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

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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

8787 BAY COLONY DR Unit 603, Naples
$4,700,000
4 Beds ⋅ 4.5 Baths ⋅ 226034153 MLS ⋅ Trieste At Bay Colony BLDG.
Welcome to Residence 603 at Trieste in prestigious Bay Colony at Pelican Bay! A private elevator opens directly into the foyer of this exceptional sixth-floor residence, setting the stage for a lifestyle defined by generous proportions, natural light and timeless elegance. Offering an impressive 4,160 square feet, this four-bedroom, four-and-one-half-bath residence lives like a single-family home in the sky. Floor-to-ceiling sliding glass doors frame beautiful Gulf views and open to an expansive lanai, creating a seamless connection between indoors and out. Whether enjoying sunset dining, entertaining family and friends or simply watching the horizon melt into the Gulf, the spacious living areas and gracious bedroom suites provide an elegant yet relaxed setting for the quintessential Naples lifestyle. Trieste elevates condominium living to a five-star experience, with attentive staff and an exceptional collection of amenities designed for both relaxation and connection. Enjoy morning cappuccinos in the coffee lounge, evenings gathered around the fire pit, two beautifully appointed guest suites for visiting family and friends, and a vibrant calendar of social activities. For additional peace of mind, the building’s roof was replaced in 2023. Beyond your residence, the sugar-white sands of the Gulf are just moments away, offering spectacular sunsets and the unmistakable ambiance of Naples’ beachfront lifestyle. Located behind the gates of Bay Colony, Trieste enjoys one of Naples’ most prestigious settings, renowned for its privacy, exceptional service and extraordinary amenities. Bay Colony residents enjoy an impressive array of private amenities, including golf, tennis, fitness facilities, biking and walking trails, as well as the exclusive Bay Colony Beach Club with a beachfront pool, waterfront dining and private beach access complete with lounge chair, umbrella and towel service. As part of Pelican Bay, residents also enjoy access to nearly three miles of pristine white-sand beaches. Beach attendants are available to assist with loungers, umbrellas and cabanas, while sailboats and sea kayaks provide opportunities to enjoy the Gulf from the water. Beachfront amenities include coastal dining with full-service bar and takeout options, fitness classes, showers and restroom facilities, accessible beach ramps and beach wheelchairs. More than a residence, this is elevated coastal living at its finest—where exceptional service, private amenities, golf and the Gulf of Mexico become part of everyday life.

8787 BAY COLONY DR Unit 603, Naples
410 Bayfront PL Unit 2403, Naples
$839,000
2 Beds ⋅ 2 Baths ⋅ 226031437 MLS ⋅ Bayfront BLDG.
Discover your coastal sanctuary in this expansive 1,511 sq ft, two-bedroom, two-bathroom retreat—fully turnkey and infused with modern flair that captures the essence of Florida living. Bathed in natural light, the open layout invites effortless entertaining with a generous living room, elegant formal dining space, and a chef-ready kitchen complete with a built-in desk. An extension of the living space, the sprawling 4th-floor balcony provides additional room to relax or dine while enjoying breathtaking vistas of the charming Italian-inspired courtyard and fountains of Bayfront. Both bedrooms offer residents and guests private escapes to unwind and relax. The large primary suite boasts a spacious walk-in closet and luxurious en-suite bath with dual vanities and walk-in shower, while the guest bedroom also is a peaceful haven with another walk-in closet and adjacent bath. Bayfront offers a lifestyle of convenience, excitement, and relaxation, perfect for those seeking the best of Naples. An array of luxurious amenities are available on-site including 2 pools, 2 spas, a fitness center, grills, pickleball, tennis, and many outdoor spaces. Bayfront also is home to a selection of delicious restaurants, a unique waterfront Cabana bar, and an adventure shop offering boat rentals and outdoor excursions. Located just minutes from the heart of Naples, you’ll have easy access to vibrant Fifth Avenue, the charming Third Street South area, and the cultural hub of the Design District. Explore the revitalized Bayshore Arts District, relax on the sandy beaches of the Gulf, catch a performance at the new Gulfshore Playhouse, enjoy tranquil moments at Baker Park, and discover more unique shopping and dining experiences, all within a short distance.

410 Bayfront PL Unit 2403, Naples
1865 Les Chateaux BLVD Unit 204, Naples
$925,000
3 Beds ⋅ 2.5 Baths ⋅ 226027909 MLS ⋅ Les Chateaux BLDG.
Experience the best of the Pelican Marsh lifestyle from this spacious and beautifully maintained second-floor end-unit condominium in desirable Les Chateaux. Offering 2,216 square feet of living space, this three-bedroom residence enjoys a bright, airy floor plan, exceptional privacy, and expansive lake views with the golf course beyond. The private master suite is a true retreat, featuring beautiful lake views and direct access to the spacious screened and covered lanai. Two additional guest bedrooms each offer a walk-in closet, providing comfort and flexibility for family and guests. The updated kitchen features new cabinetry and countertops and opens naturally to the home's inviting living spaces. Step onto the screened lanai to enjoy the generous indoor-outdoor living area and peaceful views—a wonderful setting for morning coffee, entertaining, or simply taking in the beauty of the surrounding landscape. A private two-car garage adds convenience and valuable storage. The residence is offered furnished, allowing you to settle in and enjoy the Naples lifestyle with ease. The building roof is approximately six years old. Les Chateaux residents enjoy a private clubhouse, pool, spa, and entertainment room, while the amenities of Pelican Marsh extend far beyond. Amenity-rich Pelican Marsh Community Center offers 8 Har-Tru tennis courts, 6 pickleball courts, 3 bocce courts, fitness center with state-of-the-art equipment, onsite fitness trainers and exercise programs, spa services, a full social events calendar, and Courtside Restaurant. Ideally situated, just minutes to shopping, art galleries, Artis-Naples, restaurants, Mercato, beautiful Gulf beaches. Pelican Marsh Golf Club, one of Naples finest, offers an 18-hole championship course and newly remodeled club facilities and a membership waitlist. With its sought-after end-unit location, expansive lake and golf-course views, private primary suite, updated kitchen, spacious lanai, and two-car garage, this Les Chateau condominium offers an inviting opportunity to enjoy the relaxed and active Naples lifestyle. Come see the views and experience this exceptional residence in person.

1865 Les Chateaux BLVD Unit 204, Naples
7620 Palmer CT, Naples
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 226029920 MLS
Welcome to an exceptional Lundstrom-built residence in The Classics at Lely Resort, where luxury living meets timeless elegance. This beautifully maintained 3-bedroom + den, 3 full bath home offers the perfect blend of comfort, style, and the ultimate Southwest Florida lifestyle. Step inside to discover a light-filled interior professionally painted both inside and out, creating a crisp, move-in-ready feel. The thoughtfully designed floor plan provides spacious living and entertaining areas, a versatile den ideal for a home office or guest space, a luxurious primary suite, and well-appointed guest bedroom suites that ensure comfort and privacy for family or visitors alike. Outdoors, you’ll find your own private retreat—a fabulous resort-style infinity pool and oversized lanai designed for relaxation and entertaining. Whether enjoying morning coffee, hosting sunset gatherings, or simply soaking up the Florida sunshine, this outdoor living space is truly the heart of the home. Additional highlights include a NEW ROOF for added peace of mind and pride of ownership throughout. Located within the prestigious, gated community of The Classics, residents enjoy beautifully manicured surroundings, optional golf membership at The Classics Country Club, and access to two public courses—The Mustang and Flamingo. Immediate membership to The Players Club & Spa offers resort-style amenities including two lagoon pools, a lap pool, tiki bar, full-service spa, state-of-the-art fitness center, tennis, bocce, pickleball, and elegant indoor fine dining. This is more than a home—it’s a lifestyle.

7620 Palmer CT, Naples
805 Lake Vista CT, Naples
$3,995,000
3 Beds ⋅ 3.5 Baths ⋅ 226035477 MLS
Perfectly positioned at the end of a quiet cul-de-sac on an extraordinary 190+ foot lakefront lot, this single-family “JEWEL BOX GEM” in Pelican Bay has been completely reimagined to deliver exceptional design, craftsmanship, and modern technology rarely found in today’s market. Wide plank distressed wood floors, 8” baseboards, custom casement detailing, skylights, and Lutron lighting enhance the home throughout. The vaulted great room is a showpiece, featuring a built-in media wall with glass shelving and a NetZero linear fireplace. The gourmet kitchen is thoughtfully designed with Macaubas Fantasy Quartzite countertops, marble and satin brass backsplash, custom cabinetry with glass display uppers, BLANCO sink, Monogram Café appliances, Zephyr downdraft vent, and Bosch dishwasher, while the adjacent dining area offers vaulted ceilings, a custom buffet, and French doors. A spacious private den/office with frosted glass doors, bay window, and custom built-ins provides flexibility. The owner’s retreat features vaulted ceilings and refined detailing, leading to a spa-inspired bath with dual sinks, Riobel fixtures, Quartzite surfaces, a walk-in shower with rain head, and a freestanding soaking tub with garden views. The guest wing offers two wellappointed suites with custom closets, plantation shutters, and detailed millwork, along with a guest bath showcasing Essenza Blue Quartzite and a walk-in shower with mosaic pebble flooring. The finished garage mirrors the home’s quality with porcelain flooring, custom cabinetry, split AC, and a fully built-out laundry with quartzite counters, BLANCO sink, and Samsung Bespoke refrigerator and washer/dryer. Outdoors, enjoy a private resort setting with a covered lanai, motorized screens, summer kitchen with Napoleon grill, crema marble decking, full pool bath with shower, refinished pool and spa with mosaic tiling, fire pit area, patio, large fenced yard and serene lake views enhanced by a lakefront fountain and lushly landscaped flowering plantings and mature trees. Walkways, LED landscape lighting privacy wall accents and pebbled rock gardens all enrich the hardscape. Pelican Bay residents enjoy private beach access with dining and tram service. The amenity rich lifestyle at Pelican Bay offers tennis, pickleball, fitness center, community center activities Bike lanes, walking paths, sidewalks and community events, art classes, and so much more—offering the ultimate Naples coastal lifestyle. Minutes to luxury shopping and dining at Waterside Shops, Olde Naples and a large array of cultural events at Artis Naples Seize the rare opportunity to own a completely reimagined residence—featuring a new roof, impact windows and doors, and fully updated mechanical, electrical, lighting, and advanced technology systems—delivering unmatched peace of mind, modern luxury, and a level of turnkey living that is simply impossible to replicate at this price point.

805 Lake Vista CT, Naples
9123 Strada PL Unit 7207, Naples
$799,000
1 Beds ⋅ 1.5 Baths ⋅ 226034959 MLS ⋅ The Strada BLDG.
Embrace the fun and carefree lifestyle of The Strada at Mercato, where the best of Naples is right outside your door. Step out for dinner with friends, browse the shops, grab groceries at Whole Foods, or catch a movie—all within an easy stroll from home. This highly desirable residence combines stylish living with the energy and convenience of a true urban lifestyle. Rarely available floorplan 1bedroom plus den is actually larger than most two- bedroom units. The open-concept living area is filled with natural light from a wall of impact sliding glass doors that open to an expansive private balcony. The sleek kitchen features a generous island, KitchenAid appliances, and gas cooking, and an adjacent dining area making entertaining effortless. A versatile flex space offers the perfect spot for a private home office or comfortable guest retreat. Rooftop Resort-style amenities add even more ways to enjoy life, including a sparkling 52-foot rooftop pool, spa, beautifully renovated clubhouse, fitness center, and gated dog park. Two parking spaces in the owners’ gated garage and same-floor climate-controlled storage provide added convenience. And when you’re ready for sun and sand, Vanderbilt Beach is just 1.5 miles away. Stylish, social, and effortlessly convenient—this is Naples living with everything you love just steps from your door.

9123 Strada PL Unit 7207, Naples
2886 Castillo CT Unit 103, Naples
$1,974,900
3 Beds ⋅ 2 Baths ⋅ 226035495 MLS ⋅ Castillo At Tiburon BLDG.
Welcome to this rarely available, fully remodeled and furnished Castillo Penthouse, ideally positioned at the end of a picturesque cul-de-sac and offering exceptional privacy. This residence has just undergone a complete custom renovation featuring new wood-plank tile flooring and fresh paint throughout, along with a brand-new gourmet kitchen showcasing white soft-close cabinetry, elegant quartz countertops, new appliances and gas cooktop, new AC and water heater, and premium Kohler plumbing fixtures throughout. The spa-inspired bathrooms are appointed with quartz countertops, a soaking tub, frameless glass showers, new vanities, and dimmable, anti-fog mirrors. The penthouse offers two expansive living and entertaining areas, providing an ideal layout for both everyday living and hosting guests. Enjoy nearly 700 square feet of covered lanai space overlooking a serene preserve—one of the most tranquil settings in all of Tiburon. Southwestern exposure delivers breathtaking sunset views, while a second balcony facing the fountain cul-de-sac offers the perfect spot for morning coffee. Additional recent upgrades include epoxy garage flooring, custom-built closet systems and designer light fixtures. Electric shutters on all lanais provide added peace of mind while away. Building renovations have also been completed and include a new roof, new screens, exterior paint, and a beautifully remodeled lobby. The attached two-car garage provides direct access to your private elevator, which opens into the penthouse featuring soaring 10’6” ceilings. A SIGNATURE MEMBERSHIP ($50K value) IS INCLUDED - offering immediate access to exclusive Golf and Social Memberships, and all of the amazing Ritz-Carlton amenities. These include the Reservoir water experience with waterslides, lazy river, cabanas, resort-style pool, tennis facilities, fitness center with personal trainers and classes, beach transportation to Vanderbilt Beach, airport shuttle services, and curated concierge events. Tiburon also offers 36 holes of championship golf designed by Greg Norman and a 27,000-square-foot golf club. Ideally located where beach days, fine dining, and shopping are all just minutes away.

2886 Castillo CT Unit 103, Naples
507 14th ST N, Naples
$800,000
4 Beds ⋅ 2 Baths ⋅ 226026779 MLS
Highest Elevation in the Neighborhood! No claim or flooding from Hurricane. Being sold turn key furnished and beautifully appointed!

507 14th ST N, Naples
16834 Cabreo DR, Naples
$1,800,000
3 Beds ⋅ 3.5 Baths ⋅ 226035470 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. This exceptional value-added price per square foot single-family villa in Mediterra, offers remarkable character, charm, and lifestyle opportunity. Built by Taylor Morrison, the residence features classic stucco exterior finishes with stacked stone accents, a gated front courtyard with double door entry, split garages, and lush, mature landscaping. Inside, soaring ceilings and neutral tile set on the diagonal enhance the main living areas, complemented by extensive millwork, window casements and banding, intricate ceiling details, and abundant designer lighting including chandeliers, sconces, and recessed fixtures. The gourmet kitchen is appointed with granite countertops, stone backsplash, GE appliances, natural gas cooktop, and a separate butler’s pantry with wet bar, cabinetry, and wine cooler. Dining options are plentiful with a large breakfast bar, informal nook, formal dining area, and outdoor dining. Expansive sliding doors open to a brick-paver covered lanai with upgraded summer kitchen featuring a natural gas built-in grill, outdoor beverage refrigerator, sink, granite counters, and storage, all overlooking the screened pool area with added awnings for shade. The private rear yard offers additional fenced space ideal for pets, gardening, or play, along with excellent privacy. The owner’s suite serves as a peaceful retreat with lanai access, dual walk-in closets, and a spacious en-suite bath with oversized vanities, makeup area, soaking tub, walk-in shower, private water closet, and neutral finishes. Two additional guest suites offer en-suite baths, generous closets, recessed lighting, and ceiling fans, while a separate den or office features hardwood floors, crown molding, and a flexible layout. Located within the prestigious Mediterra Golf & Country Club, residents enjoy resort-style living. Depending on your membership with Mediterra the opportunities are plentiful. 2 eighteen hole Tom Fazio–designed championship golf courses, driving range, training golf facility, tennis, pickleball, bocce, fitness and wellness center, scenic sidewalks, refined dining, and the newly renovated private gated Mediterra Beach Club on the beach features dining, bar service, pool, sundeck, and full cabana beach service, Mediterra is all conveniently close to Naples' dining, shopping, beaches, and RSW International Airport.

16834 Cabreo DR, Naples
3126 Heather Glen CT, Naples
$2,475,000
4 Beds ⋅ 3 Baths ⋅ 226035458 MLS
Sophisticated, serene, contemporary, and inviting, this exceptional furnished 4-bedroom, 3-bath residence in the coveted Marsh Cove enclave of Fiddler’s Creek offers the perfect opportunity to own your dream home in one of Southwest Florida’s most desirable communities. Set on a beautiful lakefront lot with expansive green space views, the home enjoys splendid southern exposure, filling the upgraded pool and spa area with warm natural light throughout the day. The colonnade-style picture-screened lanai creates a stunning outdoor living space, ideal for relaxing, dining, and entertaining, all within walking distance of the spectacular new Fiddler’s Creek private Golf Clubhouse and newly renovated golf course. With limited golf memberships remaining, this is a rare chance to secure access to an award-winning private golf club. Designed for effortless entertaining, the gourmet kitchen features stainless steel Monogram gas appliances, curated quartz countertops, a beautiful marble backsplash, and an oversized custom-painted island. Formal and informal dining spaces, an outdoor kitchen, and seamless indoor-outdoor living make hosting family and friends a joy. The thoughtfully designed floor plan places the primary suite privately away from the guest wing, with direct access to the pool and lanai—perfect for enjoying a quiet morning coffee. The luxurious primary bath features a spacious walk-in shower and separate soaking tub, creating a true retreat. Additional upgrades include light-toned wood-look tile flooring throughout, high-end light fixtures, flush-mounted LED lighting, impact-rated doors and windows, custom window treatments, motorized blackout shades in the primary bedroom, custom closets, a convenient drop zone near the laundry room, an epoxy-finished 3-car garage, and upgraded fixtures and hardware throughout. Fiddler’s Creek offers an unmatched lifestyle with world-class amenities, including two resort-style pools, two restaurants, a 54,000- square-foot club and spa, brand-new fitness equipment, fitness classes seven days a week, pickleball, bocce, tennis, and a full calendar of social events year-round. Private Beach Club and Marina memberships are also available. Ideally located just minutes from the white sands of Marco Island and the dining, shopping, and boutiques of downtown Naples, this remarkable home is truly a must-see.

3126 Heather Glen CT, Naples
8069 Players Cove DR Unit 202, Naples
$899,900
3 Beds ⋅ 3 Baths ⋅ 226034365 MLS ⋅ Players Cove BLDG.
Experience spectacular, sweeping lake views from this beautifully upgraded second-floor residence in Players Cove at Lely Resort. This light-filled, open-concept floor plan offers serene waterfront vistas from the kitchen, primary suite, den, and screened lanai—creating the perfect blend of comfort and elegance. Furnishings throughout are included in the sale. The spacious kitchen is designed for both everyday living and entertaining, featuring an eat-in dining area, center island, breakfast bar, and seamless flow into the formal dining room complete with tray ceilings and a stylish wet bar with built-in wine cooler. The open layout allows for effortless indoor-outdoor living, with tranquil lake views as your backdrop. The generously sized primary suite is a true retreat, offering an oversized walk-in closet and a luxurious en-suite bath with dual sinks, full vanity, soaking tub, and separate walk-in shower. A versatile den provides the ideal space for a home office or additional guest accommodations. Additional highlights include a private two-car garage and a screened-in lanai with added optional sliders perfect for relaxing and enjoying the peaceful waterfront setting. Located within the award-winning Lely Resort, residents enjoy access to three championship golf courses—two public and one private equity course. Just minutes from the pristine Gulf beaches of Naples and the renowned shopping and dining of Fifth Avenue South, this location offers the best of Southwest Florida living. Membership to the Players Club & Spa is required, granting access to exceptional resort-style amenities. Residents and their families enjoy three resort-style pools, tennis courts, pickleball, bocce, a state-of-the-art fitness center, full-service spa, and both formal and casual dining options. The club also features gathering spaces for billiards, social gaming, movies, and computer use. An active social calendar offers classes, clubs, events, and activities year-round. This is an exceptional opportunity to own a lakefront residence in one of Naples’ most desirable communities.

8069 Players Cove DR Unit 202, Naples
1531 NAUTILUS RD, Naples
$6,995,000
4 Beds ⋅ 5.5 Baths ⋅ 226032955 MLS
Perfectly positioned to embrace the best of Naples, this extraordinary residence is within walking distance of Naples Beach, shopping and the Four Seasons Resort. Envisioned by MHK Architecture, the home is a sophisticated expression of contemporary luxury, pairing striking architectural design with refined European finishes and an exceptional connection to the outdoors. Spanning approximately 4,500 square feet, the residence offers four bedrooms plus a den, six bathrooms and multiple living areas designed for both intimate gatherings and grand-scale entertaining. A tranquil neutral palette and rich hardwood flooring bring warmth and timeless elegance to the interiors, while dramatic floor-to-ceiling impact-resistant windows and doors invite abundant natural light throughout the home. At the center of the residence, a beautifully appointed kitchen combines sleek quartz countertops with premium Miele appliances. Its open design creates an effortless transition into the surrounding living spaces and continues to the rear patio, where an outdoor kitchen overlooks the sparkling gas-heated pool and integrated spa. This seamless indoor-outdoor setting provides an ideal backdrop for alfresco dining, relaxed afternoons and elegant evening entertaining. Wine enthusiasts will appreciate the impressive dedicated wine room, thoughtfully designed to accommodate approximately 1,200 bottles in addition to Imperial-size bottles. The home’s exceptional craftsmanship is introduced by a distinctive mahogany and stainless-steel front door and continues through every carefully selected feature, including automatic Hunter Douglas shades, Lutron lighting, a Sonos surround-sound system, central vacuum and a comprehensive security system. Laundry rooms on both levels add everyday convenience to a residence created without compromise. From its coveted location and architectural pedigree to its resort-inspired outdoor living and thoughtfully integrated technology, this remarkable home offers a rare opportunity to experience modern Naples luxury at its finest.

1531 NAUTILUS RD, Naples
4706 West BLVD Unit W3, Naples
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 226035436 MLS ⋅ Park West Villas BLDG.
A Park Shore beauty! Walk to Seagate Elementary, or the community park there, or the NEW Publix around the corner! Walk to Venetian Village and the BEACH! Restaurants, Walgreens, Fed-Ex, Waterside Shops are ALL in walking distance in this lovely neighborhood! This is a 2 story attached Villa. Master Bedroom is on the main floor, along with a guest bedroom and bath. There is another Bedroom and bath upstairs. THREE areas for family to spread out: Large Great Room, Front Family room, and the LOFT upstairs!!! The kitchen is a friendly place with an island for seating, and a window from kitchen sink to Great Room!! The driveway is VERY Long, so it accommodates guests vehicles. NO WATER intrusion at all during Ian in 2022!! Schedule your tour today!

4706 West BLVD Unit W3, Naples
342 Germain AVE, Naples
$4,275,000
5 Beds ⋅ 5.5 Baths ⋅ 226030192 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set along the water in the Conners area of Vanderbilt Beach, 342 Germain Avenue presents a rare Gulf-access waterfront setting on an approximately 0.37-acre tip lot at the end of a cul-de-sac. With approximately 175 feet of waterfront and western exposure, the property is oriented toward expansive water views and sunsets, while its Gulf access creates a direct connection to the boating lifestyle associated with coastal Naples. The two-story residence features five bedrooms, five full baths and one-half bath, with two bedrooms and two full baths on the first floor, plus a pool bath. Iron entry doors open to high ceilings and dual curved marble staircases that frame views toward the water. Throughout the main living areas, the kitchen, dining room and living spaces are positioned to engage with the waterfront setting, creating a foundation for renovation and personalization. Upstairs, the primary suite includes a private study and two terraces, with one overlooking the water and another oriented toward easterly views. Two additional guest bedrooms are en suite, each offering generous closet space and a waterfront balcony. The outdoor spaces extend the residence's connection to the water. An outdoor kitchen and covered dining area are positioned alongside a saltwater pool and spa, gazebo, waterfront deck, boat lift and personal watercraft lift. The extensive waterfront frontage and tip-lot configuration provide multiple vantage points for enjoying the property's coastal setting and accessing the water. The location places Vanderbilt Beach, The Ritz-Carlton, Naples, and the shops and restaurants of Mercato nearby. For buyers seeking a Gulf-access waterfront home in Naples with substantial water frontage, boating infrastructure and renovation or redevelopment potential, 342 Germain Avenue offers an established property with an opportunity to create a residence tailored to individual preferences. Buyers interested in renovation or redevelopment should independently verify applicable building, zoning and permitting requirements.

342 Germain AVE, Naples
16347 Viansa WAY Unit 302, Naples
$1,975,000
3 Beds ⋅ 3.5 Baths ⋅ 226035322 MLS ⋅ Viansa BLDG.
Exceptional penthouse living in Talis Park! Offered furnished, this beautifully reimagined 2,950-square-foot residence showcases sweeping views holes 2, 3 and 4 of the Greg Norman/Pete Dye golf course and an impressive level of custom detail throughout. A private elevator entry opens to gorgeous marble flooring, while custom kitchen and bar cabinetry, exotic granite countertops and thoughtfully selected finishes create a sophisticated, one-of-a-kind interior. Distinctive features include a built-in SMEG coffee maker, Lutron lighting controls, striking fixtures and chandeliers, custom closets and window treatments, designer wallcoverings, upgraded hardware and custom millwork. The expansive 700-square-foot loggia features new electric hurricane screens and Frontgate outdoor furnishings, creating an exceptional setting to enjoy the golf course views. Additional highlights include built-in two-drawer refrigeration at the wine bar, a new water heater, new washer and dryer, Clive Daniel furnishings throughout and Theodore Alexander guest room furnishings. Talis Park offers an exceptional Naples lifestyle with an award-winning clubhouse, multiple dining and bar venues, tennis, pickleball, bocce, fitness facilities, spa, two dog parks and an active social calendar. A truly distinctive penthouse combining sophisticated interiors, expansive outdoor living and a premier golf course setting.

16347 Viansa WAY Unit 302, Naples
8060 PLAYERS COVE DR Unit 101, Naples
$769,000
3 Beds ⋅ 2.5 Baths ⋅ 226035406 MLS ⋅ Players Cove BLDG.
An exceptional opportunity in the gated enclave of Players Cove at Lely Resort, this beautifully furnished first-floor residence pairs effortless Florida living with serene views of lush tropical landscaping, tranquil water features and cascading waterfalls. Located a short walk across the street from The Players Club and Spa. A private two-car garage adds both convenience and valuable storage, while the spacious screened lanai provides an inviting setting to enjoy spectacular morning sunrises, peaceful water views and the natural beauty of the surrounding landscape. The thoughtfully designed three-bedroom, two-and-a-half-bath interior is equally suited for relaxed everyday living and entertaining, featuring an eat-in kitchen, formal dining area, wet bar and generous living spaces. The primary suite includes a custom closet with built-in shelving, while the Turnkey furnished offering makes this an ideal opportunity to begin enjoying the Naples lifestyle immediately. This very lightly used condo is updated with new furnishings, new paint throughout, electric storm screens, new light fixtures, three brand new tvs, Hunter Douglas Blinds, extra cabinet storage in the garage, and new Hot Water Heater installed in 2023. Purchase of this unit comes with immediate rental income for the new owner. A highly desirable Players Club & Spa membership is available with the property. Upon membership transfer, owners can enjoy an extraordinary collection of resort-style amenities, including tropical and lap pools, poolside Tiki Bar & Grill, full-service spa, fitness center with steam room, Har-Tru tennis courts, pickleball, bocce, basketball, billiards and an extensive calendar of social and recreational activities. Lely Resort is also home to the public Mustang and Flamingo Island golf courses, with nearby Sam Snead’s Tavern providing a favorite destination for dining and happy hour. Ideally located near shopping and restaurants, Players Cove offers convenient access to downtown Naples and Fifth Avenue South, the beaches of Marco Island and Mercato—an exceptional combination of resort amenities, natural beauty and Southwest Florida lifestyle.

8060 PLAYERS COVE DR Unit 101, Naples
3136 Ravenna AVE, Naples
$4,995,000
6 Beds ⋅ 5.5 Baths ⋅ 226035454 MLS
Discover a private luxury estate in Naples, Florida, offering 5,115 square feet under air, 1.26 acres, a gated entrance, no HOA, a resort style pool and spa, and a beautifully appointed two bedroom guest home. Fully fenced and surrounded by tropical landscaping, this exceptional property combines privacy, refined design, and the freedom to enjoy estate living in Southwest Florida. Majestic Canary Island date palms welcome you through the private gate, setting the tone for this meticulously designed retreat. Flowering trees bring year round color to the grounds, while lush landscaping creates beautiful views from nearly every window. The separate guest home faces the pool and spa, providing visitors with a comfortable, private place to stay and a picturesque view of the estate’s outdoor living spaces. It is an ideal setting for hosting family and friends while maintaining privacy in the main residence. Inside, soaring ceilings, elevated finishes, and thoughtful design create a sense of understated luxury. The primary suite opens to a peaceful half moon garden, with a soaking tub beside a dramatic floor to ceiling window wall. A full steam shower and private outdoor shower offer spa inspired options for relaxation. Each guest bedroom features its own ensuite bath with a steam shower, and the spacious custom primary closet is designed with both style and function in mind. A grand open concept foyer and a 56 foot breezeway framed by tropical landscaping provide two memorable arrivals. The four car air conditioned garage is a standout feature, with 10 foot wide insulated doors, 40 feet of custom cabinetry, quartz counters, and a natural cypress ceiling illuminated by dormers. Designed for entertaining, the estate offers more than 3,000 square feet of covered patio and pool areas, along with a full outdoor kitchen and fireplace. Enjoy quiet evenings outdoors, host sunset dinners, or gather with family and friends in the generous resort style setting. The chef’s kitchen features integrated Wolf and Sub Zero appliances, a plumbed Miele coffee station, and a Scotsman ice maker. Nearby, a dramatic glass wine room holds more than 300 bottles. In the living room, a floor to ceiling Taj Mahal granite fireplace creates a striking focal point. Furnishings, linens, and décor selected by Arhaus of Naples may provide an opportunity for turnkey luxury living. For buyers searching for a luxury estate in Naples with more than 5,115 square feet of living space, a guest home, gated privacy, no HOA, an abundance of elite golf courses within a one mile radius, a resort style pool and spa, exceptional outdoor entertaining, and a four car air conditioned garage, this property offers a rare opportunity to enjoy the privacy and flexibility of estate living in Southwest Florida.

3136 Ravenna AVE, Naples
2370 Alexander Palm DR, Naples
$4,995,000
4 Beds ⋅ 3.5 Baths ⋅ 226034942 MLS
Commanding a premier 0.72-acre corner homesite, this distinguished Grey Oaks residence captures sweeping lake and fairway vistas across multiple holes of the Palm Course and offers immediate golf membership eligibility. Designed for sophisticated indoor-outdoor living, the home reveals an expansive alfresco entertaining retreat complete with a summer kitchen and a sparkling pool newly enhanced with updated coping and tile. Light-filled interiors lend an airy elegance to the thoughtfully curated floor plan, highlighted by a gracious primary suite with a private sitting area, a beautifully renovated kitchen and a refined executive office with custom built-in cabinetry. Moments away by golf cart, the acclaimed Grey Oaks Country Club presents an exceptional lifestyle with three championship golf courses, a 30,000-square-foot wellness center, tennis, pickleball, fitness, dining and an engaging calendar of social events. This enviable Naples address also offers convenient access to Old Naples, celebrated dining, pristine Gulf beaches, and private and international airports.

2370 Alexander Palm DR, Naples
9235 Gulf Shore DR Unit PH-01, Naples
$5,450,000
3 Beds ⋅ 3.5 Baths ⋅ 226035101 MLS ⋅ The Vanderbilt BLDG.
Experience an extraordinary beachfront penthouse at The Vanderbilt, where sweeping views of the Gulf and bay create a spectacular backdrop for refined coastal living. Encompassing more than 3,800 square feet, this exceptional residence offers 3 bedrooms plus a den, 3.5 baths, a private two-car garage, and the rare opportunity for immediate membership to the exclusive Floridian Club. A private elevator opens directly into the residence, revealing an expansive, light-filled floor plan designed to capture the surrounding water views. Positioned along the Gulf, the primary suite is a serene retreat with breathtaking vistas, dual walk-in closets, and a generously appointed bath. Two spacious guest suites share a private balcony overlooking the bay, offering family and guests their own peaceful escape. The screened Gulf-front lanai extends the living space outdoors, providing a front-row seat to Naples’ unforgettable sunsets. Complete with a built-in grill and electric hurricane shutters, it is equally suited for relaxed evenings and effortless entertaining. With just two residences per floor and only 19 residences in total, The Vanderbilt offers an intimate and private beachfront lifestyle. The building has been beautifully reimagined with a renovated lobby and amenities including gated access, secured entry, a resort-style pool and spa, fitness center, club room, and private beach access. Adding to the appeal, immediate Floridian Club membership provides access to an exclusive beachfront restaurant and bar, beach chaise lounges, towel and umbrella service, and a curated calendar of social events—an exceptional complement to one of Vanderbilt Beach’s most distinctive penthouse offerings.

9235 Gulf Shore DR Unit PH-01, Naples
680 8th AVE S, Naples
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 226032348 MLS
Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence showcases old-growth heart pine flooring, shiplap detailing, whimsical designer tile, a freestanding soaking tub, and a bespoke fireplace surfaced in hand-picked oyster shells. The gourmet kitchen is appointed with a French Lacanche gas range, Sub-Zero refrigerator, and built-in wine cooler. Structural and mechanical updates include impact-resistant glass, a standing seam metal roof, Hardie board siding, and a whole-house backup generator. Outside, lush grounds host a grotto pool nestled amid a mature canopy of a 50-foot Royal Poinciana, coconut palms, banana trees, coffee plants, and flowering gardenias.

680 8th AVE S, Naples
2946 Aviamar CIR, Naples
$848,000
4 Beds ⋅ 3 Baths ⋅ 226035396 MLS
An exceptional expression of refined Florida living, this beautifully appointed Millbrook residence in Fiddler’s Creek offers an elegant balance of sophistication, privacy, and effortless indoor-outdoor living. From the moment of arrival, a gracious foyer framed by designer tile establishes the home’s distinctive sense of style. The residence unfolds into an inviting open-concept living environment, where generous proportions and carefully selected finishes create an atmosphere equally suited to intimate evenings and elegant entertaining. At the heart of the home, the gourmet kitchen makes a striking statement with custom cabinetry, rich granite countertops, a substantial center island, gas cooking, and stainless-steel appliances. It flows seamlessly into the dining and family living spaces, creating a natural gathering place while maintaining an understated sense of elegance. Thoughtfully designed for privacy, the guest accommodations are spacious and beautifully appointed, complemented by sophisticated baths featuring granite vanities and designer-tiled showers. One guest bath also offers a relaxing tub. The private primary retreat is a destination unto itself. Two generous walk-in closets accompany a beautifully appointed spa-inspired bath, where dual vanities, a deep soaking tub, and a separate walk-in shower create a serene sanctuary for relaxation. Beyond the interiors, the residence embraces the quintessential Southwest Florida lifestyle. A private outdoor living area overlooks a tranquil canal and features a sparkling pool, spa, and outdoor gas grill. The setting is both intimate and inviting—a natural extension of the home where long afternoons by the pool give way to memorable evenings under the Florida sky. Fiddler’s Creek elevates everyday living with an extraordinary collection of resort-style amenities. The community clubhouse offers two pools, elegant formal and casual dining, a state-of-the-art fitness center, and spa services. An exceptional array of recreational offerings includes 10 pickleball courts and six Har-Tru tennis courts, while membership to the Tarpon Club provides an opportunity to enjoy exclusive beach access. Ideally situated between the laid-back sophistication of Marco Island and the celebrated dining, shopping, and cultural experiences of Naples’ Fifth Avenue South, the residence places the best of Southwest Florida within easy reach. A private retreat. A resort-inspired lifestyle. An exceptional setting. Welcome to Millbrook at Fiddler’s Creek—where luxury is not simply a feature, but a way of life.

2946 Aviamar CIR, Naples
1963 Gulf Shore BLVD S, Naples
$16,990,000
6 Beds ⋅ 7.5 Baths ⋅ 226034183 MLS
Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

1963 Gulf Shore BLVD S, Naples
788 Riviera DR, Naples
$8,995,000
5 Beds ⋅ 5.5 Baths ⋅ 226035327 MLS
A true Gem in the heart of the Moorings, this outstanding new construction home brings together timeless elegance, superior craftsmanship and beautiful southern light. Offering 6130 square feet of living space at an exceptionally attractive price per square foot, this five-bedroom-plus-den-home is set on a desirable and expansive FEMA X500 lot along Riviera drive, known for its gorgeous tree-lined canopy. Built by Dillman Construction, one of Naples’ premier luxury builders, this exceptional home features a two-story floor plan with both downstairs and upstairs living areas offering a multitude of living and entertaining possibilities. The gorgeous interiors flow seamlessly to outdoor patios and terraces on each level. The spacious primary suite is a relaxing haven, complete with a spa-inspired bathroom, while 2 further bedroom suites on the main level and two additional suites upstairs provide generous accommodations for family and guests. The interior reflects refined luxury throughout, highlighted by extensive custom woodwork and wainscoting and Legno Bastone oak flooring that enhance the home’s elegance. The chef’s kitchen is outfitted with Sub-Zero and Wolf appliances and includes a concealed walk-in pantry with custom cabinetry perfect as a coffee/beverage bar. Other features include an elevator, whole-house generator, two linear fireplaces, a Lutron lighting system, and spacious garages with air-conditioned storage. Outdoors, the spectacular south facing grounds showcase a 40-foot lap pool with waterfall and spa, multiple fire features, and an expansive outdoor living area with linear fireplace and kitchen. An outdoor shower, and electric screens and shutters complete the experience. All of this is complemented by beautifully landscaped, private grounds that offer tranquil views from every room. Private beach access with parking is available through the Moorings Property Owners Association for a nominal fee.

788 Riviera DR, Naples
850 101st AVE N, Naples
$2,895,000
4 Beds ⋅ 4.5 Baths ⋅ 226035253 MLS
Construction is currently underway with anticipated completion in late 2026. Experience exceptional new construction in Naples Park, situated on a rare oversized lot and a half. Designed by South Florida Architecture, this impressive 4-bedroom + den, 4.5-bath residence blends sophisticated coastal style with thoughtful functionality and quality craftsmanship. A bright, open interior is enhanced by wide-plank wood flooring, hurricane-impact windows and doors, Lutron smart lighting, and a well-designed layout featuring private en-suite accommodations for every bedroom. At the heart of the home, the chef’s kitchen features custom high-end cabinetry, JennAir appliances, and a gas cooktop, with an effortless connection to the spacious living and dining areas. A striking 90-degree sliding glass wall transforms the main living space, opening completely to an expansive outdoor retreat designed for year-round Florida living. Enjoy a resort-style gas-heated pool and spa, summer kitchen, and poured concrete pool deck with ample space for entertaining or relaxing in the Naples sunshine. Additional highlights include a durable metal roof and an elevated homesite exceeding current building requirements. Ideally located just minutes from Vanderbilt Beach, Mercato, and North Naples’ premier shopping and dining, this Naples Park residence offers the space, design, and lifestyle of a custom luxury residence in one of Naples Park’s most desirable locations. Photos shown are of a different, similar residence and are intended to represent the anticipated style, layout, finishes, and features of this home. Final construction, finishes, and details may vary.

850 101st AVE N, Naples
4501 Gulf Shore BLVD N Unit 404, Naples
$3,400,000
3 Beds ⋅ 3 Baths ⋅ 226035296 MLS ⋅ Aria BLDG.
Experience the true luxury of a beachfront lifestyle from this 4th floor residence in the highly sought after and prestigious Aria. Stylishly furnished, this 3-bedroom, 3-bathroom condo offers 3,445 sf of living space with garden side landscape highlighting views of the Gulf and Venetian Bay. 10-foot ceilings and floor-to-ceiling windows create an abundance of soft natural light throughout the residence. The popular 04 floorplan boasts an open grand kitchen & spacious master en-suite with walk in closets & luxurious master bathroom. Two guest suites, one currently set up as an office, the other is an ensuite located privately with an east facing balcony to enjoy the morning sunrise or the twinkling city lights at nighttime. Additional features include hurricane protection throughout & two deeded secure parking spaces. Aria is Park Shore Beach's newest premier beachfront building that offers high end amenities including guest suites, a pool and spa, grill area, exercise room, on site management, and 24-hour security. Pet friendly too! Residents have access to the Park Shore beach promenade and are just steps away from Venetian Village. Boat slips are available for lease or purchase at the Venetian Bay Yacht Club.

4501 Gulf Shore BLVD N Unit 404, 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.