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An exceptional opportunity to own a beautifully crafted residence in one of Naples' most coveted waterfront neighborhoods, Five Hundred Fifty Twenty-First Avenue South captures the essence of effortless luxury in the heart of Aqualane Shores. Ideally positioned adjacent to Port Royal and just moments from the Gulf's pristine beaches, Third Street South, and Fifth Avenue South, this remarkable home offers an unrivaled blend of elegance, comfort, and location. Encompassing approximately Four Thousand square feet of thoughtfully designed single-level living, the residence is filled with natural light and showcases soaring ceilings, solid Eight-foot core doors, and exquisite custom millwork that reflect impeccable craftsmanship throughout. Designed for both intimate living and sophisticated entertaining, the open floor plan flows seamlessly between gracious interior spaces and spectacular outdoor living. The contemporary primary suite is a private sanctuary featuring multiple walk-in closets and a spa-inspired bath with dual vanities, a soaking tub, and a separate walk-in shower. Two additional ensuite guest bedrooms, a versatile fourth bedroom currently serving as a den, and an elegant powder bath provide exceptional comfort and flexibility for family and guests alike. Beyond the interiors, a true resort-inspired retreat awaits. The expansive marble-tiled lanai surrounds a heated pool with a cascading waterfall spa, while the fully equipped outdoor kitchen creates the perfect backdrop for elegant alfresco dining and unforgettable evenings under the stars. Lush, professionally designed landscaping provides exceptional privacy and a serene tropical setting. Whether enjoying a morning walk along the sugar-white sands of the Gulf, dining at Naples' finest restaurants, or browsing the boutiques and galleries of nearby Third Street South and Fifth Avenue South, this extraordinary residence offers the quintessential Naples lifestyle. Beautifully finished and offered move-in ready, this is luxury living at its finest.
#226026963

NAPLES

550 21ST AVE S

4 Beds

4 Baths

3,982 Sq.Ft.

$5,495,000

MLS#: 226026963

Situated in the sought-after Mangrove Bay neighborhood of Olde Naples, this coastal retreat captures the essence of refined waterfront living. The home offers just over 3,600 square feet of air-conditioned space on a generously sized, southern facing, waterfront lot. The thoughtfully designed Amelia III floor plan includes three en-suite bedrooms in the main residence, complemented by a detached guest suite above the garage—ideal for hosting family or friends. Interiors are elegantly finished with white oak flooring, vaulted tongue-and-groove ceilings, custom Ruffino cabinetry, and rich architectural millwork. The chef’s kitchen is outfitted with Wolf and Sub-Zero appliances, a 48-inch gas range, wine cooler, and a spacious walk-in pantry. Indoor spaces flow seamlessly to the outdoors, where a covered lanai features roll-down screens, a built-in grill, fireplace, and a saltwater pool and spa with a cascading wet wall—all designed for year-round enjoyment and entertaining. A private, deeded boat slip accommodates vessels up to 40 feet and offers a 20,000lb lift, providing direct access to the Gulf of Mexico. Additional upgrades include impact-rated windows and doors, a standing-seam metal roof, tankless water heater, generator, and advanced smart home systems. Located within walking distance to 5th Avenue South, Baker Park, the Gordon River Greenway, and the white-sand beaches of Naples, this residence offers both a vibrant lifestyle and peaceful privacy. The community includes luxury amenities such as a wellness center, concierge services, and a scenic waterfront setting. Meticulously designed and superbly located, this home represents a rare blend of timeless design and modern convenience in one of Naples’ most desirable waterfront settings.
#2025003711

NAPLES

1432 2nd AVE S

4 Beds

4 Baths

3,640 Sq.Ft.

$5,495,000

MLS#: 2025003711

This iconic residence crowns the 23rd floor of Seaglass at Bonita Bay, where two units have been masterfully combined into a singular, 6,000-plus-square-foot designer showcase with expansive outdoor living. Every inch reflects opulence and visionary artistry by the renowned Collins & DuPont team, earning its feature in Florida Design Magazine for elevated, livable design. Framed by uninterrupted Gulf and Bay views through soaring floor-to-ceiling windows, the condominium offers a sensation of floating above it all like a bird in flight. Western-facing balconies offer retractable screens and hurricane shutters, creating year-round comfort and protection while delivering front-row seats to the Gulf’s ever-changing canvas and majestic sunsets. The great room flows effortlessly into multiple living and entertainment spaces: a piano nook, lounge area, pool table zone and dining—all anchored by a gourmet kitchen that would make any chef swoon. Rich wood tones contrast against crisp quartz countertops, a sprawling center island, and cabinetry that feels more like bespoke furniture. Even the view from the sink is striking. In the dining area, a custom wet bar elevates entertaining, while LED-lit radius ceilings add sculptural drama throughout. Even the powder room and laundry room shimmer with designer touches. The primary suite offers a serene, Gulf-facing retreat with a spa-style bath, oversized glass-enclosed shower, double vanities, and a boutique-style walk-in closet with multiple quartz islands. Two en-suite guest bedrooms on the east wing offer luxury and privacy for family and visitors. Two separate office spaces provide flexibility for remote work, hobbies, or can be easily converted into additional guest suites. A dedicated den offers an immersive cinematic experience. A private, air conditioned two-car garage and two additional parking spaces complete this rare offering. Your masterpiece in the sky awaits.
#225060523

BONITA SPRINGS

4971 Bonita Bay BLVD 2303-04

3 Beds

4 Baths

6,176 Sq.Ft.

$5,495,000

MLS#: 225060523

Welcome to this exceptional homesite in Aqualane Shores located on Egret Channel with rare long water views down Ibis Cove and across to Aqua Cove. Unlike many canal-front properties, the view extends beyond the immediate waterway, creating a greater sense of openness and visual depth enhanced by the surrounding luxury residences. It is approximately 0.34 acres with approximate dimensions of 100-by-150 feet. There is direct Gulf access with no bridges. The homesite is ideally situated just a few blocks from the beach, 3rd Street South and the dining, shopping and entertainment of Olde Naples. The former residence has just been removed with demolition now complete, presenting a cleared homesite. An existing dock and lift are present; however, their condition is unknown and should not be accessed. This is an exceptional opportunity to build a custom waterfront residence in one of Naples' most desirable waterfront neighborhoods.
#226021648

NAPLES

421 21st AVE S

None Beds

None Baths

0.34 acres

$5,495,000

MLS#: 226021648

New Gulf front construction by Windover Development is now available. This 4,800+ sq ft home boasts 5 beds, 5 full baths, 2 half baths with an open floor plan and exceptional use of space. No details overlooked with wood-accented volume ceilings, designer lighting features, and the finest of furniture and decor. The main level is accented by fully-pocketing sliders that open to panoramic Gulf views. Gourmet kitchen features Thermador appliances, granite counters, and a spacious walk in pantry—all adjacent to a full-size built-in bar. Off the main level is an elevated deck with dramatic infinity pool, in ground spa, and entertaining area with fireplace, gas grill, and mounted LG flat screen TV. The master retreat is accented by an exposed wood beam ceiling feature, beachside balcony, and a spa-like master bath with His and Hers vanities and walk in closets, freestanding Victoria Albert tub, and an over-sized walk in shower. Other features include private elevator, Crestron home automation system, electronic shade and hurricane shutter control, and Vitex security system. This caliber of new construction is rarely available and should not be missed.
#214070193

BONITA SPRINGS

26740 Hickory BLVD

5 Beds

5 Baths

4,879 Sq.Ft.

$5,495,000

MLS#: 214070193

Unique new construction in Olde Naples! Enjoy the best of Florida living just across the street from the beach. Outstanding design of that elegant home will satisfy the most distinguish taste. Two master suites exudes elegance with the carefully design master bathroom, large kitchen design with elegance opens up to the great room overlooking the pool, perfectly incorporating indoor and outdoor living space and allowing the fabulous setting for entertaining. Large loft area with a sun deck overlooking private pond. Residence is conveniently located just few steps to the beach and walking distance to 3rd Street upscale shopping and dining area.
#213511668

NAPLES

1475 Gulf Shore S BLVD

5 Beds

5 Baths

6,152 Sq.Ft.

$5,495,000

MLS#: 213511668

179 Mahogany Dr., a magnificent residence located in the prestigious Pine Ridge Estates. Situated on a 1.51-acre fenced lot. No expense has been spared in creating a luxurious atmosphere, with top-of-the-line features and finishes throughout. The gourmet kitchen is a culinary enthusiast's dream, equipped with Jenn Air appliances, an expanded island, and plenty of cabinet space. The interior design of this home is wonderful, with custom ceilings, crown molding, and attention to detail evident in every room. The master bedroom is a sanctuary of tranquility, featuring spacious walk-in closets and a large master bathroom. For those who appreciate a work-from-home environment, the study is equipped with built-in wall cabinetry and an adjacent wet bar, creating a functional and stylish workspace. The outdoor amenities of this home are equally impressive, allowing for a seamless transition from indoor to outdoor living. The covered lanai provides a shaded retreat, while the outdoor kitchen with grill and bar invites you to entertain in style. The heated salt pool and spa provide a refreshing escape, while the gas-raised fire feature adds a touch of ambiance.
#226025428

NAPLES

179 Mahogany DR

4 Beds

4 Baths

4,338 Sq.Ft.

$5,495,000

MLS#: 226025428

Discover a rare combination of space, privacy and freedom in the heart of Naples. West of Airport-Pulling Road on a full acre of land, this newly constructed estate is a dream for car collectors, entertainers, and anyone seeking a lifestyle without compromise, or HOA restrictions. A standout, the home features a five-car garage with room for lifts, ideal for housing your automotive collection or weekend toys. Inside, an open floor plan unfolds with soaring ceilings, a designer kitchen with scullery, and expansive living spaces that flow seamlessly to the show-stopping resort-style lanai and oversized pool with panoramic lake views. The backyard even has room for a pickleball court. Thoughtfully designed with a VIP guest suite and a large game room or flex space, this home offers privacy for family and friends while still feeling connected. Best of all, no HOA fees, no pet restrictions and no architectural review boards, just the freedom to live your dream life, your way. All just within a short drive to the beach, minutes to Mercato and Waterside Shops, and zoned for top-rated schools.
#225074414

NAPLES

2337 Anthony CT

4 Beds

5 Baths

5,755 Sq.Ft.

$5,495,000

MLS#: 225074414

This custom-built estate resides in the Estuary at Grey Oaks on a premier cul-de-sac homesite with an incredibly private panoramic lake, green and golf course view. Its over 8,100 square feet of elegant living area has five bedrooms and five-and-a-half baths plus a wood paneled study and second floor game room. The moment you enter the home through the large mahogany front door the custom detail is evident in the two story living room with coffered ceiling complete with a gas stone fireplace and custom staircase with iron railing. The incredible outdoor living space consists of a free form pool with spa and waterfall, spacious covered living area with a gas fireplace and outdoor kitchen. Additional features include neutral stone floors throughout main living areas, climate controlled wine room, home theater, five-car garage and a private elevator. A world of luxury awaits you the award-winning Grey Oaks Country Club community just minutes from Naples world-class amenities.
#215001955

NAPLES

1416 Nighthawk PT

5 Beds

5 Baths

8,170 Sq.Ft.

$5,495,000

MLS#: 215001955

Nestled in the in vibrant heart of town this exquisite home offers a charming and timeless opportunity that is truly unparalleled. Imagine waking up each morning and strolling along the pristine beaches just a short walk away. Or indulging in the world-class amenities of the newly built Four Seasons resort. Downtown Olde Naples and the renowned NCH hospital are within a few blocks. Situated on a sprawling lot with breathtaking long lake views, the possibilities are endless. Whether you choose to embark on a new construction project or initiate a remodel, this prime location offers the perfect canvas to create your dream home. The 1957 residence features three bedrooms, two baths, adorned with stunning vaulted ceilings and numerous timeless built in bookshelves. The centerpiece of this oasis is the large pool and patio area, perfect for entertaining guests or simply basking in the Naples sun. Additionally, a detached one-bedroom guest house provides the ultimate privacy and comfort for your visitors. Embrace the Naples lifestyle in all its glory, and seize the opportunity to call this one-of-a-kind property your own. Don’t miss out on this location!
#223092523

NAPLES

411 Palm E CIR

4 Beds

3 Baths

2,838 Sq.Ft.

$5,495,000

MLS#: 223092523

Relaxed beach house flawlessly detailed by W Design in the amenity-rich Moraya Bay building is sure to impress even the most discerning of buyers. The sprawling four-bedroom and a den/media room floor plan thoughtfully surrounds the floor-to-ceiling glass with unobstructed, southern views of the Gulf. Beautiful oak floors set the tone for the coastal color palette and perfectly draw the eye to the expansive lanai with matching tile flooring that brings the outside in. The peaceful master suite is paradise found with a resort-style bath, a well-designed walk-in closet and convenient access to the lanai. Custom shiplap walls, modern ceiling treatments and fully inset cabinets are just a few additional upgrades to appreciate. Moraya Bay offers all the conveniences of a 5-star resort with a beach club, pool and beachside service, concierge services, fitness center, restaurant, and 24-hour security.
#219074102

NAPLES

11125 Gulf Shore DR 1002

4 Beds

3 Baths

4,184 Sq.Ft.

$5,495,000

MLS#: 219074102

A rare Villas Escalante opportunity located in the heart of Old Naples, this stunning villa is just two blocks from the beach and steps to the restaurants, galleries and shopping on Fifth Avenue and Third Street. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors by Bosco and custom Siematic cabinetry in the kitchen and baths. A private interior elevator leads you to the additional floors featuring a fitness room, guest suites with German-imported custom closets, full marble bath and individual balconies. The spacious master bedroom suite and master bath features a soaking tub and Spanish marble. The exterior botanical garden setting complements the expansive interior courtyard and sparkling pool — a true downtown gem!
#222020579

NAPLES

270 5th S AVE H-2

4 Beds

4 Baths

3,576 Sq.Ft.

$5,495,000

MLS#: 222020579

Bay views to Yacht Club! Walk to beach and 3rd Street South bistros and shopping! A Yachting Connoisseur & Car Collector's Dream Come True. Captivating & Vivacious "For Entertaining"! Rare Commodity! 200 Ft. Waterfrontage! Enjoy a scenic panorama of Naples Bay to the Yacht Club! Garage spaces for 10+ cars! Two 70 ft. docks + covered slip for 35-40 footer. Second slip for tender or flats boat. Immerse yourself in a delightful environment ideal for festivities. Incredible: 900 sq.ft. entertainment room w/27 ft. cupola and billiard room. Soaring ceilings. Exquisite walnut and mahogany floors. Views like being on the bow of a ship!! Exquisite kitchen w/Bay view. Master bedroom w/12 ft. vaulted ceiling & views to the Yacht Club. Deck of South American walnut (100-year lifespan). Garages approximately 2,500 sq.ft. Huge guest apartment.
#213503665

NAPLES

695 16TH S AVE

4 Beds

6 Baths

8,000 Sq.Ft.

$5,495,000

MLS#: 213503665

Magnificent! An impeccable extensive renovation created an exquisite custom-built home distinct from any other in Bay Colony. From the Legno Bastone walnut flooring to the sophisticated paneling throughout, no detail was overlooked. Taj Mahal stone countertops, Wolf & Sub-Zero appliances, a Sonos sound system, and Sierra Pacific Impact glass are but a few of the exceptional features. An extraordinary outdoor lanai and gas heated saltwater pool along with smart home technology and meticulously selected interior furnishings complete this singular masterwork. Delight in stunning sunsets from a perfect location in the picturesque villa neighborhood of Vizcaya set within the exclusive gulf-front gated enclave of Bay Colony. Enjoy private beach access with attended white glove service, a member-only Beach Club & Restaurant and Tennis Center as well as all of Pelican Bay’s resident amenities including its two Beach Restaurants, Fitness center and Tennis Courts.
#220081256

NAPLES

8057 Via Vecchia

4 Beds

3 Baths

3,605 Sq.Ft.

$5,495,000

MLS#: 220081256

Marbella’s largest penthouse offering spectacular views of the Gulf, Lagoons to the west and the Club at Pelican Bay to the east from three large terraces. Make this sprawling 3 bedroom plus den with 3 and ½ bathroom consisting of over 3,300 square feet of living space to create your majestic 22nd floor estate home. The Marbella resort style amenities include concierge services, dining and room service, housekeeping and maintenance services with assisted care facility when you need it. All of this is centered in the exclusive Pelican Bay Community of Naples, Florida.
#223041479

NAPLES

7425 Pelican Bay BLVD PH-2201

3 Beds

3 Baths

3,340 Sq.Ft.

$5,495,000

MLS#: 223041479

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