Olde Naples Homes with Community Room Amenities

Welcome to Olde Naples, a charming and picturesque neighborhood nestled in the heart of Naples, Florida. Renowned for its stunning beaches, vibrant culture, and rich history, Olde Naples offers a unique blend of coastal living and small-town charm. Stroll along the tree-lined streets, where historic architecture meets modern elegance, and discover a delightful array of boutiques, art galleries, and gourmet restaurants. The nearby Naples Pier is perfect for sunset strolls, fishing, or simply soaking up the sun on the pristine sandy shores.

Olde Naples is not just about its stunning scenery; it is a community that thrives on connection and camaraderie. Many homes in this enchanting area feature community room amenities, fostering a sense of belonging among residents. These inviting spaces are perfect for social gatherings, book clubs, and community events, allowing neighbors to forge lasting friendships. Imagine hosting a cozy movie night or a lively game evening with friends, all within the comfort of your own community.

The homes in Olde Naples are as diverse as its residents, ranging from charming bungalows to luxurious waterfront estates. Each property is a testament to the area’s commitment to quality and style, with many featuring modern updates while retaining their historic charm. The community rooms provide an additional layer of convenience, ensuring that you have a welcoming space to relax and connect with your neighbors.

Whether you’re seeking a seasonal getaway or a permanent residence, Olde Naples offers an idyllic lifestyle enriched by community spirit and the beauty of Florida’s Gulf Coast. Discover your dream home in this enchanting neighborhood today!

Newest Olde Naples Homes with Community Room Amenities

$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

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226009255 MLS

Exceptional Double-Lot 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

$399,000

2 Beds ⋅ 2 Baths ⋅ 226001378 MLS ⋅ Central Garden BLDG.

A rare opportunity to own a beautifully updated two-bedroom, two-bath condominium where every detail is complete and the best of Old Naples is just moments away. Just a few blocks from iconic Fifth Avenue South, this move-in-ready residence offers modern design, easy living and an exceptional downtown location. Thoughtfully remodeled throughout, the condominium features an open-concept kitchen designed for function and style. Contemporary cabinetry, quartz countertops, and stainless-steel Bosch appliances create a seamless connection to the living and dining areas, ideal for everyday living and entertaining. Walk or bike to the beach, as well as some of Naples finest dining, shopping and cultural attractions. Whether you’re seeking a seasonal retreat or a full-time residence, this condominium delivers an outstanding location and lifestyle. The association has completed significant exterior improvements, including a newer roof, elevators and a renovated pool, and maintains beautifully landscaped grounds. Central Gardens offers an oversized heated pool, poolside grilling areas, extra storage units, and bundled high-speed internet and cable TV, all within a charming courtyard setting.

766 Central AVE Unit 209, Naples

$2,980,000

2 Beds ⋅ 2 Baths ⋅ 224018674 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches.This expansive 2-bedroom, 2-bathroom residence defines elevated living. Unit 303 features a thoughtfully designed open layout, a private one-car garage, and a generous balcony that overlooks the oversized rooftop pool, offering stunning views of downtown Naples. The Cayden offers more than just beautifully crafted homes—it elevates everyday living with exceptional amenities, including a dog run, fitness center, community room, and a secure mailroom. For those seeking a truly personalized touch, this property presents a rare opportunity to work directly with builders to customize the interior features and reflect your unique style.

180 9th ST S Unit 303, Naples

$3,590,000

2 Beds ⋅ 2 Baths ⋅ 224018668 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. This exceptional 2-bedroom, 2-bathroom residence embodies refined and comfortable upscale living at its best. Unit 302 offers a well-thought-out open layout, a private one-car garage, and a spacious balcony that provides sweeping views of the oversized rooftop pool and downtown Naples. The Cayden delivers more than just beautiful homes—it enhances your lifestyle with premium amenities, including a dog run, fitness center, community room, and secure mailroom. For those looking to add a personal touch, this property offers a unique opportunity to collaborate directly with builders to customize the interior features to your taste.

180 9th ST S Unit 302, Naples

$3,200,000

2 Beds ⋅ 2 Baths ⋅ 224018654 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. Step into refined coastal living with this inviting 2-bedroom, 2-bathroom residence. Unit 202 features a smart, open layout with a private one-car garage and a spacious balcony that overlooks the expansive rooftop pool, offering sweeping views of downtown Naples. The Cayden is more than just a collection of homes—it's a lifestyle, with exclusive amenities such as a dog run, a state-of-the-art fitness center, a community room, and a secure mailroom. Plus, future homeowners will enjoy the unique opportunity to collaborate with builders to personalize their interiors, creating a space that truly reflects their style.

180 9th ST S Unit 202, Naples

$2,950,000

2 Beds ⋅ 2 Baths ⋅ 224018659 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. This elegant 2-bedroom, 2-bathroom residence perfectly captures the charm of upscale coastal living. Unit 203 features a thoughtfully designed open layout, complete with a private one-car garage and a spacious balcony that overlooks the expansive rooftop pool, offering stunning views of downtown Naples. Beyond the stunning residences, The Cayden delivers a premium lifestyle with top-tier amenities, including a dog run, state-of-the-art fitness center, community room, and secure mailroom. Future residents will also have the unique opportunity to collaborate with builders to personalize their interiors, tailoring every detail to reflect their own style.

180 9th ST S Unit 203, Naples

$3,890,000

3 Beds ⋅ 2.5 Baths ⋅ 224018642 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. Discover the pinnacle of coastal luxury in this expansive 3-bedroom plus den, 2.5-bathroom residence. Unit 301 is designed to embody the essence of modern elegance, featuring an open-concept layout, a private two-car garage, and a spacious balcony that offers one of the most spectacular views in the area. Imagine waking up to sweeping vistas of lush palm trees framed by a vast, endless sky—truly a breathtaking sight that elevates every moment. The Cayden takes coastal living to new heights, offering premium amenities such as a dog run, state-of-the-art fitness center, community room, and secure mailroom. For those who want to make this home uniquely theirs, the property provides an exceptional opportunity to collaborate with builders and customize interior finishes, creating a space that reflects your personal style.

180 9TH ST S Unit 301, Naples

$3,950,000

3 Beds ⋅ 2.5 Baths ⋅ 224018643 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. This spacious 3-bedroom + den, 2.5-bathroom unit perfectly captures the essence of sophisticated coastal living. Unit 201 showcases an open, thoughtful layout with a private two-car garage, a generous balcony overlooking an oversized rooftop pool, and stunning views of downtown Naples. The Cayden’s design goes beyond individual residences, offering exceptional amenities like a dog run, fitness center, community room and secured mail room. The property provides an exceptional opportunity for future residents to collaborate directly with builders, tailoring interior features to reflect personal style.

180 9TH ST S Unit 201, 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.