Naples • Bonita Springs • Marco Island • Estero • Fort Myers Beach

Strategic Real Estate Advice for Naples Buyers and Sellers

Jeremy O’Guinn provides experienced, discreet representation for buyers and sellers of luxury, waterfront, and other distinctive properties throughout Naples and Southwest Florida.

Whether you are considering selling a luxury home or evaluating a purchase, the goal is clear, well-informed guidance grounded in current market data, local experience, and calm strategic counsel, never pressure.

Jeremy O'Guinn, Naples luxury real estate advisor
Jeremy O'Guinn
Broker Associate • Naples Nest • Downing-Frye Realty

Serving Naples, Bonita Springs, Marco Island, Estero, and Fort Myers Beach with specialized focus on luxury, waterfront, and high-value residential properties.

CNE Certified Broker associate naples real estate since 2008 250+ closed transactions
What Sets This Representation Apart

High-Trust Guidance With Clear Strategy

Precision Pricing Data-driven guidance grounded in current Naples market conditions, not national models that miss local variables like waterfront exposure, seasonal demand, and community dynamics.
Strategic Negotiation Calm, methodical advocacy built on the Certified Negotiation Expert framework, protecting your outcome through every stage of the transaction.
Discretion Professional representation with privacy-forward options when confidentiality matters, appropriate for luxury sellers who prefer to limit public exposure.

Representing buyers and sellers throughout Naples and Southwest Florida with professionalism, discretion, and deep local market expertise.

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Explore Naples real estate by the way you want to live, from private golf communities and waterfront homes to beachfront condominiums, gated neighborhoods, newer construction, and walkable coastal settings.

Naples beachfront home with Gulf Views

Luxury Communities

Port Royal, Bay Colony, Grey Oaks, Mediterra, and the finest estate addresses across Naples and Bonita Springs.

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Golf Communities

Private club living, championship courses, refined amenities, and Southwest Florida golf lifestyle.

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Pine Ridge, Livingston Woods, Oakes Estates, and other estate and acreage properties across Naples.

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Waterfront & Gulf Access

Boating lifestyle, canal-front homes, bay views, docks, and convenient access to open water.

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Beachfront Condos

Gulf views, beach access, resort-style amenities, and low-maintenance coastal living.

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Gated Communities

Privacy, security, curated amenities, and established neighborhoods across the Naples area.

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Newer Construction

Modern layouts, updated finishes, newer communities, and contemporary Southwest Florida living.

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Walkable Naples lifestyle near dining, shopping, and coastal amenities

Walkable Naples

Close to dining, shopping, beaches, and the timeless charm of Naples’ most walkable settings.

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Client Experiences

What Clients Say About Working With Jeremy

Thoughtful guidance, strong communication, and steady representation for buyers and sellers across Naples and Southwest Florida.


A Thoughtful Approach to Buying and Selling in Naples

Real estate decisions in Naples are rarely simple. Pricing, timing, market conditions, and negotiation strategy all play a critical role in the outcome. Jeremy O'Guinn provides clear advice and steady leadership throughout the process so clients feel confident at every stage.

Sellers work with Naples Nest for accurate pricing, confidentiality, and a strategy designed to protect their net proceeds. Buyers rely on objective guidance, local insight, and careful negotiation rather than pressure or sales tactics.

Local Expertise That Creates an Advantage

The Naples market is highly nuanced. Waterfront exposure, neighborhood dynamics, seasonal demand, and property condition can significantly impact value, and automated tools or national models often fail to capture these details.

Pricing and negotiation recommendations are grounded in current local data, firsthand market experience, and a deep understanding of how buyers behave in specific Naples communities including Port Royal, Pelican Bay, Mediterra, Aqualane Shores, and Vanderbilt Beach. This approach allows clients to move forward with clarity rather than uncertainty.

Resources to Support Confident Decisions

Naples Nest provides practical tools and resources designed to help buyers and sellers stay informed:

  • Local market reports and neighborhood insights across Naples and Southwest Florida
  • Guidance on buying, selling, and market timing in a nuanced coastal market
  • A home valuation tool personally reviewed for accuracy, not a generic algorithm
  • Articles focused on Naples area real estate trends, pricing strategy, and insurance

Each resource is designed to support smarter decisions, not overwhelm you with unnecessary information.

Trusted Representation From Start to Finish

Clients often describe working with Jeremy as calm, responsive, and professional. Clear communication, honest advice, and strong advocacy are the foundation of every transaction, from first conversation through closing.

If you are considering selling a Naples home, evaluating a purchase, or simply planning ahead, Jeremy O'Guinn welcomes the opportunity to provide guidance and answer questions without pressure.

Get a Confidential Home Value  •  Learn More About Selling

Frequently Asked Questions About Naples Real Estate
What areas of Southwest Florida do you serve?
Naples Nest provides buyer and seller representation in Naples, Bonita Springs, Marco Island, Estero, Fort Myers Beach, and surrounding Southwest Florida communities. Specialty focus includes waterfront communities, luxury enclaves, and high-value single-family and condominium properties.
Do you offer discreet or privacy-focused representation for luxury sellers?
Yes. For luxury and high-value properties where confidentiality matters, privacy-forward representation options are available. This includes strategies to maintain pricing leverage while limiting public exposure during the sale process.
How do you price a luxury home accurately in Naples?
Accurate pricing in Naples requires current local comparable sales, knowledge of community-specific buyer demand, and an understanding of how factors like waterfront access, Gulf proximity, and seasonal dynamics influence value. Automated tools frequently miss these variables. All pricing guidance from Naples Nest is grounded in current local data and firsthand market experience.
What is the best first step if I am considering selling my Naples home?
The strongest starting point is a confidential home value request: a personalized assessment reviewed by Jeremy O'Guinn, not a generic algorithm. This is followed by a private conversation about timing, positioning, and strategy with no obligation.
Does Jeremy O'Guinn represent both buyers and sellers?
Yes. Jeremy O'Guinn provides representation for both buyers and sellers throughout Naples and Southwest Florida. Buyers receive objective guidance, local market insight, and careful negotiation strategy. Sellers receive accurate pricing, strong marketing, and professional advocacy throughout the transaction.

 

New to Market Listings in Naples

$929,900
3 Beds 3 Baths 226032903 MLS Legacy BLDG.
This one is a WOW! RENOVATED and stunning END UNIT 2nd floor 3BR/Den/3BA/2 Car Garage with a PRIVATE ELEVATOR and absolutely stunning and endless lake & golf course views! This beautiful coach home has over 2,680 sq.ft. of living space, was built in 2007, has high ceilings, has been fully renovated, has hurricane impact glass windows & sliding doors, a new hot water heater, and over $70,000 in further upgrades this year alone. The 3rd bedroom is currently being used as an office and media room, and has a newly renovated full bathroom, and walk-in closet. The Den is currently being used as a private dining room. Many owners have their dining room set up in the Great/Family Room. The Legacy buildings have new roofs (2023) and at this time are all being newly painted outside with a new color scheme. The AC was replaced in 2019. Ownership in Legacy ncludes immediate membership to the award-winning Players Club & Spa which offers five-star resort amenities such as 13 tennis courts, 8 pickleball courts, two tropical resort-style walk-in pools, a gorgeous waterfall, plus a lap pool and Tiki bar by the pools, bocce, a full-service spa and fitness center, and multiple dining options. Golfers have access to 2 public golf courses and the opportunity for a private membership at The Classics Golf & Country Club in Lely. All this is close to Marco Island and their incredible beaches, as well as downtown Naples...5th Ave South and 3rd Street South!

6438 Legacy CIR Unit 304, Naples

$1,050,000
4 Beds 3 Baths 226028773 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. IMMEDIATE GOLF PRIVILEGES! Experience the Cedar Hammock golf lifestyle from day one in this spacious Rutenberg York V 4-bedroom, 3-bath pool home, ideally positioned on an oversized .25-acre lot with beautiful lake and golf course views overlooking the 10th hole. Located in one of Naples’ popular bundled golf communities, golf membership is included with the property, allowing the new owner to begin enjoying the club without waiting for a membership to become available. The outdoor setting is a standout, with a screened lanai and private pool overlooking the lake, fairway, and lush tropical landscaping. Whether relaxing poolside, entertaining friends and family, or simply taking in the view, the setting captures the best of Southwest Florida indoor-outdoor living. Inside, the thoughtfully designed split-bedroom floor plan offers excellent separation between the spacious primary suite and guest accommodations. Multiple living and dining areas provide plenty of room for both everyday living and entertaining, while NEW PLANK TILE FLOORING throughout the main living areas and primary bedroom creates a cohesive look. Plantation shutters, new ceiling fans, and new light fixtures further enhance the home. The kitchen features newer stainless-steel appliances (2024), generous counter space, abundant cabinetry, and an open connection to the surrounding living areas. The spacious primary suite includes a large walk-in closet with custom shelving and an ensuite bath featuring a renovated walk-in shower, dual vanities, and a separate soaking tub. Additional highlights include a NEW WATER HEATER (2026) and an oversized 3-car garage with exceptional room for vehicles, a golf cart, and additional storage. Beyond the home, Cedar Hammock offers the convenience and value of bundled golf combined with an active country club lifestyle. Enjoy an 18-hole championship golf course designed by Gordon Lewis, newly remodeled amenities, clubhouse dining, fitness center, Har-Tru tennis courts, bocce, swimming pool with lap lanes, cabana bar, and a full calendar of social activities. Residents may also own and operate their personal golf carts within the community, adding another level of convenience to the Cedar Hammock lifestyle. Location is another major advantage. Cedar Hammock is conveniently situated approximately 7 miles from Downtown Naples and 5th Avenue South, putting exceptional restaurants, shopping, entertainment, and Naples’ Gulf beaches within easy reach. With IMMEDIATE GOLF PRIVILEGES, a private pool, oversized .25-acre lot, 3-car garage, and picturesque lake and golf course views, this Rutenberg home offers an exceptional combination of space, lifestyle, and location. Schedule your private showing and experience this Cedar Hammock home and community in person.

3602 Cedar Hammock CT, Naples

$1,099,000
3 Beds 2 Baths 226032627 MLS Castillo At Tiburon BLDG.
An exceptional opportunity awaits within the prestigious Ritz-Carlton Naples at Tiburón, where optional GOLF AND SOCIAL MEMBERSHIPS ARE IMMEDIATELY AVAILABLE. Set within one of Naples’ most coveted resort communities, this thoughtfully designed layout includes three bedrooms and two full bathrooms, complemented by distinct living, dining, and family spaces that create both openness and functionality. The kitchen is designed for everyday ease and entertaining alike, featuring generous work surfaces, stainless steel appliances, and a central island that anchors the space. The expansive primary suite serves as a private sanctuary, complete with lanai access through sliding glass doors and tranquil views of lush preserves and manicured grounds—perfect for enjoying Naples’ famed sunsets. The en-suite bath offers a calming, spa-inspired atmosphere with dual vanities, a soaking tub, and a separate shower, along with a spacious walk-in closet. Throughout the home, refined architectural details such as soaring ceilings, crown molding, and tile flooring enhance the sense of light and sophistication. Residents of Tiburón enjoy access to a world-class lifestyle, including two Greg Norman-designed championship golf courses, concierge services, multiple dining venues, state-of-the-art fitness and spa facilities, tennis, and a private beach shuttle. Ideally located, Tiburón is just three miles from Vanderbilt Beach and approximately one and a half miles from the upscale shopping and dining of Mercato.

2805 TIBURON BLVD E Unit 1-101, Naples

$1,399,900
3 Beds 2 Baths 226032866 MLS
Welcome to 5681 Bur Oak Lane, an exceptional opportunity nestled within the highly coveted Oakes Estates — one of Naples’ most desirable, non-HOA communities. This pristine 2.73-acre homesite offers the perfect balance of privacy, space, and unparalleled convenience. Renowned schools, premier shopping, I-75, and a wealth of fine dining options are all just minutes away, while the sugar-white sands of Vanderbilt Beach and the natural splendor of Wiggins Pass State Park lie only 15 minutes from your door. Set on an oversized, beautifully secluded parcel, the property commands sweeping views of majestic oaks and graceful cypress trees, creating a serene and timeless natural backdrop. The elevated, high-and-dry buildable pad provides an ideal foundation for crafting the custom estate home of your dreams, with ample room to realize your vision of luxury living. Currently, the site features a solid 1,663-square-foot concrete block home that is move-in ready and rental-ready, offering immediate income potential or comfortable interim living while your new residence takes shape. With no HOA fees or restrictions to limit your creativity, this rare parcel presents a remarkable chance to design and build a private luxury estate in one of Southwest Florida’s most sought-after locations. This is more than land — it is the canvas for your legacy. Make your move and claim this extraordinary piece of Naples paradise.

5681 Bur Oaks LN, Naples

$1,699,000
4 Beds 3 Baths 226029736 MLS
FULL GOLF MEMBERSHIP INCLUDED & TURNKEY FURNISHED! Beautifully maintained 4-bedroom plus office/den, 3-bath home situated on a desirable end lot with lush landscaping in Esplanade Golf & Country Club of North Naples. Offering nearly 2,500 SF of air-conditioned living space, this open-concept home is designed for effortless Florida living and entertaining.Two sets of hurricane-impact sliders open to a spacious covered lanai overlooking a private, gas-heated saltwater pool and spa—one of the largest in the area. The property is fully fenced, a rare and highly desirable feature in the community, perfect for four-legged family members. Inside, 2026 wood-look tile flows throughout with no carpet. The expanded chef’s kitchen features raised-panel cabinetry, white quartz countertops, stainless steel appliances, natural gas range, seating for five, and a large walk-in pantry. Additional highlights include a whole-house generator, tankless water heater, custom lighting, crown molding, and an expanded guest bedroom with bay window. Offered fully furnished for a truly turnkey experience. Esplanade offers an exceptional resort lifestyle with an 18-hole private golf course, resort pool and Bahama Bar, tennis, pickleball, bocce, miles of walking and biking trails, and a 15,000 SF clubhouse with restaurant, bar, wine room, and Bistro café. Quarterly fee of $3,768 includes landscaping, irrigation, golf membership, and community amenities—no additional golf or amenity membership required. This home is not in a flood zone (X), and does not require flood insurance. A rare opportunity to enjoy a beautifully upgraded, fenced, turnkey furnished home with golf included in one of Naples’ premier communities.

9356 Montelanico LOOP, Naples

$1,390,000
3 Beds 2 Baths 226032788 MLS
RARE 2.73-ACRE Opportunity in Prestigious OAKES ESTATES – 100% UPLANDS - Discover one of North Naples’ most sought-after hidden gems: a fully buildable 2.73-acre homesite in the exclusive, estate-style community of Oakes Estates. This property offers the ideal canvas for a custom luxury residence—without the restrictions of an HOA—while still placing you minutes from Naples’ world-class beaches, premier shopping, dining, and top-rated schools. Set among mature trees and generous lot lines, this parcel delivers the privacy and space that discerning buyers crave. The land is 100% buildable and does not require special permits to construct a new home, making it an exceptional opportunity for those ready to bring their architectural vision to life. A 1981 structure of approximately 2,033 sq. ft. currently sits on the property and is considered a tear-down, offering a straightforward path to redevelopment. With quick closing available, you can begin planning your dream estate immediately. Oakes Estates is known for its peaceful ambiance, oversized lots, and the freedom to design without HOA oversight—yet it remains close to everything that makes Naples extraordinary. This is a rare chance to secure acreage in a coveted neighborhood where opportunities like this seldom appear. Build the home you’ve imagined in a location that exceeds expectations. (recommend buyers to perform separate environmental study to confirm findings prior to purchase) Approx. Lot Size: 180x660x180x660 - Survey Gas YN:

5675 Golden Oaks LN, Naples

$1,325,000
3 Beds 3 Baths 226032440 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Here is your chance for immediate occupancy in this barely lived in, two year new modern Southwest Florida home. This Lazio floor plan has 2440 square feet of interior living space that is designed to impress. First lets step into the extended lanai with panoramic southwest facing sunset views along with professionally lighted landscaping. Also offering a pool and spa, outdoor kitchen and an area already plumbed for an outdoor fireplace. Inside does not disappoint featuring a large kitchen with gas cooktop, wine frig, quartz countertops, walk in pantry and a breakfast area. A flexible den space with French doors, ideal for home office, exercise space or crafting area. The primary suite has bay windows, ensuite bath with dual sinks, extra large shower and plenty of closet space. The open living space flows beautifully to two additional bedrooms and full bathrooms. A hallway pocket door gives this bedroom for guests additional privacy. The garage is tandem giving plenty of space for a workbench, bicycles, golf cart or extra storage without encroaching vehicle space. Many upgrades in this home include tray ceilings, crown molding, GE cafe appliances, extended kitchen and lanai, bay windows in primary suite and bedroom and an easement on the side of the home allowing for extra space. Esplanade by the Islands offers a magnificent clubhouse with fitness center, spa, restaurant, tennis, pickleball and bocce courts. Residents can enjoy wine tastings, culinary events, live entertainment, excursions and a Bark Park. This is Florida living at its finest with no building wait time!

15649 Triesta LN, Naples

$2,795,000
3 Beds 4.5 Baths 226032205 MLS Carlton Place BLDG.
Ultra private living awaits in Carlton Place, an intimate enclave of just 28 villas tucked along the fairways of Club Pelican Bay. This beautifully updated 3 bedroom plus den, 4.5 bath villa offers 2,815 square feet of spacious living with a full downstairs remodel showcasing timeless craftsmanship throughout. The stunning chef's kitchen features custom cabinetry, stone countertops, an oversized center island, and high end Wolf and Sub-Zero appliances, all opening to a sunny breakfast nook and generous living areas framed by crown molding and designer finishes. The showpiece den is a masterpiece of high end craftsmanship with a coffered ceiling, rich built-ins, and warm custom woodwork, perfect as a home office, library, or media room. Outside, your own private screened pool and sun-drenched courtyard are wrapped in privacy walls draped with bougainvillea, creating a serene retreat for entertaining or quiet relaxation. Upstairs, the spacious primary suite opens to a screened balcony, joined by two additional bedrooms and updated baths. As a resident of Pelican Bay, you'll enjoy nearly three miles of private beach with two beachfront restaurants, attended beach service, an attended fitness center, tennis, and miles of walking and biking paths, all minutes from the world-class shopping and dining of Waterside Shops, Mercato, and Artis Naples. Golf course views, complete privacy, and the Pelican Bay lifestyle in one exceptional home. Schedule your private showing today!

392 Carlton PL Unit 3, Naples

$799,900
4 Beds 2 Baths 226032698 MLS
Welcome to this impeccably maintained 4-bedroom, 2-bath D.R. Horton Delray offering approximately 2,046 square feet of thoughtfully designed living space in the award-winning Naples Reserve community. Designed for the Southwest Florida lifestyle, the open-concept floor plan features a spacious kitchen with granite countertops, a large center island, stainless steel appliances, abundant cabinetry, and a walk-in pantry overlooking the expansive great room and dining area. Step through the sliding glass doors to your private backyard oasis featuring a heated custom pool and raised spa, panoramic picture-window StormSmart hurricane protection rated screen enclosure, beautiful paver lanai, and lush tropical landscaping that provides exceptional privacy. The fully equipped outdoor kitchen includes a built-in twin burner stove top, sink, refrigerator, granite countertops, storage, and outdoor TV, creating the perfect space for entertaining family and friends year-round. The spacious owner's suite offers dual walk-in closets and an ensuite bath with dual vanities and a walk-in shower. Three additional bedrooms provide flexible space for family, guests, or a home office. Additional highlights include crown molding throughout; plantation shutters throughout; tile flooring throughout; recessed lighting; mature tropical landscaping; fully finished two-car garage with epoxy flooring. Offered turnkey – truly in move-in ready condition! Naples Reserve offers outstanding resort-style amenities, including a lakeside clubhouse, lagoon-style pool, fitness center, tennis and pickleball courts, bocce, beach volleyball, dog parks, walking and biking trails, a community lake for kayaking and paddleboarding, and a vibrant social calendar. Conveniently located just minutes from Marco Island, downtown Naples, world-class Gulf beaches, shopping, dining, boating, and golf. Existing mortgage at approximately 3.75% may be assumable by a qualified Buyer, subject to lender approval and all lender requirements. Experience the best of Southwest Florida living in one of Naples' most desirable resort-style communities.

14666 Catamaran PL, Naples

$17,900,000
6 Beds 9.5 Baths 226031869 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary opportunity awaits at 12 Sabre Lane, where architectural excellence, exceptional boating access and the coveted Naples lifestyle come together. This rare Sabre Cay offering includes a 30-foot deeded boat slip, exclusive private beach access reserved for Sabre Cay residents, and Port Royal Club associate membership eligibility. Brand-new and ready for immediate enjoyment, this exceptional AVA new-construction estate, designed by MHK Architecture, offers six bedrooms, seven full baths and three half baths. Impeccable craftsmanship, soaring spaces and timeless coastal sophistication are evident throughout. Thoughtfully curated by Design West, the interiors are fully furnished and showcase refined elegance at every turn. Highlights include a dramatic temperature-controlled glass wine room, a beautifully appointed gourmet kitchen, and a luxurious main-level primary suite featuring dual spa-inspired baths and serene views. Designed for both grand entertaining and relaxed coastal living, the residence culminates in a spectacular rooftop oasis—an unforgettable setting for sunset cocktails, stargazing and evenings with family and friends. With private beach access, a deeded boat slip, exceptional design, and the opportunity to apply for Port Royal Club Associate Membership, 12 Sabre Lane presents a lifestyle rarely available in Naples. Move right in and begin living the Naples dream today. Opportunities of this caliber are rare and fleeting—seize it before it’s gone.

12 Sabre LN, Naples

$2,500,000
4 Beds 4.5 Baths 226032790 MLS
BRAND NEW REMODEL! 2015 built coastal gem along 91st; the closest street in Naples Park to Vanderbilt Beach with no neighbors to the south, a half mile to sandy white beaches & less than a mile to Mercato. This property was extensively remodeled since last listed - including wide plank white oak wood flooring throughout, new white shaker cabinetry with quartz, 4 remodeled bathrooms, and more! Enter to a 2 story foyer with 10 ft tray ceilings & grand room design backdropped w/ hurricane impact sliders to the pool. The spacious kitchen features NEW custom cabinets, new stainless appliances and extended built ins with wine fridge, adjacent dining room & easy access to the outdoors. Downstairs has an en-suite bed/bath, multiple storage closets & 2.5 car tandem garage w/ epoxy floor. Outside is an oversized screened patio with custom heated saltwater pool, waterfall spa, outdoor shower & POOL BATH and fully fenced yard. Upstairs is a second living room/loft, 2 guest rooms with en-suite baths, spacious closets, & Juliette balcony to the southwest sunsets. The upstairs master suite is massive with ample windows, natural light, sitting area, two walk-in closets & decedent spa bath w/ soaking tub - all updated in 2025! An upstairs adjacent laundry completes the space. This special home has pricey upgrades including 2 new AC units, coastal siding, impact windows/doors, metal roof, 2023 generator, whole home Kinetico water system, crown molding & more!

605 91st AVE N, Naples

$789,000
2 Beds 2 Baths 226032779 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. 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. One or more photo(s) has been virtually staged, AI generated or rendered.

1781 Smugglers CV, Naples

$785,000
2 Beds 2 Baths 226032479 MLS Bears Paw BLDG.
Timeless Elegance with Spectacular Golf Course Views in Bears Paw Country Club. Experience the timeless beauty and relaxed elegance of this beautifully maintained two-bedroom, two-bath first-floor condominium in the prestigious gated community of Bears Paw Country Club in Naples, Florida. Offering a golf membership opportunity, this residence combines classic finishes, exceptional views, and an enviable Naples lifestyle. The condominium features natural travertine stone flooring, quality Bosch appliances, and a traditional, sophisticated design that has been lovingly maintained. The spacious first-floor setting provides effortless living and opens to your own private patio overlooking the 17th fairway and 17th green. The sweeping golf course views are truly spectacular and create a beautiful backdrop for morning coffee, afternoon relaxation, or entertaining friends. Bears Paw is home to the first Jack Nicklaus Signature Golf Course in Florida and offers an intimate club experience with a limited membership of just 352 members. Golf members enjoy a private, welcoming community along with an impressive collection of amenities, including four Har-Tru tennis courts, four pickleball courts, two bocce courts, and a state-of-the-art fitness center. For boating enthusiasts, the club’s private marina along the Gordon River provides convenient access toward the Gulf of Mexico. Outdoor enthusiasts will appreciate the community’s proximity to the Gordon River Greenway, with its scenic paths offering an enjoyable bike ride directly into downtown Naples. Ideally located near Naples’ renowned beaches, dining, shopping, and cultural attractions, Bears Paw offers the rare combination of private club living, spectacular golf, boating, fitness, and convenient access to everything Naples has to offer. A timeless residence, an exceptional setting, and the opportunity to become part of one of Naples’ most exclusive golf communities.

614 Wildwood LN Unit 614, Naples

$1,200,000
3 Beds 3.5 Baths 226032115 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Nestled in a HIGHLY DESIRED Area of Golden Gate Estates, Zoned for A-RATED SCHOOLS, this exceptional new contemporary residence delivers a rare combination of Luxury, Privacy, Quality Construction, and Resort-Style Florida Living. Thoughtfully designed from its construction to its finishes, this remarkable residence combines distinctive architecture, premium appointments, and extraordinary indoor-outdoor living in one unforgettable property. A gated entrance and sweeping driveway introduce striking modern architecture enhanced by a Stem-Wall Foundation, Tile Roof, and Foam Insulation. Generous rear property access provides added versatility and exciting potential for Future Additions. Inside, architectural ceilings, integrated LED lighting, sculptural fixtures, fluted wood accents, and wood-look plank tile create a sophisticated contemporary aesthetic. A dramatic floor-to-ceiling feature wall with linear fireplace anchors the main living area, while expansive glass doors seamlessly connect indoor and outdoor spaces. The designer kitchen showcases floor-to-ceiling custom cabinetry, quartz surfaces, Top-Tier appliances, brushed-gold accents, and concealed under-cabinet and toe-kick lighting. The spa-inspired primary bath features a floating dual vanity and spectacular multi-jet shower with oversized rainfall head, body sprays, frameless glass, brushed-gold fixtures, and illuminated niches. At the heart of the outdoor experience is a private resort-style courtyard oasis featuring a Custom Pool with Sun Shelf and Triple Sheer-Descent Waterfalls framed by a dramatic tiled Privacy Wall. The expansive covered lanai offers a fully equipped outdoor kitchen, wood-look slatted ceiling with integrated linear lighting, poolside half bath, and outdoor shower—creating an exceptional setting for year-round entertaining. *Agents please find Special Features and Design Highlights in the Supplements*

768 20th AVE NW, Naples

$6,290,000
4 Beds 4.5 Baths 226032568 MLS
In the heart of Olde Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Olde Naples architecture, nearly new construction, sophisticated furnishings, and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th ST S, 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.