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

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

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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

$19,790,000

6 Beds ⋅ 6.5 Baths ⋅ 226041403 MLS

Set along the wide canals of Aqualane Shores, this newly completed waterfront residence offers a rare combination of architectural distinction, exceptional craftsmanship and the best of Naples coastal living. Winner of the 2026 Sand Dollar Award for Product Design of the Year, the custom home was brought to life through the collaboration of Amy Storm & Company, architect Jon Kukk and C&E Builders. Designed with entertaining and everyday comfort in mind, the residence offers beautifully connected living spaces, natural materials and a warm, understated aesthetic. Wide-plank white oak floors, layered neutral finishes and carefully considered architectural details create a welcoming backdrop throughout. The kitchen is a standout, featuring a La Cornue range, custom stone hood, premium appliances and a separate butler's pantry. Separate catering kitchen/pantry. A first-floor primary wing provides a private escape with a spa-inspired bath, while the elevator offers convenient access throughout the home. The waterfront setting is equally compelling. An inviting lounge and bar overlook the canal, while the expansive outdoor living area extends the home's entertaining spaces beyond its interiors. Enjoy evenings around the outdoor fireplace or fire pit, prepare meals in the fully equipped outdoor kitchen, or spend the afternoon poolside with the spa and pergola daybed. A high-end integrated AV system brings entertainment throughout the residence. For the boating enthusiast, direct Gulf access means no bridges between home and open water. With western exposure, the wide canal provides a beautiful backdrop for afternoon and evening sunsets. The location places Naples' beaches, the boutiques and restaurants of Third Street South, and the energy of Fifth Avenue South just moments away.

1990 7th ST S, Naples

$889,000

3 Beds ⋅ 2.5 Baths ⋅ 226041088 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. IMPECCABLE and RECENTLY RENOVATED with BEST LAKE VIEW IN THE COMMUNITY. Open 'Barbados' by Longo Construction floor plan featuring a completely remodeled and reimagined kitchen - new design with all new cabinetry, all new appliances, pantry cabinet with tons of storage and a 10' island with Pompei Quartz countertop offering barstool seating and plenty of countertop space all on one level. The home renovation included all new wood plank ceramic tile flooring, new solid Shaker style interior doors along with custom trim and baseboards (sourced from Smith & DeShields), custom closet built-ins for the primary bedroom closet, laundry room updates and expanded storage and more. All of the plumbing pipes were replaced with new PEX in October 2026. New HVAC in August 2026. Pool improvements include salt water conversion, PentAir automation, new LED lighting and a remodeled pool bath with gorgeous Italian tile. If you have been waiting for a great house with the best view and sunsets in the sought after community of LONGSHORE LAKE, wait no longer! You will be enjoying many a beverage and a meal on your lanai at all times of day - coffee in the morning to a glass of wine at sunset to dinner with friends outside under the screened pool patio. Convenient location with quick access to I-75, beaches, Seed to Table, conveniences, restaurants and more. A special and unique feature of the community is the boating - you can paddle or dock an electric powered boat behind your house. Circumnavigate the entire community, visit friends by boat, enjoy a glass of wine for sunset on the water, go to the clubhouse for dinner and social events by boat. The community is loaded with amenities for a complete package to live a wonderful Florida lifestyle. (The dock rendering is the only AI photo to show what can be built)

10823 FULMAR CT, Naples

$8,800,000

4 Beds ⋅ 4.5 Baths ⋅ 226040192 MLS

Some waterfront homes have a view. This one was designed around it. Commanding one of the most extraordinary long-water vistas in Vanderbilt Beach's coveted Conners, this nearly new, custom-built waterfront estate offers 5,117 square feet under air and 9,324 total square feet, with four bedrooms, 4.5 baths and 75 feet of waterfront with no home directly across the canal. Soaring ceilings, expansive walls of glass and beautifully designed open living spaces frame the panoramic setting. A world apart from conventional luxury construction, the home features substantial concrete construction, including concrete floors and stair structures, with Icynene spray foam insulation between levels and throughout the roof trusses for sound reduction and energy efficiency. Designed by Kukk Architecture with interiors by Adelyn Charles, the residence is offered fully furnished and showcases bespoke finishes including ceilings over 12 feet, intricate oak and wood ceiling treatments, wide-plank wood floors, Andersen windows, Iron Ore doors with transoms, satin brass Emtek hardware, mitered roof tile and a sculptural floating-style concrete staircase wrapped in custom oak. The waterfront great room is anchored by a 66-inch Optimyst fireplace and custom wet bar with refrigeration and ice maker. A beautifully appointed kitchen pairs Wolf, Sub-Zero and Miele appliances with exquisite cabinetry, while an oversized laundry and butler's pantry provides exceptional storage and functionality. The main-level primary suite is a private sanctuary with custom oak ceiling details, generous wardrobes and a spa-inspired bath featuring a makeup station, Jacuzzi soaking tub with granite waterfall-edge surround, custom showers with granite benches and automated TOTO toilet. Upstairs, three guest suites, a spacious living/flex room and elevated balconies offer comfort, privacy and additional views. Outdoors, expansive covered lanais, a spectacular negative-edge pool and spa, outdoor kitchen, generous entertaining decks and oversized dock create a private resort atmosphere with Gulf boating access. Integrated overhead heaters extend the comfort of the main-level waterfront balcony. Behind the beauty: a 48-kW whole-home generator, three zoned A/C systems, three tankless water heaters, dual dehumidifiers, Control4 lighting, Sonos audio, custom window treatments including multiple motorized, remote-controlled blinds, quiet-ride hydraulic elevator with eight-foot cab, integrated storm/screen shutters and custom flood-barrier system. The expansive ground level offers a four-car garage plus golf-cart garage, high ceilings, epoxy flooring, substantial storage and provisions for future wellness amenities. Exceptional in its setting, scale and craftsmanship, 325 Trade Winds is a waterfront residence that must be experienced to be fully appreciated.

325 Trade Winds AVE, Naples

$1,284,000

4 Beds ⋅ 3 Baths ⋅ 226040673 MLS

4 Bed + Den | 3 bath | Salt-Water Heated Pool & Hot Tub | Putting Green | Soaring Ceilings | Full Interior Refresh | Private Back Yard | Picture the sun coming up over a quiet preserve while you sip coffee beside your heated saltwater pool. Before the day gets going, you step over to your own putting green and sink a few putts. That's everyday life at 7307 Acorn Way, a Stock-built home in gated Black Bear Ridge, extensively renovated in 2026 so you can skip the projects and simply enjoy it. The back of the home faces east over a private preserve, so the screened lanai gets bright morning sun and turns shady just as the afternoon heat builds. It's easy to lose an afternoon here, cooling off in the pool, unwinding in the spa, settling in with a book or seeing who can make the longest putt. The pool and spa were converted to saltwater and are electrically heated for comfortable swims in any season, and the Vitex home automation system brings surround sound throughout the home, so your favorite playlist follows you. Step inside and high ceilings and natural light make every room feel open and airy. Wood-look tile flows throughout, and a perfect neutral palette with timeless finishes lets the home easily take on your style. The kitchen was completely redone with quartz counters, new cabinetry and new Bosch appliances, the kind of space where weeknight dinners and holiday gatherings both come together without a fight for counter room. New lighting and fresh paint inside and out complete the refresh. At the end of the day, the split bedroom plan gives the primary suite real privacy, and the renovated primary bath invites long soaks in a new freestanding tub. All three bathrooms were redone, and every bedroom closet has custom built-ins. With 4 bedrooms plus a den, visiting family settle in on their own side of the home, and there is still room for an office, a hobby space or a reading nook. Peace of mind is built in, too. Impact resistant windows and doors mean no shutters to haul out when a storm is in the forecast, A FEMA Letter of Map Revision removed the home from the special flood hazard area. A 2-car attached garage handles cars, bikes and beach gear. Black Bear Ridge is a gated enclave of about 100 Stock-built homes where neighbors recognize each other on evening walks. The clubhouse is an easy stroll away, with a resort-style pool and spa, a fitness center, a social room and a playground, yet your street stays quiet and tucked away. HOA fees cover lawn care, irrigation water, and cable and internet, which leaves weekends free for the beach, the golf course or the pool out back. The home is zoned for highly rated schools, and the new Mason Classical Academy K-8 campus on Vanderbilt Beach Road is just around the corner. Shopping and Gulf beaches are an easy drive, and on evenings when dinner plans never quite come together, hop on your bikes and see what sounds good at one of the nearby restaurants.

7307 Acorn WAY, Naples

$899,999

3 Beds ⋅ 3.5 Baths ⋅ 226041332 MLS

BOATERS, TAKE NOTICE! An oversized three-car tandem garage offers exceptional space for your boat, jet skis, vehicles, and recreational gear. Located on an oversized lot in desirable Naples Reserve, this meticulously maintained home features 3 bedrooms plus a den/office, 3.5 bathrooms, and elegant tray ceilings. Enjoy Florida living on your private lanai, complete with a heated pool, waterfall spa, underwater lighting, and landscape lighting that creates an inviting setting for evening entertaining. A convenient pool bathroom and provisions for a future outdoor kitchen add to the outdoor appeal. Inside, the kitchen features upgraded cabinetry, stainless steel appliances, granite countertops, and an exhaust fan. Additional highlights include hurricane impact-resistant glass throughout, smart-home and pool automation, six ceiling fans, and durable epoxy flooring in the garage. Naples Reserve offers an impressive collection of resort-style amenities, including lakes for boating, kayaking, and paddleboarding; tennis and pickleball courts; a fitness center; bocce ball; dog parks; playgrounds; and a guarded entrance. Relax at the island-style pool, gather around the fire pit, or enjoy the private beach, tiki bar, and café. Beach volleyball, shuffleboard, and a variety of community activities complete the experience. Discover the space, comfort, and outdoor lifestyle that make this Naples Reserve home stand out!

14506 Kelson CIR, Naples

$1,190,000

3 Beds ⋅ 2 Baths ⋅ 226041159 MLS

Welcome to your piece of paradise in this home in Naples Park with Southern Exposure and a spacious pool area. Built in 2011 from a local builder to owner’s specifications. German owners used the home only sporadically and rented to the selected tenants. Spacious great room with high ceilings. Impact windows and doors for your piece of mind. AC and Water Heater were changed recently. Home is offered turnkey furnished. Located just a short walk or bike ride from white sand beaches of Vanderbilt Beach and Delnor Wiggins Pass. Minutes to Mercato, Whole Foods, Publix, Trader Joe, Wal-Mart, the Ritz Carlton, fine dining, shopping, entertainment, parks and public golf. Home is perfect for snow birds or a high performing vacation rental.

734 98th AVE N, Naples

$1,050,000

2 Beds ⋅ 2 Baths ⋅ 226041515 MLS ⋅ Breakers BLDG.

LOCATED IN THE HEART OF NAPLES…. JUST STEPS TO THE BEACH….This impressive residence invites comfort and exudes “coastal contemporary” elegance. Perfectly positioned on the Gulf, the interior of this 2B/2BA end unit has been beautifully updated with nothing to spare. Plenty of natural light + new enhanced custom lighting flow thru-out the unit’s bright, airy layout along w/ a few new additions including a corner fireplace in great room; new ceiling fans; custom cabinetry added to bedroom closets, laundry room and great room wall for additional storage; plus every interior wall freshly painted. The open concept designed kitchen boasts new shaker white cabinets; beautiful quartz counter tops; island w/ breakfast bar counter seating; and premium stainless steel appliances. Both baths have been remodeled as well and feature all-glass shower enclosures and upgraded quartz counters and custom cabinets. The enclosed screened balcony offers endless panoramic sunsets captured by its coveted western facing gulf view + electric storm shutters for ease of mind. Each Breakers unit provides one assigned carport space + storage closet; large community pool; elevators; social area; on-site manager; and private access to the beach. Perfect for anyone seeking a second home or as a permanent residence….this home invites true resort-style living and an elite lifestyle in an active 55+ community. Truly a coastal get-a-way you’ll love coming home to. Schedule your private showing today.

2875 Gulf Shore BLVD N Unit 406, Naples

$5,399,500

4 Beds ⋅ 4.5 Baths ⋅ 226041465 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Experience exceptional Naples waterfront living at 1330 Marlin Drive in prestigious Royal Harbor. Custom built in 2016, this remarkable residence combines superior construction, sophisticated design, and an enviable boating location just steps from Naples Bay. Situated on a deep-water canal less than 100 yards from the bay, the property offers extraordinary boating convenience, with the Gulf of Mexico approximately 12 minutes away. Offering nearly 4,300 square feet of air-conditioned living space and an additional 1,000 square feet under roof, this impressive home presents exceptional value in one of Naples' most desirable waterfront communities. The thoughtfully designed floor plan features four en-suite bedrooms, a private study, powder room, dedicated pool bath, and an expansive second-floor gathering room. Rich hardwood and elegant marble flooring complement refined architectural details, while pocketing glass doors create a seamless connection between the interior and spectacular outdoor living areas. The beautifully designed kitchen overlooks the spacious family room, creating an inviting atmosphere for entertaining. Southern exposure bathes the outdoor retreat in sunshine, where a breathtaking infinity-edge pool, fully equipped summer kitchen and bar, and gas fireplace establish a resort-inspired setting. An additional indoor gas fireplace enhances the main living areas. The first-floor primary suite offers a luxurious sanctuary with an elegant bath and dual closets, while a second main-level guest suite provides privacy. Upstairs, two additional en-suite bedrooms accompany an entertainment lounge with wet bar and refrigerator. A private balcony captures beautiful views toward Naples Bay. Boating enthusiasts will appreciate the private dock with a 16,000-pound boat lift and fish-cleaning station. The tandem three-car garage accommodates additional vehicles, a golf cart, or recreational equipment, while an incorporated elevator shaft allows for future installation. Tropical grounds feature fruit-bearing mango, papaya, lime, starfruit, and banana trees. Originally constructed by the owners, experienced residential and commercial builders, this residence showcases enduring quality and meticulous craftsmanship. Notable features include concrete block construction on both levels and a reinforced concrete pool with steel rebar. The property has sustained no reported flood or hurricane damage. Minutes from the celebrated dining, boutiques, galleries, and entertainment of downtown Naples and Fifth Avenue South, as well as pristine Gulf beaches, this extraordinary Royal Harbor residence offers an exceptional combination of luxury, location, boating accessibility, and lasting value. Convenient access to Interstate 75 and Naples and Southwest Florida International airports further enhances its appeal.

1330 MARLIN DR, Naples

$1,179,000

4 Beds ⋅ 4 Baths ⋅ 226040703 MLS

A private pool, thoughtful custom details, and a rare four-bedroom, four-bath layout make this Stonecreek home a standout in North Naples. Nestled on a private lot, this 2,532-square-foot single-family home was built in 2019 and customized with an additional fourth bedroom, creating flexible space for guests, work, or everyday living. Model-inspired finishes, crown molding, custom woodwork, detailed trim, and built-ins give the interior a polished feel, while custom closets add practical storage. The open concept kitchen features quartz counters, a coffee bar, built-in pantry complimented with an additional large walk-in pantry. Tile and wood flooring run throughout, with no carpet, and the garage has epoxy floors. A tankless water heater adds another thoughtful upgrade. Outside, enjoy a private pool area framed by lush landscaping, with a full cabana bath offering convenient access from the pool. The home is available furnished and may be able to close by December 31, offering a ready-to-enjoy option for a timely move. Stonecreek residents enjoy a resort-style clubhouse, resort pool, lap pool, hot tub, children’s pool with slide, four pickleball courts, five Har-Tru tennis courts, playground, fitness center, yoga studio, indoor and outdoor sports courts, and a community room with catering kitchen. HOA-provided lawn care adds ease to daily living. Logan Landings is nearby for shopping and dining, with convenient access to Immokalee Road and Bonita Beach Road. Midtown Bonita is also coming soon to the area, and nearby schools add to the location’s everyday convenience. The property is in an X flood zone, where flood insurance is not required. With its uncommon four-bedroom, four-bath design, cabana bath, private pool, and extensive custom finishes, this Stonecreek home offers a comfortable North Naples lifestyle with room to settle in and make it your own.

4662 Kensington CIR, Naples

$1,895,000

2 Beds ⋅ 2 Baths ⋅ 226036978 MLS ⋅ Le Dauphin BLDG.

Imagine starting your morning with the sunrise streaming into your bedroom and sipping coffee on your private lanai while dolphins play in the bay. End the day with a glass of wine on the beach as the sun sets over the Gulf. This is everyday living at Le Dauphin, an intimate waterfront community in the heart of Vanderbilt Beach. Beautifully reimagined by award-winning Schreier Interior, this exceptional fifth-floor residence offers 2 bedrooms plus a den, 2 bathrooms, and 1,796 square feet of sophisticated coastal living. Designed with an impeccable eye for detail, the residence showcases a stunning blend of contemporary elegance and coastal warmth. Expansive glass doors frame picturesque bay views, while designer wall coverings, distinctive ceiling treatments, beautiful flooring, statement lighting, and thoughtfully curated finishes create an inviting atmosphere throughout. The spacious living area opens to a waterfront lanai, creating a seamless connection between indoor comfort and outdoor relaxation. A beautifully appointed kitchen features white cabinetry, sleek countertops, gold-toned accents, and built-in appliances. A dedicated den provides the perfect space for a private home office, while the inviting primary suite offers lanai access and a luxurious bathroom with dual vanities and a soaking tub. Even the smallest spaces make a statement, including a striking designer display with custom bottle storage and accent lighting. Beyond the residence, Le Dauphin offers a resort-inspired lifestyle with a beautifully renovated lobby also designed by Schreier Interior. Residents enjoy lush tropical landscaping, a waterfront pool and spa, outdoor grilling and dining areas, fitness center, tennis, pickleball, boating amenities, and convenient beach access just across Gulf Shore Drive. Spend leisurely afternoons enjoying the beach or pool, unwind in the hot tub, or take advantage of the area's exceptional walkability. Enjoy a scenic three-mile stroll along Gulf Shore Drive, across the bridge and through the park. Stop for morning coffee near The Ritz-Carlton Residences or walk to dinner at local favorites including Baleen, Turtle Club, Buzz's Lighthouse, and Gumbo Limbo at The Ritz-Carlton. Happy hour and live music at the nearby Tiki Hut make it easy to embrace the relaxed waterfront atmosphere. With beautiful beaches, spectacular sunsets, exceptional dining, and endless ways to enjoy the outdoors, this is a rare opportunity to own a one-of-a-kind, designer-renovated residence in one of Naples' most desirable coastal settings. The very best of waterfront living is right outside your door.

9790 Gulf Shore DR Unit 505, Naples

$3,595,000

3 Beds ⋅ 3.5 Baths ⋅ 226038783 MLS ⋅ Waldorf BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. This beachfront property features three remodeled ensuite bedrooms and is currently the only available residence at the Waldorf. The unit spans 2,662 square feet and has been completely renovated, including new wood flooring, luxury appliances, and fixtures, as well as all-new impact windows and sliders. A third bedroom was added during the renovation. The property offers stunning views of the beach, sunrise, and sunset, with abundant natural light throughout the day. There are only two residences per stack, accessible via a semi-private elevator. Additional amenities include a custom beachfront deck with a fire table and outdoor kitchen, an exercise room, a private walkway to the sand, assigned parking spaces, and on-site management. Boaters have the option to purchase or lease a slip at the Venetian Bay Yacht Club. Venetian Village is just moments away, with Fifth Avenue South and Third Street South to the south, and Mercato and the Ritz-Carlton to the north, while the new Four Seasons is within easy reach.

3377 Gulf Shore BLVD N Unit 2B, Naples

$1,995,000

3 Beds ⋅ 3.5 Baths ⋅ 226041026 MLS ⋅ Regatta Landing BLDG.

** Immediate golf membership! ** Welcome to 2497 Breakwater Way in the desirable gated enclave of Regatta Landing at Windstar on Naples Bay. This sprawling unit features 3 bedrooms plus office and 3.5 bathrooms in almost 3900 square feet of exceptional coastal living space. Expansive western exposure with stunning views of the 14th hole, lakes, mature landscaping and sunsets. Enter into a welcoming foyer which leads to an open-concept living space with soaring ceilings. Spacious living and dining rooms with wet bar area ideal for entertaining. A true chef's eat-in kitchen replete with oversized island with contemporary quartz countertops, stainless steel appliances including double wall oven and a large walk-in pantry. Sitting area is perfect for morning coffee. Master suite oasis features a large bedroom with view of the golf course and lakes, dual walk-in closets and a spa-like bath including oversized walk-in tub, soaking tub, separate vanities and water closet. Split floor plan with guest suites on opposite end of the home affording the utmost privacy. Office could also serve as additional guest quarters. Convenient elevator from garage level to main living floor, 2-car attached garage plus large storage room. An exceptional Windstar home to truly enjoy all that the Naples lifestyle offers. Windstar on Naples Bay is the only gated golf community with Tom Fazio designed 18-hole golf course that offers direct bay access, a private 6-acre beach on Keewaydin Island with boat shuttle from Windstar dock plus a full service 73-slip deep water marina. Newly renovated club with multiple dining areas with stunning views of Naples Bay and Port Royal, billiards room, 6 Har-Tru tennis courts, bocce courts and a state of the art fitness center. Convenient location less than 10 minute drive to downtown's 5th Avenue renowned for its fine dining, shopping and beaches. Walk to Naples Botanical Garden and East Naples pickleball center. Easy access to I-75, Naples and Fort Myers airports.

2497 BREAKWATER WAY Unit 4201, Naples

$2,495,000

3 Beds ⋅ 3 Baths ⋅ 226040502 MLS ⋅ Lucerne BLDG.

Experience elevated waterfront living from this beautifully renovated end-unit, penthouse level residence overlooking one of Naples' most spectacular bay vistas. Perfectly positioned to capture sweeping water views from sunrise to sunset, this sophisticated home offers approximately 2,081 square feet of thoughtfully designed living space with three bedrooms, three baths, and a versatile den. The light-filled interior showcases wide-plank hardwood flooring, shiplap ceilings, designer lighting, custom cabinetry, an elegant chef's kitchen with natural stone surfaces, open shelving, premium appliances, and a stunning oversized island designed for effortless entertaining. Every detail reflects timeless coastal luxury. The spacious primary suite provides a peaceful retreat, while the additional guest accommodations and flexible den offer exceptional versatility for visitors or a home office. One of the property's most coveted features is its private BOAT SLIP (included), providing convenient Gulf access and completing the ultimate Naples waterfront lifestyle. Residents enjoy beautifully maintained amenities while being just moments from Venetian Village, Waterside Shops, Artis–Naples, and deeded access to the world-renowned beaches of The Moorings. A rare opportunity to own a move-in-ready bay front residence combining exceptional views, refined finishes, boating convenience, deeded beach access, and an unbeatable Naples location.

3100 Gulf Shore BLVD N Unit 601, Naples

$1,450,000

2 Beds ⋅ 3 Baths ⋅ 226041339 MLS

Luxury Courtyard Living in Wyndemere Country Club. Discover the best of the Florida lifestyle in this beautifully designed courtyard-style residence located in the prestigious Wyndemere Country Club, a Platinum Club of America. Offering over 2,550 square feet of interior living space, this traditional single-story home combines comfort, privacy, and exceptional indoor-outdoor living. The thoughtfully designed floor plan features two spacious bedrooms plus a versatile den that could easily be converted into a third bedroom, along with three full bathrooms. The home’s private courtyard is truly an entertainer’s paradise, featuring a full-size swimming pool, relaxing spa, and outdoor kitchen—creating the perfect setting for enjoying the beautiful Naples weather, hosting family and friends, or simply unwinding in your own private oasis. Beyond the home, Wyndemere offers an exceptional country club lifestyle with an impressive array of amenities, including 27 holes of championship golf, 10 tennis courts, 4 bocce courts, 7 pickleball courts, and croquet. As a distinguished Platinum Club, Wyndemere provides an outstanding combination of recreation, social opportunities, and an inviting club atmosphere. Whether you are seeking an active country club lifestyle or a private retreat to enjoy the best of Southwest Florida, this exceptional courtyard home offers a wonderful opportunity to experience the very best of Naples living.

143 Edgemere WAY S, Naples

$15,950,000

3 Beds ⋅ 3 Baths ⋅ 226041509 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary opportunity to create a landmark waterfront estate in the prestigious Port Royal neighborhood of Naples. Situated on approximately 0.67 acres with approximately 97 feet of waterfrontage, 1025 Spyglass Lane offers an exceptional setting for a custom luxury residence in one of Southwest Florida's most exclusive communities. The property features a newly constructed private waterfront dock equipped with a boat lift, two jet ski lifts featuring a raised and lowered platform system, water, and electrical service. The dock also offers additional space along its outer waterfront side for docking a larger vessel or yacht, with electrical service available at the outer dock as well. With direct canal access to the open waters of the Gulf, this exceptional waterfront amenity provides convenient access to boating and water activities, while the existing residence offers flexibility for future redevelopment. The property is being offered primarily for its exceptional land value and potential to create a custom waterfront estate. Adding substantial value to this offering is an extensively developed architectural vision by SDH Studio for a spectacular two-story contemporary waterfront estate encompassing over 10,000 square feet of proposed living area, six bedrooms, six-plus bathrooms, and garage accommodations for up to six vehicles. Thoughtfully designed to embrace the waterfront setting, the proposed residence showcases refined contemporary architecture, expansive indoor-outdoor living, beautifully landscaped courtyards, and a resort-inspired swimming pool. The exceptional floor plan includes grand living and dining spaces, a chef's kitchen, wine cellar, private theater, recreation room, and dedicated wellness retreat featuring a sauna, hammam, cold plunge, and hot tub. Every element has been envisioned to create a sophisticated balance of luxury, comfort, and effortless entertaining. The offering also includes an extensive collection of architectural and interior design documentation, engineering drawings, and landscape plans prepared for the proposed residence, subject to applicable transfer rights. This substantial investment in planning and design provides a remarkable foundation for bringing an extraordinary custom estate to life. Ideally positioned in the heart of Port Royal, just minutes from Naples' beautiful Gulf beaches and the renowned shopping, dining, and entertainment of downtown Naples, this property represents a rare opportunity to acquire a premier waterfront homesite with an established architectural vision for the future. The proposed residence has not been constructed. Architectural renderings and plans illustrate the envisioned future improvements and are subject to applicable approvals and modifications.

1025 Spyglass LN, 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