221 Howard Drive, Belleair Beach, FL, 33786
For Sale1 / 100

$1,999,000

5 bd·3 ba·3,463 sqft

221 Howard Drive, Belleair Beach, FL, 33786

MLS# TB8489096

Type

House

Year Built

1968

Lot Size

0.26 acres

$/sqft

$577

Days on Market

0

Annual Tax

$15,258.55

What's Special

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.

0 days on Horizon Palm · Listing office: FLORIDA HOMES RLTY & MORTGAGE

Facts & Features

Bedrooms: 5
Bathrooms: 3
Interior Area: 3,463 sqft
Appliances: Wine Refrigerator
Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-in Closet(s)
Flooring: Other
Laundry: Inside, Laundry Room
Fireplace: Yes
Virtual Tour: Available
Garage Spaces: 2
Parking Features: Boat, Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener
Exterior Features: Courtyard, French Doors, Irrigation System, Lighting, Private Mailbox, Private Yard, Sidewalk, Sliding Doors, Sprinkler Metered
Fencing: Fenced,Vinyl
Pool: Yes
Spa: Yes
Waterfront: Yes
Lot Size: 0.26 acres
Lot Features: Flood Insurance Required, Near Marina, Oversized Lot, Street Dead-End
Parcel #: 302915414900000290
Property Type: House
Construction: Block,Stucco
Foundation: Slab
Roof: Shingle
Architectural Style: Courtyard,Custom
Year Built: 1968
Subdivision: HOWARD ESTATES
HOA: No
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Public, Sewer Available, Sewer Connected, Sprinkler Meter, Sprinkler Recycled, Water Available, Water Connected
Price/sqft: $577
Original List Price: $1,999,000
Annual Tax: $15,258.55
Tax Year: 2025
Listing Agent: Lolita Rogacheva
Listing Office: FLORIDA HOMES RLTY & MORTGAGE
MLS #: TB8489096

Price & Listing History

For Sale

$1,999,000

$577/sqft

· Source: FLORIDA HOMES RLTY & MORTGAGE #TB8489096

Payment Calculator

$12,310/mo

Principal & Interest$10,372
Property Taxes$1,272
Home Insurance$666

This calculator is for informational purposes only. Actual payments may vary.

Neighborhood

Belleair Beach, FLPinellas County
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use. © 2026 Stellar MLS / BeachesMLS. All rights reserved. Last updated: 3/21/2026.