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$3,390,000
3 Beds ⋅ 3 Baths ⋅ 226016060 MLS ⋅ Olde Naples BLDG.
Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 square feet, the multi-level floor plan is filled with natural light and defined by crisp white interiors, shiplap detailing, and thoughtfully curated coastal finishes throughout. The open-concept kitchen serves as the centerpiece of the home, featuring an oversized island with seating, custom cabinetry, and designer tile accents, seamlessly connecting to multiple living and dining spaces ideal for both everyday living and entertaining. Sliding doors and expansive windows create a strong indoor-outdoor connection, opening to a series of inviting spaces. The primary suite offers a comfortable and private setting with a well-appointed bath including dual vanities, soaking tub, and separate shower. Additional guest bedrooms provide flexibility for family and visitors. Outdoor living is a defining feature, with multiple balconies, a screened lanai, and a private courtyard designed for year-round enjoyment. The gas-heated pool and spa, water feature, and lush tropical landscaping create a quiet, resort-like atmosphere rarely found in a condominium setting. Additional highlights include a private elevator, two-car garage, impact-resistant windows and doors, and a dedicated laundry room. Ideally located just four blocks to the Gulf beaches and moments to the shops and dining of Third Street South, this residence offers a rare combination of privacy, space, and walkable Old Naples living.

430 10th S Ave Unit 305, Naples
$3,295,000
5 Beds ⋅ 4 Baths ⋅ 226014758 MLS ⋅ Olde Naples BLDG.
Ideally located in the heart of Olde Naples, this beautifully renovated five-bedroom, four-bath Key West–style residence offers an exceptional blend of coastal charm and walkable luxury. Just steps from Fifth Avenue South, Gulf beaches, and directly across from Cambier Park. The residence features a spacious open floor plan with vaulted ceilings, Miami-Dade pine floors, and timeless beadboard details. The living, dining, and kitchen areas flow seamlessly, creating an ideal setting for both relaxed coastal living and elegant entertaining with room for large family gatherings. Recent improvements include a new standing seam metal roof and a new main air conditioning system installed in 2025, offering enhanced durability, efficiency, and peace of mind. Outdoor living is highlighted by a heated swimming pool, multiple lounge and grassy lawn areas. This is a rare opportunity to own a classic coastal home in a premier walk-to-everything location in Olde Naples. Excellent rental history.

660 8th S Ave, Naples
$3,595,000
2 Beds ⋅ 2.5 Baths ⋅ 226012328 MLS ⋅ Olde Naples 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 S St Unit #304, Naples
$3,100,000
226006431 MLS ⋅ Olde Naples BLDG.
395 7th Avenue South offers a rare opportunity in the heart of Olde Naples to build your custom retreat. A short walk to Naples' white sand beach, famed 5th Avenue, or historic Third Street South, this premier homesite offers the perfect blend of tranquility and vibrant downtown living. Nestled in a collection of cottage style residences. Zoned R1-7.5, the least restrictive residential designation. Enjoy effortless access to fine dining, luxury shopping, art galleries, and nearby Third Street South. Build your legacy in one of Naples’ most coveted neighborhoods.

395 7th S Ave, Naples
$3,900,000
3 Beds ⋅ 3 Baths ⋅ 226003779 MLS ⋅ Olde Naples BLDG.
This elegant and expansive detached villa offers a rare lifestyle opportunity in the heart of Naples, just steps from the shops and restaurants of Third Street South. Built by Hemmer Construction, the residence features 3 bedrooms, 3 full baths, and two gas fireplaces. The open-plan living area is ideal for entertaining, with French doors opening to a spacious lanai. The gourmet kitchen is equipped with gas cooking, Sub-Zero and Miele appliances, and high-end finishes throughout. Flooring includes a mix of tile, hardwood, and carpet, complemented by impact-resistant doors and windows. The private primary suite occupies the third level and includes a spa-like bath with walk-in rain shower, soaking tub, Caesarstone vanity tops, and a generous walk-in closet. Juliet balconies enhance both the guest suite and main living areas, while the primary bedroom offers access to a lanai and an upper rooftop deck via a spiral staircase. Additional features include an elevator, front-door camera security system with alarm, and a private 3-car air-conditioned garage currently configured as a 2-car space with storage, pre-wired for a vehicle lift. Excellent rental potential.

340 12th S Ave Unit 6, Naples
$3,800,000
226000909 MLS ⋅ Olde Naples BLDG.
Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the north is also available at $3.2 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

680 Park St, Naples
$3,200,000
226000901 MLS ⋅ Olde Naples BLDG.
Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the south is also available at $3.8 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

670 Park St, Naples
$3,590,000
2 Beds ⋅ 2 Baths ⋅ 224018668 MLS ⋅ 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 S St Unit 302, Naples
$3,890,000
3 Beds ⋅ 2.5 Baths ⋅ 224018642 MLS ⋅ 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 S St Unit 301, Naples
$3,200,000
2 Beds ⋅ 2 Baths ⋅ 224018654 MLS ⋅ 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 S St Unit 202, Naples
$3,950,000
3 Beds ⋅ 2.5 Baths ⋅ 224018643 MLS ⋅ 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 S St Unit 201, Naples