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Property Description
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.
Full Property Details
Full Property Details for 221 Howard Dr
General
- Price: $1,999,000
- Taxes: $15,258 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8489096
- Updated: 3/23/2026
- Added to Site: 67 day(s) ago
Rental Information
- Min. Lease: 1-7 Days
Interior
- Number of Rooms: 7
- Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Family Room, Gas
- Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Water Softener, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Other
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground
- Spa: Yes
- Spa Description: In Ground
Exterior
- Exterior Features: Courtyard, French Doors, Irrigation System, Lighting, Private Mailbox, Private Yard, Sidewalk, Sliding Doors, Sprinkler Metered
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Boat, Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener
Location
- Area: 33786 - Belleair Bch/Shores/Indian Rocks Bch
- County: Pinellas
- Development Name: 33786 - Belleair Bch/Shores/Indian Rocks Bch
- Subdivision: HOWARD ESTATES
- Driving Directions: 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.
- Direction Faces: South
Community
- Community Name: 33786 - Belleair Bch/Shores/Indian Rocks Bch
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water District: INTERCOASTAL
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Public, Sewer Available, Sewer Connected, Sprinkler Meter, Sprinkler Rec
Structural Information
- Architectural Info: Courtyard, Custom
- Architectural Style: Courtyard, Custom
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 3,463
- Sq. Ft. Source: Public Records
- Year Built: 1968
Lot Features
- Property View: Pool, Water
- Lot Size (Acres): 0.26
- Lot Size (Sq. Ft.): 11,500
- Lot Size: 11500
- Lot Dimensions: 100 x 115
- Frontage: Street Dead-End
- Street/Road Desc.: Concrete
- Fencing (Description): Fenced, Vinyl
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Intracoastal Waterway
- Water Extras: Yes
- Water Front Name: INTERCOASTAL
- Water Front Desc.: Intracoastal Waterway
Financial Considerations
- Tax Amount: $15,258.55
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: HOWARD ESTATES UNIT 1 LOT 29
- Flood Zone Info: AE
- APN: 302915414900000290
- Property ID: 302915414900000290
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Schools
Schools serving 221 Howard Dr
School District:Pinellas County School District
| Name | Grades | Distance |
|---|---|---|
Mildred Helms Elementary School 561 Clearwater Largo Road South, Largo, FL 33770 | PK-5 | 2.7 mi |
Largo High School 410 Missouri Avenue North, Largo, FL 33770 | 9-12 | 3.2 mi |
Largo Middle School 155 8th Avenue Southeast, Largo, FL 33771 | 6-8 | 3.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 221 Howard Dr
Date
Details
Price
Change
Source
3/21/2026
Listed
$1,999,000
166.53%
MLS
5/11/2015
Sold
$750,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 221 Howard Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,259
—
$1,004,762
-3%
2024
$15,321
1%
$1,035,189
3%
2023
$15,169
4%
$1,005,038
6%
2021
$14,567
3%
$947,345
-3%
2022
$14,207
-2%
$975,765
1%
2021
$14,567
-12%
$966,822
-7%
2019
$16,483
15%
$1,041,741
21%
2018
$14,298
6%
$863,872
8%
2017
$13,538
1%
$802,333
2%
2016
$13,470
93%
$783,695
83%
2015
$6,990
—
$427,201
1%
2014
$6,965
—
$423,811
1%
2013
$6,948
—
$417,548
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 221 Howard Dr
221 Howard Drive, Belleair Beach, FL 33786 (MLS# TB8489096) is a Single Family property with 5 bedrooms and 3 full bathrooms. 221 Howard Drive is currently listed for $1,999,000 and was received on March 21, 2026. Want to learn more about 221 Howard Drive? Do you have questions about finding other Single Family real estate for sale in Belleair Beach? You can browse all Belleair Beach real estate or contact a Coldwell Banker agent to request more information.

