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

Naples Luxury Real Estate Advisor for High-Value Homes

Naples Nest is a luxury real estate advisory led by Jeremy O'Guinn, Broker Associate and Certified Negotiation Expert (CNE), providing data-driven pricing strategy, discreet representation, and deep local market knowledge for buyers and sellers of high-value homes 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 Luxury Specialist Waterfront Expert Southwest Florida
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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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Find Your Naples Lifestyle

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.

Naples beachfront home with Gulf Views

Luxury Communities

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

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Naples golf community with fairways, clubhouse, and water views

Golf Communities

Private club living, championship courses, refined amenities, and Southwest Florida golf lifestyle.

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Estate homes offer space and privacy

Estate & Equestrian Communities

Pine Ridge, Livingston Woods, Oakes Estates, and other estate and acerage properties across Naples.

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Naples waterfront homes with boats, docks, and Gulf access

Waterfront & Gulf Access

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

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Naples beachfront condos with Gulf of Mexico views

Beachfront Condos

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

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Naples gated community with homes, lake views, and landscaped streets

Gated Communities

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

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Newer construction homes in Naples Florida

Newer Construction

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

$809,000
4 Beds ⋅ 2 Baths ⋅ 226030299 MLS
Barrington Cove 4 bedrooms and 2 bathrooms, DR Horton Delray floorplan, open concept design. A double sliding glass door and a multitude of windows fill the kitchen, great room and dining area with the Florida sunshine. The island kitchen is ideally situated at the heart of the home, between the dining and great room, making entertaining family and friends a breeze. The modernly designed kitchen offers an optimal amount of cabinets and counter space and features a walk in pantry. Located at the back of the home, the well-appointed owners suite comfortably fits a king-size bed set and features two walk-in closets, dual vanity, a desirable walk-in shower. Opposite the owners suite, at the front of the home, three guest bedrooms share a guest bath. A large laundry room and two-car garage complete this home. The home features tile in all the common areas and carpet in the bedrooms. Large back yard with ample room for a pool. You will also enjoy the A-rated public schools that are a quick bike ride away.

16354 Barclay CT, Naples
$1,195,000
3 Beds ⋅ 3.5 Baths ⋅ 226029721 MLS
Expansive privacy sets the stage for this beautifully updated pool home in Ventura at Pelican Marsh, one of North Naples’ premier gated communities. Set on an oversized one-third-acre lot with one of the largest yards available in Pelican Marsh, this rarely available Morningstar model offers 3 bedrooms plus a private study, 3½ baths, as well as a versatile loft space. Elegant double front doors open to soaring 20-foot ceilings, beautiful wainscoting, crown molding and abundant natural light. The renovated gourmet kitchen is designed for both style and function, featuring a generous island with waterfall quartz countertops, custom cabinetry with pull-out shelving, accent lighting, a stunning GE Café oven and a Bosch dishwasher. The kitchen flows seamlessly into the spacious great room, creating an ideal setting for entertaining. The primary suite offers loads of natural light, with a stunning bathroom renovation including quartz countertops, a luxurious soaking tub, and a large walk-in shower with frameless shower door. The star of the show is the massive walk-in closet, which boasts a custom closet system designed by California Closets and offering dream storage and organization, including a beautiful center island. The private backyard is a tropical retreat, featuring a resurfaced pool and spa completed in 2025, new electric pool heater, upgraded pool electrical system, pool-deck lighting and a well-maintained screened enclosure. Additional updates include a 2019 roof, 2023 A/C, 2026 electrical panel, whole-house surge protection, hurricane shutters, updated bathrooms and a generous laundry room. The two-car garage offers built-in cabinetry and storage racks. Ventura is an intimate neighborhood of only 81 single-family homes with a beautifully maintained setting, low HOA fees and fully funded reserves. Pelican Marsh amenities include eight Har-Tru tennis courts, pickleball, bocce, fitness center, walking and biking paths, spa services, restaurant, beach shuttle and an active social calendar. Ideally located minutes from Vanderbilt Beach, Mercato, premier shopping and dining, Artis—Naples and more, this exceptional residence offers the perfect blend of luxury, lifestyle and location.

8900 Ventura WAY, Naples
$849,000
4 Beds ⋅ 3.5 Baths ⋅ 226030284 MLS
Barrington Cove! You will love this stunning Single Story 4 Bedroom plus 3.5 Bath floor plan. This home is upgraded with tall light colored Kitchen cabinets, large ceramic tile throughout, granite countertops and stainless appliances. Large center kitchen Island with bar stool seating for four, French Den doors, and 5 Ceiling trays adorn this home. Enjoy gathering in this generously sized living area with glass sliding doors leading out to the Lanai and Pool! Comfortable Soaking tub in the Master bath, along with double vanity sinks and separate glass shower. Summer kitchen is roughed in on the Lanai for adding your own outdoor kitchen and sink, along with a half bath for an ideal convenience. All new LVP in the bedrooms.

16382 Barclay CT, Naples
$1,025,000
5 Beds ⋅ 4 Baths ⋅ 226029990 MLS
It all starts with the homesite, SE exposure, 1/3 acre lakefront property situated on a cul-de-sac in desirable Riverstone. The moment you enter, the two story foyer with its wide staircase having dark banisters makes you appreciate this spacious Merlot floor plan. The popular 5 BR plus Loft, 4 BA home is very desirable for many living situations; the flexibility affords privacy for all with the main level offering the primary bedroom suite and guest bedroom with hall bath. The 2nd level offers 3 additional bedrooms (one is en-suite) open Loft, 2 bathrooms and a 26ft. covered veranda offering peaceful lake and sunset views for you and your family and/or guest.  Special features include 2-story ceiling in foyer and formal living room, open kitchen with island, glass window backsplash, pantry, family room, formal and informal dining areas, dry bar, screen lanai, utility room with storage cabinets and sink, 3-car garage and complete storm protection. The main level owners' suite is spacious with dual walk-in closets, separate tub plus walk-in shower and double vanities. The community's resort-style amenities feature a large pool, a lap pool, splash pad, playground, pickleball & tennis courts, a state-of-the-art sports gym, fitness center, game room, full kitchen and many community walking areas and a boardwalk. Riverstone is a gated community in desirable north Naples with close proximity to schools, shopping, medical facilities, entertainment venues, I-75 and the famous Gulf beaches.

3742 Madeira CT, Naples
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 226029803 MLS
Some homes simply feel special—and this exceptional Carlyle delivers with sophisticated renovations, inviting spaces, a private pool, and a picturesque lake view, all wrapped into Island Walk’s most spacious and sought-after floor plan. This 2,507 sq. ft. residence features 4 bedrooms and 4 baths, including the rare luxury of dual private baths in the owner’s suite, along with indoor and outdoor spaces designed for entertaining and everyday enjoyment. Gorgeous travertine flooring flows throughout the home, complemented by custom drapery, Silhouette blinds, plantation shutters, and refined millwork. An electric fireplace creates a warm focal point in the formal living room, while the family room features surround sound for added ambiance. The stylishly remodeled kitchen showcases quartz countertops, soft-close white cabinetry, glass-front display cabinets, glass tile backsplash, a deep granite composite sink, filtered water, pantry pull-outs, and an extended countertop offering seating for four and additional storage. Newer appliances include a Sub-Zero beverage refrigerator, LG refrigerator (2024) and GE cooktop (2024). Ease into your morning routine with a dedicated space for your favorite brew, thanks to a custom coffee station offering additional storage in the dining area. The tranquil owner’s suite offers the rare luxury of two separate, reimagined baths, each with its own distinctively tiled shower and frameless glass enclosure, along with new fixtures and toilets, upgraded vanities & wood-look tile flooring. Guest baths have also been enhanced with quartzite countertops and upgraded vanities. The finished laundry room features cabinetry, a utility sink, and newer LG washer and dryer, while the garage offers epoxy flooring, storage cabinets, and a new garage door (2025). Whether hosting friends poolside, savoring a quiet morning overlooking the lake, or watching the sunset paint the evening sky, the screened lanai offers an idyllic setting with a travertine paver deck, surrounded by lush landscaping and ambient landscape lighting. A charming, enchanted side pathway adds an unexpected touch of whimsy to this tropical retreat. Practical upgrades include a roof installed in 2019, electric and accordion storm shutters for simple storm prep, along with a new pool motor & newer heater (2024). Canopy tree-lined Island Walk is a friendly, active, amenity-rich community offering an exceptional resort lifestyle. The recently renovated Town Center features a resort pool, lap pool, fitness center, Har-Tru tennis courts, pickleball, bocce, community activities, Casa Cotzelli restaurant, gas station, post office, car wash, and hair & nail salon. Enjoy miles of scenic walking paths & picturesque bridges over sparkling lakes, all centrally located in Naples near exceptional dining, shopping & beaches. From its beautifully curated interior to its serene pool and lake setting, this is one of those special homes where the Naples lifestyle truly comes to life.

2896 Hatteras WAY, Naples
$979,000
3 Beds ⋅ 2.5 Baths ⋅ 226026543 MLS
KINGS LAKE a Beautiful neighborhood just 5 minutes to the beach. NEW AC 2026 , All new irrigation with 6 cycles and Home will pass your inspections and anyone you hire. High ceilings in most rooms with 10 ft + in the living area. Wide open living space that brings the outside in. With a beautiful 25 x 50 ft pool, aqua glass and 800 square ft lanai finished in travertine tile. This 3 bedroom 2 1/2 bath home is all white, newer appliances, jacuzzi tub in your guest suite, Home built on one of the largest parcels in Kings Lake, Over 1/3 Acre at .35 The 170 ft deep lot has a wooded rear yard that allows complete privacy for you and your guests. All wet surfaces are finished in natural and neutral quartz surfaces. Living space is 18 inch porcelain tile laid on the diagonal. An oversized 2 1/2 car garage for your toys. Minutes to Olde Naples world renowned 5th Ave South's historic district and abutting the gorgeous beaches of the Gulf of Mexico, Dine, dance and shop! You also may bike, or stroll the 1 1/4 mile paved walkway around a fully stocked lake with plenty of wild life. Enjoy the ambiance of the community, play tennis or pickle ball - grocery shopping - dog grooming, dry cleaning, full gym, hair salon or dine in one of the fine restaurants all near by,- enjoy Italian, Asian, and Mexican Cuisine. All wood on the home is CEDAR with only 2 owners in its lifetime. The interior is completely bug free without chemicals. This is a special Custom Built home that you can redesign at your whim. Owner has all the original building plans from a reputable builder, which include a permitted outdoor kitchen. You may add that. The property is very special and the owner is finally ready to let it go. Bring your offer now!

2251 Queens WAY, Naples
$1,895,000
3 Beds ⋅ 3.5 Baths ⋅ 226029975 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Rare Carlyle Floor Plan with Exceptional Upgrades and Resort-Style Living in Stonecreek. Incredible opportunity to own a rarely available Carlyle floor plan with an impressive array of upgrades in the highly sought-after community of Stonecreek. From the moment you enter the private foyer, soaring ceilings and abundant natural light create a bright, inviting atmosphere throughout the open-concept floor plan, thoughtfully designed for both everyday living and entertaining. The elegant, coastal-inspired kitchen features natural stone countertops, stainless steel appliances, a natural gas range, center island, and custom KraftMaid cabinetry throughout. A custom wet bar and beautifully designed entertainment walls with cabinetry add both style and functionality to the main living spaces. Custom hardwood flooring, added in 2022, further enhances the home's sophisticated interior. This spacious 3-bedroom plus den, 3.5-bath residence offers a desirable split-bedroom layout, providing privacy for the primary suite and guest accommodations. The luxurious primary suite features his-and-hers custom closets, while each en-suite guest bedroom also offers custom closet organization. Thoughtful upgrades continue throughout the home, including a Sonos whole-home sound system, Lutron lighting system, power blinds in the primary bedroom and great room, and power privacy shades for the lanai. A Generac whole-home generator provides added peace of mind. The pool features a brand-new pool heater installed in May 2026, allowing for comfortable enjoyment throughout the year. Step outside to your private outdoor oasis, highlighted by a custom resort-style pool and spa surrounded by a beautiful shell terrazzo paver pool deck, all overlooking stunning southern-exposure lake views. The expansive lanai provides an ideal setting for relaxing, entertaining, and enjoying the best of the Florida lifestyle. Location within Stonecreek is another standout feature, with the home offering a convenient walk to the community center and its exceptional amenities. Stonecreek's Lifestyle Complex includes two pools, Tiki Hut, spa, shaded cabanas, fitness center, five lighted Har-Tru tennis courts, four pickleball courts, children's water-play area, social room, billiards, and a full-time activities director. With its rare Carlyle floor plan, extensive custom upgrades, stunning lake views, resort-style pool and spa, shell terrazzo paver pool deck, and convenient proximity to the community amenities, this exceptional Stonecreek residence offers a truly elevated Florida lifestyle.

4308 Caldera CIR, Naples
$879,000
2 Beds ⋅ 2 Baths ⋅ 226029584 MLS
Completely renovated villa offering turnkey Florida living with a private pool in one of North Naples’ most desirable bundled golf communities. This bright, single-story home has been fully updated with new flooring throughout, a completely renovated kitchen, and refreshed bathrooms. The open layout creates a light-filled living space that flows easily from the living and dining areas into the modern kitchen—perfect for everyday living and entertaining. Step outside to your private pool and covered outdoor living area, ideal for morning coffee, afternoon relaxation, or evening gatherings. Enjoy the convenience of low-maintenance living while taking full advantage of Vanderbilt Country Club’s exceptional amenities. Vanderbilt Country Club is a premier bundled golf community featuring an 18-hole championship course, newly renovated clubhouse with multiple dining options, resort-style pool and spa, state-of-the-art fitness center, tennis, pickleball, and bocce. Membership is included with home ownership—close today and enjoy the lifestyle tomorrow. A rare opportunity to own a fully updated pool home in a highly sought-after location. Ready for immediate enjoyment.

479 Preswick LN, Naples
$2,695,000
3 Beds ⋅ 2.5 Baths ⋅ 226028107 MLS ⋅ Olde Naples BLDG.
Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Offering two private suites plus a generous den with closet that easily converts to a third bedroom (with shared bath), the primary ensuite boasts wide-plank hardwood floors and spa-like comfort. Step outside to your spacious private balcony overlooking iconic 5th Avenue South— your front-row seat to the St. Patrick’s Day Parade, art shows, and spectacular nightly sunsets. Cambier Park is located just behind the building for added green space and events. Residents enjoy a rooftop pool with park and city views, under-building parking, and the ultimate walkable lifestyle. Restaurants, boutiques, galleries, and the beach are all right here. Live where every day feels like a vacation in the heart of Olde Naples.

780 5th AVE S Unit 203, Naples
$1,849,000
4 Beds ⋅ 4 Baths ⋅ 226028761 MLS
Come and see this spectacular home on Isle of Capri. Just minutes to Marco Island and within a short drive to all that Naples has to offer, this is one of the best areas in Southwest Florida by far. This three story home is waterfront home with no fixed bridges is located on the best side of Capri with quick and easy access to the Gulf. The home is on pilings and stunning bright remodeled Kitchen with huge Island. The views from all the windows facing the canal provide amazing views and spectacular sunsets. Directly off the living room on the main floor through the wall of sliding doors is a huge wrap around deck that is surrounded by the screened in patio area provide the ability to use it year around. The home has three bedrooms on the main floor - each with their own full bathroom. The top floor has an open loft area with two closets currently being used as a bedroom but is a very versatile space. There is also a deck off of the loft area with amazing 180 degree views. The ground floor has a two garage and a grand breezeway that is also screened in. As a bonus there is an efficiency off of the Breezeway with kitchen area and its own full bathroom. This is located directly adjacent to the pool area which is great for entertaining. The large heated pool has a waterfall feature and hot tub. The seawall is concrete and in great condition, the dock has a boat lift which was recently serviced and the dock has power and water. Behind the boat lift area are two 10000lb whips and roughly 20 plus feet to dock an additional boat behind the lift. The property is very private and surrounding by mature landscaping and it's located on a quiet street with great neighbors. This is a must see in Capri.

405 Cristobal ST, Naples
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 226029963 MLS
A truly stunning pool home in one of Naples' most desirable communities, Kings Lake. This completely remodeled 3-bedroom, 2-bath home offers 3,000 sq ft under air and over 5,500 sq ft total, and is being offered turnkey furnished. From the moment you walk in, the soaring cathedral ceiling and gleaming neutral porcelain floors set the tone for the quality throughout. The open concept kitchen is the heart of the home, showcasing high-end stainless steel appliances, a gas cooktop, white wood soft-close cabinetry, a breakfast nook, wine and coffee bar, and breathtaking Taj Mahal quartzite countertops. French doors lead to a fully air-conditioned Florida room overlooking the heated pool, creating the perfect indoor-outdoor flow for entertaining. A separate dining area sits just off the kitchen beside a second living space with double French doors and sweeping pool and garden views surrounded by lush privacy hedging. The main suite is exceptional, featuring a large walk-in closet with custom built-in shelving, double sinks, soaking tub, and an oversized walk-in shower. Both guest bedrooms are well sized with rich wood laminate flooring, and one includes a walk-in closet with custom shelving. The large laundry room includes cabinetry, quartz countertops, a utility sink, plus washer and dryer. Impact windows and doors provide peace of mind throughout. The expansive pool deck and covered lanai make outdoor living a daily pleasure. The rare 3-car garage with beautiful epoxy floors adds storage and flexibility, perfect for vehicles, a golf cart, or guest use. Kings Lake is a highly desirable, established community built around a scenic 30-acre lake with walking and biking trails, tennis and pickleball courts, and the Kings Lake Square shopping center just steps away featuring Publix, Starbucks, and multiple dining options. Just 3 miles to the world-class restaurants, boutique shops, and galleries of famous 5th Avenue South and only 3.5 miles to the white sand beaches and the Naples Pier on the Gulf of America.

2307 Queens WAY, Naples
$4,700,000
3 Beds ⋅ 3.5 Baths ⋅ 226030179 MLS ⋅ The Avenue BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Residence 1010-201 presents a luxurious corner three-bedroom plus sunroom, 3.5 bath, that embodies effortless luxury and refined coastal living. The expansive interiors feature elevated finishes, generous outdoor living areas, and a built-in gas grill, ideal for entertaining and embracing Naples' indoor-outdoor lifestyle. With 10 ft ceilings, Italian cabinetry, natural stone, Sub-Zero, Wolf, and Cove appliances, spa-like baths, and more, this residence offers a sophisticated living experience. Imagine starting your day with breakfast in the glass-enclosed sunroom off the lanai, surrounded by natural light and serene views—an ideal spot for relaxed mornings, intimate dining, or evening cocktails. Located within The Avenue, a visionary new destination redefining luxury living in downtown Naples, residents have access to over 75,000 sq ft of upscale retail, boutique shopping, fine dining, cafés, and curated experiences just steps away. The Avenue seamlessly integrates sophisticated residential living with the vibrancy of Naples' premier downtown lifestyle, with Fifth Avenue's energy . Residents can enjoy multiple rooftop pools, expansive fitness and amenity spaces, 24-hour door staff, full-time concierge services, and beach service, providing a resort-style living experience. From luxury conveniences to exceptional lifestyle offerings, The Avenue offers a comprehensive and upscale living experience in the heart of Naples.

1010 5th AVE S Unit 201, Naples
$7,150,000
4 Beds ⋅ 4.5 Baths ⋅ 226030170 MLS ⋅ The Avenue BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Residence 1075-205 is a luxurious south-facing residence featuring four bedrooms plus a den and sunroom, 4.5 baths, and expansive living spaces that embody effortless luxury and refined coastal living. The corner location provides an exceptional sense of openness and natural light, complemented by 10-foot ceilings, expansive living and dining areas, and floor-to-ceiling windows. With more than 1,300 square feet of outdoor living space, including a spacious lanai and built-in gas grill, the residence is designed for seamless indoor-outdoor living and effortless entertaining. The glass-enclosed sunroom opens directly to the lanai, creating an inviting setting for morning coffee, intimate dining, or evening cocktails while enjoying the natural light and serene surroundings. The interiors feature an exceptional level of craftsmanship and refinement, including Italian cabinetry, natural stone finishes, Sub-Zero, Wolf, and Cove appliances, a wet bar, and spa-like baths. Every detail has been thoughtfully selected to create a sophisticated yet comfortable living experience. Located within The Avenue, a visionary new destination redefining luxury living in downtown Naples, residents are surrounded by more than 75,000 square feet of upscale retail, boutique shopping, fine dining, cafés, and curated experiences just steps from home. The Avenue seamlessly integrates sophisticated residential living with the vibrancy of Naples’ premier downtown lifestyle, with the energy of Fifth Avenue. Residents enjoy an impressive collection of resort-style amenities, including multiple rooftop pools, expansive fitness and wellness spaces, 24-hour door staff, full-time concierge, and beach service. With its coveted south-facing corner location, generous indoor and outdoor living spaces, elevated finishes, and exceptional amenities, Residence 1075-205 offers a truly distinctive luxury living experience in the heart of Naples.

1075 6th AVE S Unit 205, Naples
$2,350,000
3 Beds ⋅ 2 Baths ⋅ 2026035400 MLS
A rare opportunity to enter this coveted waterfront community at it's most accessible price point. This refreshing three-bedroom, two-bath home offers an exceptional way to experience the Naples boating lifestyle with direct Gulf access and 5th Ave just minutes away. Positioned on a desirable corner lot with 88 feet of seawall, the property is exceptionally equipped for life on the water, featuring a 12,000-lb boat lift and separate jet ski lift. Inside, a comprehensive 2023 renovation created a light, refined coastal aesthetic with new electrical, interior doors, baseboards, crown molding, quartz countertops, light wood flooring, and crisp white cabinetry throughout the split-bedroom floor plan. The 2018 metal roof adds lasting value. The outdoor spaces are equally inviting, with a resurfaced pool and new screen enclosure, fenced yard, mature mango trees, fresh landscaping, and circular paver driveway. Impact-resistant windows and doors, a 24KW whole-home generator, and 4-foot flood panels provide added peace of mind. For buyers seeking waterfront living in one of Naples’ most established and desirable boating communities, this is a compelling opportunity to own in Royal Harbor at an entry point rarely available in today’s market - where Gulf access, thoughtful updates, and proximity to the energy of 5th Ave come together in one exceptional property.

1590 Sandpiper ST, Naples
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 226029851 MLS
Tucked away on a beautifully landscaped double lot just minutes from the heart of Naples, this unique home offers a rare combination of privacy, space, and an incredibly convenient location. Surrounded by mature tropical landscaping and a fully fenced yard, the property feels like a private retreat while keeping you close to Fifth Avenue South, Third Street South, Naples beaches, shopping, dining, Naples Botanical Garden, and more. The three-bedroom, two-bath home is filled with natural light and designed for easy Florida living. The open great room flows into the kitchen and dining area, where large windows frame the surrounding greenery, creating the feeling of your very own tree house. The kitchen features custom solid maple cabinetry with soft-close doors and pullouts, while the spacious primary suite offers a walk-in closet, additional closet, and private bath with a large walk-in shower and double-sink vanity. Outdoor living is a highlight of this home, with an eight-foot-deep covered balcony overlooking the lush backyard—the perfect spot for morning coffee, outdoor dining with incredible sunset views, or simply enjoying the peaceful setting. Downstairs, the air-conditioned garage provides an impressive amount of usable space with epoxied floors and room for parking, hobbies, a workshop, or additional storage. A dumbwaiter makes bringing groceries, laundry, and everyday items between levels especially convenient. The oversized property also offers the flexibility that is increasingly hard to find this close to downtown. There is room to store a boat or RV along the side of the home, with a double-wide gate and driveway apron providing easy access. Impact-resistant windows, exterior doors, and garage doors add peace of mind, while Low-E double thermal windows and updated air-conditioning systems contribute to the home's comfort and efficiency. Whether you're enjoying a quiet evening in the backyard, heading downtown for dinner, or spending the day on the water, 2023 Mills Lane puts the best of Naples within easy reach—all while offering the privacy, space, and flexibility that are so hard to find this close to downtown.

2023 Mills LN, Naples
$875,000
3 Beds ⋅ 2 Baths ⋅ 226030023 MLS ⋅ Serendipity BLDG.
Tucked along a quiet drive in Serendipity, this three-bedroom, two-bath end-unit offers the ease of single-level living within one of North Naples' most coveted coastal enclaves. A full renovation and a thoughtful run of recent improvements leave little to do but move in. Tile flows throughout the split-bedroom plan, and the crisp white kitchen with quartz counters opens gracefully to the great room and a screened lanai framed by lush, landscaped grounds. The care shows in the details that matter most. A new tile roof and electric storm shutters were added to the lanai in 2024, and a top-of-the-line Romeo Air Infinity system with an Air Knight UV air purifier was installed in 2022. A whole-house reverse osmosis system from Aztec Plumbing followed in 2025. The primary suite is finished with dual sinks and a walk-in shower, and the second bath offers both a tub and shower. A private storage unit and an assigned covered carport add everyday ease. Beyond the door lies the full rhythm of Pelican Bay living, with private beach access, beachfront dining, attended fitness, tennis and pickleball, and miles of bike and jog paths winding through the mangroves. The community pool and spa sit just steps away, while Artis Naples, Waterside Shops, and the shoreline are all moments from home.

599 Serendipity DR Unit 599, Naples
$795,000
4 Beds ⋅ 4 Baths ⋅ 226029822 MLS
Highly desirable and well maintained Naples Park duplex ideally located just 2 minutes from Vanderbilt Beach, Mercato, Whole Foods, NCH Hospital, and the best shopping, dining, and entertainment North Naples has to offer. This income-producing duplex features two separate rental units, each 2 beds, 2baths currently generating $54,000 in combined ANNUAL rental income—$2,100 from one tenant and $2,400 from the other. An excellent opportunity for an investor seeking immediate rental income in one of Naples’ most sought-after locations. The property sits on a DOUBLE LOT(0.23 acres) with each unit having their independent entrance, impact windows and doors, screened in lanais, 1 car garages and additional parking spaces on each side. Unit A's access from 107th Ave N, and Unit B's from 7th St. New AC unit installed 6/2026(Unit B). NO HOA Fees or Restrictions. Whether you're looking for a solid income-producing investment, a future redevelopment opportunity, or a property with outstanding location value, this Naples Park duplex deserves a close look.

702 109th AVE N, Naples
$13,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226029919 MLS
Everyone Stops to Take a Picture. There are homes you walk past—and then there are homes that make you stop. Just one house from the beach in the heart of downtown Naples, this exceptional residence has become one of those unmistakable properties that catches the eye of nearly everyone who passes. People stop, admire it, and more often than not, take a picture. Inspired by the owners’ travels throughout the Mediterranean, the architecture is romantic, distinctive and beautifully detailed. At first glance, stately wrought-iron gates crowned with a pineapple finial welcome you to the property. Beyond them, twin limestone staircases gracefully sweep from either side toward the grand front entrance, creating an unforgettable sense of arrival. Look closer and the details become even more captivating: Juliet-style wrought-iron flower boxes, graceful fanlight transoms, open-air terraces, limestone accents and architectural elements reminiscent of a European villa. Then the grand front door opens to a dramatic foyer soaring 24 feet above—revealing that the magnificence of the exterior is only the beginning. It is a first impression you simply don’t forget. No wonder everyone stops to take a picture.

40 5th AVE S, Naples
$1,760,000
4 Beds ⋅ 3.5 Baths ⋅ 226029053 MLS
Discover an exceptionally rare custom “Forever Home” where uncompromising quality, sophisticated design, and resort-style living come together on one of the neighborhood’s most desirable oversized pie-shaped lots. Ideally positioned to overlook a tranquil preserve, this extraordinary residence offers an expansive, wide-open floor plan designed for both grand entertaining and effortless everyday living. Offered optionally turnkey and impeccably appointed with no expense spared, the home showcases an exceptional collection of custom Clive Daniels and Robb & Stucky furnishings, designer décor, curated artwork, and upscale finishes throughout, creating a refined yet inviting atmosphere from the moment you arrive. The heart of the home is an impressive chef’s gourmet kitchen, thoughtfully designed for both culinary enthusiasts and elegant entertaining. Custom cabinetry, an oversized center island, and a spacious butler’s pantry provide exceptional functionality and storage, while premium appliances include a Sub-Zero refrigerator and KitchenAid GAS True full-size double ovens and range, complemented by a powerful vented hood. The great room makes an immediate statement with dramatic coffered and tray ceilings, floor-to-ceiling custom built-ins, and generous living spaces that seamlessly connect the interior with the spectacular outdoor retreat. California Closet systems throughout every closet provide beautifully organized storage and an elevated level of everyday convenience. Modern luxury continues with an extensive suite of smart-home features, including voice-automated acoustics, upgraded wireless network with range-boosting technology, integrated lighting controls, and enhanced interior and exterior security. Step outside and discover a private resort-style oasis designed for year-round Florida living. The expansive no-see-um-proof screened lanai features picture-window screening that allows you to fully appreciate the peaceful preserve setting while enjoying the outdoors in comfort. A beautifully designed heated saltwater pool and spa create the centerpiece, complete with a sun shelf, cascading waterfalls, and an inviting built-in gas fire pit—an exceptional setting that rivals the finest private vacation destinations. The attention to detail continues outdoors with a fully fenced backyard, elegant tumbled marble accents, and a spacious three-car garage offering ample room for vehicles, storage, and recreational equipment. Every element of this exceptional residence has been thoughtfully selected and upgraded to create a home that is truly distinguished from the ordinary. Situated in an outstanding neighborhood with an exceptional location and A-rated schools, this is a rare opportunity to own a custom luxury residence that delivers the sophistication of a high-end estate with the comfort and functionality of a true forever home. Offered optionally fully turnkey with select designer furnishings, artwork, and décor.

3664 Pilot CIR, Naples
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 226030045 MLS
Welcome to this rarely offered, fully updated private villa in the highly desirable Bay Villas of Pelican Bay. Blending the comfort of single-family living with the unmatched amenities of one of Naples’ premier communities, this immaculate two-bedroom, two-bath residence delivers an exceptional coastal lifestyle. Completely reimagined with refined finishes and careful craftsmanship, the bright and airy interior is enhanced by an abundance of windows and expansive glass invites natural light and showcase serene tropical surroundings. Impact-resistant windows in the front provide added peace of mind, while maintaining the home’s clean, elegant aesthetic. The custom kitchen is both stylish and highly functional, and the updated bathrooms reflect a timeless, coastal sophistication. Outdoors, enjoy a secluded tropical escape featuring a sparkling private pool, peaceful patio areas, and lush, professionally designed landscaping - perfect for quiet relaxation or effortless entertaining. A newer roof and generous two-car garage further elevate the home’s comfort and practicality, making it truly move-in ready. Living in Pelican Bay means access to an extraordinary array of amenities, including three miles of private beach, attended beachfront service, two exclusive beachfront restaurants, a world-class fitness center, tennis facilities, scenic walking and biking paths, and complimentary canoeing, kayaking, and sailing. Begin your day with a beach walk along the Gulf, unwind poolside in the afternoon, and enjoy Naples’ renowned dining, shopping, and cultural scene in the evening. Perfectly positioned just minutes from Waterside Shops, Artis—Naples, The Baker Museum, and Mercato, this villa offers unmatched convenience to the best of Naples. Pelican Bay also features 27 holes of championship golf available through optional equity membership. Seldom available and beautifully refined, this private villa offers an elevated sense of tranquility and the very best of Pelican Bay living.

529 Bay Villas LN, Naples
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 226029857 MLS ⋅ Fifth Avenue Beach Club BLDG.
Luxury Coastal Living Just Steps from 5th Avenue South & the Beach. Experience the very best of the Naples lifestyle in this beautifully renovated, turnkey-furnished condo, ideally positioned just steps from the beach and the vibrant heart of downtown Naples. Set in a prime 5th Avenue South location, this exceptional residence places you within easy walking distance of Naples’ renowned restaurants, boutique shops, galleries, theatre, entertainment, and the stunning Gulf beaches. Leave the car behind and embrace the effortless, walk-everywhere lifestyle that makes this location so highly sought after. Thoughtfully renovated and offered turnkey furnished, this condo is truly move-in ready—just bring your suitcase and start enjoying the Naples lifestyle from day one. After a relaxing day at the beach or exploring downtown, return home and unwind by the community pool, the perfect place to cool off and relax. Adding to its appeal, the community allows weekly rentals, offering an attractive opportunity for those seeking a flexible vacation home with potential rental income when not in personal use. Whether you envision it as your own luxurious Naples retreat, a seasonal escape, or an income-producing investment, this is an exceptional opportunity to own a piece of the coveted downtown Naples lifestyle. Beach. 5th Avenue. Dining. Shopping. Theatre. Pool. Investment potential. Everything you love about Naples is right outside your door.

175 5th AVE S Unit 4, Naples
$2,645,000
4 Beds ⋅ 3.5 Baths ⋅ 226029899 MLS
Welcome to your retreat in Monterey. Ideally situated on a quiet cul-de-sac within this guard gated community, this beautifully updated home offers serene lake views throughout and western exposure for stunning sunsets. The open-concept floor plan features sun-filled interiors, high ceilings, and wide plank Provenza wood flooring. The updated kitchen and spacious living areas flow seamlessly to the covered lanai, creating the perfect indoor-outdoor setting for entertaining. The luxurious primary suite, updated bathrooms, and custom layout offer both comfort and functionality. Step outside to your private oasis with a saltwater pool, outdoor pool bath, new landscaping, and landscape lighting—all overlooking peaceful lake views. Recent upgrades include whole-house repipe (2025), PGT impact windows with UV protection, Culligan water softener and reverse osmosis system, new interior paint (2026), plus roof and AC (2018). Residents enjoy exceptional community amenities including a clubhouse with library and fitness center, pickleball, tennis and basketball courts, a resort-style pool with cabanas, playground, and a vibrant social calendar featuring events like Bunco, Trivia Night, Bingo, and holiday gatherings. Ideally located just minutes from Mercato, Waterside Shops, pristine Gulf beaches (approximately 2 miles), and some of Naples’ best dining, shopping, boating, and fishing—this home truly offers the best of the Naples lifestyle. Zoned for highly rated schools, it combines luxury, location, and lifestyle in one exceptional offering

7657 Ponte Verde WAY, Naples
$2,895,000
5 Beds ⋅ 5 Baths ⋅ 226029650 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. NEW 2026 CUSTOM ESTATE | 4,403 SF UNDER AIR | 7,500+ TOTAL SF | 2.61 ACRES | 100% UPLAND | NO HOA | CITY WATER Experience luxury and privacy in this stunning brand-new custom estate set on 2.61 acres of 100% upland in Naples with potential for a future guest house, workshop, or barn on the expansive acreage. Offering 4,403 SF under air, 7,500+ total SF, 5 bedrooms, 5 full baths, and a 4-car garage with extensive additional parking. Enjoy a resort-style saltwater pool and spa, heated pool, full outdoor summer kitchen, motorized screens, Sonos outdoor sound system, and beautifully landscaped grounds with mature illuminated Canary and Silvestre palms and tropical landscaping. The home features premium finishes, two-zone HVAC, smart-home automation, multiple indoor/outdoor internet built-in network, and Wi-Fi-controlled garage doors. Ample space for RVs, boats, and car collections, plus potential for a future guest house. No HOA. No compromise—just luxury, privacy, space, and freedom in one exceptional Naples estate.

1874 39th ST SW, Naples
$3,995,000
5 Beds ⋅ 4.5 Baths ⋅ 226020150 MLS
Immediate Golf Membership is available with this extraordinary, fully reimagined residence in the prestigious Tiburón Golf Club community. Offering the rare combination of sophisticated design, extensive renovation and effortless resort-style living, this exceptional home has been transformed into a refined retreat where virtually every detail has been thoughtfully considered. A dramatic sense of openness defines the interior, where soaring ceilings, abundant natural light and an expansive open-concept design create an elegant yet inviting atmosphere. The substantially enlarged chef’s kitchen serves as the centerpiece of the home, beautifully designed for both everyday living and sophisticated entertaining. Designer finishes, carefully selected materials and a fresh coastal palette flow throughout, while hurricane-impact windows and sliders provide modern protection without compromising the home’s light-filled aesthetic. A private guest cabana offers an additional level of luxury and privacy, creating a secluded retreat for overnight guests, extended family or a home office. The indoor living spaces transition seamlessly to a private outdoor sanctuary centered around the pool and spa. Designed for year-round enjoyment, this tranquil setting provides the perfect backdrop for quiet mornings, afternoon relaxation and evenings spent entertaining beneath the Florida sky. With both lawn and pool maintenance handled by the association, owners can enjoy the benefits of a private residence with the ease and convenience typically associated with resort living. Situated within an intimate enclave where residences are rarely offered for sale, the property presents an especially compelling opportunity within Tiburón. Beyond the residence, Tiburón offers one of Naples’ most distinguished golf and resort lifestyles, anchored by championship golf and the renowned Ritz-Carlton Naples, Tiburón. Immediate Golf Membership availability further distinguishes this offering, allowing the next owner the opportunity to begin enjoying the Tiburón lifestyle without delay. Completely renovated, Brand New Roof, beautifully appointed and exceptionally positioned, this is a rare opportunity to acquire a sophisticated, move-in-ready residence in one of Naples’ most desirable golf communities.

2749 MEDALLIST LN, Naples
$2,195,000
3 Beds ⋅ 3.5 Baths ⋅ 226029917 MLS
Fully upgraded and move in ready. Discover a truly exceptional custom home in Parrot Cay at Naples Reserve, where sophisticated design, extensive upgrades, and breathtaking lake and fountain views come together in one remarkable Florida residence. Built in 2019, this pool home with 3 bedrooms plus den, 3 full bathrooms and 1 half bathroom offers almost 3,100 square feet of living space, a custom floor plan, a 3 car garage, and a metal roof. From the striking front elevation to the thoughtfully designed interior, this home stands apart. Tall ceilings, abundant natural light, designer ceiling details, custom built ins, plantation shutters, and extensive custom storage create a polished yet highly functional living environment. The great room makes an immediate impression with its stunning coffered ceiling, custom built in entertainment center, surround sound, and expansive views of the lake and fountain. Pocketing sliding glass doors disappear completely into the wall, creating an impressive connection between the indoor living space and the covered outdoor entertaining area. The gourmet kitchen is designed for both everyday living and entertaining, featuring an enormous center island, abundant custom cabinetry, KitchenAid appliances, gas cooktop, double wall ovens, microwave, and oversized windows that fill the space with natural light while showcasing the water views. The kitchen flows directly into the great room and outdoor living area, making entertaining seamless. The split bedroom layout offers exceptional privacy, with each bedroom featuring its own attached bathroom. The spacious primary suite includes two large walk in closets with custom built in storage systems and a beautifully appointed primary bathroom with dual vanities, a separate soaking tub, and a walk in shower. The den offers additional flexibility with elegant double barn doors, two closets with built in storage, and enough space for a home office, guest space, or additional sleeping area. Outside, the private pool and integrated spa create an impressive centerpiece for the Florida lifestyle. The spa features a custom spillover edge flowing directly into the pool, while the panoramic pool cage frames the lake and fountain views beyond. The east facing outdoor living area includes extensive covered seating, an outdoor kitchen with built in grill, and additional extended space for dining, lounging, and entertaining. Hurricane screens provide added versatility for enjoying the outdoor area. Additional features include impact resistant windows and doors, hurricane screens, propane, built in hallway cabinetry and storage, custom closet systems throughout, plantation shutters, built in surround sound, and a dedicated built in dog run along the side of the home. Located in Parrot Cay at Naples Reserve, this home combines a highly desirable Naples location with resort style community living and an exceptional waterfront setting.

14343 Charthouse CIR, 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.