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 homes in Naples Florida

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

$750,000
3 Beds 3 Baths 226031895 MLS
Tucked away on more than an acre, this one-of-a-kind Florida retreat offers privacy, character and an elevated sense of seclusion amid mature tropical landscaping. Surrounded by lush vegetation and a newly cleared backyard, the home blends a distinctive woodland setting with extensive updates inside and out and is conveniently located in the heart of North Naples, just minutes from shopping & dining and less than 8 miles to the gorgeous white sand beaches of Naples, FL. The upper level features an open-concept kitchen and great room with fireplace, three spacious bedrooms, two full baths and conveniently located laundry. The kitchen is beautifully appointed with stone countertops, a farmhouse sink, upgraded faucet and stainless steel appliances, while new LVP flooring extends throughout the upstairs living areas and bedrooms. Fresh paint, new trim and thoughtful millwork add to the home's updated feel, including wainscoting and custom trim detailing in one of the bedrooms. The guest bath has also been refreshed with a new tub and tile. The home also features a whole-house water softener system and reverse osmosis system for high-quality drinking water. Connecting the two levels is a striking new steel floating staircase with solid white oak treads, creating an architectural focal point within the home. Because the home is elevated, the expansive ground level offers an impressive amount of additional space and tremendous flexibility. This entire lower level has undergone a complete transformation with new drywall, trim, paint, LED lighting, a new entry door and new sliding glass door, while polished concrete floors provide a clean, contemporary finish. Currently offering a family room, a large flex space previously used as an office, and a full bathroom, there is ample room to easily create a fourth bedroom. With its generous square footage and separate living areas, the lower level also presents exciting potential for a private guest suite or apartment-style space with a bedroom, sitting area and the possibility of adding a kitchenette, ideal for extended family, guests, a home office or additional living space. Outdoor living is equally impressive, with a wraparound upper deck providing plenty of room for grilling, dining and relaxing amid the surrounding greenery. The front deck has been rebuilt along with the side and rear staircases, and the entire exterior has been freshly painted. Additional improvements include a new impact window above the staircase and 5-foot black vinyl-coated fencing extending from the home to the rear of the property. With ample parking and turnaround space for multiple vehicles or a boat, plus plenty of room to add a pool, this unique property offers space, privacy and flexibility that's increasingly hard to find. A beautifully updated retreat where modern finishes meet the natural beauty of Florida living.

4971 Hickory Wood DR, Naples

$1,597,500
3 Beds 2 Baths 226032595 MLS
Experience refined coastal living in this beautifully upgraded 2022 Minto-built Gardenia residence, privately positioned within the prestigious guard-gated community of Isles of Collier Preserve. Designed to capture the essence of the Naples lifestyle, this exceptional home blends sophisticated finishes, abundant natural light, and seamless indoor-outdoor living in a setting that feels both private and resort-like. Morning sunlight fills the open-concept living spaces, creating a bright, airy atmosphere complemented by custom finishes, soaring tray ceilings, crown molding, plantation shutters, 24-inch Carrera porcelain tile flooring, designer fixtures, and upgraded ceiling fans. The gourmet kitchen serves as the heart of the home with an oversized center island, generous cabinetry and counter space, high-end finishes, and an upgraded refrigerator, all opening effortlessly to the main living and entertaining areas. The private owner’s suite offers a serene retreat with two walk-in closets, dual vanities, and a beautifully finished walk-in shower, while spacious guest accommodations provide comfort and privacy for family and visitors. Additional upgrades include a whole-house water filtration system and a dedicated AC mini-split in the garage, adding both convenience and versatility. The outdoor living experience is truly exceptional. An expansive screened lanai overlooks a large custom pool accented by tranquil cascading waterfall features, creating a soothing backdrop for everyday living and entertaining. Beyond the lanai, a sizable private backyard offers rare open space and remarkable privacy from virtually every angle, surrounded by lush natural beauty. The dream outdoor kitchen is designed for entertaining, complete with a built-in grill, sink, refrigerator, and ample space for outdoor dining and gatherings, making it the perfect setting for relaxed afternoons, sunset cocktails, and elegant evening entertaining. Every element of this residence has been thoughtfully designed to create a sense of privacy, comfort, and understated luxury. Residents of Isles of Collier Preserve enjoy an extraordinary resort-style lifestyle with a spectacular clubhouse, resort and lap pools, approximately eight miles of scenic nature trails, an expansive fitness center, sauna, bocce, tennis and pickleball courts, paddleboards, kayaks, and the popular waterfront Overlook Bar & Grill. Ideally located just minutes from historic 5th Avenue South, world-class dining and shopping, and Naples’ renowned Gulf beaches, this residence offers an exceptional opportunity to enjoy newer construction, elevated finishes, a private resort-style outdoor setting, and one of Naples’ most coveted lifestyles. One or more photos have been virtually staged, AI-generated, or rendered.

6472 Arriba AVE, Naples

$6,375,000
4 Beds 4 Baths 226031703 MLS
Park Shore | Rebuilt, Reimagined, GULF ACCESS Virtually every major system, structural component and landscaping has been replaced or renewed, including a new roof, air-conditioning system, electrical panel, water heater, seawall, dock and pool deck. All-new hurricane-impact windows and doors bring an abundance of natural light inside, while the living room, family room, kitchen and owner’s suite all look toward the newly redesigned deck, pool and waterfront beyond. Inside, the home has been beautifully reimagined with an exceptional eye for design. Four bedrooms and four full baths provide wonderful privacy for family and guests, while the den feels like the perfect feminine office, finished with sophisticated custom wall coverings and thoughtful design details. The kitchen and family room have a personality all their own, with custom built ins and shiplap ceilings, adding warmth, character and architectural interest. Designed for someone who genuinely loves to entertain, the kitchen features plenty of storage, undercounter wine frigerator, ice maker, built in cabinets while a generous laundry room/butler’s pantry keep the behind-the-scenes work of hosting entirely out of sight with an additional dishwasher. The owner’s suite is equally memorable, with a spectacular dressing room so beautifully designed and generously proportioned that it feels more like a private boutique than a closet. Outside, the pool creates a private waterfront retreat, while the new seawall, dock with lift put the Gulf within easy reach. And part of what makes Park Shore waterfront living so special extends beyond the property itself. Homeowners enjoy exclusive access to the private Park Shore Beach Park, a coveted stretch of Gulf-front beach reserved for Park Shore residents, complete with private parking and restroom facilities just approximately a mile and a half from the home. Add Venetian Village, nearby dining and shopping, and everything that makes the Park Shore lifestyle so desirable, and the location becomes every bit as compelling as the home itself. Completely reimagined. Beautifully elevated. Direct Gulf access. Private beach privileges. This is the kind of Naples waterfront opportunity that is increasingly difficult to replicate.

3737 Crayton RD, Naples

$4,950,000
3 Beds 3 Baths 226032362 MLS
Step into a world of refined luxury and modern design with this stunning custom Gulf access pool home, perfectly situated for the ultimate waterfront lifestyle. As you pass through the grand double doors, you are welcomed by soaring ceilings and a contemporary living space adorned with an expansive wall of glass, offering breathtaking water views! This architecturally stunning residence offers four levels of exquisite design and functionality with glass railings, seamlessly blending elegance with casual comfort. Featuring dual primary suites with en-suite bathrooms, as well as versatile loft/office space. The chef's kitchen is a culinary masterpiece, featuring Poggenpohl European cabinetry, a Sub Zero refrigerator, an Asko dishwasher, and a brand new Dacor double oven with convection and steam capabilities. This inviting space effortlessly opens to the family room and eat-in kitchen with sparkling water views making it a perfect gathering spot for family and friends. The primary suite is thoughtfully positioned on the main living level for ultimate privacy, while an additional primary suite on the third floor boasts a luxurious walk in shower, bidet, and a serene lanai that captures sensational water views. The guest room is located on the second floor with soaking tub and shower. This impeccably maintained residence is equipped with hurricane impact windows and doors, plantation shutters, ample LED recessed lighting, and two A/C zones. The home features exquisite wood, stone, and tile flooring, creating a harmonious flow of elegance throughout. The entire house and pool deck are set on piling. This contemporary custom home impresses with a magnificent Turkish stone entrance and a spacious circular driveway with additional side parking, a tiled two car garage under air and 1,500 sq ft of air-conditioned storage on the lower level. Outdoor living is taken to new heights with a saltwater heated pool and spa, complemented by a generous covered area on the expansive Turkish stone lanai featuring an outdoor kitchen, and breathtaking sunset views over the tranquil canal. A grandfathered in 30 ft dock with a covered 15,000 lb boat lift, plus an additional 10,000 lb lift complete with a fish cleaning station, caters to all your boating needs, complete with electric and water service for added convenience. With effortless access to the Gulf, and just a bike ride away from the white sugar sands of Vanderbilt Beach, this exceptional property captures the true spirit of Naples waterfront living. Enjoy proximity to the Ritz, La Playa Beach Club, and the new private Paraiso Beach Club, and the vibrant Mercato, offering upscale shopping, fine dining, and entertainment. Don’t miss your chance to experience this remarkable property today, where timeless style and unparalleled craftsmanship meet in one of Naples’ most coveted gulf access communities. Embrace the luxurious Naples lifestyle you always dreamed of!

375 Germain AVE, Naples

$8,695,000
6 Beds 7.5 Baths 226030649 MLS
Skip the hassle of new construction — this Quail West estate has already been taken down to exterior concrete walls and completely reimagined, delivering the quality and design of a custom build without the wait and with no detail overlooked. Immediate golf membership is available, so you can move in and start playing right away. Situated on one of the finest lots in Quail West with a coveted "true south" exposure, the home enjoys sweeping golf and lake views that shift beautifully from morning light to evening sun. Step into the luminous living area and take it all in while crossing the gleaming floors, or stop at the lobby bar — complete with built-ins, multi-seating, and two 96-bottle wine refrigerators — before settling into the open-concept family room, where water, golf, and pool views create the perfect spot to unwind. The spacious kitchen is a chef’s dream, offering top of the line appliances 6 burner gas stove and large prep area. A true car collector's dream, the property offers a 6-car garage with room for 3 lifts, with potential to expand to 9 vehicles total —and a 2 car covered carport neatly tucked away - rare space for even the most serious automotive enthusiast. Designed with multi-generational living in mind, the primary suite and a large bespoke study sit privately on one side of the home, while five additional en-suite bedrooms — including a separate guest suite and a full guest house above the garage with its own kitchen, living room, bedroom, and bath, Some of the other amazing features of this home include a glass-enclosed fitness area with lake, golf, and courtyard views; hurricane-rated windows and doors; a new roof; full home generator; 1,000-gallon propane tank; five new HVAC zones; an elevator with backup power; two pizza ovens; a newly equipped pool and spa; new landscaping and outdoor lighting; two fire pits; Lutron lighting; automated window shades and so much more! Set within Quail West, one of Naples' most prestigious golf and country club communities, residents enjoy access to two championship golf courses and a stunning 100,000-square-foot clubhouse with a two story fitness and wellness center, full service spa and salon, multiple dining options with award winning culinary program, tennis, pickleball, bocce, playground and an active social calendar.

6536 Highcroft DR, Naples

$1,300,000
3 Beds 2.5 Baths 226032445 MLS
Welcome to your private retreat in the heart of Golden Gate Estates, where luxury, privacy, and resort-style living come together on over 2 acres. Thoughtfully designed with 11-foot tray ceilings, this spacious home offers 3 bedrooms, a den, 2.5 bathrooms, and a 3-car garage. The heart of the home is the stunning chef’s kitchen, featuring elegant marble countertops, an oversized island, pot filler, stainless steel appliances, and soft-close cabinetry—perfectly suited for everyday living and effortless entertaining. Step outside and experience your own private resort. The expansive outdoor oasis features a saltwater pool, jacuzzi, private sauna, and built-in grill area, creating the perfect space to relax, entertain, and enjoy the Florida lifestyle. The oversized acreage provides endless possibilities, with plenty of room for a guest house, barn, workshop, additional recreational space, or simply the privacy and tranquility that makes Golden Gate Estates so desirable. Privacy and security are enhanced by dual-gated entry. An electric front gate with coded access welcomes you to the property, while a second automated gate provides private access to the rear. Strategically positioned exterior surveillance cameras offer additional peace of mind. Ideally located just minutes from Immokalee Road, shopping, dining, and A-rated schools, this property offers the privacy of an estate setting while keeping you conveniently close to everything Naples has to offer. A rare combination of space, privacy, luxury, and resort-style amenities—this is Golden Gate Estates living at its finest. Schedule your private showing today.

140 37th AVE NW, Naples

$1,399,000
3 Beds 3.5 Baths 226030923 MLS
Set against a SOUTH-FACING water view with preserve backdrop, this beautifully customized residence delivers the privacy, outdoor living and elevated finishes buyers come to Naples seeking. An expansive screened lanai becomes an extension of the home, complete with a full outdoor kitchen, natural gas fire pit, upgraded screening, ceiling speakers, impact windows/doors, and no-sag hurricane shutters, all overlooking a peaceful water and preserve view. Inside, thoughtful customization is everywhere. The kitchen has been extensively upgraded with GE Café appliances, modified cabinetry to accommodate a full-size refrigerator, additional island storage, adjustable LED lighting, reverse-osmosis filtration and instant hot water. Custom built-in cabinetry anchors the main living area, while the private den features French doors and a beautifully designed two-station built-in workspace. Luxury vinyl flooring flows through the main living spaces, complemented by ceiling molding, upgraded lighting and window treatments throughout. The primary suite offers custom closet storage, a privacy slider and its own isolated HVAC system for personalized comfort. Additional custom cabinetry enhances the laundry room w/stackable W&D, while whole-house water filtration, tankless hot water and an in-home vacuum system add everyday convenience. The extended garage offers epoxy flooring, overhead storage and is insulated and prepared for a future mini-split. The home is also pre-wired for a hydrotherapy spa, while integrated ceiling speakers extend through the kitchen, living area, den and lanai. Valencia Trails is where resort living becomes everyday living. At the heart of the community is an impressive 43,000-square-foot clubhouse featuring Gather restaurant and bar, resort-style and lap pools, a state-of-the-art fitness center, spa and salon, tennis, pickleball, bocce, walking trails, a cooking studio, live entertainment and a full calendar of social events. Set within an X flood zone with no flood insurance required, this exceptional residence pairs one of the community’s most desirable homesites with elevated finishes and incredible outdoor living space! Just a quick drive to world class restaurants, white sand beaches, shopping and more!

11636 Periwinkle DR, Naples

$1,799,000
3 Beds 3 Baths 226031671 MLS
Welcome to exceptional luxury living in Greyhawk at Golf Club of the Everglades, one of Naples’ most desirable amenity-rich golf communities. A full Golf Membership is available for purchase and transfer with this home with no waiting period to enjoy the course, or enjoy a Social Membership. This stunning newer 3-bedroom, 3-bath Pinnacle model delivers an extraordinary wow combination of sophisticated interior design, exceptional upgrades, resort-style outdoor living, and impressive storm protection. From the moment you arrive, the professionally landscaped grounds make a lasting impression, highlighted by three magnificent extra tall Royal Palms and an upgraded landscape lighting package. The 3-car garage has been extended an additional four feet and features epoxy flooring, abundant storage, a tankless water heater, and its own AC unit. Inside, exquisite custom details are showcased throughout, including board-and-batten wainscoting and custom woodwork in the den/office and bedrooms. A striking custom shiplap feature wall enhances the gathering room, while additional custom millwork accents the kitchen island and tray ceilings. The chef-inspired kitchen is designed for both everyday living and entertaining, featuring two wall ovens, gas appliances, an oversized island, upgraded Diamond brand cabinetry, a custom walk-in pantry and a dedicated wine bar and fridge. The elegant dining area provides the perfect setting for memorable gatherings. The luxurious primary suite offers a spacious bedroom with a comfortable sitting area and a spa-inspired bath featuring an impressive walk-in shower and an oversized custom California designed closet. Designed for the ultimate Florida lifestyle, the expansive lanai is accessed through dramatic zero-clearance doors and features a beautiful tongue-and-groove ceiling. The outdoor kitchen, complete with a Napoleon grill, overlooks a spectacular oversized heated, saltwater 15' x 34' pool and spa with approximately 3' to 5'6" depth and dual spillovers. Surrounded by lush landscaping and thoughtful privacy features, this exceptional outdoor retreat creates a true private resort atmosphere. Storm protection is thoughtfully addressed with impact windows and doors, a whole-home generator, and five Storm Smart shutters, providing peace of mind without compromising the home's beauty or lifestyle. Greyhawk offers an unparalleled Southwest Florida lifestyle with two impressive clubhouses, a resort-style heated pool, sports complex, state-of-the-art fitness center, and an 18-hole championship golf course. Whether you're seeking a sophisticated year-round residence, seasonal retreat, or the ultimate Naples lifestyle, this exceptional Pinnacle residence delivers luxury, privacy, and resort-style living at its finest.

9583 Curlew DR, Naples

$1,799,000
4 Beds 3 Baths 226032204 MLS
(The back bedroom is virtually staged) Experience the finest in Naples living in Greyhawk at Golf Club of the Everglades, one of North Naples’ most coveted gated golf and resort communities. This exceptional 3,074-square-foot, single-story Clubview residence is positioned on an oversized lot with captivating lake and golf course views and breathtaking western sunsets. Designed for sophisticated living and effortless entertaining, this impressive home offers 4 bedrooms, 3 full baths, including a pool bath with interior and exterior access, a private office/den, bonus room, and extended 3-car garage. The open-concept floor plan beautifully connects the gourmet kitchen, dining, and living spaces, while dramatic zero-corner sliding doors open to the expansive lanai for seamless indoor-outdoor living. The chef’s kitchen showcases premium finishes, high-end gas appliances, built-in appliances, pull-out cabinetry, spacious pantry, and generous counter space. Surround sound enhances the interior ambiance. The luxurious primary suite features two oversized walk-in closets with custom organizers and a spa-inspired bath with soaking tub and walk-in shower. Step outside to your private resort-style retreat featuring a heated pool and integrated spa overlooking the serene lake and golf course with views of golf hole #12, #13, and #14. The extended Lanai now has a brand new outdoor kitchen with an Echelon Grill, a new fireplace wall and tongue and groove woodwork on ceiling, making it ideal for entertaining, relaxing, and enjoying spectacular sunsets. Additional upgrades include hurricane-impact windows, plantation shutters, coffered and tray ceilings, crown molding, a generous laundry room, and a pristine extended 3-car garage with epoxy flooring, and custom storage. Greyhawk delivers an unparalleled resort lifestyle with a state-of-the-art sports complex featuring pickleball, bocce, and tennis, plus a full-time Sports Director. Residents enjoy two clubhouses with fine and casual dining, a heated resort pool, lap pool, spa, Tiki Bar, fitness center, and movement studio offering yoga, Pilates, Zumba, and water aerobics. A dedicated Social Activities Director coordinates an exceptional calendar of events. Social and Full Golf memberships are available. Ideally located in North Naples, Greyhawk is just minutes from world-class shopping, dining, entertainment, and Vanderbilt Beach. With no CDD, attractive HOA and golf fees, and just 560+ residences, Greyhawk offers an exceptional blend of luxury, privacy, amenities, and location. This is more than a residence—it is the Naples lifestyle at its finest.

9151 Snowy Owl WAY, Naples

$1,650,000
3 Beds 2 Baths 226031435 MLS
14.4± SURVEYED ACRES IN NAPLES FLORIDA—fully fenced, largely cleared, private, and increasingly difficult to find. This is more than a home on acreage; it’s the opportunity to create your own private Naples estate with room for horses, animals, equipment, boats, RVs, hobbies, or simply the freedom that comes with having space around you. The property has previously accommodated both horses and cattle and features a peaceful pond, mature tropical landscaping, multiple varieties of mango trees, and plenty of open land to enjoy. Set well back from the road, the spacious 3-bedroom + den, 2-bath ranch-style home offers approximately 2,741 square feet of living area with an easy single-story layout. Cathedral ceilings add volume to the main living spaces, while a striking stone fireplace creates a natural focal point. The generous kitchen features a large center island and opens to the family room, making the home equally comfortable for everyday living or entertaining. The oversized primary suite provides exceptional space along with two walk-in closets and a large bath with dual sinks, separate tub and shower. The current owner has continued to improve and maintain the property, including updated flooring, fresh interior and exterior paint, a roof installed in 2019, A/C replaced in 2021, and an updated water treatment system installed in 2022—important improvements that set this home apart from what buyers may remember from earlier marketing. Florida living continues outside with an impressive approximately 60-foot screened lanai, overlooking the acreage and providing a quiet place for morning coffee, entertaining, or simply enjoying the privacy. A major bonus is the detached approximately 40' x 60' garage/barn/workshop, offering substantial space for vehicles, equipment, storage, a workshop, equestrian needs, or the toys that come with an acreage lifestyle. The previous MLS documentation identifies the property as horses permitted and confirms the pond, fencing, no HOA, and detached building. The surveyed property consists of approximately 4.77 acres surrounding the residence plus approximately 9.63 adjoining acres, for approximately 14.40 acres total. With no HOA, extensive cleared acreage, a pond, fencing, substantial outbuilding, mature landscaping, and a well-maintained home, properties offering this combination of land and improvements are increasingly uncommon in Naples Florida. If you’ve been waiting for enough land to actually live the lifestyle you’ve imagined—not simply look at your neighbors’ backyard—this is the property that gives you the room to do it.

1330 Purple Martin DR, Naples

$1,150,000
3 Beds 3 Baths 226032150 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An incredible value in Esplanade by the Islands—you simply cannot buy new construction at this price anymore with these upgrades. Move right in and start enjoying the resort lifestyle without the wait of building. Hardly lived in and beautifully maintained, this like-new Lazio floor plan offers peaceful water views and the opportunity to create your own custom pool and outdoor living space in sought-after Esplanade by the Islands. Featuring 3 bedrooms plus a den, 3 full baths and 2-car garage, the home is filled with thoughtful upgrades, including impact-resistant windows and doors, custom remote-controlled window treatments, plantation shutters, 10-foot ceilings and 8-foot doors throughout. The spacious kitchen features a large island, quartz countertops, upgraded appliances and a Monogram beverage cooler, opening seamlessly to the main living and dining areas. An extended covered lanai overlooks the water and is already pre-plumbed with gas, water and electric for an outdoor kitchen, with gas and electric service also in place for a future pool. Additional features include a tankless gas water heater, high-capacity Maytag washer and gas dryer, and LED ceiling fans throughout. Esplanade by the Islands offers exceptional resort-style living with a clubhouse, restaurant and tiki bar, spa and wellness center, fitness facilities, tennis, pickleball, bocce, dog park, and miles of walking and biking trails. Ideally located just minutes from Marco Island, downtown Naples and the beaches, this is an opportunity to enjoy a nearly new home with beautiful water views in one of Naples' most desirable resort communities.

15638 Triesta LN, Naples

$3,499,000
4 Beds 4.5 Baths 226026735 MLS
ELEVATED & LUXURIOUS on an OVERSIZED 1/2 ACRE LOT WITH PRESERVE AND LAKE VIEWS | EXTENDED LANIA WITH LARGE POOL AND SPA| CUSTOM OUTDOOR KITCHEN | SMART HOME WITH BRILLIANT KEY PADS | CDD PAID | WHOLE HOME GENERATOR| AC GARAGE with INSULATED GARAGE DOORS|| CUSTOM BUILT INS IN FAMILY ROOM AND DEN | This is a rare opportunity to own the best selling MADISON model by Stock Luxury Homes. The Madison’s popularity comes from its Soaring 2 Story ceilings, Ensuite bathrooms for every bedroom and Large Den and Laundry Room. This home is located a short walk to the NEW FIDDLERS CREEK CLUBHOUSE. This stunning home showcases impeccable designer finishes throughout, beginning with a chef’s kitchen featuring a built-in refrigerator, beverage fridge, china cabinets in the front of the island. The great room is adorned with a STUNNING Restoration Hardware Chandelier and a great room wall with built in floating cabinetry and custom lighting design wall. A WALL OF 10' SLIDING DOORS AND CORNER SLIDING DOORS leads to the outdoor living space which is equally impressive, offering a fully equipped outdoor kitchen with an upgraded 42" HESTON GRILL, 54" STAINLESS STEEL HOOD a VALENTINO accent wall above the grill, surrounded by a water fall quartz countertops and custom island with 2 built in refrigerators—perfect for entertaining—the EXTENDED LANAI with a panoramic-screen and OVERSIZED POOL & SPA illuminated with color-changing lighting, TRAVERTINE pool deck floor and a fire pit that creates warmth and ambiance as well as an inviting outdoor gathering space for relaxing evenings under the stars. Extensive landscaping and trees are breath taking in the evening with the custom lighting that brings it to life. Additional upgrades include SMART HOME LIGHTING TECHNOLOGY, BRILLANT KEY PADS to control the house, Sonos audio system inside and outside, WHOLE HOME GENERATOR, AC GARAGE, custom wall coverings. This exceptional home is located in the prestigious, double gated March Cove enclave of Fiddler’s Creek, set on an oversized lot, with preserve and surrounded by lush, professionally designed landscaping in front and back. Ownership includes access to the award-winning Fiddler’s Creek resort-style pools, clubhouse dining, spa, fitness center, tennis, pickleball, and optional GOLF membership, an optional BEACH membership and just minutes from Marco Island beaches and downtown Naples.

3120 Livorno LN, Naples

$964,900
4 Beds 3 Baths 226032215 MLS
Welcome to your Florida dream home! This stunning 4-bedroom, 3-full-bath Summerwood model offers luxury, comfort and resort-style living. Southern exposure and a partial water view complement the private saltwater pool and screened patio-perfect for relaxing and entertaining. The open floor plan features an extended family room, ideal for gatherings. The gourmet kitchen boasts quartz countertops, soft-close cabinets and pantry, plus natural gas for added convenience. The primary suite offers an oversized shower and walk-in closet, while tray ceilings and recessed lighting add elegant touches throughout. One of the bedrooms offers an en-suite bathroom for your guests. Enjoy exceptional amenities of a resort-style pool, lap pool, tennis, pickleball, bocce, restaurant, poolside bar, luxurious clubhouse, fitness room and a card/hobby room. Located on a Rees Jones-designed golf course with no CDD. HOA includes landscaping. Convenient to shopping, restaurants and I-75 and located in a top-rated school district. Lanai is roughed in already by builder for gas line, vent hood hookup and plumbing where an outdoor kitchen can be installed. Home also has a dedicated hookup connection off the gas meter for the Tri-fuel portable generator to be hooked up to with a dedicated 50-amp plug for whole house feed from the generator and a 30-amp outlet installed for electric car charging. Come and enjoy the Florida lifestyle you've been waiting for!

9831 Everglades DR, Naples

$1,225,000
3 Beds 2 Baths 226031424 MLS Azzurro BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. STUNNING REMODELED WATERFRONT CONDO WITH NO-BRIDGE GULF ACCESS TO OYSTER BAY AT ROYAL HARBOR! This exceptional top-floor end-unit residence offers a rare combination of boating, luxury, privacy, and the quintessential Naples lifestyle. Located in the highly sought-after waterfront community of Oyster Bay, this beautifully remodeled 3-bedroom, 2-bath condominium features a private 24-foot deeded boat dock with direct, no-bridge access to Naples Bay and the Gulf of Mexico. From your dock, it is just a couple of minutes by boat through the canal to Naples Bay and the open waters of the Gulf. Step inside this light and bright residence and appreciate the extensive renovation, custom finishes, and thoughtful design. The open-concept living area features 9-foot flat and vaulted ceilings, crown molding, abundant impact windows, large wood plank tile flooring, and beautiful tile floors in the great room and third bedroom/den. The spacious eat-in kitchen offers rich white gloss cabinetry, upgraded stainless-steel JennAir appliances, quartz countertops, full size laundry room, and a convenient pass-through to the great room—perfect for entertaining. The luxurious primary suite enjoys tranquil views of the canal and pool and features generous closet space and a spa-inspired primary bathroom with dual sinks, custom cabinetry, and a large walk-in shower. The spacious south-facing screened lanai overlooks the waterway and private boat dock, creating the perfect setting to enjoy gentle breezes off Naples Bay, sunrise over the water with your morning coffee, or sunsets over the water for evening cocktails. One of the property's standout features is the private oversized enclosed 2 1/2-car garage, offering additional room for a golf cart, bicycles, beach equipment, golf gear, and storage—an exceptional amenity rarely found with a Naples condos. Built in 2007, the intimate three-story, six-unit building features solid concrete block construction, pre-stressed poured-concrete floors, tile roofing, impact-rated windows and sliding doors, ground-level car garages, ample guest parking, and a common elevator serving the residential floors. Residents also enjoy a heated elevated community pool with a spacious paver deck, abundant sunshine, lounge areas, lush landscaping, and pleasant waterfront views. Perfectly positioned just minutes from Olde Naples, world-class dining and shopping on 5th Avenue South, Naples beaches, and the Gulf, Oyster Bay offers an exceptional waterfront lifestyle in one of Naples' most desirable locations. TURNKEY furnished with some exclusions and ready to enjoy, this is an extraordinary opportunity for the discerning buyer seeking a Naples waterfront condo with direct Gulf access, private boat dock, oversized garage, luxury remodeling, and proximity to the beach and Olde Naples. Bring your boat, your golf cart, and your beach gear—and enjoy the very best of Naples!

1540 Blue Point Ave Unit 201, Naples

$5,400,000
4 Beds 4.5 Baths 226025456 MLS
Modern luxury meets the ultimate Naples waterfront lifestyle. Built in 2022, this exceptional Royal Harbor residence combines sophisticated design, quality construction and effortless indoor-outdoor living with coveted western exposure and beautiful intersecting canal views. Offering 3,448 square feet of light-filled living space, the home features four bedrooms plus a den, four-and-a-half baths, soaring ceilings and an expansive open great room design. Beautiful designer finishes, exceptional craftsmanship and thoughtful attention to detail are evident throughout. The chef’s kitchen is appointed with top-of-the-line Thermador appliances, gas cooking, generous workspace and elegant finishes, including a walk-in pantry, all creating a natural gathering place for family and guests. Walls of glass open the interior to an impressive outdoor living and entertaining area designed to embrace the Naples lifestyle. Enjoy spectacular sunsets from the heated pool with integrated spa, spacious covered lanai, fully equipped outdoor kitchen with built-in grill and inviting outdoor fireplace, the perfect setting for everything from relaxed afternoons by the pool to elegant waterfront evenings. Additional features include impact-resistant windows and doors, a whole-house generator and an attached two-car garage. With 85 feet of direct deep-water access to the Gulf. Boaters will appreciate direct Gulf access with no bridges, making it effortless to enjoy Naples Bay and the Gulf beyond. Ideally in sought-after Royal Harbor, just minutes from the beaches and the world-class dining, shopping and entertainment of downtown Naples. Exceptional design, sunset views and direct Gulf access come together to create the quintessential Naples waterfront retreat

2150 Tarpon RD, Naples

$925,000
4 Beds 2 Baths 226031547 MLS
Incredible opportunity to own a beautifully updated home in the highly sought-after North Naples community of Palm River! Ideally situated on a quiet cul-de-sac street in the River Oaks area, this impressive four-bedroom, two-bath residence offers more than 2,300 square feet of thoughtfully designed living space and the perfect combination of style, comfort, privacy, and location. From the moment you step inside, you’ll appreciate the inviting atmosphere, tasteful updates, and attention to detail throughout. The heart of the home is the beautifully renovated kitchen, offering a fresh, sophisticated look and a wonderful space for both everyday living and entertaining. Custom built-in cabinetry adds character, functionality, and a polished designer touch while providing additional storage and display space. The spacious primary suite has also been beautifully transformed into a private retreat. A custom-designed walk-in closet provides exceptional organization and storage, while the gorgeous renovated primary bathroom offers an elevated, spa-like feel—the perfect place to relax and unwind.Step outside and discover one of this home’s most special features: an exceptional outdoor living space overlooking a large, fully fenced backyard. Whether hosting friends for dinner, enjoying a quiet morning coffee, letting children or pets play, or simply soaking up the beautiful Florida weather, this backyard offers endless possibilities. There is plenty of room to add a pool and create the ultimate private outdoor oasis. A private sauna may also be available separately and is negotiable. Additional highlights include four generously sized bedrooms, comfortable and flexible living areas, and a two-car air-conditioned garage with ample storage—an especially desirable feature for anyone looking for additional usable space. The location is truly exceptional. Palm River is tucked into the heart of North Naples, offering convenient access to everything that makes the Naples lifestyle so special. Spend your days enjoying the white-sand beaches of Delnor-Wiggins Pass State Park and Vanderbilt Beach, both just minutes away, or head to nearby Mercato and Waterside Shops for outstanding dining, shopping, entertainment, and more. The home is also conveniently located near highly regarded Collier County schools, including the new Aubrey Rogers High School. With its beautifully updated interior, incredible outdoor living space, expansive fenced backyard, room for a pool, air-conditioned garage, and peaceful cul-de-sac setting, this home offers a rare opportunity in one of North Naples’ most established and desirable communities with a small HOA fee of $360 / year. Move in and start enjoying the Southwest Florida lifestyle!

178 Westwood DR, Naples

$995,000
4 Beds 2.5 Baths 226027693 MLS
Nestled in the highly desirable Vineyards community and just minutes from Naples' pristine beaches, this exceptional residence offers convenient access to I-75, Publix, and some of Southwest Florida's premier shopping, dining, and entertainment destinations. Residents have the opportunity to enjoy the renowned Vineyards Country Club, featuring 36 holes of championship golf, 12 Har-Tru tennis courts, 8 pickleball courts, bocce, a world-class Wellness Center and Spa, resort-style pool with food and beverage service, multiple dining venues, and an exceptional social lifestyle. Various membership options are available. Perfectly positioned on the largest lot in the community and tucked away on a quiet cul-de-sac, this home boasts breathtaking, unobstructed golf course views and more than $95,000 in recent upgrades. The thoughtfully designed open-concept floor plan offers comfortable living and entertaining spaces throughout. The first floor features an updated chef's kitchen with custom cabinetry, quartz countertops, counter-height seating, and stainless steel appliances. Adjacent to the kitchen are a spacious great room, formal dining room, and versatile flex space currently used as a casual sitting area. The primary suite is conveniently located on the main level and includes sliding glass doors leading to the outdoor living area, a custom-built walk-in closet, and an en-suite bath with a walk-in shower. A den, ideal as a home office or additional bedroom, along with a half bath and laundry room, complete the first floor. Upstairs, you'll find two generously sized guest bedrooms connected by a shared bathroom, providing privacy and comfort for family and visitors alike. Outdoor living is truly exceptional, featuring a renovated saltwater pool, new custom hot tub, pool heater, hurricane-rated pool cage, outdoor shower, and newly installed landscaping. Additional highlights include a two-car garage, extended driveway, and outstanding curb appeal. This move-in-ready home offers the perfect combination of luxury, comfort, and the coveted Naples lifestyle.

120 Napa Ridge WAY, Naples

$949,000
3 Beds 3.5 Baths 226032100 MLS
Set on an oversized corner lot with a peaceful water view, this spacious home offers an impressive combination of architectural character, flexible living space, and valuable recent updates. Major improvements include a 2019 tile roof, 2026 A/C, 2026 water heater, and updated pool solar system. The thoughtfully designed floor plan features three bedrooms plus a den/loft, two separate living areas, formal dining room, pool bath, powder room, and side-loading garage. Inside, soaring and volume ceilings, tray ceilings, arched doorways, crown molding, and generous room proportions add character throughout. The heart of the home is the recently remodeled kitchen, featuring quartz countertops, stainless steel appliances, updated finishes, and ample workspace. The living room opens seamlessly to the outdoor living space through dramatic 90-degree sliding glass doors, creating an effortless connection to the expansive screened pool and lanai. A beautiful custom circular staircase leads to the second-level loft/den, providing a versatile space for a home office, media room, or additional lounge area. Generously sized bedrooms are arranged in a desirable split floor plan for added privacy. With its oversized corner homesite, private pool, tranquil water backdrop, spacious layout, and extensive recent improvements, this home offers exceptional versatility for everyday living and entertaining while capturing the best of the Florida lifestyle. The location is truly one of this home’s standout features. Perfectly positioned west of I-75 in the sought-after gated community of Wilshire Lakes, this exceptional North Naples address offers convenient access to three of the area’s highly sought-after schools: Pelican Marsh Elementary School, North Naples Middle School, and Aubrey Rogers High School. It’s a location that continues to be especially desirable for buyers looking to combine excellent school access with the convenience and lifestyle of North Naples. Within Wilshire Lakes, residents enjoy a clubhouse, resort-style pool, tennis courts, and additional community amenities. Just beyond the gates, some of Naples’ most desirable destinations are only minutes away, including Vanderbilt Beach, Mercato, Waterside Shops, exceptional dining and shopping, entertainment, and renowned golf courses. Few locations offer this combination of desirable schools, gated-community living, proximity to the beach, and access to everything North Naples has to offer. Add in the oversized homesite, private pool, generous living space, and substantial recent improvements, and this is an exceptional opportunity to enjoy the Naples lifestyle in a location that checks all the boxes.

9736 Wilshire Lakes BLVD, Naples

$11,490,000
4 Beds 5.5 Baths 226031901 MLS
AQUALANE SHORES WATERFRONT WITH 74-FT DOCK & TWO LIFTS. Situated in one of the best locations in Aqualane Shores, this exceptional waterfront residence pairs refined coastal luxury with a south-facing pool, 74-foot dock and two boat lifts, offering "no bridges" access to the Gulf and is so very near the extraordinary lifestyle offerings in historic Old Naples. Just minutes from the sugar-sand beaches of the Gulf and dining, boutiques and galleries on both Third Street South and Fifth Avenue South, this coveted address offers an enviable balance of privacy, convenience and waterfront living. Designed for relaxed everyday living & sophisticated entertaining, features include four spacious bedrooms with beautifully appointed en-suite baths. Expansive living areas with great natural light flow seamlessly from the chef’s kitchen and dining spaces to inviting outdoor terraces. Attractive architectural details are abundant throughout, and contribute to the inviting ambience of the many wonderful gathering spaces, including a sitting room alongside a climate-controlled wine room, and a versatile den/flex space that previously served as a fitness studio. Guests can also enjoy a charming balcony accessible from one of the additional bedrooms. The serene primary suite offers direct pool and spa access, generous walk-in closets and a spa-inspired bath and steam shower. Outdoors, a sunny, beautiful pool and spa, summer kitchen, expansive lounging areas create additional inviting and exceptional settings to gather with family and friends. A second floor deck featuring a spacious shaded sitting area overlooks the pool and is the point of access for the separate rooftop sun deck. What better place to enjoy sunrise coffee, the sunset glow and the starlit sky? Additional highlights include dual laundry rooms, an oversized three-car garage with extensive storage, and a beautifully landscaped fenced yard suitable for your four-legged family.

580 15th AVE S, Naples

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