Naples · Bonita Springs · Marco Island

Naples Luxury Real Estate

Private, precise guidance for waterfront, golf, and beachfront homes across Naples and Southwest Florida.

Your Naples Real Estate Advisor

Jeremy O’Guinn is a Broker Associate and Certified Negotiation Expert with Downing-Frye Realty, representing buyers and sellers of luxury, waterfront, and golf community homes in Naples, Bonita Springs, Marco Island, and Estero, Florida, with more than 18 years of local experience.

18+Years Licensed
CNECertified Negotiator
200+Homes Sold
130+Five-Star Reviews
How Jeremy Works

A Calm, Data-First Approach to Naples Real Estate

Pricing, negotiation, and discretion for Naples buyers and sellers

01

Precision Pricing

Guidance grounded in current Naples sales, not national models that miss waterfront exposure, seasonal demand, and community dynamics in neighborhoods from Port Royal and Aqualane Shores to Pelican Bay and Vanderbilt Beach.

02

Strategic Negotiation

Calm, methodical advocacy built on the Certified Negotiation Expert framework, protecting your price, terms, and net proceeds at every stage of the transaction.

03

Discretion

Privacy-forward representation when confidentiality matters, for high-value sellers and buyers who prefer to limit public exposure while still reaching qualified buyers.

Just Listed

New Naples Listings, Updated Daily

See the newest homes for sale in Naples, sorted by listing date and pulled directly from the MLS.

Featured Communities

Naples Neighborhoods Worth Knowing

Beachfront, golf, and waterfront communities in Naples, Florida

Search by Lifestyle

Find Your Naples Lifestyle

Naples waterfront, golf, beach, estate, and gated community homes

Sunset over the Gulf of Mexico from a Naples, Florida beach
For Sellers

Selling a Luxury Home in Naples

Pricing, marketing, and negotiation for high-value Naples properties

Waterfront exposure, seasonal demand, and community-level buyer behavior move Naples values in ways national estimates miss. Every pricing recommendation starts from current local sales, reviewed personally.

The Selling Process
Meet Jeremy

Eighteen Years Advising Naples Buyers and Sellers

Broker Associate · Certified Negotiation Expert · Downing-Frye Realty

Jeremy O’Guinn has been licensed in Florida since 2008 and holds a broker’s license and the Certified Negotiation Expert designation. His practice centers on luxury, waterfront, and golf community properties from Naples to Marco Island, with a calm, data-first approach to pricing and negotiation.

  • Licensed Florida real estate broker since 2010
  • Certified Negotiation Expert (CNE)
  • Office at 8950 Fontana Del Sol Way, Naples, FL 34109
About Jeremy
Jeremy O'Guinn, Naples luxury real estate advisor and Broker Associate at Downing-Frye Realty
Client Experiences

What Clients Say About Working With Jeremy

Naples real estate reviews from buyers and sellers

“Jeremy was professional, responsive, and made the entire process feel seamless from start to finish.”
Naples BuyerSingle family home purchase
“We always felt informed and supported. Jeremy brought a calm, confident approach that made a stressful process much easier.”
Bonita Springs SellerLong-distance sale
“Jeremy was knowledgeable, strategic, and easy to work with. His communication and follow through stood out from day one.”
Pelican Bay BuyerNaples condo purchase
“Selling from out of state could have been difficult, but Jeremy handled the details beautifully and kept everything moving.”
Out-of-State SellerNaples condo sale
“Jeremy went above and beyond for our family and stayed steady even when the transaction became complicated.”
First-Time BuyerNaples home purchase
“He was prompt, courteous, and consistently professional. We felt well advised throughout the entire process.”
Mediterra BuyerLuxury home purchase
“Jeremy presented our property beautifully and used a polished, thoughtful marketing approach that gave us confidence right away.”
Naples SellerSingle family home sale
“Jeremy kept his word on communication and delivered clear advice at every stage. We always knew where things stood.”
Naples SellerSingle family home sale
“Coming from a distance, we needed someone we could trust. Jeremy helped us stay informed, focused, and confident.”
Relocating BuyerNaples condo purchase

Swipe for more reviews

Questions

Naples Real Estate FAQ

Buying and selling homes in Naples and Southwest Florida

What areas does Jeremy serve?

Jeremy O’Guinn serves Naples, Bonita Springs, Marco Island, Estero, Fort Myers Beach, Sanibel, and Captiva, with a focus on luxury, waterfront, and golf community properties.

Does Jeremy represent both buyers and sellers?

Yes. Jeremy represents both buyers and sellers throughout Naples and Southwest Florida. Buyers receive objective guidance, local market insight, and careful negotiation. Sellers receive accurate pricing, strong marketing, and steady advocacy from listing through closing.

What makes Naples luxury real estate difficult to price?

Value depends on details automated tools miss: Gulf access and bridge clearance, water views, flood zone, community amenities, and seasonal demand. Pricing here starts from current local sales, not national models.

How does Jeremy market a Naples home for sale?

Every listing receives professional photography and video, targeted social media advertising, open houses, and a printed property book for buyers to take home. Condominium listings also include outreach to other owners in the building, and listings can include an interactive AI Property Companion for buyers.

Which Naples communities are best for golf?

It depends on membership style. Mediterra, Grey Oaks, Quail West, and Talis Park are private clubs with different membership structures, while communities like Pelican Marsh offer optional memberships.

Can I sell my Naples home privately?

Yes. Privacy-forward strategies can limit public exposure while still reaching qualified buyers, which suits many high-value sellers.

How does the process work when buying from out of state?

Most steps can be handled remotely, including video tours, electronic signing, and remote closing, with local inspections and walk-throughs coordinated on your behalf.

What is the best first step?

Request a confidential home value or book a 15-minute consultation to talk through timing and strategy with no obligation.

The 239 Weekly

Naples Market Insight, Every Friday

Market updates, neighborhood insight, and Southwest Florida lifestyle, delivered weekly.

New to Market in Naples

1363 Noble Heron WAY, Naples
$3,950,000
4 Beds ⋅ 4.5 Baths ⋅ 226037480 MLS
Experience luxury living in the prestigious Estuary at Grey Oaks, one of Naples' most sought-after gated golf communities. Situated on a beautifully positioned 0.28-acre homesite overlooking the lake and golf course, this impressive two-story residence offers 4,310 square feet of living space, four bedrooms plus a den, four full bathrooms, and one half bath. Combining spacious interiors, exceptional outdoor living, and picturesque views, this home offers an outstanding opportunity to enjoy the Naples lifestyle. Upon entering, you'll appreciate the soaring ceilings, abundant natural light, and thoughtfully designed living spaces. The home features formal dining, a spacious family room, private den/home office, and inviting areas ideal for entertaining. The kitchen offers a center island, gas cooking, generous cabinetry, and pantry storage. The first-floor primary suite provides a private retreat featuring a sitting area, walk-in closet, dual vanities, jetted soaking tub, and separate shower. Additional guest accommodations provide comfort and privacy for family and friends. Step outside to your own private oasis, where a spacious screened lanai features a custom saltwater swimming pool, integrated spa, outdoor kitchen, built-in gas grill, and outdoor fireplace. Enjoy breathtaking lake and golf course views while relaxing poolside or entertaining guests. A separate guest cabana provides additional versatility and privacy. Additional features include impact-resistant windows and doors, a whole-house generator, tankless water heater, central vacuum system, wet bar, wine cooler, and attached two-car garage. Offered furnished, this residence provides an exceptional opportunity to enjoy the best of Southwest Florida living. Grey Oaks is renowned for its world-class amenities, including championship golf courses, tennis, pickleball, resort-style swimming pools, fitness facilities, spa services, and exceptional dining. The Estuary Clubhouse offers additional dining, fitness facilities, and a golf pro shop. Ideally located just minutes from Naples' beautiful Gulf beaches, upscale shopping, fine dining, and the renowned Fifth Avenue South and Third Street South. Discover the exceptional lifestyle awaiting you in the Estuary at Grey Oaks, where luxury, privacy, and resort-style living come together.

1363 Noble Heron WAY, Naples

1540 Clermont DR Unit 103, Naples
$899,000
3 Beds ⋅ 2 Baths ⋅ 226037493 MLS ⋅ Clermont BLDG.
Set within the coveted gates of Pelican Marsh, this thoughtfully renovated first-floor residence offers a rare blend of privacy, light, and effortless Naples living. Facing southwest, the home is perfectly positioned to capture warm afternoon sun and tranquil sunset tones across the golf course and shimmering lake—views that feel both expansive and calming from nearly every main living space. Inside, a refined open-concept layout anchors the home, seamlessly connecting the kitchen and great room to create an inviting environment equally suited for quiet mornings or lively evenings with guests. The kitchen is both elegant and practical, featuring quartz countertops, premium stainless-steel appliances, a built-in wine cooler, casual seating for everyday dining, and sculptural glass pendants that provide refined visual punctuation. The residence has been comprehensively updated with a clear focus on quality and longevity. A new HVAC system installed in 2025 enhances year-round comfort and efficiency, while the primary bath has been fully transformed into a spa-inspired retreat—complete with a custom walk-in glass shower, bespoke cabinetry, and refined designer finishes. The guest bath echoes this elevated aesthetic with its own glass enclosure, quartz surfaces, and sophisticated detailing. One of the home's most compelling features is its oversized enclosed dining room, finished in marble flooring and wrapped in panoramic views. This defined yet light-filled space offers flexibility rarely found in open floor plans, making it ideal for formal dining, a private office, or a refined sitting room. Glass sliders open to a private, wrap-around elevated terrace—an extension of the living space that invites outdoor dining, morning coffee, or sunset unwinding, all framed by sweeping golf course and water vistas. Additional comforts include custom closet systems throughout, an oversized walk-in garage with upgraded electrical panel, and assigned additional parking. The expansive dining room windows are protected by hurricane shutters, offering both peace of mind and practical storm preparation—thoughtful details that enhance daily living and long-term ease. Residents of Pelican Marsh can enjoy access to championship golf, resort-style amenities, and a central Naples location just minutes from beaches, world-class dining, shopping, and cultural experiences. Offered in move-in-ready condition, this residence presents a compelling opportunity to enjoy a polished, low-maintenance lifestyle with enduring appeal—ideal for those seeking immediate enjoyment and lasting value in one of Naples' most established communities.

1540 Clermont DR Unit 103, Naples

2353 Abbey CT, Naples
$925,000
4 Beds ⋅ 2.5 Baths ⋅ 226032635 MLS
Welcome to 2353 Abbey Court, a completely renovated and remodeled waterfront pool home where every detail was carefully considered. On an oversized 0.45-acre lot at the end of a quiet cul-de-sac in sought-after Kings Lake, this 4-bedroom, 2.5-bath residence offers approximately 2,332 sq ft of beautifully finished living space. Its south/southwest-facing lanai bathes the pool in sunlight most of the day and golden light at sunset. An open-concept floor plan connects the kitchen, dining and living areas, filled with natural light and views toward the pool and water. At its center, the reimagined gourmet kitchen is the showpiece, anchored by a waterfall-edge island in Taj Mahal quartz, custom cabinetry and professional-style appliances. Large-format Spanish wood-look porcelain tile adds warmth throughout, and the home has a full re-pipe and a new electrical panel. A new laundry center adds everyday convenience, and the fourth bedroom works as a guest retreat, home office or playroom. A split floor plan sets the primary suite apart, with private lanai access overlooking the water, a spa-style en-suite with a separate soaking tub, and a designer walk-in closet. This remodel goes well beyond the surface, so the next owner can move in with confidence. Major items already completed: Mr Glass impact windows (2026), a Ruud A/C (2024) and a newer lanai flat roof (2021). An automatic sprinkler system keeps the lot lush year-round. The private screened pool, set right on the water, is the crown jewel. Kings Lake is park-like, with preserve areas, tennis, pickleball and jogging paths. There's no mandatory golf or club membership, and the HOA is about $36/month. Shopping, dining, downtown and Naples' beaches are minutes away. 2353 Abbey Court is a rare opportunity to own a move-in-ready waterfront pool home with a premium lot and an exceptional location in one of Naples' most established communities.

2353 Abbey CT, Naples

2087 RIVOLI CT, Naples
$2,999,000
3 Beds ⋅ 3.5 Baths ⋅ 226036739 MLS
Tucked within the prestigious gates of Grey Oaks Country Club, this beautifully appointed Gulfshore-built residence offers a wonderful blend of timeless elegance, exceptional craftsmanship, and effortless Florida living. Thoughtfully designed for both intimate gatherings and gracious entertaining, the home captures the essence of the Naples lifestyle, where sophisticated interiors flow seamlessly into an extraordinary private outdoor retreat. From the moment you enter, soaring ceilings, exquisite millwork, elegant flooring, and expansive windows create an atmosphere of understated luxury. Beautifully furnished and thoughtfully designed, the residence offers three spacious bedroom suites, three-and-a-half baths, a generous den, and a private office, providing exceptional flexibility for family, guests, and everyday living. At the heart of the home, the chef's kitchen features custom Heartland cabinetry, professional-grade Viking appliances, and thoughtful details that make both cooking and entertaining a pleasure. The adjoining great room provides a warm and inviting gathering space, with beautiful views and a seamless connection to the outdoor living areas. Outdoor living is truly exceptional. A captivating tropical waterfall creates a tranquil backdrop for the heated pool and spa, surrounded by lush landscaping that enhances the sense of privacy. The expansive covered lanai, complete with a fully equipped summer kitchen and multiple seating areas, offers an idyllic setting for leisurely mornings, al fresco dining, and memorable evenings with family and friends. Whether enjoying a quiet afternoon by the pool or hosting guests beneath the warm Naples evening sky, this private sanctuary embodies the very best of indoor-outdoor living. Additional features include Andersen impact-resistant windows and doors, a two-car attached garage, and a dedicated golf cart garage, offering both convenience and peace of mind. Grey Oaks is one of Naples' most prestigious private golf communities, offering three championship golf courses, two elegant clubhouses, and exceptional dining venues. Residents enjoy a magnificent Wellness Center with spa services, a resort-style swimming pool, tennis, pickleball, bocce, and a vibrant social calendar. Ideally situated in the heart of Naples, Grey Oaks offers convenient access to downtown's celebrated Fifth Avenue South, beautiful Gulf beaches, world-class shopping, fine dining, and cultural attractions. Beautifully furnished and ready to be enjoyed this upcoming season, this exceptional residence invites you to experience the warmth, elegance, and extraordinary lifestyle that make Grey Oaks so special. Welcome home!

2087 RIVOLI CT, Naples

2438 Terra Verde LN Unit 2438, Naples
$2,695,000
3 Beds ⋅ 3 Baths ⋅ 226035918 MLS
Experience refined luxury living in this beautifully renovated and extensively upgraded residence in Terra Verde at Grey Oaks, where sweeping golf course and lake views provide a breathtaking backdrop for spectacular Southwest Florida sunsets. Offering nearly 2,700 square feet of thoughtfully designed living space, this exceptional 3-bedroom, 3-bath residence combines sophisticated finishes, timeless architectural details and the convenience of a private elevator. From the moment you enter through double leaded-glass doors, soaring ceilings, elegant millwork and abundant natural light establish an atmosphere of understated elegance. The stunning reimagined kitchen is a true centerpiece, featuring custom white cabinetry, sleek countertops, premium stainless steel appliances, an expansive waterfall edge island with seating and a beautifully appointed wet bar with additional storage and beverage display. Designed for both entertaining and everyday living, the spacious floor plan offers multiple gathering areas, including an inviting living room with tray ceilings and an elegant dining area framed by dramatic arched windows showcasing the picturesque surroundings. Expansive sliding glass doors open to the screened lanai, creating a seamless transition to outdoor living with panoramic views of the palm course, shimmering lake and vibrant evening skies. The luxurious primary suite offers a peaceful retreat with beautiful water views, generous closet space and a completely updated spa-inspired bath featuring dual vanities, a freestanding soaking tub and an oversized glass-enclosed shower. Two additional bedrooms and beautifully updated guest baths provide comfort and privacy. Additional highlights include a large and inviting first-floor entry foyer, a private elevator, spacious laundry room, attached two-car garage and desirable end-unit location. Terra Verde residents enjoy their own lagoon-style community pool and spa with cabanas and commumity room all within the prestigious Grey Oaks community, whose residents experience an unparalleled lifestyle of luxury. Featuring three championship golf courses and an extraordinary collection of newly reimagined, world-class amenities, including 3 championship golf courses, tennis, pickleball, fitness facilities, resort-style pools, dining, a full-service spa and much more. Just minutes from Downtown Naples, Fifth Avenue South, world-class shopping, dining and the Gulf's renowned beaches, this extraordinary residence offers an exceptional opportunity to enjoy the Grey Oaks lifestyle in a beautifully updated, move-in-ready setting.

2438 Terra Verde LN Unit 2438, Naples

901 Gulf Shore BLVD N Unit C-402, Naples
$26,450,000
4 Beds ⋅ 4.5 Baths ⋅ 226037117 MLS ⋅ Naples Beach Club Bldg C BLDG.
Experience unparalleled beachfront living at the newly completed Four Seasons Residences at the storied Naples Beach Club. Originally opened in 1946 by the Watkins family, this historic piece of the Paradise Coast has been reimagined as Florida's most anticipated luxury beachfront address. This exceptional four bedroom, four and a ½ bath residence is designed with the scale and comfort of a private estate, featuring 12-foot ceilings, light-filled interiors, a spacious west-facing corner terrace, and breathtaking Gulf views. A contemporary Beachwood palette showcases white oak cabinetry and doors throughout, complemented by Volakas marble kitchen countertops and backsplash, washed white oak flooring, Bianco Dolomiti marble in the primary and junior primary baths, and Vanilla Ice marble in the secondary baths. Impeccably designed by Champalimaud, the home features premium appliances, custom cabinetry, dual primary baths, expansive walk-in closets, seamless indoor-outdoor living, and two private entrances, including a direct elevator from the lobby. Four Seasons Residences at Naples Beach Club is an exclusive collection of just 58 beachfront homes offering 1,000 feet of pristine beach, championship 18-hole golf, a world-class spa, six dining venues, Hamilton Harbour Yacht Club access, and the legendary Four Seasons 24-hour concierge and personalized services.

901 Gulf Shore BLVD N Unit C-402, Naples

16672 Lucarno WAY, Naples
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 226037182 MLS
Exceptional design meets effortless Florida living in this one-of-a-kind Tortuga residence in Lucarno at Mediterra. Built in 2023 by renowned luxury builder London Bay Homes and exquisitely reimagined by internationally acclaimed interior architect and designer Annabel White, the home was showcased in Naples Illustrated’s November 2025 “Hues of Blue” feature. Offering three bedrooms plus a den, four full baths and approximately 4,800 total square feet of indoor and outdoor living, the residence combines exceptional craftsmanship, sophisticated interiors and extensive upgrades. Designed for refined living and effortless entertaining, the open-concept great room flows into a striking designer kitchen featuring custom cabinetry, premium Wolf and Sub-Zero appliances, an expansive island and elevated finishes. Hardwood flooring extends throughout the residence, complemented by electric shades and thoughtfully selected design details. Expansive sliding glass doors open to a spectacular outdoor living environment with coveted southern exposure and tranquil lake views. A custom pool and spa anchor the space, complemented by a fully equipped outdoor kitchen and multiple areas for dining, lounging and entertaining. A full pool bath and integrated Buzz Off system further enhance year-round outdoor living. The primary suite is a private retreat featuring a spa-inspired bath with dual vanities, freestanding soaking tub and oversized walk-in shower, along with an extraordinary custom closet that is a showpiece in its own right. Two additional bedrooms, a versatile den and spacious three-car garage complete the home. Ideally positioned within Lucarno, the residence offers an exceptional private club lifestyle. Mediterra continues to elevate its world-class amenities with an extensively renovated clubhouse, a new state-of-the-art Sports & Lifestyle Center underway featuring expanded fitness, wellness, spa and recreational facilities, and comprehensive renovations to its two Tom Fazio-designed championship golf courses. These exciting enhancements complement the community’s private Gulf-front Beach Club, racquet sports, exceptional dining and extensive social offerings. 16672 Lucarno Way presents a rare opportunity to own a newer London Bay residence distinguished by celebrated interior design, serene lake views and extraordinary indoor-outdoor living within one of Naples’ most prestigious private club communities.

16672 Lucarno WAY, 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.