Homes for Sale in Oldsmar, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated November 5, 2026

179 homes are for sale in Oldsmar, FL as of 2026-11-05, with 9 more under contract. The median list price is $335,000 ($226/sq ft), most homes list between $150K to $739K, and the median listing has been on the market 61 days. That is 78 houses, 44 condos and 23 townhouses. 14 homes came on the market this week and 378 sold in the last 12 months at a median of $389,500.

Browse all 188 homes for sale in Oldsmar, FL — the complete list, newest first.

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.

$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

$349,900 New

3 bd · 2 ba · 1,525 sq ft · built 2018

1609 VINEYARD LANE, 34677

Tuscany Woods Preserve

Listing courtesy of MAINSTAY BROKERAGE 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

$899,000 New

3 bd · 2.5 ba · 2,705 sq ft · built 1990

1334 FALLSMEADE COURT, 34677

Oldsmar

Listing courtesy of COLDWELL BANKER REALTY

$586,246 New

3 bd · 3 ba · 2,297 sq ft · built 2026

411 VAUDEVILLE ROW, 34677

Oldsmar

Listing courtesy of DRB GROUP REALTY, LLC

$349,990 New

2 bd · 2 ba · 1,310 sq ft · built 2004

559 DOVE TERRACE, 34677

Oldsmar

Listing courtesy of WEICHERT REALTORS EXCLUSIVE PROPERTIES

$328,000 New

2 bd · 2.5 ba · 1,553 sq ft · built 2007

300 STATE STREET #326, 34677

Oldsmar

Listing courtesy of PREMIER SOTHEBYS INTL REALTY

$299,000 New

3 bd · 2 ba · 924 sq ft · built 1983

608 TIMBER BAY CIRCLE, 34677

Shoreview

Listing courtesy of RE/MAX REALTEC GROUP INC

$196,000 New

2 bd · 2 ba · 1,286 sq ft · built 1983

238 PELICAN DRIVE, 34677

Gull-Aire Village

Listing courtesy of AH REALTY SERVICES, LLC

$165,000 New

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

105 PALMETTO COURT, 34677

East Lake Woodlands

Listing courtesy of CHARLES RUTENBERG REALTY INC

$104,000 New

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

131 CYPRESS LANE #131, 34677

East Lake Woodlands

Listing courtesy of REAL BROKER, LLC

$725,000 New

3 bd · 2 ba · 2,184 sq ft · built 1994

5124 PINNACLE DRIVE, 34677

Oldsmar

Listing courtesy of WIKLE INCORPORATED

$199,000 New

2 bd · 2 ba · 924 sq ft · built 1984

261 WOODLAKE WYNDE #261, 34677

East Lake Woodlands

Listing courtesy of KELLER WILLIAMS SOUTH SHORE

$849,900 New

3 bd · 3 ba · 1,834 sq ft · built 2002

131 BRENT CIRCLE, 34677

Seaside Estates

Listing courtesy of MIHARA & ASSOCIATES INC.

$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

$599,000

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

1726 SPLIT FORK DRIVE, 34677

Eastlake Oaks

Listing courtesy of CENTURY 21 CIRCLE

$369,900

3 bd · 3 ba · 1,552 sq ft · built 1973

1703 IRONWOOD COURT, 34677

Harbor Palms

Listing courtesy of RUIZ REALTY SERVICES INC.

$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

$649,000

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

4914 AUGUSTA AVENUE, 34677

Oldsmar

Listing courtesy of KELLER WILLIAMS TAMPA PROPERTIES

$560,000

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

$114,900

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

$929,900

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

4878 SHERBROOK DRIVE, 34677

Oldsmar

Listing courtesy of CHARLES RUTENBERG REALTY INC

$825,000

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

1829 FOXBORO COURT, 34677

Cross Pointe

Listing courtesy of COLDWELL BANKER 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 $335,000; the busiest band is Under $200K.

Under $200K: 50 homes

• $104,000 · 2 bd / 2 ba / 1,054 sq ft · 131 CYPRESS LANE #131 (East Lake Woodlands)
• $165,000 · 2 bd / 2 ba / 1,054 sq ft · 105 PALMETTO COURT (East Lake Woodlands)
• $196,000 · 2 bd / 2 ba / 1,286 sq ft · 238 PELICAN DRIVE (Gull-Aire Village)
• $199,000 · 2 bd / 2 ba / 924 sq ft · 261 WOODLAKE WYNDE #261 (East Lake Woodlands)

$200K – $300K: 27 homes

• $299,000 · 3 bd / 2 ba / 924 sq ft · 608 TIMBER BAY CIRCLE (Shoreview)
• $239,000 · 2 bd / 2 ba / 1,250 sq ft · 210 GRETCHEN COURT
• $229,995 · 2 bd / 2 ba / 1,380 sq ft · 145 POOLE PLACE (East Lake Woodlands Cluster Homes)
• $200,000 · 2 bd / 2 ba / 1,094 sq ft · 127 NANCY DRIVE #127 (East Lake Woodlands)

$300K – $400K: 34 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
• $349,900 · 3 bd / 2 ba / 1,525 sq ft · 1609 VINEYARD LANE (Tuscany Woods Preserve)
• $328,000 · 2 bd / 2.5 ba / 1,553 sq ft · 300 STATE STREET #326

$400K – $500K: 27 homes

• $419,900 · 3 bd / 2 ba / 1,324 sq ft · 403 EVERGREEN DRIVE
• $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
• $441,000 · 3 bd / 2.5 ba / 1,920 sq ft · 1801 MAPLELEAF BOULEVARD (Bays End)

$500K – $750K: 25 homes

• $586,246 · 3 bd / 3 ba / 2,297 sq ft · 411 VAUDEVILLE ROW
• $725,000 · 3 bd / 2 ba / 2,184 sq ft · 5124 PINNACLE DRIVE
• $524,900 · 4 bd / 2 ba / 1,979 sq ft · 366 RAINFOREST COURT
• $599,000 · 4 bd / 2.5 ba / 2,230 sq ft · 1726 SPLIT FORK DRIVE (Eastlake Oaks)

$750K – $1M: 9 homes

• $899,000 · 3 bd / 2.5 ba / 2,705 sq ft · 1334 FALLSMEADE COURT
• $849,900 · 3 bd / 3 ba / 1,834 sq ft · 131 BRENT CIRCLE (Seaside Estates)
• $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

$1M and up: 7 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
• $1.08M · 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 (179)

All 179 active Oldsmar listings with a detail page, newest first, refreshed twice a day from the MLS.

• $395,000 · 4 bd / 2 ba / 1,508 sq ft · 345 COUNTRY CLUB DRIVE
• $349,900 · 3 bd / 2 ba / 1,525 sq ft · 1609 VINEYARD LANE (Tuscany Woods Preserve)
• $312,000 · 3 bd / 2 ba / 1,274 sq ft · 627 TIMBER BAY CIRCLE
• $899,000 · 3 bd / 2.5 ba / 2,705 sq ft · 1334 FALLSMEADE COURT
• $586,246 · 3 bd / 3 ba / 2,297 sq ft · 411 VAUDEVILLE ROW
• $349,990 · 2 bd / 2 ba / 1,310 sq ft · 559 DOVE TERRACE
• $328,000 · 2 bd / 2.5 ba / 1,553 sq ft · 300 STATE STREET #326
• $299,000 · 3 bd / 2 ba / 924 sq ft · 608 TIMBER BAY CIRCLE (Shoreview)
• $196,000 · 2 bd / 2 ba / 1,286 sq ft · 238 PELICAN DRIVE (Gull-Aire Village)
• $165,000 · 2 bd / 2 ba / 1,054 sq ft · 105 PALMETTO COURT (East Lake Woodlands)
• $104,000 · 2 bd / 2 ba / 1,054 sq ft · 131 CYPRESS LANE #131 (East Lake Woodlands)
• $725,000 · 3 bd / 2 ba / 2,184 sq ft · 5124 PINNACLE DRIVE
• $199,000 · 2 bd / 2 ba / 924 sq ft · 261 WOODLAKE WYNDE #261 (East Lake Woodlands)
• $849,900 · 3 bd / 3 ba / 1,834 sq ft · 131 BRENT CIRCLE (Seaside Estates)
• $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
• $599,000 · 4 bd / 2.5 ba / 2,230 sq ft · 1726 SPLIT FORK DRIVE (Eastlake Oaks)
• $369,900 · 3 bd / 3 ba / 1,552 sq ft · 1703 IRONWOOD COURT (Harbor Palms)
• $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
• $560,000 · 3 bd / 2.5 ba / 2,178 sq ft · 1633 SHADY OAKS DRIVE (Eastlake Oaks)
• $114,900 · 2 bd / 2 ba / 915 sq ft · 127 CAMPHOR DRIVE #E (Gardens Forest Lakes)
• $929,900 · 5 bd / 3 ba / 2,730 sq ft · 4878 SHERBROOK DRIVE
• $825,000 · 3 bd / 2 ba / 2,288 sq ft · 1829 FOXBORO COURT (Cross Pointe)
• $405,000 · 3 bd / 3 ba / 1,834 sq ft · 116 BRENT CIRCLE (Seaside Estates)
• $899,000 · 3 bd / 4 ba / 2,454 sq ft · 600 SHORE DRIVE
• $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)
• $239,000 · 2 bd / 2 ba / 1,250 sq ft · 210 GRETCHEN COURT
• $441,000 · 3 bd / 2.5 ba / 1,920 sq ft · 1801 MAPLELEAF BOULEVARD (Bays End)
• $739,000 · 3 bd / 2 ba / 2,366 sq ft · 1558 E LAKE WOODLANDS PARKWAY (Greenhaven)
• $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)
• $689,000 · 3 bd / 3 ba / 1,990 sq ft · 3090 PHOENIX AVENUE (West Oldsmar)
• $177,000 · 2 bd / 2 ba / 888 sq ft · 210 WOODLAKE WYNDE
• $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)
• $178,000 · 2 bd / 2 ba / 1,344 sq ft · 392 COBIA WAY (Gull-Aire Village)
• $399,500 · 4 bd / 2 ba / 1,224 sq ft · 335 COUNTRY CLUB DRIVE (Oldsmar Country Club Estates)
• $229,995 · 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)
• $149,900 · 2 bd / 2 ba / 1,094 sq ft · 129 NANCY DRIVE
• $509,999 · 3 bd / 2 ba / 1,347 sq ft · 583 LONGWOOD COURT
• $560,000 · 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)
• $420,000 · 2 bd / 2 ba / 1,697 sq ft · 534 CANAL WAY
• $332,000 · 2 bd / 2 ba / 1,212 sq ft · 572 SALMON COURT
• $200,000 · 2 bd / 2 ba / 1,094 sq ft · 127 NANCY DRIVE #127 (East Lake Woodlands)
• $694,000 · 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)
• $545,000 · 3 bd / 2 ba / 1,722 sq ft · 624 KINGSMILL COURT
• $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
• $179,000 · 2 bd / 2 ba / 1,032 sq ft · 389 TRANQUIL COURT (Gull-Aire Village)
• $179,000 · 2 bd / 2 ba / 958 sq ft · 82 PELICAN DRIVE (Gull-Aire Village)
• $1.08M · 4 bd / 3 ba / 3,098 sq ft · 35 GREENHAVEN TRAIL (Greenhaven)
• $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)
• $300,000 · 3 bd / 2 ba / 1,368 sq ft · 1925 CASTLE BAY COURT (Sheffield Village at Bayside Meadows)
• $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
• $379,900 · 3 bd / 3 ba / 1,834 sq ft · 106 BRENT CIRCLE
• $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)
• $165,000 · 2 bd / 2 ba / 1,094 sq ft · 221 CARYL WAY #221 (East Lake Woodlands)
• $469,900 · 2 bd / 2 ba / 1,754 sq ft · 603 CANAL WAY
• $378,000 · 2 bd / 2.5 ba / 1,888 sq ft · 2404 ARCH AVE
• $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
• $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)
• $205,000 · 2 bd / 2 ba / 1,094 sq ft · 128 NANCY DRIVE (East Lake Woodlands)
• $524,000 · 5 bd / 3 ba / 2,245 sq ft · 604 CHESTNUT STREET (West Oldsmar)
• $569,900 · 3 bd / 2.5 ba / 2,030 sq ft · 212 ARBOR WOODS CIRCLE (Bay Arbor)
• $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)
• $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)
• $317,500 · 2 bd / 2 ba / 1,064 sq ft · 1707 HIBISCUS CIRCLE N (Harbor Palms)
• $300,000 · 3 bd / 2.5 ba / 1,450 sq ft · 215 WOODS LANDING TRAIL
• $489,000 · 3 bd / 2.5 ba / 2,230 sq ft · 1103 MANGO COURT
• $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)
• $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)
• $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)
• $179,900 · 2 bd / 2 ba / 875 sq ft · 202 MEADOW LANE #50 (Meadows Condo Unit Two At East Lake Woodlands The)
• $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)
• $360,000 · 3 bd / 2 ba / 1,410 sq ft · 1909 CASTLE BAY COURT (Sheffield Village at Bayside Meadows)
• $229,500 · 2 bd / 2.5 ba / 1,110 sq ft · 366 COUNTRYSIDE KEY BOULEVARD
• $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)
• $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)
• $495,000 · 3 bd / 2 ba / 1,685 sq ft · 900 LUCAS LANE
• $763,375 · 4 bd / 3.5 ba / 3,058 sq ft · 743 WELLINGTON COURT
• $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)
• $204,000 · 2 bd / 2 ba / 1,094 sq ft · 222 CARYL WAY (East Lake Woodlands)
• $425,000 · 3 bd / 2 ba / 1,560 sq ft · 80 SUMMERWINDS LANE (East Lake Woodlands Pinewinds)
• $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
• $299,000 · 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
• $110,000 · 2 bd / 2 ba / 915 sq ft · 133 SABAL COURT #G
• $175,000 · 2 bd / 2 ba / 1,266 sq ft · 410 DOLPHIN DRIVE (Gull-Aire Village)
• $470,000 · 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)
• $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)
• $220,000 · 3 bd / 2 ba / 1,450 sq ft · 120 EVELYN COURT
• $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)
• $330,000 · 3 bd / 2.5 ba / 1,525 sq ft · 403 E TUSCAN LANE
• $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)
• $335,000 · 3 bd / 2.5 ba / 1,392 sq ft · 208 CUTLASS WAY
• $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)
• $949,900 · 3 bd / 2 ba / 1,594 sq ft · 3858 SHORE BOULEVARD (West Oldsmar)
• $165,000 · 2 bd / 2 ba / 1,054 sq ft · 207 CYPRESS LANE
• $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)
• $525,000 · 4 bd / 2 ba / 2,138 sq ft · 438 LAFAYETTE BOULEVARD
• $215,000 · 2 bd / 2 ba / 1,250 sq ft · 230 BALSAM DRIVE (East Lake Woodlands Cluster Homes)
• $975,000 · 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 / 1,048 sq ft · 372 COBIA WAY
• $479,900 · 3 bd / 2 ba / 1,844 sq ft · 1795 BAYHILL DRIVE
• $355,700 · 3 bd / 2 ba / 1,274 sq ft · 206 BEDFORD STREET
• $188,000 · 2 bd / 2 ba / 879 sq ft · 204 WINDWARD PLACE #36 (Meadows Condo At East Lake Woodlands)
• $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)
• $140,000 · 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
• $189,000 · 2 bd / 2.5 ba / 1,264 sq ft · 62 EMERALD BAY DRIVE (Emerald Bay)
• $195,000 · 2 bd / 2 ba / 1,056 sq ft · 83 PELICAN DRIVE (Gull-Aire Village)
• $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)
• $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)

Pending and under contract in Oldsmar (9)

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.

• $469,000 · 3 bd / 2.5 ba / 2,700 sq ft · 1290 CLAYS TRAIL #1403
• $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
• $174,500 · 2 bd / 2 ba / 924 sq ft · 10 WOODLAKE PLACE
• $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: 78
• Condos: 44
• Townhouses: 23
• Manufactured homes: 19
• Villas: 15

Browse by type: Condos for sale in Oldsmar (44) · Townhomes for sale in Oldsmar (23) · Manufactured and Mobile Homes for sale in Oldsmar (19).

The Oldsmar real estate market right now

Over the last 12 months 378 homes sold in Oldsmar at a median of $389,500 (+6.7% 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 179 homes for sale against that sales pace, months of supply is 5.7, a balanced 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 $335,000 listing with 20% down at today’s 7.24% 30-year rate: principal and interest run about $1,826/month. Pinellas County’s typical millage of 19.39 puts property tax near $5,525/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 $2,446/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
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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
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Homes for sale near Oldsmar

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• Homes for sale in Dunedin, FL — 284 listings
• Homes for sale in Pinellas Park, FL — 249 listings
• Homes for sale in Clearwater Beach, FL — 225 listings
• Homes for sale in Treasure Island, FL — 186 listings
• Homes for sale in St. Pete Beach, FL — 176 listings
• Homes for sale in Gulfport, FL — 147 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.

• 401 Park Boulevard · last listed $1,050,000 · off market Nov 3, 2026
• 214 Dolphin Drive · last listed $259,000 · off market Nov 3, 2026
• 645 Timber Bay Circle · last listed $260,000 · off market Nov 2, 2026
• 601 Shore Drive · last listed $500,000 · off market Nov 1, 2026
• 2328 Warwick Drive · last listed $805,000 · off market Nov 1, 2026
• 208 Clays Trail #208 · last listed $397,000 · off market Nov 1, 2026
• 193 Blue Marlin Drive · last listed $255,000 · off market Nov 1, 2026
• 172 Lakeview Way #172 · last listed $150,000 · off market Nov 1, 2026
• 130 Cypress Lane #130 · last listed $149,000 · off market Nov 1, 2026
• 115 Windward Place #15 · last listed $175,000 · off market Nov 1, 2026
• 216 Hemingway Drive · last listed $395,000 · off market Oct 31, 2026
• 221 Nina Way #61 · last listed $210,000 · off market Oct 30, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Oldsmar as of 2026-11-05 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.