Countryside Key

Countryside Key is a community of townhouses in Oldsmar, Florida, with a range of options priced between $243,000 and $280,000. There are currently a total of 7 townhouses for sale in Countryside Key. The smallest Countryside Key townhouse presently available is a two bedroom one bathroom residence that is 1,105 square feet, and the largest of the Countryside Key townhouses currently on the market has two beds and two baths and is a 1,110 square foot residence.

Property management fees in Pinellas County vary depending on the community and sometimes vary between townhouses in the community. The current HOA fees for townhomes in Countryside Key are $433. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and a 24-hour guard. Also included is real estate taxes for common areas, property insurance, water, trash removal, sewer, pest control, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Countryside Key townhouse.

Countryside Key amenities include a swimming pool. Sports facilities include tennis courts.

The Countryside Key HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are three commercial airports that serve Countryside Key - Tampa International (TPA), which is twelve miles away; Lakeland Linder International (LAL), which is 42 miles away, and Sarasota Bradenton International (SRQ), which is 46 miles away.

Countryside Key real estate activity on the Oldsmar MLS during the past year (as of September 2025) reflects ten townhouses changing hands, with an average asking price of $264,980 and an average selling price of $268,190. This represents a list-to-sell price ratio of 1% and $238 per square foot. During this period, Countryside Key townhouses for sale have taken an average of 69 days to sell.

In addition, there are numerous other communities in Oldsmar to choose from, or you may browse all available Townhouses for sale in Oldsmar. Townhouses for sale in Countryside Key are selling quickly. Set up a new listing alert, and we will notify you immediately when a new townhouse in Countryside Key hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Tampa Bay real estate needs.

Countryside Key Townhouses For Sale

Reduced

$280,000

$299,900

MLS#MFRA4654401

396 Countryside Key Blvd
Oldsmar, FL 34677

2

3

1,110 SqFt

Pool

0.02 Acres

119 Days

Reduced

$264,900

$279,000

MLS#MFRTB8372617

273 Countryside Key Blvd
Oldsmar, FL 34677

2

3

1,110 SqFt

0.02 Acres

166 Days

Under Contract

$263,900

$274,900

MLS#MFRTB8398234

267 Countryside Key Blvd
Oldsmar, FL 34677

2

3

1,110 SqFt

0.02 Acres

104 Days

Under Contract

$254,500

$265,000

MLS#MFRTB8419798

467 Countryside Key Blvd
Oldsmar, FL 34677

2

3

1,110 SqFt

0.02 Acres

40 Days

Reduced

$250,000

$270,000

MLS#MFRTB8400747

367 Countryside Key Blvd
Oldsmar, FL 34677

2

2

1,105 SqFt

0.01 Acres

97 Days

Reduced

$249,000

$250,000

MLS#MFRTB8401283

421 Countryside Key Blvd
Oldsmar, FL 34677

2

3

1,105 SqFt

0.02 Acres

81 Days

Reduced

$243,000

$250,000

MLS#MFRTB8375109

244 Countryside Key Blvd
Oldsmar, FL 34677

2

3

1,110 SqFt

0.02 Acres

167 Days

7 Active Listings in Countryside Key