Conners Homes with Two Story Style

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Newest Conners Homes with Two Story Style

$11,950,000

5 Beds ⋅ 6 Baths ⋅ 226028092 MLS

WALK TO THE BEACH AND KEEP YOUR BOAT IN YOUR BACKYARD! Now officially an award winning residence, 141 Channel Drive received the Grand Aurora Award for Best Custom Home Over 5,000 Square Feet at the Southeast Building Conference Awards in Orlando. Brand new, fully furnished, and just completed, this extraordinary waterfront estate represents the pinnacle of luxury living in the highly sought after Vanderbilt Beach neighborhood. Built by Diamond Custom Homes, designed by Stofft Cooney Architects, and featuring sophisticated interiors by EDGE, this exceptional residence is completely move in ready and showcases the very best of refined coastal design. Offering 9,676 total square feet with 5,497 square feet of air conditioned living space, the home features five bedrooms, five full bathrooms, and one half bathroom. Stunning architectural details include 12 foot beamed ceilings, a dramatic stone stair tower, naturally stained wood flooring, custom cabinetry, a bespoke range hood, and beautifully designed shelving throughout. The outdoor living areas are equally impressive, with a fully equipped summer kitchen, expansive lounge and dining spaces, and a resort style pool and spa overlooking the water. A private third level balcony off the primary suite provides breathtaking waterfront views and a peaceful setting to enjoy the Naples lifestyle. This is one of the rare locations where you can dock your boat in your backyard and walk to the beach within minutes. With direct Gulf access and close proximity to world class dining, shopping, and entertainment, this award winning residence offers an unparalleled opportunity to enjoy the very best of Naples waterfront living.

141 Channel Drive, Naples

Listing Courtesy of Naples Homes

$4,175,000

4 Beds ⋅ 6 Baths ⋅ 226019283 MLS

Welcome to a newly constructed 2023 Gulf-access waterfront custom residence in The Conners at Vanderbilt Beach, one of Naples’ most sought-after boating communities. Perfectly positioned on a quiet south-facing cul-de-sac lot with sweeping canal and bay views, this exceptional home offers effortless luxury boating and beach living just moments from Vanderbilt Beach. Built for both sophistication and peace of mind, this elevated all-block construction home sits 11ft+ elevation (as per elevation certificate) and features all impact-rated windows and doors, a new 99-foot seawall, new dock with jet ski lifts, whole-home Generac generator, home automation, Kinetico whole home water filtration system, sunset lanai, outdoor shower and a resort-style saltwater pool and spa. Designed to maximize waterfront living, walls of floor-to-ceiling corner-pocket sliders create a seamless indoor-outdoor lifestyle filled with natural light and stunning water views. The expansive grand room features a striking fireplace and elegant gathering spaces, while the chef’s kitchen showcases custom cabinetry, quartz countertops, gas cooktop, and an oversized island ideal for entertaining. The thoughtfully designed floor plan includes 4 spacious bedrooms, 5.5 baths. including a pool bath, a private office or flex room on the first floor with adjacent full bath, and an additional second floor family room. Every space is finished with refined coastal elegance and designed for comfortable luxury living. Outdoor living is equally impressive with expansive waterfront terraces, an outdoor kitchen and dining area, multiple lounge spaces, fully fenced yard, and a sunset deck capturing forever bay views. Enjoy direct boating access through Vanderbilt Bay and Wiggins Pass to the Gulf, watch dolphins swim by, fish from your dock, or head out for waterfront dining, a sunset cruise or a day on the boat or jet skis. Whether hosting guests or enjoying peaceful mornings by the water, this home delivers the quintessential Naples waterfront lifestyle. Located just minutes from Mercato, Pelican Bay Community Park with new pickleball courts, The Ritz-Carlton Beach Resort, La Playa Beach Resort, Waterside shops, Mercato and nearby private beach clubs that you can join including the newly approved Paraiso Beach Club, this extraordinary residence blends luxury, convenience, and the very best of coastal living.

388 Pine Avenue, Naples

Listing Courtesy of Compass Florida LLC

$2,299,000

4 Beds ⋅ 3 Baths ⋅ 226011413 MLS

Experience the ultimate Southwest Florida lifestyle at 480 Oak Avenue, a prime SOUTHERN EXPOSURE waterfront residence in the heart of North Naples. Positioned on a wide canal with beautiful water views just off the bay with view of Ritz-Carlton Residences of Naples. This exceptional property offers direct boating access to the Gulf of Mexico, allowing you to enjoy world-class fishing, island hopping, and breathtaking Gulf sunsets within minutes of leaving your dock. This 4-bedroom, 3-bathroom home features generous living spaces, a two-car garage, and a seamless indoor-outdoor design ideal for entertaining. The backyard is a private tropical retreat complete with a pool, waterfront patio, and boat dock, creating the perfect setting for relaxing after a day on the water. Located just minutes from the pristine beaches of Vanderbilt Beach and the upscale shopping, dining, and nightlife of Mercato, this property offers unmatched convenience in one of the most desirable areas of Naples. Whether you are seeking an exceptional primary residence, a seasonal coastal retreat, or a high-performing short-term rental investment, 480 Oak Avenue represents an exceptional opportunity to own waterfront property in one of Naples’ most sought-after locations.

480 Oak Avenue, Naples

Listing Courtesy of Real Broker, LLC

$3,299,000

4 Beds ⋅ 4 Baths ⋅ 226009611 MLS

BEST 2 story 4 BR/4 bath home on the market in this price range! Some rental homes like this can generate up to $45k/month in season. Beautiful coastal retreat residence ready for you to move in. Bright open design with 14 foot ceilings. Fully furnished! Four en suite bedrooms. A 3 story elevator make this home perfect for guests and entertaining. Very large garage that you can renovate into whatever you need, and still have a nice large garage! Owner added new Water Barriers so future storms aren’t a problem in the garage! NO past water intrusion into living spaces from storms. Outdoor space designed for relaxation. Heated pool, integrated spa, screened with picture frame upgrade for increased beauty. The essence of Naples living with sun-soaked days and breezy coastal evenings. Whole home generator too! Gulf access from your private dock with a 20,000 lb. boat lift.

451 Oak Avenue, Naples

Listing Courtesy of Berkshire Hathaway FL Realty

$3,800,000

5 Beds ⋅ 5 Baths ⋅ 226007087 MLS

Paradise awaits beach lovers and boating enthusiasts in the highly sought after Conners at Vanderbilt Beach. This exceptional Gulf access residence offers coveted southern exposure, a private dock with new boat lift, and immediate access to the open waters of the Gulf. Just steps from the sand, the location delivers the ultimate Naples waterfront lifestyle. Designed with architectural intention and a clean coastal aesthetic, the home showcases smooth white walls, soaring ceilings, dramatic half circle arches, and refined designer finishes throughout. The layout flows effortlessly, creating a serene indoor outdoor experience ideal for both entertaining and everyday living. The main level features a spacious great room, an expansive dining area that connects seamlessly to the gourmet kitchen, and a first floor primary suite offering privacy and comfort. A guest bedroom with French doors opens directly to one of two oversized patios, while a full guest bath completes the level. Outdoor living is equally impressive with a resort style pool and spa, outdoor shower, and convenient powder bath designed for seamless entertaining. Upstairs, a flexible landing area serves as a bonus lounge or media space. Three additional bedrooms and two baths, including one ensuite, provide ample space for family or guests. A generous balcony captures coastal breezes, and additional storage enhances functionality. Conners offers the rare advantage of no HOA fees while placing you in the heart of North Naples. Fine dining, upscale shopping, and daily conveniences are moments away, making this property a true blend of luxury, location, and lifestyle.

494 Seagull Avenue, Naples

Listing Courtesy of Naples Homes

$4,900,000

5 Beds ⋅ 6 Baths ⋅ 226000197 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary opportunity to complete this exceptional waterfront estate on the widest canal in Vanderbilt Conners! Just moments from the sugar-sand beaches of Vanderbilt. Positioned on a lot with exceptionally wide water views. Custom home boast over 5,700 square foot and is constructed on pilings offering discerning buyers the rare opportunity to fully customize a modern coastal masterpiece to their exact vision. The home is thoughtfully designed for grand waterfront living, featuring an infinity-edge pool, fire pit, privacy wall, and newly constructed seawall, all oriented to maximize sweeping water views and breathtaking sunsets. The expansive footprint allows for six or more cars in tandem, ideal for all the toys and car enthusiast! Set along one of the most impressive waterways in Conners, the property enjoys sparkling water views and Gulf-access boating creating a dramatic backdrop for elevated indoor and outdoor living. With windows, doors, and interior finishes yet to be selected, this residence invites the future owner to curate every detail, from luxury materials and bespoke millwork to a chef’s kitchen, spa-like primary suite, and refined entertaining spaces. Enjoy the ultimate in boating from your own backyard! Surrounded by estate homes and offers both privacy and prestige. Just minutes to Vanderbilt Beach, the Ritz-Carlton, LaPlaya, Mercato, and Naples’ finest dining and shopping, this is an opportunity to save years of planning and permitting while still creating a fully custom personalized luxury waterfront retreat. A truly exceptional offering where vision meets location, scale, and lifestyle—on one of Naples’ most coveted and widest waterways.

415 Seabee Avenue, Naples

Listing Courtesy of John R Wood Properties

$7,499,000

4 Beds ⋅ 6 Baths ⋅ 225077829 MLS

LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting. Built in 2020, this coastal masterpiece blends modern elegance with timeless craftsmanship. The thoughtfully designed open floor plan with soaring volume ceilings creates an airy, light-filled environment ideal for both relaxation and entertaining. The luxurious ground-floor primary suite is complemented by three additional en suite bedrooms, providing comfort and privacy for family and guests. A dedicated study and sophisticated open kitchen with a large island enhance functionality and style. The home also includes a second laundry room conveniently located on the second floor, adding to its practicality. Designed for hosting or simply enjoying the Florida lifestyle, the outdoor living spaces are truly exceptional. The screened lanai and open patio feature multiple seating areas, a built-in grill, outdoor fireplace, and a full outdoor kitchen. The resort-style pool and spa complete this private retreat. For boat enthusiasts, a custom dock accommodates vessels up to 42 feet, offering direct access to the bay and beyond. Impact-resistant doors and windows, a whole-house generator, and electric shutters provide security and peace of mind. A generous three-car garage offers ample space for storage and parking. This remarkable residence represents the best of Naples waterfront living—where luxury, design, and location meet to create the quintessential coastal dream lifestyle. Bonus-in addition, this property offers an opportunity to be part of the newly formed Paraiso Beach Club. Enjoy two beautiful restaurants, multiple pools on the beach and luxury beach living.

103 Bayview Avenue, Naples

Listing Courtesy of Gulf Coast International Prop

$5,400,000

4 Beds ⋅ 4 Baths ⋅ 225072095 MLS

A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

371 Bayside Avenue, Naples

Listing Courtesy of Compass Florida LLC

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