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A polished set of Naples Park Duplexes positioned exactly 1.0 mile from the beach, offering strong rental appeal, exceptional lifestyle access, and the kind of beachside investment fundamentals that remain difficult to replicate. This well-maintained property features a total of 7 bedrooms and 4 bathrooms across 4x separate residences, making it an ideal short-term rental asset, seasonal retreat, or income-producing addition to a Naples portfolio. This offering creates a rare double-lot opportunity with scale, flexibility, and enhanced long-term value. The property is thoughtfully arranged around a large courtyard and includes ample parking, brand-new fencing, and a private pool completed in 2022, giving guests and owners a true resort-style outdoor setting. Its proximity to Vanderbilt Beach, Mercato, the Ritz-Carlton, Waterside Shops, and North Naples’ top restaurants makes it highly marketable for Airbnb and vacation rental demand. For investors seeking an excellent cap rate, beachside scarcity, and a low-maintenance asset in one of Naples’ most coveted rental corridors, this quadplex is a standout opportunity.

7 Beds ⋅ 4 Baths ⋅ 226037165 MLS

A polished set of Naples Park Duplexes positioned exactly 1.0 mile from the beach, offering strong rental appeal, exceptional lifestyle access, and the kind of beachside investment fundamentals that remain difficult to replicate. This well-maintained property features a total of 7 bedrooms and 4 bathrooms across 4x separate residences, making it an ideal short-term rental asset, seasonal retreat, or income-producing addition to a Naples portfolio. This offering creates a rare double-lot opportunity with scale, flexibility, and enhanced long-term value. The property is thoughtfully arranged around a large courtyard and includes ample parking, brand-new fencing, and a private pool completed in 2022, giving guests and owners a true resort-style outdoor setting. Its proximity to Vanderbilt Beach, Mercato, the Ritz-Carlton, Waterside Shops, and North Naples’ top restaurants makes it highly marketable for Airbnb and vacation rental demand. For investors seeking an excellent cap rate, beachside scarcity, and a low-maintenance asset in one of Naples’ most coveted rental corridors, this quadplex is a standout opportunity.

559/563 105th AVE N, Naples

$1,999,999

RENOVATED NAPLES PARK FOURPLEX ON A RARE DOUBLE LOT—OFFERED FURNISHED. Just minutes from Vanderbilt Beach, this exceptional residential-income property combines four beautifully updated residences, a private resort-style pool and spa, and an irreplaceable Naples Park location near the Ritz-Carlton, LaPlaya Beach & Golf Resort, Delnor-Wiggins Pass State Park, Mercato, Waterside Shops, Whole Foods, dining, and entertainment. Completed in 2023, the extensive renovation includes a new roof, hurricane-impact windows and doors, and a stunning new pool and spa. Two separate buildings encompass four furnished residences with a combined 7 bedrooms and 7 baths, thoughtfully arranged around a private central courtyard. The result is a rare property that offers both the flexibility of a multi-family investment and the appeal of a private coastal compound. The centerpiece is the beautifully designed outdoor living space: a sparkling pool and spa, expansive paver deck, outdoor shower, and multiple areas to gather, dine, relax, and enjoy the Naples sunshine. Whether spending the day at the beach, lounging by the pool, or entertaining beneath the palms, the setting delivers the indoor-outdoor lifestyle buyers want in Naples. Set on approximately 13,504 square feet across Lots 5 and 6, this oversized double-lot property offers privacy, space, and versatility that are increasingly difficult to find in Naples Park. Seven open parking spaces add convenience for residents and guests. Offered furnished, this is a ready-to-enjoy opportunity for an investor, a buyer seeking a multi-generational retreat, or anyone wanting a distinctive property close to the beach. More than a fourplex, this is a fully renovated Naples's lifestyle property where location, land, resort-style outdoor living, and income-producing potential come together.

7 Beds ⋅ 226036391 MLS

RENOVATED NAPLES PARK FOURPLEX ON A RARE DOUBLE LOT—OFFERED FURNISHED. Just minutes from Vanderbilt Beach, this exceptional residential-income property combines four beautifully updated residences, a private resort-style pool and spa, and an irreplaceable Naples Park location near the Ritz-Carlton, LaPlaya Beach & Golf Resort, Delnor-Wiggins Pass State Park, Mercato, Waterside Shops, Whole Foods, dining, and entertainment. Completed in 2023, the extensive renovation includes a new roof, hurricane-impact windows and doors, and a stunning new pool and spa. Two separate buildings encompass four furnished residences with a combined 7 bedrooms and 7 baths, thoughtfully arranged around a private central courtyard. The result is a rare property that offers both the flexibility of a multi-family investment and the appeal of a private coastal compound. The centerpiece is the beautifully designed outdoor living space: a sparkling pool and spa, expansive paver deck, outdoor shower, and multiple areas to gather, dine, relax, and enjoy the Naples sunshine. Whether spending the day at the beach, lounging by the pool, or entertaining beneath the palms, the setting delivers the indoor-outdoor lifestyle buyers want in Naples. Set on approximately 13,504 square feet across Lots 5 and 6, this oversized double-lot property offers privacy, space, and versatility that are increasingly difficult to find in Naples Park. Seven open parking spaces add convenience for residents and guests. Offered furnished, this is a ready-to-enjoy opportunity for an investor, a buyer seeking a multi-generational retreat, or anyone wanting a distinctive property close to the beach. More than a fourplex, this is a fully renovated Naples's lifestyle property where location, land, resort-style outdoor living, and income-producing potential come together.

683 100th AVE N, Naples

$1,550,000

An Exceptional Coastal Investment & Lifestyle Opportunity Perfectly positioned in one of Naples’ most coveted walkable locations. This impeccably renovated dual-duplex property offers effortless access to Vanderbilt Beach and the vibrant Mercato district for world-class shopping, dining, and entertainment. Opportunities like this are rare—and this one delivers, generating over $185,000 in income in 2025. The property features two beautifully updated duplex buildings, totaling four spacious 2-bedroom, 1-bath residences. Each residence is thoughtfully designed for comfort and privacy, offering a private screened lanai with washer and dryer, and patio with BBQ grill, creating an ideal blend of indoor and outdoor living. At the heart of the property lies a lush, fully fenced backyard retreat, ideal for entertaining or relaxing under the Naples sun. Highlights include a covered pergola, fire pit, and generous space to add a custom pool, transforming the grounds into a true resort-style oasis. Ample parking accommodates up to 10 vehicles, a rare convenience in this premier location. A charming, gated courtyard entry, enhanced with security cameras, provides both elegance and peace of mind. Whether envisioned as a luxury income-producing asset, boutique vacation rental, or personal coastal compound, this remarkable property offers the perfect balance of sophistication, location, and lifestyle.

8 Beds ⋅ 4 Baths ⋅ 226032245 MLS

An Exceptional Coastal Investment & Lifestyle Opportunity Perfectly positioned in one of Naples’ most coveted walkable locations. This impeccably renovated dual-duplex property offers effortless access to Vanderbilt Beach and the vibrant Mercato district for world-class shopping, dining, and entertainment. Opportunities like this are rare—and this one delivers, generating over $185,000 in income in 2025. The property features two beautifully updated duplex buildings, totaling four spacious 2-bedroom, 1-bath residences. Each residence is thoughtfully designed for comfort and privacy, offering a private screened lanai with washer and dryer, and patio with BBQ grill, creating an ideal blend of indoor and outdoor living. At the heart of the property lies a lush, fully fenced backyard retreat, ideal for entertaining or relaxing under the Naples sun. Highlights include a covered pergola, fire pit, and generous space to add a custom pool, transforming the grounds into a true resort-style oasis. Ample parking accommodates up to 10 vehicles, a rare convenience in this premier location. A charming, gated courtyard entry, enhanced with security cameras, provides both elegance and peace of mind. Whether envisioned as a luxury income-producing asset, boutique vacation rental, or personal coastal compound, this remarkable property offers the perfect balance of sophistication, location, and lifestyle.

668 97th AVE N, Naples

$1,599,000

One or more photo(s) has been virtually staged, AI generated or rendered. MOTIVATED SELLERS! RARE 8-BEDROOM ASSISTED LIVING OPPORTUNITY ON A DOUBLE LOT IN NAPLES PARK!Unlock the exceptional income-producing potential of this rare double-lot property in the heart of Naples Park. Featuring 8 bedrooms and 6 bathrooms, this expansive property was previously operated as an assisted living facility and offers an incredible opportunity for an operator, investor, or owner-user looking to capitalize on the demand for residential care in one of Naples' most desirable locations. The existing layout provides the potential to accommodate up to 10 occupants, with the possibility of increasing capacity to as many as 16 occupants, subject to applicable licensing, zoning, building, and regulatory approvals. With the infrastructure and bedroom count already in place, this property offers a unique opportunity to potentially continue an assisted living operation rather than starting from the ground up. Situated on an OVERSIZED DOUBLE LOT, the property provides valuable flexibility for future improvements, expansion, outdoor amenities, or redevelopment. The fully fenced yard offers privacy and ample outdoor space, while NO HOA and NO rental restrictions provide additional flexibility for an owner or investor. Beyond the property itself, the location is a major advantage. Naples Park is just minutes from Vanderbilt Beach, Mercato, Whole Foods, premier dining, shopping, entertainment, and nightlife. Residents and operators can enjoy the best of the Southwest Florida lifestyle while being positioned in an established neighborhood with strong demand and limited opportunities of this size. Whether you're looking to reestablish an assisted living operation, expand an existing business, renovate and reposition the property, create an income-producing investment, or explore future redevelopment opportunities, this property offers a rare combination of 8 bedrooms, 6 bathrooms, double-lot land, operational history, and an exceptional Naples Park location. Properties offering this level of size, flexibility, and potential in Naples Park rarely become available. Don't miss this opportunity to turn an exceptionally well-located property into a high-potential income-producing asset.one or more photos have been digitally edited by adding images of furniture, mirrors, artwork, plants, etc.

6 Beds ⋅ 6 Baths ⋅ 226027206 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. MOTIVATED SELLERS! RARE 8-BEDROOM ASSISTED LIVING OPPORTUNITY ON A DOUBLE LOT IN NAPLES PARK!Unlock the exceptional income-producing potential of this rare double-lot property in the heart of Naples Park. Featuring 8 bedrooms and 6 bathrooms, this expansive property was previously operated as an assisted living facility and offers an incredible opportunity for an operator, investor, or owner-user looking to capitalize on the demand for residential care in one of Naples' most desirable locations. The existing layout provides the potential to accommodate up to 10 occupants, with the possibility of increasing capacity to as many as 16 occupants, subject to applicable licensing, zoning, building, and regulatory approvals. With the infrastructure and bedroom count already in place, this property offers a unique opportunity to potentially continue an assisted living operation rather than starting from the ground up. Situated on an OVERSIZED DOUBLE LOT, the property provides valuable flexibility for future improvements, expansion, outdoor amenities, or redevelopment. The fully fenced yard offers privacy and ample outdoor space, while NO HOA and NO rental restrictions provide additional flexibility for an owner or investor. Beyond the property itself, the location is a major advantage. Naples Park is just minutes from Vanderbilt Beach, Mercato, Whole Foods, premier dining, shopping, entertainment, and nightlife. Residents and operators can enjoy the best of the Southwest Florida lifestyle while being positioned in an established neighborhood with strong demand and limited opportunities of this size. Whether you're looking to reestablish an assisted living operation, expand an existing business, renovate and reposition the property, create an income-producing investment, or explore future redevelopment opportunities, this property offers a rare combination of 8 bedrooms, 6 bathrooms, double-lot land, operational history, and an exceptional Naples Park location. Properties offering this level of size, flexibility, and potential in Naples Park rarely become available. Don't miss this opportunity to turn an exceptionally well-located property into a high-potential income-producing asset.one or more photos have been digitally edited by adding images of furniture, mirrors, artwork, plants, etc.

517 100th AVE N, Naples

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