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500 Ridge DR, Naples
$9,495,000
6 Beds ⋅ 7.5 Baths ⋅ 226034368 MLS
In a market where true distinction is increasingly rare, 500 Ridge Drive presents an extraordinary opportunity to own a private contemporary estate within the prestigious enclave of Pine Ridge. Thoughtfully crafted with nearly six thousand five hundred square feet under air, this architectural showpiece masterfully blends clean modern design with warm organic finishes, creating a residence that feels both sophisticated and deeply inviting. Beyond its lushly landscaped approach, the home unfolds into expansive interiors designed for elevated everyday living and unforgettable entertaining. Five spacious bedrooms, a private office, dedicated home gym, and a versatile bonus room provide exceptional flexibility rarely found within a single residence. At the heart of the home, the remarkable white oak kitchen serves as both a functional centerpiece and design statement, featuring exquisite natural stone surfaces alongside a premier suite of Wolf, Sub-Zero, and Miele appliances. The seamless open-concept layout allows the kitchen, dining, and living spaces to flow effortlessly together beneath rich wood tones and refined contemporary detailing. The primary suite offers a tranquil retreat with bespoke closet systems and spa-inspired finishes that evoke the ambiance of a luxury resort. Whole-home automation enhances the experience with effortless convenience, while every space has been curated with an uncompromising attention to craftsmanship and comfort. Equally compelling, the outdoor living experience rivals that of a private boutique retreat. The expansive covered lanai showcases a dramatic outdoor fireplace, sunken fire bowl gathering space, and beautifully integrated entertaining areas surrounded by mature tropical landscaping that provides exceptional privacy. With a four-car garage, striking architectural presence, and one of Naples’ most sought-after locations, 500 Ridge Drive represents a rare offering where design, lifestyle, and location converge in a way that is seldom available and impossible to replicate.

500 Ridge DR, Naples

6590 Trail BLVD, Naples
$6,750,000
5 Beds ⋅ 4.5 Baths ⋅ 226033972 MLS
Set on a private, coveted 1.5-acre lakefront homesite in desirable Pine Ridge Estates, this single-story residence offers uninterrupted lake views and sophisticated contemporary design throughout. The floor plan includes 5 bedrooms plus a den, 4 full, 1 half bathrooms, and approximately 4,525 square feet of air conditioned space, with an expansive 4-car garage and impact-resistant windows and doors throughout. Outside, an infinity edge pool and spa anchor the expansive outdoor living area, creating a resort-style retreat overlooking the beautiful lake. The back of the home faces east, providing stunning sunrise views in the morning and a cool outdoor living space in the afternoon. Located in one of North Naples' most desirable non-gated enclaves with no HOA restrictions, minutes from Vanderbilt Beach, Mercato, and Waterside Shops. A rare opportunity to own a like-new lakefront property in Pine Ridge.

6590 Trail BLVD, Naples

6616 Trail BLVD, Naples
$12,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226030849 MLS
**Villa Luminara** is an extraordinary architectural residence where modern luxury, natural light, and resort-style living come together. Situated on 1.18 private acres in prestigious Pine Ridge Estates, this impressive single-story home offers 10,553 total square feet, including 7,890 square feet of air-conditioned living space. Soaring 22-foot ceilings, expansive walls of glass, and warm organic finishes create bright, inviting interiors with a seamless connection to the outdoors. Designed for exceptional entertaining and everyday enjoyment, the outdoor living area is a true private retreat, highlighted by a spectacular 90-foot saltwater pool featuring cascading water elements, four fire bowls, and a dramatic rain waterfall at the bar. An outdoor firewood grill and pizza oven complete this incredible resort-inspired setting. The custom chef’s kitchen features professional-grade Wolf and Sub-Zero appliances, a Pavoni coffee machine, additional refrigeration, and multiple cooking options including gas, induction, and electric. A separate display kitchen, sophisticated bar, and walk-in wine room further elevate the entertaining experience. The residence offers five spacious bedrooms along with beautifully designed living areas featuring custom finishes, imported lighting, and carefully selected details throughout. Additional amenities include a four-car garage with EV charging and lift capability, impact-resistant windows and doors, a 60KW whole-house generator, two tankless water heaters, and a 1,000-gallon propane tank. Offering privacy without sacrificing convenience, Villa Luminara is ideally located just minutes from Naples’ beautiful beaches, Waterside Shops, Mercato, downtown Naples, fine dining, shopping, and entertainment. A truly distinctive property combining architectural design, luxury, and the ultimate Southwest Florida lifestyle.

6616 Trail BLVD, Naples

Naples
$5,000,000
6 Beds ⋅ 6.5 Baths ⋅ 226023475 MLS
Welcome to an extraordinary estate in Pine Ridge, where over 8,500 square feet of newly renovated living space delivers a rare blend of timeless elegance, modern design, and exceptional privacy. Thoughtfully reimagined with expertly curated interiors, this six-bedroom residence offers grand proportions balanced by warm, inviting spaces designed for both everyday living and unforgettable entertaining. Every detail has been carefully considered, from refined architectural finishes and expansive gathering areas to the luxurious primary retreat featuring a private sitting vestibule, spa-inspired bath, dual walk-in closets, and dedicated office. An elevator, generous storage, an oversized garage, and a private guest apartment further enhance the home's remarkable functionality. The outdoor experience is nothing short of spectacular. A resort-inspired pool anchors the expansive terrace, while the incredible outdoor kitchen creates the ultimate setting for effortless entertaining. With the pool enclosure removed, uninterrupted views of the lush tropical landscape bring a heightened sense of openness, seamlessly connecting indoor and outdoor living. Mature gardens and extensive landscaping surround the property, creating an unmatched sense of privacy rarely found in Naples. Located in prestigious Pine Ridge, this exceptional estate offers the tranquility of a private retreat just moments from Naples' pristine Gulf beaches, world-class shopping, fine dining, and cultural attractions. A home of this scale, quality, and setting is a truly rare offering.

Naples

122 Caribbean RD, Naples
$11,490,000
5 Beds ⋅ 6.5 Baths ⋅ 226009767 MLS
A meticulously curated home with a completion date of fall 2026 on a corner property with land, privacy, mature landmark trees, outdoor living amenities, sophisticated architectural details, and distinctive interior design! The next luxury spec in the portfolio of premier developer R.O.I. Naples, this 6,500-square foot Pine Ridge estate is adorned with majestic and commanding statement trees, like Banyan and Royal Poinciana, which provide the kind of sprawling, sky-reaching canopies only an experienced developer can appreciate when choosing the perfect land. A rare, glass-railed 2nd floor sun deck, flanked by a lit spiral staircase, provides a panoramic bird’s-eye view of the tennis court, pool, spa, water feature wall, & fire pit. Set on a private, 1.3-acre oversized corner lot, the property offers exceptional flexibility for outdoor living, recreation, and entertaining all while maintaining a sense of privacy and estate-like scale rarely found in newer developments. Sited & designed at the back of the grounds is an optional 12-Car Collector’s Retreat—which could add an additional 5,200 square feet under air—a detached, 2-story out building that would increase the total car capacity of the property to 17! The additional ensuite bedroom, gym, sauna, bar and living room is a car aficionado’s modern-day man cave. In the main home, Brazilian white oak chevron & plank flooring, water jet marble, limestone, venetian plaster and lime wash wall treatments, and an open tread staircase lined with side walls of unfilled travertine are among the highly unique custom details. Five ensuite bedrooms on 2 stories, an elevator, 2 laundry rooms, a whole-home generator, a 5-car garage within the main home, 2 family rooms, & 2 lanais complete this dream offering. The estate has undergone a comprehensive transformation right down to the studs and was stripped to its core, reconstructed with all-new electrical, plumbing, HVAC, insulation, windows, roofing, interior framing, & structural enhancements. Every major system is new. Furnishings, including luxury imported brands like Casa Italia, Roche Bobois, and At Faro, are available to purchase separately. Thoughtfully redesigned with a modern, open floor plan, the home features a Control 4 lighting system, home security technology and a partially fenced perimeter, and a Sonos sound system. Natural light fills the interiors, while carefully selected finishes and materials reflect a refined, contemporary aesthetic and a nod to midcentury modern. This was not a cosmetic renovation, but a true rebuild—executed with intention, precision, and long-term livability in mind—and reimagined from the ground up. Photos in this listing contain virtual renderings.

122 Caribbean RD, Naples

154 Cajeput DR, Naples
$6,195,000
5 Beds ⋅ 5 Baths ⋅ 226003561 MLS
Set behind a curtain of mature landscaping and shimmering water, 154 Cajeput Drive presents a rare and compelling opportunity to create a legacy estate within the heart of Pine Ridge Estates. Spanning nearly one point nine acres with more than two hundred feet of lake frontage, this secluded property captures the essence of refined Naples living defined by space, privacy, and natural beauty. The expansive lakefront setting serves as the home’s defining feature, offering long, tranquil water views and an exceptional sense of openness rarely found this close to the city’s most desirable destinations. Whether envisioned as a reimagined retreat or a site for new architectural expression, the generous acreage allows for sweeping outdoor living spaces designed to embrace the water and the surrounding tropical landscape. A private tennis court elevates the property into true estate territory, providing a resort-style amenity that complements an active yet elegant lifestyle. The presence of a separate guest house offers flexibility for hosting extended guests, accommodating staff, or creating a private studio or office, all while preserving the main residence’s sense of retreat. Seclusion is paramount here, with the home discreetly positioned to ensure privacy without sacrificing convenience. Pine Ridge Estates is renowned for its estate-sized parcels and proximity to Naples’ celebrated dining, shopping, and white-sand beaches, allowing residents to enjoy both tranquility and accessibility. 154 Cajeput Drive is a singular canvas for those seeking lakefront acreage, coveted amenities, and enduring value in one of Naples’ most prestigious communities. An exceptional opportunity to secure a private waterfront lifestyle and craft an estate that reflects your vision of elevated coastal living.

154 Cajeput DR, Naples

142 Eugenia DR, Naples
$11,995,000
6 Beds ⋅ 7.5 Baths ⋅ 225081700 MLS
At 142 Eugenia Drive, the experience begins long before you reach the front door. Beyond a gated entrance, a beautifully landscaped approach introduces an extraordinary private estate set on 1.37 acres in Pine Ridge Estates. Mature trees, lush tropical gardens, and thoughtfully layered landscaping create a remarkable sense of seclusion, where the outside world seems to quietly fall away. The expansive grounds offer both the freedom to entertain on a grand scale and the intimacy of a personal retreat, while an upstairs balcony captures unobstructed views of Mockingbird Lake. Completed in 2021 and thoughtfully refined in the years since, the estate offers 7,331 square feet of total living space, including the detached guest residence. Soaring ceilings, generous gathering areas, and an effortless connection between interior and exterior spaces create an atmosphere of understated grandeur. Designed to accommodate both everyday living and memorable occasions, the home balances architectural presence with a genuine sense of comfort. At the heart of the residence, a beautifully appointed kitchen is anchored by an oversized Cristallo stone island, complemented by Sub-Zero and Wolf appliances and custom cabinetry. Nearby, a jewel-like wine room wrapped entirely in gold introduces an unexpected moment of drama and artistry. Two private home offices offer flexibility for work or quiet reflection, while a separate 660-square-foot guest residence, complete with its own bedroom and bathroom, provides an inviting poolside retreat for family and friends. The outdoor living experience is equally compelling. Expansive terraces transition naturally to a resort-inspired pool and an extraordinary entertaining environment, where an illuminated onyx bar, adjustable louvered pergola, and sculptural fire feature create spaces equally suited to lively gatherings and peaceful evenings. Carefully considered landscaping surrounds these areas, preserving the sense of privacy that defines the estate. Throughout the residence, exceptional craftsmanship and thoughtfully selected materials reflect a commitment to quality without excess. Advanced Control4 smart home automation integrates modern convenience, allowing the home to function as effortlessly as it lives. More than an impressive residence, Eugenia is a fully realized private estate where architecture, landscape, and lifestyle come together with uncommon care. A place designed not simply to be admired, but to be lived in and enjoyed. Furnishings are negotiable, subject to seller exclusions.

142 Eugenia DR, Naples

208 Hickory RD, Naples
$10,995,000
5 Beds ⋅ 6.5 Baths ⋅ 225066221 MLS
Poised as a singular architectural statement within Pine Ridge, 208 Hickory Road transcends the expected, offering a level of design, scale, and presence that is rarely achieved and not easily replicated. Encompassing over seven thousand two hundred square feet under air, this newly completed estate is not simply a residence, but a carefully orchestrated living experience where every detail has been considered with intention. From the moment of arrival, the home reveals a quiet confidence—clean lines, voluminous spaces, and a seamless interplay of light and texture. The open-concept layout unfolds with purpose, creating an effortless flow between formal and casual living. Six bedrooms, a private office, and a fully equipped gym are integrated with a sense of balance, ensuring the home lives as beautifully as it presents. At its core, the kitchen is both sculptural and highly functional, anchored by bespoke cabinetry, premium appliances, and a design that invites gathering without compromise. Surrounding spaces are layered with refined materials, custom millwork, and thoughtfully selected lighting, creating an atmosphere that feels both modern and enduring rather than trend-driven. Walls of glass dissolve the boundary between indoors and out, revealing a resort-caliber outdoor setting designed for both scale and serenity. The pool and surrounding terraces are framed by lush landscaping, offering privacy while still embracing the openness that defines Pine Ridge living. Set on a prime homesite just minutes from Naples’ most coveted destinations, this property delivers a rare combination of location, craftsmanship, and architectural clarity. For those seeking something truly distinct—where design, livability, and presence converge—208 Hickory Road stands apart in a way that is immediately felt and not easily forgotten.

208 Hickory RD, Naples

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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