Townhomes for Sale in Oldsmar, FL
22 townhomes are for sale in Oldsmar, FL as of 2026-09-25. The median list price is $397,000 ($230/sq ft), most townhomes list between $270K to $545K, and the median listing has been on the market 44 days. 6 townhomes came on the market this week and 296 sold in the last 12 months at a median of $364,750.
Newest townhomes for sale in Oldsmar
The most recently listed homes in Oldsmar, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Oldsmar townhomes for sale by price
Every active listing in Oldsmar grouped by price, with the newest listings in each band. The median is $397,000; the busiest band is $300K – $400K.
$200K – $300K: 4 homes
- $229,500 · 2 bd / 2.5 ba / 1,110 sq ft · 366 COUNTRYSIDE KEY BOULEVARD (Countryside Key)
- $239,900 · 2 bd / 2 ba / 1,053 sq ft · 135 PINEWINDS BOULEVARD (East Lake Woodlands Pinewinds)
- $275,000 · 2 bd / 1.5 ba / 1,105 sq ft · 279 COUNTRYSIDE KEY BOULEVARD (Countryside Key)
- $269,900 · 3 bd / 2.5 ba / 1,755 sq ft · 110 INGRID PLACE
$300K – $400K: 8 homes
- $300,000 · 3 bd / 2.5 ba / 1,450 sq ft · 215 WOODS LANDING TRAIL
- $399,000 · 2 bd / 2.5 ba / 1,888 sq ft · 3010 PALM KEY AVENUE
- $379,900 · 3 bd / 3 ba / 1,834 sq ft · 106 BRENT CIRCLE (Seaside Estates)
- $395,000 · 2 bd / 2.5 ba / 1,888 sq ft · 2404 ARCH AVE
$400K – $500K: 5 homes
- $460,000 · 3 bd / 3 ba / 1,834 sq ft · 129 BRENT CIRCLE (Seaside Estates)
- $437,500 · 3 bd / 2.5 ba / 1,888 sq ft · 1309 SUNSET WIND LOOP
- $489,000 · 3 bd / 2.5 ba / 2,230 sq ft · 1103 MANGO COURT
- $475,000 · 3 bd / 3 ba / 1,834 sq ft · 117 BRENT CIRCLE (Seaside Estates)
$500K – $750K: 5 homes
- $510,000 · 3 bd / 3 ba / 1,834 sq ft · 158 BRENT CIRCLE (Seaside Estates)
- $749,900 · 3 bd / 2 ba / 2,309 sq ft · 137 BRENT CIRCLE
- $525,000 · 3 bd / 3 ba / 1,834 sq ft · 119 BRENT CIRCLE (Seaside Estates)
- $625,000 · 4 bd / 3 ba / 2,258 sq ft · 138 BRENT CIRCLE
Every home for sale in Oldsmar right now (22)
All 22 active Oldsmar listings with a detail page, newest first, refreshed twice a day from the MLS.
- $300,000 · 3 bd / 2.5 ba / 1,450 sq ft · 215 WOODS LANDING TRAIL
- $229,500 · 2 bd / 2.5 ba / 1,110 sq ft · 366 COUNTRYSIDE KEY BOULEVARD (Countryside Key)
- $399,000 · 2 bd / 2.5 ba / 1,888 sq ft · 3010 PALM KEY AVENUE
- $239,900 · 2 bd / 2 ba / 1,053 sq ft · 135 PINEWINDS BOULEVARD (East Lake Woodlands Pinewinds)
- $379,900 · 3 bd / 3 ba / 1,834 sq ft · 106 BRENT CIRCLE (Seaside Estates)
- $395,000 · 2 bd / 2.5 ba / 1,888 sq ft · 2404 ARCH AVE
- $460,000 · 3 bd / 3 ba / 1,834 sq ft · 129 BRENT CIRCLE (Seaside Estates)
- $437,500 · 3 bd / 2.5 ba / 1,888 sq ft · 1309 SUNSET WIND LOOP
- $275,000 · 2 bd / 1.5 ba / 1,105 sq ft · 279 COUNTRYSIDE KEY BOULEVARD (Countryside Key)
- $489,000 · 3 bd / 2.5 ba / 2,230 sq ft · 1103 MANGO COURT
- $395,000 · 3 bd / 2.5 ba / 1,452 sq ft · 216 HEMINGWAY DRIVE (Sun Ketch Townhomes at Cypress Lakes)
- $510,000 · 3 bd / 3 ba / 1,834 sq ft · 158 BRENT CIRCLE (Seaside Estates)
- $375,000 · 3 bd / 2.5 ba / 1,667 sq ft · 2013 SUNSET WIND LOOP
- $749,900 · 3 bd / 2 ba / 2,309 sq ft · 137 BRENT CIRCLE
- $269,900 · 3 bd / 2.5 ba / 1,755 sq ft · 110 INGRID PLACE
- $475,000 · 3 bd / 3 ba / 1,834 sq ft · 117 BRENT CIRCLE (Seaside Estates)
- $525,000 · 3 bd / 3 ba / 1,834 sq ft · 119 BRENT CIRCLE (Seaside Estates)
- $450,000 · 3 bd / 3 ba / 1,834 sq ft · 116 BRENT CIRCLE (Seaside Estates)
- $625,000 · 4 bd / 3 ba / 2,258 sq ft · 138 BRENT CIRCLE
- $374,000 · 3 bd / 3 ba / 1,834 sq ft · 108 BRENT CIRCLE (Seaside Estates)
- $380,000 · 3 bd / 2.5 ba / 1,667 sq ft · 1505 SUNSET WIND LOOP
- $545,000 · 3 bd / 3 ba / 1,791 sq ft · 140 BRENT CIRCLE (Seaside Estates)
Townhomes for sale in Oldsmar by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
| ZIP | Townhomes for sale | Median list price |
|---|---|---|
| 34677 | 22 | $397,000 |
Oldsmar communities with the most townhomes for sale
The Oldsmar neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Seaside Estates | 8 | $467,500 | — | — |
| Countryside Key | 2 | $252,250 | — | — |
| Sun Ketch Townhomes at Cypress Lakes | 1 | $395,000 | — | — |
| East Lake Woodlands Pinewinds | 1 | $239,900 | — | — |
The Oldsmar real estate market right now
Over the last 12 months 296 homes sold in Oldsmar at a median of $364,750 (-3.4% year over year), $233 per square foot. Sellers received 93% of list price and homes took a median 61 days to go under contract. With 22 townhomes for sale against that sales pace, months of supply is 0.9, a seller’s market by the six-month rule. Cash buyers accounted for 32% of sales. New construction was 1% of sales.
Oldsmar supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| Under $300K | 23 | 74 | 3.7 | 70 |
| $300K–$500K | 33 | 123 | 3.2 | 52 |
| $500K–$750K | 31 | 89 | 4.2 | 53 |
Oldsmar home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2019 | $233,284 | 58 | 62 | 93% |
| 2021 | $284,136 | 88 | 10 | 100% |
| 2022 | $357,858 | 494 | 7 | 100% |
| 2023 | $341,961 | 160 | 24 | 97% |
| 2024 | $419,014 | 404 | 25 | 95% |
| 2025 | $406,866 | 406 | 39 | 94% |
| 2026 | $403,716 | 443 | 61 | 93% |
What a home in Oldsmar costs to own
Take the median $397,000 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $2,102/month. Pinellas County’s typical millage of 19.39 puts property tax near $6,727/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Pinellas County is about $1,911/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $2,822/month plus any HOA or CDD assessment.
Explore Oldsmar
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Recently off market in Oldsmar
Homes in Oldsmar that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.
- 4856 Westchester Court · last listed $569,900 · off market Sep 25, 2026
- 180 Tads Trail · last listed $349,900 · off market Sep 25, 2026
- 380 Rosalind Lane · last listed $599,000 · off market Sep 24, 2026
- 62 Emerald Bay Drive · last listed $189,000 · off market Sep 23, 2026
- 333 Tavernier Drive · last listed $495,000 · off market Sep 23, 2026
- 2060 Sheffield Court · last listed $242,000 · off market Sep 23, 2026
- 2044 Sheffield Court · last listed $244,900 · off market Sep 23, 2026
- 1925 Castle Bay Court · last listed $335,000 · off market Sep 23, 2026
- 1909 Castle Bay Court · last listed $365,000 · off market Sep 23, 2026
- 549 Longwood Circle · last listed $515,000 · off market Sep 22, 2026
- 3071 Huron Avenue · last listed $449,900 · off market Sep 22, 2026
- 124 W Cypress Court · last listed $185,000 · off market Sep 22, 2026
Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Oldsmar as of 2026-09-25 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.