Naples • Bonita Springs • Marco Island • Estero • Fort Myers Beach

Strategic Real Estate Advice for Naples Buyers and Sellers

Jeremy O’Guinn provides experienced, discreet representation for buyers and sellers of luxury, waterfront, and other distinctive properties throughout Naples and Southwest Florida.

Whether you are considering selling a luxury home or evaluating a purchase, the goal is clear, well-informed guidance grounded in current market data, local experience, and calm strategic counsel, never pressure.

Jeremy O'Guinn, Naples luxury real estate advisor
Jeremy O'Guinn
Broker Associate • Naples Nest • Downing-Frye Realty

Serving Naples, Bonita Springs, Marco Island, Estero, and Fort Myers Beach with specialized focus on luxury, waterfront, and high-value residential properties.

CNE Certified Broker associate naples real estate since 2008 250+ closed transactions
What Sets This Representation Apart

High-Trust Guidance With Clear Strategy

Precision Pricing Data-driven guidance grounded in current Naples market conditions, not national models that miss local variables like waterfront exposure, seasonal demand, and community dynamics.
Strategic Negotiation Calm, methodical advocacy built on the Certified Negotiation Expert framework, protecting your outcome through every stage of the transaction.
Discretion Professional representation with privacy-forward options when confidentiality matters, appropriate for luxury sellers who prefer to limit public exposure.

Representing buyers and sellers throughout Naples and Southwest Florida with professionalism, discretion, and deep local market expertise.

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Explore Naples real estate by the way you want to live, from private golf communities and waterfront homes to beachfront condominiums, gated neighborhoods, newer construction, and walkable coastal settings.

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

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

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Gulf views, beach access, resort-style amenities, and low-maintenance coastal living.

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Privacy, security, curated amenities, and established neighborhoods across the Naples area.

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

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Close to dining, shopping, beaches, and the timeless charm of Naples’ most walkable settings.

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Client Experiences

What Clients Say About Working With Jeremy

Thoughtful guidance, strong communication, and steady representation for buyers and sellers across Naples and Southwest Florida.


A Thoughtful Approach to Buying and Selling in Naples

Real estate decisions in Naples are rarely simple. Pricing, timing, market conditions, and negotiation strategy all play a critical role in the outcome. Jeremy O'Guinn provides clear advice and steady leadership throughout the process so clients feel confident at every stage.

Sellers work with Naples Nest for accurate pricing, confidentiality, and a strategy designed to protect their net proceeds. Buyers rely on objective guidance, local insight, and careful negotiation rather than pressure or sales tactics.

Local Expertise That Creates an Advantage

The Naples market is highly nuanced. Waterfront exposure, neighborhood dynamics, seasonal demand, and property condition can significantly impact value, and automated tools or national models often fail to capture these details.

Pricing and negotiation recommendations are grounded in current local data, firsthand market experience, and a deep understanding of how buyers behave in specific Naples communities including Port Royal, Pelican Bay, Mediterra, Aqualane Shores, and Vanderbilt Beach. This approach allows clients to move forward with clarity rather than uncertainty.

Resources to Support Confident Decisions

Naples Nest provides practical tools and resources designed to help buyers and sellers stay informed:

  • Local market reports and neighborhood insights across Naples and Southwest Florida
  • Guidance on buying, selling, and market timing in a nuanced coastal market
  • A home valuation tool personally reviewed for accuracy, not a generic algorithm
  • Articles focused on Naples area real estate trends, pricing strategy, and insurance

Each resource is designed to support smarter decisions, not overwhelm you with unnecessary information.

Trusted Representation From Start to Finish

Clients often describe working with Jeremy as calm, responsive, and professional. Clear communication, honest advice, and strong advocacy are the foundation of every transaction, from first conversation through closing.

If you are considering selling a Naples home, evaluating a purchase, or simply planning ahead, Jeremy O'Guinn welcomes the opportunity to provide guidance and answer questions without pressure.

Get a Confidential Home Value  •  Learn More About Selling

Frequently Asked Questions About Naples Real Estate
What areas of Southwest Florida do you serve?
Naples Nest provides buyer and seller representation in Naples, Bonita Springs, Marco Island, Estero, Fort Myers Beach, and surrounding Southwest Florida communities. Specialty focus includes waterfront communities, luxury enclaves, and high-value single-family and condominium properties.
Do you offer discreet or privacy-focused representation for luxury sellers?
Yes. For luxury and high-value properties where confidentiality matters, privacy-forward representation options are available. This includes strategies to maintain pricing leverage while limiting public exposure during the sale process.
How do you price a luxury home accurately in Naples?
Accurate pricing in Naples requires current local comparable sales, knowledge of community-specific buyer demand, and an understanding of how factors like waterfront access, Gulf proximity, and seasonal dynamics influence value. Automated tools frequently miss these variables. All pricing guidance from Naples Nest is grounded in current local data and firsthand market experience.
What is the best first step if I am considering selling my Naples home?
The strongest starting point is a confidential home value request: a personalized assessment reviewed by Jeremy O'Guinn, not a generic algorithm. This is followed by a private conversation about timing, positioning, and strategy with no obligation.
Does Jeremy O'Guinn represent both buyers and sellers?
Yes. Jeremy O'Guinn provides representation for both buyers and sellers throughout Naples and Southwest Florida. Buyers receive objective guidance, local market insight, and careful negotiation strategy. Sellers receive accurate pricing, strong marketing, and professional advocacy throughout the transaction.

 

New to Market Listings in Naples

$1,600,000
3 Beds ⋅ 5.5 Baths ⋅ 226022016 MLS
This exquisite luxury residence, offering an invaluable full golf membership to the prestigious Twin Eagles community, epitomizes sophisticated Southwest Florida living on an expansive, oversized lot. Spanning 2,905 square feet of impeccably designed interior living space, the residence features a seamless great room layout that flows effortlessly into a gourmet kitchen, presenting an ideal configuration of three bedrooms, a dedicated den, and three full bathrooms that maximizes guest privacy. The interior transition reveals a breathtaking 4,610-square-foot total footprint, highlighted by a monumental 1,337-square-foot outdoor lanai that serves as a private tropical oasis with panoramic views of pristine nature preserves and long lake vistas. This electronically lighted entertaining venue is anchored by a fully equipped outdoor kitchen, a custom oversized pool with an integrated zero-edge spa, and twin waterfall bowls, all enclosed by premium "picture window" no-see-um screens for unobstructed sightlines. Built to the highest standards, the property is fortified with comprehensive impact-resistant windows and motorized roll-down storm screens, while upscale interior finishes include architectural tray ceilings, custom crown molding, an advanced security system, and a climate-controlled two-car garage. Residents gain immediate access to an elite lifestyle within a private 36-hole golf enclave, further enhanced by the community's recently debuted $22.5 million clubhouse, bocce complex, and championship golf course renovation.

12746 Dundee LN, Naples

$800,000
2 Beds ⋅ 2.5 Baths ⋅ 226034781 MLS
IMMEDIATE GOLF MEMBERSHIP AVAILABLE! Perfectly positioned with desirable SOUTHERN EXPOSURE and a SPECTACULAR VIEW OF THE 5TH GREEN OF THE TALON COURSE AND TRANQUIL LAKE, this beautifully maintained TwinEagles residence combines an outstanding location, thoughtful updates, and the active golf lifestyle so many buyers are looking for in Naples. The expansive screened lanai makes the most of the setting, featuring a POOL AND SPA, generous space for relaxing and entertaining, and a covered outdoor living area with Mresco grill—all overlooking the lake and golf course. Inside, exceptional care is evident throughout. The home has been freshly painted and features TILE FLOORING THROUGHOUT, all-new light fixtures, custom window treatments, custom closets, and a bright, open layout that flows naturally to the outdoor living areas. HURRICANE IMPACT WINDOWS AND DOORS provide added peace of mind. The kitchen offers an EXTENDED ISLAND, pantry, and stainless steel appliances. The spacious primary suite is a comfortable retreat with views toward the lanai, dual vanities, a soaking tub, separate walk-in shower, and custom closets. The guest bath also features a WALK-IN SHOWER. Additional improvements include a new washer and dryer, water treatment system with REVERSE OSMOSIS, and Nest thermostat. Life at TwinEagles extends well beyond the golf course. The community features TWO CHAMPIONSHIP GOLF COURSES, world-class practice facilities, a recently renovated clubhouse, resort-style pool and spa, outdoor cabana bar, fitness center, tennis, pickleball, bocce, dining, and a full calendar of social activities. Miles of sidewalks and walking paths wind through a beautiful setting of lakes, mature landscaping, and EXTENSIVE NATURE PRESERVES, creating plenty of opportunities to walk, bike, stay active, and enjoy the outdoors. Residents may also own their own golf cart for convenient off-course transportation throughout the community. With golf, racquet sports, fitness, social activities, and abundant natural surroundings, TwinEagles offers an active lifestyle with plenty of room to slow down and enjoy the Florida setting. With IMMEDIATE GOLF MEMBERSHIP AVAILABLE, you can begin enjoying the TwinEagles lifestyle from day one.

12692 Kinross LN, Naples

$4,100,000
5 Beds ⋅ 4 Baths ⋅ 226035014 MLS
Set on an extraordinary 3.3-acre private gated estate, this spectacular 4,930-square-foot, 5-bedroom, 4-bathroom residence is a one-of-a-kind retreat designed for luxurious everyday living and unforgettable entertaining. Two master bedrooms; one on main level and another on the second level. Guest wing with separate private entrance, a full kitchen bedroom, bathroom and living room. Every room has been thoughtfully redesigned and renovated. New Andersen french doors let light flood in, wood beams add architectural character, while the expansive living room, dedicated library, and newly designed kitchen create an impressive yet inviting interior. The home’s amenities extend well beyond the main living spaces. A steam room and hot tub creates a wellness retreat within the home, while the five-car garage features newly finished floors in the two car section, offering exceptional space for vehicles, storage, hobbies, a gym and recreational equipment. A new steel entry door worth over $15,000 is currently on order, adding another sophisticated architectural element. Step outside and discover an entertainer’s dream. The spectacular resort-style salt water pool features a dramatic waterfall, private grotto, and swim-up bar, creating an incredible setting for relaxing or entertaining. The outdoor living experience is elevated even further by a fully equipped outdoor kitchen, complete with a flat-top griddle, built-in gas grill, icemaker, and refrigerator. An outdoor/indoor Sonos entertainment system provides seamless music throughout the outdoor spaces and living room, making it easy to set the perfect atmosphere for everything from casual pool days to large gatherings and unforgettable evenings under the stars. The pool seating area is equipped with hidden electric screens and/or hurricane shutters that appear with the click of a button. The beautifully landscaped 3.3-acre grounds offer a rare sense of privacy and include an irrigated garden space, chicken coop, and extraordinary three-story treehouse—a truly unique feature that brings an element of whimsy and makes this property unlike anything else. The home’s design and outdoor spaces have already earned recognition with prestigious Sand Dollar Awards for Best Living Room, Best Outdoor Space, and Best Pool, a testament to the exceptional thought and craftsmanship invested in the property. five-car garage, library, gym, whole house reverse osmosis system, steam room, resort-style pool with complete Pentair system, waterfall, grotto, swim-up bar, lighting features, fully equipped outdoor kitchen, Sonos outdoor entertainment system, garden, chicken coop, and three-story treehouse. Every room has been reimagined. Every outdoor space has been designed for living. And every detail was chosen to make this property exceptional.

6370 Hunters RD, Naples

$7,295,000
4 Beds ⋅ 3.5 Baths ⋅ 226035037 MLS
Discover the essence of refined waterfront living in this extraordinary Park Shore residence—where architectural elegance meets the glamorous boating lifestyle. Perfectly positioned on one of Naples’ most coveted bays, this home captures breathtaking wide-water views and a seamless connection between indoor and outdoor living. A luminous entryway sets the tone, opening to a dramatic great room with soaring ceilings and floor-to-ceiling vistas that draw your gaze to the sparkling infinity-edge pool and your yacht, gracefully docked on a private 20,000 lb. lift. The expansive travertine terrace spans the width of the home, designed for sophisticated entertaining and tranquil lounging under the Florida sun. Inside, every detail speaks of luxury and precision. Rich wood flooring pairs beautifully with sleek white cabinetry, Silestone countertops, and professional-grade JennAir appliances. The serene primary suite is a private sanctuary featuring three custom-organized closets and a spa-inspired bath offering the ultimate in relaxation. A thoughtfully designed split-bedroom floor plan ensures privacy for guests with three spacious bedrooms, two full baths, and a versatile bonus room—ideal for a home office, gym, or media lounge—complete with a built-in breakfast bar. Imported Italian lighting adds a contemporary glow, while practical luxuries such as an oversized air-conditioned 2+ car garage (with room for a lift), a spacious laundry suite, and newer mechanical systems ensure modern comfort. Set on a premier street with quick access to Venetian Village, Waterside Shops, and the pristine sands of Park Shore Beach—and just a seven-minute boat ride to the Gulf—this residence embodies the very best of Naples’ coastal sophistication. A waterfront masterpiece where elegance, comfort, and lifestyle converge.

299 Mermaids Bight, Naples

$906,900
3 Beds ⋅ 3 Baths ⋅ 226034829 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. **New construction available for December 2026/January 2027!** Be among the first to own and live in the newest 55+ community of Valencia Sky, which is a premier active adult community offering care-free, resort-style living. This beautiful and spacious "Eclipse" floor plan offers impact resistant windows throughout, natural stacked stone on front elevation, summer kitchen stub-out and gas pre-plumb on patio, glass entry doors and a gas tankless water heater. It has 3 bedrooms plus a den, 3 baths, and a 2-car garage. The open kitchen includes a chimney style hood over range with quartz countertop extending up wall for a full backsplash, stainless steel GE appliances, soft-close cabinets and quartz countertops. The master bedroom offers spacious his and her closets and a master bath with dual sinks. Valencia Sky is located just minutes from 5th Ave shopping and dining and provides a new standard of 55 plus living by offering an exciting vacation-inspired lifestyle that rivals the finest resorts. The opulent 35,000 sq. ft. Clubhouse and Lifestyle Complex offers a grand social hall, restaurant, lounge and bar, state-of-the-art fitness center, shaded yoga garden, arts & crafts studio, card room, sports lounge with simulator, hair and nail salon, massage rooms, steam room, salt sauna, cold plunge, and so much more. A full-time, on-site lifestyle staff director ensures that there is something for everyone to enjoy. ***Note: Photos are the Eclipse Model, not the actual home.***

2700 Ridgecrest PL, Naples

$5,350,000
4 Beds ⋅ 4 Baths ⋅ 226034529 MLS
Situated in the heart of prestigious Park Shore on a quiet cul-de-sac street, this residence was beautifully remodeled and refreshed in 2018 by esteemed custom builder A. Vernon Allen Builder, Inc, with an elegant redesign by Herscoe Hajjar Architects, LLC. The result is an impressive, thoughtfully arranged floor plan that blends quality craftsmanship with the relaxed sophistication of coastal living. Designed for both comfortable daily living and effortless entertaining, the home features 4 bedrooms, a playroom, and an office. A spacious, light-filled great room flows seamlessly into a stunning and well-equipped kitchen appointed with a large center island, Wolf and Sub-Zero appliances, and an expansive butler’s pantry/prep kitchen. The large covered outdoor living area is conveniently accessed either from the great room or from an intimate sitting room also adjacent to the kitchen a charming, relaxed sitting area ideal for quiet moments, watching television, light reading, or seamlessly moving between the kitchen and the outdoor living spaces. Extraordinary for the Park Shore neighborhood, the property offers an incredibly large backyard—an inviting private oasis boasting a resort-style pool, generous pool deck, fire pit, outdoor kitchen, and a charming trellis-covered dining area, all framed by lush, beautifully designed landscaping. Additional modern comforts include retractable screens and shutters, a 24KW generator, security cameras, and more. This property is eligible for membership to the Park Shore Association Beach Park.

4042 Old Trail WAY, Naples

$1,725,000
2 Beds ⋅ 2 Baths ⋅ 226034844 MLS ⋅ Coronado BLDG.
Introducing an exquisite coastal showplace at The Coronado—where SWEEPING GULF & SUNSET VISTAS, refined modern design, and Pelican Bay’s premier amenities converge in a rare offering of 24/7 CONCIERGE tower living. COMPLETELY REMODELED FROM TOP TO BOTTOM, this beautifully transformed residence blends contemporary elegance with smart and effortless everyday luxury. Thoughtfully redesigned interiors maximize function and flow, enriched by a curated palette of high-end finishes—from large-format porcelain tile flooring throughout to new custom wood soft-close cabinetry crowned with quartz countertops. Tailored window solutions, custom millwork, designer detailing and quality craftsmanship shape a sophisticated coastal aesthetic, while all-new mechanical systems, new appliances and RO filtration enhance comfort and efficiency. Every room frames panoramic Gulf views, with the great room and both bedroom suites opening through sliding glass doors to a spectacular 24-foot-wide sunset terrace—your front-row seat to nightly brilliance over the water. Light-filled living and dining spaces are complemented by a versatile casual/flex area off the brand-new kitchen, ideal for breakfast, lounging, or work-from-home ease. Newly finished bathrooms showcase dual showerheads, custom tilework and stylish design elements. Generous closets meet everyday storage needs, supplemented by an exclusive air-conditioned storage locker at garage level. For peace of mind, every window features impact-resistant glass, and the lanai is secured with storm shutters. A water leak detection system is association-managed throughout the building. Note, there's assigned GARAGE PARKING w/ DIRECT ELEVATOR ACCESS to your residential floor. At The Coronado, resort-style living is elevated by 24/7 concierge service and on-site management, a well-equipped fitness facility, sparkling swimming pool, hot tub, poolside BBQ grills, media center, boardroom, social room with bar & catering kitchen, and two guest suites; bicycle storage and direct beach boardwalk accessibility are available. Pelican Bay’s enviable lifestyle amenities include exclusive access to the PRIVATE BEACH CLUB, with two beachfront restaurants and full-bar service, private trolley service, complimentary beach chair, umbrella, and cabana setup, and beachside fitness classes. Beyond nearly three miles of white-sand shoreline, residents enjoy two tennis centers, brand-new pickleball courts, a state-of-the-art fitness club with spa, sailing, canoeing and kayaking, miles of nature paths, and a lively community center with card games, classes and events. Optional memberships are offered at the renowned Pelican Bay Golf Club. Live moments away from Artis–Naples, Waterside Shops and Mercato – yet surrounded by the tranquility of the Gulf front and the vibrant lifestyle of Pelican Bay.

7225 Pelican Bay BLVD Unit 604, Naples

$4,950,000
4 Beds ⋅ 5.5 Baths ⋅ 226034247 MLS ⋅ Montenero BLDG.
Stunning panoramic views of the Gulf . . .Welcome to your dream home in the sky! Located in the prestigious Montenero of Pelican Bay - this exceptional condominium with 20 foot ceilings in the living room, offers an unparalleled combination of elegance, sophistication, and breathtaking views. Step outside onto your spacious 2-story balcony and treat yourself to spectacular sunsets, morning coffee, or simply soak in the serene beauty of the surrounding environment. The expansive open and airy spaces flow seamlessly, providing an ideal space for both intimate gatherings and large-scale events and feature windows that flood the home with natural light. Seeing both the sunrise and sunset from the comfort of your kitchen never gets old!. The owner’s suite offers a peaceful sanctuary with his and hers en-suite baths, 2 generous walk-in closets,exercise room and sauna. The three additional bedrooms offer ample space, privacy, and access to en-suite bathrooms. This residence is designed for those who seek the finest in care-free, coastal living. The Montenero provides luxury living with a resort-style pool, 5 guest suites, 24 hour doorman, two social rooms, theatre room and fitness center. Leave your keys behind, as you are conveniently located on the berm with easy access to the beaches, trams and tennis. Pelican Bay offers two private beach clubs with miles of white sandy beach, two beach restaurants, a community center with workout facilities and 21 Har-Tru tennis and 10 private pickleball courts. The myriad of diverse amenities and active lifestyle of Pelican Bay cannot be beat. This is luxury, indoor/outdoor living at its finest!

7575 Pelican Bay BLVD Unit 1808, Naples

$3,200,000
6 Beds ⋅ 8 Baths ⋅ 226034890 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. A truly EXCEPTIONAL ESTATE offering a rare combination of luxury, privacy, location, and extraordinary INCOME POTENTIAL. Situated on an impressive 4.22 ACRES, 100% UPLAND, CLEANED, ON A CANAL lot in one of Naples’ most desirable and centrally located areas. Recently remodeled with an elegant, modern style, the property features 12 bedrooms, 8 bathrooms, 5 kitchens, and 4 laundry areas, creating endless possibilities for multi-generational living, private guest accommodations, or a high-performing INVESTMENT OPPORTUNITY. Originally built in 1978, the property was significantly expanded with an additional residence constructed in 2010. Major improvements include a 2019 roof and AC, with electrical and plumbing systems redone in 2012. NO FLOOD ZONE. The outdoor setting is nothing short of spectacular. Enjoy a beautiful pool and spa on a covered lanai, surrounded by lush grounds and peaceful water views. A canal runs along the side and rear of the property, creating a serene, private atmosphere perfect for relaxing and entertaining. The investment potential is truly extraordinary. A portion of the property is currently operating as an Airbnb and generating strong rental income, while the property’s unique size, acreage, and configuration provide tremendous possibilities for additional income streams. This is far more than a residence—it is a one-of-a-kind luxury estate and investment opportunity with possibilities that are difficult to replicate.

6255 Cedar Tree LN, Naples

$2,595,000
4 Beds ⋅ 5.5 Baths ⋅ 226029991 MLS
You have been patiently waiting for this listing! This Beacon model comes with all the bells and whistles and is located within a few minutes’ walk to the Amenity Campus. Location is everything! Water view with privacy landscaping and an expansive outdoor covered screened lanai to include a custom outdoor kitchen, pool, hot-tub spa and custom gas fireplace. Amazing SW sun exposure all day long. This is an entertainer's dream home! The home is presented fully furnished with an over sized garage to include a car lift for your fourth car. No worries, a generator has been installed for peace of mind. From the minute you walk in the foyer the main living space shines bright with an expansive living area with a built-in fireplace and wall shelves. As you enjoy your favorite media while you prepare meals in your gourmet kitchen which includes high-end Monogram appliances, quartz counter tops, upgraded cabinetry, dining area and a walk-in pantry. Enjoy your formal dining room when entertaining. The study has French doors to provide privacy. The master suite offers pure privacy with a soaking bath, over sized walk-in shower and two walk-in closets. On the first floor there are two en-suite bedrooms, a powder room and a very generous sized laundry room. This home has one of the most sought-after upgrades in the Beacon Model-The Bonus Room adjacent to the lanai. Wait there is more! The expansive upstairs offers a spacious living area to include a separate bedroom with en-suite bath and an additional powder shower. The kitchen includes a microwave, fridge, sink and plenty of cabinets. Perfect for visiting family and friends. Or a live-in that provides privacy for all. The community Esplanade by the Islands offers an Amenity Campus that mirrors a five-star resort to include a resort style zero-entry pool and hot-tub spa with complimentary towel service, five tennis courts, eight pickle ball courts, four bocce courts with endless opportunities to participate in classes, competitive play and social events. The Wellness Center includes a full-service spa and salon, wellness programs, State-of-the-Art 24-hour fitness center with movement studio and group fitness. After your workout, enjoy your favorite morning fix at the Toasted café. The Bahama Bar located next to the resort pool offers lunch, dinner and pool service while you lounge at the pool. The expansive bar provides TVs to gather with neighbors while you cheer on your favorite sports team! A covered outdoor lanai lounge area with a custom fire pit and TV. The Venue is the most recent addition which offers a pool table, ping pong table, outdoor lawn for corn hole and a full-service kitchen and bar area to include a multi-purpose room. The highly anticipated 15,000 square foot Culinary Center will be opening soon! Esplanade by the Islands is conveniently located just minutes from Marco Island and Naples Famous Fifth Avenue beaches, shopping, fine dining and so much more!!

15388 Motta WAY, Naples

$850,000
4 Beds ⋅ 3 Baths ⋅ 2026039368 MLS
Stunning lakefront pool home w/ coastal flair! Featuring the Carlyle Floor plan and updated w/ new roof (2020), new a/c (2023), new hot water heater (2022), newer appliances, plantation shutters, impact resistant windows, Level 2 home charger for EV cars, Solar Panels for energy efficiency, & all new smoke detectors. Elegant & airy layout w/ 2541 sq ft, volume ceilings, living & family room design, custom entertainment center in family room, 4 beds + den, 4 baths (2 baths & 2 showers in master suite), breakfast nook & formal dining area, custom closet system in every closet, built-in home office unit in the guest room w/ French door entry, huge front lanai w/ columns, glass door front entry, tons of natural lighting, a huge screened rear lanai w/ custom built pool, & plywood flooring in attic for extra storage. The canopy of trees framing the front of the home are gorgeous. Island Walk is one of Naples' most distinct gated communities w/ a sprawling town center that has everything you need to fully enjoy SWFL living. Amenities include easy walking or biking distance to all the Island Walk TownCenter amenities with resort and lap pools, 8 har tru tennis courts, state of the art fitness center, putting green, bocce courts, post office, community restaurant, gas station, car wash, hair and nail salons. Also includes HDTV, High Speed Internet and Lawn Care. This gated community offers a very convenient location w/ easy access to I-75, Ave Maria, Seed To Table, and just a short drive to the beaches that line the Gulf Coast.

5843 Charlton WAY, Naples

$2,000,000
2 Beds ⋅ 2.5 Baths ⋅ 226033861 MLS
ISLES OF COLLIER PRESERVE with a RARE GOLF MEMBERSHIP TRANSFER OPPORTUNITY | Approx. ½-ACRE HOMESITE | PANORAMIC LAKE VIEWS | SOUTHERN EXPOSURE. A rare convergence of privacy, panoramic water views and exceptional lifestyle awaits in this beautifully appointed Jasmine residence in The Isles of Collier Preserve. Positioned on an oversized, pie-shaped ½-acre homesite with coveted southern rear exposure, this 2-bedroom + den, 2.5-bath home offers 2,659 square feet of refined living, a 3-car garage and an expansive lakefront setting that immediately sets it apart. Inside, a wall of glass draws your eye to the water, while an elevated picture-screen lanai creates a seamless connection between indoors and out. The private outdoor retreat features a pool and spa, generous covered living space and a fully equipped outdoor kitchen—perfect for entertaining, sunset cocktails or simply enjoying the Naples lifestyle. Timeless finishes include white soft-close farmhouse-style cabinetry, quartz countertops throughout, hardwood flooring in the main living areas, plantation shutters and a custom 9-speaker built-in sound system. The spacious primary suite features dual walk-in closets, while the guest suite offers its own private bath and walk-in closet. Extensive recent improvements provide added peace of mind, including a new 4-ton HVAC system (2026), hot water heater (2025), pool solar panels (2025), updated Pentair Heater and pool equipment and new epoxy-finished garage floors. The home is located in Flood Zone X, with the option to assume the seller’s flood insurance policy. The ultimate differentiator: the rare opportunity to acquire a TRANSFERABLE MEMBERSHIP to The Members Club at Marco in conjunction with the purchase of this residence. With GOLF MEMBERSHIP currently full and the waitlist closed, this exceptional opportunity provides access, subject to Club approval and transfer requirements, to year-round golf at THE ROOKERY and HAMMOCK BAY, along with Members Cove and resort privileges at JW Marriott Marco Island. An exceptional offering in The Isles of Collier Preserve—where an extraordinary homesite, resort-style outdoor living, panoramic lake views and coveted golf access come together in one remarkable Naples residence.

6305 Lyford Isle DR, Naples

$875,000
3 Beds ⋅ 2 Baths ⋅ 226034798 MLS
Located off Bayshore Drive just minutes from Downtown Naples, this newer lakefront pool home offers exceptional value and flexibility close to the best of the Naples lifestyle. Quality concrete block construction, high and dry elevation, high-efficiency A/C with UV light, a 5V metal roof and impact-resistant windows and doors provide added peace of mind. Recent enhancements include a new screened pool cage, custom landscaping, low-voltage landscape lighting, a matching lighted brick paver pathway from the driveway to the backyard, a new pool heat pump and salt generator, plus a whole-home water softener and filtration system with reverse osmosis for drinking water. The open floor plan features volume ceilings throughout, wood-accented tray ceiling details, 24-inch tile flooring and a spacious kitchen with 42-inch shaker cabinetry, quartz countertops, a large center island, custom backsplash and stainless steel appliances. The primary suite offers direct access to the covered lanai and pool, two walk-in closets, dual vanities, a freestanding soaking tub, separate walk-in shower and private water closet. Enjoy year-round outdoor living from the screened lanai and heated saltwater pool with tranquil lake views of the neighboring gated golf community of Windstar. With the adjacent undeveloped parcel owned by the Windstar Master Association, it provides additional separation from neighboring homes, further enhancing the property’s sense of space and privacy. With no HOA fees and no rental restrictions, the property provides outstanding flexibility for full-time, seasonal or investment use. Boaters will appreciate an attractive alternative to the cost of living directly on navigable water, with Bayview Park and its public boat ramp approximately half a mile up the road, along with nearby Hamilton Harbor Yacht Club, providing convenient options to trailer and launch your own boat or explore yacht club membership. From Bayview Park, enjoy easy access to Naples Bay, the Gulf and Ten Thousand Islands. Ideally situated near the Bayshore Arts District, Naples Botanical Garden, Celebration Park, shopping and dining, while Fifth Avenue South, Third Street South and Naples’ Gulf beaches are also just a short drive away. This is an exceptional opportunity to enjoy newer construction, privacy, boating convenience and flexibility in a highly convenient Naples location.

2291 Thomasson DR, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.