Olde Naples Homes with Pool Amenities

Welcome to Olde Naples, a charming and picturesque neighborhood nestled in the heart of Naples, Florida. Renowned for its historic charm and coastal elegance, Olde Naples boasts beautiful tree-lined streets, stunning architecture, and a vibrant community atmosphere. This idyllic locale is just a stone's throw from the pristine beaches of the Gulf of Mexico, where residents can bask in the sun or enjoy leisurely strolls along the sandy shores.

Olde Naples is also home to an array of upscale boutiques, delightful cafes, and exquisite dining options, making it a haven for food lovers and shoppers alike. The neighborhood's rich cultural scene is highlighted by art galleries and theaters, ensuring there’s always something to explore and enjoy. Whether you're looking to immerse yourself in local events or simply savor the serene surroundings, Olde Naples offers an unparalleled lifestyle.

For those seeking a home that combines luxury and comfort, Olde Naples features a stunning selection of properties, many equipped with inviting pool amenities. Imagine lounging by your private pool, surrounded by lush tropical landscaping, or hosting unforgettable gatherings under the Florida sun. These homes are designed to enhance your living experience, providing the perfect oasis for relaxation and entertainment.

With its enchanting ambiance, prime location, and luxurious homes with pool amenities, Olde Naples is not just a place to live—it's a lifestyle choice. Discover the allure of this remarkable neighborhood and let it capture your heart as you embark on your journey to find your dream home in this coastal paradise.

Newest Olde Naples Homes with Pool Amenities

$1,899,000

2 Beds ⋅ 2 Baths ⋅ 2026023621 MLS ⋅ Sandpiper Cove BLDG.

Experience the privacy of south facing single family style living in this exquisitely renovated two story residence in the heart of Olde Naples. One of just four residences in an intimate boutique building, this exceptional home offers a private retreat just steps from the shopping and dining of 5th Avenue South and 3rd Street South and Naples' famous sugar-sand beaches. Soaring vaulted ceilings, a custom fireplace, and elegant linen drapery enhance the light-filled great room, which opens seamlessly to a lanai for effortless indoor-outdoor living. The chef's kitchen is an entertainer's dream, featuring an oversized Taj Mahal quartzite island, pull-out pantry, and thoughtfully designed cabinetry for all your entertaining essentials. A main level guest suite doubles as a second primary, offering comfort and privacy for visitors. A bespoke oak staircase with custom lighting leads to the spacious primary retreat, complete with a skylight, fireplace, and walk-in closet with custom built-in organization. The spa inspired bath features a soaking tub, beautifully tiled shower, and defogging mirrors. Upstairs, a versatile media room/loft, office area with wet bar, and balcony overlooking the pool provide additional spaces to relax and entertain. A rare Olde Naples luxury, the full size walk-in laundry room includes a utility sink, cabinetry, and dedicated folding area. Completely remodeled in 2026, this move-in-ready residence offers all-new impact windows and doors, 2026 HVAC, 2026 tankless water heater, brand-new appliances, and custom window treatments throughout. Having remained high and dry through every hurricane, this home offers peace of mind for full-time and seasonal residents alike. An attached covered carport with direct entry and the option to convert to a garage adds another highly coveted Olde Naples convenience. Luxury, privacy, and an unbeatable location come together in this exceptional coastal retreat. Schedule your private showing today and discover the best of Olde Naples living!

962 8th AVE S, Naples

$799,900

2 Beds ⋅ 2 Baths ⋅ 226036731 MLS ⋅ Bayside Villas BLDG.

Discover the Best of Olde Naples Living at Bayside Villas! Enjoy the charm and convenience of Olde Naples in this spacious two-bedroom, two-bath end-unit condominium, ideally situated in the heart of it all. Located directly across from Naples Bay, Naples Landing Park with public boat ramp access, Crayton Cove, and the City Dock, you’ll be surrounded by waterfront attractions, wonderful restaurants, and art galleries. Just a short stroll away, you’ll find Cambier Park and the vibrant shops and dining of Fifth Avenue South. The beautiful beaches of Naples, along with the popular restaurants and boutiques of Third Street South, are less than a mile away. This inviting first-floor residence offers a comfortable and versatile layout, including a separate den and an enclosed lanai with sliding glass doors and screens that expands your living space. Both bathrooms have been tastefully renovated, adding to the appeal of this well-located home. A deeded carport is also included for your convenience. Whether you’re looking for a full-time residence, a seasonal getaway, or an opportunity to enjoy the relaxed coastal lifestyle, this delightful condominium at Bayside Villas offers an exceptional opportunity to experience all that Olde Naples has to offer!

1100 9th ST S Unit C-103, Naples

$2,300,000

3 Beds ⋅ 2 Baths ⋅ 226038442 MLS ⋅ Hamilton Club BLDG.

Naples lifestyle is at its best with this updated and rarely available Hamilton Club condominium, ideally on a quiet street just three short blocks from the sandy white beaches of the Gulf. Recent updates include coastal-inspired shiplap accent walls, new trim work, lighting fixture and modern hardware accents. Fresh paint completes the look, providing a canvas for your personal decorating touches. The open and airy floor plan seamlessly connects the living, dining and kitchen areas, making it ideal for both entertaining and everyday living. The kitchen features quartz countertops and a convenient breakfast bar. Relax on the screened and shuttered balcony with its desirable southern exposure, overlooking the pool and lush tropical gardens. Just two blocks from Fifth Avenue South and one block from Third Street South, this charming retreat is in the heart of Old Naples.

360 7th AVE S Unit 4, Naples

$950,000

2 Beds ⋅ 2 Baths ⋅ 226038181 MLS ⋅ Colonnade Club BLDG.

Live where Naples’ best beaches, restaurants, and vibrant downtown lifestyle are just steps from your door! Ideally located just two blocks from the sugar-sand beaches of the Gulf and the world-class dining and shopping of 5th Avenue South, this beautifully updated 2-bedroom, 2-bathroom condo puts you right in the heart of everything that makes Naples so special. Inside, an inviting bright and open-concept layout is complemented by sleek ceramic tile flooring, neutral paint throughout, a renovated kitchen featuring high-end appliances and two wine coolers, accent crown moldings, and two beautifully remodeled bathrooms. Located on the sunny southwest corner of the building, this residence offers a desirable combination of natural light, privacy, and a quieter setting. The enclosed lanai with western exposure provides the perfect place to unwind with an evening cocktail while enjoying spectacular Florida sunsets. Additional features include impact-resistant windows and sliders, privacy screens, oversized in-unit storage, a new washer, and a designated parking space conveniently located just outside the unit. The Colonnade Club offers a charming, intimate community with beautiful curb appeal and a private community pool, perfect for cooling off after a day at the beach. Additional amenities include a BBQ area, secured lobby, laundry facilities, bike storage, and extra storage space. The Association is financially sound and all required improvements have been made. Whether you're looking for the perfect seasonal getaway, or your own full-time slice of paradise in Old Naples, this condo offers an exceptional opportunity to embrace the quintessential Naples lifestyle. At The Colonnade Club you can leave the car behind. Enjoy a morning beach walk and grab a coffee, followed by a leisurely lunch on 3rd Street and sunset over the Gulf, before heading to 5th Avenue South for an evening of incredible dining, shows, and drinks. The very best of Naples is right at your doorstep!

666 3rd ST S Unit 101, Naples

$399,000

2 Beds ⋅ 2 Baths ⋅ 226037729 MLS ⋅ Town Manor BLDG.

Live the quintessential Olde Naples lifestyle in this renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Just one block from Naples’ iconic dining and shopping district, you’ll enjoy effortless access to celebrated restaurants including Campiello, The Continental, Tommy Bahama Restaurant & Bar, and Sea Salt, along with charming boutiques and cafes. Just two blocks from the sugar-white sands and turquoise waters of the Gulf, and only five blocks to the vibrant scene of Fifth Avenue South, this location offers an unmatched blend of beachside tranquility and world-class dining. Inside, the residence has been thoughtfully reimagined with a stunning kitchen featuring stone countertops, perfect for both entertaining and quiet evenings at home. Coastal-inspired wood-look flooring flows throughout, while abundant natural light fills every room, creating a bright and inviting atmosphere. Surrounded by multimillion-dollar estates—many ranging from $10 to $20 million—this property presents a rare opportunity to enjoy one of Naples’ most coveted neighborhoods at an exceptional value. Whether as a full-time residence, seasonal retreat, or investment, this is your chance to own a slice of paradise in the heart of Olde Naples.

1021 3rd ST S Unit 110, Naples

$475,000

2 Beds ⋅ 2 Baths ⋅ 226037127 MLS ⋅ Neapolitan Club BLDG.

Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner residence has been recently remodeled, including a brand new A/C, and is offered turnkey furnished, making it truly move-in ready. The interior features new kitchen cabinetry, appliances, updated bathrooms, and clean coastal finishes throughout. The private corner lanai offers landscaped views, the perfect setting to relax and enjoy Naples’ sunshine and breezes. The Neapolitan Club offers a rare combination of flexibility and location, allowing monthly rentals and welcoming two pets, a rare pairing in this downtown price range. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this home offers versatility. Community amenities include a pool, assigned parking, and additional private storage. Ideally located near Cambier Park and within walking distance to pristine Gulf beaches, farmers markets, fine dining, and boutique shopping on 5th Avenue South and 3rd Street South, this property places you in the center of Olde Naples living. Location, lifestyle, and move-in-ready convenience, all in the heart of it.

900 8th AVE S Unit 102, Naples

$1,150,000

2 Beds ⋅ 2 Baths ⋅ 226034003 MLS ⋅ Colonnade Club BLDG.

Just one block from 5th Avenue South and minutes from the beach, this recently updated two bedroom, two bathroom condominium offers an exceptional opportunity to experience the best of downtown Naples. Ideally positioned near the city’s renowned dining, shopping, entertainment, and pristine white-sand beaches, this residence places the very best of Naples right at your doorstep. Inside, the residence is bright, inviting and thoughtfully appointed, with an open, comfortable layout and stylish updates throughout. The living area extends to a private balcony overlooking the community pool, where desirable western exposure creates an idyllic setting for an evening cocktail and spectacular Florida sunsets. Two spacious bedrooms and two full baths provide a comfortable and welcoming retreat for both owners and guests. Begin the morning with coffee nearby, spend the afternoon by the pool or along the Gulf, and enjoy an elegant dinner on 5th Avenue South, all within effortless reach of home. Whether envisioned as a refined seasonal retreat or a sophisticated year-round residence, this exceptional property offers the quintessential downtown Naples lifestyle.

666 3rd ST S Unit 202, Naples

$775,000

2 Beds ⋅ 2 Baths ⋅ 226035919 MLS ⋅ Cove Inn BLDG.

Rare opportunity to purchase adjoining units in Naples iconic Cove Inn!! Beautifully updated first floor units (these units sit substantially raised) overlooking expansive views of Naples bay! You have the option for personal use or put it in the rental program managed through the Cove Inn, making it completely hassle free. Unit 133 has never been rented, owner used exclusively for personal use. Pristine condition and furnished beautifully! The Cove Inn lobby area is also freshly remodeled/updated giving it a very light beachy feel. Highly desirable Old Naples location! New impact sliders scheduled for installation within the next couple months.

900 Broad AVE S Unit 133/134, 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

$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

$2,595,000

2 Beds ⋅ 2 Baths ⋅ 226034262 MLS ⋅ Stella Naples BLDG.

Introducing Residence 205 at Stella Naples, an award-winning boutique collection of just nine signature residences in the heart of Olde Naples. Completed in 2024 and ideally positioned just moments from Fifth Avenue South, this sophisticated coastal residence pairs exceptional design with the ease, privacy, and walkability that make downtown Naples so coveted. The two-bedroom Aria residence offers 2,131 square feet of beautifully curated living space, with two spacious ensuite bedrooms and a rare private rooftop deck suite that elevates the indoor-outdoor lifestyle. An expansive west-facing lanai extends from the main living area and features a private gate leading directly to the sparkling 42-foot pool and lounging areas. Inside, refined finishes and thoughtful details create a sense of understated luxury. Wide-plank European white oak flooring, custom Ruffino cabinetry, Cambria quartz countertops, designer hardware and statement fixtures set the tone, while LED-integrated lighting, indoor and outdoor fireplaces, motorized window coverings, solid-core doors, and a premium appliance package deliver comfort and sophistication throughout. Designed by MHK Architecture, Stella Naples reflects a distinctive modern coastal aesthetic grounded in its Olde Naples setting. The project was named a Grand Winner at the 2025 Aurora Awards, one of the Southeast’s most prestigious honors in residential and commercial design, recognizing its architectural character, indoor-outdoor integration, and thoughtful, place-driven design. With only nine residences, Stella offers an intimate level of exclusivity rarely found in downtown Naples. Each residence includes 10-foot ceilings, two deeded parking spots, ample guest parking, private storage, access-controlled entry and professional building management for effortless lock-and-leave convenience. The building is also pet-friendly, welcoming up to two pets. And the location is exceptional: step outside and stroll to the boutiques, galleries, restaurants, and vibrant energy of Fifth Avenue South, with the sugar-white beaches of the Gulf just beyond. Residence 205 presents a rare opportunity to own a newly completed, architecturally recognized residence in one of downtown Naples’ most distinctive boutique communities.

82 9th ST S Unit 205, 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

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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.

Olde Naples Homes with Pool Amenities

Newest Olde Naples Homes with Pool Amenities

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