Whippoorwill Naples Condos for Sale

It’s rare to find this much space, privacy, top school zones, and value in one property. This desirable end-unit residence lives like a single-family home, offering no upstairs neighbors and no adjoining unit on one side—creating a quiet, private setting that’s hard to come by. Inside, you’ll find over 2,100 square feet of thoughtfully designed living space with soaring 13-foot ceilings in the main living area that create a bright, open feel from the moment you walk in. The layout is both functional and inviting, with a tiled living area and an abundance of natural light throughout. The kitchen is well-appointed with quartz countertops, a breakfast bar for casual dining, newer stainless steel appliances including a refrigerator that is just two years old, and excellent natural light. Just beyond, the spacious lanai provides a peaceful preserve view and plenty of room for outdoor dining—perfect for enjoying Southwest Florida evenings. The primary suite is a true retreat, featuring tray ceilings, large windows overlooking the preserve, and an oversized walk-in closet. The ensuite bathroom is designed for comfort and relaxation with dual vanities separated by a large soaking tub. Guest bedrooms are generously sized and can easily accommodate king-sized beds, while the guest bath offers a tub/shower combination and a new vanity—ideal for flexibility. Additional highlights include a full-size 2-car garage with ample storage space, a new water heater, a washer and dryer that are just two years old, numerous ceiling fans, and tray ceilings in the bedrooms and dining room that add architectural character throughout. Located in a gated community, residents enjoy a clubhouse and large resort-style pool conveniently located directly across the street. The location is exceptional—right on Pine Ridge Road with quick access to Livingston Road and I-75 for easy north-south travel. Clam Pass Beach is just minutes away, and everyday conveniences are close by, including multiple Publix locations, Target, Seed to Table, and a wide variety of dining options from casual to fine. Situated within an A-rated school zone featuring Osceola Elementary School, Pine Ridge Middle School, and Barron Collier High School. This is an outstanding opportunity to own a spacious, private, and well-appointed home in one of Naples’ most convenient locations.

Helen Mikhailova

AREA Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
SRS - Seller Representative Specialist
Residential Interior Designer Certification
Five Star Real Estate Agent 2020-2025 Award

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 217-6283

Website: https://www.realtyofnaples.com

Bio: 

Helen Mikhailova is a highly accomplished Real Estate Broker with a Graduate Real Estate Institute (GRI) designation, a Luxury Home Marketing Specialist certification, and a newly earned Residential Interior Designer Certification. Fluent in English, Ukrainian, and Russian, Helen's multilingual abilities, business acumen, and global travel experience make her an exceptional choice for clients from diverse backgrounds.

Since 2005, Helen has called Naples home and has been helping clients navigate the real estate market since 2011. Her 14+ years of experience in real estate have equipped her with the expertise and insight to guide clients through every stage of the buying or selling process.

With a Master’s Degree in Mathematics, Helen brings a unique analytical perspective to real estate, ensuring clients receive informed, data-driven guidance. Her dedication to excellence has earned her recognition as a 5-star Agent from 2020 to 2023, and again in 2025, a testament to her commitment to client satisfaction and outstanding results.

"I love working with people and seeing their joy when a deal closes. Real estate allows me to connect with individuals, build meaningful relationships, and help them achieve their goals. Every day is different, exciting, and rewarding—it’s why I love what I do."

Helen’s deep knowledge of Naples and its unique communities comes from nearly two decades of living in the area. Her extensive travels enable her to confidently compare Naples to some of the world’s finest destinations. "Naples is one of the most sophisticated, attractive, and relaxing towns I’ve ever experienced. I am proud to call it my home and to help others do the same."

Helen specializes in creating stress-free, enjoyable real estate experiences for her clients. Whether working with locals or newcomers to sunny Florida, she excels at making the process seamless and satisfying.

"Through clear communication and a personalized approach, I help my clients turn their vision of living in beautiful, sunny Naples into reality."

CONTACT / REQUEST APPOINTMENT:

In order to better assist our clients, we need to know as much as possible relating to: you, your situation, your needs, what you are looking for, and how we can best assist you. Please be as detailed as possible, for if you are vague, we may miss something - thus, not providing the best service possible. Your satisfaction is our top priority. By providing your phone number, you consent to receive communications, including but not limited to text messages and phone calls, from Luxury Of Naples Group regarding your inquiries, appointments, updates, or other services. Message and data rates may apply. You can opt-out at any time by replying STOP to any text message or contacting us.
Thank you! We look forward to the opportunity to earn your trust and your business.

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We need to know what you are actually looking for. Please be as detailed as possible, ie: areas of interest, property type, property size via sq. ft., bedrooms, bathrooms, price range, amenities, view, and any must haves that are key factor that would make the homes we pre-select the perfect choice for you. *

This property is courtesy of Compass Florida LLC.

*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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