Homes for Sale in Oldsmar, FL

174 homes are for sale in Oldsmar, FL as of 2026-10-27, with 10 more under contract. The median list price is $326,498 ($220/sq ft), most homes list between $150K to $699K, and the median listing has been on the market 70 days. That is 73 houses, 48 condos and 19 townhouses. 10 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.

Eastlake Oaks
photos on the listing

$560,000 New

3 bd · 2.5 ba · 2,178 sq ft · built 1999

1633 SHADY OAKS DRIVE, 34677

Eastlake Oaks

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR

$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

Cross Pointe
photos on the listing

$825,000 New

3 bd · 2 ba · 2,288 sq ft · built 1993

1829 FOXBORO COURT, 34677

Cross Pointe

Listing courtesy of COLDWELL BANKER REALTY

$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

Gardens Forest Lakes
photos on the listing

$114,900 New

2 bd · 2 ba · 915 sq ft · built 1985

127 CAMPHOR DRIVE #E, 34677

Gardens Forest Lakes

Listing courtesy of RE/MAX REALTEC GROUP INC

$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

$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

Seaside Estates
photos on the listing

$405,000 New

3 bd · 3 ba · 1,834 sq ft · built 2004

116 BRENT CIRCLE, 34677

Seaside Estates

Listing courtesy of REAL BROKER, LLC

$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

$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

$485,000

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

4795 PEBBLE BROOK DRIVE, 34677

Oldsmar

Listing courtesy of EXP REALTY LLC

$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

$739,000

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

1558 E LAKE WOODLANDS PARKWAY, 34677

Greenhaven

Listing courtesy of COLDWELL BANKER REALTY

$649,000

3 bd · 2 ba · 1,903 sq ft · built 1995

4914 AUGUSTA AVENUE, 34677

Oldsmar

Listing courtesy of KELLER WILLIAMS TAMPA PROPERTIES

$469,000

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

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

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

546 TROUT LANE, 34677

Gull-Aire Village

Listing courtesy of HUTCHESON REAL ESTATE

$929,900

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

4878 SHERBROOK DRIVE, 34677

Oldsmar

Listing courtesy of CHARLES RUTENBERG REALTY INC

$689,000

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

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

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

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

Oldsmar homes for sale by price

Every active listing in Oldsmar grouped by price, with the newest listings in each band. The median is $326,498; the busiest band is Under $200K.

Under $200K: 50 homes

• $114,900 · 2 bd / 2 ba / 915 sq ft · 127 CAMPHOR DRIVE #E (Gardens Forest Lakes)
• $129,900 · 2 bd / 2 ba / 1,094 sq ft · 129 CARYL WAY #129 (East Lake Woodlands)
• $199,900 · 2 bd / 1.5 ba / 1,080 sq ft · 152 DOUGLAS ROAD #A
• $178,000 · 2 bd / 2 ba / 1,344 sq ft · 392 COBIA WAY (Gull-Aire Village)

$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
• $200,000 · 2 bd / 2 ba / 1,094 sq ft · 127 NANCY DRIVE #127 (East Lake Woodlands)

$300K – $400K: 29 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)
• $332,000 · 2 bd / 2 ba / 1,212 sq ft · 572 SALMON COURT

$400K – $500K: 27 homes

• $405,000 · 3 bd / 3 ba / 1,834 sq ft · 116 BRENT CIRCLE (Seaside Estates)
• $485,000 · 3 bd / 2 ba / 1,550 sq ft · 404 LAKEVIEW DRIVE
• $419,900 · 3 bd / 2 ba / 1,324 sq ft · 403 EVERGREEN DRIVE
• $485,000 · 2 bd / 2 ba / 1,601 sq ft · 4795 PEBBLE BROOK DRIVE

$500K – $750K: 24 homes

• $560,000 · 3 bd / 2.5 ba / 2,178 sq ft · 1633 SHADY OAKS DRIVE (Eastlake Oaks)
• $599,000 · 4 bd / 2.5 ba / 2,230 sq ft · 1726 SPLIT FORK DRIVE (Eastlake Oaks)
• $524,900 · 4 bd / 2 ba / 1,979 sq ft · 366 RAINFOREST COURT
• $649,000 · 3 bd / 2 ba / 1,903 sq ft · 4914 AUGUSTA AVENUE

$750K – $1M: 7 homes

• $825,000 · 3 bd / 2 ba / 2,288 sq ft · 1829 FOXBORO COURT (Cross Pointe)
• $929,900 · 5 bd / 3 ba / 2,730 sq ft · 4878 SHERBROOK DRIVE
• $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)

$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 (174)

All 174 active Oldsmar listings with a detail page, newest first, refreshed twice a day from the MLS.

• $560,000 · 3 bd / 2.5 ba / 2,178 sq ft · 1633 SHADY OAKS DRIVE (Eastlake Oaks)
• $395,000 · 4 bd / 2 ba / 1,508 sq ft · 345 COUNTRY CLUB DRIVE
• $825,000 · 3 bd / 2 ba / 2,288 sq ft · 1829 FOXBORO COURT (Cross Pointe)
• $312,000 · 3 bd / 2 ba / 1,274 sq ft · 627 TIMBER BAY CIRCLE
• $114,900 · 2 bd / 2 ba / 915 sq ft · 127 CAMPHOR DRIVE #E (Gardens Forest Lakes)
• $210,000 · 2 bd / 2 ba / 1,094 sq ft · 221 NINA WAY #61
• $599,000 · 4 bd / 2.5 ba / 2,230 sq ft · 1726 SPLIT FORK DRIVE (Eastlake Oaks)
• $405,000 · 3 bd / 3 ba / 1,834 sq ft · 116 BRENT CIRCLE (Seaside Estates)
• $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)
• $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
• $485,000 · 2 bd / 2 ba / 1,601 sq ft · 4795 PEBBLE BROOK DRIVE
• $199,900 · 2 bd / 1.5 ba / 1,080 sq ft · 152 DOUGLAS ROAD #A
• $739,000 · 3 bd / 2 ba / 2,366 sq ft · 1558 E LAKE WOODLANDS PARKWAY (Greenhaven)
• $649,000 · 3 bd / 2 ba / 1,903 sq ft · 4914 AUGUSTA AVENUE
• $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)
• $929,900 · 5 bd / 3 ba / 2,730 sq ft · 4878 SHERBROOK DRIVE
• $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)
• $178,000 · 2 bd / 2 ba / 1,344 sq ft · 392 COBIA WAY (Gull-Aire Village)
• $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)
• $149,900 · 2 bd / 2 ba / 1,054 sq ft · 112 CYPRESS COURT #112 (East Lake Woodlands)
• $239,000 · 2 bd / 2 ba / 1,250 sq ft · 210 GRETCHEN COURT
• $565,000 · 4 bd / 3 ba / 2,137 sq ft · 4798 AUGUSTA AVENUE
• $177,000 · 2 bd / 2 ba / 888 sq ft · 210 WOODLAKE WYNDE
• $509,999 · 3 bd / 2 ba / 1,347 sq ft · 583 LONGWOOD COURT
• $425,000 · 3 bd / 2 ba / 1,533 sq ft · 1704 HIBISCUS CIRCLE (Harbor Palms)
• $149,900 · 2 bd / 2 ba / 1,094 sq ft · 129 NANCY DRIVE
• $200,000 · 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)
• $154,500 · 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)
• $615,000 · 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)
• $215,000 · 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
• $420,000 · 2 bd / 2 ba / 1,697 sq ft · 534 CANAL WAY
• $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
• $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)
• $545,000 · 3 bd / 2 ba / 1,722 sq ft · 624 KINGSMILL COURT
• $388,500 · 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)
• $574,900 · 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
• $550,000 · 3 bd / 2 ba / 2,032 sq ft · 353 BAY ARBOR BOULEVARD (Bay Arbor)
• $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)
• $320,000 · 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)
• $379,900 · 3 bd / 3 ba / 1,834 sq ft · 106 BRENT CIRCLE
• $215,000 · 2 bd / 2 ba / 1,094 sq ft · 128 NANCY DRIVE (East Lake Woodlands)
• $569,900 · 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)
• $395,000 · 3 bd / 2.5 ba / 1,452 sq ft · 216 HEMINGWAY DRIVE
• $698,000 · 4 bd / 2 ba / 2,584 sq ft · 80 FOXFIRE LANE
• $182,900 · 2 bd / 2 ba / 1,196 sq ft · 56 PELICAN DRIVE
• $230,000 · 2 bd / 2 ba / 1,150 sq ft · 105 LAKESIDE COURT #ELW VI UNIT 5 (East Lake Woodlands)
• $549,900 · 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)
• $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
• $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)
• $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)
• $229,900 · 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)
• $119,900 · 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)
• $179,900 · 2 bd / 2 ba / 875 sq ft · 202 MEADOW LANE #50 (Meadows Condo Unit Two At East Lake Woodlands The)
• $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)
• $229,500 · 2 bd / 2.5 ba / 1,110 sq ft · 366 COUNTRYSIDE KEY BOULEVARD
• $424,000 · 3 bd / 2 ba / 1,416 sq ft · 102 SHORE DRIVE
• $490,000 · 3 bd / 3 ba / 1,834 sq ft · 158 BRENT CIRCLE (Seaside Estates)
• $435,000 · 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)
• $575,000 · 4 bd / 2.5 ba / 2,324 sq ft · 1745 OAK POND COURT (Eastlake Oaks)
• $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)
• $495,000 · 3 bd / 2 ba / 1,685 sq ft · 900 LUCAS LANE
• $425,000 · 3 bd / 2 ba / 1,560 sq ft · 80 SUMMERWINDS LANE (East Lake Woodlands Pinewinds)
• $763,375 · 4 bd / 3.5 ba / 3,058 sq ft · 743 WELLINGTON COURT
• $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)
• $475,000 · 3 bd / 2 ba / 1,890 sq ft · 1469 RIVERDALE DRIVE
• $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)
• $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)
• $110,000 · 2 bd / 2 ba / 915 sq ft · 133 SABAL COURT #G
• $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)
• $160,000 · 2 bd / 2 ba / 1,151 sq ft · 108 WOODLANDS COURT #108 (East Lake Woodlands)
• $250,000 · 3 bd / 2 ba / 1,385 sq ft · 260 MICHAELS CIRCLE (East Lake Woodlands Cluster Homes)
• $390,000 · 2 bd / 2 ba / 1,590 sq ft · 360 S WOODLANDS DRIVE (East Lake Woodlands Patio 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)
• $220,000 · 3 bd / 2 ba / 1,450 sq ft · 120 EVELYN COURT
• $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)
• $224,400 · 2 bd / 2 ba / 984 sq ft · 276 PELICAN DRIVE (Gull-Aire Village)
• $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)
• $335,000 · 3 bd / 2.5 ba / 1,392 sq ft · 208 CUTLASS WAY
• $949,900 · 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)
• $600,000 · 2 bd / 1 ba / 1,250 sq ft · 200 LEE STREET (West Oldsmar)
• $165,000 · 2 bd / 2 ba / 1,054 sq ft · 207 CYPRESS LANE
• $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)
• $255,000 · 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)
• $149,000 · 2 bd / 2 ba / 1,054 sq ft · 130 CYPRESS LANE #130 (East Lake Woodlands)
• $1.10M · 4 bd / 3 ba / 4,312 sq ft · 1404 EAST LAKE WOODLANDS PARKWAY (Greenhaven)
• $279,000 · 2 bd / 2 ba / 1,250 sq ft · 10 LESLEY LANE (Quail Forest)
• $150,000 · 2 bd / 2 ba / 1,094 sq ft · 172 LAKEVIEW WAY #172 (East Lake Woodlands)
• $150,000 · 2 bd / 2 ba / 1,048 sq ft · 372 COBIA WAY (Gull-Aire Village)
• $479,900 · 3 bd / 2 ba / 1,844 sq ft · 1795 BAYHILL DRIVE
• $188,000 · 2 bd / 2 ba / 879 sq ft · 204 WINDWARD PLACE #36 (Meadows Condo At East Lake Woodlands)
• $355,700 · 3 bd / 2 ba / 1,274 sq ft · 206 BEDFORD STREET
• $374,000 · 3 bd / 3 ba / 1,834 sq ft · 108 BRENT CIRCLE (Seaside Estates)
• $379,900 · 3 bd / 2 ba / 1,952 sq ft · 600 S WOODLANDS DRIVE (East Lake Woodlands Cluster Homes)
• $695,000 · 4 bd / 2.5 ba / 1,711 sq ft · 402 SHORE DRIVE (West Oldsmar)
• $739,000 · 4 bd / 2.5 ba / 2,922 sq ft · 470 HICKORYNUT AVENUE (East Lake Woodlands)
• $155,000 · 2 bd / 2 ba / 915 sq ft · 124 LOBLOLLY COURT #D (Gardens Of Forest Lakes Condo The)
• $380,000 · 3 bd / 2.5 ba / 1,667 sq ft · 1505 SUNSET WIND LOOP
• $239,000 · 2 bd / 2 ba / 1,054 sq ft · 104 E CYPRESS COURT #104 (East Lake Woodlands)
• $1.50M · 6 bd / 4.5 ba / 4,475 sq ft · 50 WILLOWOOD LANE (Deerpath)
• $135,000 · 2 bd / 2 ba / 915 sq ft · 134 SYCAMORE LANE #H (Gardens Of Forest Lakes Condo The)
• $474,700 · 3 bd / 2 ba / 1,660 sq ft · 317 SHORE DRIVE
• $195,000 · 2 bd / 2 ba / 1,056 sq ft · 83 PELICAN DRIVE (Gull-Aire Village)
• $260,000 · 3 bd / 2 ba / 1,274 sq ft · 645 TIMBER BAY CIRCLE (Shoreview)
• $499,000 · 3 bd / 3 ba / 1,791 sq ft · 140 BRENT CIRCLE (Seaside Estates)
• $185,000 · 2 bd / 2 ba / 1,054 sq ft · 117 E CYPRESS COURT #117 (East Lake Woodlands)
• $167,900 · 2 bd / 2 ba / 1,078 sq ft · 403 BLUE MARLIN DRIVE (Gull-Aire Village)
• $198,000 · 2 bd / 2 ba / 1,080 sq ft · 347 CANAL WAY (Gull-Aire Village)
• $395,000 · 4 bd / 2 ba / 1,288 sq ft · 324 COUNTRY CLUB DRIVE (Oldsmar Country Club Estates)
• $805,000 · 4 bd / 3.5 ba / 3,331 sq ft · 2328 WARWICK DRIVE
• $145,000 · 2 bd / 2 ba / 1,094 sq ft · 106 LAKESIDE COURT (East Lake Woodlands)
• $199,900 · 2 bd / 2 ba / 1,094 sq ft · 113 NINA WAY #113
• $379,999 · 2 bd / 2 ba / 1,500 sq ft · 370 S WOODLANDS DRIVE (East Lake Woodlands Patio Homes)
• $104,000 · 2 bd / 2 ba / 1,054 sq ft · 131 CYPRESS LANE #131

Pending and under contract in Oldsmar (10)

Oldsmar homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.

• $1.05M · 5 bd / 4.5 ba / 3,811 sq ft · 401 PARK BOULEVARD
• $319,000 · 3 bd / 2 ba / 1,385 sq ft · 180 INGRID PLACE
• $158,990 · 4 bd / 2.5 ba / 2,155 sq ft · 705 SHORE DRIVE
• $309,900 · 4 bd / 2 ba / 1,460 sq ft · 140 ASHLEY LANE
• $340,000 · 3 bd / 2 ba / 1,333 sq ft · 1916 HUDSON COURT
• $197,500 · 2 bd / 2 ba / 924 sq ft · 317 WOODLAKE WYNDE
• $799,000 · 4 bd / 3 ba / 2,736 sq ft · 1723 CAPTIVA DRIVE
• $259,000 · 2 bd / 2 ba / 1,324 sq ft · 214 DOLPHIN DRIVE
• $330,000 · 3 bd / 2.5 ba / 1,525 sq ft · 403 E TUSCAN LANE
• $330,000 · 3 bd / 2 ba / 1,233 sq ft · 2009 PEPPERTREE COURT

Browse every listing on Momentum Realty.

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: 73
• Condos: 48
• Manufactured homes: 19
• Townhouses: 19
• Villas: 15

Browse by type: Condos for sale in Oldsmar (48) · Townhomes for sale in Oldsmar (19) · 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 174 homes for sale against that sales pace, months of supply is 7.1, 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 $326,498 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $1,794/month. Pinellas County’s typical millage of 19.39 puts property tax near $5,360/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 $2,400/month plus any HOA or CDD assessment.

Explore Oldsmar

• All homes for sale in Pinellas County, FL
• What is my house worth in Oldsmar? Home values, $/sq ft and days to contract
• 4-bedroom homes for sale in Oldsmar
• Homes under $300K in Oldsmar
• Homes from $300K to $500K in Oldsmar
• Oldsmar pool homes for sale
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• Gated communities in Oldsmar
• New listings this week in Oldsmar
• Price reductions this week in Oldsmar
• Oldsmar homes by street
• What $500K buys in Pinellas County
• Oldsmar market intelligence: prices, supply and trends
• Moving to Oldsmar: the data guide
• Cost of living in Oldsmar
• Best neighborhoods in Oldsmar
• Pinellas County property tax guide
• Pinellas County down payment assistance limits
• First-time home buyer guide for Florida
• Search every Oldsmar community
• Best places to live in Florida: every city ranked by the numbers
• All Florida cities and counties

Homes for sale near Oldsmar

• Homes for sale in St. Petersburg, FL — 2544 listings
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• Homes for sale in Tarpon Springs, FL — 299 listings
• Homes for sale in Dunedin, FL — 297 listings
• Homes for sale in Pinellas Park, FL — 253 listings
• Homes for sale in Clearwater Beach, FL — 226 listings
• Homes for sale in Treasure Island, FL — 192 listings
• Homes for sale in St. Pete Beach, FL — 176 listings
• Homes for sale in Gulfport, FL — 151 listings

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.

• 62 Emerald Bay Drive · last listed $189,000 · off market Oct 27, 2026
• 1925 Castle Bay Court · last listed $335,000 · off market Oct 27, 2026
• 1909 Castle Bay Court · last listed $360,000 · off market Oct 27, 2026
• 709 Jacaranda Drive · last listed $450,000 · off market Oct 26, 2026
• 651 Timber Bay Circle · last listed $375,000 · off market Oct 26, 2026
• 613 Chestnut Street · last listed $299,900 · off market Oct 26, 2026
• 413 Country Club Drive · last listed $324,900 · off market Oct 26, 2026
• 392 Tavernier Circle · last listed $558,900 · off market Oct 26, 2026
• 380 Rosalind Lane · last listed $599,000 · off market Oct 26, 2026
• 300 State Street #326 · last listed $345,000 · off market Oct 26, 2026
• 204 Shore Drive · last listed $299,900 · off market Oct 26, 2026
• 126 Cypress Court #26 · last listed $184,900 · off market Oct 26, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Oldsmar as of 2026-10-27 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.