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$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

$499,900
4 Beds 2 Baths 226024963 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Amazing value near Bayshore Drive and the East Trail. This concrete block duplex offers a solid turnkey investment opportunity with both units fully occupied and leases already in place. Each unit features 2 bedrooms, 1 bathroom, and a rear patio, with several interior updates completed over time including flooring, kitchens, and bathrooms. Both tenants have been in place for 7+ years, offering immediate rental income from day one. The property also features a massive backyard that is partially fenced and includes fruit trees, creating additional outdoor appeal for tenants. Located just minutes from Bayshore Drive, downtown Naples, shopping, dining, I-75, and the many new developments taking place in the surrounding area, this property offers excellent proximity to some of Naples’ most active growth corridors.

2485 Bayside ST, Naples

$624,900
3 Beds 3 Baths 226023741 MLS
Rare Duplex Opportunity in the Bayshore Area! Perfect for short-term rentals, this versatile property offers the ability to live in one unit and rent the other, or maximize income by renting both. Located in an area experiencing significant redevelopment, with many neighboring properties being rebuilt, this is an excellent investment for today and the future. Enjoy views toward the bay from the rear balcony overlooking the prestigious Windstar community. The property features a hot tub, two spacious lanais, abundant parking, and a carport large enough for your boat. The lower level offers a unique 1-bedroom, 2-bath layout with direct access to the hot tub and outdoor living areas. Upstairs, you'll find a 2-bedroom, 1-bath residence plus a bonus sleeping den, providing flexible accommodations for guests and renters. Just down the street is a beautiful bayfront park with stunning views of Port Royal, three public boat ramps, excellent fishing, a playground, and waterfront green space. The vibrant Bayshore Arts District and Sudgen Lake Regional Park are just a short bike ride away, offering dining, entertainment, lakes, walking paths, and recreational activities. Whether you're looking for an income-producing property, a vacation retreat, or a redevelopment opportunity, this duplex offers exceptional potential in one of Naples' fastest-growing waterfront neighborhoods.

1881 Danford ST, Naples

$598,999
4 Beds 226022911 MLS
Discover an exceptional income-producing duplex in the heart of Naples' thriving Bayshore Arts District. This well-maintained property features two spacious residences, each offering 2 bedrooms, 2 bathrooms, a private laundry area, and comfortable living spaces designed for both owner-occupants and tenants. Situated on an oversized lot, this versatile property offers outstanding income potential, whether you're looking to generate steady cash flow with long-term tenants or capitalize on the area's popularity as a short-term vacation rental through Airbnb (subject to local regulations). Live in one unit while renting the other, or maximize your investment by leasing both. Located in one of Naples' fastest-growing and most vibrant neighborhoods, you'll be just a short walk from Celebration Park, Naples' popular waterfront food truck park, where residents enjoy live music, local food vendors, and beautiful sunset views. The property is also an easy bike ride to the Naples Botanical Garden, one of Southwest Florida's premier attractions. Surrounded by local restaurants, breweries, art galleries, waterfront activities, and exciting new development, the Bayshore Arts District continues to attract both residents and visitors alike, making this a rare opportunity to own in one of Naples' most sought-after investment locations.

2855 Van Buren AVE, Naples

$950,000
6 Beds 4 Baths 226021616 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. BRAND NEW CONSTRUCTION DUPLEX – PRIME LOCATION! The only brand-new, true duplex with DOUBLE CAR GARAGE on each side currently available in Golden Gate City! This property features open-concept living, sleek tile floors, and stainless steel appliances. Each unit offers an ideal 3-bedroom, 2-bathroom layout with 1,832 SQ FT per side total area, complete with its own double car garage, driveway, private outdoor space, individual washer/dryer hookups, and tankless water heater. Built with IMPACT- RESISTANT WINDOWS AND DOORS providing peace of mind, energy efficiency, and long-term durability. An exceptional investment opportunity with STRONG PROJECTED RENTAL INCOME of approximately $3,500 per side, per month. Enjoy a prime location in the heart of Golden Gate City, minutes from shopping, dining, top-rated schools, and Naples’ beautiful beaches. Situated on a spacious quarter-acre lot, offering both privacy and curb appeal. Primary suites feature ensuite baths with walk-in showers and WALK-IN CLOSETS. Don’t miss the perfect opportunity to live in one unit and rent the other — or lease both for exceptional investment returns.

1819 Sunshine BLVD, 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

$699,000
6 Beds 4 Baths 226021617 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Excellent investment opportunity in Naples! This income-producing triplex is ideally situated on .34 acres lot along Santa Barbara Blvd, offering convenient access to shopping, dining, major roadways, and the best of Naples living. Centrally located near East Naples, North Naples, and Downtown Naples, the property features two 2-bedroom, 1-bath corner units and one 2-bedroom, 2-bath unit. Each unit offers tile flooring throughout, an open lanai, and a loft for additional storage. Most windows were replaced in 2010, hurricane panels were installed on all windows, and the roof was replaced in 2012. Currently generating $4,550 per month in rental income, this property presents an excellent opportunity for investors seeking immediate cash flow and long-term potential. Please do not disturb tenants. All information is deemed reliable but not guaranteed and should be independently verified by buyers.

2642 Santa Barbara BLVD, Naples

$1,250,000
6 Beds 4 Baths 226019683 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. NOW AVAILABLE to purchase both Units 101 & 102 together. Introducing a flexible coastal compound designed for the way people truly live in Southwest Florida. Just 2 miles from the beach and nearby shopping, this brand-new construction elevated residence offers an incredibly versatile layout, perfect for multi-generational living, a private snowbird retreat, or the opportunity to live in one residence while hosting guests in or renting out the other. Unit 101 and 102 are identical but reversed, and each unit contains 3 bedrooms and 2 bathrooms. Thoughtfully built with smart coastal design, the entire structure is raised to 16 feet above sea level, significantly exceeding FEMA’s required 10-foot elevation. Built to modern coastal standards, the home is engineered for 160 MPH wind resistance and features impact rated windows and fiberglass doors designed to resist warping, rot, and corrosion. The elevated living level also features concrete block walls, creating a durable and storm resistant structure. The design emphasizes low maintenance, long lasting materials throughout, including concrete, stucco, pressure-treated wood, composite materials, aluminum, and fiberglass. Inside each residence, you’ll find bright and open living spaces highlighted by soaring vaulted ceilings in the main living areas and a minimum 9’4” ceiling height throughout. The kitchens feature quartz countertops and stainless-steel appliances, including a glass-top range with microwave. Each unit also includes stacked washer and dryer, Tankless Water Heaters, Moen plumbing fixtures, and Kohler toilets for quality and reliability. Bathrooms showcase custom tiled showers with frameless glass enclosures and 180-degree swing doors, finished with elegant satin nickel hardware. Throughout the home, luxury composite flooring offers a soft feel underfoot while being durable and easy to maintain. Outdoor living is equally impressive with front and rear porches finished in Azek composite decking, designed to last for decades without the maintenance of traditional wood. Below the living area, the expansive open garage offers space for up to 8 vehicles, plus a locking storage room, with the option to enclose the entire garage area or portions if desired. Whether you're looking for a coastal family compound, an income-producing opportunity, or a unique snowbird retreat, this newly constructed property offers flexibility, durability, and a lifestyle centered around Southwest Florida’s beaches and sunshine!!

3500 Croton RD, 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

$825,000
5 Beds 3 Baths 226015655 MLS
Exceptional duplex opportunity in a rapidly growing Naples location, offering immediate income potential and long-term flexibility. This well-positioned property features two distinct units: a spacious 3-bedroom, 2-bath residence with central A/C and a private fenced yard, alongside a 2-bedroom, 1-bath unit with a generously sized side yard, providing desirable outdoor space for both residences. (more photos to come) Both units are tenant-occupied, creating established rental income from day one, making this an attractive option for investors or those seeking a property with supplemental income potential. The neighboring property includes a single-family home with a guest house, bringing the total opportunity to four income-producing units when purchased together. Properties may be acquired individually or as a package, presenting a unique chance to secure a small portfolio in one convenient location. With strong rental appeal, functional layouts, and proximity to key Naples conveniences, this duplex offers both immediate returns and future upside

1400 Rosemary LN, Naples

$900,000
3 Beds 226003367 MLS
This is a rare opportunity to acquire a direct Gulf-access triplex ideally positioned at the end of a quiet canal in the highly desirable Isles of Capri. Set on an oversized lot with effortless boating access and just a five-minute cruise to the open Gulf, this fully renovated waterfront asset represents a compelling blend of lifestyle appeal and income potential. Each of the three one-bedroom, one-bath residences has been thoughtfully upgraded to today’s luxury standards, featuring granite countertops, stainless steel appliances, soft-close custom cabinetry, modern tile flooring, and elegantly redesigned bathrooms with walk-in tiled showers and granite vanities. Two of the units open seamlessly to a tranquil canal-front lanai, creating a private waterfront setting ideal for morning coffee or sunset entertaining. Designed with both owner convenience and rental performance in mind, the property offers private entrances, in-unit laundry in two residences, and a shared laundry facility in the garage—making it exceptionally well-suited for short- or long-term rental strategies. Recent capital improvements include a new metal roof, brand-new driveway, newer HVAC systems, new water heaters, and freshly painted interiors, ensuring a truly turnkey, low-maintenance investment. Located just minutes from downtown Naples and Marco Island, this prime waterfront location is in high demand for vacation rentals and Airbnb, offering strong revenue potential and long-term appreciation. Whether you’re an investor seeking to maximize cash flow or a buyer looking for a flexible coastal retreat with income upside, this exceptional triplex delivers on location, luxury, and performance. Waterfront investments of this caliber are increasingly rare. Secure your opportunity to own a direct Gulf-access property with enduring value and endless possibilities.

Naples

$999,000
4 Beds 4 Baths 226002109 MLS
Amazing opportunity to get an income producing, waterfront duplex, on the beautiful Isles of Capri. This grandfathered-in duplex has concrete block construction with (2) two bedroom and two bathroom apartments on each side. Recently, completely remodeled and updated, from the slab up. Updates include all new plumbing, electrical, counters, cabinets, appliances, hurricane-impact windows, doors, sliders and more. There is a big back yard with plenty of room to build a pool and Chickee hut or plant the garden you've always wanted. The seawall, dock and 20k boat lift was also just built, so the only thing left to do is, either rent it out or start enjoying it. Located near the beginning of the canal with the highly desired, Southern Exposure and good fishing off the dock during the day and night. It's the perfect spot for all water enthusiasts. You're surrounded by mangroves and protected waters making it the ideal place to go kayaking and paddle boarding, where you will play with the manatees and dolphins that call our waters home. Take advantage of the quick, direct access to the Gulf of America, and jump on the boat to go island hopping or catch one of our unforgettable sunsets, even if you only have 5 minutes to get to there. You can live the island lifestyle you've always dreamed of in one side and collect money every month from the other, or rent out both units to maximize the revenue. Here you get the best of both worlds, Island Life and a great investment that produces income every month. Isles of Capri is a sub-tropical island that has NO HOA or fees and boasts an abundance of wildlife, four great restaurants and three marinas. Located one mile from Marco Island & only 20 minutes away from Downtown Naples with its sophisticated shopping & five star dining. Our area is famous for its white sand beaches, world class fishing & boating and fantastic golfing. Capri is the perfect place to sit back, relax, unwind and let the sights, sounds and smells sooth your mind, body and soul.

144 San Salvador ST, Naples

$850,000
4 Beds 2 Baths 225083353 MLS
Discover a versatile Naples Park income property designed for both lifestyle and returns—just a short stroll to Mercato, Patio Café, and the shops/restaurants along US-41. This fully fenced property (owner-owned fencing surrounding the entire lot) offers two separate living spaces with generous parking via large driveways serving both units—perfect for tenants, guests, or multi-generational living. The 1-bedroom/1-bath unit is currently rented at $1,500/month on a month-to-month lease—providing immediate income with flexibility for a new owner to take over at any time. The showstopper is the fully remodeled 2-bedroom/2 - bath residence, featuring lake views and access to a private pool. This side has never been rented since the remodel—it was completed for the owner’s personal use, with quality finishes and thoughtful upgrades throughout. Ideal setup to live in the remodeled poolside unit and rent the other, or rent both to maximize cash flow. Also offers the potential to structure one unit for longer-term occupancy and the other for shorter stays (buyer to verify any rental rules/ordinances).

829 107th AVE N, Naples

$725,000
3 Beds 2 Baths 225075544 MLS
***Prestigious Naples Park Location with Endless Potential*** An exceptional opportunity awaits in the highly coveted southern end of Naples Park—where luxury living meets unbeatable location. This rare duplex offers multiple possibilities: enjoy steady income with long-term tenants, remodel for dual short-term rentals, or build your dream coastal retreat among Naples Park’s most exquisite new luxury homes. The front residence has been newly updated and features one bedroom, one bath, an in-unit washer and dryer, and a bright, open living space ready for immediate occupancy. The rear residence, currently leased through May 2026, includes two bedrooms, one bath, a comfortable kitchen and dining area, a spacious living room, a utility room with interior washer and dryer, and a private fenced backyard. Each unit offers two paved parking spaces conveniently located right at the front of the property. Ideally situated just minutes from Vanderbilt Beach, Mercato, The Turtle Club, LaPlaya Beach & Golf Resort, and the Ritz-Carlton, this property embodies the Naples lifestyle—where world-class dining, shopping, and white-sand beaches are all within reach. Naples Park remains one of the most desirable non-HOA communities in North Naples, offering no fees, no restrictions, and endless flexibility. Whether you’re an investor, builder, or future homeowner, this prime parcel offers prestige, location, and potential—all in one unmatched Naples address. If you chose to build, your could put a beautiful 3 story home, Front Yard: 25', Side Yards: 7.5', Rear Yard: 20', Rear Yard - Accessory: 10' and height of 35 ft.

681/683 95th AVE N, 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

$750,000
6 Beds 4 Baths 2025007854 MLS
Welcome to 4639 19th Place – a rarely available duplex offering incredible opportunities for both investors and first-time buyers. Each unit features 3 bedrooms and 2 bathrooms, making this an ideal income-producing property. Built in 2003 with solid CBS construction, this home has been well-maintained and thoughtfully designed. Recent upgrades include a 2-year-old A/C system, while features such as tile flooring, a dedicated laundry room, and ample parking add to its convenience and comfort. The property sits on septic, with a large parking lot to accommodate residents and guests. Currently, one unit is occupied by a long-term tenant on a month-to-month lease, providing immediate rental income, while the other unit can be used as your personal residence or as an additional rental.

4639 19th PL SW, Naples

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.