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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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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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

$3,000,000
3 Beds 3 Baths 226030999 MLS Cap Ferrat BLDG.
Nestled within the prestigious guard-gated Crown Colony at Pelican Bay, Cap Ferrat offers luxury high-rise living in one of Naples’ most sought-after coastal communities. This rarely available 10th-floor “05 stack” residence showcases spectacular Gulf sunset views, Pelican Bay’s tropical mangroves and the community pool. Offering 2,700 square feet of interior living space, this freshly painted and impeccably maintained residence features 3 bedrooms, 3 baths and a spacious split-bedroom floor plan designed for privacy and comfortable Florida living. Arrive by secure elevator directly into your private foyer and enter a light-filled residence featuring marble flooring, generous living and dining areas, and expansive outdoor living. The eat-in kitchen offers natural gas cooking, while the main lanai is equipped with electric hurricane shutters. An exceptional feature is the deeded poolside cabana complete with gathering space, a full bath and private gas BBQ grill—ideal for entertaining after a day at the pool or beach. Additional conveniences include two deeded, side-by-side under-building garage parking spaces and access to community electric vehicle charging stations. Cap Ferrat residents enjoy 24-hour guard-gated security and front-desk personnel, elegant social and gathering spaces, an expansive attended fitness center, spa therapy rooms, two beautifully appointed guest suites, a learning center and a year-round calendar of social, recreational and wellness activities. Located just steps from the Pelican Bay beach tram, this residence provides convenient access to Pelican Bay’s renowned private beachfront lifestyle and extensive amenities, including beachfront pavilions with dining, attended beach services, community parks, kayaking and canoeing, miles of walking and biking paths, 18 Har-Tru tennis courts, pickleball facilities and a state-of-the-art fitness and wellness center offering strength and cardio equipment, spin, yoga, massage and skin care services. Cap Ferrat is ideally located near the best of Naples, including Waterside Shops, Mercato, Artis—Naples, The Ritz-Carlton Naples, and the world-class shopping, dining and entertainment of Fifth Avenue South and Third Street South. Experience Gulf views, private beach access, resort-style amenities and the exceptional Pelican Bay lifestyle from this rarely available Cap Ferrat residence.

6597 Nicholas BLVD Unit 1005, Naples

$1,395,000
3 Beds 3 Baths 226031616 MLS
Fully updated and move in ready! This exceptional lakefront residence blends luxury design, high end upgrades, and true indoor outdoor Florida living. This beautifully appointed home offers 3 bedrooms plus a finished office, 3 full bathrooms, and an extended 2 car garage, all thoughtfully designed with comfort and functionality in mind. The property is located in Flood Zone X and does not require flood insurance, offering added peace of mind and long term savings. From the moment you arrive, the upgraded glass front door, enhanced landscaping, and elegant foyer millwork set the tone for the quality found throughout. Inside, the home features 16 x 32 porcelain marble tile flooring throughout with no carpet, complemented by tray ceilings, crown molding, and solid core doors that elevate the overall aesthetic. Plantation shutters and upgraded lighting fixtures in the foyer, dining room, kitchen island, primary suite, and porch create a polished and cohesive look. The designer kitchen has been extended to maximize both space and usability, showcasing upgraded cabinetry with under cabinet lighting and electric, upper glass cabinets with display lighting, a stainless steel farmhouse sink, reverse osmosis system, and premium KitchenAid appliances. A built in beverage refrigerator adds convenience, making this kitchen perfect for entertaining. The primary suite is a private retreat featuring dual California closets, direct access to the lanai, and a spa inspired bathroom with an oversized walk in shower complete with an additional rain shower head and upgraded glass enclosure. All three bathrooms feature upgraded sinks, toilets, and glass enclosures for a refined finish. Step outside to your private lakeview oasis, where a fully automated saltwater pool and spa takes center stage. The pool system can be controlled directly from your phone and is equipped with both a natural gas heater and an efficient heat pump for year round enjoyment. The expansive lanai includes an outdoor kitchen with hood, ceiling fans, hurricane screens to secure patio furnishings, and a No See Um screened cage for added comfort. Additional highlights include hurricane rated 10 foot sliding glass doors, a glass office entry door, Amish built cabinetry with quartz countertops in the office and laundry room, a pocket laundry door, upgraded washer and dryer, and a comprehensive security system with exterior WiFi cameras. Practical upgrades such as an A C soft start, 240V generator plug, overhead garage storage, and automatic garden hose reels on both sides of the home further enhance convenience. Situated on a premium lakeview lot, this home offers a rare combination of luxury finishes, thoughtful upgrades, and serene water views, delivering the ultimate Naples lifestyle.

9257 Cayman DR, Naples

$899,900
3 Beds 3 Baths 226019236 MLS
ELEGANT and sophisticated POOL & SPA Home on a PRIVATE cul-de-sac in LaMorada, a tranquil AMENITY-RICH community in highly desirable NORTH Naples. This popular MARIA FLOOR plan offers an OPEN-CONCEPT design with classic finishes spanning 2224 square feet of living space. FURNITURE IS NEGOTIABLE. The home features 3 BEDROOMS PLUS A DEN and 3 FULL BATHROOMS, combining LUXURY and COMFORT. The GREAT ROOM seamlessly connects to the kitchen, formal dining area, a casual dining area perfect for entertaining. The entire home has neutral rectangular tile, TEN foot ceilings, CROWN molding, TRAY ceilings, PLANTATION SHUTTERS and contemporary NEWER light fixtures. This home also offers all HIGH IMPACT windows and sliders, SMART ELECTRIC hurricane shutters in the lanai, and a GENERATOR with auto-transfer switch for your peace of mind. The kitchen features QUARTZ countertops, a large island, spacious WALK-IN pantry, stainless steel appliances, a natural GAS RANGE with a stainless vent hood, tile backsplash, and a large stainless-steel sink. The PRIMARY bedroom suite serves as a peaceful retreat, with TRAY ceilings, large WALK-IN closet with ORGANIZER and sliders to the pool. The spacious primary bathroom has a walk-in shower, Roman tub and dual vanities. The guest bedrooms are thoughtfully positioned for optimal privacy, offering you plenty of room for friends and family. The Den is spacious and bright. The OUTDOOR living area is an ENTERTAINER'S DREAM, featuring a pavered Pool and Spa Patio enclosed area, beautifully manicured landscape, new pool lighting, peaceful water views. The patio has a modern OUTDOOR KITCHEN complete with a stainless steel refrigerator, gas grill and a brick accented wall; Enjoy world-class club amenities including a resort-style pool, fitness center, spa, tennis courts, pickleball courts, and casual pool dining. All of this just a short drive to some of Naples most popular destinations, Vanderbilt Beach, Mercato, Venetian Village and downtown Naples.

1831 Mustique ST, Naples

$1,849,000
5 Beds 4.5 Baths 226031356 MLS
Enjoy breathtaking lake views and spectacular western exposure sunsets from this exceptional Belmar floor plan by Toll Brothers. Offering 5 bedrooms plus a den, 4 full bathrooms and 1 half bath, this thoughtfully designed residence provides generous space for both everyday living and effortless entertaining. A refined coastal aesthetic is showcased throughout with engineered wood flooring, elegant tray ceilings, custom wall features, upgraded lighting, modern ceiling fans, and impact windows and doors that fill the home with natural light while providing peace of mind. The open-concept design creates an inviting flow between the spacious kitchen, dining area, and living spaces. The generous kitchen offers an ideal setting for preparing meals and gathering with family and friends, while the flexible den provides an excellent home office or additional retreat. The well-planned bedroom layout offers privacy and comfort for family and guests, with abundant space to accommodate a variety of lifestyles. A spacious 3-car attached garage provides ample room for vehicles, storage, and recreational equipment. Step outside to a beautifully designed outdoor living area created with entertaining in mind. The sellers chose low-maintenance turf and an enclosed screened cage, providing a versatile setting for outdoor dining, lounging, and enjoying the Southwest Florida lifestyle. With western exposure, the outdoor space is perfectly positioned to capture breathtaking sunsets over the lake. A private pool can be added, offering the opportunity to create a personalized resort-style oasis. Residents enjoy an impressive selection of resort-style amenities, including a resort pool, fitness center, tennis courts, and pickleball. Ideally suited for both seasonal and year-round living, this home combines tranquil lake views, stunning sunsets, exceptional craftsmanship, stylish coastal finishes, flexible living spaces, and a vibrant amenity-rich community.

9182 Wisteria WAY, Naples

$1,695,000
3 Beds 3 Baths 226031521 MLS Tropics BLDG.
A rare find in Park Shore, a beautifully renovated and fully furnished residence offering three en-suite bedrooms and overlooking Venetian Bay at The Tropics. With each bedroom enjoying its own private bath, this thoughtfully updated waterfront property combines an exceptionally desirable floor plan with a fabulous Park Shore location. The open living and dining areas flow to an expansive covered terrace, creating a wonderful extension of the living space with tranquil bay views and plenty of room for outdoor dining and relaxing. The smartly updated kitchen features crisp white cabinetry, quartz countertops, a large center island with seating, stainless steel appliances, abundant storage and a dramatic stainless-steel hood. The generous primary suite enjoys Venetian Bay views, direct terrace access, an impressive custom-fitted walk-in closet and a beautifully renovated bath with an oversized glass-enclosed shower and long dual vanity. Two additional en-suite bedrooms provide comfortable and private accommodations for family and guests. Plantation shutters, built-in cabinetry, wide-plank flooring and thoughtful updates throughout give the residence a polished, contemporary feel. Additional features include in-residence laundry, excellent storage and one-car covered parking. The Tropics is an intimate waterfront community with a bayside pool in the heart of Park Shore, ideally located near the beach and just moments from the shopping and waterfront dining of Venetian Village. A fantastic opportunity to own a beautifully renovated residence with three en-suite bedrooms on Venetian Bay and enjoy the coveted Park Shore lifestyle.

4530 Gulf Shore BLVD N Unit 2-212, Naples

$849,000
3 Beds 2.5 Baths 226029520 MLS
Warm, refined and effortlessly inviting, this exceptional home offers a beautifully designed open floor plan created for both relaxed everyday living and gracious entertaining. The thoughtfully designed first floor features a private primary suite and den, while upstairs, two guest bedrooms, a full bath and spacious loft provide a welcoming retreat for family and guests. Custom-designed cabinetry and granite countertops lend timeless appeal to the kitchen and baths, complemented by beautiful custom lighting, plantation shutters and impact-glass windows throughout. Freshly painted and offered turnkey furnished, this exceptional residence is ready to be enjoyed from the moment you arrive. The serene primary suite is a true retreat, featuring dual vanities, a soaking tub and frameless glass shower. Outdoors, an expansive lanai invites you to embrace the Naples lifestyle, with a sparkling pool and sun shelf, plumbing for an outdoor kitchen and lush landscaping that creates a wonderful sense of privacy. Western exposure sets the stage for spectacular sunsets and relaxed evenings by the pool. A spacious two-car garage completes the home. Set within Naples Reserve, the lifestyle is every bit as exceptional as the residence. Residents enjoy pickleball and Har-Tru tennis courts, a state-of-the-art fitness center, scenic walking and biking trails, and a spectacular 125-acre lake for kayaking, paddleboarding and waterfront recreation. The beautifully renovated clubhouse and restaurant create a welcoming gathering place at the heart of the community. Sophisticated yet wonderfully comfortable, this is a home designed for enjoying the very best of Southwest Florida living.

14540 Stern WAY, Naples

$949,000
3 Beds 2 Baths 226031346 MLS
Naples Park’s ultimate beach cottage awaits! This beautifully furnished country-contemporary home is just a short bike ride to the white sands and Gulf waters of Vanderbilt Beach and a short walk to Mercato’s exceptional shopping, dining, and entertainment. Offered turnkey furnished, this inviting home features warm wood floors, an open-concept floor plan, spacious living and dining areas, and an updated kitchen with stainless steel appliances, large pantry, abundant counter space, and bar seating. The unique layout offers two primary suites, each with an en-suite bath. The main-level primary overlooks the pool, while the upstairs loft suite features a sitting area, oversized closet, and private bath. A third bedroom includes a twin bed and slider with direct pool access.The private, fully fenced backyard is designed for Florida living, featuring a heated saltwater pool with beach-entry, lap-swimming area, and waterfall bowls, plus a poolside cabana, BBQ, and ping-pong table. A large storage shed is stocked with bikes, beach and pool equipment, pickleball gear, basketball equipment, and more. Solar power helps heat the pool, and the spacious lot offers abundant parking for multiple vehicles, a boat, and water toys. No HOA! An exceptional location and flexible layout make this a fantastic investment opportunity, vacation home, or full-time residence. Enjoy easy access to Vanderbilt Beach, Mercato, and all that Naples has to offer!

862 97th AVE N, Naples

$2,750,000
3 Beds 3 Baths 226025683 MLS Venetian Villas BLDG.
Sophisticated Waterfront Villa with Panoramic Bay Views Nestled along the peaceful shoreline of Doctor's Bay, this exceptional two-story residence within the exclusive Venetian Villas community offers an elegant blend of modern design and effortless waterfront living. Following an extensive top-to-bottom renovation, every space has been thoughtfully curated to maximize comfort, style, and the property's spectacular bayfront setting. The main level is designed for seamless entertaining and everyday enjoyment, featuring wide-plank wood-look tile flooring, designer wall accents, custom window treatments, automated shades, and expansive impact-resistant glass that fills the home with natural light while showcasing captivating water views. The open-concept layout flows beautifully into a stunning chef's kitchen appointed with bespoke cabinetry, premium stone countertops, and top-tier Sub-Zero and Wolf appliances. A stylish beverage station and dry bar provide the perfect finishing touch for hosting family and friends. A spacious first-floor guest suite offers privacy and convenience, complete with a beautifully renovated ensuite bath finished in timeless coastal-inspired materials. The upper level is dedicated to an impressive primary retreat that stretches across the width of the residence, creating a peaceful haven with picturesque bay vistas and abundant natural light. The luxurious spa bath has been meticulously designed with floor-to-ceiling porcelain tile, an elegant freestanding soaking tub, and a spacious glass-enclosed shower, delivering a true resort-style experience. An additional upstairs bedroom offers exceptional flexibility, making it equally suited for guests, a private office, fitness room, or creative studio. With only 32 residences, Venetian Villas is one of Naples' most intimate gated waterfront communities. Residents enjoy a bayside swimming pool, boat slips available for lease, optional membership to the Park Shore Beach Association, and the convenience of dedicated beach access directly across Gulf Shore Boulevard. Ideally located just moments from Venetian Village, this remarkable property places upscale boutiques, acclaimed waterfront restaurants, boating, and Naples' world-famous Gulf beaches just outside your door. Offering an ideal combination of luxury, privacy, and an enviable waterfront setting, this beautifully renovated villa is perfectly suited as either a full-time residence or an exceptional seasonal escape.

4000 GULF SHORE BLVD N Unit 1500, Naples

$1,800,000
3 Beds 2 Baths 226031098 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Tucked away on 2.27 private acres in the heart of Naples, 6061 Golden Oaks Lane feels more like a hidden retreat than a typical Naples residence. Whimsical, eclectic and wonderfully one of a kind, this character-filled property is surrounded by mature trees and lush greenery, creating a sense of privacy and escape that is increasingly difficult to find so close to everything Naples has to offer. And with NO HOA, there’s even more freedom to enjoy the property your way. A long private driveway winds through the trees and sets the home well back from the road. Inside, you'll find 2,000+ square feet with 3 bedrooms, a den, 2 baths and a private pool, along with an eclectic mix of spaces and details that give the home its own distinctive personality. A wood-burning fireplace adds an unexpected touch of warmth and character rarely found in Southwest Florida homes. At the center of it all is the large, updated kitchen—the true heart of this home. Generous in size and designed for gathering, it's a natural place to entertain friends, host holiday dinners or bring everyone together for a casual evening at home. A walk-in pantry provides plenty of additional storage and functionality. More than simply another room, the kitchen serves as the home's central gathering place and anchors its warm, welcoming personality. Outside is where this property truly comes into its own. The expansive homesite offers room to breathe, garden, create and simply enjoy the natural surroundings. A large detached outbuilding adds even more possibilities as an art studio, creative space, home office, workshop, hobby room or additional storage. This isn't a cookie-cutter Florida home—and it isn't trying to be. It's a casual, whimsical getaway tucked among the trees, where privacy, personality and acreage take center stage. Spend the day enjoying Naples' beaches, dining, shopping and downtown, then follow your private drive home and feel the world fall away.

6061 Golden Oaks LN, Naples

$2,149,000
4 Beds 3.5 Baths 226029159 MLS
Lakoya’s popular Muirfield floor plan is showcased in this well-appointed single-family home at 6482 Carema Lane in Naples. Designed for comfortable everyday living, the residence is set within a beautifully maintained community and offers a functional, open layout with tranquil lake views. The main living area seamlessly connects the great room, dining area, and kitchen, creating an inviting space for daily living and entertaining. Large windows and sliding glass doors fill the home with natural light while framing views of the lake and landscaped surroundings. The kitchen features abundant cabinetry, generous counter space, and a practical layout ideal for both cooking and storage. Adjacent dining areas easily accommodate casual meals or more formal gatherings. 4 bedrooms plus den with 3.5 baths and quality finishes throughout The private primary suite offers a peaceful retreat and includes an en-suite bath with dual sinks, a walk-in shower, and two closets. Additional interior highlights include an interior laundry room, three-car garage, beautiful travertine flooring, volume ceilings, central vac and custom interior finishes throughout. Sliding glass doors open to a covered outdoor living area, perfect for dining, relaxing, or enjoying serene lake views and the lush backyard setting.Resort Amenities at The Players Club & Spa (Immediate Membership!): 3 Resort-style pools Tennis, pickleball & bocce courts, Full-service spa & state-of-the-art fitness center, Indoor dining room & lively tiki bar! For Golf Lovers: Optional private membership at The Classics, Pay-as-you-play at two on-site public championship courses: The Mustang & The Flamingo! This is more than just a home — it’s the lifestyle you’ve been waiting for!!

6482 Carema LN, Naples

$1,549,900
2 Beds 2.5 Baths 226031418 MLS
Set on a premium oversized .3 acre homesite with sweeping long-lake views, this beautifully upgraded residence in Isles of Collier Preserve offers an exceptional combination of privacy, indoor-outdoor living and the resort-style Naples lifestyle. The home’s coastal-inspired design is complemented by premium lush mature landscaping and a light-filled interior with volume and tray ceilings, plantation shutters, custom millwork and an open-concept layout designed to showcase the water views. The kitchen features an expansive island with seating, abundant cabinetry and generous workspace while opening seamlessly to the dining and living areas. A spacious primary suite enjoys peaceful views and a beautifully appointed bath with dual vanities, an oversized and accessible walk-in shower and separate soaking tub. An additional guest suite features an en-suite full bath, and a spacious den and convenient half bath offer additional home office or flex space. Outdoors, the oversized lot truly sets this property apart. An expansive covered lanai opens to a private heated pool surrounded by tropical landscaping, with unobstructed views stretching across the lake and preserve beyond, an ideal setting for morning coffee, sunset cocktails and year-round entertaining. Life in Isles of Collier Preserve extends far beyond the home. Nearly half of the community’s approximately 2,400 acres is dedicated to natural habitat and preserve areas, creating a distinctive setting of waterways, green spaces and native Florida scenery. Residents enjoy The Isles Club with a resort-style pool, lap pool, fitness center and gathering spaces, along with tennis, pickleball, bocce, a dog park and The Overlook Bar & Grill overlooking the Cypress Waterway. Miles of walking, biking and nature trails wind throughout the community, while a boathouse, dock and kayak launch provide direct access to explore the waterways. All of this is located just minutes from Downtown Naples, Fifth Avenue South, dining, shopping and the Gulf beaches, offering the rare opportunity to enjoy a tranquil natural setting without sacrificing proximity to the heart of Naples.

5047 Andros DR, Naples

$8,995,000
4 Beds 5.5 Baths 226031431 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, private water closet, and the added luxury of an in-suite washer and dryer—ideal for true single-level living. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH AVE S, Naples

$14,500,000
5 Beds 6.5 Baths 226031429 MLS
Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and brought to life by Lotus Construction’s luxury division, the residence enjoys a premier setting directly across from the newly redeveloped Four Seasons Resort Naples Beach Club and its oceanfront golf and tennis campus, offering sweeping views across manicured fairways in one of Naples’ most exclusive and tightly held locations. Encompassing nearly 7,000 square feet of meticulously designed living space, the home balances grandeur with livability. Five generously proportioned bedroom suites, a private study, and seven baths are thoughtfully arranged within a floorplan that offers both open gathering spaces and intimate retreats. Interiors curated by Freestyle reflect a refined, modern coastal aesthetic, with bespoke millwork, curated materials, and an understated palette that allows the architecture and setting to take center stage. The chef’s kitchen is a statement of both form and function, anchored by a fully integrated Wolf and Sub-Zero appliance suite, Miele coffee system, and an expansive scullery designed for seamless entertaining. A climate-controlled wine room and discreetly integrated bar enhance the home’s capacity for sophisticated hosting, while thoughtful appointments—including dual laundry rooms, a commercial-grade sheet ironer, natural gas-powered rooftop generator, and intelligent Toto Neorest fixtures—underscore a commitment to comfort and operational excellence. Outdoor living is equally compelling, with a custom pool and spa surrounded by lush, mature tropical landscaping that provides exceptional privacy while preserving open golf course vistas. A Crestron whole-home automation system offers intuitive control of lighting, climate, security, and entertainment, ensuring effortless daily living. Completing the residence is a split three-car garage, offering both convenience and discretion. Built by EMB Custom Homes and offered fully furnished, this exceptional property presents a rare opportunity to acquire a turnkey estate of architectural significance in one of Naples’ most coveted coastal settings—just moments from the beach and the world-class dining, shopping, and cultural experiences of Fifth Avenue South and Third Street South.

774 S GOLF DR, Naples

$998,000
5 Beds 2.5 Baths 226031489 MLS
LOWEST PRICED per square foot Custom built Pool home here! Beautiful Gulf Stream Built Pool home on canal waterfront that is fenced! South facing view great sun all day! Recently Painted inside & out! ROOF pressure spayed. NEW AC & WATER HEATER 2016, NEW ROOF & GUTTERS 2016, NEW DUCTS 2018. New exterior Outlets! New Coach-lights. New security Cameras. If you like a QUIET area and like your privacy look no further! Great Neighbors! New paved roads! Only home on market with Gas and a Whole House Generator. Be without one for 2 or more days and you will appreciate the value! Remodeled Kitchen features Commercial Grade, 6 Burner plus Grill Stove with 2 Ovens, Professional Range Hood, Pot Filler built into Quartz Backsplash, Quartz Countertop’s with huge prepping area Island, Custom Cabinets, Coffee Bar, New KitchenAid Dishwasher, Deep Stainless Sink, Stainless 2 door Refrigerator with extra drawer and freezer. Remodeled Bathrooms with Quartz Countertops & Master has new $25k Walk-in Tub as well as a walk-in shower. If location is important, you will love the fenced backyard view! Canal with Beautiful trees beyond where you will see many species of birds including Golden Hawks, Eagles, Egrets, Grey Storks & more! FRUIT TREES include, Banana, Avocado, Myer Lemon & Lime. Plus Palm Trees & a Gumbo Limbo Tree, Home features a Game Room which is technically a huge bedroom as it has a closet, complete with Pool Table, Wet Bar. Living room has custom cabinets. Dimmer switches throughout. Front entry is Screened leads to formal sitting room and Dining room. Tile throughout with Luxury Laminate wood flooring in all Bedrooms. Top of the line Washer/Dryer in Laundry-room with sink and custom cabinets and window. Lanai has a beautiful Pool, Pool bathroom, New custom Ceiling with custom fan & lights and has 4 entryways from home plus 2 doors out to backyard that’s perfect for your Pets to play. The 2 car garage has custom storage racks, a refrigerator/freezer, pull downstairs to attic & workbench. Storm Shutters in garage have never been used. New Publix 4 minutes away, Marco Island Less then 10 minutes & Naples 5th Ave and White sugar sandy Beaches 15 minutes. Physicians Regional Hospital very close as well. As a bonus, you'll have access to a public golf course and a 18 hole Executive Course across the highway & community Playground. Low quarterly HOA fee

18421 Royal Hammock BLVD, Naples

$876,000
3 Beds 2.5 Baths 226030847 MLS
LUXURIOUS FLORIDA LIVING. Built in 2023, this beautifully upgraded 3-bedroom + Den, 2.5-bath home offers modern design, privacy, and effortless Florida living in a boutique-style gated community of SAPPHIRE COVE. The home features an impressive architectural elevation, with 12-foot ceilings in the kitchen, living, and dining areas and 10-foot ceilings in all bedrooms. Volume and tray ceilings, expansive impact-resistant sliding doors, Zero-Corner sliders, enhanced lighting, a French-style glass entry door, and tile flooring throughout add to its sophisticated design. The gourmet kitchen features white cabinetry with crown molding, white quartz countertops and backsplash, upgraded electric cooktop and hood, built-in oven and microwave, walk-in pantry, pull-out shelves, and a large island. The spacious Primary Suite offers a tray ceiling, His & Hers walk-in closets, and a luxurious bath with upgraded soaking tub, seamless glass shower, double vanity with white quartz, and private powder room with bidet/smart toilet. A split-bedroom floor plan maximizes privacy. The Den/Office features French doors, tray ceiling, and crown molding. Outdoor living is enhanced by an extended lanai, private pool and spa, and built-in outdoor kitchen. The laundry room includes a sink and abundant cabinetry. The spacious two-car garage features high ceilings and additional storage. Smart features include a door lock, garage door, A/C thermostat, and more. The gated community offers low HOA fees and amenities including clubhouse, meeting rooms, kitchenette, library, outdoor seating, community pool, fitness room, walking paths, lawn maintenance, and irrigation. Conveniently located 20–25 minutes from Naples and Marco Island beaches, Downtown Naples/Olde Naples, Artis—Naples, Mercato, Waterside Shops, and Venetian Village. RSW International Airport is approximately 35 minutes away. Offered unfurnished.

3754 Sapphire Cove CIR, Naples

$3,195,000
3 Beds 3 Baths 226031459 MLS Isla Mar BLDG.
Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 square feet, the multi-level floor plan is filled with natural light and defined by crisp white interiors, shiplap detailing, and thoughtfully curated coastal finishes throughout. The open-concept kitchen serves as the centerpiece of the home, featuring an oversized island with seating, custom cabinetry, and designer tile accents, seamlessly connecting to multiple living and dining spaces ideal for both everyday living and entertaining. Sliding doors and expansive windows create a strong indoor-outdoor connection, opening to a series of inviting spaces. The primary suite offers a comfortable and private setting with a well-appointed bath including dual vanities, soaking tub, and separate shower. Additional guest bedrooms provide flexibility for family and visitors. Outdoor living is a defining feature, with multiple balconies, a screened lanai, and a private courtyard designed for year-round enjoyment. The gas-heated pool and spa, water feature, and lush tropical landscaping create a quiet, resort-like atmosphere rarely found in a condominium setting. Additional highlight include a private elevator, two-car garage, impact-resistant windows and doors, and a dedicated laundry room. Ideally located just four blocks to the Gulf beaches and moments to the shops and dining of Third Street South, this residence offers a rare combination of privacy, space, and for Old Naples living.

430 10th AVE S Unit 305, Naples

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