Homes for Sale in Oldsmar, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated October 23, 2026

178 homes are for sale in Oldsmar, FL as of 2026-10-23, with 10 more under contract. The median list price is $333,500 ($224/sq ft), most homes list between $155K to $699K, and the median listing has been on the market 66 days. That is 77 houses, 49 condos and 18 townhouses. 21 homes came on the market this week and 296 sold in the last 12 months at a median of $364,750.

Newest homes 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.

$599,000 New

4 bd · 2.5 ba · 2,230 sq ft · built 1997

1726 SPLIT FORK DRIVE, 34677

Eastlake Oaks

Listing courtesy of CENTURY 21 CIRCLE

$485,000 New

3 bd · 2 ba · 1,550 sq ft · built 1982

404 LAKEVIEW DRIVE, 34677

Oldsmar

Listing courtesy of HECKLER REALTY GROUP LLC

$129,900 New

2 bd · 2 ba · 1,094 sq ft · built 1979

129 CARYL WAY #129, 34677

East Lake Woodlands

Listing courtesy of KELLER WILLIAMS SOUTH SHORE

$450,000 New

3 bd · 2.5 ba · 1,577 sq ft · built 1987

709 JACARANDA DRIVE, 34677

Oldsmar

Listing courtesy of KELLER WILLIAMS ST PETE REALTY

$395,000 New

4 bd · 2 ba · 1,508 sq ft · built 1959

345 COUNTRY CLUB DRIVE, 34677

Oldsmar

Listing courtesy of VITA LUXURY REALTY LLC

$485,000 New

2 bd · 2 ba · 1,601 sq ft · built 1996

4795 PEBBLE BROOK DRIVE, 34677

Oldsmar

Listing courtesy of EXP REALTY LLC

$312,000 New

3 bd · 2 ba · 1,274 sq ft · built 1984

627 TIMBER BAY CIRCLE, 34677

Oldsmar

Listing courtesy of ELEVE REAL ESTATE LLC

$739,000 New

3 bd · 2 ba · 2,366 sq ft · built 1993

1558 E LAKE WOODLANDS PARKWAY, 34677

Greenhaven

Listing courtesy of COLDWELL BANKER REALTY

$469,000 New

3 bd · 2.5 ba · 2,700 sq ft · built 1993

1290 CLAYS TRAIL #1403, 34677

Laurel Oaks at East Lake

Listing courtesy of COLDWELL BANKER REALTY

$451,000 New

3 bd · 2.5 ba · 1,920 sq ft · built 1997

1801 MAPLELEAF BOULEVARD, 34677

Bays End

Listing courtesy of RESULTS REAL ESTATE INC

$449,000 New

2 bd · 2 ba · 1,688 sq ft · built 2003

546 TROUT LANE, 34677

Gull-Aire Village

Listing courtesy of HUTCHESON REAL ESTATE

$210,000 New

2 bd · 2 ba · 1,094 sq ft · built 1979

221 NINA WAY #61, 34677

Oldsmar

Listing courtesy of COLDWELL BANKER REALTY

$929,900 New

5 bd · 3 ba · 2,730 sq ft · built 1993

4878 SHERBROOK DRIVE, 34677

Cross Pointe

Listing courtesy of CHARLES RUTENBERG REALTY INC

$689,000 New

3 bd · 3 ba · 1,990 sq ft · built 1987

3090 PHOENIX AVENUE, 34677

West Oldsmar

Listing courtesy of CIGAR CITY REALTY LLC

$1.92M New

4 bd · 3.5 ba · 3,700 sq ft · built 2027

3825 SHORE BOULEVARD, 34677

West Oldsmar

Listing courtesy of CHARLES RUTENBERG REALTY INC

$765,000 New

3 bd · 2.5 ba · 2,316 sq ft · built 1987

10 WINDRUSH COURT, 34677

Greenhaven

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA

$399,500 New

4 bd · 2 ba · 1,224 sq ft · built 1959

335 COUNTRY CLUB DRIVE, 34677

Oldsmar Country Club Estates

Listing courtesy of PREMIER SOTHEBYS INTL REALTY

$899,000 New

3 bd · 4 ba · 2,454 sq ft · built 1962

600 SHORE DRIVE, 34677

Tampa Shores Bay

Listing courtesy of EXP REALTY LLC

$235,000 New

2 bd · 2 ba · 1,380 sq ft · built 1979

145 POOLE PLACE, 34677

East Lake Woodlands Cluster Homes

Listing courtesy of SOUTH CEDAR REAL ESTATE, INC

$178,000 New

2 bd · 2 ba · 1,344 sq ft · built 1972

392 COBIA WAY, 34677

Gull-Aire Village

Listing courtesy of AH REALTY SERVICES, LLC

$149,900 New

2 bd · 2 ba · 1,054 sq ft · built 1980

112 CYPRESS COURT #112, 34677

East Lake Woodlands

Listing courtesy of EXP REALTY LLC

$524,900

4 bd · 2 ba · 1,979 sq ft · built 1995

366 RAINFOREST COURT, 34677

Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC

$419,900

3 bd · 2 ba · 1,324 sq ft · built 1980

403 EVERGREEN DRIVE, 34677

Oldsmar

Listing courtesy of INSTANT EQUITY REALTY

$199,900

2 bd · 1.5 ba · 1,080 sq ft · built 1984

152 DOUGLAS ROAD #A, 34677

Oldsmar

Listing courtesy of WESTWARD REAL ESTATE

Oldsmar homes for sale by price

Every active listing in Oldsmar grouped by price, with the newest listings in each band. The median is $333,500; the busiest band is Under $200K.

Under $200K: 50 homes

• $129,900 · 2 bd / 2 ba / 1,094 sq ft · 129 CARYL WAY #129 (East Lake Woodlands)
• $149,900 · 2 bd / 2 ba / 1,054 sq ft · 112 CYPRESS COURT #112 (East Lake Woodlands)
• $178,000 · 2 bd / 2 ba / 1,344 sq ft · 392 COBIA WAY (Gull-Aire Village)
• $199,900 · 2 bd / 1.5 ba / 1,080 sq ft · 152 DOUGLAS ROAD #A

$200K – $300K: 29 homes

• $210,000 · 2 bd / 2 ba / 1,094 sq ft · 221 NINA WAY #61
• $235,000 · 2 bd / 2 ba / 1,380 sq ft · 145 POOLE PLACE (East Lake Woodlands Cluster Homes)
• $239,000 · 2 bd / 2 ba / 1,250 sq ft · 210 GRETCHEN COURT
• $205,000 · 2 bd / 2 ba / 1,094 sq ft · 127 NANCY DRIVE #127 (East Lake Woodlands)

$300K – $400K: 32 homes

• $395,000 · 4 bd / 2 ba / 1,508 sq ft · 345 COUNTRY CLUB DRIVE
• $312,000 · 3 bd / 2 ba / 1,274 sq ft · 627 TIMBER BAY CIRCLE
• $399,500 · 4 bd / 2 ba / 1,224 sq ft · 335 COUNTRY CLUB DRIVE (Oldsmar Country Club Estates)
• $375,000 · 3 bd / 2 ba / 1,275 sq ft · 651 TIMBER BAY CIRCLE

$400K – $500K: 27 homes

• $485,000 · 3 bd / 2 ba / 1,550 sq ft · 404 LAKEVIEW DRIVE
• $450,000 · 3 bd / 2.5 ba / 1,577 sq ft · 709 JACARANDA DRIVE
• $485,000 · 2 bd / 2 ba / 1,601 sq ft · 4795 PEBBLE BROOK DRIVE
• $449,000 · 2 bd / 2 ba / 1,688 sq ft · 546 TROUT LANE (Gull-Aire Village)

$500K – $750K: 25 homes

• $599,000 · 4 bd / 2.5 ba / 2,230 sq ft · 1726 SPLIT FORK DRIVE (Eastlake Oaks)
• $739,000 · 3 bd / 2 ba / 2,366 sq ft · 1558 E LAKE WOODLANDS PARKWAY (Greenhaven)
• $689,000 · 3 bd / 3 ba / 1,990 sq ft · 3090 PHOENIX AVENUE (West Oldsmar)
• $524,900 · 4 bd / 2 ba / 1,979 sq ft · 366 RAINFOREST COURT

$750K – $1M: 7 homes

• $929,900 · 5 bd / 3 ba / 2,730 sq ft · 4878 SHERBROOK DRIVE (Cross Pointe)
• $765,000 · 3 bd / 2.5 ba / 2,316 sq ft · 10 WINDRUSH COURT (Greenhaven)
• $899,000 · 3 bd / 4 ba / 2,454 sq ft · 600 SHORE DRIVE (Tampa Shores Bay)
• $799,000 · 4 bd / 3 ba / 2,736 sq ft · 1723 CAPTIVA DRIVE

$1M and up: 8 homes

• $1.92M · 4 bd / 3.5 ba / 3,700 sq ft · 3825 SHORE BOULEVARD (West Oldsmar)
• $1.70M · 4 bd / 4 ba / 3,400 sq ft · 1332 PRESERVATION WAY
• $1.09M · 4 bd / 3 ba / 3,098 sq ft · 35 GREENHAVEN TRAIL (Greenhaven)
• $2.30M · 7 bd / 4.5 ba / 6,460 sq ft · 1330 PRESERVATION WAY

Every home for sale in Oldsmar right now (178)

All 178 active Oldsmar listings with a detail page, newest first, refreshed twice a day from the MLS.

• $599,000 · 4 bd / 2.5 ba / 2,230 sq ft · 1726 SPLIT FORK DRIVE (Eastlake Oaks)
• $485,000 · 3 bd / 2 ba / 1,550 sq ft · 404 LAKEVIEW DRIVE
• $129,900 · 2 bd / 2 ba / 1,094 sq ft · 129 CARYL WAY #129 (East Lake Woodlands)
• $450,000 · 3 bd / 2.5 ba / 1,577 sq ft · 709 JACARANDA DRIVE
• $395,000 · 4 bd / 2 ba / 1,508 sq ft · 345 COUNTRY CLUB DRIVE
• $485,000 · 2 bd / 2 ba / 1,601 sq ft · 4795 PEBBLE BROOK DRIVE
• $312,000 · 3 bd / 2 ba / 1,274 sq ft · 627 TIMBER BAY CIRCLE
• $739,000 · 3 bd / 2 ba / 2,366 sq ft · 1558 E LAKE WOODLANDS PARKWAY (Greenhaven)
• $469,000 · 3 bd / 2.5 ba / 2,700 sq ft · 1290 CLAYS TRAIL #1403 (Laurel Oaks at East Lake)
• $451,000 · 3 bd / 2.5 ba / 1,920 sq ft · 1801 MAPLELEAF BOULEVARD (Bays End)
• $449,000 · 2 bd / 2 ba / 1,688 sq ft · 546 TROUT LANE (Gull-Aire Village)
• $210,000 · 2 bd / 2 ba / 1,094 sq ft · 221 NINA WAY #61
• $929,900 · 5 bd / 3 ba / 2,730 sq ft · 4878 SHERBROOK DRIVE (Cross Pointe)
• $689,000 · 3 bd / 3 ba / 1,990 sq ft · 3090 PHOENIX AVENUE (West Oldsmar)
• $1.92M · 4 bd / 3.5 ba / 3,700 sq ft · 3825 SHORE BOULEVARD (West Oldsmar)
• $765,000 · 3 bd / 2.5 ba / 2,316 sq ft · 10 WINDRUSH COURT (Greenhaven)
• $399,500 · 4 bd / 2 ba / 1,224 sq ft · 335 COUNTRY CLUB DRIVE (Oldsmar Country Club Estates)
• $899,000 · 3 bd / 4 ba / 2,454 sq ft · 600 SHORE DRIVE (Tampa Shores Bay)
• $235,000 · 2 bd / 2 ba / 1,380 sq ft · 145 POOLE PLACE (East Lake Woodlands Cluster Homes)
• $178,000 · 2 bd / 2 ba / 1,344 sq ft · 392 COBIA WAY (Gull-Aire Village)
• $149,900 · 2 bd / 2 ba / 1,054 sq ft · 112 CYPRESS COURT #112 (East Lake Woodlands)
• $524,900 · 4 bd / 2 ba / 1,979 sq ft · 366 RAINFOREST COURT
• $419,900 · 3 bd / 2 ba / 1,324 sq ft · 403 EVERGREEN DRIVE
• $199,900 · 2 bd / 1.5 ba / 1,080 sq ft · 152 DOUGLAS ROAD #A
• $649,000 · 3 bd / 2 ba / 1,903 sq ft · 4914 AUGUSTA AVENUE
• $375,000 · 3 bd / 2 ba / 1,275 sq ft · 651 TIMBER BAY CIRCLE
• $575,000 · 4 bd / 3 ba / 2,137 sq ft · 4798 AUGUSTA AVENUE
• $425,000 · 3 bd / 2 ba / 1,533 sq ft · 1704 HIBISCUS CIRCLE (Harbor Palms)
• $239,000 · 2 bd / 2 ba / 1,250 sq ft · 210 GRETCHEN COURT
• $509,999 · 3 bd / 2 ba / 1,347 sq ft · 583 LONGWOOD COURT
• $205,000 · 2 bd / 2 ba / 1,094 sq ft · 127 NANCY DRIVE #127 (East Lake Woodlands)
• $699,000 · 3 bd / 2 ba / 2,037 sq ft · 950 WAVERLY STREET
• $189,000 · 2 bd / 2 ba / 1,094 sq ft · 151 LAKEVIEW WAY #151 (East Lake Woodlands)
• $177,000 · 2 bd / 2 ba / 888 sq ft · 210 WOODLAKE WYNDE
• $159,500 · 2 bd / 2 ba / 924 sq ft · 131 WOODLAKE WYNDE (East Lake Woodlands)
• $149,900 · 2 bd / 2 ba / 1,094 sq ft · 110 LAKESIDE COURT #110 (East Lake Woodlands)
• $625,000 · 4 bd / 2.5 ba / 2,460 sq ft · 1750 SPLIT FORK DRIVE (Eastlake Oaks)
• $404,000 · 3 bd / 2 ba / 1,499 sq ft · 1813 DRIFTWOOD CIRCLE (Harbor Palms)
• $220,000 · 2 bd / 2 ba / 1,215 sq ft · 2031 DOVER COURT (Bayside Meadows)
• $1.70M · 4 bd / 4 ba / 3,400 sq ft · 1332 PRESERVATION WAY
• $149,900 · 2 bd / 2 ba / 1,094 sq ft · 129 NANCY DRIVE
• $179,000 · 2 bd / 2 ba / 1,032 sq ft · 389 TRANQUIL COURT (Gull-Aire Village)
• $332,000 · 2 bd / 2 ba / 1,212 sq ft · 572 SALMON COURT (Gull-Aire Village)
• $179,000 · 2 bd / 2 ba / 958 sq ft · 82 PELICAN DRIVE (Gull-Aire Village)
• $1.09M · 4 bd / 3 ba / 3,098 sq ft · 35 GREENHAVEN TRAIL (Greenhaven)
• $420,000 · 2 bd / 2 ba / 1,697 sq ft · 534 CANAL WAY
• $399,000 · 2 bd / 2.5 ba / 1,888 sq ft · 3010 PALM KEY AVENUE
• $169,900 · 2 bd / 2 ba / 1,120 sq ft · 225 TARPON LANE (Gull-Aire Village)
• $155,000 · 2 bd / 2 ba / 915 sq ft · 129 CAMPHOR CIRCLE #C (Gardens Of Forest Lakes Condo The)
• $239,900 · 2 bd / 2 ba / 1,053 sq ft · 135 PINEWINDS BOULEVARD (East Lake Woodlands Pinewinds)
• $584,900 · 3 bd / 2.5 ba / 2,316 sq ft · 4951 AUGUSTA AVENUE
• $2.30M · 7 bd / 4.5 ba / 6,460 sq ft · 1330 PRESERVATION WAY
• $565,000 · 3 bd / 2 ba / 2,032 sq ft · 353 BAY ARBOR BOULEVARD (Bay Arbor)
• $545,000 · 3 bd / 2 ba / 1,722 sq ft · 624 KINGSMILL COURT
• $354,900 · 3 bd / 2 ba / 1,294 sq ft · 1806 IRONWOOD COURT (Harbor Palms)
• $349,900 · 4 bd / 2 ba / 1,604 sq ft · 711 LEMONWOOD DRIVE (Harbor Palms)
• $329,000 · 2 bd / 2 ba / 960 sq ft · 1806 DRIFTWOOD CIRCLE (Harbor Palms)
• $209,900 · 2 bd / 2 ba / 1,136 sq ft · 34 PELICAN DRIVE (Gull-Aire Village)
• $175,000 · 2 bd / 2 ba / 1,094 sq ft · 221 CARYL WAY #221 (East Lake Woodlands)
• $389,900 · 2 bd / 2.5 ba / 1,888 sq ft · 2404 ARCH AVE
• $320,995 · 3 bd / 1 ba / 1,272 sq ft · 310 COUNTRY CLUB DRIVE (Oldsmar Country Club Estates)
• $319,900 · 4 bd / 2 ba / 1,550 sq ft · 110 EVELYN COURT (East Lake Woodlands Cluster Homes)
• $249,000 · 2 bd / 2 ba / 1,671 sq ft · 428 PELICAN DRIVE (Gull-Aire Village)
• $149,500 · 2 bd / 2 ba / 1,056 sq ft · 340 CANAL WAY (Gull-Aire Village)
• $445,000 · 4 bd / 2 ba / 1,732 sq ft · 311 COUNTRY CLUB DRIVE (Oldsmar Country Club Estates)
• $215,000 · 2 bd / 2 ba / 1,094 sq ft · 128 NANCY DRIVE (East Lake Woodlands)
• $584,900 · 3 bd / 2.5 ba / 2,030 sq ft · 212 ARBOR WOODS CIRCLE (Bay Arbor)
• $559,000 · 5 bd / 3 ba / 2,245 sq ft · 604 CHESTNUT STREET (West Oldsmar)
• $345,000 · 2 bd / 2.5 ba / 1,553 sq ft · 300 STATE STREET #326
• $379,900 · 3 bd / 3 ba / 1,834 sq ft · 106 BRENT CIRCLE
• $395,000 · 3 bd / 2.5 ba / 1,452 sq ft · 216 HEMINGWAY DRIVE
• $230,000 · 2 bd / 2 ba / 1,150 sq ft · 105 LAKESIDE COURT #ELW VI UNIT 5 (East Lake Woodlands)
• $182,900 · 2 bd / 2 ba / 1,196 sq ft · 56 PELICAN DRIVE (Gull-Aire Village)
• $567,500 · 3 bd / 2.5 ba / 2,423 sq ft · 406 WINGATE CIRCLE (Bay Arbor)
• $319,000 · 2 bd / 2 ba / 1,064 sq ft · 1707 HIBISCUS CIRCLE N (Harbor Palms)
• $197,500 · 2 bd / 2 ba / 924 sq ft · 317 WOODLAKE WYNDE
• $460,000 · 3 bd / 3 ba / 1,834 sq ft · 129 BRENT CIRCLE (Seaside Estates)
• $119,500 · 2 bd / 2 ba / 915 sq ft · 133 SABAL COURT #F (Gardens Of Forest Lakes Condo The)
• $300,000 · 3 bd / 2.5 ba / 1,450 sq ft · 215 WOODS LANDING TRAIL
• $698,000 · 4 bd / 2 ba / 2,584 sq ft · 80 FOXFIRE LANE
• $209,799 · 2 bd / 2 ba / 1,094 sq ft · 105 LAKEVIEW WAY #105 (East Lake Woodlands)
• $149,000 · 2 bd / 2 ba / 1,144 sq ft · 322 BASS COURT (Gull-Aire Village)
• $489,000 · 3 bd / 2.5 ba / 2,230 sq ft · 1103 MANGO COURT
• $275,000 · 2 bd / 1.5 ba / 1,105 sq ft · 279 COUNTRYSIDE KEY BOULEVARD (Countryside Key)
• $799,000 · 4 bd / 3 ba / 2,736 sq ft · 1723 CAPTIVA DRIVE
• $149,900 · 2 bd / 2 ba / 1,094 sq ft · 160 LAKEVIEW WAY #160 (East Lake Woodlands)
• $188,000 · 2 bd / 2 ba / 924 sq ft · 10 WOODLAKE PLACE (East Lake Woodlands)
• $185,000 · 2 bd / 2 ba / 924 sq ft · 135 WOODLAKE WYNDE #135 (East Lake Woodlands)
• $259,900 · 2 bd / 2 ba / 1,064 sq ft · 704 LEMONWOOD DRIVE (Harbor Palms)
• $344,900 · 3 bd / 1 ba / 1,583 sq ft · 415 MAPLEWOOD CIRCLE (Harbor Palms)
• $167,000 · 2 bd / 2 ba / 1,054 sq ft · 219 PALMETTO COURT #219 (East Lake Woodlands)
• $129,900 · 2 bd / 2 ba / 915 sq ft · 123 LOBLOLLY COURT #A (Gardens Of Forest Lakes Condo The)
• $310,000 · 3 bd / 1 ba / 924 sq ft · 650 TIMBER BAY CIRCLE (Shoreview)
• $473,900 · 4 bd / 2 ba / 1,507 sq ft · 508 WASHINGTON AVENUE (West Oldsmar)
• $558,900 · 3 bd / 2 ba / 1,656 sq ft · 392 TAVERNIER CIRCLE
• $179,000 · 2 bd / 2 ba / 1,094 sq ft · 205 MARTHA LANE #205 (East Lake Woodlands)
• $300,000 · 2 bd / 2 ba / 1,255 sq ft · 163 DOLPHIN DRIVE (Gull-Aire Village)
• $179,900 · 2 bd / 2 ba / 875 sq ft · 202 MEADOW LANE #50 (Meadows Condo Unit Two At East Lake Woodlands The)
• $229,500 · 2 bd / 2.5 ba / 1,110 sq ft · 366 COUNTRYSIDE KEY BOULEVARD (Countryside Key)
• $424,000 · 3 bd / 2 ba / 1,416 sq ft · 102 SHORE DRIVE
• $184,900 · 2 bd / 2 ba / 1,054 sq ft · 126 CYPRESS COURT #26
• $490,000 · 3 bd / 3 ba / 1,834 sq ft · 158 BRENT CIRCLE (Seaside Estates)
• $440,000 · 3 bd / 2 ba / 2,064 sq ft · 331 SHORE DRIVE (Oldsmar Country Club Estates)
• $247,000 · 2 bd / 2 ba / 1,320 sq ft · 407 DOLPHIN DRIVE (Gull-Aire Village)
• $397,000 · 3 bd / 2 ba / 1,835 sq ft · 208 CLAYS TRAIL #208 (Heatherwood Unit One Condo)
• $204,000 · 2 bd / 2 ba / 1,094 sq ft · 222 CARYL WAY (East Lake Woodlands)
• $589,000 · 4 bd / 2.5 ba / 2,324 sq ft · 1745 OAK POND COURT (Eastlake Oaks)
• $425,000 · 3 bd / 2 ba / 1,560 sq ft · 80 SUMMERWINDS LANE (East Lake Woodlands Pinewinds)
• $500,000 · 3 bd / 2 ba / 1,856 sq ft · 601 SHORE DRIVE (Tampa Shores Bay)
• $276,900 · 2 bd / 2 ba / 1,380 sq ft · 75 POOLE PLACE (East Lake Woodlands Cluster Homes)
• $495,000 · 3 bd / 2 ba / 1,685 sq ft · 900 LUCAS LANE
• $475,000 · 3 bd / 2 ba / 1,890 sq ft · 1469 RIVERDALE DRIVE
• $763,375 · 4 bd / 3.5 ba / 3,058 sq ft · 743 WELLINGTON COURT
• $1.10M · 5 bd / 3 ba / 3,390 sq ft · 85 KELLEYS TRAIL
• $437,500 · 3 bd / 2.5 ba / 1,888 sq ft · 1309 SUNSET WIND LOOP
• $299,900 · 2 bd / 2 ba / 1,626 sq ft · 60 ST ANDREWS PLACE #60 (St Andrews Condo)
• $324,900 · 3 bd / 2 ba / 1,323 sq ft · 413 COUNTRY CLUB DRIVE (Oldsmar Country Club Estates)
• $375,000 · 3 bd / 2.5 ba / 1,667 sq ft · 2013 SUNSET WIND LOOP
• $175,000 · 2 bd / 2 ba / 1,266 sq ft · 410 DOLPHIN DRIVE (Gull-Aire Village)
• $480,000 · 3 bd / 2 ba / 2,065 sq ft · 854 CHRISTINA CIRCLE (Bays End)
• $190,000 · 2 bd / 2 ba / 1,054 sq ft · 110 CYPRESS CT #3-82 (East Lake Woodlands)
• $110,000 · 2 bd / 2 ba / 915 sq ft · 123 LOBLOLLY COURT #B (Gardens Of Forest Lakes Condo The)
• $1.05M · 4 bd / 3 ba / 3,189 sq ft · 4931 TURTLE CREEK TRAIL
• $345,000 · 3 bd / 2 ba / 1,190 sq ft · 442 EVERGREEN DRIVE
• $125,000 · 2 bd / 2 ba / 915 sq ft · 131 SABAL COURT #E (Gardens Of Forest Lakes Condo The)
• $110,000 · 2 bd / 2 ba / 915 sq ft · 133 SABAL COURT #G
• $599,000 · 3 bd / 2.5 ba / 2,423 sq ft · 380 ROSALIND LANE
• $160,000 · 2 bd / 2 ba / 1,151 sq ft · 108 WOODLANDS COURT #108 (East Lake Woodlands)
• $390,000 · 2 bd / 2 ba / 1,590 sq ft · 360 S WOODLANDS DRIVE (East Lake Woodlands Patio Homes)
• $250,000 · 3 bd / 2 ba / 1,385 sq ft · 260 MICHAELS CIRCLE (East Lake Woodlands Cluster Homes)
• $669,000 · 4 bd / 2 ba / 2,318 sq ft · 10 ARBOR LANE (East Lake Woodlands)
• $445,000 · 3 bd / 3 ba / 1,834 sq ft · 117 BRENT CIRCLE (Seaside Estates)
• $169,000 · 2 bd / 2 ba / 1,094 sq ft · 112 LAKEVIEW PLACE #12 (East Lake Woodlands)
• $185,000 · 2 bd / 2 ba / 1,096 sq ft · 130 NANCY DRIVE #37 (East Lake Woodlands)
• $224,900 · 2 bd / 2 ba / 1,094 sq ft · 107 LAKEVIEW PLACE #7 (East Lake Woodlands)
• $224,900 · 2 bd / 2 ba / 984 sq ft · 276 PELICAN DRIVE (Gull-Aire Village)
• $220,000 · 3 bd / 2 ba / 1,450 sq ft · 120 EVELYN COURT
• $252,000 · 3 bd / 2 ba / 1,471 sq ft · 258 PELICAN DRIVE (Gull-Aire Village)
• $414,900 · 3 bd / 2 ba / 1,855 sq ft · 1815 DRIFTWOOD CIRCLE (Harbor Palms)
• $175,000 · 2 bd / 2 ba / 924 sq ft · 142 WOODLAKE WYNDE #48 (East Lake Woodlands)
• $999,000 · 3 bd / 2 ba / 1,594 sq ft · 3858 SHORE BOULEVARD (West Oldsmar)
• $204,900 · 1 bd / 1 ba / 1,024 sq ft · 2034 MONTEGO COURT (Bayside Meadows)
• $335,000 · 3 bd / 2.5 ba / 1,392 sq ft · 208 CUTLASS WAY
• $600,000 · 2 bd / 1 ba / 1,250 sq ft · 200 LEE STREET (West Oldsmar)
• $175,000 · 2 bd / 2 ba / 879 sq ft · 115 WINDWARD PLACE #15 (Meadows Condo At East Lake Woodlands)
• $525,000 · 4 bd / 2 ba / 2,138 sq ft · 438 LAFAYETTE BOULEVARD (West Oldsmar)
• $265,000 · 3 bd / 3 ba / 1,485 sq ft · 193 BLUE MARLIN DRIVE (Gull-Aire Village)
• $215,000 · 2 bd / 2 ba / 1,250 sq ft · 230 BALSAM DRIVE (East Lake Woodlands Cluster Homes)
• $165,000 · 2 bd / 2 ba / 1,054 sq ft · 207 CYPRESS LANE
• $149,000 · 2 bd / 2 ba / 1,054 sq ft · 130 CYPRESS LANE #130 (East Lake Woodlands)

Showing the newest 150 of 178; the price bands above and the map cover the rest.

Homes 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.

Oldsmar communities with the most homes 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.

What is for sale in Oldsmar: property types

• Single-family houses: 77
• Condos: 49
• Manufactured homes: 19
• Townhouses: 18
• Villas: 15

Browse by type: Condos for sale in Oldsmar (49) · Townhomes for sale in Oldsmar (18) · Manufactured and Mobile Homes for sale in Oldsmar (19).

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 178 homes for sale against that sales pace, months of supply is 7.2, a buyer’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

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.

What a home in Oldsmar costs to own

Take the median $333,500 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $1,833/month. Pinellas County’s typical millage of 19.39 puts property tax near $5,496/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 $2,450/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.

• 819 Jacaranda Drive · last listed $425,000 · off market Oct 21, 2026
• 603 Canal Way · last listed $469,900 · off market Oct 21, 2026
• 550 Palmdale Drive · last listed $587,000 · off market Oct 20, 2026
• 4770 Pebble Brook Drive · last listed $549,900 · off market Oct 20, 2026
• 3087 Duane Avenue · last listed $264,000 · off market Oct 20, 2026
• 106 Windward Place · last listed $179,950 · off market Oct 20, 2026
• 123 Cypress Lane #23 · last listed $149,900 · off market Oct 19, 2026
• 9009 Palm Key Avenue · last listed $644,900 · off market Oct 18, 2026
• 1730 Captiva Drive · last listed $745,000 · off market Oct 18, 2026
• 5250 Pinehurst Court · last listed $640,000 · off market Oct 17, 2026
• 4761 Stonebriar Drive · last listed $729,900 · off market Oct 17, 2026
• 238 Pelican Drive · last listed $199,000 · off market Oct 17, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Oldsmar as of 2026-10-23 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.