Skip main navigation
For sale
  • $27,500,000

    4101 Gulf Shore BLVD N #PH-3, NAPLES, FL 34103

    5beds
    12,135sqft
    : 
    Condominium
    Built in 2002
    -- sqft lot
    $-- Zestimate®
    $2,266/sqft
    $12,726/mo HOA

    What's special

    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.
    65 days
    |
    738
    |
    20
    |

    Zillow last checked: 8 hours ago

    Listing updated: October 08, 2025 at 08:31am

    Listed by:

    Bill Earls, PA 239-777-6622,

    John R Wood Properties,

    Larry Lappin, Jr. 239-571-8247,

    John R Wood Properties

    Source: SWFLMLS,MLS#: 225071544MLS LogoOriginating MLS: Naples

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 8
    • Full bathrooms: 6
    • 1/2 bathrooms: 2
    Rooms
    • Room types: Den - Study, Exercise Room, Family Room, Great Room, Guest Bath, Guest Room, Office, Media Room, Screened Lanai/Porch, 5 Bed
    Bedroom
    • Features: Master BR Sitting Area, Split Bedrooms
    Dining room
    • Features: Breakfast Bar, Breakfast Room, Eat-in Kitchen, Formal
    Kitchen
    • Features: Gas Available, Island, Pantry
    Heating
    • Central
    Cooling
    • Central Air, Zoned
    Appliances
    • Included: Gas Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Oven, Washer, Wine Cooler
    • Laundry: Inside
    Features
    • Bar, Built-In Cabinets, Closet Cabinets, Custom Mirrors, Fire Sprinkler, Foyer, French Doors, Pantry, Smoke Detectors, Wired for Sound, Tray Ceiling(s), Walk-In Closet(s), Wet Bar, Den - Study, Exercise, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Media Room, Screened Lanai/Porch
    • Flooring: Marble, Tile, Wood
    • Doors: French Doors, Impact Resistant Doors
    • Windows: Impact Resistant Windows, Shutters Electric
    • Has fireplace: No
    • Furnished: Yes
    Interior area
    • Total structure area: 13,842
    • Total interior livable area: 12,135 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Under Bldg Closed, Attached
    • Attached garage spaces: 3
    Features
    • Stories: 1
    • Patio & porch: Patio, Screened Lanai/Porch
    • Exterior features: Dock, Storage
    • Pool features: Community
    • Spa features: Community
    • Has view: Yes
    • View description: Bay, City, Gulf, Gulf and Bay, Landscaped Area, Water
    • Has water view: Yes
    • Water view: Bay,Gulf,Gulf and Bay,Water
    • Waterfront features: Gulf Frontage, On the Gulf Beach
    Lot
    • Features: Zero Lot Line
    Details
    • Additional structures: Storage
    • Parcel number: 17812000702

    Construction

    Type & style
    • Home type: Condo
    • Property subtype: Condominium
    Materials
    • Metal Frame, Concrete, Stucco
    • Foundation: Poured Concrete
    • Roof: Built-Up
    Condition
    • New construction: No
    • Year built: 2002

    Utilities & green energy

    • Gas: Natural
    • Water: Central

    Community & HOA

    Community
    • Features: Pool, Fitness Center, Sidewalks, Street Lights, Gated
    • Security: Gated Community, Fire Sprinkler System, Smoke Detector(s)
    • Subdivision: REGENT
    HOA
    • Has HOA: No
    • Amenities included: Barbecue, Beach Access, Bike And Jog Path, Bike Storage, Business Center, Pool, Community Room, Spa/Hot Tub, Fitness Center, Storage, Guest Room, Sauna, Sidewalk, Streetlight, Trash Chute, Underground Utility, Car Wash Area
    • HOA fee: $152,712 annually
    Location
    • Region: Naples

    Financial & listing details

    • Price per square foot: $2,266/sqft
    • Annual tax amount: $88,301
    • Date on market: 10/5/2025
    • Lease term: Buyer Finance/Cash
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    10/5/2025Listed for sale$27,500,000-6.8%$2,266/sqft
    Source: SWFLMLS #225071544 Report a problem
    8/26/2025Listing removed$29,500,000$2,431/sqft
    Source: SWFLMLS #223060078 Report a problem
    3/13/2024Price change$29,500,000+76.6%$2,431/sqft
    Source: SWFLMLS #223060078 Report a problem
    3/1/2022Pending sale$16,700,000$1,376/sqft
    Source: SWFLMLS #222013689 Report a problem
    2/23/2022Listed for sale$16,700,000$1,376/sqft
    Source: SWFLMLS #222013689 Report a problem

    Public tax history

    Public tax history
    Tax history is unavailable.

    BuyAbility℠ payment

    Est. payment
    $182,278/mo
    Principal & interest
    $137698
    Property taxes
    $22229
    Other costs
    $22351

      Climate risks

      Neighborhood: Park Shore

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: SEAGATE ELEMENTARY
      • Middle: GULFIVIEW MIDDLE SCHOOL
      • High: NAPLES HIGH SCHOOL

      Source: SWFLMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel
      • Loading
      • Loading