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
Get a Confidential Home Value Learn More About Selling Schedule a Private Consultation
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.

Search by Lifestyle

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.

Explore Luxury Communities
Naples golf community with fairways, clubhouse, and water views

Golf Communities

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

Explore Golf Communities
Estate homes offer space and privacy

Estate & Equestrian Communities

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

Explore Estate & Equestrian Communities
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.

View Gulf Access Homes
Naples beachfront condos with Gulf of Mexico views

Beachfront Condos

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

Search Beach Condos
Naples gated community with homes, lake views, and landscaped streets

Gated Communities

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

Explore Gated Communities
Newer construction homes in Naples Florida

Newer Construction

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

View Newer Homes
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.

Explore Walkable Naples
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

$928,900
3 Beds ⋅ 3 Baths ⋅ 226034390 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. New construction Available for December / January Occupancy! This "Eclipse" floor plan offers a glass front entry door and impact resistant windows throughout with 3 Bedrooms, Great Room, and Den with 3 Baths, and 2 Car Garage. Enjoy an Upgraded Open Kitchen with stainless steel GE appliances and quartz countertops! Gas Tankless water heater, 24 x 24 Tile Flooring in main areas and more! Valencia Sky is located just minutes away from Downtown Naple’s Famous 5th Avenue where you will find wonderful beaches, shopping and dining and provides a new standard of 55 plus living by offering an exciting vacation-inspired lifestyle that rivals the finest resorts. The opulent Clubhouse and Lifestyle Complex offers hundreds of exciting events including Broadway style shows, matinees, cocktail parties and galas. A full-time, on-site lifestyle staff ensures that there is something for everyone to enjoy. Please Note: Photographs are the Eclipse Model, not the actual home

2657 Hyacinth PL, Naples
$899,990
3 Beds ⋅ 2 Baths ⋅ 226033650 MLS
Welcome to 5750 Westport Ln! This inviting home features an updated kitchen and bathrooms, along with a spacious backyard and screened lanai that make it easy to enjoy the Florida lifestyle. The generous outdoor space offers plenty of room to relax, entertain, or simply enjoy your own backyard. Just a short drive to the beautiful Gulf beaches, this home offers thoughtful updates and plenty of space to make it your own.

5750 Westport LN, Naples
$1,099,000
3 Beds ⋅ 2 Baths ⋅ 226034737 MLS
Gulf access!! This exceptional property offers potential AirBnB cash flow. Offering stunning panoramic views and convenient Gulf access, this home is a haven for waterfront enthusiasts. Situated in a prime Naples location on the picturesque Cocohatchee River. Extraordinary income opportunity, pay for your second home while you’re away or bring the mother-in-law. With a private dock featuring a floating dock and canoe rack, you'll have everything you need to effortlessly explore the serene and beautiful waterways of Naples. It's not just a home—it's a lifestyle where elegance meets adventure. Perfectly positioned for serenity and sophistication, this home boasts secluded surroundings while embracing full, uninterrupted water views and unparalleled beauty of nature. This exceptional property offers the unique potential for dual living spaces, perfect as separate living quarters or an inviting mother-in-law suite with a private side entry. Boasting modern upgrades and thoughtful details, this home is move-in ready and designed for convenience and comfort. Recent upgrades include new roof (2018), 2 new water heaters, a whole-house water filtration and softener system, and two highly efficient A/C units with a drip pump (3 yrs old) and new appliances. The interior features durable touches such as Styrofoam insulation, PVC baseboards, and hardy board throughout downstairs and garage, ensuring longevity and style. On the exterior, $40K was invested in drainage, while new impact windows and sliders and striking blue and white landscape lighting enhance the home’s curb appeal. Additional modern amenities such as a new screen enclosure, roll-down blinds, and plank tile floors create a perfect blend of style and functionality. The home is equipped with two fully functional living areas. Downstairs includes a complete Whirlpool appliance package, featuring a new refrigerator and dishwasher, complemented by a porcelain sink for everyday luxury. Upstairs offers real wood shiplap walls, a Bosch appliance package, a double porcelain farmhouse sink, and even a medicine cabinet for extra bathroom storage. Outdoor living spaces are equally impressive, with composite patio decking and a dock, along with a floating dock and a canoe rack for two. The property is finished with beautiful landscape irrigation and lighting on timers, a new screen cage and screening, and Pelican shutters. Flood insurance in place and transferrable. This home is more than just a house—it’s an opportunity for a versatile and luxurious lifestyle. Whether you're envisioning a family retreat, a rental income generator, or a place to entertain or retire, this property has it all. The possibilities are endless!

193 Cocohatchee ST, Naples
$925,000
3 Beds ⋅ 2 Baths ⋅ 226034404 MLS
A tranquil escape nestled in the heart of the Sterling Oaks community! Don’t miss out on this stunning 3 bed, 2 bath, 1564 sf Naples residence where sophisticated design meets effortless Florida living. This home offers a fresh, modern aesthetic with thoughtful upgrades throughout and a seamless connection to its private outdoor retreat. At the heart of the home is an expansive kitchen featuring quartz countertops, a striking waterfall island, and custom shaker-style cabinetry with soft-close doors and drawers. The open-concept design creates an inviting space for everyday living and entertaining, while the carefully selected finishes bring a timeless, elevated feel. The primary suite offers a peaceful escape, highlighted by an elegant bathroom with a spacious walk-in shower designed for a luxurious, spa-like experience. Every detail of the home has been thoughtfully considered to create a space that feels both stylish and comfortable. Step outside and discover your own private oasis. The screened lanai overlooks a sparkling plunge pool/spa, creating the perfect setting for morning coffee, afternoon relaxation, or evening entertaining. Beyond the lanai, the tranquil backyard space provides a serene backdrop. The private, gated community of Sterling Oaks offers 12 Har-Tru Tennis courts (10 lighted), 5 Pickleball courts, a 135,000-gallon community pool, pool-side cabana, elegant clubhouse with 100 seat “Oak Room” dining venue, state-of-the-art fitness facility, and a social calendar that will always keep you entertained. If luxury living, resort amenities, and close beach proximity is what you have been searching for, look no further!...... Capture the Naples Lifestyle!

1511 Whispering Oaks CIR, Naples
$1,195,000
5 Beds ⋅ 4.5 Baths ⋅ 226033951 MLS
Welcome to the elevated American Dream—where space, privacy, and multi-generational living come together on 2.5 cleared, fully fenced acres in Golden Gate Estates. This exceptional 5-bedroom, 4.5-bath home offers soaring ceilings and room for everyone, including a secondary primary suite and an attached in-law suite with its own bedroom, bathroom, and living space—perfect for extended family or guests. Outside, an expansive screened lanai surrounds the pool and spa, creating the perfect setting for entertaining, relaxing, and watching Florida sunsets through the trees. A circular driveway, 2-car garage, storage shed, and additional space to build a detached garage provide plenty of room for vehicles, recreational toys, and more. Additional features include a whole-house water treatment and reverse osmosis system, plus an X flood zone location where flood insurance is generally not required by lenders. Just minutes from the new Vanderbilt Beach Road extension, enjoy peaceful Estates living with convenient access to town, shopping, dining, entertainment, and Naples' beautiful beaches. This is Golden Gate Estates living at its best. Welcome home!

260 20th AVE NE, Naples
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 226034457 MLS ⋅ Brittany BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. From the 12th floor of The Brittany, the Gulf of Mexico fills the view. Morning coffee, an evening glass of wine, a room full of guests who keep drifting toward the view: this is a home where the water is part of everyday life. The space around that view is just as generous. A large, open, and versatile layout keeps everyone together, three bedrooms give each guest a place to retreat, and a den and three baths complete a plan that is easy to live in and even easier to share, whether you are hosting the whole family or turning the den into a home office, library, or quiet escape. Ownership here is refreshingly simple. An upgraded refrigerator, electric storm shutters, and two assigned garage parking spaces take care of the practical side, but the storage is especially noteworthy. In addition to an air-conditioned storage room located just outside the private unit entrance, the sellers also own a separate, dedicated storage space, a rare amenity available to only 46 units in the building. This additional storage has meaningful value on its own and, for the right offer, the sellers are willing to convey it with the residence. Ideally positioned between the Gulf of Mexico and Venetian Bay, this 21-story luxury beachfront building is home to just 121 high-rise residences and six villas, creating an intimate setting with a collection of amenities. Spacious residences, many with views in both directions, capture Gulf sunsets along with Venetian Bay and the Naples skyline, while direct beach access puts the sand and Gulf waters just steps from home. Days here can be as active or relaxed as you choose. Start the morning with aqua aerobics or laps in the Gulf-side pool (billed as the largest in Park Shore), then unwind in the spa, work out anytime in the 24-hour Technogym fitness room, or enjoy a match on one of two Har-Tru tennis courts or the bocce court. The Gulf-side plaza deck offers an inviting place to gather around the fire pit and watch the sunset, while a covered grilling pavilion makes casual outdoor entertaining easy. Beach showers, sauna facilities, and garage storage racks for kayaks, paddleboards and bicycles add to the convenience of the coastal lifestyle. The amenities continue indoors with a social room, card room, library and conference room, complemented by an active calendar that can include everything from movie nights, mahjong and bridge to book club, weekly social hours and sunset painting on the beach. 4 guest suites are also available for owners to reserve, giving visiting family and friends their own comfortable place to stay. And then there is Park Shore itself. Step outside and the beachfront promenade invites morning walks and sunset strolls along the Gulf, while The Village Shops on Venetian Bay, home to more than 45 waterfront shops and restaurants, is just a short stroll away.

4021 Gulf Shore BLVD N Unit 1204, Naples
$1,498,900
3 Beds ⋅ 3 Baths ⋅ 226034344 MLS
This exceptional, fully reimagined Pinnacle model showcases modern luxury at its finest in the amenity-rich community of Greyhawk at Golf Club of the Everglades. Updated with high-end designer finishes, the home offers a sophisticated yet comfortable living experience with meticulous attention to detail throughout. The stunning and functional custom kitchen serves as the centerpiece of the home, featuring Wolf cooktop, updated quartz countertops, and premium custom cabinetry. The great room impresses with a Venetian-plaster accent wall complemented by elegant sconces, all opening through zero-corner impact sliders to a breathtaking outdoor oasis. The expansive lanai is designed for year-round enjoyment with stone pavers, a full custom outdoor kitchen, Wind Safe hurricane protection, storm shutters, and a custom heated saltwater iAquaLink pool with calming waterfall—perfectly positioned to capture tranquil sunset water views. ***New Pool Heater just installed April 2026*** Inside, refined upgrades include custom wood accents, coffered ceilings, designer lighting, and elevated finishes throughout. The primary suite offers beautifully updated ensuite bath with an oversized walk-in shower. All bathrooms and the laundry room feature quartz countertops, upgraded fixtures, and modern tilework. Additional highlights include a whole-house Generac generator, full-home surge protection, water filtration systems, and a security system with outdoor cameras. The extended 4-ft garage is finished with epoxy flooring, insulated doors, a split A/C system, and a remote-controlled storage lift. Perfectly situated on one of Greyhawk’s most desirable cul-de-sacs, this home provides access to exceptional amenities including a resort-style pool and spa, fire pit, bocce, tennis, pickleball, fitness center, 2-full-service restaurants, tiki bar, and a social golf membership or you can elevate your experience to a full golf membership at Golf Club of the Everglades. The Greyhawk community is perfectly positioned on a private 18-hole Rees Jones–designed golf course. Ideally situated central to premier shopping, dining, and Naples’ renowned beaches, this extraordinary residence delivers luxury, lifestyle, and location—offering the very best of Florida living. Best of all—no CDD!

8876 Spotted Towhee DR, Naples
$750,000
3 Beds ⋅ 2 Baths ⋅ 226033798 MLS
Ideally situated in the desirable Forest Hills neighborhood of Lely Golf Estates, this inviting three-bedroom, two-bath residence is filled with natural light and offers a relaxed Naples lifestyle with a private pool and generous outdoor living space. Designed to embrace Florida’s year-round sunshine, the home opens to a spacious screened lanai and pool area, creating an ideal setting for entertaining, dining alfresco, or simply unwinding in the privacy of your own backyard retreat. Impact-resistant windows provide added peace of mind, while the roof, replaced in 2018, adds to the home’s appeal. The comfortable three-bedroom floor plan offers flexibility for family and guests, complemented by two full baths and light-filled living spaces. Set within the established Lely Golf Estates community, this residence offers an exceptional opportunity to enjoy poolside living in a convenient Naples location with easy access to shopping, dining, golf and the area’s renowned Gulf beaches.

394 Bay Meadows DR, Naples
$1,778,000
3 Beds ⋅ 3.5 Baths ⋅ 226034512 MLS
An exceptional Naples lakefront stunning home in Imperial Golf Estates of Naples that sits on an impressive almost 1-acre lot and showcases a beautifully renovated interior and exterior with a tile roof and fresh paint throughout. Home creates a bright and welcoming atmosphere you'll discover with a spacious open floor plan and soaring high-volume ceilings. Kitchen area has a gas propane cooktop, white cabinetry, a skylight and eat in area, great for get togethers. Laundry area is unique with built in desk area, shelving and countertop. The abundant natural light flows through the home seamlessly into the generous lanai area features a swimming pool and perfect space for entertaining. The sparkling lake views from your outdoor spaces provide a serene backdrop, while convenient proximity to Vanderbilt Beach, premier shopping, and upscale dining venues ensures you're never far from the best Naples has to offer. Additional highlights include a 3-car garage with an epoxy floor for added durability and style, making this lakefront gem an outstanding opportunity to embrace the elegant Gulf Coast lifestyle in one of Naples' most desirable gated communities.

1936 Empress CT, Naples
$849,000
3 Beds ⋅ 2.5 Baths ⋅ 226034703 MLS
Beautiful Rare Dunwoody Model on gorgeous Point of Cul de Sac with extra long Lake Views including Bridges! This home has been meticulously cared for with 2 yr Old A/C, 2 yr old Refrigerator, New Pool Pump, New Pool Light, and Spa equipment. Bedroom carpets have just been cleaned. Home is being offered Turnkey. There is a Golf Cart and a Treadmill that will convey as well. Check out the VeronaWalk Amenities: Tennis, Pickleball, Clubs, Full Time Lifestyle Coordinator, Ice Cream Shop, and a Restaurant and Post Office as well as a Gas Station. 2 Pools at the Towncenter. VeronaWalk is run by a Resident Board of Directors and meetings and sub committees are available to join should you wish. This is a wonderful community with friendly active residents of all ages.

8650 Palermo CT, Naples
$895,000
3 Beds ⋅ 2 Baths ⋅ 226033588 MLS
Gulf Bay’s 3 Bed + 2 Bath Larkspur model offers refined living in the prestigious community of Fiddler’s Creek. The welcoming entry sets an elegant first impression as the foyer opens to a bright, airy interior with Travertine Tile Flooring (2022) throughout and statement lighting fixtures that draw your eyes toward the soaring ceilings. Natural light fills the home through well-placed accent windows throughout the kitchen, which also features a Large Center Island, Granite Countertops, Marble Backsplash (2022), Stainless Steel Appliances (2022/Dishwasher 2026) and a Natural Gas Range with a stainless steel Range Hood (2025). Step through the sliders, onto the lanai, and take in tranquil creek views through a Panoramic Screen Enclosure (2026) and Newer Cage (2019). Enjoy a dip in your Private Pool - your own private oasis. The primary suite is a peaceful retreat with dual walk-in closets and a versatile sitting area, perfect for a desk or reading nook. In the Primary Bath, Italian Marble (2022) stretches from floor to ceiling creating a luxurious accent wall behind the Euro-Glass Shower Enclosure (2022) with Pebble Tile Flooring (2022) and the separate Soaking Tub (2022). You will also find a dual vanity with Marble Countertops (2026), White Cabinetry, and Modern Mirrors (2026) with built in lighting. Guests will enjoy their own spa-like experience with a renovated guest bathroom (2022) featuring a Stunning Marble-Top Vanity, a shower with a Euro-Glass Enclosure, Italian Marble shower tile, and Pebble Tile Flooring to mirror that of the master suite. Additional features includes a newer Roof (2019), a Generac Whole-House Generator (2022), newer Water Heater (2024), newer AC and Duct Work throughout (2022), an Epoxied Garage Floor & Paint (2026), Pool Pump (2026), and Bath Exhaust Fans (2024) & Toilets (2022). Debt Service Portion of CDD PAID IN FULL. This home effortlessly combines luxury, functionality, and natural beauty in one of Naples’ most sought-after communities. The Village of Cranberry Crossing is only a short walk, ride, or drive from the Fiddler's Creek Club and Spa, which is further enhance by a fitness center, swimming pools, two golf courses, tennis courts, pickleball courts, a bocce court, fine and casual dining, social activities, and miles of biking and walking paths. Optional beach club and marina memberships are available. Experience the epitome of luxury living, where every detail is thoughtfully curated to complement your lifestyle. One or more photo(s) has been virtually staged, AI generated or rendered.

8956 Cherry Oaks TRL, Naples
$2,800,000
3 Beds ⋅ 2.5 Baths ⋅ 226033377 MLS
A rare opportunity in Pelican Bay, this beautifully reimagined 3-bedroom, 2.5-bath Beauville villa combines the privacy and feel of a single-family home with effortless, low-maintenance living. Set on an oversized corner lot, this light-filled, single-story residence is designed around relaxed Naples living, with refined interiors opening to a secluded, resort-style pool and garden retreat. Inside, the thoughtfully updated floor plan features a chef’s kitchen, open great room and dining area, inviting sunroom, attached two-car garage, fresh paint, a soft neutral palette, and new flooring throughout. Impact-resistant windows and doors add comfort, security, and peace of mind. Step outside to one of the home’s most impressive features, a private, southern-exposure pool area filled with Florida sunshine. Lush tropical landscaping, a privacy wall, brick paver decking, outdoor shower, and recently added landscape lighting create an exceptional setting for entertaining, dining outdoors, or simply relaxing in complete privacy. Beauville is one of Pelican Bay’s intimate villa neighborhoods, distinguished by charming architecture, brick-paver streets, low HOA dues, and pet- and rental-friendly policies. Pelican Bay residents enjoy one of Naples’ most sought-after lifestyles, with miles of white-sand beach, two private beachfront facilities, beachfront dining, 18 Har-Tru tennis courts, fitness facilities, and an extraordinary natural setting encompassing 570 acres of estuaries and 43 acres of parks.

807 Rue Deville Unit 2.11, Naples
$839,000
3 Beds ⋅ 2 Baths ⋅ 226034698 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. This home is in an X-Zone so no hurricane worries here. 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
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 226034448 MLS
Welcome to 8333 Promoso Court in Esplanade at Hacienda Lakes, where sophisticated design, extensive upgrades and exceptional indoor-outdoor living come together in this beautifully appointed Palazzio floor plan. Offering approximately 3,095 square feet of living area with 3 bedrooms plus a den and 3 full baths, this move-in-ready residence features soaring 10-foot ceilings, elegant crown molding, tray ceilings in the main living area and primary suite, upgraded lighting and ceiling fans throughout, and impact-resistant windows and doors for added peace of mind. At the heart of the home is an impressive gourmet kitchen designed for both entertaining and everyday living. Upgraded cabinetry, countertops and flooring are complemented by premium Café appliances, desirable natural gas cooking, and upper and lower cabinet lighting that adds both ambiance and functionality. An oversized prep island with a sink and additional cabinetry along the front provides exceptional workspace and storage. The open-concept design creates an effortless connection between the kitchen, dining and main living areas while drawing your eye toward the expansive outdoor living space. The extended covered lanai transforms the backyard into a private resort-style retreat. Enjoy a saltwater pool and spa, outdoor gas kitchen and gas fireplace with generous space for dining, entertaining or simply relaxing outdoors. Upgraded landscaping and thoughtfully designed outdoor landscape lighting enhance the setting, creating a beautiful backdrop both day and night. Electric hurricane/storm screens provide added protection while allowing outdoor furnishings to remain conveniently secured on the lanai when needed. The spacious primary suite offers a private retreat highlighted by a tray ceiling and beautifully designed custom closet. The bathrooms are further elevated by striking floor-to-ceiling shower tile towers, adding a sophisticated, custom-finished look. Guest bedrooms are equally inviting, with elegant bay windows adding architectural character and natural light. The separate den provides flexible space for a home office, media room or additional gathering area. With three full baths, the home is exceptionally well suited for both everyday living and overnight guests. Thoughtful upgrades continue throughout, including upgraded cabinetry and carefully selected lighting, ceiling fans and finishes that elevate both style and functionality. Located within the gated, resort-style community, residents enjoy an impressive collection of amenities designed around the Southwest Florida lifestyle. The community features a resort-style pool, resistance lap pool and spa, state-of-the-art fitness center, pickleball, tennis and bocce courts, clubhouse, yoga studio, dog park, playground and a variety of social activities. HOA services include access to community amenities and maintenance of common areas, contributing to an easy, low-maintenance lifestyle.

8333 Promoso CT, Naples
$830,000
4 Beds ⋅ 2.5 Baths ⋅ 226033950 MLS
Discover coastal living in this award-winning, expanded Massiano model by Toll Brothers, set on a corner lot in the gated community of Azure at Hacienda Lakes. The location offers a welcome sense of privacy and a peek of the lake from the covered lanai. Inside, four bedrooms, two and a half baths, and 2,389 square feet provide space to relax and entertain. Coffered ceilings highlight the open great room, while a five-foot extension adds room for dining and gathering. Thoughtful upgrades include porcelain tile in the main living areas, impact glass windows and doors, a gas tankless water heater, and a 20 kW Cummins gas generator installed in 2020. Hacienda Lakes is a natural gas community. Azure residents enjoy a resort-style pool and spa, clubhouse, fitness center, and tennis and pickleball courts. Shopping, dining, downtown Naples, Marco Island, and Gulf beaches are all within reach.

8950 Mustique LN, Naples
$9,495,000
6 Beds ⋅ 7.5 Baths ⋅ 226034368 MLS
In a market where true distinction is increasingly rare, 500 Ridge Drive presents an extraordinary opportunity to own a private contemporary estate within the prestigious enclave of Pine Ridge. Thoughtfully crafted with nearly six thousand five hundred square feet under air, this architectural showpiece masterfully blends clean modern design with warm organic finishes, creating a residence that feels both sophisticated and deeply inviting. Beyond its lushly landscaped approach, the home unfolds into expansive interiors designed for elevated everyday living and unforgettable entertaining. Five spacious bedrooms, a private office, dedicated home gym, and a versatile bonus room provide exceptional flexibility rarely found within a single residence. At the heart of the home, the remarkable white oak kitchen serves as both a functional centerpiece and design statement, featuring exquisite natural stone surfaces alongside a premier suite of Wolf, Sub-Zero, and Miele appliances. The seamless open-concept layout allows the kitchen, dining, and living spaces to flow effortlessly together beneath rich wood tones and refined contemporary detailing. The primary suite offers a tranquil retreat with bespoke closet systems and spa-inspired finishes that evoke the ambiance of a luxury resort. Whole-home automation enhances the experience with effortless convenience, while every space has been curated with an uncompromising attention to craftsmanship and comfort. Equally compelling, the outdoor living experience rivals that of a private boutique retreat. The expansive covered lanai showcases a dramatic outdoor fireplace, sunken fire bowl gathering space, and beautifully integrated entertaining areas surrounded by mature tropical landscaping that provides exceptional privacy. With a four-car garage, striking architectural presence, and one of Naples’ most sought-after locations, 500 Ridge Drive represents a rare offering where design, lifestyle, and location converge in a way that is seldom available and impossible to replicate.

500 Ridge DR, Naples
$824,900
2 Beds ⋅ 2 Baths ⋅ 226034312 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Light pours into this 2-bedroom plus den villa in the gated Isles of Collier Preserve from every angle, thanks to a rare setting with no home to the right. That open sightline is something you won't find on most homesites in the community, and it changes how the whole house feels: bright, open, and unobstructed throughout the day. It also gives the outdoor living area a greater sense of openness, making the private heated pool and spa feel even more inviting. The location within Isles is another advantage that's easy to appreciate once you live here. Set near the north end of the community, getting in and out is quick and convenient for both you and your guests. Add an attached 2-car garage and the ease of villa living, and this is a home designed for enjoying Naples rather than spending your time maintaining it. Just as appealing is how much has already been taken care of. A new A/C system, including the compressor, air handler, and thermostat, was installed in September 2024. A surge protective device helps protect both the A/C and pool equipment, while impact-resistant doors and windows provide storm protection throughout along with the added benefit of reducing outside noise for a quieter interior. Inside, fresh paint and numerous upgrades create a bright, refreshed, and well-maintained feel. Three video security cameras with recording equipment are also included. Outside, the lanai pavers have been resealed, and the pool cage was recently refastened to the footings with new bolts. Even the appliances carry an extended warranty that transfers to the next owner. These may not be the glamorous upgrades that make it onto a Pinterest board, but they are exactly the kind of improvements buyers appreciate once the home is theirs. Beyond the front door is one of the things that makes Isles of Collier Preserve so distinctive. The community encompasses approximately 2,400 acres, with more than half dedicated to lakes, preserves, and natural habitat rather than development. Residents enjoy an Old Florida-inspired clubhouse, resort-style pool, fitness center, tennis and pickleball, plus more than 8 miles of trails and waterways for walking, biking, kayaking, and paddleboarding. And while the setting feels tucked away in nature, downtown Naples, 5th Avenue South, dining, shopping, and the Gulf beaches are only minutes away. It's a combination that can be surprisingly hard to find: a preserve-centered lifestyle with so much of Naples close at hand. There is plenty to appreciate on paper, but the best feature of this villa may be the one you notice the moment you walk through the door: all that light, openness, and extra breathing room. Come see what makes this homesite different. One or more photo(s) has notated to show it is virtually staged with furniture.

6805 Bequia WAY, Naples
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 226034617 MLS ⋅ Vanderbilt Surf Colony BLDG.
Newly completed and reimagined from the ground up, this corner residence at Vanderbilt Beach delivers the feel of new construction with an exceptional waterfront setting. A new Certificate of Occupancy was issued in July 2026, following a comprehensive transformation of the 2-bedroom, 2-bath home. Offering 1,480 square feet under air and 1,835 square feet of total living space, the residence is filled with natural light and enjoys water views from every room. The spacious wraparound screened lanai connects seamlessly to both the great room and primary suite, creating an ideal setting for enjoying the waterfront surroundings. The redesigned interior features a custom European kitchen with quartz countertops, oversized island, Bosch appliances, wine bar and wine refrigerator, along with natural wood flooring, porcelain tile baths, custom closets, glass-enclosed showers and quartz vanities. Additional features include a tankless water heater, storm-rated aluminum shutters and covered end parking. Arhaus and Z Gallerie furnishings are also available for purchase, offering an opportunity for a beautifully furnished, turnkey residence. Community amenities include a renovated lobby, fitness center, guest parking and a private marina with boat slips available for lease. Vanderbilt Beach and Delnor-Wiggins Pass State Park are just steps away, with Mercato's shopping, dining and entertainment only minutes from home. The community allows up to nine rentals per year, and required building reports have been completed with all current assessments paid. A distinctive waterfront property combining thoughtful design, boating access, beach proximity and rental flexibility in one of Naples' most desirable coastal locations.

11 Bluebill AVE Unit 606, Naples
$899,900
3 Beds ⋅ 2 Baths ⋅ 226030888 MLS
Imagine this! While meandering around beautiful Lely Resort, you see a small gated community named Masters Reserve. This one-of-a-kind community has a one-of-a-kind home with an awesome, stupendous lake view! Complementing this southeast beautiful lake view is a large screened-in lanai boasting a pool and hot tub with waterfall. This beutifully maintained home has it all! It has a new custom kitchen with under cabinet lighting and applicances, a new refrigerator (2025), washer and dryer (2023), pool heater (2023), air conditioner (2019), roof (2019) and hot water heater (2016). Custom features are crown molding, 18 inch floor tiles, window treatments, speakers in all rooms and lanai, exquisite primary bathroom featuring 2 walk-in closets, large shower, double sink vanity and soaking tub. A wind mitigation report on file (2019). JOINING THE PLAYERS CLUB IS NOT MANDATORY!!

6718 Crowned Eagle LN, Naples
$4,750,000
2 Beds ⋅ 2 Baths ⋅ 226034587 MLS
Exceptional waterfront opportunity on a .32-acre homesite in Aqualane Shores. Ideally located on 16th Avenue South, just a short stroll from Third Street South and Naples’ sugar-sand beaches, the property offers direct boating access to the Gulf. Enjoy the existing well-maintained home or create a new residence in one of downtown Naples’ most desirable waterfront settings.

499 16th AVE S, Naples
$935,000
4 Beds ⋅ 4.5 Baths ⋅ 226033453 MLS
2 photos have been AI-generated or rendered. LOADS of storage in this well-cared-for, one-owner home in desirable North Naples, with top schools and easy access to all of Naples' favorite places. Sam's Club, Baker Senior Center, restaurants, Mercato, and Vanderbilt Beach. This home has a back lanai overlooking the water with a pleasant view and peaceful surroundings. Amenities include a resort-style pool, theater, fitness center, tennis and pickleball, bocce, poolside dining, all within a fun, friendly community. This spacious home offers 4 beds and 4.5 baths. An impressive upstairs loft with an ensuite bath could be a bedroom, home office, bunk room, or hobby space.

1940 Mustique ST, Naples
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 226034564 MLS ⋅ Waldorf BLDG.
Excellent opportunity at a phenomenal price and modified open floor plan available! Welcome to The Waldorf, a timeless sixth-floor beachfront residence perfectly positioned directly on the sand in prestigious Naples, Florida. This gated condominium showcases breathtaking views of both the Gulf of Mexico and Venetian Bay. Residents enjoy access to a custom-designed beachfront deck featuring a fire table and outdoor kitchen, ideal for entertaining and spectacular sunset gatherings. The residence boasts an abundance of natural light with 2 en suite bedrooms along with an additional guest room with a powder/full bath adjacent. This exceptional home presents a rare opportunity to reimagine and transform the space into a custom coastal masterpiece tailored to your vision. Boating enthusiasts can purchase or lease a slip at the Venetian Bay Yacht Club, while world-class waterfront shopping and dining at Venetian Village are just steps away. You are the most centrally located within the prestigious Moorings community situated between the iconic 5th Avenue and 3rd Street South for your dining and shopping pleasure and Shops at Mercato and the Ritz Carlton, and moments away from the new Four Seasons!

3377 GULF SHORE BLVD N Unit 6C, Naples
$1,950,000
3 Beds ⋅ 2.5 Baths ⋅ 226034178 MLS
Incredible opportunity to own this better than new 2023, 3bd+den, 2.5 ba home with nearly 2,400sqft of meticulously designed living space in The Isles of Collier Preserve. This home is offered furnished with a sophisticated palette enhanced by tailored millwork, designer wallpaper, and custom plantation shutters and drapery throughout. At the heart of the home, the chef’s kitchen features premium quartz countertops, Thermador appliances, walk-in pantry, oversized island a dedicated reverse osmosis system. The private outdoor living area serves as a tranquil private retreat, anchored by a saltwater pool and spa surrounded by travertine tile. An outdoor kitchen makes alfresco dining effortless, all overlooking a serene, water view and protected by custom storm screens for peace of mind. Additional highlights include: no flood zone (X), impact windows and doors, wall of sliders that pocket, designer light fixtures and fans, an air-conditioned garage with custom built-in storage, a whole-house water filtration and softening system, enhanced landscape and landscape lighting, ensuring every detail of this turnkey residence is optimized for luxury and convenience. The Isles Club offers a state-of-the-art fitness center, resort pool, lap pool, bocce, tennis and pickleball courts, The Overlook Bar and Grill, kayak launch, walking and biking trails and so much more! The Isles of Collier Preserve is located just 4 miles from Naples' prestigious 5th Avenue dining, entertainment, shopping and white sand beaches, as well as neighboring the Naples Botanical Gardens and Bayshore Arts District.

8790 Calypso CT, Naples
$1,190,000
3 Beds ⋅ 2 Baths ⋅ 226033962 MLS
Set on a quiet cul-de-sac in Brookside, 1765 Harbor Lane is a chance to build on the water less than a mile from Fifth Avenue South and the beaches of Naples. The existing home is being offered for land value, giving you a clean slate to design and build a custom waterfront residence. For boaters, the setting is hard to beat. A concrete seawall lines the property, and Naples Bay provides easy access to the Gulf. Brookside is a non-gated neighborhood with no HOA fees, offering a relaxed, established feel with downtown dining, shopping, and the beach just minutes away. With new construction and steady reinvestment reshaping the neighborhood, Brookside continues to emerge as one of Naples' most convenient waterfront addresses. Bring your architect and builder, and make this the site of your Naples waterfront home.

1765 Harbor LN, Naples
$2,595,000
2 Beds ⋅ 2 Baths ⋅ 226034262 MLS ⋅ Stella Naples BLDG.
Introducing Residence 205 at Stella Naples, an award-winning boutique collection of just nine signature residences in the heart of Olde Naples. Completed in 2024 and ideally positioned just moments from Fifth Avenue South, this sophisticated coastal residence pairs exceptional design with the ease, privacy, and walkability that make downtown Naples so coveted. The two-bedroom Aria residence offers 2,131 square feet of beautifully curated living space, with two spacious ensuite bedrooms and a rare private rooftop deck suite that elevates the indoor-outdoor lifestyle. An expansive west-facing lanai extends from the main living area and features a private gate leading directly to the sparkling 42-foot pool and lounging areas. Inside, refined finishes and thoughtful details create a sense of understated luxury. Wide-plank European white oak flooring, custom Ruffino cabinetry, Cambria quartz countertops, designer hardware and statement fixtures set the tone, while LED-integrated lighting, indoor and outdoor fireplaces, motorized window coverings, solid-core doors, and a premium appliance package deliver comfort and sophistication throughout. Designed by MHK Architecture, Stella Naples reflects a distinctive modern coastal aesthetic grounded in its Olde Naples setting. The project was named a Grand Winner at the 2025 Aurora Awards, one of the Southeast’s most prestigious honors in residential and commercial design, recognizing its architectural character, indoor-outdoor integration, and thoughtful, place-driven design. With only nine residences, Stella offers an intimate level of exclusivity rarely found in downtown Naples. Each residence includes 10-foot ceilings, two deeded parking spots, ample guest parking, private storage, access-controlled entry and professional building management for effortless lock-and-leave convenience. The building is also pet-friendly, welcoming up to two pets. And the location is exceptional: step outside and stroll to the boutiques, galleries, restaurants, and vibrant energy of Fifth Avenue South, with the sugar-white beaches of the Gulf just beyond. Residence 205 presents a rare opportunity to own a newly completed, architecturally recognized residence in one of downtown Naples’ most distinctive boutique communities.

82 9th ST S Unit 205, Naples
Start Your Search

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.