Oldsmar, FL Price Reductions

A price reduction is the clearest signal a seller sends: the first number did not work. This tracker lists every Oldsmar listing that lowered its asking price, updated nightly from the live MLS record — the old price, the new price, the size of the cut and how long the home has been on the market — so buyers can see where sellers are moving and sellers can see what their competition just did.

16 homes for sale in Oldsmar, FL cut their asking price in the last 7 days and 63 in the last 30, out of 148 active listings (39% reduced at least once this month). The median reduction is 3.0% ($10,000). The largest cut this week was $125,000 on 1404 East Lake Woodlands Parkway in Greenhaven ($1,100,000 → $975,000).

Latest price reductions in Oldsmar

ListingCommunityWasNowCutDOM
4931 Turtle Creek Trail
Nov 6 · 4 bd · 3 ba · 3,189 sf
—$1,055,000$985,000−6.6%142
110 Evelyn Court
Nov 6 · 4 bd · 2 ba · 1,550 sf
East Lake Woodlands Cluster Homes$319,900$299,900−6.3%54
135 Pinewinds Boulevard
Nov 6 · 2 bd · 2 ba · 1,053 sf
East Lake Woodlands Pinewinds$239,900$224,900−6.3%46
107 Lakeview Place #7
Nov 6 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$224,900$214,900−4.4%167
4798 Augusta Avenue
Nov 5 · 4 bd · 3 ba · 2,137 sf
—$565,000$560,000−0.9%26
1707 Hibiscus Circle N
Nov 5 · 2 bd · 2 ba · 1,064 sf
harbor palms$319,000$317,500−0.5%62
1404 East Lake Woodlands Parkway
Nov 4 · 4 bd · 3 ba · 4,312 sf
Greenhaven$1,100,000$975,000−11.4%191
60 St Andrews Place #60
Nov 3 · 2 bd · 2 ba · 1,626 sf
St Andrews Condo$299,900$299,000−0.3%119
2404 Arch Ave
Nov 2 · 2 bd · 2.5 ba · 1,888 sf
—$389,900$378,000−3.1%48
128 Nancy Drive
Nov 1 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$215,000$205,000−4.7%52
1925 Castle Bay Court
Oct 31 · 3 bd · 2 ba · 1,368 sf
Sheffield Village At Bayside Meadows$335,000$300,000−10.4%42
604 Chestnut Street
Oct 31 · 5 bd · 3 ba · 2,245 sf
west oldsmar$559,000$524,000−6.3%53
221 Caryl Way #221
Oct 31 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$175,000$165,000−5.7%46
1801 Mapleleaf Boulevard
Oct 31 · 3 bd · 2.5 ba · 1,920 sf
Bays End$451,000$441,000−2.2%16
950 Waverly Street
Oct 31 · 3 bd · 2 ba · 2,037 sf
—$699,000$694,000−0.7%30
35 Greenhaven Trail
Oct 31 · 4 bd · 3 ba · 3,098 sf
Greenhaven$1,089,000$1,085,000−0.4%40
212 Arbor Woods Circle
Oct 29 · 3 bd · 2.5 ba · 2,030 sf
Bay Arbor$584,900$569,900−2.6%54
124 Loblolly Court #D
Oct 29 · 2 bd · 2 ba · 915 sf
Gardens Of Forest Lakes Condo$155,000$140,000−9.7%230
854 Christina Circle
Oct 29 · 3 bd · 2 ba · 2,065 sf
Bays End$480,000$470,000−2.1%133
145 Poole Place
Oct 29 · 2 bd · 2 ba · 1,380 sf
East Lake Woodlands Cluster Homes$235,000$229,995−2.1%20
2031 Dover Court
Oct 29 · 2 bd · 2 ba · 1,215 sf
bayside meadows$220,000$215,000−2.3%33
276 Pelican Drive
Oct 29 · 2 bd · 2 ba · 984 sf
Gull Aire Village$224,900$224,400−0.2%165
3858 Shore Boulevard
Oct 24 · 3 bd · 2 ba · 1,594 sf
west oldsmar$999,000$949,900−4.9%174
704 Lemonwood Drive
Oct 24 · 2 bd · 2 ba · 1,064 sf
harbor palms$259,900$229,900−11.5%79
134 Sycamore Lane #H
Oct 24 · 2 bd · 2 ba · 915 sf
Gardens Of Forest Lakes Condo$160,000$135,000−15.6%276
4951 Augusta Avenue
Oct 24 · 3 bd · 2.5 ba · 2,316 sf
—$584,900$574,900−1.7%44
127 Nancy Drive #127
Oct 24 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$205,000$200,000−2.4%29
1469 Riverdale Drive
Oct 23 · 3 bd · 2 ba · 1,890 sf
—$499,999$475,000−5.0%114
406 Wingate Circle
Oct 23 · 3 bd · 2.5 ba · 2,423 sf
Bay Arbor$567,500$549,900−3.1%60
353 Bay Arbor Boulevard
Oct 23 · 3 bd · 2 ba · 2,032 sf
Bay Arbor$565,000$550,000−2.7%46
1745 Oak Pond Court
Oct 23 · 4 bd · 2.5 ba · 2,324 sf
eastlake oaks$589,000$575,000−2.4%107
3010 Palm Key Avenue
Oct 23 · 2 bd · 2.5 ba · 1,888 sf
—$399,000$388,500−2.6%41
4798 Augusta Avenue
Oct 23 · 4 bd · 3 ba · 2,137 sf
—$575,000$565,000−1.7%26
35 Greenhaven Trail
Oct 23 · 4 bd · 3 ba · 3,098 sf
Greenhaven$1,099,000$1,089,000−0.9%40
1750 Split Fork Drive
Oct 23 · 4 bd · 2.5 ba · 2,460 sf
eastlake oaks$625,000$615,000−1.6%33
123 Loblolly Court #A
Oct 23 · 2 bd · 2 ba · 915 sf
Gardens Of Forest Lakes Condo$129,900$119,900−7.7%81
1806 Driftwood Circle
Oct 23 · 2 bd · 2 ba · 960 sf
harbor palms$329,000$320,000−2.7%46
331 Shore Drive
Oct 23 · 3 bd · 2 ba · 2,064 sf
oldsmar country club estates$440,000$435,000−1.1%104
131 Woodlake Wynde
Oct 23 · 2 bd · 2 ba · 924 sf
east lake woodlands$159,500$154,500−3.1%31
140 Brent Circle
Oct 20 · 3 bd · 3 ba · 1,791 sf
Seaside Estates$545,000$499,000−8.4%360
219 Palmetto Court #219
Oct 20 · 2 bd · 2 ba · 1,054 sf
East Lake Woodlands$167,500$167,000−0.3%80
102 Shore Drive
Oct 19 · 3 bd · 2 ba · 1,416 sf
—$439,000$424,000−3.4%95
160 Lakeview Way #160
Oct 19 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$159,900$149,900−6.3%70
260 Michaels Circle
Oct 19 · 3 bd · 2 ba · 1,385 sf
East Lake Woodlands Cluster Homes$260,000$250,000−3.8%148
117 Brent Circle
Oct 18 · 3 bd · 3 ba · 1,834 sf
Seaside Estates$475,000$445,000−6.3%157
205 Martha Lane #205
Oct 16 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$189,000$179,000−5.3%88
402 Shore Drive
Oct 15 · 4 bd · 2.5 ba · 1,711 sf
west oldsmar$725,000$695,000−4.1%228
2031 Dover Court
Oct 15 · 2 bd · 2 ba · 1,215 sf
bayside meadows$247,500$220,000−11.1%33
1815 Driftwood Circle
Oct 15 · 3 bd · 2 ba · 1,855 sf
harbor palms$419,900$414,900−1.2%173
75 Poole Place
Oct 15 · 2 bd · 2 ba · 1,380 sf
East Lake Woodlands Cluster Homes$279,900$276,900−1.1%110
219 Palmetto Court #219
Oct 13 · 2 bd · 2 ba · 1,054 sf
East Lake Woodlands$168,000$167,500−0.3%80
110 Evelyn Court
Oct 12 · 4 bd · 2 ba · 1,550 sf
East Lake Woodlands Cluster Homes$324,900$319,900−1.5%54
130 Nancy Drive #37
Oct 12 · 2 bd · 2 ba · 1,096 sf
east lake woodlands$189,999$185,000−2.6%162
158 Brent Circle
Oct 11 · 3 bd · 3 ba · 1,834 sf
Seaside Estates$510,000$490,000−3.9%100
322 Bass Court
Oct 11 · 2 bd · 2 ba · 1,144 sf
Gull Aire Village$154,900$149,000−3.8%66
2034 Montego Court
Oct 9 · 1 bd · 1 ba · 1,024 sf
bayside meadows$214,900$204,900−4.7%178
10 Lesley Lane
Oct 9 · 2 bd · 2 ba · 1,250 sf
Quail Forest$288,000$279,000−3.1%192
1815 Driftwood Circle
Oct 9 · 3 bd · 2 ba · 1,855 sf
harbor palms$422,500$419,900−0.6%173
311 Country Club Drive
Oct 7 · 4 bd · 2 ba · 1,732 sf
oldsmar country club estates$489,000$445,000−9.0%52
258 Pelican Drive
Oct 7 · 3 bd · 2 ba · 1,471 sf
Gull Aire Village$259,900$252,000−3.0%167

Biggest cuts this week

ListingCommunityWasNowCutDOM
1404 East Lake Woodlands Parkway
Nov 4 · 4 bd · 3 ba · 4,312 sf
Greenhaven$1,100,000$975,000−11.4%191
4931 Turtle Creek Trail
Nov 6 · 4 bd · 3 ba · 3,189 sf
—$1,055,000$985,000−6.6%142
1925 Castle Bay Court
Oct 31 · 3 bd · 2 ba · 1,368 sf
Sheffield Village At Bayside Meadows$335,000$300,000−10.4%42
604 Chestnut Street
Oct 31 · 5 bd · 3 ba · 2,245 sf
west oldsmar$559,000$524,000−6.3%53
110 Evelyn Court
Nov 6 · 4 bd · 2 ba · 1,550 sf
East Lake Woodlands Cluster Homes$319,900$299,900−6.3%54
135 Pinewinds Boulevard
Nov 6 · 2 bd · 2 ba · 1,053 sf
East Lake Woodlands Pinewinds$239,900$224,900−6.3%46
2404 Arch Ave
Nov 2 · 2 bd · 2.5 ba · 1,888 sf
—$389,900$378,000−3.1%48
221 Caryl Way #221
Oct 31 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$175,000$165,000−5.7%46
128 Nancy Drive
Nov 1 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$215,000$205,000−4.7%52
107 Lakeview Place #7
Nov 6 · 2 bd · 2 ba · 1,094 sf
East Lake Woodlands$224,900$214,900−4.4%167

Communities with the most reductions (30 days)

CommunityCityReductionsMedian cut
East Lake WoodlandsOldsmar8−4.5%
harbor palmsOldsmar5−1.2%
East Lake Woodlands Cluster HomesOldsmar5−2.1%
Gull Aire VillageOldsmar4−1.6%
bayside meadowsOldsmar3−4.7%
oldsmar country club estatesOldsmar3−1.1%
Bay ArborOldsmar3−2.7%
GreenhavenOldsmar3−0.9%
west oldsmarOldsmar3−4.9%
Seaside EstatesOldsmar3−6.3%
Gardens Of Forest Lakes CondoOldsmar3−9.7%
Sheffield Village At Bayside MeadowsOldsmar2−5.9%
east lake woodlandsOldsmar2−2.9%
Bays EndOldsmar2−2.2%
eastlake oaksOldsmar2−2.0%

How to read this

Reductions are detected by comparing each listing’s asking price night over night in the MLS feed; a listing appears once per cut, and the share reduced counts each listing once. Relists at a new price under a new MLS number are not matched. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated November 6, 2026.

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Common questions

How many homes in Oldsmar have reduced their price?

16 listings cut their asking price in the last 7 days and 63 in the last 30, about 39% of the 148 homes currently for sale.

What is the typical price cut in Oldsmar?

The median reduction over the last 30 days is 3.0%, or about $10,000.

Which Oldsmar communities have the most price reductions?

East Lake Woodlands (8), harbor palms (5), East Lake Woodlands Cluster Homes (5), Gull Aire Village (4), bayside meadows (3), oldsmar country club estates (3).