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501 2nd AVE N, Naples
$8,995,000
4 Beds ⋅ 5 Baths ⋅ 226034117 MLS
Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortless luxury living. Classic, timeless, and exquisitely finished, the light-filled open floor plan showcases a stunning great room designed for elevated entertaining. Built in 2015, this meticulously maintained residence lives better than new, featuring wide-plank wood flooring, plantation shutters, and a gourmet chef’s kitchen appointed with Wolf and Sub-Zero appliances. The indulgent, 1,000+ square foot primary suite offers a serene sitting area, an expansive walk-in closet, a morning kitchen, dual water closets, and a private covered balcony overlooking the manicured grounds. A spacious ground floor VIP suite provides flexibility for a main-level primary, and the home includes provisions for a future elevator. Thoughtfully designed with abundant storage, extensive built-ins, and two laundry rooms, the home blends practicality with sophistication. Lush tropical landscaping, palms, and curated flower and herb gardens create a tranquil backdrop for the sun-drenched pool and spa. Moments to the beach and the best of Old Naples, this exceptional residence embodies luxury living at its finest.

501 2nd AVE N, Naples

442 Central AVE S, Naples
$3,250,000
2 Beds ⋅ 2 Baths ⋅ 226034990 MLS
This charming cottage-style residence on a .22-acre lot is just a 10 minute walk to the beach and presents an exceptional opportunity for investors and builders seeking a site for a thoughtfully designed Luxury residence. The investment opportunity for 442 Central Avenue centers on the land and its redevelopment potential. Envision a custom home with spacious interiors, seamless indoor-outdoor living, and architectural details that capture the COASTAL LIFESTYLE located at the beginning of the Naples renown Cultural center and Art District. Whether developing for resale, creating a private retreat or creating seasonal income, this is your opportunity! The property is located outside the designated Flood Zone and is considered to be in the X500 Zone. NO FLOODING from hurricane Irma or Milton. Central Ave offers a Royal Palm lined street with ample street parking for overflow guests, proximity to 5TH Avenue for boutiques, restaurants, and entertainment, with a hospital conveniently located approximately a quarter mile away. Bring your Architect, Builder, or renovation vision to explore both paths: new construction or an income-producing Coastal Retreat. Redevelopment and rental use are subject to applicable zoning, permitting, and rental requirements. Schedule your private showing today!

442 Central AVE S, Naples

640 2nd ST S Unit 2, Naples
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 226034859 MLS ⋅ Windward Cay BLDG.
LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! This fabulous 3-bedroom, 3-bath condo is located within walking distance to 5th Avenue South, 3rd Street South, and the Naples Pier, placing the best of downtown Naples right outside your door. You simply must see this property in person to truly appreciate its amazing location! Expansive windows fill the home with natural light, creating a bright and welcoming atmosphere throughout. The upper level features two bedrooms, two baths, a functional kitchen, and spacious living and dining areas perfect for entertaining. The first level offers a private bedroom and bath, comfortable sitting area, laundry, and an attached garage. Enjoy the ultimate Naples lifestyle with world-class dining, shopping, entertainment, and the beautiful Gulf beaches just a short stroll away. For investors, the property also offers an excellent opportunity with a renter already in place for the 2027 season. Whether you’re looking for a Naples getaway, full-time residence, or investment property, this exceptional location puts you in the heart of it all. Come see for yourself!

640 2nd ST S Unit 2, Naples

611 10th AVE S Unit B2, Naples
$1,900,000
3 Beds ⋅ 2 Baths ⋅ 226034845 MLS ⋅ Terraces Of Olde Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. "Live Life Beautifully in Southwest Florida" in this beautifully maintained three-bedroom, two-bath turnkey-furnished condo located in the Terraces of Olde Naples. This one-owner residence has been lovingly cared for and lightly used as a guest home for family and friends. Built in 1997 and thoughtfully remodeled, the condo features a bright, elegant kitchen with quartzite countertops, custom cabinetry with glass inserts for displaying, and Thermador appliances, including an induction cooktop & hood above for ventilation, plus built in counter height microwave. The main living areas showcase Bella Cera Oak hardwood flooring, while two bedrooms are carpeted for comfort. The third bedroom is versatile, offering a pullout sofa for additional guests. Enjoy a southern-exposure balcony overlooking Olde Naples, filling the home with natural light from the east, west, and south. Being on the top floor, the residence is exceptionally light and bright. Additional highlights include a custom-designed laundry room with cabinetry, sink, and quartz countertops; extra storage conveniently located on the first-floor foyer; and one private garage space. The primary suite offers a spa-like bathroom with white marble countertops, a beautiful contemporary shower, and a custom-built walk in closet. Just off main living area is a extra large lanai with view of the pool area & access to primary bedroom bringing once again all the natural light we want from SW FL living. Ideally located just blocks from Fifth Avenue South, 3rd Street Shopping/Restaurants & and six blocks from Naples’ pristine beaches, this exceptional property truly has it all.

611 10th AVE S Unit B2, Naples

680 8th AVE S, Naples
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 226032348 MLS
Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence showcases old-growth heart pine flooring, shiplap detailing, whimsical designer tile, a freestanding soaking tub, and a bespoke fireplace surfaced in hand-picked oyster shells. The gourmet kitchen is appointed with a French Lacanche gas range, Sub-Zero refrigerator, and built-in wine cooler. Structural and mechanical updates include impact-resistant glass, a standing seam metal roof, Hardie board siding, and a whole-house backup generator. Outside, lush grounds host a grotto pool nestled amid a mature canopy of a 50-foot Royal Poinciana, coconut palms, banana trees, coffee plants, and flowering gardenias.

680 8th AVE S, Naples

1963 Gulf Shore BLVD S, Naples
$16,990,000
6 Beds ⋅ 7.5 Baths ⋅ 226034183 MLS
Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

1963 Gulf Shore BLVD S, Naples

241 7TH AVE N, Naples
$10,395,000
5 Beds ⋅ 6.5 Baths ⋅ 226032954 MLS
An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a short stroll from the beach and moments from the celebrated dining, shopping and entertainment of downtown. Sophisticated yet effortlessly livable, the residence blends refined interiors with a spectacular private outdoor retreat. Beyond the interiors, a lush tropical oasis unfolds around a stunning resort-style pool and spa accented by dramatic water features. An impressive cabana-style bar and fully equipped outdoor kitchen anchor expansive covered living and dining areas, creating an exceptional setting for intimate evenings or grand-scale entertaining. A private guest cabana completes the resort experience, offering visitors their own secluded retreat. Inside, beautiful wood flooring, gracious proportions and sophisticated finishes establish an atmosphere of understated elegance. The main-level primary suite is a serene sanctuary, while the beautifully appointed chef’s kitchen combines high-end finishes and exceptional functionality for both everyday living and entertaining. Upstairs, additional bedroom suites are complemented by a generous loft providing a private secondary living space ideal for family and guests. Rarely does a residence so seamlessly combine the privacy and indulgence of a luxury resort with the quintessential Olde Naples lifestyle. With the Gulf beaches within walking distance and the boutiques, galleries and acclaimed restaurants of Fifth Avenue South and Third Street South just moments away, this exceptional estate offers an extraordinary opportunity to experience Naples living at its finest.

241 7TH AVE N, Naples

990 8TH ST S Unit 1C, Naples
$1,225,000
2 Beds ⋅ 2 Baths ⋅ 226035097 MLS ⋅ Cardinal Court BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully renovated in 2026, this sophisticated end-unit residence offers exceptional privacy, abundant natural light and an enviable location in the heart of Olde Naples. Thoughtfully redesigned with a bright, open-concept floor plan, the home features wide-plank tile flooring and refined finishes throughout. The stunning kitchen takes center stage with an oversized island, sleek custom cabinetry, designer stone countertops and full-height backsplash, complemented by premium Thermador appliances. The spacious living area flows seamlessly into an extended glass-enclosed lanai with impact-rated sliders, creating additional year-round living space surrounded by tranquil tropical views. The generous primary suite features a custom-designed closet and beautifully renovated bath with a walk-in shower and contemporary finishes. A comfortable guest bedroom and updated bath provide an inviting retreat for visitors. Additional features include impact windows and doors, in-unit laundry, private garage, additional storage and extra parking. Set within an intimate six-residence building, this desirable end unit combines privacy and lush garden views with an exceptional Olde Naples location. **The residence has never flooded**, offering an additional point of distinction in this highly desirable downtown setting. Just steps from Cambier Park and a short stroll to the renowned shopping, dining and entertainment of Fifth Avenue South, this beautifully renovated residence offers an effortless downtown Naples lifestyle.

990 8TH ST S Unit 1C, Naples

250 S Golf DR, Naples
$5,300,000
3 Beds ⋅ 4 Baths ⋅ 226033993 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to the beach and the newly completed Four Seasons Resort. Adding to its appeal, the property fronts the Four Seasons golf course, providing an open outlook and no residence directly across the street. MHK Architecture has prepared a report identifying an 8,427-square-foot buildable area and 5,422-square-foot allowable footprint, presenting an exceptional opportunity to create a substantial custom estate in one of Naples’ most coveted locations. The existing 3,016-square-foot residence offers 3 bedrooms plus a den/office, 4 baths, a private pool and spa, and a well-appointed kitchen. Significant improvements completed in 2023 include a new roof, pool heater, HVAC system, water heater, refrigerator and dishwasher, new carpet throughout, kitchen and guest bathroom countertops, and a new guest bathroom off the den. Whether envisioned as a sophisticated renovation or replaced with a new custom residence, this exceptional homesite offers possibilities rarely found in Old Naples. The Gulf beaches and Four Seasons are a short walk away, while 5th Avenue South and 3rd Street South are approximately five minutes by car, placing Naples’ finest dining, boutique shopping, galleries, and downtown amenities within easy reach. Rare land. Exceptional frontage. An open outlook across the Four Seasons golf course. And one of the most coveted locations in Old Naples.

250 S Golf DR, Naples

165 5TH ST S Unit 3, Naples
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 226035212 MLS ⋅ Royal Palm Villas BLDG.
Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style and an enviable walkable lifestyle. Just three blocks from the renowned shopping and dining of Fifth Avenue South and five blocks from Naples’ white-sand beaches and the Gulf, the location is truly outstanding. Offering nearly 2,000 square feet, the light-filled residence features an open great room design with three spacious bedrooms, three full baths and a versatile loft/den ideal for an office, additional living area or guest space. Newly installed double sliding glass doors create a seamless connection to the completely redesigned private outdoor retreat. The resort-inspired pool and lanai have been beautifully enhanced with travertine decking, updated pool equipment and a tranquil waterfall feature. Removal of the former screen enclosure allows abundant sunshine and creates an open-air setting ideal for entertaining, relaxing poolside or enjoying the Naples lifestyle year-round. Inside, the renovated kitchen features quartz countertops and backsplash, premium finishes and an inviting layout that flows effortlessly into the dining and living areas. Large-format porcelain tile, rich wood flooring, crown molding, recessed lighting and impact-resistant windows further enhance the residence. Set within an intimate, pet-friendly enclave of only four villas, the community has recently received a new roof and fresh exterior paint. A private one-car garage adds convenience, while the residence is offered furnished for immediate enjoyment or investment potential. With exceptional privacy, beautifully updated indoor and outdoor living spaces, and Fifth Avenue South and the beach just blocks away, this distinctive villa offers an extraordinary opportunity to experience the very best of Old Naples.

165 5TH ST S Unit 3, Naples

72 7th ST S Unit 106, Naples
$275,000
1 Beds ⋅ 1 Baths ⋅ 226034801 MLS ⋅ Park Terrace BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Leave the car parked and make Olde Naples your neighborhood. Walk to the Gulf for sunset, explore the restaurants and boutiques of Fifth Avenue South, or spend a leisurely afternoon beside the heated community pool. At Park Terrace Club, this refreshed 1-bedroom, 1-bath residence offers exceptional value in a coveted downtown setting, with the convenience of ground-floor living. Inside, fresh paint, crown molding, and large polished porcelain tile bring a bright, cohesive feel to more than 700 square feet of living space. The living and dining area opens to a private lanai framed by greenery, an inviting spot for morning coffee or a quiet evening with a book. White cabinetry, granite countertops, and stainless steel appliances give the galley kitchen a timeless look, complemented by under-cabinet lighting and ample storage. The spacious bedroom features a generous walk-in closet with built-in shelving and hanging space. A glass-enclosed tiled shower, vanity, and medicine cabinet complete the bathroom. One of this residence’s standout features is its assigned parking space immediately beside the condo, with direct access through the lanai’s exterior door and guest parking nearby. A separate kitchen entrance simplifies grocery trips, while the main entry opens to a foyer with an additional closet. The pool is close at hand, and a common elevator serves the second-floor laundry facilities and dedicated storage locker. Beyond the property, the Naples Regional Library adds another neighborhood destination, with downtown galleries, cafés, and shopping within easy reach. Whether you are seeking a year-round home, a winter getaway, or a potential seasonal rental investment, Unit 106 offers an appealing opportunity to enjoy the everyday pleasures of Olde Naples.

72 7th ST S Unit 106, Naples

444 3rd ST N, Naples
$5,950,000
3 Beds ⋅ 3 Baths ⋅ 226034533 MLS
A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gulf. Surrounded by mature trees and lush landscaping, the property offers a wonderful sense of privacy while capturing the relaxed, timeless character of coastal Naples. The home is filled with natural light and offers inviting indoor-outdoor living, providing an opportunity to enjoy the property as it is, thoughtfully reimagine the existing residence or take advantage of the generous homesite to create a new custom home. Ideally at the corner of Third Street North and Fourth Avenue North, 444 Third Street North places the beach, Fifth Avenue South and Third Street South all within easy reach.

444 3rd ST N, Naples

185 North Lake DR, Naples
$7,499,000
4 Beds ⋅ 5.5 Baths ⋅ 226033005 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a quiet residential street, 185 North Lake Drive offers a contemporary way of living that is increasingly difficult to recreate. While much of today’s new construction reaches vertically, this thoughtfully designed residence lives entirely on one level, with soaring ceilings, abundant natural light and an effortless connection between indoors and out. At the heart of the home, a magazine-worthy kitchen makes a dramatic statement with a counter-to-ceiling ombré mosaic backsplash, sculptural hood and professional-grade Wolf appliances. The open great room flows naturally to the dining and family areas, while zero-corner sliders extend the living spaces to an expansive covered lanai. Designed for year-round entertaining, the outdoor living experience includes a fully equipped summer kitchen, bar and alfresco dining, custom-detailed ceilings, fireplace, generous lounge areas, and an elevated pool and integrated spa surrounded by lush privacy landscaping. The spacious primary suite offers room for a private office or sitting area and a serene, spa-inspired bath with freestanding tub, oversized multi-head shower, dual vanities and private water closet. Generously proportioned guest accommodations include a suite that lives like a second primary, with a walk-in closet and private outdoor access. Beyond the residence itself is the lifestyle that makes this location extraordinary. Stroll to the end of the block for sunset on the Gulf, enjoy cocktails at HB’s at Four Seasons Naples Beach Club, dinner on Fifth Avenue South, or the Farmers Market on Third Street South, then return to the privacy of North Lake Drive. Offered move-in ready and turnkey furnished, with an attached three-car garage, everything is already in place to enjoy the season ahead, without the wait of building or the task of furnishing a new home. A distinctive opportunity to enjoy the very best of Old Naples, six doors from the Gulf, beautifully private and entirely on one level.

185 North Lake DR, Naples

376 1ST AVE N, Naples
$8,250,000
4 Beds ⋅ 4.5 Baths ⋅ 226028668 MLS
Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’ most picturesque streets, north of Central Avenue and surrounded exclusively by single family homes, the property enjoys a lush, private setting with the added convenience of alley access. Built by respected luxury homebuilder Build., the residence showcases exceptional craftsmanship and thoughtful design throughout. Southern exposure fills the interiors with natural light, while soaring ceilings and expansive walls of glass create a bright, open atmosphere. The great room flows seamlessly to the outdoor living areas, creating an ideal setting for both everyday living and entertaining. The chef’s kitchen features sleek Italian cabinetry, premium Miele and Liebherr appliances, a built in coffee system, wine refrigeration, and an oversized island. Upstairs, the spacious primary suite offers a spa inspired bath with a freestanding soaking tub, oversized shower, and private outdoor shower. Three additional guest suites, each with an en-suite bath, provide comfortable and private accommodations for family and guests. Outside, the resort style pool and spa feature cascading water elements, a sun shelf, and LED lighting, all surrounded by lush landscaping for exceptional privacy. The covered lanai is designed for year-round entertaining with an outdoor kitchen, built in grill and refrigerator, roll down screens, fireplace, fire pit, and media lounge. A refined Olde Naples residence offering distinctive architecture, exceptional craftsmanship, and an outstanding location just moments from the Gulf, beaches, dining, and shopping.

376 1ST AVE N, Naples

1100 8th AVE S Unit 204A, Naples
$420,000
2 Beds ⋅ 2 Baths ⋅ 226033696 MLS ⋅ Marina Manor BLDG.
BOATER’S PARADISE IN THE HEART OF OLDE NAPLES! An exceptional opportunity to own a turnkey furnished 2-bedroom, 2-bath residence at Marina Manor, complete with a highly desirable 28-foot covered boat slip with electric lift and direct Gulf access with no bridges. The extra-wide Slip #58 is included with the residence, giving you the ultimate Naples boating lifestyle right outside your door. Located on the second floor, this 924-square-foot residence enjoys an open view overlooking the pool area and is offered turnkey furnished for an easy, move-in-ready experience. The location is hard to beat. Walk or bike to Fifth Avenue South, Third Street South, Tin City, Naples City Dock, the Naples Pier, beaches, shopping and dining, then return home for an afternoon by the oversized heated community pool. Marina Manor also offers extra storage and bike-friendly access throughout the community. Whether you are looking for a downtown Naples getaway, a boating home base or a low-maintenance residence close to everything Olde Naples has to offer, this property delivers an outstanding combination of location, boating access and value.

1100 8th AVE S Unit 204A, Naples

1050 6th ST S Unit 1050, Naples
$1,200,000
2 Beds ⋅ 2.5 Baths ⋅ 226033680 MLS ⋅ Franciscan BLDG.
High elevation, first-floor location, direct western exposure from your private balcony to enjoy Naples' spectacular sunsets, 2 bedrooms plus a den, in-unit washer and dryer, covered carport parking with private storage, a community pool, and an unbeatable Olde Naples location—this residence truly checks all the boxes. Whether you're looking to enjoy it as-is or update it to your own style, this is an incredible opportunity to own in one of Naples' most desirable neighborhoods. Located in The Franciscan, an intimate community of just 13 residences, this inviting townhome features a private screened lanai overlooking lush tropical landscaping and the community pool. The updated kitchen offers granite countertops, a tumbled travertine backsplash, and double ovens, while the home also features 2.5 tastefully updated bathrooms. The spacious primary suite opens to a private west-facing balcony, providing the perfect place to relax while taking in breathtaking sunset views, and the full-size in-unit washer and dryer with utility sink add everyday convenience. Additional highlights include impact-resistant windows and sliders, solid concrete construction between residences for added privacy, covered carport parking equipped with an electric vehicle charging outlet, a private storage locker, and tandem parking for an additional vehicle directly behind the carport. Recent improvements include a new roof in 2019, new parking pavers in 2020, and a freshly painted exterior completed in October 2022. With its prime location, you're just a short stroll to Historic Third Street South, world-renowned Fifth Avenue South, the sugar-white sands of the Gulf, the Naples City Dock, Cambier Park, and Crayton Cove, where you'll enjoy exceptional dining, boutique shopping, art galleries, cafés, entertainment, and the very best of the Naples lifestyle. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this property offers the location, lifestyle, convenience, and value that buyers are looking for. One or more photos have been virtually staged, AI-generated, or rendered.

1050 6th ST S Unit 1050, Naples

280 2nd AVE S Unit 303, Naples
$1,245,000
2 Beds ⋅ 2 Baths ⋅ 226033626 MLS ⋅ Warick BLDG.
Prime Olde Naples Location | Top-Floor Corner Condo The Warwick Club enjoys a premier location in the heart of Olde Naples. This recently updated, top-floor corner residence offers two bedrooms and two bathrooms, with improvements including beautifully refreshed bathrooms, new lighting, fresh paint, and the convenience of an in-unit washer and dryer. The important mechanical updates are also in place, including a 2024 HVAC system and a 2026 water heater. Positioned at the end of Condo Row and just one block from Naples’ renowned beaches, the residence is also close to the shopping and restaurants of 5th Avenue South and 3rd Street South. The NCH Briggs Center for Health is within walking distance, offering a state-of-the-art fitness facility, lap pool, spa, and a variety of classes. Facing single-family homes and situated along a non-through street, it offers a quieter setting away from beachgoer traffic. The generous floor plan provides ample living space with an elegant, casually sophisticated ambiance. A standout feature is the inviting sunroom, where soft light filters through the surrounding palm trees at sunset, creating a tranquil and relaxing atmosphere. It is an enjoyable spot for an evening glass of wine or a morning cup of coffee. The guest bedroom is en suite, providing added privacy and comfort for both owners and guests. A wonderful opportunity to enjoy the charm, convenience, and lifestyle of Olde Naples

280 2nd AVE S Unit 303, Naples

788 7TH AVE N, Naples
$6,450,000
4 Beds ⋅ 5.5 Baths ⋅ 226028669 MLS
Masterfully conceived and completed in 2025, this extraordinary Olde Naples residence represents the pinnacle of contemporary coastal design. Created by the acclaimed architectural team at H-Level in partnership with internationally recognized designers and expertly built by Alair Homes of Olde Naples, the home delivers an uncompromising blend of architectural excellence, refined craftsmanship, and effortless luxury. Just a few blocks from the Gulf's pristine beaches and within walking distance of the boutiques, galleries, and renowned restaurants of both 5th Avenue South and 3rd Street South, the location is simply unmatched. Designed for both everyday living and grand-scale entertaining, the residence encompasses nearly 4,000 square feet of thoughtfully designed interior living space and more than 5,200 square feet overall. Four spacious bedroom suites are complemented by a private office featuring custom built-ins, while six beautifully appointed bathrooms provide exceptional comfort for family and guests. The oversized 2½-car garage offers ample room for additional storage, a golf cart, or a Moke. A dramatic two-story entry introduces the home's striking architectural character, where soaring ceilings, a sculptural floating staircase, and walls of floor-to-ceiling impact glass create an immediate sense of openness and sophistication. Sunlight pours into the expansive great room, highlighting imported European flooring, clean contemporary lines, and a calming palette of warm neutral finishes. At the heart of the home, the designer kitchen combines sleek European styling with professional-grade Miele and Liebherr integrated appliances, creating an elegant space equally suited for everyday living and entertaining. The indoor living areas extend effortlessly to a spectacular private outdoor retreat designed for year-round enjoyment. A heated resort-style pool and spa are complemented by a custom water feature, expansive covered living areas, and a fully equipped summer kitchen, creating the ultimate setting for entertaining or relaxing in complete privacy. Occupying an oversized 84-by-115-foot corner homesite, the property is enveloped by lush tropical landscaping that enhances both beauty and seclusion. This exceptional residence presents a rare opportunity to enjoy a brand-new architectural showpiece in one of Naples' most desirable neighborhoods, where world-class beaches, fine dining, luxury shopping, and vibrant cultural attractions are all just moments from your front door.

788 7TH AVE N, Naples

1100 8th AVE S Unit 210B, Naples
$620,000
2 Beds ⋅ 2 Baths ⋅ 226032885 MLS ⋅ Marina Manor BLDG.
Boaters and coastal enthusiasts, this is the Olde Naples opportunity you’ve been waiting for. This stunning end-unit condo offers the ultimate waterfront lifestyle, featuring a deeded 28-foot boat slip equipped with a lift and direct Gulf access. Adding even more value to this offering is an included certificate of ownership in the exclusive “Adventurer's Club.” Inside, the residence radiates a relaxed, beach-chic aesthetic across a thoughtful two-bedroom, two-bathroom floor plan. Recent upgrades elevate the space, including new luxury vinyl flooring, high-end trim, new AC (2025), new renovated bathrooms, and updated ceiling fans throughout. The west-facing, newly rebuilt sunroom is a standout feature, bathing the interior in natural light and providing a serene spot to unwind. The open-concept living area flows seamlessly, creating an inviting environment for hosting guests or relaxing after a day on the water. Living at Marina Manor means having the best of Naples right at your doorstep. You are perfectly positioned near the world-class dining and boutique shopping of 5th Avenue South and 3rd Street South. The vibrant atmosphere of Tin City, the recreational offerings of Cambier Park, and the iconic white sand beaches are all easily accessible from this prime 8th Street location. Whether you choose to spend your afternoons by the community pool or navigating the Gulf, this property delivers. For those who may not need the dock for personal use, the slip offers an excellent opportunity for passive income, with a proven rental history. Experience the very best of coastal living in the heart of downtown Naples. AC 2025

1100 8th AVE S Unit 210B, Naples

1100 8th AVE S Unit 205A, Naples
$559,000
2 Beds ⋅ 2 Baths ⋅ 226029976 MLS ⋅ Marina Manor BLDG.
You have patiently waited for the perfect condo in Olde Naples to be close to pristine Naples beaches with the most beautiful sunsets every evening. Stroll Naples 5th Avenue South and visit the art galleries, theater and enjoy fine dining, casual cafes and shopping. Within steps you are at Tin City Waterfront Shops a historic open-air shopping and dining landmark which offers specialty shops, waterfront dinning and water adventures. This beautiful 2 bedroom/2 bath on suite is located in Marina Manor which provides a swimming pool and lounge area, grills, laundry, elevator, storage unit and designated parking space. This is an end unit which is great with beautiful shutters for all of the windows, plank flooring and being sold fully furnished. All condo owners are included in the certificate of ownership in the Adventure Club. The Association is financially whole, and Marina Manor owners have the opportunity to rent a boat slip located only steps from the building. Pack your bags and enjoy the life you have always dreamed of.

1100 8th AVE S Unit 205A, Naples

844 8th ST S, Naples
$6,290,000
4 Beds ⋅ 4.5 Baths ⋅ 226032568 MLS
In the heart of Old Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, a dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Old Naples architecture, nearly new construction, sophisticated furnishings and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th ST S, Naples

850 Central AVE Unit 207, Naples
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 226030517 MLS ⋅ Eight Fifty Central BLDG.
One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residence offers the best three bedroom value west of 41. Look no further, this is the condo you have always wanted. Enjoy a stunning resort style pool, rooftop living space, and unmatched convenience. As a corner unit in a newer building, having been lightly lived in, and meticulously maintained, this is a rare opportunity for exceptional condominium living. Featuring single level living and contemporary clean lines, this furnished corner unit condominium features several high end interior upgrades including DuChateau engineered wood flooring throughout, top-of-the line appliances with a Wolf natural gas range, designer cabinetry, 3-inch waterfall quartz countertops, LED lighting, 10 ft ceilings & large windows which provide ample natural lighting. Designed for entertaining, the well-designed kitchen & open main living areas lead directly to a spacious covered lanai for enjoying colorful nightly sunsets. Each of the 3 bedrooms have ensuite bathrooms providing comfort & privacy for all. An assigned covered parking space is included with purchase. Building amenities include two open air spaces with a pool, multiple seating areas & green space located on the second level, and a rooftop gathering space with fire pit and barbecue station. Just a few blocks to the beach and 5th Avenue South, this location is highly desirable for enjoying everything the Naples lifestyle has to offer. Don't miss this opportunity to own a piece of paradise.

850 Central AVE Unit 207, Naples

1100 8th AVE S Unit 105A, Naples
$439,000
2 Beds ⋅ 2 Baths ⋅ 226032606 MLS ⋅ Marina Manor BLDG.
25' Covered boat lift is assigned to the deed of the property. Spend less time planning your next boating day and more time on the water with your included covered boat lift, featuring heavy-duty, double-stranded cables and direct access to the Gulf of America. Located along Naples Bay in Olde Naples, this fully renovated 2-bedroom, 2-bath corner condo brings together coastal character, modern updates, and an exceptional location. Updated electrical and plumbing complement the refreshed interior, while abundant natural light and an open layout create a bright, welcoming place to unwind after a day on the boat or at the beach. Enjoy the convenience of nearby 3rd Street South, 5th Avenue South, Tin City, and Naples’ sandy shoreline, with dining, shopping, and entertainment close at hand. The purchase also includes a certificate of ownership in the Adventure’s Club property—a distinctive addition to this waterfront offering. Whether you’re looking for a year-round home, a seasonal getaway, or an investment opportunity, this residence deserves a closer look. The seller has already sold their boat and is motivated to sell. Schedule your showing and explore the possibilities of Olde Naples living with your boating setup already in place.

1100 8th AVE S Unit 105A, Naples

900 8th AVE S Unit 103, Naples
$655,000
2 Beds ⋅ 2 Baths ⋅ 226031814 MLS ⋅ Neapolitan Club BLDG.
Your Olde Naples getaway is ready for season! Now offered at a new price, this beautifully renovated and professionally furnished 2-bedroom, 2-bath residence delivers the downtown Naples lifestyle buyers love. Walk to Fifth Avenue South, Third Street South, Cambier Park, Tin City and Naples’ white-sand beaches. Completely reimagined down to the concrete, the residence offers the fresh look and the feel of new construction with a sophisticated coastal design and quality finishes throughout. The open kitchen features custom soft-close cabinetry, quartz countertops, smart appliances, pantry and Veego wine refrigerator. Impact windows and doors, updated lighting, fans, fixtures and elevated ceiling details complete the transformation. Spa-inspired baths feature custom cabinetry and beautifully selected tile. Offered professionally furnished and decorator designed—simply arrive and enjoy. The community pool, courtyard and gas grilling area are just steps away. Assigned parking, ample guest parking and laundry add convenience. An exceptionally flexible 30-day minimum rental policy, up to 12 times per year, plus no age restrictions and a pet-friendly policy make this an ideal seasonal retreat, full-time residence or investment opportunity. Season is approaching—secure your place in Olde Naples now and be ready to enjoy winter in paradise!

900 8th AVE S Unit 103, Naples

180 7th AVE S, Naples
$6,995,000
3 Beds ⋅ 4.5 Baths ⋅ 226031758 MLS
Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South. This 3 + den, 5 bath home offers 4,670 square feet of living area with wide-plank oak flooring, a new white-shaker kitchen with dual islands, walk-in pantry, and upgraded appliances. The spacious great room features 26-foot ceilings, custom built-ins, and an entertaining bar. The renovated owner’s suite includes superb closet systems and a beautifully appointed bath. Additional interior spaces include a study, loft with third-floor sunset terrace, and a 600-square-foot bonus room ideal for an art studio, workshop, fitness room, or flex space. The private backyard provides a serene setting with a renovated lanai, pool, oversized spa, outdoor kitchen, and southern exposure. Notable features include impact-resistant windows, 500-gallon buried propane tank powering a whole-house generator, extensive landscape lighting, fenced yard, and three garages (two rear-alley and one side-entry). Two upstairs en suite guest rooms offer balconies and generous storage throughout, including large second-floor storage closets. Move-in ready and ideally positioned to enjoy the Old Naples lifestyle.

180 7th AVE S, Naples

835 11TH AVE S, Naples
$8,995,000
4 Beds ⋅ 5.5 Baths ⋅ 226031431 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, and a private water closet. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH AVE S, Naples

909 10th AVE S, Naples
$5,195,000
3 Beds ⋅ 4.5 Baths ⋅ 226031441 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, 5th Avenue 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

1001 10th AVE S Unit D2, Naples
$2,050,000
3 Beds ⋅ 3 Baths ⋅ 226031463 MLS ⋅ Olde Naples Seaport BLDG.
Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three- bathroom residence is a true haven for boating enthusiasts. The open floor plan radiates elegance while fostering a relaxed lifestyle. A private elevator from the two-car garage provides direct access to your home, which is equipped with all the essential amenities for enjoying Naples, including a prime location. A bayside balcony off the living area enhances the overall ambiance, while a private rooftop patio awaits your personal touch, offering the perfect setting to conclude any day. The spacious layout is ideal for gatherings with family and friends, while the multi-level design ensures privacy when needed. The owners' suite is generously proportioned and boasts breathtaking views of the bay. Additional features include ample storage, a community pool, ground-level dockside walking paths on two sides, and plentiful guest parking. Beyond this exceptional location, the home offers convenient access to all that Naples has to offer: pristine sandy beaches, biking and walking trails, museums, performing arts venues, galleries, fine dining, and excellent shopping options.

1001 10th AVE S Unit D2, Naples

415 10th AVE S Unit 7, Naples
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 226031472 MLS ⋅ Holly Lee BLDG.
Exceptional Opportunity in the Heart of Old Naples. Rare opportunity to own a garage condominium just four blocks to the beach in the heart of Old Naples. Located in an intimate eight-residence building, this second-floor two-bedroom, two-bath residence offers privacy, natural light, and exceptional walkability to 5th Avenue South and 3rd Street South. The home features two south-facing screened lanais, and a detached one-car garage — a rare amenity in this price range. Concrete block construction, high-and-dry positioning through recent storms, and a well-maintained community with pool enhanced long-term value and peace of mind. Offered in original condition, the residence presents a compelling opportunity to renovate and personalize in one of Naples’ most sought-after neighborhoods. Ideal as a seasonal retreat, investment property, or full-time coastal residence. An undervalued, garage-equipped Old Naples entry with potential renovation upside.

415 10th AVE S Unit 7, Naples

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