In the heart of Southwest Florida, where sun-drenched coastlines meet upscale enclaves, five extraordinary properties redefine luxury living. From panoramic Gulf views in a sprawling Bonita Springs penthouse to the serene rural charm of a Naples estate in Pine Ridge, each home blends bespoke craftsmanship, cutting-edge technology, and seamless indoor-outdoor design. With private docks, resort-style pools, and exclusive community perks, these residences—ranging from $1,295,000 to $7,400,000—offer a rare fusion of privacy and connectivity, inviting you to explore a lifestyle where elegance and the region’s natural beauty intertwine effortlessly.
Where Artistry Meets The Sky A Penthouse Beyond Imagination | $7,400,000


Lisa Perry

Lisa Perry
Rising above the shimmering waters of Estero Bay, this penthouse redefines waterfront elegance with over 6,600 square feet of meticulously designed space. Floor-to-ceiling glass frames breathtaking Gulf of Mexico vistas, transforming daily life with ever-changing scenes of dawn’s gentle glow and vibrant evening sunsets. Four spacious balconies invite outdoor living, perfect for hosting gatherings or soaking in serene coastal breezes. Inside, a dual-island kitchen with Wolf and Sub-Zero appliances anchors an open gathering area, while the Grand Salon offers versatile seating and panoramic views for both quiet reflection and grand entertaining. Two spa-like owner’s baths provide private retreats, complemented by luxurious touches like a sound-engineered media room and a formal dining space with a butler’s pantry. Residents also enjoy Altaira’s resort-style pool, fitness center, 24-hour concierge, and exclusive access to a private island beach, enhancing a truly unparalleled coastal lifestyle.
- Price:
- $7,400,000
- Size:
- 6,630 sq ft
- Contact:
- Lisa Perry, Berkshire Hathaway HomeServices Florida Realty, 239.770.6359
Exquisite Custom Home In Naples | $7,094,000


Karen Kahle

Karen Kahle
Perched atop an elevated expanse in the serene Pine Ridge Estates, 112 Hickory Road offers a refined escape crafted by McGarvey Custom Homes with interiors by Clive Daniel. Spanning nearly 4,700 square feet on a private one-acre lot with a gated entrance, this residence exudes timeless sophistication. Inside, an open-concept great room with a fireplace flows into a chef’s kitchen, boasting Wolf and Sub-Zero appliances, a large island, and a wine bar. Four spacious bedrooms, each with ensuite baths, complement a luxurious primary suite with a sitting area and spa-inspired bath. The indoor-outdoor connection shines on the 700-square-foot lanai, featuring a fireplace, outdoor kitchen, and a heated saltwater pool amid lush landscaping. With Crestron automation, impact glass, and a whole-house generator, peace of mind is assured. Moments from Mercato, Vanderbilt Beach, and 5th Avenue, this home blends rural charm with Naples’ vibrant lifestyle.
- Price:
- $7,094,000
- Size:
- 4,692 sq ft
- Contact:
- Karen Kahle, John R Wood Properties, 239.287.7827
1667 Vinland Way | $6,000,000


Mary Beth Connor

Mary Beth Connor
Situated along the serene waterfront of The Landings at Bears Paw in Naples, this exquisite 2019-built custom home by MHK Architect & Planning offers a seamless blend of luxury and Florida lifestyle. Positioned between the Gordon River, Greenway Park, and the renowned Jack Nicklaus Signature Bears Paw Golf Course, the two-story residence features four bedrooms, a den, and five-and-a-half baths, each space crafted with impeccable finishes. The gourmet kitchen, equipped with Thermador appliances, custom cabinetry, and a sprawling quartzite island, anchors the home, while a full-house generator ensures peace of mind. Three ensuite bedrooms provide private retreats for family and guests. Entertainment shines in the media room with bespoke cabinetry and granite counters, and outdoors, a 1,900-square-foot lanai beckons with a custom fireplace, resort-style pool, and fully equipped kitchen. A private dock with gulf access completes this haven, promising endless waterborne adventures.
- Price:
- $6,000,000
- Size:
- 4,057 sq ft
- Contact:
- Mary Beth Connor, John R. Wood Christie’s International Real Estate, 630.258.4359
Luxury Waterfront Living | $4,250,000


Sarah Leveque

Sarah Leveque
Positioned along the serene waterfront of Barefoot Beach, this reimagined Florida Cupola-style home offers an extraordinary blend of architectural beauty and coastal charm. Tucked away on a private cove within the exclusive Southport community, the property ensures total seclusion while providing direct access to the shimmering waters. With meticulous attention to detail, the design captures the essence of luxury waterfront living, seamlessly blending indoor elegance with outdoor allure. Residents can savor breathtaking views from expansive windows, ideal for watching boats glide by or enjoying quiet sunsets. The double-gated, 24-hour secured environment enhances peace of mind, creating a sanctuary for beach lovers and boating enthusiasts alike. This rare gem embodies the ultimate coastal lifestyle, where privacy meets the rhythmic beauty of the sea, offering a unique opportunity to embrace waterfront living at its finest.
- Price:
- $4,250,000
- Size:
- 3,240 sq ft
- Contact:
- Sarah Leveque, John R. Wood Properties, 239.571.8414
Wow Come Check Out This Boaters Dream Home On Double Sized 100’ Wide Lot | $1,295,000


Stephan Manderschied

Stephan Manderschied
Situated in a welcoming neighborhood, this beautifully renovated 4-bedroom, 3-bath home offers a seamless blend of modern style and thoughtful upgrades. Fresh wood laminate floors and crisp new trim set the tone throughout, while the updated kitchen impresses with expansive white wood cabinets, sleek granite counters, and stainless steel appliances. The bathrooms shine with contemporary fixtures, and plantation shutters add a touch of elegance. Step outside to a second-level deck, complete with spiral stairs leading to a rejuvenated pool and spa area, enclosed by a picture-screen lanai for uninterrupted views. A spacious semi-finished lower level, equipped with air conditioning and new flooring, provides versatile space. With a durable metal roof from 2014, hurricane-impact glass windows installed in 2020, and a fully refurbished pool setup, this home effortlessly combines comfort and resilience for everyday living.
- Price:
- $1,295,000
- Size:
- 2,457 sq ft
- Contact:
- Stephan Manderschied, Watersedge Realty Group LLC, 239.745.8090





















