SOME HOMES ARE BEAUTIFUL. OTHERS ARE UNFORGETTABLE. At 380 Trade Winds Ave, waterfront living becomes an art form. Here, contemporary architecture meets the ever-changing beauty of the water, creating a residence where exceptional design and an extraordinary coastal setting exist in perfect harmony. Located in the prestigious Connors waterfront community, with the Gulf just minutes from your private dock, this is a home that doesn't simply offer the Naples lifestyle, it gives it an entirely new expression. Originally constructed in 2018 and subsequently transformed through an extraordinary renovation, this remarkable residence blends the advantages of newer construction with the sophistication of a meticulously reimagined modern estate. Offering 4,350 square feet of air-conditioned living space, 5 bedrooms, 6 full bathrooms, a private elevator, and an impressive eight-car garage, every detail reflects a commitment to exceptional living. The luxurious primary suite and three additional en-suite bedrooms provide beautifully appointed retreats, while the fifth bedroom, currently designed as an elegant office, enjoys access to a separate full bathroom. At the heart of the home, a spectacular designer kitchen with TWO expansive islands creates a stunning centerpiece for culinary experiences and memorable gatherings. Beautiful sliding glass doors frame the waterfront scenery, effortlessly connecting the sophisticated interiors with the outdoors. Rich hardwood flooring, custom closets, dramatic architectural accents, and a striking fireplace feature wall create an atmosphere of refined elegance. On the first level, an exquisite custom dry bar and adjoining wine room offer a distinctive setting for showcasing treasured vintages and entertaining in style.
A fully integrated Savant smart home system seamlessly controls lighting, climate, security, music, and entertainment, complemented by premium televisions and integrated speakers throughout the residence and outdoor living areas. The completely transformed pool and spa feature shimmering PebbleTec finishes, custom coping, integrated seating, and enchanting evening illumination. A professionally equipped Lynx outdoor kitchen, complemented by a second upper-level outdoor kitchen, create an exceptional atmosphere for entertaining and relaxation. Private dock access and a boat lift invite spontaneous Gulf adventures, while a whole-house generator, custom flood protection system, and sophisticated landscape lighting provide thoughtful convenience. Offered fully furnished with high-end interior and exterior furnishings, this residence delivers an effortless turnkey experience. Where Naples' celebrated coastline meets the privacy of waterfront living, 380 Trade Winds Ave holds a distinctive place in the luxury landscape. This is a rare convergence of architectural sophistication, waterfront privilege, and uncompromising design, created for those who appreciate the exceptional and settle for nothing less.
Listing Courtesy of FLORIDA GULF COAST MLS / Listed By: Stephen Buchalter, Coldwell Banker Realty
$2,225,000 (USD)
Conners Area Single Family Home
Pending
493 Willet Ave Naples, FL 34108
4 Bed
3 Baths
2146 sqft
MLS# 226001094
A rare investment opportunity and the only multifamily-style residence currently available in the entire Connors area of Vanderbilt Beach. This exceptional Gulf-access waterfront property offers versatility, usability, and long-term value, set on an oversized corner lot with approximately 105 feet of canal frontage.
Constructed of concrete block and designed as a single-story residence, the property features a primary home plus a separate guest apartment, creating a flexible layout ideal for personal use, income potential, or extended family living. A private dock is already in place and accommodates two boat lifts, including one lift with a boathouse, providing protected and convenient boating access. The wide canal offers open water views, excellent maneuverability, and a desirable setting within one of Naples’ most established boating communities.
Outdoor living is a standout feature of the property, thoughtfully designed for both entertaining and relaxation. Enjoy the beautiful infinity-edge pool surrounded by an expansive paver deck, along with a canal-front tiki hut featuring a full bar, Bluetooth speaker system, and scenic water views—perfect for sunset gatherings. A pergola with integrated lighting creates an inviting space for evening dining or lounging, while a private 7-hole mini-golf course adds a distinctive and rarely found amenity that enhances both lifestyle enjoyment and guest appeal.
Interior spaces are comfortable, stylish, and fully updated, featuring a split-bedroom floor plan, abundant natural light, and seamless indoor-outdoor connectivity. The entire interior has been completely renovated with modern finishes and improved functionality throughout. The single-level design enhances accessibility and everyday livability.
The main residence includes three bedrooms plus a den and two full baths. A separately metered guest apartment with private entrance and dedicated parking offers one bedroom, one bath, kitchen, living area, laundry, and screened porch—allowing for independent use or rental flexibility.
Recent improvements include a new roof, impact-resistant windows and sliders throughout, and storm surge protection, providing added peace of mind and long-term durability.
With multiple living spaces, two boat lifts, and direct Gulf access, this canal-front property offers a level of flexibility rarely found in the Connors area and supports a wide range of ownership strategies.
Ideally located near Vanderbilt Beach, the Ritz-Carlton, and Mercato, with convenient access to premier dining, shopping, and coastal amenities, this property presents a compelling opportunity in one of Naples’ most desirable waterfront neighborhoods.
Listing Courtesy of SWFMLS / Listed By: Stephen Buchalter, Coldwell Banker Realty
$1,999,999 (USD)
Naples Park Area Multi-Family Home
Active
683 100th Avenue N Naples, FL 34108
7 Bed
0 Baths
3002 sqft
MLS# 226036391
RENOVATED NAPLES PARK FOURPLEX ON A RARE DOUBLE LOT—OFFERED FURNISHED. Just minutes from Vanderbilt Beach, this exceptional residential-income property combines four beautifully updated residences, a private resort-style pool and spa, and an irreplaceable Naples Park location near the Ritz-Carlton, LaPlaya Beach & Golf Resort, Delnor-Wiggins Pass State Park, Mercato, Waterside Shops, Whole Foods, dining, and entertainment.
Completed in 2023, the extensive renovation includes a new roof, hurricane-impact windows and doors, and a stunning new pool and spa. Two separate buildings encompass four furnished residences with a combined 7 bedrooms and 7 baths, thoughtfully arranged around a private central courtyard. The result is a rare property that offers both the flexibility of a multi-family investment and the appeal of a private coastal compound.
The centerpiece is the beautifully designed outdoor living space: a sparkling pool and spa, expansive paver deck, outdoor shower, and multiple areas to gather, dine, relax, and enjoy the Naples sunshine. Whether spending the day at the beach, lounging by the pool, or entertaining beneath the palms, the setting delivers the indoor-outdoor lifestyle buyers want in Naples.
Set on approximately 13,504 square feet across Lots 5 and 6, this oversized double-lot property offers privacy, space, and versatility that are increasingly difficult to find in Naples Park. Seven open parking spaces add convenience for residents and guests. Offered furnished, this is a ready-to-enjoy opportunity for an investor, a buyer seeking a multi-generational retreat, or anyone wanting a distinctive property close to the beach.
More than a fourplex, this is a fully renovated Naples's lifestyle property where location, land, resort-style outdoor living, and income-producing potential come together.
Listing Courtesy of FLORIDA GULF COAST MLS / Listed By: Stephen Buchalter, Coldwell Banker Realty
$1,595,000 (USD)
Naples Park Area Single Family Home
Active
561 94th Ave N Naples, FL 34108
4 Bed
2 Baths
1739 sqft
MLS# 225003055
This fully remodeled 4-bedroom, 2-bathroom home offers modern finishes and ample space for comfortable living. Located in a highly desirable area, this property blends style and functionality. The spacious layout provides a welcoming environment for both relaxation and entertaining. The updated kitchen features sleek countertops and brand-new appliances, while the bathrooms have been thoughtfully designed with contemporary touches.
Only a mile to Vanderbilt Beach and close to Wiggins Pass State Park, this beautifully located vacation home offers the ideal mix of comfort and convenience. With easy access to both beaches, you can enjoy a variety of outdoor activities that Naples is known for. For entertainment, take a short drive to Mercato for shopping, dining, and entertainment, or relax at home while enjoying the stunning Naples skyline.
This home offers everything you need for a relaxing vacation or year-round living.
Listing Courtesy of SWFMLS / Listed By: Stephen Buchalter, Coldwell Banker Realty
$1,249,000 (USD)
Naples Park Area Single Family Home
Active
538 106th Ave N Naples, FL 34108
3 Bed
2 Baths
1370 sqft
MLS# 225007918
Discover your ideal Florida retreat in the highly sought-after Naples Park 500 Block! This beautifully remodeled 3-bedroom, 2-bathroom home seamlessly blends modern elegance with laid-back coastal living. Located just steps from Vanderbilt Beach and premier shopping, this residence offers the perfect mix of sophistication and accessibility.
The open-concept layout features new tile flooring that flows effortlessly through the living spaces, adding both style and functionality. A gourmet kitchen takes center stage with a stunning waterfall island, shiplap accents, KitchenAid appliances, and innovative pop-up wireless charging stations. With expansive counter space and bar seating, it’s the perfect place to cook and entertain. Spacious bedrooms boast custom closets, while the master suite overlooks the pool, creating a tranquil retreat. The guest bathroom offers a relaxing tub, ideal for unwinding. Completing the interior is a freshly painted look, modernized with a new roof, impact glass windows, and sliders for comfort and peace of mind.
Outside, enjoy resort-style living with a saltwater pool surrounded by new pavers, complemented by an outdoor kitchen, a grill, and a charming chickee hut. The screened front porch is perfect for morning coffee or evening cocktails, while lush tropical landscaping, a manicured lawn, and new landscape lighting create a serene ambiance. With updates such as an epoxy-coated garage floor and a new irrigation system, this property is truly move-in ready.
Whether you’re looking for your dream home or a high-yield vacation rental, this Naples Park retreat offers unmatched quality and appeal.
Listing Courtesy of SWFMLS / Listed By: Stephen Buchalter, Coldwell Banker Realty
$620,000 (USD)
Village Walk Of Bonita Springs Area Single Family Home
Active
28023 Dorado Drive Bonita Springs, FL 34135
2 Bed
2 Baths
1534 sqft
MLS# 226032287
Welcome to 28023 Dorado Drive, where easy Florida living meets comfort, style, and resort-inspired amenities. This beautifully maintained, turnkey Capri villa offers 2 bedrooms, 2 baths, a versatile open den, and a bright, open layout designed for relaxed everyday living and effortless entertaining.
Step outside to your private screened lanai and heated pool, where peaceful lake views create the perfect setting for morning coffee, afternoon swims, or quiet evenings at home. The interior is bright and inviting, with volume ceilings, abundant natural light, porcelain tile flooring, plantation shutters, granite countertops, stainless steel appliances, under-cabinet lighting, and generous storage throughout.
The split-bedroom floor plan offers privacy for owners and guests, while the spacious primary suite features a walk-in closet and private bath with dual sinks and a walk-in shower. Additional highlights include accordion hurricane shutters, a newer pool heater, and an attached 2-car garage.
Located in the highly desirable gated community of Village Walk of Bonita Springs, residents enjoy resort-style pools, fitness center, tennis, pickleball, bocce, walking and biking paths, clubhouse, restaurant, salon, post office, gas station, and more, all right within the neighborhood.
Whether you’re looking for a full-time residence or the perfect Southwest Florida retreat, this is the kind of home that makes it easy to settle in and enjoy the Florida lifestyle from day one.
Listing Courtesy of FLORIDA GULF COAST MLS / Listed By: Stephen Buchalter, Coldwell Banker Realty
A fully integrated Savant smart home system seamlessly controls lighting, climate, security, music, and entertainment, complemented by premium televisions and integrated speakers throughout the residence and outdoor living areas. The completely transformed pool and spa feature shimmering PebbleTec finishes, custom coping, integrated seating, and enchanting evening illumination. A professionally equipped Lynx outdoor kitchen, complemented by a second upper-level outdoor kitchen, create an exceptional atmosphere for entertaining and relaxation. Private dock access and a boat lift invite spontaneous Gulf adventures, while a whole-house generator, custom flood protection system, and sophisticated landscape lighting provide thoughtful convenience. Offered fully furnished with high-end interior and exterior furnishings, this residence delivers an effortless turnkey experience. Where Naples' celebrated coastline meets the privacy of waterfront living, 380 Trade Winds Ave holds a distinctive place in the luxury landscape. This is a rare convergence of architectural sophistication, waterfront privilege, and uncompromising design, created for those who appreciate the exceptional and settle for nothing less.