Naples Real Estate | Naples Multi-Family Homes for Sale

Excellent duplex opportunity in Naples with substantial updates already completed! This property offers flexibility for investors, owner-occupants, or multi-generational living, with improvements made to both units over the past several years. Ideally located near Sugden Regional Park, with convenient access to local boat ramps, beautiful Gulf beaches, shopping, dining, and all that Naples has to offer. Unit A features remodeled bathrooms and new flooring completed in 2022, creating a fresh and updated interior. Unit B offers remodeled bathrooms completed in 2019 along with new kitchen cabinetry installed in 2025. Additional property improvements include a new roof completed in 2024 and a recent water heater, helping reduce some of the major maintenance concerns buyers often consider with multifamily properties. Whether you are looking to expand an investment portfolio, live in one unit while renting the other, or create a flexible living arrangement, this duplex offers strong potential with several important updates already in place. Conveniently located in Naples, the property combines practical functionality with the versatility that makes duplex ownership so appealing. With recent improvements to both units and major exterior updates completed, this is an opportunity worth a closer look. One unit is owner occupied and can be sold turnkey. Income reflects only one side of the duplex being rented.

4410 Outer Drive, Naples

$499,000

4 Beds ⋅ 226037188 MLS

Excellent Investment Opportunity in a Desirable Naples Location! This property features 4 bedrooms and 4 bathrooms, offering flexibility and strong potential for rental income. Currently tenant-occupied. Conveniently located near shopping, dining, and everyday amenities, this property offers both location appeal and long-term investment potential. Don’t miss this opportunity to invest in the Naples real estate market!

5395 Carolina Avenue, Naples

$1,330,000

8 Beds ⋅ 8 Baths ⋅ 2026034843 MLS

Fully occupied Kings Lake fourplex offered at $1,330,000 for all four separately deeded fee-simple townhome residences at 2708-2714 Santa Cruz Boulevard, not one individual unit. Approximately 4,432 SF of combined interior living area with 8 bedrooms, 8 full bathrooms and 2 dens. Includes four detached one-car garage spaces and four exterior parking spaces. Certified impact-rated windows, private outdoor areas and mature landscaping complement the established Naples setting. The separately deeded common-area/private-pool parcel, approximately 0.49 acre / 21,344 SF, is excluded from the base price. The fourplex and that parcel are available together for $1,540,000, subject to final written agreement and documented access, utility, drainage and maintenance arrangements. Both vacant development parcels are excluded from either option and are separately offered; the entire seven-parcel assemblage is also available (MLS #2026035039). The residences are tenant occupied; possession is subject to existing leases. Survey and seller-prepared operating information are available. Buyer to verify areas, included property rights, association obligations and all information. Offered AS IS, WHERE IS.

2710 Santa Cruz Boulevard, Naples

$1,250,000

7 Beds ⋅ 6 Baths ⋅ 226036585 MLS

**Exceptional Investment Opportunity in Naples!** Discover this unique income-producing property featuring **five residential units across two buildings on a spacious 0.34-acre lot.** Located at 2631 Becca Avenue, this property consists of a triplex offering three one-bedroom, one-bathroom units and a duplex featuring a three-bedroom, one-bathroom unit and an additional one-bedroom, one-bathroom unit. Ideally positioned near some of Naples' most exciting attractions and developments, the property is conveniently located near the highly anticipated JW Marriott development and the renowned USOP National Pickleball Center, home to 65 courts and host of the annual US Open Pickleball Championships every April since 2016. Just minutes from the world-class dining, shopping, and entertainment of 5th Avenue South, this location offers exceptional convenience and accessibility. **With no rental restrictions**, five separate residential units, and a generous lot size, this property offers exceptional flexibility for investors seeking to maximize rental income and explore both short-term and long-term rental opportunities. Its desirable location near major Naples attractions, entertainment, and ongoing development makes this a compelling opportunity to acquire a versatile investment property in one of Southwest Florida's most sought-after markets.

2631 Becca Avenue, Naples

$1,549,000

5 Beds ⋅ 6 Baths ⋅ 226037153 MLS

The rarest opportunity in Naples Park! A true multi-asset play positioned 0.8 miles from Vanderbilt Beach, delivering scale, flexibility, and immediate income in one of North Naples’ most active rental corridors. This offering centers on a well-composed triplex spread across an oversized parcel, thoughtfully configured with a 2BR + den, 2BA primary residence, a two-level 2BR, 2.5BA unit, and a separate 1BR, 1BA suite. Each residence benefits from recent interior improvements, updated mechanicals, and a new roof, all tied together by a shared pool environment that elevates short-term rental performance. A two-car garage and generous off-street parking solve one of the area’s most common constraints. The true advantage lies in optionality. The seller is prepared to package this asset with the adjacent duplex at 549 94th Ave N creating a five-door configuration with a stabilized long-term tenant already in place. Operate as a hybrid income model, transition fully to short-term rentals, or establish a primary residence while maintaining consistent cash flow from the remaining units. The layout, lot configuration, and shared access provide operational efficiency without sacrificing tenant privacy. Set within a walkable grid west of US-41, the location consistently outperforms due to its proximity to beach access, Mercato, and the broader North Naples lifestyle infrastructure. Demand remains durable across both seasonal and annual tenancy, supporting strong occupancy and rate resilience. Opportunities with this level of unit diversity, location quality, and expansion potential are seldom available in Naples Park. This is not just a property acquisition; it is a scalable income platform in a supply-constrained coastal submarket.

541 94th Avenue N, Naples

$795,000

4 Beds ⋅ 2 Baths ⋅ 226037158 MLS

One of the rarest opportunity in Naples Park! A clean, income-producing duplex positioned within immediate reach of Vanderbilt Beach, offering durability today and strategic upside tomorrow. This two-unit asset is configured with mirrored 2BR, 1BA residences, both currently occupied by long-term tenants, delivering consistent baseline cash flow from day one. The structure is straightforward and efficient, with ample off-street parking, solid construction, and a layout that lends itself seamlessly to either continued long-term leasing or a transition into short-term rental use. What elevates this property beyond a standard duplex is its adjacency to a proven, high-performing rental asset. The shared driveway and cohesive positioning alongside the neighboring triplex create a rare opportunity to control contiguous inventory in a submarket where scale is nearly impossible to assemble. The seller is open to packaging this property with 541 94th Ave N, forming a five-unit portfolio with a balanced mix of stabilized income and high-yield short-term rental potential. From a strategic standpoint, the flexibility is compelling. Maintain the current tenancy for predictable returns, reposition for short-term rental optimization, or occupy one unit while the remaining doors offset carrying costs. Recent improvements across the combined properties, including updated systems, a new roof, and refreshed interiors, reduce near-term capital expenditure and allow for immediate operational focus. Located west of US-41 with walkable access to dining, retail, and entertainment, this asset sits in one of North Naples’ most resilient rental corridors. Demand from both seasonal and annual tenants remains strong, supporting long-term appreciation and income stability. For an investor seeking a low-friction entry with expansion upside or a 1031 exchange into a coastal, income-generating asset, this duplex represents a disciplined, high-conviction acquisition.

549 94th Avenue N, Naples

$1,549,000

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 Avenue N, Naples

$1,999,999

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 Avenue N, Naples

$499,900

4 Beds ⋅ 2 Baths ⋅ 226035653 MLS

Location, location, location in South Naples! This income-producing duplex features two separate units, each with 2 bedrooms and 1 bathroom, for a total of 4 bedrooms and 2 bathrooms. Both units are currently rented for $1,800 per month each, generating a combined gross rental income of $3,600 per month ($43,200 annually), according to the seller. One unit is leased month-to-month, which may offer added flexibility for an owner-occupant—including a first-time buyer—who is considering living in one unit and renting the other, subject to the existing tenancy, proper notice, and lender approval. Conveniently located near Parkside Elementary School, Publix, shopping, and dining, with a short drive to Coastland Center, downtown Naples, and the Gulf beaches. A great opportunity for investors or buyers looking to explore the income potential of a Naples duplex. Any short-term rental use, including Airbnb, must be independently verified by the buyer and is subject to applicable rules, registrations, licensing, and other requirements.

5317 Fleming Street, Naples

$699,900

4 Beds ⋅ 4 Baths ⋅ 226034532 MLS

Excellent opportunity in Golden Gate City! Situated on an approximately 1/3-acre lot, this duplex features two separate 2-bedroom, 2-bath residences and offers exceptional flexibility for an owner or investor. One side is currently tenant occupied, providing existing rental income, while the other is owner occupied. Both residences feature tile flooring throughout, comfortable living areas, screened lanais and individual laundry facilities. One unit also includes an attached 1-car garage with washer and dryer hookups conveniently located in the garage, while the second residence has its own dedicated laundry area. Each side offers a functional 2-bedroom, 2-bath floor plan with private outdoor living space. The screened lanais extend the living areas and provide additional space to relax and enjoy the Southwest Florida lifestyle, while the approximately 1/3-acre homesite offers generous outdoor space. With one residence already tenant occupied, this property offers immediate rental income along with the flexibility provided by a second residence. Whether added to an investment portfolio or purchased for the versatility of two separate residences, this Golden Gate City duplex presents an excellent opportunity in the Naples real estate market.

5067 27th Place SW, Naples

$3,650,000

4 Beds ⋅ 4 Baths ⋅ 226032916 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Situated on approximately 2.4 acres of Estate-zoned land, 2401 Coach House Lane presents a rare opportunity to create a highly customized private compound in one of Naples’ most convenient central locations. The existing courtyard residence offers 4 individual suites/bedrooms, 4 full baths, an expansive open kitchen, dining and living area, generous indoor-outdoor living spaces, metal roof, central electric HVAC and generator. At the center of the home is a private courtyard-style retreat featuring a concrete pool, tiki bar, grills and a spa hot-tub. BUILD YOUR LUXURY ESTATE COMPOUND IN THE HEART OF NAPLES! Envision a true luxury compound with the proposed primary residence, the existing guest residence, resort-style pool and outdoor living areas, a collector-car garage or private automotive gallery, pickleball court, equestrian barn and paddock, additional garages, recreational-vehicle storage, guest accommodations and beautifully landscaped grounds. The acreage may also offer potential for horses, goats and chickens. Conceptual estate plans by JMDG Architecture illustrate the potential for an approximately 5,000-9,000 square-foot primary residence while incorporating the existing 2023-built courtyard residence into a thoughtfully designed luxury estate. Skip the golf waitlists! Experience the ultimate Naples lifestyle with an exceptional opportunity for a seller-provided membership at CAVU Golf Club, formerly Naples Grande Golf Club. This prestigious, private members-only club features a recently redesigned 18-hole championship golf course. Members enjoy premier practice facilities, professional golf instruction, exclusive tournaments, elegant clubhouse dining, and social events. Additional lifestyle privileges include access to Naples Grande Beach Resort amenities, featuring Gulf beach access, resort-style pools, and cabana experiences. The property offers room to accommodate RV, boat, trailer and specialty-vehicle storage without the HOA restrictions. Seasonal owners and investors may also explore the potential for short-term Airbnb vacation rental use. Located just minutes from Naples beaches, Fifth Avenue South, Waterside Shops, world-class dining, golf, shopping and entertainment List Price includes land and existing 4 bedroom/4 bathroom house and does not include the proposed new construction of the main house or additional amenities. Conceptual new construction plans and renderings are for illustrative purposes only and do not represent approved or permitted improvements. Buyer to independently verify acreage, flood zone and elevation, zoning, setbacks, permitted uses, short-term rental requirements, equestrian uses, guest accommodations, RV/boat storage and all future development potential with the appropriate governmental authorities.

2401 Coach House Lane, Naples

$350,000

5 Beds ⋅ 3 Baths ⋅ 226033109 MLS

INVESTOR OPPORTUNITY IN THE HEART OF NAPLES! Bring your vision to 4930 Palmetto Ct, a duplex with exceptional redevelopment and income-producing potential in a desirable Naples location. In need of a complete renovation, this property is an exciting opportunity for investors, contractors, flippers, or buyers ready to transform a diamond in the rough into a valuable Southwest Florida asset. With two separate units, the possibilities extend beyond a traditional renovation—reimagine the property as a long-term rental investment, renovate for resale, create a multi-generational living arrangement, or explore the potential of occupying one unit while generating income from the other. Its duplex configuration provides added flexibility and makes this an especially compelling opportunity for the savvy investor. Conveniently located in Naples, with easy access to beautiful Gulf beaches, shopping, dining, entertainment, and everyday conveniences, the value of this opportunity begins with its location. Bring your contractor, your plans, and your imagination—4930 Palmetto Ct is ready for its next chapter.

4930 Palmetto Court, Naples

$789,000

2 Beds ⋅ 2 Baths ⋅ 226032779 MLS

LOCATION! LOCATION! LOCATION! Walk the Downtown Naples and the fabulous 5th Ave South!! NEW ROOF 2021! RECENTLY RENOVATED! This property has been fully updated and needs nothing! Amazing opportunity to purchase this partially furnished, rarely available duplex in the heart of Naples. Exceptional opportunity to own 2 vacation rentals walking distance to the best restaurants, shops, Gordons River, Naples Bay and entertainment! Start your own vacation rental business or add to your current portfolio. Snow birds and vacationers love this property and its proximity to fine dining, shoppes, beaches, entertainment and the local attractions. 1.5 miles to the beach! Excellent income potential! Move into one side and lease the other or utilize both sides as vacation/seasonal rentals or rent as annual leases. Non HOA property so no minimum lease limitations and no pet restrictions apply to this property. The duplex is at the end of a very quiet cut-de-sac street in the Royal Harbor area of Naples. Both sides are recently renovated. All new mini splits and newer roof! Plenty of off street parking. Each unit has a private completely fenced-in back yard. Whether you're looking for a smart investment or a comfortable place to call home or vacation to, this property checks all the boxes. Just minutes from top rated golf courses, world class shopping and 5 star dining, and let's not forget to mention Naples is the pickleball capital of the world. Naples is a global vacation destination with too many five-star restaurants to mention! Resort memberships are available at the Naples Bay Resort which is in walking distance and is inclusive of tennis, fitness, spa, lazy river, pool.. to mention a few of the amenities. This property is worth inquiring about and viewing before it's gone. PLEASE READ CONFIDENTIAL REMARKS One or more photo(s) has been virtually staged, AI generated or rendered.

1781 Smugglers Cove, Naples

$1,550,000

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 Avenue N, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226031870 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare opportunity to build a remarkable new residence in one of Olde Naples’ most desirable locations. Enjoy equal walking distance to Fifth Avenue South and Third Street South, with the Gulf, Naples Pier, Cambier Park, The Dock, Tin City, and many of downtown Naples’ most popular destinations all nearby. The generous lot dimensions, central location, and exceptional walkability create an outstanding setting for a thoughtfully designed new residence. The property may also offer the potential for a future lot split, creating additional redevelopment possibilities, subject to applicable approvals. Whether envisioned as a sophisticated coastal retreat or an impressive full-time residence, the property offers the space and setting to bring a distinctive vision to life while enjoying everything Olde Naples has to offer just moments away. The property is currently improved with a concrete block duplex-style residence and additional cottages, offering flexibility while planning for its future. A unique opportunity to build or redevelop on an exceptionally sized lot in the very center of Olde Naples.

560 9th Avenue S, Naples

$2,500,000

8 Beds ⋅ 8 Baths ⋅ 2026035039 MLS

Rare Kings Lake offering combining immediate rental income with documented additional development potential. Seven-parcel, 1.54± acre assemblage: a fully occupied four-unit townhome building (four separately deeded fee-simple residences under one roof), a separately deeded common-area parcel with private heated saltwater pool, and two adjoining vacant development parcels. Listing includes PID #'s - 52951440000, 52951200004, 52951160005, 52951240006, 52951280008, 52951320007, 52951360009. The four residences — 8 BR / 8 BA plus 2 dens, 4,432± SF combined— feature private detached garages, secluded patios, second-level lanais on the inside units, impact-rated windows, and beautifully landscaped, lake-oriented grounds. 100% occupied on annual leases with $120,240 in annualized scheduled rent and strong tenant history. Seller has obtained a Collier County Zoning Verification Letter documenting the property’s development history and the potential for additional multifamily development on the two vacant parcels, subject to applicable requirements and county approvals. Professional boundary survey, engineering documents, concept plans, and the Zoning Verification Letter are available, with additional operating information provided to qualified purchasers. Minutes to Fifth Avenue South, downtown Naples, and Gulf beaches. List price reflects the entire seven-parcel portfolio. Components also available separately: vacant west parcel (MLS #2026041176, east parcel by offer) and the fourplex (MLS# 2026034843). Well suited to investors, developers, builders, family offices, and 1031 exchange buyers. All information deemed reliable but not guaranteed; buyers to verify.

2708-2714 Santa Cruz Boulevard, Naples

$775,000

2 Beds ⋅ 3 Baths ⋅ 226028385 MLS

Investment Opportunity in Prime Naples Location – Minutes to the Beach & Mercato. Exceptional opportunity to own an income-producing duplex in one of Naples' most desirable and rapidly evolving neighborhoods. Ideally located just minutes from the white sand beaches of the Gulf and the premier shopping, dining, and entertainment at Mercato, this property offers outstanding flexibility for investors, seasonal residents, or owner-occupants. Surrounded by an abundance of new luxury construction, making this an attractive opportunity for both current cash flow and future appreciation. The property offers multiple investment strategies, including long-term rental income, seasonal leasing, or short-term vacation rentals. Live in one unit while renting the other, or lease both units to maximize income potential. The front unit features 1 bedroom and 1 full bathroom, offering a bright and functional layout. The rear unit includes 1 bedroom plus a den and 1.5 bathrooms, providing additional living space ideal for a home office, guest room, or extended stay. Both units feature central air conditioning and separate water/electric meters. Don't miss this opportunity to invest in one of Southwest Florida's fastest-growing coastal communities.

685 95th Avenue N, Naples

$650,000

2 Beds ⋅ 2 Baths ⋅ 226028043 MLS

Set at the end of a cul-de-sac in Esplanade of Hacienda Lakes, this furnished, single-story villa pairs a preserve-facing setting with a comfortable, thoughtfully arranged interior. The screened lanai overlooks the preserve, providing a natural backdrop for morning coffee, relaxed meals, and time outdoors. Inside, a crisp palette of gray and white is complemented by contemporary lighting and streamlined fixtures, creating a polished look that feels current without sacrificing warmth. The residence offers two bedrooms, a flexible den or office, two bathrooms, and a two-car garage. Its one-level layout keeps daily living straightforward, while the furnished presentation offers an appealing starting point for immediate enjoyment, subject to the agreed inventory and exclusions. Beyond the residence, Esplanade of Hacienda Lakes offers a broad collection of resort-style amenities. The approximately 6,500-square-foot clubhouse features social and card rooms, billiards, and gathering spaces for a varied calendar of community activities. Fitness and recreation options include a 24-hour fitness center, circular resistance pool, separate lap pool, hot tub, fire pit, poolside umbrellas, pickleball, tennis and bocce courts, playground, and dog park. Amenities and access are subject to current association rules, schedules, and fees. The combination of an end-of-cul-de-sac location, preserve views, screened outdoor living, furnished contemporary interiors, and a comprehensive amenity setting creates a compelling opportunity within Esplanade of Hacienda Lakes. Schedule a private showing to experience the villa, its setting, and the community lifestyle firsthand.

8209 Lucello Terrace W, Naples

$695,000

4 Beds ⋅ 2 Baths ⋅ 226027697 MLS

Rare opportunity to own a beautifully updated DUPLEX on an oversized double lot in the highly desirable Bayshore Arts District—just minutes from Downtown Naples, 5th Avenue South, 3rd Street South, the Naples Pier, and the Gulf's white sand beaches. Perfect for investors or homeowners looking to generate rental income, each residence features 2 bedrooms, 1 bath, separate addresses, and individual water and electric meters, offering flexibility and excellent income potential. Tucked away on a quiet dead-end street, this well maintained property offers a private tropical oasis! The expansive backyard provides plenty of room to add a custom pool or create your own private retreat. Both units have been tastefully remodeled, filling the homes with natural light, plus spacious Florida rooms that extend across the width of each residence. An approximately 400-square-foot concrete block storage building for lots of different options! Located in the rapidly growing Bayshore Beautification District and close to Bayview Park, the Naples Botanical Garden, and Sugden Regional Park, this is a rare chance to own a unique income-producing property in one of Naples' most exciting and evolving neighborhoods.

2437 Sunset Avenue, Naples

$1,049,900

4 Beds ⋅ 226026942 MLS

UPDATED FULLY OCCUPIED 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 Avenue, Naples

$449,900

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 Street, Naples

$599,900

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 Street, Naples

$598,990

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 Avenue, 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 Boulevard, Naples

$549,900

6 Beds ⋅ 4 Baths ⋅ 2026020364 MLS

Duplex located in sought after SOUTH NAPLES!! Each side is a 3 bedroom 2 bathroom. Duplex sits on a double lot. Has city water sewer. Just minutes from Olde Naples, world-class beaches, dining, shopping, and entertainment, this duplex combines strong rental demand with long-term investment potential. Current tenants have been there a long time paying under market rent. Great long term investment or live in one side and keep other rented. Several new homes on the street and one under construction!

3123 Pine Tree Drive, 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 Street, Naples

$499,000

5 Beds ⋅ 3 Baths ⋅ 226013397 MLS

Nice income producing duplex in East Naples. Steady tenants are month to month and have been there for 3 years , 9 months and 4 years ,3 months. Property is being sold AS-IS.

4107 Mindi Avenue, Naples

$795,000

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 Lane, Naples

$1,349,000

2 Beds ⋅ 2 Baths ⋅ 226012891 MLS

Unlock the potential of this rare waterfront duplex offering unobstructed Gulf access with no bridges. This is an exceptional opportunity for investors, developers, or those seeking flexible coastal living in an up-and-coming area with incredible growth. Each side of the duplex features 2 bedrooms and 2 bathrooms, providing rental income potential or the option to live in one unit while leasing the other. This property is ideally located only a short distance to Celebration Park and just a quick bike ride to downtown and the Gulf beaches. What truly sets it apart is its adjacency to a commercially zoned parking lot, creating a unique opportunity for future rezoning. With the potential to convert to commercial use, this parcel opens the door to a variety of possibilities, including redevelopment into a multi-level commercial building. Whether you’re looking to generate income now, develop in the future, or secure a waterfront home, this property offers flexibility, location, and long-term value.

2836 Bayview Drive, 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 Avenue, 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 Avenue N, 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 Avenue, 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. The rear residence, 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 Avenue N, Naples

280 Indies Drive E Unit 101,102,201,202, 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 Drive E Unit 101,102,201,202, Naples

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