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

2030 Snook DR, Naples
$4,300,000
3 Beds ⋅ 2 Baths ⋅ 226035535 MLS
Fully renovated from top to bottom in 2018 and offering 136' of private water frontage, this beautifully maintained Naples waterfront home delivers the finish level, comfort, and peace of mind buyers often seek in newer construction. While preserving the charm of an established Naples property, nearly every major component was thoughtfully updated, including the roof, impact windows and doors, kitchen and baths, drywall, electrical, plumbing, paint, and finishes throughout. This was a comprehensive renovation designed to make the home feel like new construction. Designed for easy one-level living, the home is simple to maintain while still living large in the main spaces. The open main living area features a high-end kitchen with walk-in pantry and spacious great room all overlooking the lush private backyard. Two guest bedrooms are thoughtfully split from the primary suite, along with two full bathrooms. The primary suite offers a unique indoor-outdoor experience with direct access to a private screened spa area featuring a hot tub with multiple jets and covered lounge space. Outdoors, the property is truly exceptional and private. A new pool in 2018 showcases stunning authentic Greek marble slab work carried throughout the pool and floor, creating a clean, timeless, and incredibly low-maintenance finish. The north-facing screened lanai provides a shaded place to relax and watch TV, while the expansive sun-filled backyard offers an outdoor grilling area, dining under a large pergola, authentic permitted chickee hut, lush privacy landscaping, and rare open yard space. For serious boaters, the property offers direct Gulf access with no bridges, double boat slips currently accommodating a 20' and 36' boat, and beautiful sunset views down the long canal to the west from the chickee hut. The two-car garage is air-conditioned and offers excellent storage. The home also remained dry during Hurricane Ian, making this level of renovation, condition, and waterfront security especially hard to find. All of this is in an unbeatable Royal Harbor location, just minutes by boat to the Gulf and a short drive or bike ride to downtown Naples, 5th Avenue South, dining, shopping, and beaches. A rare and truly special waterfront property that has been loved, improved, and maintained at an exceptional level. Come see what exceptional waterfront living can be like at 2030 Snook.

2030 Snook DR, Naples

8473 Bay Colony DR Unit 1602, Naples
$5,750,000
3 Beds ⋅ 3 Baths ⋅ 226037887 MLS ⋅ Biltmore At Bay Colony BLDG.
Discover exceptional beachfront living in this beautifully reimagined 16th-floor residence at The Biltmore, offering nearly 2,900 square feet of sophisticated coastal elegance. Panoramic vistas of the Gulf, pristine beaches and the Bay provide a stunning setting throughout the home. The beautifully appointed gourmet kitchen features high-gloss Snaidero luxury cabinetry, an expansive island with substantial waterfall-edge quartz countertops and premium stainless steel appliances. The same exceptional Snaidero cabinetry extends into the bathrooms, adding a touch of Italian design and refinement. Three spacious bedrooms each offer a private en-suite bath, with two bathrooms featuring custom handmade panels by renowned artist Alex Turco for a distinctive artistic statement. The third bedroom easily accommodates two double beds and is enhanced by elegant Italian sliding etched-glass doors. Other notable features include 9-foot ceilings, dramatic floor-to-ceiling walls of glass, three private lanais perfectly positioned to enjoy spectacular sunrises and captivating sunsets, and two deeded parking spaces. The Biltmore has been completely renovated, offering residents an exceptional collection of amenities in an elegant beachfront setting. The inviting lobby welcomes you into a refined environment complemented by a sophisticated social room with catering kitchen, billiards and a well-appointed fitness center. Outdoors, an impressive resort-style retreat awaits with a heated pool and spa, fire pit and barbecue grills.

8473 Bay Colony DR Unit 1602, Naples

3927 Torrens CT, Naples
$1,150,000
3 Beds ⋅ 3.5 Baths ⋅ 226037040 MLS
Behind the private gated courtyard of this exceptional Carlyle lies a home where architectural details, thoughtfully selected finishes & extraordinary indoor-outdoor living come together in one of Riverstone’s most desirable floor plans. Decorative impact-glass doors open to an entertainer’s dream layout, where the expansive great room, wet bar, formal dining & gourmet kitchen flow effortlessly together, creating an inviting setting for everything from intimate gatherings to grand entertaining. Custom-crafted millwork enhances doorways, architectural openings, walls & ceilings, while crown molding & luxury vinyl plank flooring create a cohesive interior. The formal dining room makes a striking impression with its coffered ceiling & decorative wood paneling, while the great room features custom built-in cabinetry. A wet bar with convenient pull-out storage adds another thoughtful touch for entertaining. The gourmet kitchen has been updated, featuring white shaker cabinetry, quartz countertops, tile backsplash, ambient cabinet lighting, a deep single-bowl sink & pull-out storage. Home cooks will love the complete JennAir appliance package which includes an induction cooktop, vented hood, wall oven, microwave & warming drawer. The versatile club room offers flexibility for a home office, media room or additional guest space. The primary suite tucked away at the rear of the home, offers dual walk-in closets & a beautifully reimagined bath featuring quartz countertops, updated fixtures, a freestanding soaking tub & a stunning zero-entry walk-in shower with new porcelain tile, rain-style showerhead & handheld fixture. Two guest suites have a walk-in closet & their own bath, while an additional half bath, with access to the lanai, adds convenience for guests. Every bathroom has been updated with new sinks, faucets, toilets, quartz countertops & framed mirrors. Custom built-in closet systems throughout the home provide exceptional organization. Additional improvements include a whole-home generator with 500-gallon tank, two new HVAC systems with UV lights (2023), a tankless water heater (2025), electric storm shutters on windows, hurricane screens on the lanai & a freshly painted exterior (2025). The finished laundry room features cabinetry, utility sink & Whirlpool front-load washer & dryer. The two-car garage finished with epoxy flooring, while the separate one-car garage has been transformed into a versatile climate-controlled space with athletic mat flooring, beverage fridge & mini-split A/C. Riverstone offers a vibrant, vacation-inspired lifestyle. The community features a fitness center, social hall, resort-style pool, lap pool, spa, 5 tennis courts, basketball, pickleball, tot lot, children’s water play area, game room & an activities coordinator. Rarely does a home offer such an appealing combination of refined interiors, exceptional entertaining spaces & private outdoor living—all thoughtfully designed for the way you want to live.

3927 Torrens CT, Naples

9284 Menaggio CT Unit 202, Naples
$999,000
3 Beds ⋅ 3.5 Baths ⋅ 226033607 MLS ⋅ Menaggio BLDG.
Introducing refined lakefront living in this elegantly furnished and pristine Menaggio residence, quality built by Gulf Bay and set within the award-winning gated community of Fiddler’s Creek. Tranquil lake views and desirable eastern exposure create a serene backdrop, with brilliant morning light and comfortably shaded afternoons on the expansive screened lanai, along with a private balcony on the west side. Highly upgraded and meticulously maintained, this spacious second-floor end-unit coach home offers three generous bedrooms plus a den, three full baths plus a half bath, an attached two-car garage and a private elevator. The beautifully appointed and high-quality interior is enhanced by decorator molding, plantation shutters, custom drapery, double crown molding and 18-inch porcelain tile laid on the diagonal throughout the main living areas. Glass sliders extend the living space to the tiled lanai, where covered seating and peaceful lake views invite effortless indoor-outdoor living. The gourmet kitchen is equally impressive with quality Raffinati cabinetry, glass-front displays, under-cabinet lighting, quartz counters and backsplash, recessed lighting and a large center island. A pantry with wood pullout shelving and premium appliances, including a cabinet-front refrigerator, 36-inch five-burner natural gas cooktop, wall oven, 2022 microwave and cabinet-front dishwasher, complete the space. A breakfast nook framed by bay windows overlooks lush palms, while the formal dining room with tray ceiling provides an elegant setting for entertaining. An additional pantry off the dining room offers shelving and a second refrigerator for added convenience. The owner’s suite is a private retreat overlooking the lake, with direct lanai access, a tray ceiling, plantation shutters and two walk-in closets. Its impressive spa-inspired bath features dual vanities, a makeup counter, jetted soaking tub and glass-enclosed walk-in shower. Two spacious guest suites each offer private baths, including one with its own balcony and another often used as a second primary suite with an oversized bath and walk-in closet. French doors open to a comfortable den ideal for an office or study. Additional features include full impact-resistant glass windows and doors, two HVAC systems installed in 2024, a tankless water heater installed in 2025, a powder bath, alarm system and a well-equipped laundry room with newer washer and dryer, utility sink, water-leak sensors and storage cabinetry. The two-car garage features durable epoxy flooring. Fiddler’s Creek residents enjoy exceptional resort-style amenities, including fine and pool-side dining, state-of-the-art fitness, resort pools, 6 HarTru tennis courts, 10 pickleball courts and an active social calendar, with optional golf, beach and marina memberships available. Miles of tree-lined sidewalks offer ample options for walking, bicycling and running. This exceptional luxury residence is ready for immediate enjoyment.

9284 Menaggio CT Unit 202, Naples

4494 Crimson AVE, Naples
$1,195,900
4 Beds ⋅ 4 Baths ⋅ 226036135 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 4494 Crimson Ave, a striking residence that perfectly captures the effortless, sun-drenched lifestyle of Naples. Spanning over 3,000 square feet of thoughtfully designed living space, this home offers four spacious bedrooms plus a versatile den and four full bathrooms, ensuring plenty of room for everyone to find their own corner of paradise. From the moment you step inside, the attention to detail is evident. The first floor features sleek tile flooring that keeps the home feeling cool and airy, while the second floor offers the comfort of plush carpeting. The kitchen is a chef’s delight, anchored by beautiful granite countertops, and throughout the home, you’ll find built-out closets that make organization a breeze. Modern upgrades truly set this property apart, including motorized shades for effortless lighting control, impact glass at the front, and shutters protecting all other windows for ultimate peace of mind. Step through the sliders to discover your own private outdoor oasis. The screened-in lanai is designed for year-round enjoyment, featuring a sparkling pool and spa complete with a sun shelf—perfect for lounging with a book while staying cool. The desirable Southeast exposure ensures your pool deck is bathed in light throughout the day, making it the ultimate backdrop for afternoon gatherings. Located in a sought-after natural gas community, this home combines luxury with everyday functionality, including a two-car garage with extra storage for all your gear. It’s more than just a house; it’s a place where modern convenience meets the relaxed Florida vibe you’ve been searching for.

4494 Crimson AVE, 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.

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