Neighborhood · Oldsmar, Florida
Countryside Key
Quiet Oldsmar living close to Tampa Bay
Countryside Key is a low-key residential pocket of Oldsmar in northern Pinellas County, the kind of place where the daily rhythm is set by short drives, familiar neighbors, and easy access to the wider Tampa Bay area. It sits among established communities like East Lake Woodlands and The Gardens Of Forest Lakes, with assigned schools that include Curlew Creek Elementary, Joseph L. Carwise Middle, and East Lake High School. Getting to Tampa International Airport takes about 29 minutes, and downtown Tampa is roughly 38 minutes away.
For buyers, the reality here is scarcity: there are currently no active listings in Countryside Key, so inventory moves fast when it appears. Over the last 12 months 11 homes sold at a median price of $235,000, with sellers collecting about 97% of asking on average. If you're set on this neighborhood, it's worth widening your search to nearby Oldsmar homes for sale or communities like Country Club while you wait for the right door to open.
Countryside Key is a community in Oldsmar, Florida.
Quick facts
12 sold in 12 months
Drive times
On the market now
Homes for sale in Countryside Key
Nothing active right now.
Set an alert below and we’ll email you the moment something lists here.
Every active listing inside the Countryside Key boundary
Open full map search →The numbers that matter
The Countryside Key market
12
Sold, last 12 months
$234,500
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
66 days
Median time to sell
Countryside Key vs Oldsmar
Median sold price — 3-yr, 3-mo rolling
▼ 14.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Countryside Key boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Countryside Key is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
384
Median age
48
Median income
$60,091
Median home value
$251,500
Beyond the listings
Living in Countryside Key
Entertainment
Top 4% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Hobbies & Interests
Top 9% in the U.S.Engine Enthusiast
This population loves working on and showing off their cars, trucks and motorcycles. You can find them researching car shows and the hottest models on the lot.
Active
Top 11% in the U.S.Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Entertainment
Top 14% in the U.S.Competitive Nature
These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.
Active
Top 15% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Relationships
Top 15% in the U.S.Girl Squad
From girls night out to a movie night in with their closest gal pals, this population is all about getting the girls together for an evening of fun.
On the calendar
Near Countryside Key
Jul
17
Fri
Broadway Miscast
Attendees can expect a high-energy musical revue featuring unexpected performers taking on Broadway hits in a comedic twist. This unique event, a revival of last year's s…
Jul
25
Sat
Peruvian Festival Tampa Bay
9:00 PM
Experience the vibrant culture of Peru at the Peruvian Festival Tampa Bay 2026. Attendees can look forward to a day filled with traditional music, dance performances, and…
Aug
8
Sat
Carrollwood Market
10:00am
Support local businesses by browsing a diverse range of local products at the Carsonville monthly market. Fresh factors everything ranging from produce, plants, farmed eg…
Sep
13
Sun
Downtown Dunedin Mocktail Walk
2:00 PM
Downtown Dunedin's shops and businesses compete to craft the most creative alcohol-free drinks, and you get to taste them all and pick the winner. The walk takes you thro…
Oct
23
Fri
CAKE
8:30pm
Hailing from California, CAKE is a rock band founded in 1991 that incorporates elements of many genres including Iranian folk music, hip-hop, funk and mariachi. Known for…
Oct
25
Sun
Turnpike Troubadours
The Turnpike Troubadours are one of America's most beloved country music groups, sending toes tapping at their energetic live shows since their formation in 2007. Pioneer…
Straight answers
Countryside Key FAQs
Is Countryside Key a good place to live?+
It's a quiet, established residential neighborhood in Oldsmar with easy reach to the wider Tampa Bay area. Tampa International Airport is about 29 minutes away and downtown Tampa roughly 38 minutes, and homes are assigned to East Lake High School. If you like the area, nearby Oldsmar homes for sale offer more options.
Is Countryside Key expensive?+
No — it's one of the more attainable pockets in the area, with a median sold price of $235,000 over the past 12 months. That's modest for northern Pinellas County, though limited supply means competition for the homes that do list.
What do homes cost in Countryside Key?+
Over the last year, 11 homes sold here at a median price of $235,000. There are no active listings at the moment, so buyers should be ready to move when one appears or look to communities like East Lake Woodlands nearby.
How is the market in Countryside Key?+
It's a tight, seller-favorable market: 11 homes changed hands in the past 12 months and sellers received about 97% of their asking price on average. With zero active listings currently, buyers face limited choices and should be prepared to act quickly.
What about HOA fees and property taxes?+
Specific HOA and property tax figures for Countryside Key aren't available in the current data, and fees can vary by community and property type. Working with a local agent is the best way to confirm the exact carrying costs on any home you're considering, and it's worth comparing against nearby options like Country Club.
Keep exploring
More Oldsmar neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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