5 Baths ⋅ 225079204 MLS
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 AVE S, Naples

Courtesy of Compass Florida LLC. 239-370-0013

Selling Office: William Raveis Real Estate.

550 4th AVE N, Naples
$7,495,000
5 Beds ⋅ 7.5 Baths ⋅ 225078798 MLS
Just blocks from Naples’ famous sugar sand beaches and the charm of downtown, this elegant Olde Naples residence sits on an oversized southern exposure corner lot within the highly desirable X500 flood zone. This custom home combines timeless design, modern craftsmanship, and a premier location to deliver an exceptional living experience. The five bedroom, seven and a half bath residence features a climate controlled four car garage with alley access, a circle driveway, mature manicured landscaping, and an oversized front porch with two charming porch swings that create a warm and welcoming sense of arrival. Inside, the light filled foyer opens to a spacious great room with custom built-in cabinetry and expansive glass doors leading to the covered lanai. The outdoor living space is ideal for entertaining year round, with a gas fireplace, outdoor kitchen, and a heated pool with sun shelf surrounded by lush tropical landscaping, elegant landscape lighting, and a rarely available large fenced in artificial grass yard perfect for outdoor activities many can only dream of in Old Naples. At the heart of the home, the gourmet kitchen impresses with a large center island, paneled Sub-Zero refrigerator and freezer, Wolf gas cooktop, double wall ovens, wine chiller, beverage center, and walk-in pantry. A custom breakfast banquette and formal dining room framed by French doors create a seamless indoor outdoor flow, perfect for gatherings of any size. The first floor primary suite is a private retreat offering two walk-in closets, a morning bar, and a spa inspired bath with dual vanities, a soaking tub, and a glass enclosed shower with bench seating and multiple shower heads. Four additional ensuite bedrooms provide comfort and privacy, including a separate guest casita with private entrance, kitchenette, and custom seating area. Additional features include a study, a flex or exercise room with wet bar, a loft, and a laundry room with built-in cabinetry, sink, and dual stacked washer dryer sets. The elevated homesite provides a rare combination of a large yard and resort style pool, a unique feature in Olde Naples. Designer finishes throughout include wide plank wood flooring, custom millwork, detailed ceilings, plantation shutters, and abundant storage. This remarkable home offers the best of Naples living, style, sophistication, and location. A sanctuary of elegance, innovation, and effortless luxury designed for those who seek the extraordinary. A must see!

550 4th AVE N, Naples

Courtesy of William Raveis Real Estate.

Selling Office: William Raveis Real Estate.

730 9th AVE S, Naples
$8,050,000
5 Beds ⋅ 6.5 Baths ⋅ 225079530 MLS
Embodying timeless coastal elegance, Seaglass Cottage emerges as an architectural masterpiece in the heart of Old Naples, a short distance from paradise, just seven blocks to the pristine Gulf Shores, four blocks to the vibrant shopping and dining on 5th Avenue and 3rd Street, epitomizing the pinnacle of Old Naples lifestyle. Celebrated as Home & Design Magazine's Signature Home of the Year and masterfully designed by MHK Architecture, this residence, completed in 2017 features a convenient first-floor main suite plus four additional en suites, totaling 6 1/2 baths. Desirable southern exposure for ultimate refined living. The chef-inspired kitchen boasts premium finishes such as Cristallo quartzite countertops, Ruffino cabinetry and top-tier Sub-Zero/Wolf appliances. As one of the select homes in Old Naples, upgraded from a traditional propane tank to continuous natural gas service. The outdoor oasis rivals a luxury resort, complete with a saltwater pool featuring a sun shelf, spa and waterfall, alongside an outdoor kitchen and fireplace.

730 9th AVE S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

780 5th AVE S Unit 305, Naples
$2,700,000
2 Beds ⋅ 2.5 Baths ⋅ 225078901 MLS ⋅ Olde Naples BLDG.
Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit features 2 spacious bedrooms and 2.5 baths, all of which have been thoughtfully redesigned for modern living. Wide plank hardwood floors flow seamlessly throughout, while the chef's kitchen showcases high-gloss white cabinets, brushed gold hardware, BOSCH appliances, and stunning quartz countertops. The den area includes a built-in bar and shiplap wall accents, and the private laundry area offers ample storage. The owner's suite impresses with French door entry, hardwood floors, balcony access, and an en-suite bathroom with a large walk-in shower and floating tub. The guest suite features an en-suite bath, closet, and balcony access overlooking Cambier Park. Additionally, the residence boasts a rooftop swimming pool for owners and a reserved garage space secured under the building, just seconds away from sandy beaches, restaurants, and shops. There is nothing this convenient in downtown Old Naples with all these features and amenities. The very best available!

780 5th AVE S Unit 305, Naples

Courtesy of John R Wood Properties. 239-595-0097

429 14th AVE S, Naples
$5,250,000
4 Beds ⋅ 5.5 Baths ⋅ 225071233 MLS
On one of Old Naples' most coveted streets, this timeless residence captures the essence of refined coastal living. Just one block from Third Street’s acclaimed shops and dining, four blocks to the Gulf, and two blocks to the Naples Yacht Club and Bay, the lifestyle here is unmatched. Elegant limestone-trimmed doorways, marble countertops and a warm, inviting ambiance set this home apart. The chef’s kitchen features Wolf and Sub-Zero appliances, complemented by a spacious butler’s pantry. A large living room welcomes gatherings, while the intimate den with a fireplace offers a cozy retreat. The private pool area is surrounded by lush tropical landscaping. Upstairs, two en-suite bedrooms and a loft create an ideal family haven, with an additional en-suite guest suite via a private staircase. A rare opportunity to own a home that radiates character, charm and effortless livability in the heart of Old Naples.

429 14th AVE S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

258 9th AVE S, Naples
$6,050,000
4 Beds ⋅ 4 Baths ⋅ 225078668 MLS
Situated in one of the most desirable locations in Olde Naples—perfectly positioned between 5th Avenue South and 3rd Street South—you’re just steps from world-class dining, shopping, entertainment, and only 10 doors from Naples’ white-sand Gulf beaches. This is truly the ultimate walkable lifestyle: no car needed. Stroll to the beach for nightly sunsets, enjoy coffee on 5th Avenue, or dine on 3rd Street—everything is within minutes. This charming property sits on an oversized .34-acre (100' x 150') lot, an extremely rare offering in the heart of downtown. Located on the quiet, low-traffic 9th Avenue South, the home also features a rear alley for convenient access and privacy. You are also within walking distance to iconic Cambier Park—home to tennis courts, art shows, concerts, and year-round community events. Built in 2000, this four-bedroom, four-bath residence offers approximately 3,600 square feet under air with an exceptional open floor plan. The expansive great room seamlessly integrates a large kitchen, formal dining space, breakfast area, and comfortable living room—all overlooking the impressive outdoor living space. The backyard features a massive pool and spa, surrounded by a spacious, landscaped yard ideal for family and friends. The home is constructed of solid concrete block and already has a brand-new roof, creating the perfect opportunity for someone to renovate and enjoy for many years to come. Importantly, the house and lanai have remained completely dry during all previous hurricanes—providing peace of mind and confidence in its elevation and structural integrity. Additional highlights include a horseshoe-shaped driveway for easy in-and-out access, southern exposure, and one of the last remaining opportunities to secure an oversized lot in the most prime section of Olde Naples.

258 9th AVE S, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Re/Max Alliance Group.

1135 7th ST S, Naples
$2,325,000
3 Beds ⋅ 3 Baths ⋅ 225077860 MLS
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

Courtesy of Keller Williams Elite Realty.

Selling Office: Compass Florida LLC.

234 Central AVE, Naples
$10,700,000
5 Beds ⋅ 6.5 Baths ⋅ 225077029 MLS
The timeless charm of an Old Florida cottage, but built solid for longevity, this 2014 Grand Bay home—designed by the acclaimed Weber Design Group—captures the essence of coastal living. Beautiful trim work, subtle contrasts, and a very comfortable layout create a home that feels freshly completed. That “new-home” feel is no illusion: concrete block construction, impact-resistant glass, a standing seam metal roof, and motorized rear shutters are all seamlessly integrated, while consistent, meticulous maintenance ensured enduring quality. Ideally situated just off Central Avenue in the very heart of Old Naples, on a full size 100 x 150 southern exposure site, this home is very conveniently located to the fine dining and shopping of 5th Avenue South, 3rd Street South, and just 2 blocks from the Gulf of America. Whether it’s shopping, dining, or sunsets on the beach, everything is within easy reach. With these attributes, the location remains serenely quiet, day and night. This is coastal living at its most refined: beautifully built, perfectly located, and designed for everyday elegance.

234 Central AVE, Naples

Courtesy of Gulf Coast International Prop.

Selling Office: Gulf Coast International Prop.

490 1st AVE S, Naples
$3,400,000
225076866 MLS
A rare opportunity in the heart of Old Naples. This premium .23-acre corner homesite sits at the sw corner of 1st Avenue South and 5th Street South, just 5 blocks from the beach and a short stroll to the world-class dining and boutique shopping of famed Fifth Avenue South. Located in sought after X500 flood plain, 490 1st Ave S offers long-term peace of mind, superior elevation, and build flexibility. No flood insurance required. Surrounded by mature banyan trees and lush palms, the property provides an inviting tropical landscape with excellent design potential. A private alley allows for rear-entry garage access, enhancing curb appeal while maximizing space for an impressive front façade and expansive outdoor living. Preliminary concept sketches by MHK Architecture illustrate a stunning 4,000+ sq ft custom home featuring 4 bedrooms, 4.5 baths, a private guest suite with elevator access, loft, additional laundry, spectacular pool, and oversized 2-car garage with alley access. Whether you envision timeless coastal architecture, West Indies charm, or a clean modern aesthetic, the design possibilities here are exceptional. Create your own piece of paradise in one of the most coveted walkable beach neighborhoods in Old Naples.

490 1st AVE S, Naples

Courtesy of John R Wood Properties.

Selling Office: Coldwell Banker Realty.

162 11th AVE S, Naples
$6,100,000
225076789 MLS
Prime Homesite in the Heart of Olde Naples with rear Alley Access – Steps from the Beach & Third Street South An extraordinary opportunity to build your dream home in one of the most coveted locations in all of Naples. This exceptional homesite on 11th Avenue South is ideally situated just one block from the sugar-sand beaches of the Gulf and one block from the world-class dining, galleries, and boutiques of Third Street South. Enjoy morning walks on the beach, sunset strolls to The Pier, and evenings exploring Naples’ most charming cafés—all just moments from your doorstep. This rare parcel offers the perfect canvas to create a bespoke coastal residence with room for a pool, outdoor living, and lush tropical landscaping. The quiet, tree-lined avenue captures the timeless charm of Olde Naples, while still placing you a short golf-cart ride from the excitement of Fifth Avenue South. Whether you envision a classic coastal cottage or a modern architectural masterpiece, this address represents the pinnacle of Naples living—where the beach, culture, and lifestyle converge in perfect harmony.

162 11th AVE S, Naples

Courtesy of William Raveis Real Estate.

Selling Office: Compass Florida LLC.

285 Central AVE, Naples
$17,950,000
5 Beds ⋅ 7.5 Baths ⋅ 225073939 MLS
Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor living, ideal for both relaxed family life and sophisticated entertaining. A chef’s kitchen equipped with premium appliances and a separate prep kitchen offers versatility for everyday meals or catered gatherings. The home features five bedrooms, five full baths, and three half baths, including two luxurious master suites, one on each level, providing privacy and flexibility for family and guests. Additional spaces include a club room, two laundry rooms, and thoughtfully designed living areas throughout. A three-car garage with alley access preserves the classic charm of the front facade while adding convenience. With white oak wood flooring, high-end finishes, a whole-house generator, and an unbeatable location in one of Naples’ most coveted neighborhoods, this property presents a rare opportunity to enjoy brand-new luxury living just moments from the Gulf of Mexico.

285 Central AVE, Naples

Courtesy of Waterfront Realty Group Inc.

478 1st AVE S, Naples
$3,650,000
5 Beds ⋅ 5 Baths ⋅ 225075743 MLS
The perfect coastal retreat just four blocks from the beach and moments from the charm of downtown 5th Avenue South. Perfectly situated in the heart of Olde Naples, this residence blends timeless design with modern sophistication, offering five bedrooms plus a den, five baths, and over 4,300 square feet of refined living space. Every detail has been thoughtfully curated, from the Andersen hurricane-impact windows and doors to the dual Trane HVAC systems and integrated smart-home features that bring both comfort and peace of mind. Step inside and you’ll immediately feel the craftsmanship that defines this home. The main level showcases striking Turkish marble with onyx inlay flooring, while the upper level features warm Brazilian mahogany underfoot. The gourmet kitchen is the centerpiece of the home, complete with custom cabinetry, chef worthy appliances, granite countertops, and a reverse osmosis system - an ideal space for both everyday living and entertaining. The open and inviting layout flows effortlessly into multiple gathering areas, creating a sense of ease and connection throughout. Upstairs, the private bedroom suites provide serene escapes, each designed with elevated finishes and spa-inspired bathrooms. A versatile first-floor den offers flexibility for a home office, reading nook, or guest retreat, while dual laundry rooms add convenience to daily living. Outside, the property continues to impress with its lush landscaping, sparkling pool, and private, fenced backyard - perfect for entertaining or enjoying quiet evenings under the stars. The home also offers dual street access from both the front and rear alley, and engineered blueprints are available for a future two-story garage with an upstairs cabana for added versatility. Positioned within the desirable Flood Zone X500, the property remained high and dry during recent storms, offering both security and peace of mind. With its close proximity to Naples’ sugar-sand beaches, fine dining, boutique shopping, and the cultural energy of 5th Avenue, this home delivers the quintessential Olde Naples lifestyle. Experience the rare blend of coastal charm, luxury finishes, and everyday livability - schedule your private showing today and step into the lifestyle you’ve been dreaming of.

478 1st AVE S, Naples

Courtesy of Alfred Robbins Realty Group. 239-287-2576

Selling Office: Premiere Plus Realty Company.

725 Central AVE, Naples
$1,885,000
3 Beds ⋅ 2 Baths ⋅ 225074413 MLS
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

Courtesy of Douglas Elliman Florida,LLC.

Selling Office: John R Wood Properties.

201 8th ST Unit 301, Naples
$2,500,000
3 Beds ⋅ 3.5 Baths ⋅ 225075574 MLS ⋅ 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

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Your Naples Realty LLC.

231 11th AVE S, Naples
$6,800,000
4 Beds ⋅ 5.5 Baths ⋅ 225075413 MLS
In the heart of Old Naples on sought-after 11th Avenue S, this delightful cottage-style residence designed by MHK offers the ultimate in coastal living. Just a short stroll from the white sandy beaches and the vibrant shops and dining of 3rd Street S, this home is ideally located to embrace the best of Naples. This beautiful home makes an instant first impression, going past its white picket fence onto the charming covered porch framed by vibrant bougainvillea. Inside, the desirable large foyer leads to an open living space that features soaring ceilings and a bright, airy atmosphere that flows effortlessly into the gourmet kitchen. Equipped with Sub-Zero appliances, a gas range, a wine refrigeration, an ice maker and ample counter space, it’s a chef’s dream. The heart of this home is its inviting pool area with its spa and water features, full outdoor kitchen, separate pool bath, and versatile lanai/family room area, seamlessly blending indoor and outdoor living. The home’s serene primary suite is on the first floor, with an elegant bath and expansive walk-in closet. The second floor features two beautifully appointed bedrooms with en-suite baths and a versatile loft area ideal for a family room, game room or quiet retreat. Above the garage with a separate outside entrance, the fourth guest suite offers a private oasis showcasing a morning bar with an under-counter refrigerator and a private balcony, ideal for enjoying Naples’ warm, sunny mornings. Offered furnished with tasteful decor, this coastal retreat is ready for you to move in and live your dream life in Old Naples.

231 11th AVE S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

280 4th AVE N, Naples
$8,400,000
4 Beds ⋅ 3 Baths ⋅ 225074469 MLS
In the heart of Old Naples, 280 4th Avenue North sits on one of the largest and sought-after corner lots in the neighborhood — an expansive half-acre parcel (162 by 150 feet) surrounded by lush, manicured tropical landscaping. The original 1953 cottage evokes timeless Florida charm, while the grounds offer endless possibilities for creating your dream estate. Ideally just steps from Naples white-sand beaches, a few blocks to the new Four Seasons and its world-class amenities, and moments from Fifth Avenue South’s fine dining and boutiques, this property presents a rare opportunity to own a premier piece of Old Naples. Whether restoring the existing residence or designing a new masterpiece, the potential here is exceptional.

280 4th AVE N, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

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.

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