Naples Homes with Quadraplex Style

Welcome to Naples, Florida—a stunning coastal gem nestled in Collier County that perfectly blends luxury living with a laid-back lifestyle. Known for its pristine beaches, world-class shopping, and vibrant culinary scene, Naples is a haven for those seeking both relaxation and adventure. With its picturesque palm-lined streets and breathtaking sunsets over the Gulf of Mexico, this city offers an idyllic backdrop for your dream home.

One of the most appealing options for homebuyers in Naples is the quadraplex style of living. These unique properties are designed to accommodate multiple families or groups, making them an excellent choice for investors or those looking to enjoy a communal living experience. Each unit in a quadraplex typically features its own private entrance, ensuring both privacy and accessibility. This setup is perfect for multi-generational families, vacation rentals, or even as a smart investment opportunity in a market known for its strong rental demand.

Living in a quadraplex in Naples means you can enjoy the benefits of community while still having your own space. Imagine stepping outside to the warm Florida sun, with access to shared amenities like a pool or outdoor entertaining area. Plus, being situated in Naples means you’re just minutes away from the stunning beaches, upscale dining, and cultural attractions that make this city so beloved.

Whether you’re looking to invest or find your forever home, the quadraplex style in Naples offers a unique lifestyle that combines comfort, convenience, and the charm of coastal living. Explore the possibilities today and discover why Naples is the perfect place to call home!

Newest Naples Homes with Quadraplex Style

$1,100,000

4 Beds ⋅ 226026942 MLS

UPDATED FOUR-UNIT INVESTMENT OPPORTUNITY – NEVER FLOODED! Rare opportunity to own two adjacent duplexes totaling four 1-bedroom, 1-bath residences in a highly desirable central Naples location. Offering proven rental history, private on-site parking, and strong income potential, this property is well suited for investors seeking immediate cash flow with long-term appreciation. Several units have been thoughtfully updated with herringbone-pattern tile flooring, quartz countertops, modern cabinetry, stainless steel appliances, renovated bathrooms, new windows, energy-efficient mini-split A/C systems, and on-demand water heaters. Select units also feature private screened lanais, adding desirable outdoor living space for tenants. The buildings have been well maintained, with roofs replaced in 2006 and reported to be in good condition. Additional opportunities remain to further enhance rental income and overall value. Ideally located just minutes from Downtown Naples, Fifth Avenue South, Naples' world-famous beaches, Celebration Park, Publix, shopping, dining, pickleball courts, and major conveniences, the property benefits from consistent tenant demand in one of Southwest Florida's most sought-after rental markets. Whether you're expanding your investment portfolio, completing a 1031 exchange, or seeking a well-located multi-family asset with immediate income and future upside, this is a rare opportunity in the heart of Naples.

3365 Estey AVE, Naples

$1,650,000

8 Beds ⋅ 4 Baths ⋅ 226021990 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

$849,900

8 Beds ⋅ 4 Baths ⋅ 226017096 MLS

Fully Remodeled Quadplex in the Heart of Naples – 2316 Bayside St; Welcome to 2316 Bayside Street, a completely remodeled quadplex offering exceptional investment potential in one of Naples’ most desirable and rapidly growing areas. Situated just minutes from world-renowned beaches, 5th Avenue shopping and dining, and top-rated schools, this property combines modern upgrades with an unbeatable location. Each of the four units has been fully renovated with high-quality finishes, including new kitchens with quartz countertops and stainless steel appliances, updated bathrooms, luxury vinyl plank flooring, and contemporary lighting and fixtures throughout. The property features impact-resistant windows, a new roof, updated electrical and plumbing systems, and central HVAC—ensuring low maintenance and long-term value. Whether you're an investor looking for strong rental income or a buyer seeking multi-generational living options, this quadplex checks all the boxes. With Naples’ rental demand continuing to surge, 2316 Bayside St represents a rare opportunity to own a turnkey income-producing property in the heart of paradise. Don’t miss your chance to secure this exceptional asset in one of Florida’s most sought-after coastal markets.

2316 Bayside ST, Naples

$1,200,000

7 Beds ⋅ 4 Baths ⋅ 226001189 MLS

Investment property with four units, 3 two bedrooms and 1 one bedroom. Located close to downtown Naples and beach in growing market area for growth and development. Property has been developed over many years in various stages expanding to the current structure. All leases are annual in nature.

2084 Monroe AVE, Naples

$1,250,000

8 Beds ⋅ 4 Baths ⋅ 225080867 MLS

Investment opportunity in downtown Naples. Great location, walkable to shopping, work and beaches. Very popular 2 bedroom, 1 bath units. The four units are divided into two duplexes on one lot. Great parking for all units. Easy to care for yard and buildings. Each unit has its own storage room with washer and dryer hook-ups. Annual leases in place for three of the units. We are leaving one available for easy showing and plan to replace the long term tenant if a buyer/owner does not want to occupy the last unit. Renovations were made in 2022, so its in really nice condition compared to others in the market.

2264 Washington AVE, Naples

$1,800,000

12 Beds ⋅ 8 Baths ⋅ 225069501 MLS

Seller Paid Maintenance Fees for 2 years. Rare new construction assemblage offering at Bonnaire in Antilles Naples Area‚ four Classic Coach Home condominium residences in Building #26 (Units 101, 102, 201, and 202) conveyed together as a full condminium building package. The developer will pay two years condominium fees, with a minium of 4 units purchased. This advantage reduces ownership costs, strengthens ROI investment performance and enhances buyer value from day one. This assemblage totals 12 bedrooms, 8 baths, 4 kitchens and 4 garages. The lower Saba plans (101 and 102) each feature 1,537 sq. ft. of open living with 3 bedrooms, 2 baths, breakfast-bar kitchens, walk in closets, screened lanais, and attached garages, (2010SF TTL). The upper Tobago plans (201 and 202) provide 1,509 sq. ft. with 3 bedrooms, 2 baths, soaring ceilings, private entries, walk-in closets, screened lanais, and garages (1988SF TTL). Both floor plans showcase the elevated finishes that define 2025 resort-style living in Southwest Florida, including 10' volume ceilings, solid wood cabinetry and doors, Kohler fixtures, stainless steel appliances, Quartz countertops, frameless glass showers, in-unit laundry room,12''x 24'' porcelain tile flooring, wide profile baseboards, impact-rated windows and doors, and solid CBS construction. Antilles is a West Indies-inspired community just north of Fiddler's Creek, set on 54 acres with 5 acres of lakes and preserves, anchored by the Flamingo Club -a 5,000 sq. ft. clubhouse with infinity-edge pool and spa, fitness center, social lounges, catering kitchen, and conference space, along with bocce and pickleball courts, putting green, tiki bar, fire pit lounge, and walking trails. Pet and golf cart friendly. Leasing allowed for 30 days, 3x per year, up to 365 days. Monthly HOA, maintenance fee, and 1x capital contribution per unit apply. No flood insurance required. Perfectly situated between Marco Island and Downtown Naples Area - renowned for their pristine beaches, marinas, world-class dining, and vibrant resort lifestyle - this rare full-building assemblage offers strong income potential for seasonal or annual rental, while securing a new premier luxury asset in Southwest Florida. Building 27 is concurrently for sale and can be purchased individually or alongside Building 26 for a complete assemblage. Please enquire.

280 Indies DR E Unit 101,102,201,202, 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.