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
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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

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

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

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

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Walkable Naples lifestyle near dining, shopping, and coastal amenities

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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

787 98th AVE N, Naples
$799,000
4 Beds ⋅ 3 Baths ⋅ 226035883 MLS
This 4 bedroom, 3 bath home with attached one car garage is located in Naples Park. Smart and versatile floor-plan can convert the back bedroom to a private suite. Naples Park is conveniently located near Mercato, shopping, dining, and of course Naples' world famous beaches.

787 98th AVE N, Naples
16029 Trebbio WAY, Naples
$5,195,000
5 Beds ⋅ 5 Baths ⋅ 226032871 MLS
NO WAITING! GOLF MEMBERSHIP SLOT AVAILABLE IMMEDIATELY! NEW ROOF 2024. NEW A/C UNITS 2026. Experience the pinnacle of Naples luxury living in this extraordinary two-story estate, perfectly positioned within the prestigious Mediterra community to capture picturesque golf course and shimmering lake vistas. This masterpiece of inspired architecture is defined by volume coffered and tray ceilings, exquisite crown moldings, and elegant architectural niches that signal a refined, bespoke lifestyle. The grand-scale living and family rooms feature zero-corner sliding doors that dissolve the barrier between the sophisticated interiors and the tropical landscape. Culinary enthusiasts will marvel at the gourmet eat-in kitchen, a showcase of high-end design featuring a center island, walk-in pantry, and a suite of professional-grade GE Monogram appliances, including double ovens and a gas cooktop. An adjacent breakfast nook and a full wet bar with a dedicated wine cooler ensure effortless entertaining. The primary sanctuary is a masterclass in luxury, offering a private seating area, direct outdoor access, and a morning bar/coffee station for serene starts to the day. It is complemented by dual "his and hers" walk-in closets with extensive custom-built-ins. The spa-inspired primary bath is a true retreat, featuring dual sinks, a bidet, a jetted soaking tub, a walk-in shower, and a private, lushly landscaped courtyard that brings nature into your daily ritual. For professional pursuits, the den/home office provides a quiet workspace with rich wood built-in desks and cabinetry. Ascend to the second-story loft, a versatile entertaining hub with a full wet bar, refrigerator, and a wrap-around balcony overlooking the grounds. With four additional guest suites and a flexible storage/media room, the home offers unparalleled space for family and distinguished guests. The outdoor living area is a screened paradise, featuring a summer kitchen with a built-in gas grill, fridge, and sink, alongside a sparkling pool and spa with waterfall accents and a full pool bath. Convenient additions are found in the three-car air-conditioned garage, including built-in cabinetry, a central vacuum, and a water treatment system. Mediterra is a prestigious luxury golf & country club community featuring Two championship Tom-Fazio golf courses for avid golfers, multiple tennis courts, pickle-ball & bocce, fitness center, pristine bike & jogging trails, and luxurious dining at the private country club restaurant. The Mediterra Beach Club offers an escape to a 10,000 sq. ft two-story private oceanfront paradise on the Gulf of Mexico. Featuring a restaurant & bar that serves members via indoor & outdoor dining, this private facility boasts a heated swimming pool, a sundeck, and cabana beach service for chairs, umbrellas & refreshments.

16029 Trebbio WAY, Naples
7733 Classics DR, Naples
$1,875,000
3 Beds ⋅ 3 Baths ⋅ 226035802 MLS
Step into this exquisite Stock custom-built luxury residence located in the gated enclave of Classics Plantation Estates at Lely Resort. Featuring 3-bedrooms, den and 3 bathrooms, this Scottsdale open-concept layout with volume ceilings, transitions from its main living areas to an oversized lanai. Designed for indoor-outdoor living with a large private pool and spa, a new outdoor kitchen, the serene surrounding views will become your own personal sanctuary. The spacious open layout with expansive glass slider doors brings in the bright natural Florida sunshine. The gourmet kitchen is equipped with custom cabinetry and premium stainless steel appliances. Unwind in the primary suite offering dual vanities and a soaking tub. A split floor plan provides privacy for guests and visitors. The world class resort experience of the Players Club & Spa membership is included with this home. The Players Club & Spa features fine dining, a tiki bar and grill, 2 resort style pools plus a lap pool, a well-equipped fitness center with personal trainers and a full array of classes, full-service spa, Har Tru tennis courts with a pro shop, pickleball plus 2 dog parks. Lely Resort is also home to 1 private golf club (The Classics Country Club) and 2 public golf courses (The Mustang and The Flamingo).

7733 Classics DR, Naples
29180 Marcello WAY, Naples
$5,195,000
4 Beds ⋅ 4.5 Baths ⋅ 226023402 MLS
NO WAITING! GOLF MEMBERSHIP SLOT AVAILABLE IMMEDIATELY! As you arrive at 29180 Marcello Way, you are immediately struck by the home’s refined curb appeal and the quiet elegance of its setting. Stepping through the front door, you are welcomed by a grand foyer that sets a sophisticated tone for the rest of the home. Transitioning into the kitchen, it is clear this space was designed for the culinary enthusiast. It features an array of high-end Wolf and Sub-Zero appliances, including a gas cooktop, ensuring every meal is prepared with precision. The layout flows seamlessly into the main living areas, where the open, airy design invites you to pause and take in the atmosphere. The main living areas offer many refined features such as honed travertine stone flooring, extensive architectural millwork, soaring tray & coffered detail ceilings, grand mitered picture windows and a dedicated wine storage room. The owner’s suite is a true sanctuary, anchored by a morning coffee bar—a perfect addition for quiet starts to your day—and features generous walk-in closets. The en-suite bathroom echoes this luxury, boasting dual vanities, dual water closets, a bidet, and a soaking tub paired with a walk-through shower that offers a genuine spa experience. The home also offers a home office or den space. Guests will enjoy total privacy in the dedicated casita, which provides a guest suite complete with its own kitchenette and full bathroom. The outdoor living area is the crown jewel of the home with a full outdoor kitchen and bar, covered living and dining areas and the open-air pool & spa deck that overlooks a private lake scene. This home is truly built for effortless entertaining and a luxurious lifestyle. Mediterra is a prestigious luxury golf & beach club community featuring two championship Tom Fazio golf courses for avid golfers, a private gulf-front beach club, eight Har-Tru tennis courts, seven pickleball courts, bocce, a new fitness center, pristine biking & jogging trails, and luxurious dining at the private country club restaurant. The Mediterra Beach Club offers an escape to a 10,000 sq. ft two-story private oceanfront paradise on the Gulf of Mexico. Featuring a restaurant & bar that serves members via indoor & outdoor dining, this private facility boasts a heated swimming pool, a sundeck, and cabana beach service for chairs, umbrellas & refreshments.

29180 Marcello WAY, Naples
8759 Oceana WAY, Naples
$899,000
3 Beds ⋅ 2.5 Baths ⋅ 226035957 MLS
Experience elevated Southwest Florida living in Seven Shores, a premier gated community ideally located in Naples just minutes from 5th Avenue, Gulf beaches, and exceptional shopping, dining, and entertainment. This beautifully designed new construction luxury home showcases a desirable southern rear exposure and an expansive covered lanai, creating the perfect setting for year-round outdoor living and entertaining. Inside, the gourmet kitchen serves as the heart of the home, featuring stunning quartz countertops, a natural gas cooktop, a suite of stainless steel Whirlpool appliances, abundant cabinetry, and an oversized center island overlooking the open living spaces. The private primary bedroom suite offers a spa-inspired retreat with dual sinks, an expansive walk-in shower with dual shower heads, and a generous walk-in closet. A thoughtfully designed Jack-and-Jill bedroom and bath provides added convenience for family or guests, while an additional flex space offers versatility for a home office, den, fitness room, or entertainment space. Residents of Seven Shores enjoy an impressive amenity center featuring a resort-style pool, tennis and pickleball courts, clubhouse, private cabanas, and a dedicated Lifestyle Director. Built to current building codes with impact-resistant windows and doors, this home also includes a builder warranty and is located in Flood Zone X for added peace of mind. See MLS supplements for floor plan layout and interior design selections. Home Site 55

8759 Oceana WAY, Naples
28511 Calabria CT Unit 202, Naples
$1,825,000
3 Beds ⋅ 3 Baths ⋅ 226032869 MLS ⋅ Calabria BLDG.
Fully reimagined and impeccably furnished, this second-floor Calabria residence captures sweeping lake views and refined coastal elegance within Mediterra. Spanning nearly 2,900 square feet, the light-filled great room floor plan showcases volume ceilings, wide-plank wood and tile flooring, and a seamless flow to the expansive screened lanai—perfectly positioned for tranquil water vistas and sunset skies. The designer kitchen is a true centerpiece with oversized island, gas cooking, custom cabinetry, and curated finishes, opening effortlessly to both formal and casual dining spaces. A private owner’s suite offers a serene retreat with spa-inspired bath, dual vanities, soaking tub, and walk-in shower, while two guest suites and a den provide comfort and flexibility for family or visitors. Complete with a two-car garage and located just steps from neighborhood amenities, this residence also includes access to Mediterra’s world-class club, featuring private beach club, championship golf, tennis, fitness, dining, and more. Mediterra is a prestigious luxury golf & beach club community featuring two championship Tom Fazio golf courses for avid golfers, a private beach club with a restaurant & bar, multiple tennis courts, pickleball & bocce, a fitness center, pristine bike & jogging trails, and luxurious dining at the private country club restaurant. The Mediterra Beach Club offers an escape to a 10,000 sq. ft two story private oceanfront paradise on the Gulf of Mexico. Featuring a restaurant & bar that serves members via indoor & outdoor dining, this private facility boasts a heated swimming pool, a sundeck, and cabana beach service for chairs, umbrellas & refreshments.

28511 Calabria CT Unit 202, Naples
901 Gulf Shore BLVD N Unit C-502, Naples
$27,495,000
4 Beds ⋅ 4.5 Baths ⋅ 226031340 MLS ⋅ Naples Beach Club Bldg C BLDG.
Newly completed and beautifully positioned along the shoreline, Residence C502 at the Residences at Naples Beach Club, a Four Seasons resort, pairs expansive Gulf views with the comfort and discretion of a private coastal home. Its exceptional beachfront setting places the sand and sea at the forefront, with uninterrupted western vistas extending toward the horizon. A private elevator opens to a dedicated arrival foyer, introducing an airy interior where refined architectural details, bespoke millwork and thoughtfully selected finishes establish an understated elegance. Broad expanses of glass draw the coastline into the principal living spaces, while the open layout creates a natural connection between the kitchen, living and dining areas. Premium appliances and a conveniently positioned wet bar make the home equally suited to quiet evenings and gracious entertaining. The living and dining spaces extend onto a generously proportioned covered terrace, creating an inviting setting for alfresco meals, sunset gatherings and leisurely afternoons overlooking the Gulf. An outdoor kitchen completes this seamless extension of the interior. The primary suite shares the residence’s captivating water views and opens directly to the terrace. Its thoughtfully divided bath and dressing areas offer exceptional personal space, complemented by substantial walk-in closets. A separate guest wing accommodates three additional suites, each with a private bath. Among them, a spacious VIP retreat enjoys a terrace of its own. Within this intimate collection of beachside residences, C502 offers an exceptional resort lifestyle. Inviting pools, beautifully maintained beachfront surroundings and attentive seaside service encourage unhurried days by the water. Distinctive dining, elegant gathering spaces, and thoughtfully appointed spa and fitness facilities offer opportunities for both recreation and relaxation. Personalized Four Seasons residential service lends ease to every arrival and departure, creating a welcoming coastal retreat for extended stays and spontaneous escapes to Naples.

901 Gulf Shore BLVD N Unit C-502, Naples
4101 Gulf Shore BLVD N Unit PH-2, Naples
$29,900,000
4 Beds ⋅ 6.5 Baths ⋅ 226032731 MLS ⋅ Regent BLDG.
Welcome to The Regent, Penthouse 2, an extraordinary Gulf-front residence in one of Naples, Florida’s most prestigious condominium buildings. Completely reimagined through an expert collaboration between the renowned Suzanne Lovell Inc., one of Architectural Digest’s top 100 international interior design firms, and master craftsmen from Kurtz Homes and Thomas Riley Artisans’ Guild, this home embodies a harmonious blend of interior design ingenuity and refined luxury. From the moment one steps from the private elevator into the grand entryway, one is welcomed by panoramic views of the Gulf of Mexico. The expansive great room is designed with an open flow to maximize light and breathtaking vistas. With multiple seating areas, a fully appointed bar, and seamless transitions to the dining room, this space sets the stage for gracious living and entertaining. Every element in this home has been thoughtfully customized to balance sophistication with relaxation. Penthouse 2, the only residence on the entire floor, occupies just over 12,000 square feet under air, consisting of four bedroom suites, two offices, media room, cabana room, game room, kitchen, family room, and space for exercising. Numerous terraces offer the residents various opportunities to enjoy exhilarating views of Naples and the shores of the Gulf of Mexico. The interior design embraces texture and artistry, from light wood flooring and shiplap walls to rope and woven leather accents. This rich palette serves as a backdrop for curated fine art and collectible furnishings, creating a home that is at once chic and informal. Penthouse 2 is more than a residence; it is a testament to inspired design, meticulous craftsmanship, coupled with the unmatched beauty of its oceanfront setting. Whether hosting grand gatherings or enjoying quiet family moments, this home is a sanctuary of elegance and comfort, perfectly tailored for modern living. Experience the pinnacle of luxury condominium living in Naples, Florida!

4101 Gulf Shore BLVD N Unit PH-2, Naples
8930 Bay Colony DR Unit 2002, Naples
$8,495,000
4 Beds ⋅ 4.5 Baths ⋅ 226034192 MLS ⋅ Salerno At Bay Colony BLDG.
Commanding the 20th floor of Salerno at Bay Colony, this extraordinary penthouse residence offers approximately 5,285 square feet of grand-scale living with sweeping Gulf, bay and mangrove views from one of Naples’ most coveted beachfront communities. With 4 bedrooms, 4.5 baths, a private elevator and two-car garage, the residence combines exceptional space, privacy and an elevated coastal setting. A gracious gallery-style entry introduces expansive interiors defined by polished stone and marble finishes, impressive ceiling height and walls of glass framing the surrounding water and preserve views. The home is designed for both elegant entertaining and comfortable everyday living, with multiple seating areas, a formal dining room, spacious family room and a grand salon anchored by a fireplace. The kitchen and breakfast area enjoy abundant natural light and open views, while the oversized primary suite offers a serene retreat with wood flooring, generous proportions and direct access to the surrounding scenery. The primary bath is equally substantial, with dual vanities and separate bathing areas. Three additional guest suites provide excellent privacy and flexibility for family and visitors. Outdoor living is equally compelling. A large covered lanai provides a front-row seat to the ever-changing colors of the Gulf and western sky, creating an exceptional setting for morning coffee, sunset cocktails or simply enjoying the peaceful coastal panorama. Salerno offers an intimate luxury high-rise experience with only 69 residences, private elevator access, concierge services, community pool and spa, fitness facilities, guest accommodations, extra storage and secured parking. Bay Colony residents also enjoy the exceptional lifestyle of Pelican Bay, including access to nearly three miles of white-sand beach, beach attendants, chair and umbrella service, beachfront dining at North and South Beach, scenic walking and biking opportunities, kayaking and canoeing along Clam Bay, and a 25,000+ square-foot Community Center offering fitness, wellness, spa, social and recreational programming. Pelican Bay is also home to one of Southwest Florida’s most active tennis communities, with 18 courts and a full calendar of leagues, instruction and events. For golf enthusiasts, nearby Club Pelican Bay offers a separate private membership featuring 27 holes of championship golf, a 50,000-square-foot clubhouse, multiple dining venues, spa and fitness facilities, and a full calendar of social and recreational activities. Ideally located near Waterside Shops, Artis—Naples, Mercato and some of Naples’ finest dining and entertainment, this remarkable penthouse combines extraordinary scale, privacy, panoramic views and access to one of Southwest Florida’s most complete luxury coastal lifestyles.

8930 Bay Colony DR Unit 2002, Naples
1835 Les Chateaux BLVD Unit 204, Naples
$1,099,000
3 Beds ⋅ 2.5 Baths ⋅ 226035860 MLS ⋅ Les Chateaux BLDG.
Rare Pelican Marsh Opportunity! Beautifully renovated 3BR/2.5BA residence with stunning long lake views, abundant natural light, soaring ceilings and an open, airy design. Gorgeous 6” light oak flooring and designer lighting flow throughout. The show-stopping kitchen, renovated by Kitchens by Monic, features a 9’ waterfall island, custom cabinetry, double pantry, extensive storage, gold accents, and premium Bosch & Fisher & Paykel appliances. A custom coffee bar with beverage cooler and designer breakfast nook add to the appeal. The open kitchen and spacious leisure room are perfect for entertaining, with expansive sliders leading to a generous lanai overlooking the lake. Luxurious primary suite offers a large walk-in closet, dual vanities, seamless glass shower and soaking tub. Two spacious guest bedrooms feature walk-in closets and beautiful fountain views. Rare 2-car detached garage with private covered walkway and entry provides the feel of single-family living. Life at Pelican Marsh offers an extraordinary lifestyle surrounded by lush landscaping and resort-style amenities, including tennis, pickleball, bocce, playground, state-of-the-art fitness center, library and on-site dining at Courtside Restaurant. HOA includes Xfinity TV and high-speed fiber internet with 125 cable channels. Ideally located in highly desirable North Naples, just minutes from Mercato, Waterside Shops, Artis—Naples and Fifth Avenue, with world-class dining, shopping, entertainment and beautiful Gulf beaches nearby. A rare opportunity to experience the best of Naples in an exceptional residence!

1835 Les Chateaux BLVD Unit 204, Naples
1735 HURRICANE HARBOR LN, Naples
$14,000,000
4 Beds ⋅ 5.5 Baths ⋅ 226032957 MLS
Created for those who value exceptional design, effortless entertaining and immediate access to the water, this custom 2019 residence captures the essence of sophisticated Naples living. Set on an oversized .59-acre homesite with long western views across Hurricane Harbor, the single-story home offers nearly 5,400 square feet under air in a remarkably private setting just minutes from the beaches, downtown Naples and the city’s celebrated dining, shopping and cultural scene. Designed by Falcon Design and built by BBA Development, the residence flows beautifully from refined interiors to expansive outdoor living. A dramatic wall of pocketing glass disappears to unite the great room with the covered lanai, where afternoons by the pool transition to cocktails at sunset, dinner alfresco and evenings beside the outdoor fireplace. Beyond the pool, an intimate fire pit overlooks the dock and sunset water views ~ the perfect setting to end your day. At the heart of the home, a spectacular chef’s kitchen is equally suited for intimate evenings and grand-scale entertaining. A 60-inch Wolf six-burner range with griddle, charbroiler and double ovens is complemented by separate Sub-Zero refrigerator and freezer columns, and adjoining wet bar with wine refrigeration and ice maker. Striking bookmatched quartzite backsplash and extensive custom cabinetry elevate the space, while the adjoining service kitchen adds a Miele built-in coffee system and steam oven, Gaggenau refrigeration and additional dishwasher—creating an exceptional culinary and entertaining environment. Legno Bastone wood floors, custom millwork, architectural ceiling details, a family media room and private office bring warmth and understated sophistication throughout. Four ensuite bedrooms are complemented by a private poolside cabana/VIP suite, offering exceptional accommodations for family and guests. The serene primary suite features a beautifully curated dressing room and spa-inspired bath. For the boating enthusiast, approximately 77 feet of waterfront, a private dock, 24,000-lb boat lift and two PWC lifts place the Naples waterways—and Gulf beyond—just outside your door. The exceptional four-car garage features soaring ceilings designed to accommodate automotive lifts in all four bays, creating the potential to house up to eight vehicles—an extraordinary amenity for the automobile collector. A whole-house generator, ELAN automation, Lutron lighting, impact glass and motorized screens and shutters further complement a residence created for effortless living. Welcome home to a place where mornings can begin on the water, afternoons unfold at the beach and evenings take you to the dining and energy of downtown Naples before returning to the privacy of your waterfront retreat. Here, sophisticated single-level living, exceptional entertaining and the freedom of Gulf access come together—all remarkably close to the very best of Naples.

1735 HURRICANE HARBOR LN, Naples
458 Ridge DR, Naples
$3,250,000
4 Beds ⋅ 3 Baths ⋅ 226035755 MLS
Location is the one thing you can’t renovate. Positioned in the heart of coveted Pine Ridge Estates, 458 Ridge Drive presents an exceptional opportunity to build a signature Naples residence on a private, estate-sized homesite. Surrounded by a compelling mix of distinguished legacy homes and spectacular newer construction, this property is ideal for the buyer with vision—someone who understands that location, land, and neighborhood character are three assets that cannot be recreated. Pine Ridge is where Naples gets serious: one-acre-plus lots, towering pines, and estates—old and new—standing side by side. 458 Ridge Drive sits right in the heart of it, surrounded by some of the community’s most beautiful homes. This property is priced and offered for its land value. Smart buyers will see it as a blank canvas. Imagine a fresh architectural statement: a long, private drive; generous indoor-outdoor living; a resort-style pool and spa; guest accommodations; garages for the collector; and grounds designed around the mature tropical setting and towering pines. The circular drive and private, tree-lined backyard are already here. The rest is up to you. But before bringing in the bulldozer, look at what’s here. This one-story, tile-roofed home features formal living and dining rooms with rich hardwood floors and crown molding; an open kitchen and family room overlooking the pool; and a master suite with a spa-sized, granite double-vanity bath and walk-in shower. Additional features include bedrooms, a dedicated laundry room, and a screened pool and paver lanai with a built-in bar—perfect for living in, renting, or using as your base while you plan what comes next. Move in, renovate, or start fresh. Every path begins with a great address, and you can’t manufacture that. Pine Ridge parcels in the heart of the neighborhood do not come along often. When they do, they go quickly. Here is where your next chapter begins.

458 Ridge DR, Naples
1432 Nighthawk PT, Naples
$6,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226035273 MLS
Spectacular panoramic double-fairway lush golf course views set the stage for this exceptional, impeccably maintained estate, perfectly positioned on an expansive 0.68-acre homesite along the 3rd and 4th holes of the Estuary at Grey Oaks golf course. Encompassing 6,170 square feet of luxurious living space, this custom residence offers the ease of single-level living with five bedrooms, five full baths, two half baths, a private wood-paneled study with coffered ceiling, and a dedicated exercise/bonus room. At the heart of the home, the gracious living room features a gas fireplace and three expansive picture windows that perfectly frame the pool and golf course views. An elegant formal dining room, a temperature-controlled 1,100-bottle wine cellar, a grand family room with soaring vaulted ceilings, and custom-crafted wood entertainment center, further enhance the home’s refined character. Designed to impress, the gourmet kitchen opens seamlessly to the family room and is exceptionally appointed with a double-island layout, two full-size Sub-Zero refrigerators and four freezer drawers, a Viking six-burner range, additional Viking wall oven, Viking warming drawer and dual Asko dishwashers—ideal for entertaining on any scale. Indoor and outdoor living blend effortlessly through three sets of French doors leading to the expansive screened lanai. This resort-style outdoor space features a tongue-and-groove coffered ceiling, outdoor kitchen and bar and dual televisions. An oversized heated pool with elevated spa also awaits with sweeping golf course views. Privately situated, the luxurious primary suite serves as a tranquil retreat with soaring ceilings and spectacular double-fairway views through the large bay window. The spa-inspired bath offers dual vanities, custom walk-in closets, showers and dual water closets plus an expansive soaking tub. Additional highlights include an attached three-car garage, a newly installed whole-home Kohler generator, whole-home lighting, security and sound systems, impact-resistant windows and doors throughout, and a recently installed roof. Located within the prestigious Grey Oaks community, this remarkable residence offers an unparalleled lifestyle just minutes from Naples’ world-class shopping, fine dining, and pristine Gulf beaches. Homeowners are eligible to join Grey Oaks as provisional golf members, providing immediate access to golf during the season as well as the club’s exceptional lifestyle amenities.

1432 Nighthawk PT, Naples
3241 German Woods Ct, Naples
$4,500,000
4 Beds ⋅ 5.5 Baths ⋅ 226035530 MLS
CUSTOM LUXURY ESTATE | CANAL-FRONT | IN-TOWN ACREAGE A truly exceptional custom estate, newly completed by Gulfstream Homes and set on a private acreage parcel along a serene canal in one of Naples’ most desirable in-town locations. A property of this scale and setting is exceptionally rare in Naples. Private acreage, canal frontage, and newly completed luxury construction, all just 8 miles from the beach. Designed with an extraordinary level of craftsmanship and detail, this stunning residence offers a combination of privacy, waterfront living, and proximity to the best of Naples. Inside, approximately 4,000 square feet of beautifully designed living space offers four bedrooms, including two luxurious primary suites, four full baths and two half baths, a private office, and a substantial flex room that adds valuable space to the home’s thoughtful layout. Distinctive wood beams, beautifully detailed ceilings, and recessed lighting bring warmth and architectural character throughout the residence. Expansive glass doors open to a spectacular outdoor living area where the interior flows effortlessly to the covered lanai, custom pool and spa, and outdoor kitchen. The outdoor spaces are designed to be enjoyed year-round, with custom water features and fire bowls surrounding the pool and spa, a gas outdoor kitchen, and a separate gas fire pit positioned just outside the guest suite. Beyond the pool, a beautifully constructed dock extends along the canal and features an industrial sink for the ultimate fisherman’s convenience. The peaceful waterfront setting provides a front-row seat to beautiful Naples sunsets. No detail was overlooked throughout the home. Highlights include a Thermador appliance package, custom closets, a steam shower in the primary suite, a striking smart-glass front door, and a Lutron whole-home lighting system. A Sonos speaker system extends throughout the living room, primary bedroom, and outdoor lanai, creating an effortless connection between the interior and exterior spaces. A whole-house generator, supported by a 1,000-gallon propane tank, provides added peace of mind, while a reverse osmosis water system and integrated home technology enhance everyday comfort and convenience. With its expansive grounds, tranquil canal setting, sophisticated design, and exceptional indoor-outdoor living, this newly completed estate offers a rare opportunity to experience the privacy and space of an acreage property while remaining remarkably close to everything Naples has to offer.

3241 German Woods Ct, Naples
425 Dockside DR Unit 703, Naples
$1,299,000
2 Beds ⋅ 3 Baths ⋅ 226035863 MLS ⋅ Pelican Isle BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to high-floor paradise in Unit 703, where panoramic open-water vistas meet the ultimate Naples nautical lifestyle. Nestled in the exclusive, gated island enclave of Pelican Isle, this desirable 2-bedroom, 3-bathroom + Den "Captain" floor plan boasts 2,428 square feet of sun-drenched living space, seamlessly blending coastal sophistication with sweeping, south-facing views of the Cocohatchee River, backwater mangroves, and shimmering Gulf waters. Offered at a price point that invites you to remodel and customize every detail to your personal style, this residence presents an extraordinary opportunity to build instant equity in a premier coastal setting. Step directly off the elevator into a light-filled great room wrapped in glass, where continuous water views and soft sea breezes frame your main living and dining spaces. The spacious eat-in kitchen features its own charming side veranda—the perfect nook for morning coffee as you watch yachts drift out toward Wiggins Pass. Ideal for hosting family and friends, the split-bedroom layout ensures complete privacy, highlighted by generous primary and guest suites with direct water views. The true crown jewel of this residence is the front-row access to the world-class lifestyle of Pelican Isle Yacht Club—Naples’ premier private island yacht club. Located just steps from your front door, ownership here grants access to state-of-the-art concrete floating docks accommodating vessels up to 55 feet with direct, bridge-free Gulf access. Spend your days cruising the open seas, relaxing on the private beach shuttle, or playing tennis and pickleball. Cap off your evenings enjoying resort-style pool amenities, fitness classes, and fine waterfront dining alongside fellow boating enthusiasts.

425 Dockside DR Unit 703, Naples
2150 Gulf Shore BLVD N Unit 609, Naples
$895,000
2 Beds ⋅ 2 Baths ⋅ 226035869 MLS ⋅ Kings Port BLDG.
BAY & BEACH VIEWS • PRIVATE BEACH CLUB • BEACH ACCESS Enjoy the best of the Naples coastal lifestyle from this beautifully updated residence in Kings Port at The Moorings, ideally positioned just steps from the beach and overlooking the sparkling waters of the Gulf of Mexico. Expansive water views and spectacular Naples sunsets provide an exceptional backdrop for everyday living. Inside, the residence has been thoughtfully updated with a beautifully renovated kitchen featuring upgraded cabinetry, countertops, backsplash, and newer appliances. Both bathrooms have been tastefully updated, while crown molding, modern lighting, and updated fixtures add a polished finishing touch throughout. What truly sets this property apart is its beach views & beach access, exclusively for the residents of The Moorings. Kings Port residents enjoy access to bay-side boat docks, offering convenient opportunities for boating, fishing, kayaking, and exploring Naples’ waterways. Directly across the street, Moorings residents have exclusive access to the private Moorings Beach Park, complete with chickee huts and a peaceful stretch of Gulf-front beach. Additional amenities include a newly updated community pool, covered carport parking, and deeded outdoor storage. Whether enjoying morning walks along the beach, an afternoon on the water, relaxing poolside, or watching another unforgettable Naples sunset, this residence offers the coastal lifestyle buyers come to Naples to enjoy. A rare opportunity to combine Gulf views, beach access, boating, and an updated residence in one of The Moorings’ most desirable locations.

2150 Gulf Shore BLVD N Unit 609, Naples
4001 Gulf Shore BLVD N Unit 1205, Naples
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 226035640 MLS ⋅ Surfsedge BLDG.
Perched on the 12th floor, this stunning 2-bedroom, 2-bath beachfront residence offers sweeping Gulf views and spectacular southwest-facing sunsets. Filled with natural light, expansive sliders open to a private balcony overlooking the Gulf and park—perfect for enjoying serene sunsets and coastal breezes. This turnkey-furnished condo features a modern, airy layout, two generously sized bedrooms with Gulf views, two pristine bathrooms, and an in-residence washer and dryer. Surfsedge offers exceptional amenities including a recently renovated lobby, fitness center, two guest suites, large social room, resort-style beachfront pool and jacuzzi, private resident beach access, gated entry, front desk security, ample storage, bicycle storage, and car wash area. Ideally located on Park Shore Beach, just steps to Venetian Village and minutes to Fifth Avenue South, Waterside Shops, and Mercato. A rare opportunity for refined beachfront living in the heart of Naples.

4001 Gulf Shore BLVD N Unit 1205, Naples
1374 Foxfire LN, Naples
$1,049,900
3 Beds ⋅ 2 Baths ⋅ 226024885 MLS
Welcome to effortless Naples living in the coveted bundled-golf community of Foxfire Golf & Country Club, where this beautifully updated 3-bedroom, 2-bath pool home delivers the perfect blend of comfort, style, and resort-style amenities. Set on a .25-acre lot with a peaceful and private view, this move-in-ready home features soaring cathedral ceilings, an open and inviting floor plan, easy-maintenance flooring throughout, and a seamless flow between the living, dining, kitchen, and outdoor spaces—ideal for both everyday living and entertaining. The updated kitchen and bathrooms bring a fresh, modern feel, while the spacious owner’s suite offers a private retreat with an en-suite bath and walk-in closet. Step outside to the screened lanai, where a heated pool and spa create the ultimate year-round Florida escape for morning coffee, afternoon swims, or relaxed evenings under the covered patio. Additional features include a 2019 roof, 2022 hot water heater, 2025 A/C with updated HVAC ducts, and an A/C split in the garage. At Foxfire, every day feels like a getaway with access to a championship 27-hole Arthur Hills-designed golf course, grand clubhouse, state-of-the-art fitness facility, full-service restaurant, lively bar and grill, resort-style pool, Har-Tru tennis courts, bocce, and a vibrant social calendar. Exciting community enhancements include a brand-new Cart Barn Facility with a 5,000-square-foot second-floor Wellness Center, revamped Grill Room, expanded outdoor dining with fire pits and casual seating, and a new stand-alone Halfway House bar perfect for a stop between rounds. Ideally located just about 5 miles from Downtown Naples’ famous 5th Avenue, world-class shopping, dining, white-sand beaches, I-75, and approximately 30 minutes to RSW International Airport, this home offers the bundled golf lifestyle buyers dream about in one of Naples’ most convenient locations.

1374 Foxfire LN, Naples
4451 Gulf Shore BLVD N Unit 1403, Naples
$1,695,000
2 Beds ⋅ 2 Baths ⋅ 226035710 MLS ⋅ Solamar BLDG.
Experience refined coastal living in this beautifully updated two-bedroom, two-bath beachfront residence. Rich hardwood flooring and a designer-caliber kitchen with a functional island and premium JennAir stainless steel appliances create a sophisticated blend of modern comfort and timeless style. The spacious primary suite features an updated bath and a custom-designed closet offering exceptional organization and storage. From sunrise to sunset, enjoy beautiful views of the Gulf, Venetian Bay, and the sparkling lights of Naples. Residence is being offered fully furnished and ready to move right in. Solamar, a striking atrium-style building, features social and fitness rooms, heated pool and spa, tennis and pickleball, two guest suites and is located just down the road from fine dining and upscale shopping!

4451 Gulf Shore BLVD N Unit 1403, Naples
9078 Montserrat DR, Naples
$849,900
3 Beds ⋅ 2 Baths ⋅ 226032229 MLS
INCREDIBLE VALUE in the award-winning Toll Brothers community of Azure at Hacienda Lakes! Situated on a large lot with a HUGE private backyard and plenty of room for a pool! Tthis beautifully upgraded "Sabel" features an open, spacious floor plan with many upgrades and features including an air-conditioned garage, expanded primary bedroom, gorgeous upgraded tile flooring, expanded primary shower, hurricane-impact windows, upgraded appliances, plantation shutters and SO MUCH MORE! Enjoy a wonderful partial lake view and the resort-style Florida lifestyle you’ve been waiting for. Azure’s exceptional amenities include a stunning resort pool that feels like vacation every day, fitness center, tennis courts, pickleball, community room, activities calendar, and more. At this price, this home is an incredible opportunity to own in one of Naples’ most desirable communities!

9078 Montserrat DR, Naples
16509 Cellini LN, Naples
$2,775,000
4 Beds ⋅ 4.5 Baths ⋅ 226032873 MLS
Located in the prestigious golf and country club community of Mediterra in Naples, Florida - Newly renovated private beach club - Nestled on a premium corner lot, this exquisite residence built by Bordeaux Homes boasts a grand circular paver driveway leading to an elegant, inspired facade. Step through the ornate double doors into a breathtaking foyer entry, where coffered tray and cathedral ceilings, arched passages, and generous windows create an impressive ambiance. The formal living room features a custom fireplace, exquisite millwork, and panoramic views of the outdoor oasis, while the formal dining room is perfect for elegant gatherings. A custom wet bar with a built-in wine rack enhances the home’s entertaining potential, complemented by a breakfast nook with serene outdoor views. The premium chef’s kitchen is a culinary masterpiece with top-of-the-line appliances, a large center island, stone countertops, a decorative range hood, and abundant storage. Adjacent to the kitchen, the spacious family room seamlessly integrates indoor-outdoor living with floor-to-ceiling glass sliding doors leading to the lanai. A private den/office offers a peaceful workspace with rich wood flooring. The expansive primary suite is a luxurious retreat featuring a sitting area, private outdoor access, a custom walk-in closet, and a spa-like en-suite bath with a separate jetted tub and shower, dual vanities, and elegant finishes. Three well-appointed guest bedrooms provide comfort and privacy, with generous closet space and stylish bathrooms. The resort-style lanai is an entertainer’s dream, boasting a fully equipped summer kitchen, covered dining area, and ample lounge space. A lagoon style pool and spa create a serene retreat while enjoying breathtaking lake views. Additional features include a three-car garage and impact doors & windows. Mediterra is a prestigious luxury golf & country club community featuring Two championship Tom-Fazio golf courses for avid golfers, multiple tennis courts, pickle-ball & bocce, fitness center, pristine bike & jogging trails, and luxurious dining at the private country club restaurant. The Mediterra Beach Club offers an escape to a 10,000 sq. ft two-story private oceanfront paradise on the Gulf of Mexico. Featuring a restaurant & bar that serves members via indoor & outdoor dining, this private facility boasts a heated swimming pool, a sundeck, and cabana beach service for chairs, umbrellas & refreshments.

16509 Cellini LN, Naples
11543 Tanager CT, Naples
$800,000
3 Beds ⋅ 3 Baths ⋅ 226035515 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome Home to the Longshore Lake lifestyle! Home is situated on a quiet cul-de-sac and oversized lot just a short walk from the community clubhouse, tennis courts, and pickleball courts. This 3-bedroom, 3-bathroom pool/spa home offers incredible potential and stunning long lake views. Step through the front door into an inviting foyer connected to a formal dining space and a spacious living room featuring volume ceilings and French doors that open to the screened lanai. Enjoy outdoor living with a private pool/ spa, pool bath, outdoor electric grill, and long lake views. The split-bedroom floor plan provides maximum privacy, placing the primary suite separate from the two guest bedrooms. The open Eat-In kitchen overlooks the family room, complete with a cozy wood-burning fireplace. Tile runs throughout the main living areas, with hardwood flooring in all three bedrooms. Key Mechanicals Already Done: Fresh Interior & Exterior Paint (2026) New Electrical Box (2026) New Electric Cooktop (2026) New A/C Unit (2025) Plumbing Fully Repiped (2023) New Garage Door (2023) Water Heater (2022) Roof (2010) This home is ready for its next chapter! While the kitchen, bathrooms, and pool/spa resurfacing await your personal design touch, the major mechanical elements are already taken care of. Bring your vision and turn this solid, prime-location home into your Longshore Lake Dream Home! Longshore Lake has wonderful amenities to include Clubhouse Dining/Restaurant, Fitness Center, Pickleball, Professional Tennis Programs with Pro, Activities galore for all ages, Boating/Kayaking, Private and Public Golf minutes away. North Naples location is close to Shopping, Restaurants, Gulf Beaches and I-75 Don't miss the opportunity to call this home yours. Schedule your private showing today and start living the Florida lifestyle in Longshore Lake!

11543 Tanager CT, Naples
640 2nd ST S Unit 2, Naples
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 226034859 MLS ⋅ Windward Cay BLDG.
LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! This fabulous 3-bedroom, 3-bath condo is located within walking distance to 5th Avenue South, 3rd Street South, and the Naples Pier, placing the best of downtown Naples right outside your door. You simply must see this property in person to truly appreciate its amazing location! Expansive windows fill the home with natural light, creating a bright and welcoming atmosphere throughout. The upper level features two bedrooms, two baths, a functional kitchen, and spacious living and dining areas perfect for entertaining. The first level offers a private bedroom and bath, comfortable sitting area, laundry, and an attached garage. Enjoy the ultimate Naples lifestyle with world-class dining, shopping, entertainment, and the beautiful Gulf beaches just a short stroll away. For investors, the property also offers an excellent opportunity with a renter already in place for the 2027 season. Call the listing agent for rental details and additional information. Whether you’re looking for a Naples getaway, full-time residence, or investment property, this exceptional location puts you in the heart of it all. Come see for yourself!

640 2nd ST S Unit 2, Naples
385 Colony DR, Naples
$12,995,000
6 Beds ⋅ 6.5 Baths ⋅ 226035651 MLS
An extraordinary combination of space, privacy, and collector-worthy garage capacity distinguishes this lakefront estate at 385 Colony Drive in Bay Colony Shores. Occupying one and a half lots at the end of a cul-de-sac, the residence encompasses nearly eight thousand square feet under air, with an expansive layout that brings exceptional versatility to luxury Naples living. For the automobile enthusiast, garage accommodations for up to twelve cars introduce a defining feature: the ability to house an extensive collection within your own private estate. Paired with the generous homesite and substantial living space, this offering deserves the attention of buyers seeking something distinctive. The main residence features four spacious bedrooms, two offices, and two gyms, providing dedicated settings for work, wellness, and relaxation. An attached guesthouse with two bedrooms and two baths extends the accommodations, allowing visitors to enjoy their own retreat while remaining connected to the home. At the heart of the residence, a kitchen with dual islands offers generous space for preparation and gathering, equally suited to intimate evenings and larger celebrations. A walk-in wine room adds another dimension to entertaining, keeping favorite vintages close at hand. Outdoors, the expansive covered lanai frames beautiful lake views and a striking waterfall-edge pool. Western exposure brings the evening sky into focus, creating an inviting backdrop for sunset gatherings, leisurely afternoons by the water, and dinner overlooking the lake. The setting encourages you to linger, with space to entertain beneath the covered lanai or simply enjoy the changing light across the water. From its generous grounds to its remarkable garage and separate guest accommodations, this estate offers the flexibility to make Naples living distinctly your own. Discover the possibilities of this exceptional Bay Colony Shores address, and arrange a private showing to experience the scale, setting, and lifestyle that distinguish this property.

385 Colony DR, Naples
12239 Bonnet DR, Naples
$975,000
3 Beds ⋅ 2 Baths ⋅ 226035694 MLS
Welcome to resort-style living in the prestigious 55+ community of Valencia Trails. The sellers intended this to be their “forever home” and enhanced this Nautilus floor plan with gorgeous aftermarket upgrades. Set on a beautiful preserve lot, the home features a large screened lanai and fenced yard—perfect for enjoying the relaxing Florida lifestyle. Inside, the 13-foot coffered ceiling and custom lighting make a grand first impression in the entry foyer, while soaring 10-foot ceilings continue throughout the home. Lighted tray ceilings highlight both the great room and primary bedroom, and tile flooring runs throughout—NO CARPET! The spacious kitchen is designed for both everyday living and entertaining, with a huge quartz island, abundant cabinetry, GE appliances, gas cooktop, and pot filler. Custom wood detailing enhances the island and primary bedroom, while the great room features a lighted wall with shelving and a beautiful fireplace. The den includes custom cabinetry and shelving. Additional upgrades include designer light fixtures and fans, abundant recessed lighting, plantation shutters on all windows, and custom closets. The garage features epoxy flooring, ceiling-mounted lift storage racks, and a separate GOLF-CART STALL with its own garage door. Impact glass windows and doors, a tile roof, X flood zone, and whole-house Generac generator add to the home's extensive list of features and provide additional peace of mind. Located in a quiet pocket on the south side of Valencia Trails, this home is conveniently positioned near the new Vanderbilt Beach Road entrance for easy access in and out of the community. Valencia Trails residents enjoy a 43,000-square-foot clubhouse and 10 acres of recreation, including a resort-style pool and spa, lap and resistance pools, state-of-the-art fitness center, full-service spa, pickleball, tennis, and bocce. Additional amenities include an indoor restaurant with outdoor patio dining, social hall, cooking studio, arts and crafts facilities, numerous clubs, activities, and a very active social calendar!

12239 Bonnet DR, 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.