Price Reduced44$344,900
3 bd · 1 ba · 1,583 sqft
415 Maplewood Cir, Oldsmar, FL
Aaron Tadlock · COLDWELL BANKER REALTY
Homes for Sale in Oldsmar, FL
Hide MapHomes for Sale in Oldsmar, FL
24 of 312 Listings
Price Reduced44$344,900
3 bd · 1 ba · 1,583 sqft
415 Maplewood Cir, Oldsmar, FL
Aaron Tadlock · COLDWELL BANKER REALTY
46$129,900
2 bd · 2 ba · 915 sqft
123 Loblolly Ct #a, Oldsmar, FL
Mark Fazzini · RE/MAX REALTEC GROUP INC
46$129,900
2 bd · 2 ba · 915 sqft
123 Loblolly Court a, Oldsmar, FL
Mark Fazzini · RE/MAX REALTEC GROUP INC
Price Reduced94$825,700
4 bd · 3 ba · 2,736 sqft
1723 Captiva Drive, Oldsmar, FL
Belinda Bishop · COASTAL PROPERTIES GROUP INTERNATIONAL
46$259,000
2 bd · 2 ba · 1,324 sqft
214 Dolphin Drive N, Oldsmar, FL
Jayne Phoenix · BHHS FLORIDA PROPERTIES GROUP
Price Reduced94$799,000
4 bd · 3 ba · 2,736 sqft
1723 Captiva Dr, Oldsmar, FL
Belinda Bishop · COASTAL PROPERTIES GROUP INTERNATIONAL
46$259,000
2 bd · 2 ba · 1,324 sqft
214 Dolphin Dr N, Oldsmar, FL
Jayne Phoenix · BHHS FLORIDA PROPERTIES GROUP
Price Reduced50$473,900
4 bd · 2 ba · 1,507 sqft
508 Washington Ave, Oldsmar, FL
Ginger Tatarzewski · FUTURE HOME REALTY INC
Price Reduced50$473,900
4 bd · 2 ba · 1,507 sqft
508 Washington Avenue, Oldsmar, FL
Ginger Tatarzewski · FUTURE HOME REALTY INC
Price Reduced40$189,000
2 bd · 2 ba · 1,094 sqft
205 Martha Ln #205, Oldsmar, FL
Nicholas Costello · KEYS TO THE BAY REAL ESTATE
Price Reduced40$189,000
2 bd · 2 ba · 1,094 sqft
205 Martha Lane 205, Oldsmar, FL
Nicholas Costello · KEYS TO THE BAY REAL ESTATE
Price Reduced20$340,000
3 bd · 2 ba · 1,333 sqft
1916 Hudson Court, Oldsmar, FL
Dawn Walls · MARK SPAIN REAL ESTATE
Price Reduced43$310,000
3 bd · 1 ba · 924 sqft
650 Timber Bay Cir W, Oldsmar, FL
Ginger Tatarzewski · FUTURE HOME REALTY INC
60$300,000
2 bd · 2 ba · 1,255 sqft
163 Dolphin Drive E, Oldsmar, FL
Cyndi Olmstead · CONCI, REALTORS
60$300,000
2 bd · 2 ba · 1,255 sqft
163 Dolphin Dr E, Oldsmar, FL
Cyndi Olmstead · CONCI, REALTORS
24$259,900
2 bd · 2 ba · 1,064 sqft
704 Lemonwood Dr, Oldsmar, FL
Johnny Mead · DALTON WADE INC
Price Reduced53$365,000
3 bd · 2 ba · 1,410 sqft
1909 Castle Bay Court, Oldsmar, FL
Craig Berenger, Jr. · BHHS FLORIDA PROPERTIES GROUP
23$229,500
2 bd · 3 ba · 1,110 sqft
366 Countryside Key Boulevard, Oldsmar, FL
Becki Server · CENTURY 21 INTEGRA
23$229,500
2 bd · 3 ba · 1,110 sqft
366 Countryside Key Blvd, Oldsmar, FL
Becki Server · CENTURY 21 INTEGRA
Price Reduced34$439,000
3 bd · 2 ba · 1,416 sqft
102 Shore Drive E, Oldsmar, FL
Sandra Rivera · LPT REALTY, LLC
Price Reduced34$439,000
3 bd · 2 ba · 1,416 sqft
102 Shore Dr E, Oldsmar, FL
Sandra Rivera · LPT REALTY, LLC
45$188,000
2 bd · 2 ba · 924 sqft
10 Woodlake Pl, Oldsmar, FL
Jessica Kucek · KELLER WILLIAMS REALTY- PALM HARBOR
45$188,000
2 bd · 2 ba · 924 sqft
10 Woodlake Place, Oldsmar, FL
Jessica Kucek · KELLER WILLIAMS REALTY- PALM HARBOR
Price Reduced67$510,000
3 bd · 3 ba · 1,834 sqft
158 Brent Circle, Oldsmar, FL
Sean Maher · FLORIDA REAL ESTATE LIFESTYLES
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