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
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What Sets This Representation Apart

High-Trust Guidance With Clear Strategy

Precision Pricing Data-driven guidance grounded in current Naples market conditions, not national models that miss local variables like waterfront exposure, seasonal demand, and community dynamics.
Strategic Negotiation Calm, methodical advocacy built on the Certified Negotiation Expert framework, protecting your outcome through every stage of the transaction.
Discretion Professional representation with privacy-forward options when confidentiality matters, appropriate for luxury sellers who prefer to limit public exposure.

Representing buyers and sellers throughout Naples and Southwest Florida with professionalism, discretion, and deep local market expertise.

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

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

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Waterfront & Gulf Access

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

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Beachfront Condos

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

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Gated Communities

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

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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

$3,775,000
4 Beds ⋅ 3.5 Baths ⋅ 226032062 MLS
Finally, a beautifully remodeled one story Terrabella residence with big water views of 2 lakes plus the golf course in-between! And this view starts right from the front door. Open floor plan with dramatic ceilings throughout, glass front temperature controlled wine cellar (approx. 400 bottles), plus another 1,000 bottle temperature controlled wine cave in the air conditioned garage. Spectacular modern lighting throughout to include the family room Limestone accent wall featuring a fireplace & large screen TV. Spacious outdoor areas featuring a commercial grade summer kitchen, multiple sitting areas & both storm screens & storm shutters, so your patio furniture is safe & clean. The new owners from the last few sales are in the middle of their million dollar renovations now. This residence is ready for you NOW!

9081 Terranova DR, Naples
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 226034008 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. BRAND-NEW CUSTOM LUXURY HOME ON 2.5 ACRES OF 100% UPLAND PROPERTY — STILL UNDER CONSTRUCTION WITH THE OPPORTUNITY TO SELECT FINISHES AND FINAL TOUCHES! Welcome to 1319 22nd Ave NE, where modern luxury, privacy, acreage, and custom design come together in Golden Gate Estates. Situated on 2.5 acres of 100% upland land, this brand-new residence offers 3 bedrooms + den, 3 full bathrooms, 2,565 sq. ft. of air-conditioned living space, 4,052 total sq. ft., and a 3-car garage. The open-concept interior showcases soaring ceilings, custom carpentry, designer lighting, and elevated architectural details throughout. Built with efficiency and durability in mind, the home features a metal roof, spray-foam insulation, impact-resistant windows and doors, whole-house reverse-osmosis system, security cameras, and integrated sound system. The modern kitchen will feature extensive custom cabinetry, an oversized island, integrated appliances, and a clean, seamless design. Step outside to your private Southwest Florida retreat featuring a screen-enclosed saltwater pool and spa, automated pool lighting, stamped-concrete pool deck, spacious covered lanai, and built-in gas grill. Privacy begins before you even enter the home. The property is fully fenced, with an aluminum fence across the front, two electric sliding gates, and a double driveway. Bahama shutters add another distinctive architectural detail. One of the property’s most unique advantages is its position at the very end of a short residential street. With a canal running alongside the property, no through traffic beyond the home, and a vacant parcel presently across the street, the setting feels exceptionally private and tucked away while still keeping everyday conveniences close. The location continues to become more desirable as this area of Golden Gate Estates grows. Randall Boulevard is approximately one block away, and the recently opened Vanderbilt Beach Road Extension provides a major new east-west connection through the Estates. Shopping, Publix, dining, everyday conveniences, and top rated schools are all close by, while North Naples and the beach are approximately 30 minutes away. The area has experienced tremendous growth in recent years, with additional infrastructure and development continuing to improve accessibility and convenience. And with 2.5 acres of 100% upland land, the possibilities extend far beyond the home itself. There is plenty of room to add a guest house, barndominium, pickleball court, additional garages or workshops, or even more outdoor entertainment space. Construction is still underway, giving the buyer the opportunity to select certain finishes/final touches and personalize the home before completion. You get the customization experience of building a new home without having to wait through the entire construction process from the ground up.

1319 22nd AVE NE, Naples
$850,000
3 Beds ⋅ 2.5 Baths ⋅ 226034036 MLS
Discover the charm of Firano at Naples, an intimate gated community offering privacy, resort-style amenities, and convenient access to some of Naples’ finest attractions. Beautifully maintained and thoughtfully updated, this inviting residence combines comfort and functionality with effortless Florida living. The spacious floor plan features three bedrooms, a versatile den or office, two-and-a-half baths, and a two-car garage, all complemented by a peaceful and private preserve setting. The primary suite offers a relaxing retreat with two walk-in closets and a well-appointed bath featuring dual vanities, a walk-in shower, soaking tub, and private water closet. Two guest bedrooms provide comfortable accommodations, while the den offers flexibility as a home office, hobby room, or additional sleeping space. Designed to embrace indoor-outdoor living, the home flows seamlessly to the screened lanai and private saltwater pool—the perfect setting for enjoying the Florida sunshine or entertaining family and friends. The entire pool equipment system was updated in January 2025 and includes a Pentair variable-speed pump, cartridge filter, salt system, and heat pump. Impact-resistant windows and sliding glass doors, along with an electric roll-down shutter on the lanai, provide added convenience and storm protection. The home has been exceptionally maintained with significant recent improvements, including a Carrier 5-ton variable-speed A/C system and Bradford White 50-gallon water heater, both installed in 2024. Additional updates include a KitchenAid cooktop installed in 2022, a KitchenAid dishwasher with third rack installed in 2023, and exterior paint completed in 2022. Plantation shutters, crown molding, an elegant lighting package, and beautifully maintained landscaping further enhance the home. Firano at Naples is an intimate gated community of just 112 residences offering a clubhouse, resort-style community pool and spa, fitness center, community room, playground, sidewalks, and streetlights. HOA services include lawn and landscape maintenance, cable and internet, irrigation water, and access to the community’s recreational facilities. Ideally located, Firano offers convenient access to Downtown Naples, Fifth Avenue South, Naples’ renowned Gulf beaches, shopping, dining, and everything that makes the Southwest Florida lifestyle so desirable.

7747 Martino CIR, Naples
$2,595,000
3 Beds ⋅ 3.5 Baths ⋅ 226034148 MLS
Set on a premier homesite within the prestigious Mediterra golf and beach club, this stunning villa offers sweeping views of the 13th hole of the North Course. The sunny western exposure fills the home with natural light and delivers spectacular sunsets from the lanai. Inside, a great room floor plan with soaring ceilings creates an airy, open feel, flowing seamlessly into the gourmet kitchen. Sub-Zero and Wolf appliances, custom wood cabinetry, and stone countertops make it as beautiful as it is functional. Stone flooring runs throughout, adding timeless elegance. Outdoor living is the heart of this home. The custom pool and spa, outdoor kitchen, and fireplace make the lanai ideal for entertaining or unwinding at day's end. Anderson hurricane impact windows provide peace of mind for storm protection. All three bedrooms have their own en-suite full bath, and an additional powder room is perfect for guests. Multiple levels of membership are available at the award winning Mediterra Golf and Beach Club. New 38million dollar Mediterra sports and wellness facility under construction and $15M golf course renovations underway! South Course renovated this summer! North Course being renovated summer 2027! Mediterra beach club with valet parking renovated 2025!

14850 Bellezza LN, Naples
$869,000
3 Beds ⋅ 2.5 Baths ⋅ 226034041 MLS
Stunning nightly sunsets provide the backdrop for this immaculate newer home in Raffia Preserve, with coveted direct western exposure. The thoughtfully designed great-room floor plan features white shaker cabinetry, stainless steel appliances, and a spacious pantry. Outdoors, a generous pool deck with a heated pool and spa creates the perfect setting for enjoying the Florida lifestyle. The impressive owner’s suite includes custom closet built-ins, while a combination of porcelain tile and LVP flooring provides stylish, low-maintenance living throughout. Impact windows and doors add peace of mind and make this home truly move-in ready. Raffia Preserve is a gated, amenity-rich community offering lower density and reasonable fees, with a convenient location just off Vanderbilt Beach Road. Residents enjoy a state-of-the-art clubhouse, fitness facilities, and basketball. The location is exceptional, with Founders Square just around the corner and the beach and Mercato less than 15 minutes away.

4631 Abaca CIR, Naples
$1,690,000
3 Beds ⋅ 3 Baths ⋅ 226033236 MLS
This bayfront bungalow has a prime location that perfectly couples lifestyle with tranquility. Situated on Snook Bay, this updated, coastal home offers the perfect blend of modern luxury and serene natural beauty. As you drive onto the beautiful Isles of Capri, you'll be greeted by a tropical setting that instantly puts you at ease. The house showcases simplistic yet thoughtful design, with every detail carefully curated to create an atmosphere of conveinence and comfort. The open layout with 3 bedrooms, 3 bathrooms & a den, allows for seamless flow between living spaces, making it ideal for both entertaining & everyday living. At the heart of the home is the beautifully appointed kitchen, featuring custom cabinets & top-of-the-line Whirpool appliances that cater to the needs of any chef or baker. As you open the impact resistant sliders and step out to your lanai, you'll discover a private outdoor haven that invites relaxation and leisure. Lounge on your spacious patio, complete with a pergola to relax under or simply enjoy the Florida sunshine in the big swim spa. You have plenty of water depth & dock space to park the big boat & put the bay boat on the lift. The quick direct-access to the Gulf will have you boating, fishing & shelling in a moments notice. Every day you will enjoy gorgeous views of the bay while you watch the dolphins, manatees and birds, play behind the house. Isles of Capri is a sub-tropical island that boasts and abundance of wildlife, four great restaurants and three marinas. Located one mile from Marco Island & only 20 minutes away from Downtown Naples with its sophisticated shopping & five star dining. Our area is famous for its white sand beaches, world class fishing & boating and fantastic golfing. Capri is the perfect place to sit back, relax, unwind and let the sights, sounds and smells sooth your mind, body and soul.

9 Pelican ST E, Naples
$1,195,000
4 Beds ⋅ 4 Baths ⋅ 2026039808 MLS
Stunning custom estate home, built by DiAngelis Diamond is nestled in the Preserve section of Indigo Lakes. A spacious open floor plan captures the essence of Florida living and architectural design. Grand in scale, yet elegant, this home boasts 4 bedrooms, 4 baths, den, family room and living room with three sets of tuck away sliders opening onto the expansive private covered lanai overlooking a tranquil, preserve, sparkling solar heated pool and beautiful waterfall. The exquisite master bedroom has a double door entrance and French doors leading to the private lanai. Luxurious master bath with separate his/hers walk-in closet, granite countertops, soaker tub, seamless shower and his/her sinks. Guest ensuite provides a separate entrance with private bath and access to the lanai. Additional two bedrooms offer a Jack & Jill bathroom with two sinks and plenty of cabinet space. Custom kitchen with 42” varied height cabinets, soft close drawers, pull out shelving, granite countertops, stainless steel appliances, pantry, center island with veggie sink and wine rack. This home also offers an additional office nook or coffee bar area, and an oversized laundry room with a closet and custom cabinetry. Exquisite appointments are showcased with vaulted ceilings, arches, crown molding, 5” baseboards, intricate columns, architectural niches, ashlar patterned 18” tile, cove lighting, tray ceiling, solid wood doors, pocket doors, surround sound, and central vacuum system are just a few reasons this residence is so special. This home is perfect for entertaining indoors, outdoors or just relax to the sounds of the waterfall overlooking the tranquil preserve and southern exposure. Tile roof and A/C replaced in 2019/2020. Indigo Lakes is a lovely gated community consisting of 397 single family homes surrounded by acres of lakes, lush tropical landscaping and natural preserves. Located off Collier Blvd., just South of Immokalee Road, Indigo Lakes is in a prime location and one of the most sought after Naples communities with its close proximity to 10/10 rated schools, beaches, boating, golf, dining, entertainment, and shopping. The inviting community clubhouse offers 3,300 square feet and has a kitchen, fully equipped fitness center, two gathering rooms and a pool. Additional amenities include tennis courts, basketball courts and a dedicated playground for younger residents to enjoy, not to mention the wide sidewalks and easy access to schools. Community offers low HOA fees, and a high-and-dry location away from hurricane flood zones. This home is an excellent opportunity for relocating to Florida who want space, location, and an excellent school district. Schedule your private showing today!

14652 Beaufort CIR, Naples
$819,000
3 Beds ⋅ 2 Baths ⋅ 226021468 MLS
Nestled within the highly sought-after Masters Reserve neighborhood of Lely Resort, this beautifully maintained three-bedroom, two-bath residence offers the perfect blend of comfort, style and Southwest Florida living. Set on a premier pie-shaped homesite with an expansive long lake view, the property enjoys a unique sense of privacy and an ever-changing backdrop of sparkling water and colorful sunsets. From the moment you enter, you'll appreciate the abundance of natural light that fills the home, creating a bright and welcoming atmosphere throughout. Thoughtful updates and timeless finishes complement the open floor plan, while custom plantation shutters add both elegance and functionality. New flooring enhances the home's fresh, updated feel and provides a seamless flow from room to room. The light and bright kitchen serves as the centerpiece of the home, offering ample cabinetry, generous workspace and a comfortable setting for everything from casual breakfasts to entertaining guests. The adjacent living and dining areas are designed to take full advantage of the beautiful lake views, bringing the outdoors in through large windows and sliding glass doors. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer flexibility for guests, a home office or hobbies. Every space has been thoughtfully designed to maximize comfort and livability. Step outside and discover your own private oasis. The screened lanai and sparkling swimming pool invite year-round enjoyment, whether you're taking a refreshing swim, enjoying morning coffee overlooking the lake or hosting friends and family. The oversized pie-shaped lot creates a more open and expansive outdoor setting than many homes in the community, enhancing both privacy and views. The home also features valuable modern updates, including a new air-conditioning system installed in 2022 and a Nest thermostat for convenient climate control and energy efficiency. These improvements provide peace of mind while allowing you to enjoy today's modern comforts. Ideally located within Masters Reserve, residents enjoy a quiet, beautifully maintained neighborhood while being just minutes from shopping, dining, golf, beaches and all that Naples has to offer. Homeowners have the option to join the Player's Club, access to one of the area's most desirable resort-style communities, known for its lush landscaping, scenic lakes and exceptional lifestyle. Whether you're seeking a full-time residence or a seasonal retreat, this exceptional home combines desirable updates, breathtaking lake views, abundant natural light and an outstanding location to create a truly inviting Florida lifestyle.

6840 Bent Grass DR, Naples
$1,225,000
5 Beds ⋅ 3 Baths ⋅ 226033666 MLS ⋅ Wing South Airpark BLDG.
!Attention aviation enthusiasts! Great opportunity to own your own home in Wing South Airpark, a gated, private fly-in community in Southwest Florida. Wing South offers a 4400 ft by 100 ft lighted and paved runway, aviation fuel station, and pilot's lounge. Fly in and taxi to this 2 story, 3500+ sq ft ''hangar'' home. The garage can accommodate small aircraft, plus several cars. It also has a mechanic's pit. Home boasts 5 bedrooms, office, loft, and bonus room with all rooms being very spacious. You will find a large living area with wood burning fireplace, double French Doors, and vaulted wood ceiling with spiral staircase leading to a loft with attached bonus room. The separate dining room can handle a large group; great for entertaining. Adjacent to the dining room you will find the kitchen offering custom cabinetry, eating area, space for dumb waiter, garden window, gas (propane) range, and built-in desk. The primary bedroom located on its own wing, has new carpet, walk-in closet, wood accents, several windows and French door leading out to one of the many tiled balconies. There are two other bedrooms upstairs and two downstairs, plus an office/den. Home has been freshly painted throughout. Enjoy the outdoor living this home has to offer with a private front patio, pool and spa, and wrap-around balcony. Wing South Airpark is located just minutes from downtown Naples' 5th Avenue offering world-class dining and shopping and of course, the beautiful white sand beaches, sparkling Gulf waters and brilliant sunsets that southwest Florida is famous for.

4045 Skyway DR, Naples
$975,000
3 Beds ⋅ 2 Baths ⋅ 226034055 MLS ⋅ Aruba At Cove Towers BLDG.
As one of Aruba's coveted 01 corner residences, this home features extra windows along its side elevation, creating a wraparound view unmatched by the building's other floor plans. From your living space and screened lanai, take in Wiggins Pass, the bay, and glimpses of the Gulf and Cocohatchee River, the kind of view where you will watch dolphins play, boats head out to open water, and the sun set over the water every single evening. This split bedroom, three-bedroom plus den/flex room layout gives you room to spread out, with a great room design built for both everyday living and entertaining. The kitchen and baths have been updated, and the third guest bedroom features a built-in Murphy bed system and a desk, ideal as a flexible office or guest space. Roll-down hurricane shutters on the lanai offer easy, dependable storm protection. Parking and storage are covered too, with a garage space below the building and a separate storage closet, plus bike and kayak storage, a car wash station, and an electric vehicle charging station all just steps from the unit. The community pool and a barbecue area sit right outside your back door. Cove Towers sits directly on Wiggins Bay in North Naples, with a community marina offering boat slips to purchase or lease, giving you easy access out to the Gulf of Mexico. Vanderbilt Beach and Delnor Wiggins Pass State Park are close by, and it is an easy drive down to Fifth Avenue South and Third Street South in downtown Naples for fine dining, boutique shopping, and the gallery scene the city is known for. From boating and beach days to everything Naples itself has to offer, this location puts it all within reach. As one of five original towers in this gated waterfront enclave, Aruba offers residents an easy, amenity-rich lifestyle. For those who want even more, an optional membership to Tarpon Cove Beach and Racquet Club is available, with resident, social transfer, and young executive tiers to fit different buyers. Members enjoy a private beach shuttle to Delnor Wiggins Beach, six Har-Tru tennis courts with a full pro shop and lessons, a heated resort-style pool, a brand-new fitness center, wellness classes, bocce, a fire pit, and the club's popular Tiki Bar. The waterfront clubhouse rounds it out with three dining rooms, two bars, and a full calendar of member events and live entertainment. Schedule your private showing today and experience this rare combination of view, floor plan, and lifestyle for yourself.

430 Cove Tower DR Unit 501, Naples
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 226033125 MLS
Wonderful old Florida tropical oasis is beautiful with serene view of lake, bird sanctuary and clubhouse. Evening lights sparkle in the distance and the full moon reflects off the lake setting the stage for special evenings. This perfect location allows you to take a short stroll to the clubhouse for dinner. Or grill up the perfect meal at home on the new built-in grill in the summer kitchen. There is a picture screen to the view making you feel one with nature. The expansive covered lanai space allows for outside gathering in all weather. There is a large pass through window from the modern kitchen with tons of counter space for the cook. The delightful family room has windows to the view and is open to the kitchen for great conversation with the cook. The split bedroom floor plan affords privacy for owners and guest alike. The owner's suite is huge with 3 walk-in closets, dual sinks & vanities, a separate shower and tub and slider to the lanai. The guest wing has two king-size bedrooms and an over sized guest bath with tub shower combo. The garage has extra storage too! The paver circular drive is perfect for hosting parties. This is the perfect location, 10 minutes to the beach, fine & casual dinning, wonderful shopping and nightlife.

2264 Imperial Golf Co BLVD, Naples
$6,995,000
4 Beds ⋅ 3.5 Baths ⋅ 226033404 MLS
Nestled within Pine Ridge Estates, this exceptional Naples residence has been completely reimagined with extraordinary attention to architecture, craftsmanship and design. Thoughtfully expanded and comprehensively renovated, the property offers exceptional indoor-outdoor living and an impressive collection of newly created spaces. Just off the foyer, the living room is defined by graceful curved walls and a custom curved herringbone wood floor inlay that follows the architecture of the room. Expansive sliders create a beautiful connection to the pool and grounds. The redesigned kitchen features quartz countertops, professional-grade appliances, generous entertaining areas and an effortless connection to the surrounding living spaces. A thoughtfully designed new addition expanded the residence with a spacious family room directly off the kitchen and a private VIP suite, both featuring 11-foot tray ceilings. The family room offers herringbone wood flooring and extensive glass overlooking the pool and landscaped grounds. The VIP suite continues the home’s refined design with herringbone flooring and a beautifully appointed private bath. The primary suite is a serene and sophisticated retreat, featuring a spacious bedroom with a dramatic vaulted ceiling, dedicated workout room and convenient access to the pool and spa. The luxurious spa-like bath offers large-format surfaces, dual vanities, a freestanding soaking tub, oversized glass-enclosed shower and beautifully designed custom closet. The property has been completely transformed with all-new landscaping, a custom pool and stone hardscape, and a beautifully appointed outdoor kitchen featuring a 42-inch Alfresco grill, a custom hood, True refrigeration, porcelain slab countertops and backsplash. An extraordinary addition to the property is the completely new eight-car garage with an additional dedicated golf cart garage space, providing exceptional capacity for an automobile collection, recreational equipment and storage. The completely renovated, self-contained two-bedroom guest house offers its own living room, kitchen, custom bar, laundry room and full bath. Dramatically veined porcelain slab countertops and backsplashes, custom cabinetry, illuminated floating shelving and a floor-to-ceiling custom wood feature wall with an integrated barn door elevate the interiors. A front porch and spacious rear screened-in porch provide additional private outdoor living. All of this is set within Pine Ridge Estates, known for its generous properties, privacy and distinctive residential character while remaining convenient to Naples Gulf beaches, premier shopping and dining. A rare opportunity to enjoy a thoughtfully expanded and comprehensively redesigned Naples estate with exceptional guest accommodations, remarkable garage capacity and beautifully conceived indoor-outdoor living.

620 Carica RD, Naples
$1,060,000
4 Beds ⋅ 2 Baths ⋅ 2026039825 MLS
Most lake lots give you water. This one gives you the sunset. The western exposure at 7564 Winding Cypress Drive turns the back of the house into the best seat in the community every evening, and the extended lanai is built with no-see-um mesh in picture-window construction, so the horizon comes through without a frame across it. Behind that view is a one-owner 2018 DiVosta Summerwood, offered for the first time since it was built and expanded well past the standard plan: 2,230 square feet, four bedrooms, ten-foot ceilings, eight-foot doors, and an extended great room under a coffered ceiling with crown molding carried through every room. Arched openings, plantation shutters on every window, and porcelain plank floors give the interior a finished, architectural quality that reads as both coastal and modern. The kitchen was renovated after purchase and it shows: white shaker cabinetry, salt-and-pepper granite, a counter-to-ceiling white subway backsplash, an externally vented stainless chimney hood over a natural gas range, under-cabinet lighting, a wine fridge, a walk-in pantry, and an extended island with seating under glass pendants. The dining area sits beneath its own cluster chandelier, and the great room holds a full sectional, a game table, and a bar cabinet with room to spare. Outside, the lanai is a true second living room. A resort-style saltwater pool with an in-water sundeck, a spa placed on the sight line so the water reads as one composition from inside the house, a Silver River travertine deck, and a covered section deep enough for an outdoor sectional and a six-seat dining table. Natural gas outdoor is included as well. Foxtail and Christmas palms frame the lake beyond. New pool motor in 2024. Then the part that separates a Florida house from a Florida headache. Impact windows, custom window treatments and impact doors are installed throughout. StormSmart electric screens on the lanai and front vestibule. A whole-house and pool Generac generator. A flat concrete tile roof, tankless water heater, and centrally wired alarm. Close the house in May, fly north, and stop watching the tropics. The extended garage has its own split-system A/C; the attic has pull-down stairs and added insulation. The owner's suite carries a California Closets build-out, and every closet in the house has extra shelving. Dimmer switches throughout. The designer furnishings shown, indoors and out, are available under separate negotiation. Bring a suitcase if you like. Winding Cypress is a gated, natural-gas community of 766 homes set inside 800 acres of protected preserve and 80 acres of lakes. Residents have an on-site restaurant and bar, resort and lap pools with a spa and fire pit, an oversized fitness center, tennis, pickleball, bocce, two dog parks, a full activities calendar, and miles of boardwalk and preserve trail. Lawn care is included in the dues. Marco Island's beaches are ten minutes out; Fifth Avenue South is about fifteen.

7564 Winding Cypress DR, Naples
$775,000
5 Beds ⋅ 3 Baths ⋅ 226028813 MLS
BIG SPACE. BEAUTIFUL VIEWS. EXCEPTIONAL VALUE! Discover an outstanding opportunity to create your own Naples retreat in the gated community of Heritage Greens. Offering an impressive 3,883 square feet of living space at UNDER $200 PER SQUARE FOOT, this spacious two-story pool home combines generous proportions, picturesque golf course and lake views, and LOW ANNUAL HOA FEES OF JUST $2,343! For buyers seeking a home they can personalize to their own style and vision, this property presents an opportunity to make the most of its substantial footprint and desirable setting. The home features 5 bedrooms, 3 bathrooms, a 3-car garage, soaring ceilings, and multiple living and dining areas. The kitchen offers a center island, pantry, and breakfast area, while the upstairs primary suite includes a sitting area, two walk-in closets, dual sinks, a soaking tub, and a separate shower. Four additional bedrooms provide flexibility for family, guests, or home office space. An expansive bonus room above the garage offers even more possibilities for a media room, game room, fitness studio, or additional living space. Step outside to your and enjoy peaceful lake views and the lush fairways of Arrowhead Golf Course. Whether you're enjoying your morning coffee, relaxing by your private heated pool, or entertaining friends, the outdoor setting captures the appeal of the Southwest Florida lifestyle. Heritage Greens offers an array of community amenities, including a clubhouse, community pool, fitness room, pickleball, tennis and basketball courts, playground, and sidewalks. Golf enthusiasts will appreciate the convenience of Arrowhead Golf Course, a public course offering the opportunity to enjoy golf without a mandatory golf membership. Conveniently located in North Naples, Heritage Greens provides easy access to shopping, dining, and everyday essentials, including nearby Logan's Landing. I-75, Gulf beaches, and the area's many recreational and entertainment destinations are also within reach. AN OPPORTUNITY TO MAKE IT YOUR OWN! Offered furnished and sold AS IS as part of a probate estate, this property is ready for its next chapter. Bring your vision and explore the possibilities of transforming this generously sized home into a personalized Naples retreat. With nearly 3,900 square feet, a private pool, golf course and lake views, and low HOA fees, this property offers a compelling combination of space, setting, and value.

2356 Heritage Greens DR, Naples
$6,995,000
5 Beds ⋅ 4.5 Baths ⋅ 226033972 MLS
Set on a private, coveted 1.5-acre lakefront homesite in desirable Pine Ridge Estates, this single-story residence offers uninterrupted lake views and sophisticated contemporary design throughout. The floor plan includes 5 bedrooms plus a den, 4 full, 1 half bathrooms, and approximately 4,525 square feet of air conditioned space, with an expansive 4-car garage and impact-resistant windows and doors throughout. Outside, an infinity edge pool and spa anchor the expansive outdoor living area, creating a resort-style retreat overlooking the beautiful lake. The back of the home faces east, providing stunning sunrise views in the morning and a cool outdoor living space in the afternoon. Located in one of North Naples' most desirable non-gated enclaves with no HOA restrictions, minutes from Vanderbilt Beach, Mercato, and Waterside Shops. A rare opportunity to own a like-new lakefront property in Pine Ridge.

6590 Trail BLVD, Naples
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 226034024 MLS ⋅ Admiralty Point BLDG.
Experience waterfront living at its finest in this three-bedroom home in the desirable West building at Admiralty Point, ideally on a rare 10-acre peninsula in The Moorings. This spacious home offers breathtaking front-row views of Doctors Pass, Moorings Bay and the Gulf. The open floor plan is designed to maximize light and views, with wall-to-wall impact sliders that showcase the view. The large living and dining areas flow into the kitchen, complete with a center island with bar seating, granite countertops, stainless steel appliances and a wine cooler, ideal for entertaining. Admiralty Point offers direct beach and Gulf access, complete with on-site boat docks and kayak launch. Additional features include under-building parking, secured lobby, 24-hour patrolled grounds and gate guard for peace of mind. Residents enjoy an unmatched array of resort-style amenities, including two social rooms, a state-of-the-art fitness center, Har-Tru tennis courts, shuffleboard, gas grills, a vehicle wash area and even a kiddie pool. Unique to Admiralty Point are its sunrise and sunset pools, offering the best of coastal experiences. All these just minutes from luxury shopping and dining at Venetian Village, Waterside Shoppes, 5th Avenue South and 3rd Street South.

2310 Gulf Shore BLVD N Unit 112, Naples
$1,249,900
3 Beds ⋅ 3 Baths ⋅ 226033919 MLS
Modern elegance and immediate golf membership included!!!! This 3 Bedroom + Den, 3 Bath pool home has been upgraded in every way imaginable! New roof (2024)! Completely remodeled and extended kitchen with beautiful custom two-toned cabinetry, oversized island, well-coordinated quartz and quartzite countertops, gorgeous tile backsplash, built-in wine cooler and wine rack, lighted glass door cabinets over coffee bar and high-end stainless steel appliances (refrigerator is virtually brand new). Featuring authentic hardwood flooring, the spacious formal dining room is currently being used as a den and offers wonderful versatility! The same beautiful hardwood adorns the master bedroom, while the main living area boasts of modern luxury vinyl plank flooring. All 3 bathrooms were very tastefully upgraded in 2020, with new vanities and quartz counters, new showers with custom inlayed tile, and new tile flooring. This St. Lawrence floor plan is brilliant! The primary suite features TWO full primary baths, one of which serves as a pool bath and 2 walk-in closets with custom built-ins and a wall safe. The huge great room really brings the WOW factor with its high tray ceilings crown moulding, and indirect lighting. The current owners have left nothing untouched! Beautiful glass inserts added to the double entry doors, new 17 Seer air conditioner in 2021 still under warranty, new panoramic screen enclosure (2021), epoxy garage flooring, security system, built-in garage cabinetry and an extra garage fridge, and hurricane shutters for all openings, including electric roll-down shutter at front entrance and security window film. Garage attic space is fully accessible and prepped for tons of storage! Enjoy the solar heated, saltwater pool with newer equipment and autofill, ample covered seating space and outdoor cabinetry with built-in refrigerator. The wrap-around paver pool deck with planter beds compliment the lushly landscaped view extending to the meticulously maintained golf course to a distance. Great Southeastern view of the course, but allows for wonderful privacy! Located in a premier bundled golf community, residents enjoy an Arnold Palmer Signature course, an all-access pass to an amazing tennis program, pickle ball, state of the art fitness center, clubhouse with formal & informal dining options, resort style pool, bocce ball, pro shop and Arnie’s outdoor poolside bar and restaurant. Conveniently located near beaches, shopping, dining & popular 5th Ave. and Costco coming soon!!!! This is a true find!!!

4904 Sedgewood LN, Naples
$5,595,000
4 Beds ⋅ 4 Baths ⋅ 226033931 MLS ⋅ Kalea Bay Tower 400 BLDG.
Perched on the 19th floor of Tower 400 at Kalea Bay, one of North Naples’ most sought after resort communities, this exceptional end-unit residence offers breathtaking, unobstructed views of the shimmering Gulf. Beautifully designed by Ron Alose, this four bedroom, four bathroom home showcases refined coastal luxury with sophisticated contemporary design. Expansive floor to ceiling windows and sliding glass doors open to a west-facing terrace, where panoramic sunsets over the Gulf become a nightly ritual. Inside, the open-concept great room and kitchen are anchored by a striking marble-inspired porcelain tile feature wall with an electric fireplace, creating an elegant yet inviting space for both everyday living and entertaining. Legno Bastone Italian white oak flooring flows throughout the residence, complementing rich walnut cabinetry and custom built-ins. The chef’s kitchen is thoughtfully designed with Wolf and Sub-Zero appliances, quartz countertops, a large island, wine refrigerator, and a butler’s pantry, blending beauty and functionality. The primary suite offers a serene retreat with stunning water views and a spa-inspired bath featuring dual vanities, a soaking tub, walk-in shower, makeup vanity, and an expansive custom closet. Two additional guest suites each feature en-suite bathrooms, large walk-in closets, and custom cabinetry, ensuring comfort and privacy for family and guests. Additional highlights include designer lighting, soaring ceilings, impact-resistant glass, solid wood doors, a private elevator entry, accordion storm shutters on the lanai, and a spacious laundry room with built-in storage. Residents of Tower 400 enjoy exclusive rooftop amenities including a pool, grilling area, fitness center, and clubroom with a catering kitchen. The Club at Kalea Bay is a spectacular 100,000-square-foot amenity center featuring resort-style pools, two restaurants with poolside dining, tennis, pickleball and bocce courts, a state-of-the-art fitness and wellness center, guest cottages, a dog park, beauty salon, business center, and an active social calendar. An optional membership to the private Moraya Bay Beach Club offers beachfront dining and full beach service, including chairs, umbrellas, towels, and food and beverage service directly on the sand. This exceptional residence presents a rare opportunity to experience elevated high-rise living and world-class amenities in one of Naples’ most prestigious coastal communities.

13945 Old Coast RD Unit 1906, Naples
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 226033248 MLS
Welcome to paradise! This waterfront chalet, located on Tarpon Bay, makes the perfect place to escape the cold and get into the sun. Grab your flip-flops, fishing pole, your favorite beverage and get ready for some island time. Features include two bedrooms + den, two bathrooms, and a double car port. The Northeastern exposure makes for magnificent sunrises and provides plenty of shade in the afternoon on those hot, sunny days. This key lot has over 90' of bay frontage with a boat dock, 12k boat lift and quick, direct-access to the Gulf of America. There is also a nice covered patio that leads to a large screened in lanai, to lounge around in or grill up your favorite bbq as you watch the big game on tv. Sit in the hot tub as you watch the dolphins and manatees play in the back yard or hop on the boat and go for a cruise. You can head offshore and experience world class fishing or go explore the 10,000 islands and try to hook up with a big Snook or a giant Tarpon. Isles of Capri is a sub-tropical island that boasts and abundance of wildlife, four great restaurants and three marinas. Located one mile from Marco Island & only 20 minutes away from Downtown Naples with its sophisticated shopping & five star dining. Our area is famous for its white sand beaches, world class fishing & boating and fantastic golfing. Isles of Capri is the perfect place to sit back, relax, unwind and let the sights, sounds and smells sooth your mind, body and soul.

125 Pago Pago DR E, Naples
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 226033960 MLS
Welcome to the private guard-gated Classics Plantation Estates, where refined luxury meets effortless Florida living in the heart of Lely Resort, complete with immediate membership to The Player’s Club & Spa. On one of the largest and most private lakefront homesites in the Classics, this remarkable .51-acre estate is surrounded by lush, mature palms and trees, offering an unparalleled sense of space, serenity and complete privacy. Custom built by Lundstrom Homes, this exceptional three-bedroom-plus-den, three-bath residence is thoughtfully designed with a spacious, open-concept layout that flows seamlessly from indoor elegance to extraordinary outdoor living, making it an entertainer’s dream. A circular drive, oversized three-car garage and impeccable curb appeal set the tone upon arrival. Go outside to a spectacular outdoor retreat. The expansive lanai showcases a resort-style pool measuring an impressive 22 by 44 feet with a 9-foot depth, ideal for swimming, entertaining or simply relaxing beneath the large retractable electric awnings. A custom outdoor kitchen, abundant seating areas, tongue and groove hardwood ceilings and breathtaking sunset lake views create a backdrop for unforgettable evenings. Inside, refined upgrades abound, including plantation shutters, volume ceilings, premium granite finishes, upgraded appliances and spacious bedrooms, ideal for hosting. Recent enhancements provide peace of mind, including new water heaters, new washer and dryer, new pool heater, and new roof and gutter systems. Additional features include a side-yard dog run and an oversized three-vehicle garage with one bay measuring 30 feet deep by 10 feet wide by 10 feet high, ideal for larger vehicles or extra storage. In sunny Naples, this home offers convenient access to pristine beaches, world-class dining and shopping, all just minutes from downtown Naples iconic 5th Avenue and 3rd Street districts as well as Marco Island. This is more than a home, it’s a private estate designed for exceptional living, entertaining and unforgettable sunsets.

7717 Trent CT, Naples
$2,495,000
3 Beds ⋅ 3.5 Baths ⋅ 2026039703 MLS ⋅ Eleven Eleven Central BLDG.
Step into elevated coastal living at Eleven Eleven Central, one of the most sought-after new addresses in the heart of Old Naples. This stunning three-bedroom, three and a half-bath residence is a true showpiece, expertly designed and professionally decorated with a distinctive floor plan that maximizes space, style, and natural light. Expansive glass invites the sunshine in, while the oversized lanai offers the perfect setting to relax or entertain in total privacy, surrounded by lush tropical greenery and serene northwest exposure. Eleven Eleven Central delivers a resort-inspired lifestyle unlike any other. Indulge in a spectacular array of amenities, including a beach-entry lap pool, two hot tubs, poolside cabana, a state-of-the-art fitness center, a social room and a game room, private movie theater, bocce courts, putting green, life-sized chess board, and a beautifully landscaped courtyard park with a fenced in dog area. Hosting guests? Six on-site guest suites make entertaining effortless. And with the community’s private shuttle, enjoy seamless access to the beach or an evening out on the town—no driving required. Perfectly positioned just ¾ of a mile from the pristine beaches of Old Naples, five blocks from world-renowned 5th Avenue South, and only a block from scenic Baker Park, this is truly the ultimate Naples lifestyle. Don’t miss your opportunity to own a piece of paradise—schedule your private showing today.

1115 Central AVE Unit 339, Naples
$1,999,000
3 Beds ⋅ 4 Baths ⋅ 226024189 MLS
Experience refined luxury in the exclusive Lakoya enclave of Lely Resort. This custom Greenbriar II by Stock Signature Homes showcases exceptional craftsmanship, sophisticated finishes, and seamless indoor-outdoor living. A hand-forged Cantera iron entry door opens to light-filled interiors featuring 24-inch diagonal stone flooring, custom millwork, solid-core doors, and tailored lighting. The gourmet kitchen combines beauty and function with illuminated stacked cabinetry, walnut butcher-block island, hand-painted Tabarka tile, Viking gas cooktop, Monogram appliances, and a California Closets pantry. Designer details continue throughout, including an antique-mirror dining feature wall, living-room beams with integrated LED lighting, and a custom pool bath with artisanal tilework. The serene primary suite features a spa-inspired bath with Venetian plaster walls and dual California Closets. Outside, more than 2,400 square feet of lanai space creates a private tropical retreat. A rectilinear saltwater pool and spa are surrounded by mature landscaping and western exposure for spectacular sunset views. The 710-square-foot covered outdoor living area features a cypress ceiling, custom cabinetry, wet bar, sink, refrigerator, and built-in TV—perfect for entertaining or relaxing year-round. Additional highlights include impact-resistant windows and doors, hot-water recirculation, custom lighting, upgraded window treatments, and a finished garage with workbench. Ideally located minutes from downtown Naples and the Gulf, with access to Lely Resort's world-class golf, tennis, spa, and dining amenities. A truly bespoke residence offering privacy, craftsmanship, and an exceptional Naples resort lifestyle.

6477 Costa CIR, Naples
$4,625,000
2 Beds ⋅ 2.5 Baths ⋅ 226031012 MLS ⋅ 2020 Gulf Shore BLDG.
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2020 GULF SHORE BLVD N Unit UNIT E204, Naples
$899,000
3 Beds ⋅ 3.5 Baths ⋅ 226033425 MLS
Set within the resort-inspired community of Naples Reserve, this beautifully appointed Barrymore residence pairs refined interiors with exceptional indoor-outdoor living. The open-concept floor plan offers three bedrooms plus a den, three full interior baths and a convenient pool half bath, complemented by impact windows throughout and no flood insurance required. An impressive tandem garage provides generous space for a golf cart or additional storage. Fresh interior paint, custom designer lighting, a shiplap accent wall and wood-look tile throughout the main living areas create a sophisticated yet relaxed aesthetic. At the heart of the home, the beautifully finished kitchen features upgraded appliances, a new backsplash and spacious walk-in pantry. The serene primary suite is enhanced by a custom-designed walk-in closet and bath with dual vanities, soaking tub and separate shower. Designed to embrace Southwest Florida's enviable year-round lifestyle, the expansive lanai features a tongue-and-groove ceiling and overlooks the private pool with deck jets. A dedicated pool bath and plumbing for a future outdoor kitchen further enhance this exceptional entertaining space. Residents of Naples Reserve enjoy an impressive collection of amenities, including pickleball and Har-Tru tennis courts, a state-of-the-art fitness center, recreational and biking trails, and a 125-acre lake offering kayaking, paddleboarding and waterfront recreation. A renovated clubhouse and restaurant provide inviting gathering spaces in the community. Ideally near Marco Island, Fifth Avenue South and Naples celebrated Gulf beaches, this residence offers a sophisticated expression of relaxed coastal living.

14544 Stern WAY, Naples
$765,000
2 Beds ⋅ 2 Baths ⋅ 226033926 MLS
LOCATION, LOCATION, LOCATION! Welcome to this charming 2-bedroom, 2-bathroom single-family home in the highly desirable Naples Park neighborhood, just approximately ONE MILE to the beautiful GULF BEACHES. This well-located property offers the perfect OPPORTUNITY to enjoy the relaxed Naples lifestyle, with convenient access to the beach, shopping, dining, entertainment, and everything North Naples has to offer at MERCADO and the surrounding area. And just minutes to 5TH AVENUE SOUTH. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this home offers tremendous potential as one of Naples' most sought after coastal communities. ALL just minutes from your front door. Don't miss this opportunity to own a piece of Naples Park!

626 103rd AVE N, Naples
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