4101 Gulf Shore BLVD N, Naples, FL, 34103 | $27,500,000

Where coastal elegance meets timeless sophistication, Penthouse #3 at The Regent offers a truly rare opportunity to own one of Naples’ most prestigious sky residences. Encompassing 12, 135 square feet of thoughtfully designed living space, this exquisite penthouse is gracefully perched above the turquoise waters of the Gulf of Mexico, with unrivaled panoramic views stretching endlessly along the coastline.
Bathed in natural light and kissed by Gulf breezes, the residence seamlessly blends classic refinement with relaxed seaside charm. Expansive glass walls open to generous terraces, inviting the outdoors in and capturing the colors and calm of the sea from sunrise to sunset.
The home features five spacious bedroom suites, each with a private bath, along with two additional powder rooms, a richly appointed study, a comfortable media room, and a tranquil cabana room that offers a quiet escape with direct terrace access.
A distinctive and sought-after highlight, the private guest cottage suite provides a serene haven of its own—complete with a full guest kitchen, covered terrace, and private elevator access—perfect for extended stays or independent living quarters.
From the elegant formal spaces to the chef’s kitchen and discreet butler’s pantry, every detail has been curated to enhance livability while maintaining a sense of effortless luxury. Rarely found in high-rise residences, the climate-controlled private 3-car garage offers both convenience and security.
Set within The Regent at Park Shore, a landmark of coastal luxury with white-glove service, gated privacy, and direct beach access, Penthouse #3 offers not only a residence, but a lifestyle—where sophistication flows as naturally as the tides, and every day is framed by the beauty of the sea.

Features

  • Building Design: High Rise (8+)
  • Parking: 2+ Spaces,Under Bldg Closed
  • Heating: Central Electric
  • Cooling: Central Electric,Zoned
  • Levels: 1
  • Amenities: BBQ - Picnic,Beach Access,Bike And Jog Path,Bike Storage,Business Center,Community Pool,Community Room,Community Spa/Hot tub,Exercise Room,Extra Storage,Guest Room,Sauna,Sidewalk,Streetlight,Trash Chute,Underground Utility,Vehicle Wash Area
  • Bedrooms: 5
  • Baths: 5 full / 2 half
  • Complex: REGENT
  • Development: PARK SHORE
  • Year Built: 2002
  • Approx Sq. Feet: 12,135
  • Est. Taxes: $88,302
  • Condo Fee: $38,178 Quarterly
  • Lot Desc: Zero Lot Line
  • View: Bay,City,Gulf,Gulf and Bay,Landscaped Area,Water
  • Community Type: Gated
  • Water Front: Yes
  • Boat Access: Dock Lease,Dock Purchase
  • Elem. School: SEAGATE ELEMENTARY
  • Middle School: GULFIVIEW MIDDLE SCHOOL
  • High School: NAPLES HIGH SCHOOL
  • Pet Policy: Limits
  • MLS#: 225071544
  • Website: https://www.raveis.com
    /prop/225071544/4101gulfshoreblvdn_naples_fl?source=qrflyer
Copyright © 2026  The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright Southwest Florida MLS organizations. All rights reserved.
Courtesy of John R Wood Properties

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

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4101 Gulf Shore BLVD N, Naples, FL, 34103

$27,500,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $22,000,000 $22,000,000 $22,000,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.500% 5.875% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.154% 6.007% 5.932%
Monthly Tax Payment $7,359 $7,359 $7,359
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $124,914 $130,138 $182,690
Total Monthly Payment $132,397 $137,621 $190,173

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.