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$2,299,000 - 221 Howard Drive, BELLEAIR BEACH

5
Bedrooms
3
Baths
3,463
SQ. Feet
0.26
Acres

HUGE PRICE REDUCTION! Discover coastal luxury at its finest in this updated 5-bedroom, 3-bathroom waterfront residence with a 2-car garage, ideally situated on Howard Drive — the only naturally formed island on Belleair Beach. This exclusive location offers the highest elevation in the area and is renowned for having the deepest water on Belleair Beach, providing both exceptional boating conditions and long-term peace of mind. Set on a spacious 0.26-acre parcel—one of the largest in Belleair Beach and nearby waterfront communities—this property features 100 feet of deep-water canal frontage with direct access to the Gulf of Mexico. The hurricane-rated dock accommodates two boats up to 45 feet and includes the ability to add lifts for boats, jet skis, or paddleboards. A lushly landscaped front courtyard welcomes you with coastal charm and privacy before leading into the home’s bright, open interior. Inside, every detail has been thoughtfully designed and recently upgraded for elegance, comfort, and efficiency. The chef’s kitchen is a true centerpiece, showcasing 2025 Dura Supreme cabinetry with a lifetime manufacturer’s warranty, high-grade exotic Cristallo Quartzite countertops cut from a single slab, and state-of-the-art Thermador and Bosch appliances, including a natural gas range, French door refrigerator, built-in microwave, and dual wine cooler. A custom-built pantry and laundry cabinetry add to the home’s seamless functionality. The spacious primary suite offers a spa-like retreat, featuring all-natural marble walls, a soaking tub, a modern double vanity, and a large waterfront window that fills the space with natural light. Czech crystal chandeliers in the living room, dining area, primary bedroom, and en suite add a touch of refined luxury. Each bedroom includes Closets by Design custom systems, ensuring ample and stylish storage. The home has been extensively modernized with a 2024 roof with a 50-year GAF manufacturer’s warranty, 2023 Daikin energy-efficient HVAC system (plus a secondary unit for the bedrooms), hurricane-resistant windows and sliding glass doors, and a fully updated electrical system. Outdoors, the backyard oasis features a sparkling pool with a waterfall feature, surrounded by lush tropical landscaping perfect for relaxing or entertaining. Additional highlights include a 2025 LG washer and natural gas dryer, energy-efficient water softener, new pool equipment under full warranty, gas water heater, and an ADT smart security system with Google cameras, all combining to provide comfort, safety, and modern convenience. Adding tremendous future value and investment potential, the seller is including fully approved architectural plans by ArcDesign, one of the area’s premier design firms, for a second-story addition. The plans include two additional bedrooms, one bathroom, a large common area, new staircase, and a redesigned roofline, creating the opportunity to significantly expand the home’s living space and elevate its market value. Whether as a primary home or luxurious coastal retreat, this residence embodies modern craftsmanship, timeless design, and premier Gulf Coast living in one of Belleair Beach’s most exclusive locations. Homes like this are rare—schedule your private showing today and experience the beauty and coastal elegance of this Belleair Beach oasis.

Essential Information

  • MLS® #:
    TB8446537
  • Price:
    $2,299,000
  • Bedrooms:
    5
  • Bathrooms:
    3.00
  • Full Baths:
    3
  • Square Footage:
    3,463
  • Acres:
    0.26
  • Year Built:
    1968
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Courtyard, Custom
  • Status:
    Active

Community Information

  • Address:
    221 Howard Drive
  • Area:
    Belleair Bch/Shores/Indian Rocks Bch
  • Subdivision:
    HOWARD ESTATES
  • City:
    BELLEAIR BEACH
  • County:
    Pinellas
  • State:
    FL
  • Zip Code:
    33786

Amenities

  • Parking:
    Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Ground Level, Guest
  • # of Garages:
    2
  • View:
    Pool, Water
  • Is Waterfront:
    Yes
  • Waterfront:
    Intracoastal Waterway
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances:
    Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Water Softener, Wine Refrigerator
  • Heating:
    Central
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Living Room, Wood Burning
  • # of Stories:
    1

Exterior

  • Exterior Features:
    Courtyard, French Doors, Hurricane Shutters, Lighting, Private Mailbox, Sidewalk, Sliding Doors, Sprinkler Metered
  • Lot Description:
    Landscaped, Oversized Lot, Sidewalk
  • Roof:
    Shingle
  • Foundation:
    Slab

Additional Information

  • Days on Market:
    48

Listing Details

  • Listing Office:
    Florida Homes Rlty & Mortgage

Listing information courtesy of Florida Homes Rlty & Mortgage.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on December 28th, 2025 at 12:04am EST.