Olde Naples Homes with Pool Amenities

Welcome to Olde Naples, a picturesque subdivision nestled in the heart of Naples, Florida. Renowned for its charming streets lined with swaying palm trees and vibrant bougainvillea, Olde Naples offers a unique blend of coastal elegance and laid-back luxury. This idyllic community is characterized by its historic architecture, with beautifully restored homes that exude timeless charm and sophistication. You’ll find a delightful mix of quaint cottages and stunning estates, all within walking distance to the pristine beaches and the bustling shops and restaurants of Fifth Avenue South.

One of the standout features of homes in Olde Naples is the abundance of properties with inviting pool amenities. Imagine basking in the Florida sunshine while lounging by your own private oasis, complete with a sparkling pool surrounded by lush landscaping. These homes are designed for both relaxation and entertainment, providing the perfect backdrop for hosting family gatherings or enjoying tranquil evenings under the stars.

The allure of Olde Naples extends beyond its stunning homes and poolside retreats. Residents enjoy a vibrant lifestyle with access to world-class dining, boutique shopping, and outdoor recreational activities. Whether you’re taking a leisurely stroll on the beach, indulging in fresh seafood at a local restaurant, or exploring the nearby art galleries, Olde Naples offers an unparalleled quality of life.

If you’re seeking a slice of paradise where luxury meets comfort, Olde Naples is the perfect destination. Discover your dream home with pool amenities today and embrace the enchanting lifestyle that awaits in this coastal gem!

Newest Olde Naples Homes with Pool Amenities

$2,775,000

3 Beds ⋅ 3.5 Baths ⋅ 226025430 MLS ⋅ Olde Naples BLDG.

This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Enjoy delicious hors d'oeuvres and cocktails with your friends and family atop your private rooftop before walking to one of the many fabulous restaurants along the coveted 5th Avenue. Take a swim in your private 60ft rooftop infinity edge pool and unwind in your spacious hot tub overlooking incredible sunsets. Soak up some sun along Naples' coveted white sandy beaches. Immerse yourself in luxury living with features such as imported Legno Bastone hardwood flooring, arctic white quartz countertops, Hansgrohe fixtures, and a neutral contemporary pallet which has been professionally designed with custom finishes and built-ins. Unit 304 offers an air conditioned spacious storage unit in addition to a secondary garage level storage unit and two underground parking spaces. Do not miss your chance to experience this incredibly rare opportunity in person. Schedule your private tour today!

875 6th AVE S Unit 304, Naples

$1,999,999

2 Beds ⋅ 2.5 Baths ⋅ 226025234 MLS ⋅ Olde Naples BLDG.

Welcome to Residence #208 at The Mark on 8th, a luxury turnkey-furnished condominium ideally located in the heart of Olde Naples, just moments from the renowned 5th Avenue South, world-class dining, boutique shopping, art galleries, and the Gulf beaches. This beautifully appointed 2-bedroom, 2-bath residence offers approximately 1,756 square feet of thoughtfully designed living space with desirable southern exposure and a premier amenity-level location, providing convenient access to the community's exceptional resort-style amenities. The open-concept floor plan is filled with natural light from expansive windows and features designer finishes, premium lighting, a spacious private terrace, and a gourmet kitchen with high-end appliances, custom cabinetry, and an oversized island that is ideal for entertaining or everyday living. Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community offering sophisticated downtown living in one of Naples' most desirable locations. Residence #208 is one of a limited number of condominium-hotel residences within the community, offering flexible weekly or monthly rental opportunities, subject to association rules and local regulations. The residence has an established rental history, offering an attractive opportunity for buyers seeking investment potential, seasonal enjoyment, or both. Being offered turnkey furnished allows for immediate occupancy or rental use. Residents enjoy an exceptional collection of amenities, including a heated resort-style pool and spa, an expansive sun deck, an outdoor kitchen, a fire pit, a clubhouse, a fitness center, a sauna, and an advanced golf simulator. The amenity-level location enhances convenience while creating a seamless indoor-outdoor lifestyle. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable purchase arrangements. Whether you're searching for a luxury vacation residence, an investment property with rental flexibility, or a full-time home in the heart of Olde Naples, Residence #208 at The Mark on 8th offers an exceptional opportunity to enjoy the Naples lifestyle.

201 8th ST S Unit 208, Naples

$2,295,000

3 Beds ⋅ 2.5 Baths ⋅ 226021276 MLS ⋅ Olde Naples BLDG.

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

625 5TH AVE S Unit 302, Naples

$2,399,500

3 Beds ⋅ 3.5 Baths ⋅ 226014192 MLS ⋅ Olde Naples BLDG.

Located in The Mark, a premier luxury condominium in the heart of downtown Olde Naples, this exceptional residence is just steps from vibrant 5th Avenue—offering effortless access to renowned dining, boutique shopping, charming cafés, and the energy of downtown living. Offered fully furnished and move-in ready, this first-floor unit exemplifies sophisticated coastal elegance. The gourmet kitchen, designed with the culinary enthusiast in mind, features top-of-the-line appliances, exquisite finishes, and a seamless flow into the spacious living and dining areas—perfect for both everyday living and entertaining. This thoughtfully designed residence also includes a private elevator, dual-level entry access, and a private storage unit, providing both convenience and exclusivity. Residents of The Mark on 8th enjoy an impressive array of resort-style amenities, including a state-of-the-art fitness center, sauna, second-floor pool and spa, and an on-site golf simulator. Attached two designated parking places add ease, while outdoor grilling areas and a poolside fire pit create an inviting setting to relax and unwind. Combining luxury, location, and lifestyle, this residence offers a rare opportunity to experience the very best of Naples living.

201 8th ST S Unit #104, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226009255 MLS

Exceptional Redevelopment Opportunity in the Heart of Downtown Olde Naples. Enjoy pleasant views, a premier Olde Naples location, and the option to create a remarkable estate or luxury residences. Strategically located within walking distance to: The Gulf of America, 3rd St South & 5th Avenue South, Cambier Park, Naples Pier, The Dock & Tin City. The property features a well-maintained high-and-dry concrete block duplex-style residence, offering 4 bedrooms and 4 bathrooms, thoughtfully updated with granite and tile throughout. Additional cottages on the property provide opportunities for renovation or redevelopment.

560 9th AVE S, Naples

$2,950,000

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

$2,390,000

3 Beds ⋅ 3 Baths ⋅ 225022012 MLS ⋅ Olde Naples BLDG.

Offering spectacular southern exposure with direct water views over Naples Bay, this private residence features soaring 10-foot ceilings, a private elevator, elegant wood floors, French doors, and custom plantation shutters on numerous windows. The open floor plan seamlessly integrates the living, dining, and kitchen areas, extending to a spacious terrace with breathtaking water views. The wonderful eat-in kitchen is designed for both functionality and charm. The expansive master suite includes a separate tub and shower, custom walk-in closets, and a generous terrace perfect for soaking in the southern sun while watching boats set sail. Designed for exceptional outdoor entertaining, the property boasts multiple spaces, including a rooftop spa, built-in grill, and uninterrupted water views. A unique dual entry—one of which offers convenient street-level access—ensures ease for guests coming and going. Completing this remarkable property is a secure two-car garage located under the building.

1001 10th AVE S Unit 211, 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.