Imagine a lifestyle where modern sophistication meets the effortless charm of Southwest Florida. From Bonita Springs to the heart of Old Naples, these five luxury residences, priced between $1,950,000 and $2,250,000, redefine resort-style living. With high-end finishes, seamless indoor-outdoor designs featuring private pools and tropical landscaping, and exclusive access to country club amenities, each home offers a unique retreat. Whether it’s expansive preserve views, cutting-edge renovations, or a rare walkable beachside location, these properties blend privacy, comfort, and the region’s natural beauty into an unparalleled living experience.
28585 Via D Arezzo Drive | $2,250,000


Kathie Eberhard

Kathie Eberhard
Positioned within the prestigious Vasari Country Club in Bonita Springs, this exquisite one-story residence at 28585 Via D Arezzo embodies luxury and comfort. Spanning three bedrooms plus a versatile den, with 3.5 bathrooms, the home boasts an open floor plan that effortlessly blends indoor and outdoor living. Sunlit spaces with soaring ceilings create an inviting atmosphere for both entertaining and quiet relaxation. The updated kitchen, complete with a breakfast bar, island, and pantry, flows into the family room and dining areas, while the primary suite offers a private haven with dual walk-in closets, dual vanities, a soaking tub, and direct pool access. Outside, a screened lanai frames a shimmering pool and spa, surrounded by lush tropical landscaping and serene preserve views. With two guest bedrooms, each with private bathrooms, and a spacious three-car garage, this home redefines refined Florida living.
- Price:
- $2,250,000
- Size:
- 3,526 sq ft
- Contact:
- Kathie Eberhard, John R Wood Properties, 239.877.0546
226 Monterey Dr | $2,195,000


Listing agents: Marc Galanto & Lynne Hancock

Listing agents: Marc Galanto & Lynne Hancock
Tucked away in the serene embrace of a picturesque valley, this reimagined residence in Valley Oak offers over 2,700 square feet of refined living space. With three bedrooms, a private den, and three full bathrooms, every detail shines through a top-to-bottom renovation. Wide plank oak flooring flows seamlessly throughout, while the chef’s kitchen captivates with premium Viking and Fisher & Paykel appliances, paired with stunning Taj Mahal quartzite countertops. The primary suite serves as a tranquil escape, featuring a custom closet and a spa-like bathroom with marble floors and a soaking tub. Outdoor spaces invite relaxation with a refinished pool, spa, and Shellstone sun deck. Modern upgrades, including impact-resistant windows, a high-efficiency HVAC system, and integrated Sonos audio, elevate the experience. Residents benefit from low quarterly fees covering fiber-optic cable and Wi-Fi, with optional access to the esteemed Vineyards Country Club’s exceptional amenities.
- Price:
- $2,195,000
- Size:
- 2,702 sq ft
- Contact:
- Marc Galanto & Lynne Hancock, John R Wood Christie’s International Real Estate, 860.839.3424 , 239.289.4272
545 11th Avenue S | $2,000,000


Randy Keys

Randy Keys
Positioned in the vibrant heart of Old Naples, this waterfront condo captures the essence of coastal living with unparalleled convenience. Just five blocks from the pristine beach and a short walk to the boutiques and dining of 3rd Street South, as well as the iconic 5th Avenue South, this first-floor residence offers a lifestyle of ease and elegance. The open-concept layout invites seamless entertaining, complemented by a screened lanai mere steps from the community pool and grill cabana. Impact-resistant doors and windows ensure peace of mind, while a spacious one-car garage adds practicality. Inside, bamboo flooring flows throughout, and the turnkey-furnished space is ready for immediate occupancy. The updated primary bath impresses with a generous walk-in shower and modern bidet. Having weathered recent storms without damage, this home embodies the timeless charm of Old Naples and the serenity of waterfront living.
- Price:
- $2,000,000
- Size:
- 1,447 sq ft
- Contact:
- Randy Keys, Re/Max Hallmark Realty, 239.287.6725
Penthouse Living — The Gulf Coast’s BestKept Secret | $1,975,000


Listing agents: Angel Wilkinson & Becky Mallari

Listing agents: Angel Wilkinson & Becky Mallari
Rising above the vibrant waterfront of Palmetto, this 15th-floor private-elevator penthouse offers breathtaking views of the Manatee River and the Downtown Bradenton skyline. Architectural elegance meets coastal sophistication in this refined residence, where a spacious split floor plan effortlessly connects indoor and outdoor spaces. Savor the gourmet kitchen, unwind by the gas fireplace, or step onto multiple balconies to embrace the serene riverfront breeze. A private two-car garage adds convenience to this exceptional home. Within one of Palmetto’s most amenity-rich communities, residents enjoy access to three resort-style pools, a dedicated lap pool, a 24-hour fitness center, pickleball courts, and a 9-hole putting green. Social spaces, private theater rooms, guest suites, and proximity to a marina and waterfront dining with live entertainment elevate the lifestyle, creating a perfect blend of luxury and leisure.
- Price:
- $1,975,000
- Size:
- 3,871 sq ft
- Contact:
- Angel Wilkinson & Becky Mallari, Real Broker, Llc & Fine Properties, 813.416.9575 , 941.544.6003
8898 61st Street | $1,950,000


Wally Whisennant

Wally Whisennant
Situated within the serene confines of Pinellas Park’s prestigious equestrian community, this remarkable estate sprawls across 3 acres of gated, fully fenced land, offering unparalleled privacy and space. The thoughtfully designed home features 4 bedrooms and 2.5 bathrooms, with a spacious primary suite that boasts a striking double-sided stone fireplace shared with the living room. An adjacent room offers flexibility as a home office, gym, or nursery. Upstairs, two bedrooms share a convenient Jack & Jill bathroom, while a versatile loft and bonus room provide additional space for hobbies or storage. The kitchen charms with window seats that double as storage, and custom built-in shelving in the living room adds elegance. Modern comforts include double-pane windows, a 3-year-old HVAC system, and a newly replaced roof. Outside, covered porches, a firepit, and RV parking with a 50-amp hookup create an inviting retreat for relaxation and outdoor living.
- Price:
- $1,950,000
- Size:
- 2,595 sq ft
- Contact:
- Wally Whisennant, Coldwell Banker Realty, 727.385.3285


















