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Oldsmar, FL Homes for Sale — Page 11 | Realty.com

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Homes for Sale in Oldsmar, FL

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24 of 312 Listings

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24 of 312 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced30Active
$149,000
2 bd · 2 ba · 1,054 sqft
130 Cypress Ln #130, Oldsmar, FL
Maria Azuaje · PREMIER SOTHEBYS INTL REALTY
Price Reduced30Active
$149,000
2 bd · 2 ba · 1,054 sqft
130 Cypress Lane 130, Oldsmar, FL
Maria Azuaje · PREMIER SOTHEBYS INTL REALTY
Price Reduced46Active
$220,000
3 bd · 2 ba · 1,450 sqft
120 Evelyn Court, Oldsmar, FL
Lance Willard LLC · CHARLES RUTENBERG REALTY INC

Price Reduced54Active
$335,000
3 bd · 3 ba · 1,392 sqft
208 Cutlass Way, Oldsmar, FL
Jennifer Kashtan · DALTON WADE INC
Price Reduced45Active
$288,000
2 bd · 2 ba · 1,250 sqft
10 Lesley Ln, Oldsmar, FL
Alexis Sollenberger · BHHS FLORIDA PROPERTIES GROUP
Price Reduced45Active
$288,000
2 bd · 2 ba · 1,250 sqft
10 Lesley Lane, Oldsmar, FL
Alexis Sollenberger · BHHS FLORIDA PROPERTIES GROUP
Price Reduced54Active
$340,000
3 bd · 3 ba · 1,392 sqft
208 Cutlass Way, Oldsmar, FL
Jennifer Kashtan · DALTON WADE INC
Price Reduced52Active
$150,000
2 bd · 2 ba · 1,048 sqft
372 Cobia Way, Oldsmar, FL
Justin Cans · IMPACT REALTY TAMPA BAY
Price Reduced52Active
$150,000
2 bd · 2 ba · 1,048 sqft
372 Cobia Way, Oldsmar, FL
Justin Cans · IMPACT REALTY TAMPA BAY
19Active
$399,000
3 bd · 2 ba · 1,169 sqft
343 Shore Drive E, Oldsmar, FL
Jenny Meers · MURRAY BELL REAL ESTATE LLC
Price Reduced85Active
$1,100,000
4 bd · 3 ba · 4,312 sqft
1404 East Lake Woodlands Pkwy, Oldsmar, FL
Cyndi Olmstead · CONCI, REALTORS
Price Reduced85Active
$1,100,000
4 bd · 3 ba · 4,312 sqft
1404 East Lake Woodlands Parkway, Oldsmar, FL
Cyndi Olmstead · CONCI, REALTORS
Price Reduced65Active
$499,900
3 bd · 2 ba · 1,844 sqft
1795 Bayhill Dr, Oldsmar, FL
Rose Brown · FUTURE HOME REALTY INC
Price Reduced65Active
$499,900
3 bd · 2 ba · 1,844 sqft
1795 Bayhill Drive, Oldsmar, FL
Rose Brown · FUTURE HOME REALTY INC
Price Reduced31Active
$150,000
2 bd · 2 ba · 1,094 sqft
172 Lakeview Way #172, Oldsmar, FL
Becki Server · CENTURY 21 INTEGRA
Price Reduced31Active
$150,000
2 bd · 2 ba · 1,094 sqft
172 Lakeview Way 172, Oldsmar, FL
Becki Server · CENTURY 21 INTEGRA
Price Reduced25Active
$165,000
2 bd · 2 ba · 1,054 sqft
207 Cypress Lane, Oldsmar, FL
Scott Mayhew · RE/MAX CHAMPIONS
Price Reduced38Active
$188,000
2 bd · 2 ba · 879 sqft
204 Windward Place 36, Oldsmar, FL
Robert Dinan · BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
Price Reduced38Active
$188,000
2 bd · 2 ba · 879 sqft
204 Windward Pl #36, Oldsmar, FL
Robert Dinan · BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
26Active
$180,000
2 bd · 2 ba · 879 sqft
115 Windward Place 15, Oldsmar, FL
Millie Jackson · FLORIDA PREMIERE REALTY
Price Reduced26Active
$175,000
2 bd · 2 ba · 879 sqft
115 Windward Pl #15, Oldsmar, FL
Millie Jackson · FLORIDA PREMIERE REALTY
Price Reduced30Active
$374,000
3 bd · 3 ba · 1,834 sqft
108 Brent Cir, Oldsmar, FL
Bernie Lutz · FUTURE HOME REALTY INC
Price Reduced30Active
$374,000
3 bd · 3 ba · 1,834 sqft
108 Brent Circle, Oldsmar, FL
Bernie Lutz · FUTURE HOME REALTY INC
Price Reduced44Active
$379,900
3 bd · 2 ba · 1,952 sqft
600 S Woodlands Dr, Oldsmar, FL
Jarod Brewer · RE/MAX ACTION FIRST OF FLORIDA

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Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Oldsmar housing market

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

Homes that sold · County records, as of Sep 16, 2026

Median sale price: $325,000$246,473–$545,000 typical range
Price per sq. ft.: $229
Sales: 21
Paid in cash: 57.1%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $355,300
Homes for sale: 152
Median days on market: 44 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 8.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,550 sq. ft.

Oldsmar, FL community profile

Population: 15,092
Median income: $72,414
Housing units: 6,425
People per sq. mi.: 1,048.1
Area: 14.4 sq. mi.

Source: HJN community data

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Nearby areas

ZIP codes

34652 (768)
34668 (725)
33572 (714)
33706 (685)
33767 (680)
34667 (677)
33708 (638)
33578 (576)

Cities

TAMPA (3,254)
Tampa (3,227)
St Petersburg (2,177)
ST PETERSBURG (2,123)
Clearwater (1,098)
CLEARWATER (1,093)
NEW PORT RICHEY (925)
New Port Richey (921)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Nearby areas

ZIP codes

34652 (768)
34668 (725)
33572 (714)
33706 (685)
33767 (680)
34667 (677)
33708 (638)
33578 (576)

Cities

TAMPA (3,254)
Tampa (3,227)
St Petersburg (2,177)
ST PETERSBURG (2,123)
Clearwater (1,098)
CLEARWATER (1,093)
NEW PORT RICHEY (925)
New Port Richey (921)

Oldsmar, FL community profile

Population: 15,092
Median income: $72,414
Housing units: 6,425
People per sq. mi.: 1,048.1
Area: 14.4 sq. mi.

Source: HJN community data

Oldsmar housing market

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

Homes that sold · County records, as of Sep 16, 2026

Median sale price: $325,000$246,473–$545,000 typical range
Price per sq. ft.: $229
Sales: 21
Paid in cash: 57.1%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $355,300
Homes for sale: 152
Median days on market: 44 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 8.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,550 sq. ft.