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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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Selling Options

What's my home worth?
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Get an instant cash offer
Buy before you sell

Resources

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When should I sell?
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Pricing your home
What's worth fixing first
Find a seller's agent

3 beds Houses With a pool

29 listings

Rentals Under $2,000/mo for Rent in Oldsmar, FL

Rentals Under $2,000/mo for Rent in Oldsmar, FL

24 of 29 Listings

Rentals Under $2,000/mo for Rent in Oldsmar, FL

24 of 29 Listings

New17

Active

$2,000/mo

2 bd · 2 ba · 1,054 sqft

235 Cypress Ln #235, Oldsmar, FL

Donna Blackstone · BHHS FLORIDA PROPERTIES GROUP

$1,600/mo

2 bd · 2 ba · 1,054 sqft

119 Cypress Ct, Oldsmar, FL

Nicole Harmon · RE/MAX REALTEC GROUP INC

Price Reduced31Active

$1,595/mo

1 bd · 1 ba · 674 sqft

270 Woodlake Wynde, Oldsmar, FL

Karen Sewell · CHARLES RUTENBERG REALTY INC

$1,895/mo

2 bd · 3 ba · 1,110 sqft

336 Countryside Key Blvd, Oldsmar, FL

Qi Mai Mai · CENTURY 21 COASTAL ALLIANCE

Price Reduced62Active

$1,950/mo

2 bd · 2 ba · 924 sqft

226 Woodlake Wynde, Oldsmar, FL

Fonda Dillard · BHHS FLORIDA PROPERTIES GROUP

$1,550/mo

2 bd · 2 ba · 915 sqft

140 Hunter Lake Dr #B, Oldsmar, FL

Paula Brinson Yutzy · VENIE BRINSON REAL ESTATE INC

Price Reduced18Active

$1,700/mo

2 bd · 2 ba · 879 sqft

204 Meadow Ln #204, Oldsmar, FL

Vanessa Leonard · KELLER WILLIAMS REALTY- PALM HARBOR

Price Reduced53Active

$1,900/mo

2 bd · 2 ba · 1,094 sqft

222 Caryl Way, Oldsmar, FL

Karen Sewell · CHARLES RUTENBERG REALTY INC

Price Reduced24Active

$1,600/mo

2 bd · 2 ba · 915 sqft

134 Sycamore Ln #F, Oldsmar, FL

Jason Pithers · COLDWELL BANKER REALTY

Price Reduced30Active

$1,850/mo

2 bd · 2 ba · 924 sqft

218 Woodlake Wynde #218, Oldsmar, FL

Sandy Harris · PREFERRED REALTY GROUP, LLC

Price Reduced43Active

$1,800/mo

2 bd · 2 ba · 888 sqft

333 Woodlake Wynde, Oldsmar, FL

Marie M Becklund · FUTURE HOME REALTY INC

Price Reduced27Active

$1,600/mo

2 bd · 2 ba · 924 sqft

20 Woodlake Pl #20, Oldsmar, FL

Chelsie Lewis · WRIGHT DAVIS REAL ESTATE

Price Reduced9Active

$1,795/mo

2 bd · 3 ba · 1,224 sqft

132 Douglas Rd W #a, Oldsmar, FL

Roy Kulp, PA · CHARLES RUTENBERG REALTY INC

$1,895/mo

2 bd · 3 ba · 1,110 sqft

331 Countryside Key Blvd, Oldsmar, FL

Michael Spithoyanis · 1ST CLASS REAL ESTATE LLC

Price Reduced45Active

$2,000/mo

2 bd · 3 ba · 1,755 sqft

230 Cypress Pl, Oldsmar, FL

Amy Heckler · HR RENTALS & PROPERTY MANAGEMENT LLC

Price Reduced52Active

$1,850/mo

2 bd · 2 ba · 1,148 sqft

115 Lakeview Pl #115, Oldsmar, FL

Sibel Alpar · KELLER WILLIAMS SUBURBAN TAMPA

Price Reduced32Active

$1,800/mo

2 bd · 2 ba · 1,151 sqft

108 Woodlands Ct #108, Oldsmar, FL

Jo Walker · COASTAL PROPERTIES GROUP INTERNATIONAL

Price Reduced19Active

$1,550/mo

2 bd · 2 ba · 1,094 sqft

119 Lakeside Dr #119, Oldsmar, FL

Michael Madson · LIPPLY REAL ESTATE

Price Reduced13Active

$1,440/mo

2 bd · 2 ba · 915 sqft

135 Hunter Lake Dr #F, Oldsmar, FL

Lisa Connors · RENT SOLUTIONS

$2,000/mo

2 bd · 2 ba · 924 sqft

135 Woodlake Wynde #135, Oldsmar, FL

Mark Fazzini · RE/MAX REALTEC GROUP INC

Price Reduced10Active

$1,700/mo

2 bd · 2 ba · 1,296 sqft

152 Douglas Rd W #B, Oldsmar, FL

Nicholas Balow · BALOW REALTY

Price Reduced25Active

$1,900/mo

2 bd · 2 ba · 900 sqft

209 Corkwood Ln, Oldsmar, FL

Genci Shurdha · CHARLES RUTENBERG REALTY INC

Price Reduced14Active

$1,650/mo

2 bd · 2 ba · 888 sqft

328 Woodlake Wynde, Oldsmar, FL

Christi Watson · TAMPA BAY SIGNATURE PROPERTIES, LLC

Price Reduced10Active

$1,695/mo

2 bd · 2 ba · 1,054 sqft

134 Cypress Ct, Oldsmar, FL

Christi Watson · TAMPA BAY SIGNATURE PROPERTIES, LLC

1 2

Explore Oldsmar rentals

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Under $3,000/mo
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With a pool

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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.

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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, 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

Rentals Under $2,000/mo in Oldsmar, FL