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.

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.

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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

$1,325,000
3 Beds ⋅ 3 Baths ⋅ 226019606 MLS
Experience the perfect blend of luxury, comfort, and exceptional investment potential in this completely renovated Naples Park home. Featuring 3 bedrooms, 3 full bathrooms, and 1,628 square feet of beautifully designed living space, this property is ideally suited as a primary residence, vacation home, or high performing short term rental. A standout feature is the private ensuite bathroom for every bedroom, a rare and highly desirable layout that appeals to vacation renters and helps maximize rental income. The home is being offered fully stocked with everything needed to begin renting immediately. Even better, the property is currently accepting future reservations, and those bookings will transfer to the new owner, creating the opportunity for immediate rental revenue from day one. A major renovation has just been completed with no detail overlooked. Recent improvements include a new roof, impact windows and doors, engineered hardwood flooring throughout, a beautifully redesigned kitchen with new cabinetry and countertops, new appliances, a new air conditioning system, custom closets, a custom pantry, a new irrigation system, an oversized paver driveway, and all new professional landscaping. Situated on a desirable southern exposure lot, the backyard is designed to maximize sunshine throughout the day while offering exceptional outdoor living. Enjoy the brand new pool and spa, an expansive 18 by 10 pergola, a 16 foot wide retractable awning that provides shade when desired, and a private putting green that adds another level of fun and entertainment for family and guests. This incredible outdoor retreat is perfect for relaxing, entertaining, and enjoying the beautiful Southwest Florida lifestyle. It is exactly the type of outdoor space today's vacation renters are searching for and creates an unforgettable guest experience. Naples Park continues to be one of Florida's most sought after investment communities thanks to its prime location, no HOA fees, and no rental restrictions. Investors have the flexibility to maximize the property's income potential while owners enjoy being just minutes from Vanderbilt Beach, Mercato, world class dining, shopping, and entertainment. Whether you are looking for a luxury vacation home, a full time residence, or a turnkey income producing property, this home is ready to deliver from the moment you close.

778 109th AVE N, Naples
$1,600,000
2 Beds ⋅ 2.5 Baths ⋅ 226027044 MLS
Experience the elegance and privacy of a custom luxury residence with the ease of maintenance-free villa living in one of Naples' most coveted neighborhoods.Masterfully transformed by Borelli Construction, one of Naples' premier luxury builders, this exceptional home was taken completely to the studs and rebuilt with uncompromising craftsmanship, designer finishes, and meticulous attention to every detail. Perfectly positioned to enjoy exceptional privacy, the residence lives much like a single-family home, beginning with a charming, gated front courtyard that creates a warm and inviting arrival. Inside, professionally curated interiors showcase timeless sophistication with wide-plank white oak hardwood flooring flowing throughout the home, custom millwork, designer lighting, European-inspired cabinetry, and exquisite finishes that elevate every space. Expansive Marvin impact windows and PGT impact sliding glass doors fill the interiors with natural light while seamlessly connecting to the spacious screened lanai, where tranquil views extend across Swan Lake and the surrounding lush landscape. The thoughtfully designed outdoor living area offers the perfect setting for morning coffee, evening cocktails, or effortless entertaining in complete comfort and privacy. Every major component of the home has been replaced, including the HVAC system, electrical panel, tankless water heater, and impact-rated doors and windows with blackout curtains throughout, providing the peace of mind of essentially new construction. Luxurious bathrooms feature dual vanities, a freestanding soaking tub, custom closet systems, and spa-quality appointments that rival the finest custom estates. Located within the prestigious Villas of Park Shore, residents enjoy resort-inspired amenities including a community pool, tennis and pickleball courts, while just moments away are the boutiques, waterfront dining, and cafés of Venetian Village. Owners also enjoy optional private beach access through the Park Shore Association with dedicated parking, as well as the opportunity to lease or purchase available boat slips. Combining the quality of a newly constructed custom home with an unparalleled Park Shore lifestyle, this extraordinary villa offers refined luxury, exceptional privacy, and effortless living in one of Naples' most desirable waterfront communities.

569 PARK SHORE DR Unit G5, Naples
$1,475,000
2 Beds ⋅ 2 Baths ⋅ 226025244 MLS ⋅ Monaco Beach Club BLDG.
Welcome to Monaco Beach Club, one of Park Shore's most coveted beachfront communities, where breathtaking Gulf sunsets, sparkling evening views over Venetian Bay, exceptional service, and effortless coastal luxury come together in one extraordinary residence. Ask about our exclusive Sunset & Twilight Tour. Enjoy a glass of wine on the expansive lanai as the sun dips below the Gulf and Venetian Bay comes alive with shimmering lights; an unforgettable way to experience this exceptional home. Beautifully renovated and thoughtfully designed, this nearly 2,000-square-foot residence blends timeless elegance with relaxed coastal living. A bright, open floor plan welcomes abundant natural light, while refined finishes, a designer kitchen with premium appliances, and spacious living areas create the perfect setting for both entertaining and everyday comfort. The generous primary suite offers a peaceful retreat, and the flexible floor plan provides the option to create a third bedroom if desired. Set on six acres of meticulously maintained beachfront property, Monaco Beach Club offers an exceptional collection of resort-style amenities, including direct beach access via the private Park Shore Promenade, a beachfront pool and spa, an updated fitness center, tennis and pickleball courts, concierge services, a private parking garage, bike storage, and 24-hour gated security. Renowned for its attentive service and beautifully maintained grounds, this is beachfront living at its finest. Perfectly positioned in the heart of Park Shore, you're just moments from Venetian Village, Waterside Shops, fine dining, and the best of Naples. Whether you're enjoying morning walks along the beach, afternoons by the pool, or unforgettable sunsets from your private lanai, this residence offers the luxury lifestyle buyers dream about.

4401 Gulf Shore BLVD N Unit 1708, Naples
$4,800,000
3 Beds ⋅ 3.5 Baths ⋅ 226024261 MLS
A rare opportunity to own an exceptional residence in the prestigious Grey Oaks Country Club with an immediate full golf membership available allowing you to enjoy the club’s world-class golf, dining, wellness, and social amenities from day one. From the moment you step through the magnificent entry doors, you are welcomed by an unmistakable sense of quality, craftsmanship, and timeless elegance. Soaring ceilings, rich architectural detailing, and impeccable finishes create an atmosphere of understated luxury throughout this beautifully updated home. The thoughtfully designed floor plan features a spacious primary suite with a luxurious, newly renovated spa-inspired bath, two private guest suites, each with its own beautifully renovated en-suite bath, and a large private study ideal for a home office, library, or media room. The spectacular chef’s kitchen is designed to impress with custom cabinetry, premium Wolf appliances, and an enormous center island that serves as the heart of the home—perfect for everyday living and effortless entertaining. Walls of glass open to a newly constructed resort-style pool and expansive lanai, where long, tranquil views provide a stunning backdrop for outdoor living. A custom outdoor kitchen creates the perfect setting for entertaining family and friends in true Southwest Florida style. No detail has been overlooked. Virtually every major system has been updated, providing exceptional peace of mind. Additional premium features include a whole-house generator and an oversized, beautifully finished garage complete with dedicated golf cart space and extensive custom cabinetry. Tucked away on a quiet cul-de-sac in Isla Vista, one of Grey Oaks’ most sought-after neighborhoods, this remarkable residence offers an extraordinary combination of refined luxury, impeccable updates, and one of Naples’ most coveted lifestyles. With an immediate full golf membership available, this is a truly exceptional opportunity to experience Grey Oaks at its very best.

2048 Isla Vista LN E, Naples
$1,430,000
3 Beds ⋅ 2 Baths ⋅ 226027459 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. THE PERFECT TRIFECTA! High & Dry • Prime Naples Location • Luxuriously Move-In Ready Experience the best of Naples living with this tastefully reimagined cottage home—high and dry in the coveted X-500 flood plain (no flooding from any past storms), featuring a brand-new resort-style pool and spa, and ideally located in the heart of Lake Park. A rare blend of classic charm and modern refinement, this 3-bedroom, 2-bath home has been meticulously redesigned to deliver effortless luxury and coastal comfort. Step inside and you’re greeted by gleaming hardwood floors, a gourmet marble kitchen with Sub-Zero refrigeration, and custom cabinetry that speaks to timeless craftsmanship. The adjoining wet bar—also finished in marble—is perfect for entertaining with sophistication and ease. Each bathroom exudes a spa-like ambiance with marble vanities and elegant fixtures, while the open, airy floor plan creates seamless flow between the light-filled interiors and the serene outdoor retreat. Out back, your private oasis awaits—a brand-new pool and oversized spa surrounded by 17" x 24" x 1" marble decking that radiates resort-level style. Whether basking in the Florida sunshine or gathering under the stars, this setting defines Naples living at its finest. Tucked away on a quiet, rarely traveled street, you’ll enjoy unbeatable proximity to Naples’ world-famous beaches, 5th Avenue South, and 3rd Street South—where boutique shopping, art galleries, and exceptional dining are just minutes—or a short golf-cart ride—away. Whether as your full-time residence, seasonal retreat, or a smart second-home investment, this home delivers the perfect balance of elevation, elegance, and location. Schedule your private showing today and experience why this Lake Park gem truly embodies the Naples lifestyle.

1175 9th AVE N, Naples
$798,000
4 Beds ⋅ 3 Baths ⋅ 226027096 MLS
This exceptional Grande Floridian model by Waterways Builders, Defined by soaring ceilings and wrapped in spectacular natural light, this estate property features 4 bedrooms, an elegant formal dining room, and a quiet home office. The gourmet kitchen features a central island, abundant workspace, and a walk-in pantry, flowing seamlessly into the home's open livable areas. A luxurious primary retreat features separate vanities, a soaking tub, and dual walk-in closets. Practical assets include a massive laundry room with a utility sink, Huge Walk-in Pantry, a 3-car garage with epoxy floor, and vital infrastructure updates including newer A/C units, a newer hot water heater, and an active irrigation system.Enjoy peaceful evening sunsets from the screened lanai. Located minutes from world-class Gulf beaches, elite shopping, and fine dining via the new Vanderbilt Beach Road extension, this lovingly maintained home represents the pinnacle of the Naples lifestyle. Some photos have been virtually enhanced.

390 12th AVE NW, Naples
$1,178,000
2 Beds ⋅ 2 Baths ⋅ 226026041 MLS ⋅ The Strada BLDG.
Enjoy the Luxury and Vibrant Lifestyle living in the heart of Naples. Nestled in Mercato. Prime Location with a view overlooking beautiful Sunsets , Restaurants, Bars, Live Music , Boutique Shopping, Movie Theater, Yoga , Pilates , Cycling studio, Salon/Day Spa and an active outdoor events calendar. This Elegantly Furnished Residence offers a Spacious Open Concept Floor Plan with an abundance of Natural Light. The Property features 2 Ensuite Bedrooms , both with Upgraded Carpeting , Built-in closets, Ensuite Baths have a separate soaking bath tub, walk-in tiled shower with glass door and tile seating, Dual sink vanity and Linen Closet. The Condo offers all New Upgraded Gorgeous Lighting and fans throughout the Residence plus New Upgraded Remote Blinds for the windows, Ivory Tile floorings, New Faucets, Updated Air Conditioner and Updated Water Heater. The stunning Kitchen displays Upgraded White/Gold Quartz Countertop, Tiled Backsplash, Ivory Cabinets, Stainless steel appliances, including a Gas-Stove , Pantry and a Breakfast Bar with Seatings. The Separate-Laundry Area , off the kitchen includes a Washer/ Dryer and a Built-in storage cabinet. The unit includes a Climate control Storage Space on the same 4h Level and 2 Covered Parking Spaces in the Owners Gated Garage with Security Cameras. The Home offers a highly desired amenities, including a Roof Top Pool Deck, 2 Gas Grills , a Swimming Pool w/ Waterfall , Hot Tub , Outdoor Bar, Fire Pit , Fitness Center and a Fenced Dog Run. Own a slice of heaven in paradise, just 1.5 miles To Vanderbilt Beach, Ritz-Carlton Beach Resort, less than 10 minutes to the Waterside Shops, 15 minutes to downtown 5th Avenue and NAPLES Pier. This is an investment towards the Quality of Life, Comfort, Wellness and Happiness. Your Next Chapter awaits your arrival.

9115 Strada PL Unit 5414, Naples
$9,995,000
6 Beds ⋅ 9.5 Baths ⋅ 226027016 MLS
A masterful blend of timeless architecture and contemporary sophistication, One Hundred Eighty-Eight West Street is an exceptional Pine Ridge Estates residence set on a private One and Seventy-Two-acre corner homesite just minutes from Naples' renowned beaches, Mercato, Waterside Shops, and downtown. Designed with impeccable craftsmanship, this remarkable estate showcases soaring Twenty-Seven-foot ceilings, walls of impact-resistant glass, energy-efficient construction, and a whole-house generator. The dramatic great room flows effortlessly into the outdoor living spaces, creating an elegant setting for both intimate gatherings and grand-scale entertaining. At the heart of the home, the gourmet kitchen features Sub-Zero and Wolf appliances, a striking Quartzite island, abundant custom cabinetry, and a temperature-controlled walk-in wine cellar. The sought-after first-floor primary suite is a luxurious retreat with dual walk-in closets and a spa-inspired bath, while a private study and guest suite complete the main level. Upstairs, accessible by twin staircases or a private elevator, four additional bedrooms, a spacious family room, loft, and second laundry room provide exceptional comfort and flexibility. Beyond the interiors, the resort-inspired outdoor living experience is nothing short of extraordinary. An oversized pool and spa, fire features, covered lanai with automated screens, full outdoor kitchen, outdoor fireplace, and private cabana are surrounded by lush landscaping, creating an atmosphere of complete privacy. Completing the estate is a climate-controlled five-bay garage, ideal for collectors and enthusiasts alike. Rarely does a residence combine this level of architectural excellence, luxurious amenities, and premier Pine Ridge location, offering an exceptional opportunity to experience the very best of Naples luxury living.

188 WEST ST, Naples
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 2026031966 MLS
New construction, generous living space, and a peaceful half-acre setting come together in this thoughtfully designed 4-bedroom plus den, 3-bath home in Naples Farm Sites. With approximately 2,876 square feet of living area, a flexible split-bedroom floor plan, and an attached 3-car garage, this home offers the space and functionality today’s buyers are looking for without sacrificing comfort or privacy. Step inside to a bright, open great room layout designed for both everyday living and entertaining. The kitchen features a large center island, pantry, electric cooktop, new appliances, and ample workspace, while the adjoining dining areas provide plenty of room for casual meals or more formal gatherings. The private primary suite includes a walk-in closet, dual sinks, a separate soaking tub, and a walk-in shower. Three additional bedrooms and a spacious den offer flexibility for guests, a home office, playroom, or multigenerational living. Built with durability and low-maintenance living in mind, the home features concrete block construction, a metal roof, impact-resistant windows, tile and laminate flooring, window coverings, and an interior laundry room. The fenced backyard has desirable western exposure, providing beautiful afternoon light and evening sunsets, along with plenty of room to add a pool, outdoor kitchen, garden, or expanded entertaining area. Located near the end of a quiet road in Naples Farm Sites, this property offers a more private setting while remaining convenient to Collier Boulevard, I-75, shopping, dining, schools, and downtown Naples. With no HOA restrictions, a half-acre homesite, a 3-car garage, impact protection, and nearly 2,900 square feet under air, this home delivers the space, construction quality, and flexibility that can be difficult to find at this price point. For buyers who have been searching for newer construction, room to spread out, and a quieter Naples lifestyle, this home deserves serious consideration. Schedule your private showing and experience the space, privacy, and value this Naples Farm Sites property has to offer.

1853 Della DR, Naples
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 226027356 MLS
**FULL GOLF MEMBERSHIP INCLUDED!** Enjoy the ultimate resort lifestyle in this highly sought-after **Palazzio** model, perfectly positioned on a premium lot overlooking the 14th fairway in Esplanade Golf & Country Club. This exceptional home offers 3 bedrooms, a den, 3 full baths, and nearly 3,100 square feet of beautifully appointed living space. The open great room floor plan features oversized pocketing sliding glass doors that seamlessly connect to the expanded covered lanai, creating the perfect indoor-outdoor living experience. Relax by the gas-heated pool with waterfalls or entertain with the outdoor kitchen, fireplace, and electric roll-down hurricane screens for year-round enjoyment. The gourmet kitchen showcases abundant raised-panel cabinetry, Cambria quartz countertops, designer tile backsplash, GE Café appliances, and a natural gas range. Throughout the home you'll find oversized porcelain tile, custom draperies, updated lighting, crown molding, custom wall details, impact glass double entry doors, spacious guest rooms, and generous storage. Additional upgrades include natural gas, a tandem 3-car garage, updated landscaping, whole-house generator, and tankless water heater. Esplanade Golf & Country Club offers an unmatched resort lifestyle with an 18-hole championship golf course, resort pool and Bahama Bar, tennis, pickleball, bocce, fitness center, salon and spa, dog park, 14 miles of walking and biking trails, and a spectacular 15,000-square-foot clubhouse with a restaurant, bar, wine-tasting room, wine lockers, and café. The quarterly HOA fee includes your golf membership, landscaping, irrigation, and access to all community amenities—no additional club membership required. Don't miss this opportunity to own one of Esplanade's most desirable floor plans with a Full Golf Membership included.

9256 Rialto LN, Naples
$950,000
2 Beds ⋅ 2.5 Baths ⋅ 226027392 MLS
In the desirable Island Cove neighborhood of Pelican Marsh, this beautifully maintained, two-bedroom plus den, 2.5-bath single-family home is move-in ready. Features include a screened lanai with scenic lakefront views, a two-car garage and more. The newly updated kitchen is equipped with new stainless steel appliances and quartz countertops, under-cabinet lighting, bar seating and a pantry. The main suite has direct access to the patio, a large en-suite bath with a walk-in shower, soaking tub and walk-in closet. Other noteworthy features include crown molding, tray ceilings, a formal dining room and electric hurricane shutters. Residents of Pelican Marsh enjoy an active lifestyle in this amenity-rich community, offering tennis, pickleball, bocce, fitness and spa facilities, a restaurant, pro shop and optional golf memberships to the certified 18-hole championship course. Ideally in the heart of North Naples, Pelican Marsh is just minutes from Naples pristine beaches, top-rated schools, premier shopping, dining and entertainment destinations.

2325 Island Cove CIR, Naples
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 226022083 MLS
First time offered! Perched on an expansive, private lot with stunning, sweeping golf course and tranquil lake views, this grand custom estate in Castlewood—a boutique enclave of just 33 homes in Imperial Golf Estates—delivers unrivaled scale, luxury, and panoramic beauty. Spanning over 6,300 total SQFT (nearly 3,500 under air), the residence impresses instantly with soaring 14-foot volume ceilings, double-tray and coffered accents, and light-filled living spaces that create an undeniable sense of grandeur. Designed for seamless indoor-outdoor living and effortless entertaining, the dramatic central great room flows into a gourmet chef's kitchen, sunlit morning room, and dedicated study. The desirable split floor plan offers complete privacy, featuring a secluded primary suite wing with a private sitting area and dual custom walk-in closets, alongside two generous guest bedrooms and a versatile bonus room—ideal for a home gym or custom wine cellar. Step outside to an expansive outdoor paradise featuring an 800+ SQFT covered lanai, built-in summer kitchen, and a sparkling saltwater pool & spa with decorative fountains—all set against the backdrop of captivating, unobstructed vistas. Complete with impact-resistant glass, a home generator, newer roof, 2 new AC units, abundant storage, luxurious custom appointments throughout, and an oversized 2-car garage, this rare architectural retreat offers grand Florida living at its absolute finest!

1765 Supreme CT, Naples
$949,000
2 Beds ⋅ 2 Baths ⋅ 226026861 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. PERHAPS THE FINEST HOME EVER OFFERED IN PALM RIVER! COMPLETELY RENOVATED DOWN TO THE BLOCK by renowned Port Royal custom home builder “KEYES HOMES," this exceptional residence showcases one of the most comprehensive, high-end renovations imaginable. Enjoy an UNMATCHED UNIQUE LOCATION on a SMALL CIRCLE OF HOMES BACKING TO A 2.5-ACRE PARK & GREEN SPACE with a scenic WALKING TRAIL, offering PEACEFUL NATURE WALKS, lush views, and an insulated PLACE TO PLAY AWAY FROM THE STREET! Even more, the home is ideally positioned DIRECTLY IN FRONT of the HOA-owned POOL (small 25-home HOA), which is currently being COMPLETELY RE-DESIGNED & RECONSTRUCTED IN 2026 into a stunning RESORT-STYLE POOL OASIS—providing all the enjoyment of a POOL JUST STEPS FROM YOUR BACK DOOR without the maintenance of private ownership. This stunning residence offers 2 BEDROOMS + DEN (EASILY USED AS A THIRD BEDROOM), 2 BATHROOMS, A NEW 2022 ROOF, ALL NEW ANDERSEN IMPACT-RESISTANT WINDOWS/DOORS, ALL NEW PLUMBING, ALL NEW ELECTRICAL & MORE! Inside, you'll immediately appreciate the METICULOUS CRAFTSMANSHIP & HIGH-END LUXURY FINISHES including WIDE-PLANK FRENCH OAK FLOORING, shiplap accent walls, soaring vaulted ceilings with cove lighting, and dramatic FLOOR-TO-CEILING WINDOWS that bathe the home in NATURAL LIGHT while framing TRANQUIL VIEWS of the SURROUNDING GREENERY with COVETED SOUTH REAR EXPOSURE! The open chef's kitchen features CUSTOM WHITE OAK STYLE CABINETRY, QUARTZ COUNTERS, and top-of-the-line appliances, including an induction cooktop, WOLF vent hood, wall oven, microwave drawer, and dual refrigerator drawers built into the oversized island. The luxurious primary suite offers a spa-like ensuite complete with Kohler fixtures, a marble vanity, and a frameless glass-enclosed tile shower. The custom-designed walk-in closet includes built-in cabinetry and a dedicated desk or makeup vanity. Step outside to your private patio, ideal for AL FRESCO DINING, overlooking a LARGE & BEAUTIFULLY LANDSCAPED backyard designed for EXCEPTIONAL PRIVACY from neighboring homes and the community pool beyond. Additional upgrades include a NEW PAVER DRIVEWAY, custom impact-rated garage door, spacious laundry room with a new LG washer and dryer plus floor-to-ceiling custom cabinetry, NEW HIGH-EFFICIENCY HVAC SYSTEM WITH DEHUMIDIFIER, new irrigation system, and countless additional improvements. The Greenwood community offers LOW HOA FEES that INCLUDE PROFESSIONAL LANDSCAPING, the community pool just steps from the home, and access to the beautifully maintained park with paved walking paths. PALM RIVER ESTATES is one of NORTH NAPLES' most desirable neighborhoods, ideally located near La Playa Golf Club, Delnor-Wiggins Pass State Park, world-class Gulf beaches, exceptional shopping and dining, and highly acclaimed "A"-RATED SCHOOLS.

664 Pompano DR, Naples
$799,900
3 Beds ⋅ 2 Baths ⋅ 226027255 MLS
Beautifully upgraded 2021 Mystique model in desirable Phase 3 of Winding Cypress! this 3-bedroom =den home features a custom built in entertainment center with designer gas fireplace ,built in bar, whole-house generator, storm screens, decorative stone exterior, landscape uplighting, and more. the open floor plan with zero corner sliding doors is perfect for entertaining while the private preserve-view lanai offers a peaceful outdoor retreat. This lot will not accomidate a pool. A truly move-in-ready home that combines luxury comfort and Florida living at its finest. Enjoy all the rich filled amenities that Winding Cypress has to offer and all a short drive to beaches and downtown Naples

6820 Winding Cypress DR, Naples
$4,250,000
4 Beds ⋅ 4 Baths ⋅ 226026976 MLS
Rarely does a home capture the timeless charm and enduring appeal of Naples quite like this exceptional Coquina Sands residence. Perfectly positioned on a high-elevation, .52-acre corner lot with coveted south and west exposure, this beautifully maintained and extensively updated home offers a rare opportunity to enjoy the classic Naples lifestyle in one of the city’s most desirable neighborhoods. Set at the corner of picturesque Murex Drive and Coral Drive beneath a canopy of majestic mature trees, the property is just moments from the Gulf beaches. Designed for effortless indoor-outdoor living, the nearly 4,000-square-foot single-level residence is centered around a spectacular private courtyard featuring a 30-foot pool, spa, and expansive covered lanai. Nearly every room opens to the outdoors, creating an ideal setting for entertaining or simply relaxing in complete privacy. Thoughtfully renovated with exceptional craftsmanship, the interior showcases elevated cathedral ceilings, rich wood flooring, custom cabinetry, and a chef’s kitchen appointed with Wolf, Sub-Zero, and Miele appliances. The flexible split-bedroom floor plan offers multiple guest suites, a separate guest living area, generous storage, and comfortable spaces for both everyday living and hosting family and friends. The spacious primary suite is a private retreat featuring a luxurious bath and oversized custom walk-in closet. Additional highlights include a three-car tandem garage with a large air-conditioned storage room, dual HVAC systems, dual water heaters, and a whole-house generator with a 1,000-gallon fuel capacity. Move in and enjoy this elegant home as it is, or personalize it to reflect your own vision. Combining an exceptional homesite, timeless architecture, and an irreplaceable location just minutes from the beach and downtown Naples, this is a truly rare offering in the heart of Coquina Sands.

675 Murex DR, Naples
$3,248,000
3 Beds ⋅ 4 Baths ⋅ 226026888 MLS
The New American Dream—Elevated. Rarely does a property deliver the perfect balance of luxury, land, and location. Built by Gulfstream Homes in 2022, this exceptional Oakes Estates residence offers refined hobby farm living on fully fenced in-town 2.5 acres with no HOA, a neighborhood park, paved walking/bike path, and a sought-after A-rated school zone. The thoughtfully designed 3,500± SF floor plan features 3 bedrooms, 4 baths, a 160 sq ft den, oversized 230 sq ft 2 room bonus area, soaring great room with custom stained smoky walnut beams, 2 walled zero-corner lanai sliders, modern electric fireplace feature wall in family room, custom closets throughout, large walk-in custom pantry with prep sink and 2nd refrigerator, designer laundry room, soundproof owner's suite, and oversized 3-car garage with golf cart outlet, sink, and a bonus climate-controlled storage room. Outdoor living rivals a private resort with a saltwater pool, infinity spa, expansive summer kitchen, oversized screened lanai, and lush custom lighted landscaping. Equestrian amenities include a 125'x150' irrigated arena, fenced paddocks, horse barn, chicken coop, RV hookups, automatic gate, and rear rock service road to the back property line for trailers or heavy equipment. Additional upgrades include impact windows and doors, sustainable standing seam metal roof, whole-house generator with 500-gallon buried propane tank peace of mind for storms, whole house reverse osmosis system, and 12-camera full security. A truly irreplaceable Naples estate where modern luxury meets privacy, freedom, and an exceptional lifestyle.

5737 Hidden Oaks LN, Naples
$799,000
3 Beds ⋅ 2 Baths ⋅ 226027263 MLS
Welcome to your own slice of paradise at 7375 Mill Pond Circle. This beautifully maintained residence captures the very essence of the Naples lifestyle, offering 1,813 square feet of airy living space defined by soaring vaulted ceilings and an abundance of natural light. Whether you’re hosting friends or enjoying a quiet evening in, the seamless flow of the interior creates an atmosphere that is both sophisticated and incredibly welcoming. Step through the sliding doors to discover the true heart of the home: an expansive outdoor lanai featuring a sparkling in-ground pool. Enclosed by a newer panoramic screen cage, your view of the wide, shimmering lake remains completely unobstructed. With a coveted western rear exposure, you’ll have a front-row seat to those legendary Florida sunsets that paint the sky in hues of pink and gold every single evening. Practicality meets style with thoughtful upgrades like a pristine epoxy garage floor, and the home is offered partially furnished, making your transition to the sunshine state effortless. Located within a sought-after gated community known for its low HOA dues, this neighborhood offers an active and social atmosphere. Residents enjoy access to a vibrant clubhouse, pickleball and tennis courts, and a large resort-style pool. When you’re ready to venture out, you are just moments away from a variety of premier dining and shopping destinations. This is more than just a house; it’s an invitation to live the relaxed, sun-drenched life you’ve been dreaming of.

7375 Mill Pond CIR, Naples
$1,190,000
4 Beds ⋅ 3.5 Baths ⋅ 226026746 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 9344 Glenforest Drive in the highly sought-after community of Bent Creek Preserve! This exceptional 4,713-square-foot residence offers 4 bedrooms, a spacious den, an oversized bonus room, 3 full bathrooms, 1 half bath, and a 3-car garage, combining elegant design with everyday functionality. From the moment you step inside, you'll be impressed by the soaring ceilings, tray ceilings, recessed lighting, and abundance of natural light that creates a bright, open atmosphere. The thoughtfully designed floor plan features a luxurious first-floor primary suite with pool and lake views, a spa-inspired bathroom, and an oversized walk-in closet. A private first-floor guest suite with its own en-suite bath provides the perfect space for family or visitors, while the spacious den offers endless possibilities as a home office, library, or playroom. The first-floor laundry room is complete with a utility sink and brand-new washer and dryer. The chef's kitchen features KitchenAid double ovens, abundant cabinetry, a walk-in pantry, generous prep space, and overlooks the expansive living areas. Upstairs, you'll find two additional bedrooms, a full bathroom, a versatile loft, and an oversized bonus room perfect for a media room, game room, fitness space, or additional living area. Step outside to your private backyard oasis where southern exposure fills the screened lanai with sunshine throughout the day. Enjoy lake views, a saltwater pool with a brand-new saltwater system, an outdoor kitchen, and plenty of space to relax or entertain. Additional upgrades include impact-resistant windows and doors, a whole-house water softener, enhanced lighting throughout, abundant storage closets, and countless thoughtful details that make this home truly move-in ready. Bent Creek Preserve offers an exceptional resort-style lifestyle with amenities including a clubhouse, resort pool and spa, fitness center with steam room, pickleball and tennis courts, bocce, a fire pit, playground, community room, and a full calendar of social events and seasonal celebrations. Located within a top-rated school district and just minutes from Founder's Square, shopping, dining, grocery stores, Mercato, and only 15 minutes from Naples' white sand beaches, this home offers the perfect blend of luxury, convenience, and lifestyle. Experience the best of North Naples and live every day as if you're on vacation!

9344 Glenforest DR, Naples
$1,349,000
5 Beds ⋅ 4 Baths ⋅ 226027314 MLS
Upgraded 5-bedroom, 4-bath home with approximately 3,400 square feet under air on a premium private lakefront lot in Stonecreek. Located on a cul-de-sac with no through traffic, the home features spacious family rooms on both levels, a first-floor guest bedroom and full bath, wood and tile flooring throughout, crown molding, custom millwork, upgraded cabinetry, premium GE appliances, custom window treatments, a finished laundry room, and full storm protection, including impact windows, accordion shutters, and a lanai storm screen. Outdoor living features a screened lanai with a tongue and groove ceiling, custom pool and spa, travertine decking, a fenced backyard, and private lake views. Stonecreek offers a clubhouse, resort-style pools, splash park, fitness center, tennis, pickleball, indoor and outdoor basketball, volleyball, and a full-time lifestyle director.

4204 Siderno CT, Naples
$2,299,000
4 Beds ⋅ 3 Baths ⋅ 226027185 MLS
THE CHAPTER YOU DESERVE! Experience refined luxury living in this exceptional Clubview model, perfectly positioned on one of Greyhawk’s most coveted premium homesites. For GOLF enthusiasts, a rare opportunity to purchase a full golf membership immediately without delay or restrictions, or enjoy the option of a social membership. Showcasing approximately 3,089 square feet of exquisitely designed single-story living, this residence captures breathtaking panoramic views of the championship golf course and expansive lake, all framed by unforgettable western sunsets. From the moment you arrive, the home makes a lasting impression with its inviting front porch and grand foyer entry. Thoughtfully designed for both elegance and comfort, the open-concept floor plan features a private home office with custom built-ins, a split-bedroom layout for ultimate privacy, and seamless indoor-outdoor living through zero-corner sliding glass doors. At the heart of the home, the stunning gathering room is anchored by a dramatic custom entertainment wall with a 103-inch linear fireplace and designer shelving. The gourmet kitchen is a chef’s dream, appointed with diamond-level stacked cabinetry, premium gas appliances, an oversized island, pantry, and a formal dining space perfect for hosting. Step outside to your private resort-style oasis where the extended lanai offers a custom outdoor kitchen with a BLAZE grill, enhanced by brand-new Storm Smart shutters that create additional enclosed living spaces. The expansive heated pool—one of the largest in the community—features a luxurious infinity-edge spa, tranquil water features, and ambient lighting, all complemented by panoramic screening and lush professional landscaping for maximum privacy. Every detail has been elevated, from custom-designed closets throughout to high-end lighting fixtures. A standout feature is the oversized hobby and laundry room, offering a versatile and inspiring space for creativity and functionality. The three-car garage is equally impressive, complete with insulation, air conditioning, epoxy flooring and built-in workspace. Residents of Greyhawk enjoy access to an amenity-rich lifestyle including two clubhouses, resort-style pool, fitness center, sports complex, dining venues, and a vibrant social atmosphere—all with no CDD or special assessments. This is more than a home—it is a lifestyle defined by luxury, comfort, and exceptional design in one of Naples’ most desirable communities.

9577 Everglades DR, Naples
$924,900
3 Beds ⋅ 2.5 Baths ⋅ 226027332 MLS
Welcome home to 4559 Tamarind Way in the highly sought-after gated community of Raffia Preserve. This impeccably maintained 3-bedroom + den, 2.5-bath home offers an exceptional lifestyle with peaceful lake views, a thoughtfully designed open floor plan, and an impressive list of recent upgrades. The spacious great room is the heart of the home, seamlessly connecting the living, dining, and kitchen areas, making it ideal for both everyday living and entertaining. Your chef-inspired kitchen features an oversized island, walk-in pantry, beautiful wood cabinetry, and quartz countertops. A private den with French doors provides the flexibility for a home office, media room, or guest retreat. Designed with both comfort and convenience in mind, this smart home is equipped with whole-home audio throughout the great room, lanai, primary suite, and primary bath, along with surround sound in the great room for an immersive entertainment experience. Lighting and ceiling fans are all automated throughout the home, while a Ring Pro security system with five cameras, cellular internet backup, and alarm backup offers added peace of mind. The MyQ smart garage door opener provides app-controlled access and supports Amazon Key in-garage delivery. Your spacious primary suite overlooks the tranquil lake and features a spa-inspired bath, creating the perfect private retreat. Step outside to your screened lanai where your private backyard oasis awaits. The heated pool has been enhanced with a saltwater conversion (2025), new variable-speed pool pump (2025), automatic pool fill system (2025), and an updated app-controlled pool automation system (2024), allowing you to manage your pool from anywhere. Whether you're entertaining guests or enjoying a quiet evening overlooking the water, this outdoor space is designed to be enjoyed year-round. Additional recent improvements include a new A/C compressor (2025), fresh interior paint (2024), all new ceiling fans (2024), and new professional landscaping (2025), making this home truly move-in ready. Residents of Raffia Preserve enjoy resort-style amenities including a clubhouse, community pool, fitness center, basketball court, playground, and scenic walking paths—all with low HOA fees and an ideal North Naples location close to top-rated schools, shopping, dining, and the world-renowned Gulf beaches. Every detail has been thoughtfully updated and meticulously maintained, creating a home that offers modern convenience, luxurious comfort, and the Naples lifestyle you've been waiting for.

4559 Tamarind WAY, Naples
$900,000
5 Beds ⋅ 4 Baths ⋅ 226027329 MLS
Welcome to your private oasis in Golden Gate Estates! Nestled on 2.73 fully fenced acres, this beautifully updated 5-bedroom, 4-bathroom home offers approximately 3,200 sq. ft. of spacious living. The interior has been tastefully updated and features an open, inviting layout designed for both everyday living and entertaining. Step outside to a fully equipped outdoor kitchen, perfect for hosting family and friends year-round. The property also includes a detached storage/workshop building, an electric gated entrance, and plenty of space for RVs, boats, work vehicles, or future additions. Enjoy the privacy and tranquility of estate living while being just minutes from shopping, dining, schools, and all that Naples has to offer. This is a rare opportunity to own a move-in-ready estate that offers space, privacy, and convenience all in one.

565 6th ST SE, Naples
$4,999,995
4 Beds ⋅ 4.5 Baths ⋅ 226027313 MLS ⋅ Quattro At Naples Square BLDG.
LOOKING FOR AN ACTIVE AND SOPHISTICATED LIFESTYLE IN DOWNTOWN NAPLES… Quattro in Naples Square is a masterful blend of Coastal Contemporary and British West Indies architecture, situated at the gateway to Downtown Naples' renowned vibrant dining, world-class shopping, theaters, art galleries, and pristine beaches! Resort-style community amenities include a state-of-the-art fitness center, a spacious landscaped amenity deck with a heated swimming pool, a bubbling spa, trellised seating, a fire pit, dual grilling areas, and a covered pavilion bar with a large-screen television. Adjacent to the deck, the well-appointed Club Room features a billiards table, social lounge areas, and a bar. Penthouse 512 features the elite "Bianca" layout, standing as the largest and most impressive residence within Quattro. It boasts 3,437 square feet of luxurious, light-filled interior living space paired with a 438 square foot covered balcony overlooking the beautiful amenity deck. Outfitted with rich hardwood flooring throughout, the open-concept footprint showcases a massive great room, a formal dining area, and an oversized chef's island kitchen integrated with premium Sub-Zero, Wolf, and Miele appliances. The floor plan is rounded out by a multi-functional den, an owner's retreat featuring dual walk-in closets, and three elegant guest suites—one of which enjoys its own private Juliette balcony. Penthouse 512 offers an unparalleled residential opportunity in the heart of the city. For those seeking an active and sophisticated lifestyle in Downtown Naples, Penthouse 512 in Quattro is certainly a “must-see”.

1130 3RD AVE S Unit 512, Naples
$964,500
3 Beds ⋅ 3 Baths ⋅ 226026790 MLS
Welcome to this beautiful lakefront home in the highly desirable community of Stonecreek, offering the perfect blend of style, comfort, and Florida living. This spacious home is being offered completely furnished and features 3 bedrooms plus a den/optional 4th bedroom, 3 full baths, and a 2-car garage, all thoughtfully designed around a bright and open floor plan. Beautiful tile flooring flows throughout the main living areas, while the spacious kitchen serves as the heart of the home with an oversized center island, abundant storage, and natural gas—perfect for everyday living and entertaining. The open layout allows the kitchen and living spaces to take full advantage of the tranquil lake views beyond. Step outside to the screened lanai and enjoy peaceful views of the water and surrounding landscape. The generously sized backyard offers plenty of room to add a private pool, providing the opportunity to create a beautiful outdoor living space while enjoying the peaceful lake views. The 2-car garage features attractive epoxy flooring and overhead storage, adding both function and a polished finish. Stonecreek is a resort style community that offers many activities and tons of amenities, including a full time manager & activities coordinator, fitness center, active pickleball & tennis, volleyball, full indoor basketball court, children play area, card and game room, and a gorgeous pool, lap pool and hot tub. This community is located in a highly desirable school district, has low HOA fees and No CDD. With its flexible floor plan, spacious kitchen, natural gas, screened lanai, beautiful lake setting, room for a pool, and the convenience of being offered completely furnished, this home presents an outstanding opportunity to enjoy the best of Southwest Florida living.

4118 Aspen Chase DR, Naples
$773,828
2 Beds ⋅ 2 Baths ⋅ 226027286 MLS
This lovely property is in the wonderful Marbella Isles community with many amenities. There are two bedrooms plus a den, and it features spaciousness and lovely decor. See the pictures for the great clubhouse with activities, a fitness area, tennis, and much more...come visit the clubhouse and this property ! This is a single family home, not a single family attached villa and is an outstanding value as you can see. This is priced to sell !

13644 Mandarin 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.