Pine Ridge Homes with Two Story Style

Welcome to Pine Ridge, a stunning development nestled in the heart of Naples, Collier County, Florida. Known for its luxurious homes and lush surroundings, Pine Ridge offers a unique blend of tranquility and sophistication.

One of the standout features of Pine Ridge is the availability of homes with a two-story style. These homes are not only aesthetically pleasing but also offer spacious living areas and a sense of grandeur. Whether you're looking for a cozy retreat or a spacious family home, the two-story homes in Pine Ridge are sure to impress.

Living in Pine Ridge means enjoying the best of both worlds - a peaceful, suburban setting with easy access to all the amenities Naples has to offer. From pristine beaches to top-rated restaurants and shops, everything you need is just a short drive away.

If you're looking for a place to call home that combines elegance with comfort, look no further than Pine Ridge. Explore the available two-story homes and discover the perfect blend of style and functionality in this charming community.

Newest Pine Ridge Homes with Two Story Style

$9,995,000

6 Beds ⋅ 9.5 Baths ⋅ 226027016 MLS

A masterful blend of timeless architecture and contemporary sophistication, One Hundred Eighty-Eight West Street is an exceptional Pine Ridge Estates residence set on a private One and Seventy-Two-acre corner homesite just minutes from Naples' renowned beaches, Mercato, Waterside Shops, and downtown. Designed with impeccable craftsmanship, this remarkable estate showcases soaring Twenty-Seven-foot ceilings, walls of impact-resistant glass, energy-efficient construction, and a whole-house generator. The dramatic great room flows effortlessly into the outdoor living spaces, creating an elegant setting for both intimate gatherings and grand-scale entertaining. At the heart of the home, the gourmet kitchen features Sub-Zero and Wolf appliances, a striking Quartzite island, abundant custom cabinetry, and a temperature-controlled walk-in wine cellar. The sought-after first-floor primary suite is a luxurious retreat with dual walk-in closets and a spa-inspired bath, while a private study and guest suite complete the main level. Upstairs, accessible by twin staircases or a private elevator, four additional bedrooms, a spacious family room, loft, and second laundry room provide exceptional comfort and flexibility. Beyond the interiors, the resort-inspired outdoor living experience is nothing short of extraordinary. An oversized pool and spa, fire features, covered lanai with automated screens, full outdoor kitchen, outdoor fireplace, and private cabana are surrounded by lush landscaping, creating an atmosphere of complete privacy. Completing the estate is a climate-controlled five-bay garage, ideal for collectors and enthusiasts alike. Rarely does a residence combine this level of architectural excellence, luxurious amenities, and premier Pine Ridge location, offering an exceptional opportunity to experience the very best of Naples luxury living.

188 WEST ST, Naples

$330,000

1 Beds ⋅ 1 Baths ⋅ 226027075 MLS ⋅ Emerald Woods BLDG.

Welcome to this beautifully updated home in the highly desirable Emerald Wood community of Naples. Designed for comfort and easy Florida living, this light-filled residence features a fireplace, porcelain tile flooring throughout, and an open, airy layout. The upgraded kitchen showcases modern finishes, sleek stainless-steel appliances, Quartz Countertop and ample cabinetry, offering both style and functionality. The beautifully renovated bathroom adds a contemporary touch, while the in-unit washer and dryer provide everyday convenience. Enjoy the exceptional amenities Emerald Wood has to offer, including a sparkling community pool and a welcoming clubhouse, perfect for relaxing or socializing with neighbors. Ideally located just minutes from Naples' world-famous white-sand beaches, Mercato, Waterside Shops, and an array of fine dining and entertainment, this move-in-ready condominium offers the ultimate Southwest Florida lifestyle. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this exceptional property is ready to impress. Don't miss your chance to own a piece of paradise in one of Naples' most convenient and desirable locations.

81 Emerald Woods DR Unit M3, 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

$4,695,000

5 Beds ⋅ 5 Baths ⋅ 226023181 MLS

664 Hickory Road is the kind of Naples estate buyers whisper about—but rarely see hit the market. Set on 2.25 acres of fenced and gated privacy just minutes from the Gulf, this 5-bedroom, 5-bath, 4,332-SqFt residence has been completely transformed, delivering a crisp, modern aesthetic on a homesite no one can find. A long, sweeping drive curls through lush landscaping and sets the tone for what’s to come: a striking white façade with elegant metal railings, fresh tile rooflines, and walls of glass that glow at dusk. Inside, beamed ceilings, wide-plank wood flooring, and a soft neutral palette create a backdrop that’s both sophisticated and warmly livable. The open great room, dining room, and chef’s kitchen flow together, framed by oversized windows, skylights, and French doors that draw your eye to the pool and grounds. The kitchen features an oversized island, sleek quartz counters and custom cabinetry, all anchored by stylish pendant lighting and abundant natural light. Adjacent living and dining spaces allow guests to spread out, with indoor/outdoor connectivity that makes entertaining effortless. The owner’s suite is a retreat: a sprawling bedroom with sitting area and home office niche, serene garden views, designer lighting, walk-in closet, and spa-inspired bath. Additional guest suites and flexible family spaces give everyone room to breathe, while two strategically placed laundry rooms keep day-to-day living incredibly functional. Step outside and the estate truly reveals itself. A dramatic screened lanai wraps around an oversized pool and raised spa, oriented to capture long views over the meticulously manicured lawn. Covered lanais and a balcony offer shaded places to dine, relax, and watch the action in the pool or on the expansive back yard. With more than 2,200 SqFt of lanai and pool area, this is year-round outdoor living at its finest. What truly sets 664 Hickory apart is the land. At approximately 2.25 acres, the property offers a sense of space and privacy that’s almost impossible to replicate in this location. Zoned agricultural, the estate invites a lifestyle few coastal buyers realize is possible here: horses, livestock, gardens, orchards—your own mini-farm or equestrian setup within minutes of white-sand beaches, fine dining, and world-class shopping. Car collectors and serious hobbyists will be hard-pressed to find a better setup. In addition to the attached 2-car garage, an impressive detached 1,800-SqFt structure sits discreetly at the rear of the property, easily capable of housing 10 vehicles. Whether you envision a showroom, a full-scale fitness pavilion, an artist studio, or your dream workshop, the opportunities are limited only by imagination. This is not just another renovated Naples home; it is a fully realized estate, blending the polish of a designer renovation with the freedom of acreage and flexible zoning—a residence you enjoy today and a property you’ll be proud to hold for generations.

664 Hickory RD, Naples

$14,800,000

6 Beds ⋅ 7.5 Baths ⋅ 226013192 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Award winning McGarvey Custom Homes presents an extraordinary custom home in Pine Ridge Estates offering unmatched luxury, privacy, and architectural distinction. Situated on an oversized 1.53 acre corner lot, this dramatic residence impresses from the moment of arrival with three gated entrances showcased by an expansive port cochere and breezeway leading to the grand entry which is framed by double iron doors, custom water features, and a foyer surrounded by full height glass. Designed for elevated living and entertaining, the open concept interior features soaring 20 foot vaulted ceilings, bespoke ceiling beams, wide plank European walnut hardwood flooring, and an extensive use of glass and natural light. Zero-post corner sliding doors seamlessly connect the indoors to the resort style outdoor living areas. The gourmet kitchen is a true showpiece with dual islands, Bellagio quartzite surfaces, custom cabinetry, vaulted ceilings with wood beams, and a full Sub Zero, Wolf, and Cove appliance suite. A full butler’s pantry, built in wet bar with island, and the custom wine room further enhance functionality and flow. This exceptional home offers five ensuite bedrooms including a private attached guest cabana. Additionally, a second floor bonus area provides access to a large flex room with a private balcony overlooking the pool and sundeck. The bonus floor also includes a built-in bar, a full bath, and walk-in closet, offering perfect space for a private wellness room, fitness center, media room, or an additional guest room. The owner’s suite is a serene retreat with pool and courtyard views with a large sitting area, morning bar, elegant his and her vanities, quartzite countertops, freestanding soaking tub, walk in shower, separate water closets, and expansive walk in closets featuring custom built ins, as well as a private laundry tower, and smart steam closet system. The outdoor living area rivals luxury resorts with an expansive covered lanai, custom pool and spa, sun shelf, outdoor kitchen and dining, fireplace, firepit, electric shutters and screens, lush tropical landscaping, and an insect mist control system. Six oversized garage spaces are offered with a main house 4-car garage and a separate 2-car garage. A whole house generator, Control4 home automation, security system, advanced energy efficient construction, impact resistant windows and doors, and high efficiency HVAC system with dehumidification complete this meticulously built residence. Professional interior design and furnishings are being provided by the renowned Freestyle Interiors and Design. This home is currently under construction, and the estimated completion date is December 2026. This is a rare opportunity to own an architecturally significant estate crafted with uncompromising quality in one of Naples’ most coveted communities.

465 Gordonia RD, Naples

$13,995,000

6 Beds ⋅ 7.5 Baths ⋅ 226009848 MLS

An exceptional new construction estate at 117 West Street in Pine Ridge Estates sets a striking new benchmark for refined Naples living, where timeless architectural character meets a fresh, contemporary layout designed for today’s most elevated lifestyles. Envisioned by GNR Developers, thoughtfully designed by Unique Hite Designs, meticulously constructed by The Glendale Group of Southwest Florida, and beautifully curated by AZ Designs, this residence reflects the remarkable craftsmanship and aesthetic precision each is known for. Classic architectural detailing blends seamlessly with expansive, light-filled interiors, creating a home that feels both sophisticated and welcoming. Generous ceiling heights, large window expanses, and an effortless flow between indoor and outdoor spaces define the overall design. The gourmet kitchen serves as a dramatic centerpiece, appointed with premium Wolf, Miele, and Sub-Zero appliances, custom cabinetry, and a spacious layout designed for both everyday living and entertaining. A fully equipped prep kitchen adds another layer of convenience and refinement for hosting on any scale. Outdoor living is equally compelling. The resort-style pool and spa anchor a spectacular backyard setting framed by lush green space, multiple covered and open-air lounging areas, and an impressive fire pit gathering space designed for evenings under the Naples sky. The thoughtfully arranged floor plan offers three bedrooms on the main level and three additional bedrooms upstairs, complemented by a spacious bonus living and game area. A separate guest casita provides an exceptional private retreat with its own living room, kitchen, and utility space. For the automotive enthusiast, six garage bays with lift-height clearance and a generous motor court provide rare flexibility and scale. Set within the expansive estate lots of Pine Ridge Estates and moments from Naples’ celebrated dining, beaches, and cultural destinations, this remarkable property offers an extraordinary opportunity to experience luxury living at its most thoughtfully designed.

117 West ST, Naples

$11,290,000

5 Beds ⋅ 6.5 Baths ⋅ 226009767 MLS

A meticulously curated home with a completion date of mid-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 would 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. Fully furnished, including luxury imported brands like Casa Italia, Roche Bobois, and At Faro, the home will be turnkey, move-in ready. Thoughtfully redesigned with a modern, open floor plan, the home features a Control 4 lighting system, home security technology and fully gated/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

$349,000

3 Beds ⋅ 2 Baths ⋅ 226006470 MLS ⋅ Summerplace BLDG.

Premium Location – Live the Naples Lifestyle! Discover the perfect blend of comfort and convenience in this beautifully maintained 3-bedroom, 2-bath condo, ideally situated within walking or biking distance to Vanderbilt Beach and the vibrant Mercato Shoppes. This well-cared-for home exudes pride of ownership and offers a relaxed coastal vibe that’s perfect for full-time living or a seasonal getaway. Enjoy everything Naples has to offer—from world-class dining and shopping to white-sand beaches—without the premium price tag. If you’ve been dreaming of the Naples lifestyle at a great value, this is the one!

910 Vanderbilt Beach RD Unit 325W, Naples

$7,295,000

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

$3,995,000

4 Beds ⋅ 4 Baths ⋅ 225083611 MLS

Set within the tranquility of Pine Ridge Estates, Six Twenty-Four Ridge Drive presents a masterfully reimagined coastal cottage offering refined comfort, privacy, and effortless Naples living. Fully remodeled from top to bottom, this four-bedroom plus den, four-bath residence encompasses more than three thousand three hundred square feet of air-conditioned living space, perfectly positioned on over an acre of beautifully landscaped grounds. A gracious foyer introduces the home’s inviting coastal aesthetic, where solid wood flooring, elegant wainscoting, chair rail detailing, and thoughtful millwork create a warm yet elevated ambiance throughout. The gourmet kitchen is tailored for the most discerning buyer, anchored by a coveted La Cornue range, dual Sub-Zero refrigeration, bespoke cabinetry, and an inviting breakfast nook overlooking the outdoor retreat. A beautifully designed bar area connects the kitchen to the main living spaces, creating a natural setting for intimate gatherings and relaxed entertaining. Formal and casual living areas offer versatility for every occasion, from elegant dinners in the formal dining room to relaxed evenings in the open and welcoming family room. The primary suite is a peaceful sanctuary with generous proportions, two spacious closets, and a spa-inspired bath featuring a soaking tub designed for unwinding in comfort. Three additional guest bedrooms provide privacy and comfort for family and guests. Outdoors, the expansive backyard unfolds as a private resort-style oasis. A newly created pool and spa serve as the focal point, complemented by a large, screened lanai ideal for morning coffee or evening cocktails. A charming gazebo offers additional covered space for alfresco dining, lounging, or hosting gatherings, all surrounded by open lawn and mature landscaping that provide exceptional privacy and endless possibilities for outdoor enjoyment. Move-in ready and ideally located minutes from beaches, shopping, and dining, this exceptional Pine Ridge Estates residence delivers timeless design, modern luxury, and an elevated Naples lifestyle. Schedule a private showing to experience the setting and scale of this remarkable property.

624 Ridge DR, Naples

$7,495,000

6 Beds ⋅ 7.5 Baths ⋅ 225079970 MLS

A triumph of architectural brilliance, this Stofft Cooney–designed estate—masterfully curated and constructed by Borelli—shimmers with couture style, sophisticated detailing, and world-class refinement. Set on approximately two acres in the coveted Pine Ridge enclave, this extraordinary residence delivers pure luxury at every turn, offering the amenities, craftsmanship, and presence expected in a home of this caliber. Graceful, light-filled living spaces flow effortlessly throughout, with each room intentionally positioned for exceptional entertaining and elevated everyday living. The beautifully renovated chef’s kitchen serves as the heart of the home—pairing fresh, modern design with high-end functionality—and is complemented by a remarkable 3,000-bottle, temperature-controlled wine room, an oenophile’s dream perfectly suited for intimate tastings or grand gatherings. A private attached apartment provides both convenience and comfort for extended-stay guests or multigenerational living. Refined elegance abounds in the custom lighting, including exquisite Murano glass fixtures, along with artfully designed niches, millwork, and built-ins that elevate every corner of the home. The truly awe-inspiring grounds complete the experience, featuring a tropical-resort-style swimming pool, tennis/pickleball court, and a romantic gazebo that enhances the estate’s serene, sanctuary-like ambiance. A separate guest house—could be used as an art studio—offers its own kitchen, bath, and living area, ensuring guests are graciously and luxuriously accommodated. Car enthusiasts will appreciate the four-car, air-conditioned garage, while the gated circular driveway sets the tone for the grandeur that follows. This is more than a home—this is luxury living in Naples perfected.

683 Hickory RD, Naples

$13,750,000

6 Beds ⋅ 7.5 Baths ⋅ 225081700 MLS

Where architecture becomes art, 142 Eugenia Drive will change the way you think about living. Set on a sprawling 1.37-acre homesite, the property is enveloped in lush, thoughtfully curated landscaping, recently transformed by landscape architect Aaron Denton. The grounds introduce a sense of modern grandeur, from the gated front arrival to mature trees and layered hedges, all creating an unrivaled sense of privacy. Inside, soaring ceiling heights and a refined palette establish a sense of openness while maintaining an intimate, welcoming feel. The home unfolds through layers of texture and design, where couture wall coverings, including Chanel-inspired finishes in the home offices and rich suede in the main living areas, create depth and distinction. Each space carries its own identity, yet flows effortlessly into the next. At the heart of the home, wrapped entirely in gold, the wine room shimmers like a jewel box, anchored by stunning olive cabinetry that enhances both function and entertaining. It is a space that shifts the energy of the home and reminds you that luxury can be playful, too. The kitchen pairs presence with performance centered around an oversized Cristallo island, complemented by Sub-Zero refrigeration, a Wolf range, and integrated Wolf warming drawers designed to support seamless entertaining. Additional refrigeration drawers extend to the wet bar, wine room, guest bungalow, and upstairs loft, ensuring every space is as functional as it is beautiful. As the home opens to the outdoors, a sculptural twisted-branch fire feature rises from the pool, casting a warm glow across the water and surrounding terraces. Two distinct hand-selected onyx stones define the outdoor living areas, culminating in a fully illuminated onyx bar that transforms evenings into something unforgettable. Beneath the retractable pergola, outdoor dining becomes an exceptional experience in its own right. A spacious private bungalow offers guests a sense of independence without sacrificing comfort, while the home’s designer-curated interiors and custom furnishings reinforce a level of detail rarely seen. Though the home feels sculptural and serene, it is thoughtfully intelligent. Powered by advanced home automation through Control4, lighting, climate, music, and water are orchestrated with quiet precision, allowing each moment to unfold effortlessly. Refined yet welcoming, every aspect of this residence has been carefully considered to balance beauty with livability. 142 Eugenia Drive is where timeless design meets modern luxury.

142 Eugenia 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.