221 HOWARD DRIVE | Belleair Beach

$1,999,000 | 5 Beds | 3 Baths (3 Full) | 3,463 Sq. Ft.

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, 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. StellarMLS TB8489096

Directions to property: Head south on Gulf Blvd through Sand Key and Indian Rocks Beach. Once you cross into Belleair Beach, turn left onto Howard Drive. Follow Howard Drive until you reach 221, located on the right.

MLS Listing ID: 
StellarMLS TB8489096
Basic Property Information
Fields containing basic information about the property.
Property Type: 
Residential
Property Sub Type: 
Single Family Residence
Primary Market Area: 
Belleair Beach
Address: 
221 HOWARD DRIVE, Belleair Beach, FL 33786, US
County: 
Pinellas
Community Information
Subdivision: 
HOWARD ESTATES
Building Details
Details about the building on a property.
Architectural Style: 
Courtyard
Year Built: 
1968
New Construction: 
0
Living Area: 
3,463
Interior: 
Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Construction
Construction Materials: 
Block, Stucco
Foundation Details: 
Slab
Roof: 
Shingle
Exterior Features: 
French Doors, Irrigation System, Lighting, Sidewalk, Sliding Doors, Sprinkler Metered
Room Details
Details about the rooms in the building.
Total Rooms: 
7
Total Bedrooms: 
5
Total Bathrooms: 
3
Total Full-Bathrooms: 
3
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Central
Cooling System: 
Central Air
Water Source: 
Public
Sewer: 
Public Sewer
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.26
Lot Size (Area): 
11,500
Lot Size (Dimensions): 
100 x 115
View: 
Pool, Water
Waterfront: 
1
Water Body Category: 
Other
Water Body Name: 
INTERCOASTAL
Lot Features
Parking Type: 
Boat, Circular Driveway, Driveway, Garage Door Opener
Pool: 
Gunite, In Ground
Fence: 
Fenced, Vinyl
Public Record
Parcel Number: 
302915414900000290
Annual Tax: 
$15,258.55
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
3/21/2026
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Lolita Rogacheva
Listing Office Name: 
FLORIDA HOMES RLTY & MORTGAGE