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A true Pine Ridge compound, 185 Tupelo Road is designed for people who live, host, and work on a large scale. Set on a secluded 1.17-acre homesite, this residence offers approximately 13,474 square feet under air (over 21,000 square feet total), with 12 bedrooms, 9.5 baths, two full guest houses, a private theater, and resort-style outdoor living.

Inside the main home, a grand entry opens to multiple living and dining areas that comfortably handle everything from everyday life to large gatherings. The central kitchen is outfitted with professional-grade Viking appliances, a prep island, and an expansive butler’s pantry with wine and bar service, anchoring the home for serious cooking and effortless entertaining.

The floor plan offers tremendous flexibility with numerous additional rooms for offices, playrooms, fitness, or creative spaces. The spacious primary suite includes a sitting area, dual walk-in closets, and a spa-style bath with soaking tub and multi-head shower.

Two separate guest houses/in-law suites make this property stand out. Each offers its own living room, kitchenette, bedroom, and bath, ideal for long-term guests, multi-generational living, staff, or a private work retreat - while maintaining privacy from the main residence.

At the heart of the property is a dramatic courtyard with a free-form lagoon pool, waterfall grotto, integrated spa, and generous deck space for lounging in the sun or shade. An outdoor kitchen with built-in grill and bar seating makes entertaining simple, while a pool bath, cedar-lined sauna, and separate steam shower turn the courtyard into a true at-home resort.

A dedicated home theater with multi-level seating and immersive sound delivers a true cinema experience without ever leaving the property. Practical features include a four-car garage, mudroom, dual laundry areas, and a discreet service corridor to keep daily life and larger events running smoothly.

Located in highly sought-after Pine Ridge Estates, minutes to Naples’ Gulf beaches, Waterside Shops, Mercato, fine dining, and cultural venues - 185 Tupelo Road offers the scale of a private estate with the convenience of an in-town address. A rare opportunity for buyers seeking space, privacy, and versatility in one of Naples’ most coveted neighborhoods.

NAPLES

185 Tupelo RD

6 Beds

9 Baths

13,474 Sq.Ft.

$9,950,000

MLS#: 225079634

This meticulously maintained estate home in the Estuary at Grey Oaks is the perfect place to share and create countless memories.

NAPLES

1399 Great Egret Trail

6 Beds

6 Baths

7,610 Sq.Ft.

$9,950,000

MLS#: 224021465

NAPLES

140 4th N AVE

5 Beds

5 Baths

6,190 Sq.Ft.

$9,950,000

MLS#: 220045141

Port Royal's finest waterfront building sites is now available. Boasting 188 feet of water frontage, sweeping southerly vists over the deep waters of Morgan's Cove and just steps to the Port Royal Club and all of the amenities it has to offer. Truly a remarkable and rarely available setting. This property has no equal in the marketplace today, and awaits the grand estate home it deserves. Qualifies for immediate Port Royal membership.

NAPLES

200 Kings Town DR

None Beds

None Baths

1.33 acres

$9,950,000

MLS#: 214056941

Exceptional newly-built opportunity thoughtfully designed by Kukk Architecture & Design, P.A. with highly sought after western exposure. The residence was conceived and built with extraordinary attention to detail and sophisticated finishes including French Oak, Mahogany, Teak and Travertine marble. Particular attention was paid to the primary rooms optimizing natural light and elevating indoor/outdoor living and entertaining. The well appointed kitchen and butler’s pantry feature bespoke cabinetry, elegant stonework and well arranged exceptional appliances. Five private bedroom retreats. Notable functional attributes such as large utility room equipped with double washer/dryer configuration, outdoor kitchen, three garage spaces, and a generator. Custom landscaping featuring rare Date Palms and antique granite cobblestone driveway. Located in Coquina Sands, a neighborhood coveted for its close proximity to some of Naples’ most beautiful beaches, gorgeous tree-lined streets, and convenient access to all areas of the City of Naples.

NAPLES

1325 Murex DR

5 Beds

5 Baths

5,450 Sq.Ft.

$9,950,000

MLS#: 222050005

Gulf views & clean lines are the inspiration for this paradise in the sky penthouse in Le Parc. Currently being finished, the completely remodeled property boasts contemporary finishes with a coastal flair. Wide-plank white oak floors in a herringbone design welcome you as you enter through the double doors and sets the tone for custom interior finishes throughout. A dramatic TV feature wall enhances the space and ties into the thick Cristallo quartzite countertops, surrounded by sleek cabinetry and gourmet appliances. The entertainer will appreciate the open kitchen, the feature wet bar, oversized pantry & expansive outdoor terrace. The master bedroom is all about the view and offers unmatched sunsets, plentiful closet space and a spa-like bath. Encompassing a total of five bedrooms plus a study, desk niche, two guest bedroom terraces, LED lighting throughout and so much more, this is the one you have been waiting for, and it will be ready to move in for the 2021-2022 season. 24-hour security and luxury amenities for the distinguished beachfront lifestyle. Boat slips for lease or purchase are available to Park Shore residents at the Venetian Bay Yacht Club. Photo of another unit.

NAPLES

4951 Gulf Shore N BLVD PH501

5 Beds

5 Baths

5,658 Sq.Ft.

$9,950,000

MLS#: 221053476

Welcome to 1395 Great Egret Trail, a custom residence located within the gates of The Estuary at Grey Oaks. Achieve immediate access to the most comprehensive gated community in Naples - Grey Oaks CC. Amenities include 54 holes of championship golf, tennis and pickleball center, four quality dining experiences, recently renovated wellness center / spa, and resort style pool.

NAPLES

1395 Great Egret TRL

5 Beds

5 Baths

8,143 Sq.Ft.

$9,950,000

MLS#: 224058316

Commanding southwest bay views are panoramic from this spectacular Venetian Bay estate.
The attractive front elevation has a coastal flair with the metal roof, shell stone entryway, planked detail and charming front porch. The recently refreshed great room area provides a light and bright feel with modern stone fireplace, white coffered ceilings with painted cypress and a light wood floor. The well-equipped kitchen offers a prep island and breakfast bar overlooking the great room and sparkling water beyond. The second floor is for the view and offers a large screened balcony and a split bedroom plan with two spacious bedrooms overlooking the water and two extra private rooms. Backyard design inspiration are ready and could help make your dream home a reality in no time!

NAPLES

222 Mermaids Bight

5 Beds

4 Baths

5,468 Sq.Ft.

$9,950,000

MLS#: 222076161

GOLF MEMBERSHIP AVAILABLE IMMEDIATELY. New Construction, The Sardinia Model by London Bay Homes, is due for completion in Summer of 2025. This grand two-story estate living with spectacular golf course vistas located in the desirable maintenance-free neighborhood of Cortile, has 4 bedrooms, 6 bathrooms and a 4-car garage. Overlooking the golf course, the great room features 10 ft. center opening sliding glass doors and flows into a gourmet kitchen and dining area. The floor plan devotes an entire wing to the master suite and private study. The master suite offers generous size walk-in closets and a bedroom with French doors that open to a private retreat. A sprawling outdoor area that includes dining, kitchen and living spaces that are adjacent to a resort-style pool, spa, and firepit, will provide endless enjoyment. A grand staircase leads you up to the second-floor loft that includes a balcony and a wet bar, as well as a family room and two additional guest suites. Additionally, the home’s elevator provides access to the second floor.

NAPLES

16966 Sud Cortile CT

4 Beds

4 Baths

6,350 Sq.Ft.

$9,940,000

MLS#: 224021870

A new construction opportunity, impressively situated in Aqualane Shores, boasting southwestern views overlooking the vast waters of Kite Cove. British West Indies architecture infused with contemporary elegance and Old Florida Charm. A stunning home designed by Stofft Cooney Architects & Adelyn Charles Interiors and constructed by the reputable craftsmen at EECON Construction Services. This appealing Smart Home will feature Feil European white oak flooring throughout and a floating staircase to match, high-quality millwork, handcrafted DKS cabinetry, and impact-resistant windows and doors. The separate dining room has a temperature-controlled wine vault. Enjoy the well-appointed Chef's kitchen that opens to the grand living area with dazzling water views. Five-bay collectors garage. Superb location - a stone's throw to the beach and the celebrated upscale shops and restaurants of Downtown Naples' Third Street South. Fully furnished by Adelyn Charles Interiors. Estimated Completion Early 2021.

NAPLES

744 21st S AVE

5 Beds

5 Baths

6,437 Sq.Ft.

$9,925,000

MLS#: 220018540

DIRECT BEACHFRONT ACCESS, just steps to the Sugar-white sand and Turquoise Gulf Waters. Gourmet Chef's kitchen with custom cabinetry, premium appliances and a generous center Island Multiple living and gathering rooms most oriented towards the water to Mazxmize the Views. Luxury primary suite with multiple walk in closets, outdoor balcony overlooking the gulf, ample bathroom separate shower large soaking tub double sinks, bidet and separate water closet. All Guest suites offer privacy, comfort and hotel quality accommodations. Enter through elevator to your home, walk through double art deco doors into a fabulous art filled space. Floor plan redesigned to add more AC living space to great room and kitchen. Private two car oversized Air Conditioned garage rarely offered in Condos. 24 hour guard gated. Newly remolded Social Room, fitness, and just recently
pool was totally redone. This is a once in a lifetime offering in a classic Boutique building which only a few are able to call Home. Walk to Venetian Village, schedule a game of Tennis on site or just enjoy walking along the Boardwalk along the Beach, An opportunity to make this your Jewel. Bring yiur Best Friend Pets permitted with limits.

NAPLES

4601 Gulf Shore BLVD N 2

4 Beds

4 Baths

6,800 Sq.Ft.

$9,925,000

MLS#: 225081359

These two beautiful platted Cutlass Cove lots are listed as a single offering. Each is separately buildable and eligible for Port Royal Club and Cutlass Cove Beach Club membership. This is a very rare opportunity. Approximate lot size per plat and/or deeds.

NAPLES

4375 Gordon DR

None Beds

None Baths

N/A

$9,900,000

MLS#: 214023789

Live an extraordinary lifestyle nestled in the gated Shores area of Bay Colony. Explore a universe of activity and adventure within your community – private beaches, Gulf-side dining, chic shopping and outdoor diversions. At home, delight in sun-filled spaces with wide water views and opulent architectural detail. Entertain indoors and out with impeccable style in the grand room and on the lanai. Enjoy lively conversations under the stars beside the fireplace or from the pool spa. Your guests will enjoy the privacy of their suites with kitchenette, balconies and bonus room. Savor gourmet dishes from the outdoor kitchen’s grill or the chef’s kitchen. Host a party in the open-air courtyard reminiscent of European grandeur. Grow your business from your stately home office. Relax outdoors, taking a morning stroll, spotting dolphins or collecting shells. Kick it up a notch with kayaking, sailing, tennis and fishing. Expand your world with educational, art and fitness classes, shopping treasures at local Waterside shops, and social events – all within your community. Experience a world of diverse adventures every day in elegant exclusivity surrounded by Naples finest.

NAPLES

7347 TILDEN LN

5 Beds

6 Baths

7,409 Sq.Ft.

$9,900,000

MLS#: 220045174

NEW CONSTRUCTION - Epique, a boutique tower, is 19 stories offering 68 spacious residences and is being created for those who appreciate luxurious residences with exquisite design and technological innovations. This estate 5 bedroom (one room also perfect for an office) residence offers 5200 sq. ft and boasts 10ft. ceilings with floor-to-ceiling glass windows creating breathtaking views. Located in prestige Pelican Bay, Epique is the final iconic tower to be completed. Epique, quite simply, is like no other high rise in Naples, it represents the very definition of relaxed luxury. Ideally located near the beach tram station, for quick shuttle to the beach club or enjoy a beautiful nature walk in just minutes. The gourmet kitchen includes wolf cook tops w/natural gas and subzero appliances. Epique, a state-of-the-art building, offers concierge services, 24-hr staff, a private Dining Club and outdoor lounge area. The latest fitness equipment and peloton bikes, steam, sauna, and cold plunge bath. Handsomely appointed gaming lounge, theater room, conference room and more. Enjoy state of the art amenities within the community of Pelican Bay; 2-private beach clubs with dining, chairs, and umbrellas, 2- tennis centers, Fitness, Pickleball (being built), wellness center and more.... Enjoy shopping, dining all within minutes of Epique. Please note all photos are renderings of Epique.

NAPLES

6869 Grenadier BLVD 604

5 Beds

4 Baths

5,213 Sq.Ft.

$9,900,000

MLS#: 225055760

Little Harbour, a private enclave of 32 single family homes on over 25 acres located on the exclusive Gordon Drive peninsula. 266 Little Harbour is your exclusive single-family residence offering bridge free Gulf of Mexico access. Wide Southwest views! Private dock with rare covered boathouse. 5,100 square feet of reclaimed oak wood lined floors with beautifully detailed spaces. Your main living opens up directly to the pool and spa area allowing for ease of entertaining and living in Paradise. Three fireplaces, Caretaker Quarters, Cabana with full bath, Volume ceilings, and an elevator. This property has immediate Port Royal Club membership.

NAPLES

266 Little Harbour LN

5 Beds

5 Baths

5,100 Sq.Ft.

$9,900,000

MLS#: 224097079

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