Homes for sale in
Oldsmar, Florida
Where north Pinellas meets the top of Tampa Bay
176
Homes for sale
$342,450
Median list price
$246
Avg price / sqft
43
Median days on market
Oldsmar sits at the northern edge of Pinellas County, tucked against the top of Tampa Bay where the peninsula meets the mainland. It's a quieter, family-oriented pocket of the region known for golf-and-nature living — think the gated fairways of East Lake Woodlands alongside modest lakefront neighborhoods and 55+ enclaves. The commute math is part of the appeal: Tampa International is roughly 29 minutes out and downtown Tampa about 38, so you get a lower-key address without cutting yourself off from the city.
For buyers, the market here is broad and approachable. There are 176 active listings with a median list price of $342,450, and the range runs from $120,000 condos all the way to $2.7M waterfront estates. Homes are taking a median of 42.5 days to sell, which gives you room to negotiate rather than rush — and there's real inventory across single-family homes, townhomes & condos, and gated communities.
Oldsmar is in Pinellas County, Florida.
Within a 30-minute drive
Quick facts
$120,000 – $2.7M price range
1,384 sqft median home
$2,000/mo median rent
Balanced right now
Drive times
Fresh on the market
Newest homes in Oldsmar
View all 176 homes →
$199,000
108 WOODLANDS COURT UNIT 108, OLDSMAR
2 bd · 2 ba · 1,151 sqft
$250,000
3087 DUANE AVENUE, OLDSMAR
3 bd · 2 ba · 1,296 sqft
$185,000
124 W CYPRESS COURT, OLDSMAR
2 bd · 2 ba · 1,054 sqft
$624,999
1469 RIVERDALE DRIVE, OLDSMAR
3 bd · 2 ba · 1,890 sqft
$264,000
205 WOODS LANDING TRAIL, OLDSMAR
2 bd · 2.5 ba · 1,200 sqft
$324,900
413 COUNTRY CLUB DRIVE, OLDSMAR
3 bd · 2 ba · 1,323 sqft
$400,000
2013 SUNSET WIND LOOP, OLDSMAR
3 bd · 2.5 ba · 1,667 sqft
$339,900
606 CABERNET WAY, OLDSMAR
3 bd · 2.5 ba · 1,525 sqft
$439,000
1811 FOREST DRIVE, OLDSMAR
3 bd · 2 ba · 2,142 sqft
$649,000
859 INVERRY DRIVE, OLDSMAR
3 bd · 2 ba · 1,984 sqft
$190,000
110 CYPRESS CT UNIT 3-82, OLDSMAR
2 bd · 2 ba · 1,054 sqft
$175,000
410 DOLPHIN DRIVE S, OLDSMAR
2 bd · 2 ba · 1,266 sqft
161 of 176 active listings shown
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Most popular Oldsmar searches
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Property features
The numbers that matter
The Oldsmar market
Balanced
5.8 months of inventory
Supply and demand are roughly even — negotiation cuts both ways.
427
Sold, last 12 months
$380,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
53 days
Median time to sell
Oldsmar vs Pinellas County
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 24.0% yr/yr
Homes on the market
▼ 18.3% yr/yr
Homes sold per month
Live Stellar MLS data — listings and closed sales in Oldsmar, FL. Rolling medians smooth single-month swings in thin markets.
Where to look
Oldsmar neighborhoods
East Lake Woodlands
67 homes · $264K median
Gull Aire Village
19 homes · $199K median
Country Club
11 homes · $419K median
The Gardens Of Forest Lakes
10 homes · $137K median
Harbor Palms
10 homes · $364K median
Oldsmar Country Club Estates
8 homes · $397K median
Bayside Meadows
8 homes · $295K median
West Oldsmar
7 homes · $458K median
Seaside Estates
7 homes · $475K median
The Manors Of Forest Lakes
3 homes · $515K median
Hayes Park Village
2 homes · $348K median
Shoreview
2 homes · $315K median
Sheffield Village
2 homes · $305K median
The Hamlets Of Forest Lakes
1 home · $399K median
Estuary Of Mobbly Bay
1 home · $1.1M median
Wellington Estates
1 home · $799K median
Bays End
1 home · $556K median
Emerald Bay
1 home · $190K median
Show all 37 Oldsmar neighborhoods A–ZHide the full neighborhood list+
Neighborhood boundaries by edgeAI — listings matched to the actual polygon, not agent-entered subdivision names.
For the school run
School zones with homes for sale
Homes matched to official attendance boundaries — always verify zoning with the district.
Beyond the listings
Living in Oldsmar
Population
14,872
Median age
38.8
Median income
$76,100
Median home value
$346,900
What people here are into
Attitudes
Top 10% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
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.
Food & Drink
Top 11% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Active
Top 11% 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 14% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
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 Oldsmar
Jul
13
Mon
St. Petersburg Festival of Dance and Adult Dance Competition
10:00 AM
The St. Petersburg Festival of Dance and Adult Dance Competition is an exciting event where participants aged 18 and older can showcase their skills in various categories…
Jul
28
Tue
The Black Keys
7:00pm
Childhood friends Dan Auerbach and Patrick Carney formed the rock band The Black Keys in 2000. Since then, they have become one of the most popular garage rock artists. T…
Aug
8
Sat
Deep Purple
6:00pm
Electrifying audiences since 1968, Deep Purple is a pioneering force in hard rock and heavy metal, weaving together blistering guitar riffs, iconic Hammond organ solos, a…
Aug
19
Wed
Squeeze
6:00pm
Squeeze is a British rock band who has a number of top-ten chart hits including "Cool for Cats," "Labelled with Love," and "Up the Junction."
Aug
27
Thu
Sarasota Salsa and Bachata Festival
Over 40 workshops, masterclasses, and dance challenges bring together Latin dance enthusiasts for three days of intensive learning with top instructors. Your nights fill…
Aug
27
Thu
Devo
7:00pm
Devo is an American rock band founded in 1973 in Akron, Ohio. The Mothersbaughs (Mark and Bob), the Casales (Gerald and Bob), and Alan Myers were the core of their origin…
What it really costs
Owning here
Owning the median Oldsmar home
≈ $2,681/mo
$342,450 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
55%
In a FEMA flood zone
Ask about flood insurance early — it changes the payment
$2,000/mo
Median rent
49 homes for rent right now
Keep exploring
Nearby areas
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. Market statistics are computed from listing and sold data and change as the market moves.
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