Olde Naples Homes with Penthouse Style

Welcome to Olde Naples, a charming and sophisticated community located in the heart of Naples, Florida. This exclusive neighborhood is situated in Collier County and is known for its luxurious homes and upscale living.

One of the standout features of Olde Naples is the availability of homes with penthouse style. These properties offer a unique living experience with spacious layouts, high-end finishes, and stunning views of the surrounding area. Whether you are looking for a primary residence or a vacation home, the homes with penthouse style in Olde Naples are sure to impress even the most discerning buyers.

In addition to the beautiful homes, Olde Naples boasts a prime location that puts residents just steps away from the pristine beaches of the Gulf of Mexico, upscale shopping and dining options on Fifth Avenue South, and a variety of cultural attractions. With its tree-lined streets, historic architecture, and vibrant atmosphere, Olde Naples offers a truly special place to call home.

If you are searching for a luxurious and sophisticated living experience in Naples, look no further than Olde Naples. Explore the homes with penthouse style and discover the perfect blend of elegance and comfort in this exclusive community.

Newest Olde Naples Homes with Penthouse Style

$429,000

1 Baths ⋅ 226027610 MLS ⋅ Cove Inn BLDG.

Take in breathtaking bay views from this beautifully finished top-floor condo-hotel unit. The Cove Inn is ideally located in the heart of historic Olde Naples. Just moments from pristine Gulf beaches, upscale boutiques, and acclaimed dining, the setting offers the perfect mix of coastal serenity and lively downtown energy. This light and bright unit participates in a well-established rental program, providing the flexibility for personal enjoyment while generating income. Whether you’re looking for a seasonal escape or a savvy investment opportunity, this property presents exceptional value in one of Naples’ most desirable locations. An incredible opportunity to own your slice of paradise.

900 Broad AVE S Unit 320, 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

$2,250,000

2 Beds ⋅ 2 Baths ⋅ 226018464 MLS ⋅ Olde Naples BLDG.

RARELY AVAILABLE! A spectacular corner penthouse residence in the heart of prestigious 5th Avenue S. This light-filled home features 2 bedrooms, 2 full baths, and 3 private balconies, offering the perfect blend of luxury, privacy, and vibrant downtown living. French doors open to a charming balcony overlooking iconic 5th Avenue, where you’ll enjoy warm beach breezes and front-row access to Naples’ renowned parades, art shows, fine dining, boutique shopping, the famous car show, and endless entertainment — all just steps from your door. The spacious primary suite offers a walk-in closet, dual vanities, a large walk-in shower, and a private balcony retreat with black-out drapes. While the second bedroom features ample closet space, a beautiful desk for your convience, balcony access, and an adjacent full bath. Additional highlights include "two assigned parking spaces (one covered), secure building entry, and private penthouse-floor access. "Pets are welcome! Take morning walks along the beach and enjoy breathtaking Gulf sunsets at night, with the sugar-sand shoreline just a short stroll away. An exceptional residence for entertaining with family and friends while enjoying the best of Naples living. Experience the ultimate in Naples luxury living — because Life begins in Naples, come see for yourself

375 5th AVE S Unit 302, Naples

$10,495,000

3 Beds ⋅ 3.5 Baths ⋅ 226007847 MLS ⋅ Residences At 5th & 5th BLDG.

A truly one-of-a-kind Villa at the prestigious Residences at 5th on 5th, this exceptional villa offers approximately 5,000 square feet under air and 7,400 square feet total, perfectly positioned on iconic 5th Avenue South. Rare 5 car parking and private rooftop deck! The residence features three bedrooms plus a den, easily convertible to a fourth bedroom, and four and a half baths, delivering the scale and privacy of a single-family home with the ease of condominium living. Rich wood flooring, French doors, and private balconies create an elegant and inviting atmosphere. The chef’s kitchen is outfitted with premium appliances, a gas range, custom cabinetry, and an expansive island ideal for entertaining. A private elevator leads to the primary suite, a serene retreat with its own balcony and spa-inspired bath. Designed for extraordinary living, the home includes a rare underground entertaining room with a bar and a theater, as well as a private rooftop oasis with outdoor kitchen, jacuzzi, and sweeping sunset views. Five private parking spaces, including an attached two-car garage, add exceptional convenience. Just moments from world-class dining, nightlife, and only five blocks from the beach, this residence represents luxury living at its finest.

490 5th ST S Unit 101, Naples

$3,595,000

2 Beds ⋅ 2.5 Baths ⋅ 226012328 MLS ⋅ 505 On Fifth BLDG.

Positioned along the renowned corridor of Fifth Avenue South, this distinguished penthouse residence at 505 ON FIFTH is in the ideal and desired downtown location. Masterfully envisioned by Stofft Cooney and exquisitely curated, the home encompasses 2,808 total square feet of impeccably designed living space and luxury finishes throughout. The kitchen is a striking focal point, appointed with bespoke flush cabinetry, a dramatic quartz waterfall-edge island with seating and luxury appliances, flowing beautifully into the open dining and great room, where a linear gas fireplace and sophisticated wet bar with wine refrigerator set the stage for elevated entertaining. Soaring 10-foot ceilings and expansive floor-to-ceiling sliding glass doors, a linear gas fireplace and wide-plank white oak flooring create an atmosphere of effortless elegance, seamlessly extending to a relaxing wraparound terrace. The primary suite is a serene retreat, offering dual walk-in closets and direct access to the terrace, complemented by a spa-inspired bath featuring stunning tile work, a floating dual vanity, backlit mirrors, and a separate glass-enclosed shower and soaking tub. A generously sized guest en-suite, a versatile den and a dedicated laundry room complete this exceptional offering. Thoughtfully integrated smart home technology includes Control4 automation, a Sonos sound system, motorized window treatments and designer LED lighting, ensuring comfort and convenience at every turn. This extraordinary and sophisticated downtown residence, with under-building parking, is just moments from Naples celebrated dining, boutiques, galleries, cafés and just a short distance to the beach, while affording a refined sense of privacy that feels removed from it all.

495 5th ST S Unit #304, 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.