Pine Ridge Homes with Courtyard Exterior Features

Welcome to Pine Ridge, an enchanting subdivision nestled in the heart of Florida, where serene living meets modern convenience. This vibrant community is renowned for its beautiful homes that effortlessly blend elegance with comfort. Here, you'll find a delightful array of properties, each boasting unique architectural charm and meticulously designed courtyard exterior features that create an inviting atmosphere for both residents and guests.

As you stroll through the tree-lined streets of Pine Ridge, you’ll be captivated by the stunning courtyards that serve as private oases for relaxation and entertainment. These outdoor spaces are perfect for basking in the Florida sunshine, hosting family gatherings, or enjoying quiet evenings under the stars. The thoughtful layout of each home ensures that these courtyards are seamlessly integrated into the living experience, providing a tranquil retreat just steps from your door.

The Pine Ridge community is not only about beautiful homes; it’s also about a lifestyle. Residents enjoy access to a range of amenities, including parks, walking trails, and recreational facilities that encourage an active and engaged community. With a prime location that offers convenient access to shopping, dining, and top-rated schools, Pine Ridge is an ideal choice for families, retirees, and everyone in between.

Experience the allure of Pine Ridge and discover a place where comfort meets charm, and every home tells a story. Come explore the possibilities and find your dream home with a courtyard that invites you to create unforgettable memories in this beautiful Florida community.

Newest Pine Ridge Homes with Courtyard Exterior Features

$199,990

2 Beds ⋅ 2 Baths ⋅ 2026031753 MLS ⋅ Pine Ridge BLDG.

WELCOME TO PINE RIDGE—one of Lee County’s best-kept secrets! This lovely, well-maintained 2-bedroom, 2-bath attached villa offers the carefree Florida lifestyle you have been searching for. The open living area features high ceilings, making the home feel much larger than its square footage suggests, while the split-bedroom floor plan provides privacy for you and your guests. Enjoy two generous outdoor living spaces: a screened front patio perfect for gardening, entertaining or relaxing, plus a screened rear lanai overlooking lush landscaping and the community pickleball and tennis courts. Sliding glass doors from both the living room and primary bedroom invite in the beautiful surroundings, and on crisp Florida days, open the doors and let the refreshing breeze flow throughout the home. The highly sought-after single-car garage opens directly into the screened front patio, making it easy to bring in groceries, and two additional parking spaces are located directly in front of the villa. Pine Ridge is an active 55+ lifestyle community filled with activities and resort-style amenities, conveniently located near restaurants, shopping and I-75. With so much included in the maintenance fees, you can spend less time worrying about upkeep and more time enjoying everything the community has to offer. A sampling of Pine Ridge activities is included in the MLS supplements. Whether you are searching for a sunny winter retreat or easy, low-maintenance year-round living, this villa is a must-see. These desirable homes do not last—schedule your private showing today

4721 Lakeside Club BLVD Unit 2, Fort Myers

$11,290,000

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

$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

$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

$11,295,000

5 Beds ⋅ 6.5 Baths ⋅ 225078315 MLS

One is seldom afforded the opportunity of possessing such an exquisite private sanctuary, where Mediterranean artistry and modern opulence intertwine. Concealed behind stately gates and set amidst 1.35 acres of immaculately curated landscape within Naples’ most exclusive enclave, this distinguished estate stands as a testament to enduring elegance, grandeur and architectural distinction. The journey begins as bespoke Mahogany arched doors open to a sunlit courtyard retreat where a resort-caliber pool glistens in the southern light. Soothing fountains, twin sun terraces, and an ethereal floating spa invite serene mornings and exuberant gatherings alike, all punctuated by the drama of a double-sided gas fireplace at its heart. The fully appointed outdoor culinary suite features a 36” Alfresco grill and professional flat-top making every meal an event, elevating entertaining to an art form. Step inside to discover over 6,700 square feet of finely appointed interiors (over 11,400 total), designed for effortless enjoyment and refined entertaining. Five lavish bedroom suites promise restful privacy, while a dedicated office and separate guest quarters with a game lounge ensure comfort for both work and play. Car collectors will envy the 6-car garage which was engineered to accommodate ten vehicles with pre-wiring for dual charging stations and lifts. Every detail speaks of uncompromising quality: three signature fireplaces, an enviable wet bar and wine cellar, full Thermador chef’s suite, intelligent Elan system, whole-home reverse osmosis, PGT impact-rated windows, and comprehensive prewired tech for total security and simplicity. Thoughtful utility touches—a 1,000-gallon propane tank, two gas tankless water heaters, five state-of-the-art HVAC systems—are seamlessly integrated for understated efficiency. This is more than a home; it is a resort-inspired haven, where every moment unfolds in luxury, privacy, and enduring style—designed for those who demand the extraordinary from Naples’ premier lifestyle.

50 Mahogany DR, Naples

$9,500,000

6 Beds ⋅ 8.5 Baths ⋅ 225071466 MLS

An MHK-designed masterpiece on one of Pine Ridge’s desired streets. Set on 1.66 acres with a serene lake and dramatic fountain, this private estate features four structures: a main residence, a club room, flex space and guest house. Designed for seamless indoor-outdoor living, the open plan flows to a resort-style pool and spa, outdoor kitchen with gas grill, pizza oven, evo grill, dining and lounge areas, and a cozy fire pit. The gourmet kitchen boasts Wolf and Sub-Zero appliances plus a butler’s pantry with wine storage. The main home offers four bedrooms with en suites, an office/fifth bedroom, and an upstairs bonus room. The primary suite is a private sanctuary with a spa-like marble bath, soaking tub, dual showers, steam and outdoor shower. The versatile club room can serve as a game room, studio, office or extra suite, while the flex space is ideal for a gym, art studio or garage. A two-bedroom, two-bath guest house with full kitchen completes this remarkable property. Near beaches, Mercato and Waterside Shops, it’s a rare must-see.

175 Center ST, 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.