Naples · Bonita Springs · Marco Island · Estero

Naples Real Estate, Guided With Precision and Discretion

Naples Nest is the real estate practice of Jeremy O’Guinn, a Broker Associate and Certified Negotiation Expert with Downing-Frye Realty. He represents buyers and sellers of luxury, waterfront, and golf community homes across Naples and Southwest Florida.

Clear pricing strategy, calm negotiation, and private guidance for high-value moves, grounded in 18 years of Naples market experience.

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Jeremy O’GuinnBroker Associate · CNE
Downing-Frye Realty

18+Years in Naples

250+Closed Transactions

CNECertified Negotiator

5.0Client Rating

Featured Communities

Naples Neighborhoods Worth Knowing

Beachfront, golf, and waterfront communities in Naples, Florida

Walkable · Beachside

Grey Oaks

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How Do You Want to Live in Naples?

Naples waterfront, golf, beach, and gated community homes

Luxury Old Naples beach home with Gulf views

For Sellers

Selling a Luxury Home in Naples

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

The Naples market rewards precise pricing. Waterfront exposure, seasonal demand, and community-level buyer behavior all move value in ways national estimates miss.

Pricing built from current local sales, reviewed personally
Privacy-forward options when discretion matters
Negotiation grounded in the Certified Negotiation Expert framework

Request a Home Value The Selling Process

“Selling from out of state could have been difficult, but Jeremy handled the details beautifully and kept everything moving.”

Out-of-State Seller · Naples Condo Sale

Naples Real Estate FAQ

Buying and selling homes in Naples and Southwest Florida

What areas does Naples Nest serve?

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

What makes Naples luxury real estate different 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.

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 free 15-minute consultation to talk through timing and strategy with no obligation.

New to Market in Naples

$875,000

4 Beds ⋅ 3.5 Baths ⋅ 226036199 MLS

Discover an exceptional blend of elegance, comfort, and resort-style living in this beautifully appointed **4-bedroom plus den, 3.5-bath Carlyle residence**, nestled within the highly desirable, gated community of Island Walk in North Naples. Featuring a newer roof, desirable Flood Zone X designation, and tranquil water views, this expansive single-story home offers a thoughtfully designed floor plan with exceptional flexibility for both everyday living and entertaining. From the moment you enter, soaring ceilings, abundant natural light, and beautiful wood-look porcelain tile flooring create an inviting sense of space and sophistication. The open-concept kitchen is the heart of the home, showcasing crisp white cabinetry, stunning granite countertops, stainless steel appliances, brushed nickel finishes, crown molding, plantation shutters and an extended storage area. A custom dry bar with built-in beverage refrigeration adds an elegant touch, making entertaining effortless. Designed with both privacy and versatility in mind, the desirable split-bedroom floor plan features **two distinct living areas**, a dedicated den, and an additional flexible space ideal for a reading retreat, hobby room, or playroom. The spacious primary suite is a private sanctuary overlooking the sparkling pool and peaceful water beyond. Custom walk-in closets and a luxurious ensuite bath featuring dual vanities, two private water closets, a soaking tub, and separate shower complete this relaxing retreat. Three generously sized guest bedrooms and two additional full baths provide comfort and privacy for visiting family and friends. Embrace the best of Florida's indoor-outdoor lifestyle as expansive glass sliders open to an oversized screened lanai, where shimmering pool waters and serene lake views create a picturesque backdrop. Whether enjoying a quiet morning coffee, hosting sunset cocktails, or dining alfresco, this inviting outdoor oasis is designed for year-round enjoyment. An attached two-car garage completes the residence. Beyond your doorstep, **Island Walk offers an extraordinary resort-inspired lifestyle** within an established, beautifully maintained, certified Blue Zones community. Residents enjoy a newly renovated clubhouse, resort and lap pools, tennis, pickleball, bocce, a putting green, fitness center, and an exceptional Town Center featuring an on-site restaurant, car wash,updated gas pumps and plenty of opportunity to socialize. Perfectly positioned just minutes from North Naples' premier shopping, exceptional dining, and the sugar-white sands of the Gulf, this remarkable residence offers the ideal combination of spacious luxury, everyday convenience, and the coveted Southwest Florida lifestyle. **Experience the very best of Island Walk living!**

4362 Queen Elizabeth WAY, Naples

$4,850,000

3 Beds ⋅ 3 Baths ⋅ 226036337 MLS ⋅ Remington At Bay Colony BLDG.

Enter this gorgeous light filled beachfront residence from your private entry foyer to reveal endless sky views and the sparkling blue waters of the Gulf. The Remington is located directly on the beach behind the gates of prestigious and opulent Bay Colony. This spacious beachfront home encompasses over 3200 square feet, designed to meet discerning tastes of quality living and elegance while spanning the largest of the 02 floor plans. Features include the finest of artisan marble, custom cabinetry and millwork, elegant seating & guest areas, private office or library, magnificent chef's kitchen with state-of-the-art appliances. The primary suite is a masterpiece of luxury with separate bath & shower, custom closets and office access. Car enthusiasts will appreciate the 2 under building parking spaces. The Remington & Bay Colony offer unmatched amenities with professionally staffed 24-hour front desk, boardroom, social room, fitness, guest suites, pool and spa. A private Beach & Tennis club in addition to all of the Pelican Bay amenities. Experience an unrivaled Naples beachfront living experience.

8665 Bay Colony DR Unit 202, Naples

$925,000

3 Beds ⋅ 3 Baths ⋅ 226034759 MLS

WELCOME to Ventura, an enclave of single family residences in Pelican Marsh. Boasting high ceilings throughout, an open floor plan, a first-floor Primary with en-suite, flex space, a spacious loft with adjoining bathroom & third bedroom on the second floor, and so much more, this 3 bedroom 3 bath Spinnaker model residence remains one of the most desirable and sought after of all floor plans. In addition to its acclaimed design, unique characteristics, soaring ceilings and charming attributes, this sunny, upscale, 2-story residence with pool and spa is located on a tranquil, idyllic lakefront lot. Mercato and The Shoppes at Vanderbilt are within easy walking distance of this beautiful residence and beyond Pelican Marsh's iconic gates world-class sugar-sand beaches are just a few short minutes away. And Downtown Naples, Fifth Ave, Third Ave, and Venetian Village are a fun Uber ride/a short drive/or an exciting E-bike ride, away. And, as one would expect from a development of Pelican Marsh's caliber, residents have a seemingly never-ending array of amenities, lifestyle choices, exercise options and social activities, including Pelican Marsh's workout facilities, Bocce, Pickle-Ball, Tennis, Dining at Courtside, and much more.

8854 Ventura DR, Naples

$1,725,000

2 Beds ⋅ 2 Baths ⋅ 226034468 MLS ⋅ Terraces At Park Shore BLDG.

Experience heaven on earth and imagine sunrise/sunset everyday! Be enveloped in both enticing GULF FRONT and glistening bay views - all from the comfort of your own haven. From the moment you enter this posh Jett Thompson designed end unit, you will be mesmerized by its numerous luxurious appointments including gulf views from your primary ensuite shower. The Terraces at Park Shore is an upscale beach front high rise whose contemporary architecture sets it apart from all others. Included are private amenities galore: swimming pool/spa, fitness room with sauna, 24 -hour onsite security, fire pit, car wash, three guest suites, aesthetically pleasing lobby/commons areas- and of course the beach! The Terraces is perfectly positioned close to Venetian Village, Waterside Shops, Artis Naples, and across from Park Shore Marina and Yacht Clubs. Of course downtown Naples is just a quick car ride away. Life doesn’t get any better- start living it now!

4751 Gulf Shore BLVD N Unit 905, Naples

$2,985,000

6 Beds ⋅ 8.5 Baths ⋅ 226036323 MLS

An exclusive opportunity awaits in Naples award-winning, amenity-rich Eagle Creek Country Club, a one-of-a-kind two-home family compound designed for multi-generational living and exceptional entertaining. Secluded on three private estate lots, approximately one acre of lush preserve, this seven-bedroom, 8.5-bath estate offers more than 6,000 square feet under air and an additional 6,000 square feet of outdoor living space. Two distinct residences are connected by a breezeway bordering a lushly landscaped front yard and surrounded by resort-inspired amenities that create a private oasis. The outdoor experience is defined by two heated pools and a spa highlighted by authentic Saltillo tile, multiple gathering areas and expansive lounging spaces ideal for hosting events, family celebrations or relaxing in total privacy. The main residence features a gourmet kitchen with premium stainless-steel appliances, granite surfaces and a breakfast bar that opens to an elegant dining area. A study transitions to a screened solarium, while a detached primary casita suite with a full en-suite bath offers French doors that open directly to the pool. A custom entertainment center, wet bar and open concept living spaces complete the home’s effortless flow for entertaining. The secondary residence is designed for guests or extended family, showcasing an expansive great room with a gas fireplace, a chef’s kitchen with granite island, first first-floor bedroom and full bath with walk-in closet and an additional three primary-sized bedrooms, each with their bath. Outdoor living continues with a fully equipped kitchen and tavern, poolside casita, pergola with fire pit, sky-deck observatory, four-car garage and tropical landscaping. Purpose-built as a private retreat, this distinctive estate combines space, privacy and sophistication within one of Naples desirable golf communities. Full golf membership is available. Eagle Creek’s recently reimagined clubhouse offers premier dining, fitness and social amenities, elevating the lifestyle experience to resort-caliber living.

556 Eagle Creek DR, Naples

$2,400,000

5 Beds ⋅ 4.5 Baths ⋅ 226033528 MLS

Designed with gathering and relaxation in mind, this thoughtfully updated and fully furnished Lantana Grande home in The Isles of Collier Preserve offers an inviting retreat for those seeking space, comfort, and luxury. The two-story residence spans over 4,000 square feet of interior living space and is built around 3 main wings. The expansive design provides multiple living areas, generous bedroom separation, and the versatility to host and entertain with ease. Upon entry through the front double doors, you will be greeted with soaring volume ceilings, abundant natural light, hardwood flooring, and direct views of the pool and lake. The open-concept main living area connects seamlessly to the lanai, which includes a heated pool and spa, an outdoor kitchen, multiple dining and seating areas, and water views. Western rear exposure provides consistent natural light and sunset views. The first-floor primary suite provides panoramic water views beyond the sitting area, dual walk-in closets, dressing area, and a spacious spa inspired bathroom. The guest wing located at the front of the home includes an en-suite bedroom, two additional bedrooms and full bath, and can be accessed via the interior of the home or a separate exterior private entrance. The second floor includes an additional en-suite bedroom, large bonus room suitable for a media space, office, or additional sleeping area, a powder room, and a private balcony overlooking the lake. Enjoy added peace of mind knowing the home is located in Flood Zone X500. The Isles of Collier Preserve is a private, gated community less than 5 miles from Old Naples’ renowned dining, boutique shopping, and pristine beaches. Surrounded by natural beauty and just minutes from the Naples Botanical Gardens, Hamilton Harbor Yacht Club, East Naples Park, and the Bayshore Arts District, The Isles offers an unmatched lifestyle. Residents enjoy a state-of-the-art fitness center, resort-style and lap pools, 14 pickleball courts, 6 tennis courts, bocce, a dog park, and waterfront dining at the Overlook Bar & Grill. Over 8 miles of scenic trails and winding waterways invite kayaking, paddleboarding, biking, and bird watching. The Isles of Collier Preserve offers a blend of luxury, nature, and convenience.

4926 Andros DR, 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.

Naples Neighborhoods Worth Knowing

Old Naples

Pelican Bay

Park Shore

The Moorings

Mediterra

Grey Oaks

How Do You Want to Live in Naples?

Selling a Luxury Home in Naples

Naples Real Estate FAQ

Naples Market Insight, Every Friday

New to Market in Naples