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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Waterfront & Gulf Access

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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Gated Communities

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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Walkable Naples lifestyle near dining, shopping, and coastal amenities

Walkable Naples

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

$899,000
3 Beds 3 Baths 226029110 MLS Vista Pointe BLDG.
VERY RARE OPPORTUNITY IN THE VINEYARDS! Exceptionally Furnished Top-Floor Residence in Vista Pointe at The Vineyards! This stunning 2nd floor unit offers over 2,600 sq ft, 3 bedrooms + den, and 3 full baths, delivering the spaciousness and privacy of a single-family home with the ease and convenience of condominium living. Upon arrival, the oversized 2-car garage provides abundant space for vehicles, bikes, storage and recreational gear. A private elevator opens directly into the residence, with a tiled staircase providing additional access. Inside, the bright and sophisticated residence offers an expansive open-concept living and dining area, creating an ideal space for both comfortable everyday living and entertaining. The living area features a beautiful wainscoting feature wall, adding an elegant custom touch and striking focal point. 24" light wood-look tile flooring flows throughout the main living areas, complemented by a soft, neutral palette and abundant natural light. The spacious primary suite features his-and-hers closets, an elegantly appointed bath, electric shades & sliding doors to the lanai and new carpet installed in May 2026. Two generously sized guest suites each offer a private ensuite bath, providing comfort and privacy for family and guests. The versatile den and separate office nook present additional flexibility for work, hobbies or relaxation. The beautifully appointed kitchen flows seamlessly into the main living spaces and features upgraded stainless-steel appliances, abundant cabinetry, center island, pantry and a striking stone backsplash. The countertops were also replaced with Quartz countertops iwithn the past 6 months, adding a fresh, modern touch. For peace of mind and year-round enjoyment, impact-resistant windows/doors throughout provide security, energy efficiency and a quieter interior. The large west-facing lanai is completely enclosed by electric storm shutters and Storm Smart screens, providing added protection and making it easy to leave outdoor furnishings in place when traveling. The home is tastefully furnished, with furnishings purchased from Matters Brothers Furniture in Naples. Combined with the extensive upgrades, the property represents over $125,000 in upgrades/furnishings. Additional enhancements include coffered ceilings, solid wood doors, 5" baseboards, plantation shutters, upgraded hardware, natural wood closet shelving and WiFi thermostat. New AC installed May 2026! Vista Pointe is a great community and its residents enjoy a resort-style pool and spa, clubhouse & fitness center. Optional Vineyards social/golf memberships are available. The Vineyards is ideally situated with convenient access to I-75, RSW, shopping, restaurants and beautiful beaches, while the vibrant shops, dining and entertainment of Fifth Avenue are approximately 15 minutes away. A truly exceptional furnished Naples residence so let your next chapter starts here!

605 El Camino Real Unit 14202, Naples

$1,300,000
3 Beds 2 Baths 226031180 MLS
Rare find. Tropical 2.27 acre property with an established Dog-Boarding- Business on site.Discover a truly unique opportunity to own 2.27 lush acres offering a comfortable private residence, extensive outdoor entertaining areas and a thriving, fully licensed dog- boarding business that has been established for nine years.The approximately 1,500 square foot main residence features three bedrooms, a full kitchen, an enormous living room and two recently renovated bathrooms.An additional 400 square foot converted garage provides a comfortable indoor boarding area for smaller dogs, with their own securely fenced outdoor yard featuring artificial turf.A former guest house has been converted into a spacious dog home for larger dogs and includes an expansive, fully fenced back yard with artificial turf. A third boarding area is housed in a brand new 600square foot building which also has its own private, fenced artificial turf yard.The separate boarding spaces allow dogs to be safely divided according to size, personality and individual needs.The property feels like a private tropical paradise with beautiful mature landscaping and abundant natural shade. There are many Royal Poinciana trees and also a mature mango tree.Outdoor entertaining is equally impressive. A covered pole barn area features a tiki style bar tv, outdoor furniture and fire pit.There is approximately one acre that sits behind the main house with possibilities for future additional construction.There is also a large fenced area behind the house for entertaining.Property is very secure with a sliding security gate with parking outside the gate with parking for approximately 20 cars.The dog-boarding business has served thousands f customers during its nine years of operation and benefits from a loyal clientele and an exceptional reputation. It currently has 105 five star google reviews. The Dog-Boarding Business is fully licensed by Collier County and undergoes annual inspections for canine safety and cleanliness.This remarkable property offers an extraordinary combination of private residential living, tropical beauty, outdoor entertaining and a home based business and future expansion potential all in one exceptional setting.Located West of I-75

3220 68th ST SW, Naples

$858,000
3 Beds 2 Baths 226031039 MLS
PRIVATE POOL | 3 BEDROOMS + DEN | 1,974 SQ FT | SINGLE STORY | GATED SECOYA RESERVE | BUILT BY STOCK DEVELOPMENT | Welcome to 15850 Secoya Reserve Circle, a beautifully designed residence built by Stock Development, where comfortable Florida living meets the privacy and charm of one of North Naples’ intimate gated communities. This single story home offers 3 bedrooms plus a versatile den, 2 bathrooms, 1,974 square feet of living space and an attached 2 car garage. The great room and split bedroom floor plan creates an open, functional layout enhanced by volume and tray ceilings, while multiple dining spaces provide flexibility for everyday living and entertaining. At the heart of the home, the kitchen opens effortlessly to the main living areas and breakfast space, creating an inviting gathering place with views toward the outdoor living area. The private primary suite features a spacious bath with dual sinks, a separate soaking tub and shower, while the den provides the flexibility for a home office, study, media room or additional living space. Step through the sliding doors to the screened lanai and private pool, an ideal extension of the home for enjoying Southwest Florida’s year round outdoor lifestyle. Lush landscaping surrounds the property, creating a peaceful and private backdrop for morning coffee, afternoon swims and evenings spent outdoors. Situated on approximately .23 acres with eastern rear exposure, the home offers a wonderful balance of indoor and outdoor living. Secoya Reserve is an intimate gated North Naples community of just 57 residences with sidewalks, streetlights and a welcoming residential setting. Association services include lawn and landscape maintenance, irrigation water, security and streetlights, offering a low maintenance lifestyle with more time to enjoy everything Southwest Florida has to offer.

15850 Secoya Reserve CIR, Naples

$5,995,000
4 Beds 5.5 Baths 226030980 MLS
Introducing an extraordinary brand-new 3 waterfront residences in the heart of Bayshore, one of Naples’ most exciting and sought-after neighborhoods. Perfectly positioned directly on the canal with a new seawall and private dock, this exceptional four-bedroom home has been thoughtfully designed and meticulously executed to deliver sophisticated modern living with an unmistakable sense of luxury. From the moment you enter, soaring ceilings, expansive walls of glass and wide-plank European white oak flooring create a light-filled interior where clean architectural lines are balanced by warmth and refinement. Ten-foot sliding glass doors seamlessly connect the interior to the outdoor living spaces, while custom millwork, designer lighting, bespoke ceiling details and a striking architectural staircase demonstrate the remarkable attention to detail found throughout the home. A private elevator provides effortless access between levels. At the center of the residence is a spectacular chef’s kitchen designed for both everyday living and entertaining. Custom cabinetry is complemented by an impressive collection of Sub-Zero, Wolf and Cove appliances, including integrated refrigeration, dedicated wine preservation and professional-grade cooking equipment. The open living spaces flow naturally toward the waterfront, creating an ideal setting for intimate gatherings or larger-scale entertaining. Each of the four bedrooms enjoys the privacy of its own beautifully appointed en suite bath, while two additional powder baths accommodate guests. The bathrooms have been conceived as private retreats with exceptional stonework, custom quartzite vanities, illuminated mirrors, curbless showers and sophisticated fixtures. Outdoor living is equally impressive, with extensive natural marble surfaces, a fully equipped summer kitchen and beautifully landscaped grounds framed by mature palms and privacy hedging. Beyond lies the canal, private dock and the relaxed waterfront lifestyle that makes Bayshore so desirable. Impact-resistant windows and doors, high-efficiency climate systems, smart-home technology, whole-home connectivity and substantial construction upgrades have been incorporated throughout, combining modern convenience with exceptional quality. Brand new, beautifully finished and completely move-in ready, this is a rare opportunity to enjoy new-construction waterfront living in Bayshore—a distinctive Naples residence where exceptional design, craftsmanship and an effortless indoor-outdoor lifestyle come together.

2949 CYPRESS ST, Naples

$799,000
4 Beds 2.5 Baths 226030825 MLS
Welcome to an exceptional family home in Saturnia Lakes, where thoughtful renovations, generous living spaces and beautiful lake views come together in a quiet cul-de-sac setting. Surrounded by a spacious yard and serene water views, this beautifully updated Naples’ pool home offers an ideal blend of sophisticated style and comfortable everyday living. Inside, a light and airy aesthetic is complemented by beautiful plank-style flooring, fresh paint and refined updates throughout. The stunning kitchen is designed to impress, featuring dramatic 3-inch quartz countertops extending seamlessly into the backsplash, a waterfall-edge quartz island, white shaker cabinetry and newer stainless-steel appliances. Storage is abundant throughout the home with three pantries in the kitchen, a large under-stair storage closet and built in shelving in the garage. Upstairs, the light-filled primary suite provides a private retreat with two walk-in closets, a beautifully renovated bath and access to a screened balcony overlooking the lake. The thoughtfully updated guest bath features striking tilework surrounding the tub and a stylish dual vanity. Designed with family living in mind, the home offers four bedrooms, a dedicated home office and two separate living areas, providing plenty of room for everyone to gather, work and relax. Additional improvements include a newer HVAC system (2022), water heater (2023) updated lighting throughout and a freshly painted upper deck. Saturnia Lakes is one of Naples’ premier gated family communities, offering a convenient location within a top-rated school district and a desirable back entrance off Logan Boulevard. Residents enjoy easy access to Naples’ dining, shopping and beaches, while the community itself offers an impressive array of resort-style amenities, including a resort pool, lap pool, children’s splash area, covered cabanas, four Har-Tru tennis courts, pickleball, basketball, children’s play area, fitness center, game room, scenic walking trails, and an on-site manager. Just beyond the community gates, upscale Logan Landings offers an exceptional collection of restaurants, Sprouts Farmers Market, salons, shops and more—all conveniently accessible by foot, bike or golf cart. With its beautifully renovated interiors, expansive outdoor space, tranquil lake setting and outstanding family-oriented amenities, this is a Naples home designed to be enjoyed for years to come.

1380 Areca CV, Naples

$5,600,000
4 Beds 4 Baths 226029979 MLS
Welcome to Luxury Resort-Style Living at 4860 Sycamore Drive, an exceptional estate in desirable Logan Woods. Offering privacy, space, luxury, and convenience with NO HOA, this one-of-a-kind property has been meticulously updated for resort-style living. A long paver driveway framed by lush tropical landscaping and illuminated Royal Palms creates a grand first impression, with about $250,000 invested in updated landscaping. The renovated main residence offers 4 bedrooms, 4 full baths, and over 4,400 square feet of living space, with marble flooring, plantation shutters, fresh interior paint, recessed lighting, and designer finishes throughout. The chef’s kitchen features WOLF and SUB-ZERO appliances, propane gas cooking, an oversized custom hood, quartz countertops, a walk-in pantry, and bar seating for up to 8. Updated bathrooms include Taj Mahal stone countertops, frameless glass shower doors, modern mirrors, and finished showers. The primary suite offers wood-look tile flooring, 3 custom walk-in closets, dual sinks, and a large walk-in shower. Step outside to more than 5,700 square feet of resort-style outdoor living and entertaining space. This private oasis features a saltwater pool with a dramatic waterfall, fully equipped outdoor kitchen with gas stove, outdoor fireplace, and multiple covered living and dining areas designed for year-round Southwest Florida living. Connected to the outdoor living area is a guest residence offering just under 2,500 square feet. Far more than a traditional guest house, it features 2 oversized primary-style suites, each with a full bath and custom walk-in closet, plus a half bath. The guest residence also includes an updated kitchen with quartzite countertops, new cabinetry, propane gas stove, spacious living and dining areas, private entrance, and additional storage—ideal for extended family, long-term guests, or multigenerational living. The property also offers a huge private office with its own entrance and private bath, ideal for working from home, meeting clients, or operating a home-based business. Together, the estate offers 6 bedrooms, 6 full baths and 1 half bath, plus 6 refrigerators/refrigeration units throughout. A 500-gallon propane tank serves the main residence and the outdoor kitchen while the guest house has its own 125-gallon tank. Toward the rear is a detached storage/workshop building, perfect for hobbies, equipment, additional storage, or business use. Additional upgrades include a new tile roof in 2024, reverse osmosis for both residences and outdoor kitchen, and extensive high-end improvements throughout. Enjoy the privacy and freedom of Logan Woods while remaining minutes from Physicians Regional Medical Center, I-75, fine dining, Mercato, Waterside Shops, entertainment, and Naples’ world-renowned beaches. With two beautifully updated residences, incredible outdoor living, luxury finishes, and NO HOA, 4860 Sycamore Drive is more than a home—it is your own private Naples resort.

4860 Sycamore DR, Naples

$1,995,000
3 Beds 3 Baths 2026036300 MLS Grande Geneva BLDG.
Experience luxury high-rise living at Grande Geneva in The Dunes of Naples. This beautifully appointed 3-bedroom plus den, 3-bath residence offers 2,798 square feet of living space and breathtaking panoramic views of the Gulf, bay, natural vegetation, and spectacular sunsets. The primary suite is a true retreat with stunning water views, custom closet cabinetry, and a spacious walk-in shower, while the guest suites enjoy eastern exposure and golf course views. The spacious floor plan features, gourmet kitchen with natural gas cooking and high-end appliances a private den/study with custom built-ins and French doors, a wet bar with wine chiller, marble and wood flooring, crown molding, quality millwork, solid wood cabinetry, plantation shutters. Grande Geneva residents enjoy two under-building parking spaces, private storage, a fitness center, club room, and private pool and grilling area. The Dunes offers an exceptional resort lifestyle with dining, a tropical resort-style pool and waterfall, tennis, pickleball, fitness facilities, and more. Optional membership to the Floridian Beach Club provides access to a private beachside restaurant and bar, beach service, transportation, and a full calendar of events. Ideally located near Vanderbilt Beach, Delnor-Wiggins Pass State Park, Mercato, shopping, dining, and everything North Naples has to offer, this is coastal luxury living at its finest.

265 Indies WAY Unit 602, Naples

$1,048,000
2 Beds 2 Baths 226030885 MLS The Strada BLDG.
Discover The Sweet Life, "La Dolce Vita" in the Heart of Mercato - Walk Everywhere and Minutes to the Beach. Beautiful Residence, providing 2 ensuite Bedrooms, with Walk-in Closet & Built-in cabinets. 2 ensuite Bathrooms w/shower & separate soaking tub and double sinks. The Residence offers 2 assigned Covered Parking Garage spaces, a climate-controlled Storage Space, a New Water Heater and farily new A/C system. The private Patio is an inviting space for a morning coffee or a glass of wine to enjoy the Sunsets.The Gorgeous Kitchen features stylish Cabinets with elegant tiled backsplash, New Gas Stove and Double Oven , New Dishwasher and other S/S Appliances , a Pantry and a Breakfast Bar with Seatings. The fabulous Open Floor concept Living and Dining area is filled with Natural Light and Updated Lighting. The separate Laundry Area presents a New Washer/New Dryer and Built-in cabinets for storage. All of this is complimented with an exceptional amenity package which includes a Gated Security Entrance with video monitoring and 24/7 Mercato Security, a Resort Style 52 foot rooftop Swimming Pool, Spa Hot-Tub, 2 Outdoor Grills, Fitness center, Fire pit, Dog Run and a Clubhouse with Catering Kitchen. This impressive Community is situated steps from The Ritz Carlton Beach Resort , Boutique shopping, Up scale Restaurants, Whole Foods, Movie Theater, Nightlife, Pilates and Cycling Studios, Day Spa plus 15 minutes drive from Downtown Naples & Naples Pier. Your Next Chapter awaits your Arrival.

9115 Strada PL Unit 5314, Naples

$1,449,000
3 Beds 2.5 Baths 226031027 MLS Wing South Airpark BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Wing South Airpark, where luxury living and aviation come together in one of Southwest Florida's premier private fly-in communities. Designed for pilots and aviation enthusiasts, this exceptional custom hangar residence is offered well below the cost to replicate its design, aviation infrastructure, and extensive upgrades, presenting an outstanding value in today's market. One of the newest and most complete storm-ready homes in the community, this thoughtfully engineered residence blends modern comfort with exceptional durability. Features include a 22KW Generac whole-home generator, 500-gallon LP tank, tankless gas water heater, impact-rated windows and doors, whole-home fire suppression system, spray foam insulation, private elevator, and a comprehensive whole-home data network with wireless access points and integrated Sonos audio. Dual air filtration with UV light technology further enhances indoor comfort and air quality. Purpose-built for aviation, the insulated, climate-controlled hangar measures approximately 42' x 33' with 13.5-foot clearance and a 40' x 12' hydraulic door rated to withstand 180 mph winds, accommodating a variety of aircraft. Pilots enjoy direct access to the community's newly paved, lighted 4,400-foot runway, along with an on-site fuel station and tie-down facilities. Outdoor living is equally impressive, featuring a fully automated saltwater pool with UV sterilization, advanced chemical management, LED lighting, and a 140,000 BTU heat pump, creating a private resort-style retreat. Ideally located just minutes from downtown Naples, world-class dining, luxury shopping, and the Gulf's renowned white sand beaches, Wing South Airpark offers a lifestyle unlike any other. With limited private hangar inventory available in Southwest Florida, this is a rare opportunity to own one of the community's most thoughtfully designed residences. Schedule your private showing, or better yet, fly in and experience this exceptional lifestyle firsthand.

3967 Skyway DR, Naples

$1,299,000
3 Beds 3 Baths 226027753 MLS
The sellers called this their “forever home” and spared no expense on the upgrades, details, and precision of this newly built residence. With over $450,000 in builder upgrades and aftermarket enhancements, this home simply cannot be recreated for the list price. Meanwhile, the gorgeous water view steals the show at this pristine 2024 Pearl model in Valencia Trails. Start with the obvious: a luxurious saltwater pool, spa, and waterfall paired with an oversized lanai, all protected by a no-see-um screen enclosure and electric roll-down screens on every side of the covered outdoor living space. Soaring 14-foot ceilings greet you in the entry foyer, 10-foot ceilings continue throughout the home, a tray ceiling crowns the primary bedroom, and 8-foot solid core doors complete the elevated feel. The garage received the Builders 2-foot depth extension (now a 21' 8" deep) along with a mini-split and epoxy floors. Inside you’ll find hardwood flooring throughout and upgraded porcelain tile in the bathrooms. NO CARPET! The kitchen is a standout—gorgeous white, double-stacked, soft-close cabinets that reach the ceiling with lighted glass display cases, pull-out pantry drawers, and sleek pull-out drawers in every lower cabinet for effortless organization and storage. GE Profile appliances and quartz countertops complete the space. Premium systems include the highest-level Carrier Infinity Series HVAC with UV air sanitizer and air purifier, a tankless water heater, water softener, and a whole-house generator. Custom designer light fixtures and fans, abundant recessed lighting in every room, Closet Factory custom closets, and built-in shelving in the great room and office elevate the details. Plantation shutters cover all windows, with added blackout blinds in the primary bedroom. **Impact glass windows and doors, a concrete tile roof, X flood zone, and that whole-house generator mean you’ll outlast any storm.** New, professionally mounted and installed televisions in the great room, primary suite and front bedroom stay with the home. This home sits in a quiet pocket on the south side of the community—closer to the new Vanderbilt Beach Road entrance for easy coming and going, yet near the preserve and the peaceful tranquility of Olde Florida Golf Course.

12227 Lotus AVE, Naples

$4,497,500
4 Beds 4 Baths 226031069 MLS Kalea Bay Tower 300 BLDG.
Enjoy an elevated sense of style and sophistication in this stunning Kalea Bay residence designed by Harper Haus Interiors. Thoughtfully designed from end to end, the residence combines sophisticated architectural details, custom finishes & exceptional indoor-outdoor living. Striking cross-pattern custom wood ceiling beams, rich real-wood flooring & custom fireplaces create warmth and character throughout, while carefully selected designer furnishings complete the polished, resort-inspired aesthetic. At the heart of the home is a high-end chef’s kitchen designed for both everyday living & entertaining, featuring a massive center island, premium cabinetry and finishes, double ovens, gas grill, & generous prep/storage space. A separate butler’s pantry & beverage room offers its own sink & additional serving area. The residence also features a distinctive designer man cave and game room, giving the home a unique additional retreat. The primary suite is a true private sanctuary w/ faux stone painted accent walls, floor-to-ceiling windows & abundant natural light. The spa-inspired primary bath features dual vanities, a large soaking tub & a dramatic see-through shower positioned to capture sunset views, creating an unforgettable connection between the interior and surrounding landscape. A massive custom walk-in closet provides exceptional storage, while each guest bedroom is generously proportioned & includes its own sizable walk-in closet. Gulf water views extend from one side of the residence, with lake and pond views on the opposite side, allowing water to be seen from nearly every window & filling the home with natural light. The expansive outdoor terrace extends the living space & is ideal for year-round enjoyment, complete with a custom fireplace, built-in television & generous areas for lounging and entertaining while taking in the surrounding views. Additional upgrades include Legno Bastone wood flooring, upgraded 3-inch countertops, shiplap detailing, a full-length wine refrigerator, custom closets by Inspired Closets of Bonita Springs, ultra-clear shower glass, a 12-inch rain shower head, upgraded mitered-edge countertops, hurricane shutters & V-Kool VK 70 virtually clear window film on the west-facing glass to reduce heat and UV exposure while preserving the views. Kalea Bay offers one of Naples’ premier resort lifestyles with exceptional amenities. Residents enjoy a rooftop pool with panoramic views, private clubhouse, fitness & wellness facilities, resort-style pools, fire pits, on-site dining, spa services & guest cottages. Tennis, pickleball, lush landscaping & an active social atmosphere complete the experience. Secure parking, impact-resistant windows & a building generator add convenience & peace of mind. Maintenance-free Naples living with the privacy of a luxury residence & the service of a five-star resort. One or more photos have been virtually staged, AI-generated, or rendered.

13935 Old Coast RD Unit 805, Naples

$9,500,000
3 Beds 3.5 Baths 226031019 MLS 2020 Gulf Shore BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Introducing 2020 Gulf Shore, an exclusive collection of just 18 residences positioned between The Gulf and a private harbor within The Moorings, one of Naples’ premier neighborhoods. Developed by Barron Collier Companies and Golub & Co., two names deeply rooted in Naples’ history and luxury development, this boutique community blends legacy, design, and effortless living. Interiors by Soucie Horner Design Collective bring a refined, coastal aesthetic with top-tier finishes, 10’ ceilings, expansive glass, custom cabinetry, and curated natural materials throughout the home. Thoughtfully designed outdoor living areas include built-in Wolf grills and generous terraces. A frictionless ownership experience is supported by available turnkey furniture packages and elevated à-la-carte services through Juniper Holiday + Home, offering concierge support, home-watch, provisioning, and more—ensuring true ease from day one. Amenities include a bayfront resort-style pool, two private rooftop terraces with Gulf views, a dedicated kayak/paddleboard launch, 11 boat slips for vessels up to 32’, fitness area, and secure under-building parking with EV charging. Located in The Moorings, residents enjoy quick access to Moorings Beach Club, walkable beach paths, a short golf-cart ride to Fifth Avenue South, and a few minutes’ beach walk to the new Four Seasons Hotel. Here, waterfront living is elevated by thoughtful design, premier finishes, and a rarely offered level of convenience.

2020 GULF SHORE BLVD N Unit PH-402W, Naples

$799,000
3 Beds 2.5 Baths 226030850 MLS
Inviting curb appeal and a welcoming front porch set the tone for the Florida lifestyle. Eight-foot doors open to a bright, airy interior enhanced by classic crown molding and a thoughtfully designed open-concept floor plan. The modern white kitchen features rich 42-inch cabinetry, light granite countertops, a new Midea refrigerator, and a walk-in pantry with custom shelving. Well-planned organization continues in the dedicated laundry room with built-ins and throughout the spacious primary suite, complete with a generously sized custom-fitted walk-in closet and an extended walk-in shower. Beyond the fully pocketing glass sliders lies a private outdoor retreat designed for effortless entertaining and everyday enjoyment. A heated saltwater pool and spa take center stage, recently upgraded with a new pump and actuator, while the full summer kitchen, convenient pool bath, and expansive covered lanai create an ideal setting for enjoying Southwest Florida’s year-round outdoor living. The lanai was re-screened in 2026 with heavy-duty Super Screen for added durability. Built for comfort and peace of mind, the residence features complete hurricane-impact windows and doors, double attic insulation, and overhead garage storage above the two-car garage. Located in the gated North Naples community of Compass Landing, residents enjoy convenient access to the amenity center with resort-style clubhouse, pool and spa, fitness center, and playground. The location is equally appealing, just minutes from dining, shopping, coffee shops, and wellness destinations at Founders Square and Mercato, with easy access to medical facilities, Southwest Florida International Airport, Gulf Coast beaches, and the restaurants, boutiques, and entertainment of Fifth Avenue South. Top-rated “A” schools further enhance the appeal of this exceptional North Naples home.

3636 Pilot CIR, Naples

$899,000
2 Beds 2 Baths 226030742 MLS
Pack your bags and get ready for paradise. Welcome to the Isles of Capri, where you can escape the ordinary and experience the extraordinary. Enjoy the island living lifestyle everyone dreams of from this lovely coastal cottage, on the Beautiful Isles of Capri. Located on Marlin Bay, this house has two bedrooms, two baths, a flowing floor plan and a two car garage. Recent updates include new flooring, kitchen, bathrooms, impact windows and sliders. Walk out back to the large screened-in, covered lanai and enjoy beautiful bay views where you will often find dolphins and manatees playing along with other wildlife that frequent the bay. The big back yard has plenty of room to build a pool or tiki hut to relax in the shade. There is 25’ of waterfront with a brand new vinyl seawall and dock, where you can tie up the bay boat or launch your kayak and paddle boards from. Take advantage of the almost instant, direct access to the Gulf of Mexico, and go fishing at one of the local hot spots or simply take a walk on one of the nearby beaches and try to find the highly coveted Junonia shell. Isles of Capri is still the best kept secret in South Florida with NO HOA. Capri is a subtropical island that offers an abundance of wildlife, a paddle / kayak park, four great restaurants, three marinas, walking/jogging paths, a community play park & bocce court. Capri is Located one mile from Marco Island & only 20 minutes away from Downtown Naples. Our area is famous for its white sand beaches, world class fishing, boating & fantastic golfing. Capri is the perfect place to sit back, relax, unwind and let the sights, sounds and smells, soothe your mind, body and soul. Welcome to paradise!

105 Jamaica DR, Naples

$800,000
2 Beds 2 Baths 226031004 MLS Wilderness Country Club BLDG.
WILDERNESS COUNTRY CLUB | Welcome home to an exceptional first-floor residence in the coveted Wilderness Country Club -- where timeless Old Florida charm meets beautifully updated living. This beautifully updated 2BD/2BA property enjoys a wonderfully peaceful setting overlooking the second fairway and a vibrant butterfly garden, offering picturesque views and a front-row seat to the natural beauty that defines Wilderness. Inside, the residence has been thoughtfully updated with modern finishes throughout. Updated oak flooring throughout creates a fresh, cohesive feel, while the remodeled kitchen and both remodeled bathrooms bring contemporary style and functionality to the home. The former drop ceiling has been removed and replaced with recessed lighting, creating a brighter, more open atmosphere and enhancing the residence’s clean, sophisticated aesthetic. Beyond your front door lies the extraordinary lifestyle of Wilderness Country Club—one of Southwest Florida’s oldest and most exclusive private clubs. Set across approximately 200 beautifully preserved acres in the heart of Naples, this intimate, member-owned community encompasses just 300 residences, thoughtfully positioned among mature trees, natural lakes, specimen plantings and the Arthur Hills-designed 18-hole golf course. The community’s commitment to preserving its natural surroundings is evident everywhere. Wilderness has been an Audubon Cooperative Sanctuary since 1999. Wilderness offers an exceptionally elite array of amenities and activities, including championship golf, four Har-Tru tennis courts, POP Tennis, four bocce courts, croquet, five heated saltwater pools, fitness programs, dining, social clubs and a stunning new clubhouse inspired by the character of Old Florida and designed by Amanda Lindroth. Residents also enjoy a remarkable calendar of golf, tennis, dining and social events designed to foster the close-knit sense of community that makes Wilderness so special. Perhaps most compelling is the setting. Despite its tranquil, secluded atmosphere, Wilderness is just minutes from Fifth Avenue South, Waterside Shops and the beautiful Gulf beaches. Here, lush tropical surroundings, exceptional recreation and genuine community come together in a private Naples enclave that feels worlds away—yet is remarkably close to everything. As renowned golf course designer Arthur Hills famously described it, Wilderness is a “rare, tropical enclave”—truly a paradise. $150,000 initiation fee (non-refundable). $2,178/month - Association Maintenance. $2,609/month - Club dues. $1,200/year food minimum. The Association fee provides: on-site security, swimming pool maintenance, interior pest control, Hotwire fiber optic high-speed internet and TV (basic package for up to 2 TVs), water/sewer, recycling, trash, building and grounds maintenance (landscaping), insurance on building (not interior), flood insurance on building (not contents).

103 Clubhouse DR Unit 152, Naples

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