Naples · Bonita Springs · Marco Island

Naples Luxury Real Estate

Private, precise guidance for waterfront, golf, and beachfront homes across Naples and Southwest Florida.

Your Naples Real Estate Advisor

Jeremy O’Guinn is a Broker Associate and Certified Negotiation Expert with Downing-Frye Realty, representing buyers and sellers of luxury, waterfront, and golf community homes in Naples, Bonita Springs, Marco Island, and Estero, Florida, with more than 18 years of local experience.

18+Years Licensed

CNECertified Negotiator

200+Homes Sold

130+Five-Star Reviews

How Jeremy Works

A Calm, Data-First Approach to Naples Real Estate

Pricing, negotiation, and discretion for Naples buyers and sellers

Precision Pricing

Guidance grounded in current Naples sales, not national models that miss waterfront exposure, seasonal demand, and community dynamics in neighborhoods from Port Royal and Aqualane Shores to Pelican Bay and Vanderbilt Beach.

Strategic Negotiation

Calm, methodical advocacy built on the Certified Negotiation Expert framework, protecting your price, terms, and net proceeds at every stage of the transaction.

Discretion

Privacy-forward representation when confidentiality matters, for high-value sellers and buyers who prefer to limit public exposure while still reaching qualified buyers.

Aerial view of the Talis Park clubhouse and golf community in North Naples, Florida

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Naples luxury waterfront home sold by Jeremy O'Guinn

SellThe Selling Process

Aerial view of Naples, Florida waterfront canal homes near the Gulf

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Beachfront, golf, and waterfront communities in Naples, Florida

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Meet Jeremy

Eighteen Years Advising Naples Buyers and Sellers

Broker Associate · Certified Negotiation Expert · Downing-Frye Realty

Jeremy O’Guinn has been licensed in Florida since 2008 and holds a broker’s license and the Certified Negotiation Expert designation. His practice centers on luxury, waterfront, and golf community properties from Naples to Marco Island, with a calm, data-first approach to pricing and negotiation.

Licensed Florida real estate broker since 2010
Certified Negotiation Expert (CNE)
Office at 8950 Fontana Del Sol Way, Naples, FL 34109

Schedule a Consultation Call 239-963-4474

About Jeremy

Client Experiences

What Clients Say About Working With Jeremy

Naples real estate reviews from buyers and sellers

5.0Testimonial Tree 5.0Zillow 5.0Google

“Jeremy was professional, responsive, and made the entire process feel seamless from start to finish.”

Naples BuyerSingle family home purchase

“We always felt informed and supported. Jeremy brought a calm, confident approach that made a stressful process much easier.”

Bonita Springs SellerLong-distance sale

“Jeremy was knowledgeable, strategic, and easy to work with. His communication and follow through stood out from day one.”

Pelican Bay BuyerNaples condo purchase

“Selling from out of state could have been difficult, but Jeremy handled the details beautifully and kept everything moving.”

Out-of-State SellerNaples condo sale

“Jeremy went above and beyond for our family and stayed steady even when the transaction became complicated.”

First-Time BuyerNaples home purchase

“He was prompt, courteous, and consistently professional. We felt well advised throughout the entire process.”

Mediterra BuyerLuxury home purchase

“Jeremy presented our property beautifully and used a polished, thoughtful marketing approach that gave us confidence right away.”

Naples SellerSingle family home sale

“Jeremy kept his word on communication and delivered clear advice at every stage. We always knew where things stood.”

Naples SellerSingle family home sale

“Coming from a distance, we needed someone we could trust. Jeremy helped us stay informed, focused, and confident.”

Relocating BuyerNaples condo purchase

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Naples Real Estate FAQ

Buying and selling homes in Naples and Southwest Florida

What areas does Jeremy serve?

Jeremy O’Guinn serves Naples, Bonita Springs, Marco Island, Estero, Fort Myers Beach, Sanibel, and Captiva, with a focus on luxury, waterfront, and golf community properties.

Does Jeremy represent both buyers and sellers?

Yes. Jeremy represents both buyers and sellers throughout Naples and Southwest Florida. Buyers receive objective guidance, local market insight, and careful negotiation. Sellers receive accurate pricing, strong marketing, and steady advocacy from listing through closing.

What makes Naples luxury real estate difficult to price?

Value depends on details automated tools miss: Gulf access and bridge clearance, water views, flood zone, community amenities, and seasonal demand. Pricing here starts from current local sales, not national models.

How does Jeremy market a Naples home for sale?

Every listing receives professional photography and video, targeted social media advertising, open houses, and a printed property book for buyers to take home. Condominium listings also include outreach to other owners in the building, and listings can include an interactive AI Property Companion for buyers.

Which Naples communities are best for golf?

It depends on membership style. Mediterra, Grey Oaks, Quail West, and Talis Park are private clubs with different membership structures, while communities like Pelican Marsh offer optional memberships.

Can I sell my Naples home privately?

Yes. Privacy-forward strategies can limit public exposure while still reaching qualified buyers, which suits many high-value sellers.

How does the process work when buying from out of state?

Most steps can be handled remotely, including video tours, electronic signing, and remote closing, with local inspections and walk-throughs coordinated on your behalf.

What is the best first step?

Request a confidential home value or book a 15-minute consultation to talk through timing and strategy with no obligation.

New to Market in Naples

$1,199,000

3 Beds ⋅ 2 Baths ⋅ 226036601 MLS

Beautifully reimagined and offered turnkey, this stylish and well-appointed Naples Park home has been completely updated with fresh, thoughtfully selected finishes throughout. Polished yet wonderfully relaxed and welcoming, every space feels considered and inviting. A gardener’s touch can be felt throughout the property, where lush landscaping and thoughtfully designed outdoor spaces create a serene, private setting. Just off the kitchen, a charming courtyard-style sitting area provides an intimate spot for morning coffee, alfresco dining or a quiet evening surrounded by greenery. The fabulous outdoor living area is the heart of the home. Bedrooms open directly to the pool area, creating a seamless connection between indoor and outdoor living. A sparkling pool and hot tub, built in 2020, are complemented by a pergola-covered bar and inviting spaces to lounge, gather, and entertain, an idyllic setting for enjoying the Naples lifestyle year round. The location is hard to beat. Ideally positioned in Naples Park near Vanderbilt Beach, Delnor-Wiggins Pass State Park, Mercato and some of Naples’ best dining and shopping, the home puts the best of North Naples within easy reach. Situated in the desirable X500 flood zone with no HOA, this turnkey property offers a rare combination of style, serenity, location and effortless Florida living.

537 104th AVE N, Naples

$849,000

3 Beds ⋅ 3 Baths ⋅ 226016693 MLS ⋅ 600 La Peninsula BLDG.

Positioned on the coveted southwestern point of La Peninsula on Isles of Capri, this exceptional waterfront residence offers breathtaking panoramic views of Capri Pass, the Gulf, and Marco Island. Located in the community’s most desirable building, the residence enjoys spectacular sunsets, expansive water views, and frequent dolphin sightings right from its private outdoor living space. Offering nearly 2,100 square feet of living area, this spacious residence features three full bedrooms and three bathrooms, a highly desirable and rarely available combination that provides exceptional flexibility for both owners and guests. The generous waterfront outdoor living area creates the perfect setting for morning coffee, entertaining, or simply enjoying the passing boats, coastal wildlife, and unforgettable sunsets. Offered fully furnished, the residence provides an effortless opportunity to embrace the Southwest Florida waterfront lifestyle. Additional highlights include convenient assigned under building parking and the privacy of a gated community. With its premier point location, expansive southwest facing views, generous three bedroom floor plan, and exceptional waterfront setting, this residence represents a unique opportunity to enjoy the beauty and tranquility of Isles of Capri, just minutes from Marco Island and Naples.

604 La Peninsula BLVD Unit 604, Naples

$1,175,000

2 Beds ⋅ 2 Baths ⋅ 226038768 MLS ⋅ Moorings Bay Apts BLDG.

Welcome to your waterfront home on Moorings Bay - long bay views, true southern exposure, and direct Gulf access with NO bridges. This rarely available 2-bedroom, 2-bath, first-floor end unit sits right on the water at Moorings Bay Apartments, one of only 24 residences in the heart of The Moorings. Open the sliders and the great room, dining area, and 22-foot lanai all look straight down the bay - perfect for morning coffee or watching the boats head out to the Gulf of America. The custom Eggersmann kitchen is the centerpiece - waterfall Quartzite island, panel-ready appliances, and a separate bar with lit glass cabinetry and a beverage fridge for entertaining. Both bedrooms are large and bright, the primary suite has a walk-in closet, and each bathroom is custom with Quartzite counters, wood vanities, and tiled walk-in showers. In-unit laundry, too. Offered furnished. Step outside to the community pool overlooking the bay and the tiki hut right on the docks - with boat slips available for lease, you’re only a short ride to open water. Moorings Bay Apartments recently renovated all common areas and infrastructure, with professional tropical landscaping throughout. Best of all - EVERYTHING inside is done. This unit was taken down to the studs and rebuilt: new plumbing, electrical, HVAC, drywall, doors, trim, flooring, and hurricane impact windows, plus a whole-home lighting system and smart-home integration. Nothing left to do but move in. Just minutes from Naples’ beaches, Fifth Avenue South, and Waterside Shops - schedule your private showing today!

322 Harbour DR Unit 104D, Naples

$772,900

3 Beds ⋅ 2 Baths ⋅ 226038068 MLS

PRIVATE ACREAGE LIVING IN GOLDEN GATE ESTATES! Discover the freedom and privacy of this exceptional 3-bedroom, 2-bath Naples property situated on 2.34 ACRES! Enjoy your own outdoor oasis featuring a screened-in pool and spa, perfect for relaxing and entertaining. Inside, distinctive architectural details add character, including a beautiful wood ceiling in the primary bathroom and decorative accented ceilings in the bedrooms. A keypad-controlled gated entry provides added privacy, while the durable tile roof and remote-access 2-car garage offer convenience. RV enthusiasts will appreciate the dedicated RV pad with hookups, adding flexibility for travel and recreation. With generous acreage, unique interior details, and inviting outdoor living, this property offers a special opportunity to enjoy space, privacy, and the Southwest Florida lifestyle—all within reach of Naples shopping, dining, and recreation. Experience the possibilities of acreage living!

660 Everglades BLVD S, Naples

$799,000

3 Beds ⋅ 3 Baths ⋅ 226038434 MLS

A Private Retreat in a Desirable Naples Location! Imagine coming home to the peace and privacy of 2.34 acres, where mature trees, established fruit trees, and open space create a welcome escape from the everyday. Set well back from the road yet conveniently close to everything Naples has to offer, this property offers a rare combination of privacy, space, and convenience with no HOA. A long paved circular driveway welcomes you to this inviting home featuring 3 bedrooms plus a spacious den and a separate dedicated workspace. Step outside to the screened lanai and sparkling heated saltwater pool, the perfect setting to relax or entertain while enjoying the Florida lifestyle year-round. The expansive property offers room for boats, an RV, and other recreational vehicles, while the detached 20' x 30' hurricane-rated workshop with 10-foot sidewalls and electricity provides additional space for projects, equipment, and storage. Additional highlights include impact windows, durable Hardie board siding, a metal roof installed in 2019, whole-home reverse osmosis water filtration, and a dedicated generator hookup. For added peace of mind, the property is located in desirable Flood Zone X, where flood insurance is typically not required. Located in a sought-after school zone, this property offers the freedom of acreage and the flexibility to enjoy your own private space, all in a fantastic Naples location. If you've been looking for room to spread out a private pool, and a workshop without the restrictions of an HOA, this is an opportunity you won't want to miss!

161 27th ST NW, Naples

$799,000

3 Beds ⋅ 2 Baths ⋅ 226037562 MLS

Discover an exceptional blend of modern sophistication, privacy and spacious estate living in this beautifully appointed new-construction residence situated on 2.27 fully fenced acres. Thoughtfully designed with an emphasis on comfort, style and functionality, this impressive home offers three spacious bedrooms plus a versatile den or home office, two beautifully finished baths and a two-car garage. An extended asphalt and paver driveway provides abundant parking, while a latched driveway gate enhances privacy and security. Inside, an inviting open-concept floor plan showcases expansive windows, abundant natural light and designer finishes throughout. Elegant 32-by-32-inch porcelain tile flooring, crown molding, sophisticated lighting and a distinctive tray ceiling above the dining area add architectural interest. The beautifully designed kitchen serves as the heart of the home, featuring quartz countertops, upgraded cabinetry, premium appliances and generous space for entertaining. A striking accent wall with a built-in fireplace creates a stunning focal point in the main living area, bringing warmth and contemporary elegance to the space. Outdoors, professionally landscaped grounds complement the expansive property, offering exceptional privacy and endless possibilities for outdoor recreation, entertaining and enjoying the Florida lifestyle. Additional highlights include a comprehensive security camera system and smart doorbell camera for added peace of mind. Combining the appeal of new construction with refined interiors, generous acreage and thoughtfully designed outdoor spaces, this move-in-ready residence offers an exceptional opportunity to enjoy modern luxury in a peaceful, private setting while remaining conveniently close to everyday amenities.

109 14th ST SE, Naples

$3,399,000

4 Beds ⋅ 4.5 Baths ⋅ 226038747 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Discover an exceptional expression of the Naples lifestyle in Logan Woods, where refined design, generous living spaces, and the freedom of a private acreage homesite come together. Thoughtfully crafted for both elegant entertaining and comfortable everyday living, this custom residence offers 4 bedrooms, 4.5 baths, a dedicated office, and an oversized 3-car garage. From the moment you enter through the grand front doors, the home unfolds into an inviting, open-concept design defined by sophisticated finishes, custom ceiling details, and an effortless sense of space. Wide-plank European French Oak flooring, custom wood cabinetry, quartz countertops, designer lighting, and a substantial center island create a kitchen that is as beautiful as it is functional. Designed with the home chef and entertainer in mind, the kitchen features a gas range, walk-in pantry, wine cooler, complemented by a stylish wet bar that makes hosting family and friends a pleasure. The thoughtfully designed floor plan offers exceptional flexibility, with generously proportioned bedrooms and spaces suited to both private retreats and gathering together. The true Florida lifestyle unfolds outdoors, where expansive 10-foot hurricane-impact sliding glass doors pocket completely away, dissolving the boundary between interior living and the covered outdoor entertaining areas. Beyond, a sparkling custom pool and spa create a private tropical setting for sun-filled afternoons, leisurely swims, and memorable evenings under the Florida sky. A convenient pool bath enhances the outdoor experience, offering comfort and functionality for family and guests. Surrounded by lush landscaping and the spaciousness of an acreage homesite, the outdoor environment offers a rare sense of privacy and room to relax, entertain, and enjoy the best of Southwest Florida living. The oversized acreage lot also offers an extraordinary opportunity to create the property you have always envisioned. Subject to applicable approvals and regulations, there is ample room to add a guest house, workshop, stable for horses, gardens, fruit trees, or other custom amenities tailored to your lifestyle. Additional features include a whole-house reverse osmosis system, hurricane-impact windows and doors throughout, and preparation for a whole-house generator providing added peace of mind and everyday convenience. Logan Woods is prized for its spacious homesites and relaxed, estate-style setting, while this desirable North Naples location places you within convenient reach of Gulf beaches, upscale shopping, exceptional dining, parks, schools, medical facilities, and major roadways connecting you to Southwest Florida’s airports and beyond. One or more photo(s) has been virtually staged, AI generated or rendered.

5043 Palmetto Woods DR, Naples

$1,099,000

2 Beds ⋅ 2 Baths ⋅ 226037973 MLS ⋅ Windward Cay BLDG.

Welcome to 4600 Yacht Harbor Drive in Windward Cay at Windstar on Naples Bay, one of Naples’ most desirable gated waterfront communities. This beautifully renovated, furnished end-unit residence offers 2 bedrooms plus a den, 2 full bathrooms, and approximately 2,185 square feet of inviting living space with tranquil golf course views. Rich hardwood flooring, solid-core doors, crown molding, plantation shutters, custom lighting, and thoughtfully selected finishes create a warm, refined interior. The expansive chef’s kitchen features custom cabinetry, granite countertops, a beautiful backsplash, an induction cooktop, a pot filler, and generous storage, making it equally suited to everyday living and entertaining. The spacious primary suite provides a peaceful retreat with custom closet built-ins and a beautifully appointed bathroom. Additional highlights include a formal dining room, a versatile den ideal for a home office or additional guest space, custom window treatments, a stackable washer and dryer, and an approximately 8-by-6-foot storage room. Overlooking Windstar’s picturesque 8th fairway, the residence enjoys a serene backdrop of lush tropical landscaping and beautifully maintained greens. Windward Cay residents enjoy a heated community pool, grilling area, elevator access, and an intimate residential setting. Windstar on Naples Bay offers an exceptional collection of amenities, including a Tom Fazio-designed 18-hole golf course, driving range, and a newly renovated clubhouse with spectacular Naples Bay views. The brand-new, recently completed fitness center adds another highlight to the community’s active lifestyle, complementing its tennis courts and bocce facilities. A full-service deep-water marina with direct Gulf access enhances the waterfront experience, while a seasonal boat shuttle to Windstar’s private beach on Keewaydin Island offers a secluded Gulf-front escape. Golf and clubhouse memberships are available separately, subject to availability and club requirements. Ideally located just minutes from downtown Naples, Fifth Avenue South, Third Street South, acclaimed dining, shopping, and Gulf beaches, Windstar also offers convenient access to the Bayshore Arts District, Naples Botanical Garden, and Naples Pickleball Center. For buyers considering The Moorings, Park Shore, or Gulf Shore Boulevard, Windstar presents a compelling opportunity to enjoy a gated waterfront community with exceptional amenities, natural beauty, and proximity to everything Naples has to offer. Discover beautifully renovated interiors, peaceful golf course views, and the best of the Southwest Florida lifestyle. One or more photos have been virtually staged, AI-generated, or rendered.

4600 Yacht Harbor DR Unit 412, Naples

$7,995,000

3 Beds ⋅ 3.5 Baths ⋅ 226036927 MLS

Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior Design. Completed in 2020, the residence showcases meticulous craftsmanship and distinctive details, including an arched glass front door, a faux Juliet balcony, decorative medallions, copper gutters, gas lanterns, and a mitered tile roof, all framed by beautifully maintained landscaping. Venetian plaster extends throughout the first floor, where a thoughtfully designed kitchen, butler’s pantry with wet bar, spacious great room, and formal dining area are enhanced by custom built-ins. The luxurious primary suite offers direct access to the rear yard, two custom walk-in closets, and a beautifully appointed bath. Upstairs, two guest suites, a study that accommodates additional sleeping space, and a loft opening to a generous covered balcony provide inviting spaces for family and guests. The private rear yard offers a vibrant, landscaped retreat with casual seating, alfresco dining beneath an illuminated trellis, and an intimate fire pit area. Additional features include automated shutters and screens, elevated generator and air-conditioning units, tankless water heaters, natural gas service, and an air-conditioned garage with a car lift and adjacent storage closet. An exceptional opportunity to enjoy Old Naples living, close to the beach and downtown’s celebrated shopping and dining.

167 4th ST N, Naples

$1,390,000

6 Beds ⋅ 5.5 Baths ⋅ 226037476 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. PRIVACY, PEACEFUL LAKE VIEWS, SPECTACULAR SUNSETS, AND ROOM TO CREATE YOUR OWN PRIVATE POOL RETREAT! These are the features that make this beautifully updated SHIRAZ model in STONECREEK feel like your own slice of paradise. Set on an oversized corner lot, the home offers a wonderful sense of openness and privacy, surrounded by lush landscaping and a tranquil waterfront backdrop. Inside, the home is MOVE-IN READY, freshly painted throughout, with NEW LUXURY VINYL FLOORING ON THE SECOND FLOOR, BEAUTIFUL UPDATED LIGHTING, AND SLEEK MODERN CEILING FANS that give the home a fresh, contemporary feel. A HOME WARRANTY IS ADDED for added peace of mind. The spacious floor plan features a main-level guest bedroom or office with a full bath, formal living and dining areas, a mudroom, and an open Florida room. The chef’s kitchen is designed for both everyday living and entertaining, with quartz countertops, a large center island, natural gas cooking, and a walk-in pantry. Upstairs, you’ll find FIVE ADDITIONAL BEDROOMS, including an expansive primary retreat with dual closets and TWO ENSUITE BATHS, one featuring a Roman tub. Enjoy the Stonecreek lifestyle with resort-style amenities including lap and resort pools, spa, tennis, pickleball, fitness center, and a vibrant calendar of social and recreational activities for residents of all ages. The community offers an active, welcoming lifestyle with plenty of opportunities to connect and enjoy the neighborhood. All of this in an A-RATED SCHOOL ZONE, less than 10 miles from Gulf beaches, fine dining, shopping, and everything that makes North Naples such a desirable place to call home.

4430 Kensington CIR, Naples

$2,150,000

5 Beds ⋅ 3 Baths ⋅ 226038390 MLS

This single story home has been reimagined from top to bottom, pairing generous proportions with polished modern finishes. Five bedrooms, three bathrooms, and a three car garage provide ample space for daily routines, visiting guests, and lively get-togethers. Wide-plank white oak floors and new wood interior doors extend throughout the space for a cohesive and refined look. At the center of the home, the remodeled kitchen combines quartz countertops and backsplash with an Italian ILVE stove — a six-element induction range. A Sub-Zero refrigerator and a separate butler’s pantry keep preparation, serving, and countertop clutter neatly out of sight. Two heating and cooling systems help to maintain comfort throughout the home, while new impact-resistant windows and sliding glass doors invite natural light indoors with practical protection. The southwest exposure provides sunshine throughout the day, and the rear of the property offers private landscaped views. Beyond the glass, the pool offers an appealing setting for afternoon swims and weekend relaxation. North Collier Regional Park is close by, with shopping, access to Interstate 75, regional airport connections, and Naples’ beaches also within convenient reach. Wilshire Lakes is a lovely gated community offering a community clubhouse with resort-style pool, tennis courts, and minutes from upscale retail, gourmet restaurants, and renowned golf this area is known for.

9833 Clear Lake CIR, Naples

$1,395,000

2 Beds ⋅ 2 Baths ⋅ 226037590 MLS ⋅ Breakwater BLDG.

Discover an inviting blend of elegance, comfort and tranquility in this beautifully appointed second-floor residence at Breakwater in Pelican Bay. Offering two bedrooms plus a den and more than 1,600 square feet under air, this pristine condominium features a highly desirable three-car garage, with a conveniently located elevator adjacent to the garage. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests. A versatile den serves as a comfortable TV room with a sleeper sofa, while a dedicated alcove accommodates a computer desk and printer—ideal for a quick Zoom call or keeping in touch while away from home. The spacious primary suite features dual closets and west-facing views of the Breakwater fountain. An inviting kitchen with a breakfast bar and pass-through counter makes everyday living and entertaining easy, while a generously sized laundry room adds convenience. Freshly painted and lovingly maintained, the residence is ready to enjoy. Walk or bike to the Pelican Bay beach tram and the community’s 20 newly installed pickleball courts. Whole Foods, Publix, Paragon Theater and other shopping and dining destinations are just minutes away. Updated windows, roofs and exterior paint give Breakwater a fresh, beautifully maintained appearance, completing this appealing opportunity to enjoy the Pelican Bay lifestyle.

840 SAILAWAY LN Unit 202, Naples

$2,695,000

4 Beds ⋅ 3.5 Baths ⋅ 226038109 MLS

CAPTIVATING GOLF COURSE SETTING in Marsh Cove, where sophisticated architecture, gracious proportions, and sweeping fairway VIEWS define a distinctive Naples residence. positioned near a cul-de-sac, this 2022 Stock-built Easton home overlooks the 12th hole of Fiddler’s Creek’s newly redesigned golf course, with desirable northeastern exposure and an expansive outdoor sanctuary. A gracious foyer introduces SOARING CEILINGS, refined architectural details, and beautifully proportioned living spaces filled with natural light. At the heart of the home, a striking chef’s kitchen features a grand central island, six-burner gas cooktop, double ovens, an oversized sink, and extensive cabinetry. The open dining and great room are framed by expansive glass doors that draw the eye toward the lush landscape and fairway views. The thoughtfully designed split-bedroom layout offers a secluded primary suite with custom walk-in closets and a beautifully appointed bath, while a versatile den provides an intimate setting for work or relaxation. On the opposite wing, a private ensuite bedroom and a Jack-and-Jill suite that can be enclosed as a separate guest retreat provide exceptional flexibility. Beyond the glass, the expansive lanai unfolds with a heated pool, panoramic screened enclosure, PREMIUM OUTDOOR KITCHEN, and generous covered gathering spaces overlooking the manicured fairways. Soft northeastern light and lush tropical surroundings lend the setting an atmosphere of quiet sophistication. Distinguished by a WHOLE HOME GENERATOR, STORM SMART PROTECTION, PLANTATION SHUTTERS THROUGHOUT, IMPACT RESISTANT WINDOWS AND DOORS, INTEGRATED SONOS AUDIO, AIR CONDITIONED GARAGE WITH EPOXY FLOORING, the residence reflects thoughtful attention to both design and functionality. Residents of Fiddler’s Creek enjoy resort-style amenities, dining, fitness, spa, tennis, and pickleball, with optional golf and beach club memberships. An inspired expression of architectural refinement and Southwest Florida living, ideally situated between Naples and Marco Island.

3181 Capistrano LN, Naples

$2,350,000

3 Beds ⋅ 3 Baths ⋅ 226037103 MLS ⋅ Waldorf BLDG.

Enjoy captivating Gulf views and spectacular sunsets from this beautifully appointed fourth-floor residence at The Waldorf in The Moorings. Offering three bedrooms, three bathrooms, and 2,937 square feet of living space, this inviting beachfront retreat combines generous proportions with timeless finishes throughout. The expansive living room provides a welcoming setting for everyday living and entertaining, with broad windows framing white sand, swaying palms, and the Gulf beyond. An adjoining enclosed beachfront lanai offers space for casual dining and relaxing with the water in view, while a separate formal dining room and wet bar further enhance the residence’s appeal. The thoughtfully designed kitchen features white cabinetry, granite countertops, and stainless steel appliances. The spacious primary suite opens to a sitting area framed by custom built-ins and views across the bay, complemented by a generous walk-in closet and an adjoining bath with dual sinks, a dedicated vanity, and an oversized walk-in shower. The comfortable guest bedrooms provide flexibility for visiting guests, a home office, or a quiet retreat. Crown molding, plantation shutters, and impact glass on the west-facing windows and sliders add to the home’s appeal. Additional features include a deeded under-building parking space and ample storage. Residents of The Waldorf enjoy direct beach access, a beachfront pool, fitness center, and a Gulf-front deck with a fire pit and inviting seating areas. Nearby, the waterfront boutiques and restaurants of Venetian Village complete this exceptional Naples coastal lifestyle.

3377 Gulf Shore BLVD N Unit 4D, Naples

$825,000

2 Beds ⋅ 2 Baths ⋅ 226038339 MLS ⋅ Holly Greens Villa BLDG.

Discover Holly Greens Villas, an enchanting villa-style community offering the privacy and feel of a single-family home. Showcasing the largest floor plan available in the community, this beautifully reimagined, fully renovated ground-floor residence features an abundance of natural light with windows on all four sides and the convenience of a covered carport located directly adjacent to the unit. Originally designed as a three-bedroom residence, the interior has been thoughtfully redesigned to create a modern floor plan featuring two spacious bedrooms plus a versatile den, ideal for a home office, additional sleeping quarters, or flexible living space. Every detail has been carefully considered, blending sophisticated finishes, exceptional craftsmanship, and modern functionality. At the heart of the home is a stunning remodeled kitchen featuring custom cabinetry, generous pantry storage, elegant quartz countertops, and a premium stainless steel appliance package. Highlights include an induction cooktop, double convection ovens with microwave, and a beautifully designed layout that seamlessly connects the kitchen to the main living areas, creating an inviting space for everyday living. The spacious primary suite offers a peaceful retreat, complete with an oversized, custom walk-in closet by California Closets and a beautifully remodeled bathroom featuring quartz countertops and upscale finishes. The generously sized guest bedroom and additional renovated bathroom provide comfort and privacy for guests. Extensive renovations and upgrades include hurricane-impact windows and sliding glass doors throughout, new plumbing, updated electrical w/ upgraded 230-amp service, a new ac system, and a tankless water heater. Additional appointments include solid wood doors, recessed Lutron LED lighting, plantation shutters, electric privacy shades on sliding glass doors, and a full-size stackable LG w/d. The residence also features wiring in place for a future ev charging station! Holly Greens Villas offers an exceptional location surrounded by tree-lined streets, lush tropical landscaping, and some of Naples’ most prestigious waterfront residences. The pristine Gulf beaches are conveniently located within walking distance of the community, making it easy to enjoy leisurely beach walks, breathtaking sunsets, and the coastal lifestyle that makes Naples so desirable. Residents also have the opportunity to join the Moorings Property Owners Association, which provides access to the exclusive Moorings Beach Park, featuring private beach access and convenient parking. Just minutes from the renowned waterfront dining and shopping at Venetian Village, Waterside Shops, and the vibrant boutiques and restaurants of Fifth Avenue and Third Street South, this exceptional location places the very best of Naples at your fingertips. Experience the perfect combination of sophisticated, move-in-ready living, neighborhood charm, and an unbeatable coastal Naples location.

3070 Gulf Shore BLVD N Unit 105, 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.

Naples Luxury Real Estate