$249,000
$1K PRICE DROP

421 Countryside Key Blvd Oldsmar, FL 34677

Estimated payment $2,100/month

Total Views 21,832
2 Beds
2.5 Baths
1,105 Sq Ft
$225 Price per Sq Ft

Highlights

  • Gated Community
  • Community Pool
  • Tile Flooring
  • Curlew Creek Elementary School Rated 10
  • Living Room
  • Central Heating and Cooling System

About This Home

Bright, Welcoming, and Ready to Greet You with a Smile

Welcome to 421 Countryside Key, an adorable 2-bedroom, 2.5-bathroom townhome in a gated community with reserved parking, abundant natural light, and a layout designed for easy Florida living.

Step inside to a bright, open living and dining area flowing seamlessly into the kitchen, perfect for everyday living and entertaining. A half bath and laundry closet add convenience on the first floor, while the screened lanai offers a relaxing spot for morning coffee or evening breezes.

Upstairs, both spacious bedrooms feature private ensuite bathrooms, providing comfort and flexibility for guests, family, or a home office. The only carpeted area is the stairs, with low-maintenance flooring throughout the rest of the home.

Enjoy the benefits of gated community living in a prime location close to shopping, dining, and major routes for an easy commute.

Don’t miss the chance to make this light-filled, welcoming townhome your new place to call home in Countryside Key—and we’re confident you’ll leave with a smile.

Listing Agent

Sunny Alexander

RED SASH REALTY LLC Brokerage Phone: 931-237-6592 License #3544579 Listed on: 07/11/2025

Co-Listing Agent

Michael Beum

RED SASH REALTY LLC Brokerage Phone: 931-237-6592 License #3513158

Townhouse Details

Home Type

  • Townhome

Est. Annual Taxes

  • $3,857

Year Built

  • Built in 1998

Lot Details

  • 780 Sq Ft Lot
  • East Facing Home

HOA Fees

  • $433 Monthly HOA Fees

Home Design

  • Split Level Home
  • Slab Foundation
  • Shingle Roof
  • Stucco

Interior Spaces

  • 1,105 Sq Ft Home
  • 2-Story Property
  • Ceiling Fan
  • Living Room
  • Dining Room
  • Laundry in Kitchen

Kitchen

  • Range
  • Microwave
  • Dishwasher

Flooring

  • Carpet
  • Laminate
  • Tile

Bedrooms and Bathrooms

  • 2 Bedrooms

Utilities

  • Central Heating and Cooling System
  • Private Sewer

Listing and Financial Details

Community Details

Overview

  • Association fees include maintenance, management, pool
  • Robert Kelly Association
  • Countryside Key Subdivision

Recreation

  • Community Pool

Pet Policy

  • 2 Pets Allowed

Security

  • Gated Community

Townhouse Details

Home Type

Townhome

Est. Annual Taxes

$3,857

Year Built

Built in 1998

Lot Details

0

HOA Fees

$433 per month

Listing Details

  • HOA Fee Includes: Maintenance, Management, Pool
  • Property Type: Residential
  • Property Sub Type: Townhouse
  • Construction Materials: Stucco
  • Fireplace: No
  • Living Area: 1105
  • Lot Size Acres: 0.02
  • New Construction: No
  • Year Built: 1998
  • Building Area Total: 1105
  • Lot Size Sq Ft: 780
  • Directions to Property: 421 Countryside Key is conveniently located just off US-19 in Clearwater; turn east onto Winding Creek Blvd, then enter the gated Countryside Key community, and the townhome will be on your right
  • Status: Active
  • Co List Office Mls Id: MFR261592428
  • Co List Office Phone: 931-237-6592
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow State: FL
  • List Office Head Office Key Nume: 685489540
  • Minimum Lease: 7 Months
  • Number Of Pets: 2
  • RATIO Current Price By Calculate: 225.34
  • Total Acreage: 0 to less than 1/4
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 931-237-6592
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Laminate, Tile
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Interior Amenities: Ceiling Fans(s)
  • Appliances Included: Dishwasher, Microwave, Range, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 2
  • Levels: Multi/Split
  • Stories: 2
  • Street Number Modifier: 421
  • Living Area Meters: 102.66
  • Room Count: 8

Exterior Features

  • Direction Faces: East
  • Exterior Features: Sidewalk
  • Roof: Shingle
  • Pool Private: No
  • Waterfront: No
  • Road Surface Type: Paved
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Carport Y N: No
  • Garage Yn: No

Utilities

  • Utilities: Electricity Connected, Sewer Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: In Kitchen
  • Sewer: Private Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Gated Community - No Guard, Pool, Sidewalks
  • Association Fee: 433
  • Association Fee Frequency: Monthly
  • Association Name: Robert Kelly
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 1
  • Association Fee Requirement: Required
  • Building Name Number: 5
  • Association Email: rkelly@ameritechmail.com

Fee Information

  • Total Annual Fees: 5196.00
  • Total Monthly Fees: 433.00
  • Monthly HOA Amount: 433.00

Lot Info

  • Parcel Number: 16-28-16-18664-005-0020
  • Additional Parcels: No
  • Flood Zone Code: X
  • Homestead YN: 0
  • Lot Size Square Meters: 72

Green Features

  • Green Verification Count: 0

Rental Info

  • Pets Allowed: Number Limit
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: See Rules Page 2 of Countryside Key Homeowners Association Rules and Regs

Tax Info

  • Tax Annual Amount: 3857.28
  • Tax Block: 5
  • Tax Book Number: 115-81
  • Tax Lot: 2

Multi Family

  • Approval Process: See Rules Page 2 of Countryside Key Homeowners Association Rules and Regs

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $3,690 $233,410 -- $233,410
2023 $3,690 $231,817 $0 $231,817
2022 $3,211 $182,866 $0 $182,866
2021 $2,629 $142,752 $0 $0
2020 $2,439 $130,548 $0 $0
2019 $2,339 $124,827 $0 $124,827
2018 $2,168 $116,925 $0 $0
2017 $2,020 $108,758 $0 $0
2016 $1,859 $97,824 $0 $0
2015 $1,695 $84,476 $0 $0
2014 $672 $71,458 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/17/2025 07/17/25 Price Changed $249,000 -0.4% $225 / Sq Ft
07/11/2025 07/11/25 For Sale $250,000 +19.0% $226 / Sq Ft
10/15/2021 10/15/21 Sold $210,000 +2.4% $190 / Sq Ft
06/30/2021 06/30/21 Pending -- -- --
06/07/2021 06/07/21 For Sale $205,000 +130.3% $186 / Sq Ft
06/16/2014 06/16/14 Off Market $89,000 -- --
07/03/2013 07/03/13 Sold $89,000 -3.3% $81 / Sq Ft
05/06/2013 05/06/13 Pending -- -- --
04/23/2013 04/23/13 For Sale $92,000 -- $83 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $210,000 Public Title Services Llc
Warranty Deed $89,000 Capstone Title Llc
Deed $73,700 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $178,500 New Conventional
Previous Owner $17,000 Stand Alone Second
Previous Owner $87,387 FHA
Previous Owner $60,401 Unknown
Previous Owner $66,060 New Conventional
Source: Public Records

About the Listing Agent

Sunny Alexander

RED SASH REALTY LLC

(656) 220-3413

Section Image

Sunny & Mike – VA Loan Advocates & Tampa Bay Realtors

They traded rucksacks for real estate signs, but Sunny and Mike’s mission is still service, only now it’s helping families buy and sell homes instead of moving troops.

After graduating from West Point, Sunny served six years as an Army officer, leading soldiers at Fort Bragg and later supporting Gold Star Families and Wounded Warriors at Fort Belvoir. Mike, also a West Point graduate, served 12 years, including multiple combat

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Source: Stellar MLS

MLS Number: TB8401283

Stellar MLS

APN: 16-28-16-18664-005-0020