13$179,950
2 bd · 2 ba · 879 sqft
106 Windward Pl, Oldsmar, FL
Christi Watson · TAMPA BAY SIGNATURE PROPERTIES, LLC
Condos in Oldsmar, FL
Hide MapCondos in Oldsmar, FL
19 of 43 Listings
13$179,950
2 bd · 2 ba · 879 sqft
106 Windward Pl, Oldsmar, FL
Christi Watson · TAMPA BAY SIGNATURE PROPERTIES, LLC
37$190,000
2 bd · 2 ba · 1,054 sqft
110 Cypress Ct #3-82, Oldsmar, FL
Timothy Queen · FUTURE HOME REALTY INC
Price Reduced43$110,000
2 bd · 2 ba · 915 sqft
123 Loblolly Ct #B, Oldsmar, FL
Christina Paolillo · CHARLES RUTENBERG REALTY INC
Price Reduced31$160,000
2 bd · 2 ba · 1,151 sqft
108 Woodlands Ct #108, Oldsmar, FL
Jo Walker · COASTAL PROPERTIES GROUP INTERNATIONAL
Price Reduced30$169,000
2 bd · 2 ba · 1,094 sqft
112 Lakeview Pl #12, Oldsmar, FL
Michael Ryan · SAMUELSEN BUILDERS REALTY LLC
Price Reduced57$185,000
2 bd · 2 ba · 1,096 sqft
130 Nancy Dr #37, Oldsmar, FL
STEVE DeMatos · RE/MAX ALLIANCE GROUP
30$224,900
2 bd · 2 ba · 1,094 sqft
107 Lakeview Pl #7, Oldsmar, FL
Michael Ryan · SAMUELSEN BUILDERS REALTY LLC
Price Reduced21$125,000
2 bd · 2 ba · 915 sqft
131 Sabal Ct #E, Oldsmar, FL
Paul Ly · KELLER WILLIAMS TAMPA PROP.
Price Reduced20$175,000
2 bd · 2 ba · 924 sqft
142 Woodlake Wynde #48, Oldsmar, FL
Marsha Rantala, PA · FUTURE HOME REALTY INC
Price Reduced52$179,900
2 bd · 2 ba · 875 sqft
202 Meadow Ln #50, Oldsmar, FL
Alexandra Muneton · AXEN REALTY, LLC
Price Reduced30$149,000
2 bd · 2 ba · 1,054 sqft
130 Cypress Ln #130, Oldsmar, FL
Maria Azuaje · PREMIER SOTHEBYS INTL REALTY
Price Reduced31$150,000
2 bd · 2 ba · 1,094 sqft
172 Lakeview Way #172, Oldsmar, FL
Becki Server · CENTURY 21 INTEGRA
Price Reduced38$188,000
2 bd · 2 ba · 879 sqft
204 Windward Pl #36, Oldsmar, FL
Robert Dinan · BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
Price Reduced26$175,000
2 bd · 2 ba · 879 sqft
115 Windward Pl #15, Oldsmar, FL
Millie Jackson · FLORIDA PREMIERE REALTY
Price Reduced15$155,000
2 bd · 2 ba · 915 sqft
124 Loblolly Ct #D, Oldsmar, FL
Meir Barack · LYN PROPERTIES
25$239,000
2 bd · 2 ba · 1,054 sqft
104 E Cypress Ct #104, Oldsmar, FL
Stephen Hachey · FLAT FEE MLS REALTY
44$160,000
2 bd · 2 ba · 915 sqft
134 Sycamore Ln #H, Oldsmar, FL
Tatiana Russu · FUTURE HOME REALTY INC
Price Reduced31$185,000
2 bd · 2 ba · 1,054 sqft
117 E Cypress Ct #117, Oldsmar, FL
Colleen Tuttle · RE/MAX REALTEC GROUP INC
Price Reduced13$145,000
2 bd · 2 ba · 1,094 sqft
106 Lakeside Ct, Oldsmar, FL
Christi Watson · TAMPA BAY SIGNATURE PROPERTIES, LLC



















Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 98.6% of asking price
Buyers here are paying below asking. MLS · 29 sales · as of Sep 30, 2026