Pine Ridge Naples Homes for Sale

A true Pine Ridge compound, 185 Tupelo Road is designed for people who live, host, and work on a large scale. Set on a secluded 1.17-acre homesite, this residence offers approximately 13,474 square feet under air (over 21,000 square feet total), with 12 bedrooms, 9.5 baths, two full guest houses, a private theater, and resort-style outdoor living. Inside the main home, a grand entry opens to multiple living and dining areas that comfortably handle everything from everyday life to large gatherings. The central kitchen is outfitted with professional-grade Viking appliances, a prep island, and an expansive butler’s pantry with wine and bar service, anchoring the home for serious cooking and effortless entertaining. The floor plan offers tremendous flexibility with numerous additional rooms for offices, playrooms, fitness, or creative spaces. The spacious primary suite includes a sitting area, dual walk-in closets, and a spa-style bath with soaking tub and multi-head shower. Two separate guest houses/in-law suites make this property stand out. Each offers its own living room, kitchenette, bedroom, and bath, ideal for long-term guests, multi-generational living, staff, or a private work retreat - while maintaining privacy from the main residence. At the heart of the property is a dramatic courtyard with a free-form lagoon pool, waterfall grotto, integrated spa, and generous deck space for lounging in the sun or shade. An outdoor kitchen with built-in grill and bar seating makes entertaining simple, while a pool bath, cedar-lined sauna, and separate steam shower turn the courtyard into a true at-home resort. A dedicated home theater with multi-level seating and immersive sound delivers a true cinema experience without ever leaving the property. Practical features include a four-car garage, mudroom, dual laundry areas, and a discreet service corridor to keep daily life and larger events running smoothly. Located in highly sought-after Pine Ridge Estates, minutes to Naples’ Gulf beaches, Waterside Shops, Mercato, fine dining, and cultural venues - 185 Tupelo Road offers the scale of a private estate with the convenience of an in-town address. A rare opportunity for buyers seeking space, privacy, and versatility in one of Naples’ most coveted neighborhoods.

Alena Vydra, PA

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
SRS - Seller Representative Specialist
SFR - Short Sales and Foreclosure Resource Certification
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
RIDQC Certified Residential Interior Designer
DSA Certified Residential Interior Designer
DSA- Designer Society of America member

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 321-5012

Website: https://www.realtyofnaples.com

Bio: 

Alena Vydra is experienced Broker Associate, Graduate Realtor Institute, have earned the Certified Luxury Home Marketing Specialist designation; recognized as members of the Million Dollar GUILD, Five Star Real Estate Agent, have earned many designations and certifications such as Seller Representative Specialist, Certified Negotiation Expert designations; Short Sales and Foreclosure Resource Certification, and Residential Interior Designer Certification.

Since 2011, Alena has led the Luxury of Naples Group with pride, working alongside educated and experienced colleagues. The team emphasizes education and local market knowledge as crucial to their success. Their main goal is to work diligently to maintain and enhance the group's strong professional reputation. Whether you're buying or selling, Alena and her team are dedicated to providing expert real estate counseling to help you achieve your goals.

Originally from Ukraine, Alena moved to the United States with her husband and two daughters in 2003. She holds a master's degree in Mathematics and Physics. Transitioning from accounting, Alena discovered her passion for real estate in Florida, where she continues to grow professionally, leveraging her mathematical and interpersonal skills. Her role is enriched by meeting clients from different states, countries and helping them find their ideal home in welcoming Naples.

Alena describes Naples as a "must-see city," boasting a vibrant array of activities, a mild climate, unique tropical nature, and pristine white sand beaches.

The Luxury of Naples Group focuses on staying current with market trends through strategic advertising, effective communication, and fostering long-term business relationships. Their commitment is to earn clients' trust and deliver the best possible outcomes.

For expert real estate service in the Estero-Naples-Bonita Springs areas, contact Alena and her team. Their motto is: "Providing The Luxury Real Estate Service You Deserve!"

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. *First Name *Last Name *Email *Phone *Are you working with other Realtors? Subject -- Please Select -- Yes No 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 William Raveis Real Estate.

*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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