Real Estate Investment Properties for Sale in Oldsmar, FL

Looking for investment property in Oldsmar, FL with high ROI ?

Explore a variety of short-term homes & houses in Oldsmar, FL. Invest wisely with VRBO & Oldsmar, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Oldsmar, FL

Search for Condo for Sale in Oldsmar, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 28 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1203 CLAYS TRAIL #406 Oldsmar, FL Welcome to 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake ...	2 beds \| 2 baths \| 1,910 sq.ft.	$329,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 6.49% Airbnb Rental Income: $2403 Traditional Rental Income: $2600 Airbnb ROI: 3.95% Traditional ROI: 6.49%
130 SABAL COURT #C Oldsmar, FL Welcome to your charming retreat at 130 Sabal Ct. Unit C, is nestled in the heart of Oldsm...	2 beds \| 2 baths \| 915 sq.ft.	$189,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 7.55% Airbnb Rental Income: $2403 Traditional Rental Income: $1860 Airbnb ROI: 7.3% Traditional ROI: 7.55%
134 SYCAMORE LANE #H Oldsmar, FL This beautifully maintained 2 bedroom, 2 bath condo in fantastic Gardens of Forest lakes, ...	2 beds \| 2 baths \| 915 sq.ft.	$174,000	Airbnb cash on cash: 7.64% Traditional cash on cash: 7.26% Airbnb Rental Income: $2403 Traditional Rental Income: $1752 Airbnb ROI: 7.64% Traditional ROI: 7.26%
214 MEADOW LANE #214 Oldsmar, FL Clean and move-in ready Furnished 2/2 in The Meadows at East Lake Woodlands~~Income produc...	2 beds \| 2 baths \| 879 sq.ft.	$220,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 3.03% Airbnb Rental Income: $2403 Traditional Rental Income: $1669 Airbnb ROI: 3.73% Traditional ROI: 3.03%
210 MARTHA LANE #210 Oldsmar, FL Welcome to this charming 2-bedroom, 2-bathroom condo in the highly sought-after gated comm...	2 beds \| 2 baths \| 1,094 sq.ft.	$199,900	Airbnb cash on cash: 5.13% Traditional cash on cash: 5.15% Airbnb Rental Income: $2403 Traditional Rental Income: $1818 Airbnb ROI: 5.13% Traditional ROI: 5.15%
124 NINA WAY #24 Oldsmar, FL HUGE PRICE REDUCTION! Stunning 2 Bedroom, 2 Bathroom Remodeled Condo in East Lake Woodland...	2 beds \| 2 baths \| 1,094 sq.ft.	$197,900	Airbnb cash on cash: 6.5% Traditional cash on cash: 6.52% Airbnb Rental Income: $2403 Traditional Rental Income: $1817 Airbnb ROI: 6.5% Traditional ROI: 6.52%
210 CYPRESS COURT Oldsmar, FL One or more photo(s) has been virtually staged. Welcome to your nicely updated Second-Floo...	2 beds \| 2 baths \| 1,054 sq.ft.	$199,900	Airbnb cash on cash: 3.24% Traditional cash on cash: 4.73% Airbnb Rental Income: $2403 Traditional Rental Income: $2096 Airbnb ROI: 3.24% Traditional ROI: 4.73%
143 LAKESIDE DRIVE #143 Oldsmar, FL ***NON FLOOD ZONE! Step into comfort and style with this beautifully updated 2-bedroom, 2-...	2 beds \| 2 baths \| 1,094 sq.ft.	$225,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 3.34% Airbnb Rental Income: $2403 Traditional Rental Income: $1811 Airbnb ROI: 3.35% Traditional ROI: 3.34%
122 E CYPRESS COURT #22 Oldsmar, FL One or more photo(s) has been virtually staged. Welcome to this 2-bedroom, 2-bathroom cond...	2 beds \| 2 baths \| 1,054 sq.ft.	$189,900	Airbnb cash on cash: 4.57% Traditional cash on cash: 4.5% Airbnb Rental Income: $2403 Traditional Rental Income: $1802 Airbnb ROI: 4.57% Traditional ROI: 4.5%
128 NANCY DRIVE #128 Oldsmar, FL Under contract-accepting backup offers. JUST REDUCED below $200K with HURRICANE IMPACT Win...	2 beds \| 2 baths \| 1,094 sq.ft.	$199,900	Airbnb cash on cash: 6.6% Traditional cash on cash: 6.5% Airbnb Rental Income: $2403 Traditional Rental Income: $1795 Airbnb ROI: 6.6% Traditional ROI: 6.5%
113 NINA WAY #113 Oldsmar, FL Here is your opportunity to purchase a great condo in the popular East lake Woodlands deve...	2 beds \| 2 baths \| 1,094 sq.ft.	$225,000	Airbnb cash on cash: 5.81% Traditional cash on cash: 5.79% Airbnb Rental Income: $2403 Traditional Rental Income: $1810 Airbnb ROI: 5.81% Traditional ROI: 5.79%
50 ST ANDREWS PLACE #50 Oldsmar, FL A true breath of fresh Air! Welcome to this exceptionally updated ground-floor condo locat...	2 beds \| 2 baths \| 1,465 sq.ft.	$309,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 4.93% Airbnb Rental Income: $2403 Traditional Rental Income: $2207 Airbnb ROI: 3.58% Traditional ROI: 4.93%
337 WOODLAKE WYNDE Oldsmar, FL First floor end unit condo located in the Woodlake Run area of gated East Lake Woodlands C...	2 beds \| 2 baths \| 924 sq.ft.	$160,000	Airbnb cash on cash: 8.37% Traditional cash on cash: 7.86% Airbnb Rental Income: $2403 Traditional Rental Income: $1736 Airbnb ROI: 8.37% Traditional ROI: 7.86%
129 LAKEVIEW WAY Oldsmar, FL Stunning Waterview Condo in the Gated Community of East Lake Woodlands! Experience low-...	2 beds \| 2 baths \| 1,094 sq.ft.	$256,805	Airbnb cash on cash: 5.23% Traditional cash on cash: 5.27% Airbnb Rental Income: $2403 Traditional Rental Income: $1824 Airbnb ROI: 5.23% Traditional ROI: 5.27%
108 LAKEVIEW COURT #108 Oldsmar, FL Immaculately Maintained 2-Bedroom Condo with Serene Pond Views in Eastlake Woodlands. Welc...	2 beds \| 2 baths \| 1,148 sq.ft.	$215,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 6.93% Airbnb Rental Income: $2403 Traditional Rental Income: $2019 Airbnb ROI: 5.92% Traditional ROI: 6.93%
106 MEADOW LANE #106 Oldsmar, FL PRICE REDUCED~~Motivated Seller~~2/2 in highly desired Eastlake Woodlands, The Meadows~~th...	2 beds \| 2 baths \| 879 sq.ft.	$179,999	Airbnb cash on cash: 7.39% Traditional cash on cash: 6.73% Airbnb Rental Income: $2403 Traditional Rental Income: $1700 Airbnb ROI: 7.39% Traditional ROI: 6.73%
112 W CYPRESS COURT Oldsmar, FL Under contract-accepting backup offers. Experience the ease and elegance of a lifestyle at...	2 beds \| 2 baths \| 1,054 sq.ft.	$185,000	Airbnb cash on cash: 5.66% Traditional cash on cash: 5.38% Airbnb Rental Income: $2403 Traditional Rental Income: $1763 Airbnb ROI: 5.66% Traditional ROI: 5.38%
105 WOODLAKE WYNDE Oldsmar, FL MAJOR PRICE REDUCTION AND THE BEST BUY ON A NEW RENOVATION CONDOMINIUM IN EASTLAKE WOODLAN...	2 beds \| 2 baths \| 924 sq.ft.	$224,900	Airbnb cash on cash: 5.87% Traditional cash on cash: 5.98% Airbnb Rental Income: $2403 Traditional Rental Income: $1837 Airbnb ROI: 5.87% Traditional ROI: 5.98%
220 CYPRESS LANE #220 Oldsmar, FL Welcome to your dream home! This stunning 2-bedroom, 2-bath condo offers a perfect blend o...	2 beds \| 2 baths \| 1,053 sq.ft.	$215,999	Airbnb cash on cash: 4.2% Traditional cash on cash: 4.13% Airbnb Rental Income: $2403 Traditional Rental Income: $1798 Airbnb ROI: 4.2% Traditional ROI: 4.13%
306 MARTHA LANE #42 Oldsmar, FL Maintenance-Free Living in East Lake Woodlands â Pinellas Countyâs Premier Gated Commu...	2 beds \| 2 baths \| 1,094 sq.ft.	$207,000	Airbnb cash on cash: 3.51% Traditional cash on cash: 3.53% Airbnb Rental Income: $2403 Traditional Rental Income: $1818 Airbnb ROI: 3.51% Traditional ROI: 3.53%
214 CARYL WAY Oldsmar, FL One or more photo(s) has been virtually staged. Rare 3-bedroom opportunity! Located in th...	3 beds \| 2 baths \| 1,292 sq.ft.	$256,000	Airbnb cash on cash: 9.07% Traditional cash on cash: 7.01% Airbnb Rental Income: $3329 Traditional Rental Income: $2086 Airbnb ROI: 9.07% Traditional ROI: 7.01%
140 NINA WAY Oldsmar, FL VERY DESIRABLE GATED COMMUNITY OF EAST LAKE WOODLANDS, CORNER CONDO has VIEWS OF LAKE SHIL...	2 beds \| 2 baths \| 1,196 sq.ft.	$229,900	Airbnb cash on cash: 5.46% Traditional cash on cash: 7.77% Airbnb Rental Income: $2403 Traditional Rental Income: $2316 Airbnb ROI: 5.46% Traditional ROI: 7.77%
105 MARY DRIVE Oldsmar, FL Welcome to this beautifully maintained 2 bedroom, 2 bathroom ground-floor condo located in...	2 beds \| 2 baths \| 1,094 sq.ft.	$209,900	Airbnb cash on cash: 7.08% Traditional cash on cash: 7.21% Airbnb Rental Income: $2403 Traditional Rental Income: $1840 Airbnb ROI: 7.08% Traditional ROI: 7.21%
250 CYPRESS LANE Oldsmar, FL Welcome to this beautiful 2 Bedroom 2 Bath pond view condo in the highly sought after East...	2 beds \| 2 baths \| 1,053 sq.ft.	$184,000	Airbnb cash on cash: 8.24% Traditional cash on cash: 9.58% Airbnb Rental Income: $2403 Traditional Rental Income: $2048 Airbnb ROI: 8.24% Traditional ROI: 9.58%
105 PALMETTO COURT Oldsmar, FL Just what you have been waiting for....! FIRST floor, pet friendly (up to 40 pounds), cond...	2 beds \| 2 baths \| 1,054 sq.ft.	$189,999	Airbnb cash on cash: 7.2% Traditional cash on cash: 7.11% Airbnb Rental Income: $2403 Traditional Rental Income: $1798 Airbnb ROI: 7.2% Traditional ROI: 7.11%
117 CYPRESS COURT #117 Oldsmar, FL Reduced again! Motivated â¦Fully Renovated First-Floor Condo in East Lake Woodlands! SLID...	2 beds \| 2 baths \| 1,054 sq.ft.	$239,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 6.23% Airbnb Rental Income: $2403 Traditional Rental Income: $1892 Airbnb ROI: 5.89% Traditional ROI: 6.23%
213 MARY DRIVE #213 Oldsmar, FL NEW PRICE!! Come and see this amazing 2/2 FIRST FLOOR condo located within the East Lake W...	2 beds \| 2 baths \| 1,094 sq.ft.	$179,900	Airbnb cash on cash: 8.69% Traditional cash on cash: 8.83% Airbnb Rental Income: $2403 Traditional Rental Income: $1838 Airbnb ROI: 8.69% Traditional ROI: 8.83%
115 WINDWARD PLACE #15 Oldsmar, FL LOCATION, LOCATION, LOCATION! Close to entertainment, shopping, restaurants, airports, an...	2 beds \| 2 baths \| 879 sq.ft.	$195,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 3.85% Airbnb Rental Income: $2403 Traditional Rental Income: $1712 Airbnb ROI: 4.4% Traditional ROI: 3.85%

Your search for investment property begins and ends here

Condos for Sale in Oldsmar, FL

1203 CLAYS TRAIL #406

Oldsmar, FL

2 beds | 2 baths | 1,910 sq.ft.

$329,000

Airbnb cash on cash: 3.95%

Traditional cash on cash: 6.49%

Airbnb Rental Income: $2403

Traditional Rental Income: $2600

Airbnb ROI: 3.95%

Traditional ROI: 6.49%

130 SABAL COURT #C

Oldsmar, FL

2 beds | 2 baths | 915 sq.ft.

$189,000

Airbnb cash on cash: 7.3%

Traditional cash on cash: 7.55%

Airbnb Rental Income: $2403

Traditional Rental Income: $1860

Airbnb ROI: 7.3%

Traditional ROI: 7.55%

134 SYCAMORE LANE #H

Oldsmar, FL

2 beds | 2 baths | 915 sq.ft.

$174,000

Airbnb cash on cash: 7.64%

Traditional cash on cash: 7.26%

Airbnb Rental Income: $2403

Traditional Rental Income: $1752

Airbnb ROI: 7.64%

Traditional ROI: 7.26%

214 MEADOW LANE #214

Oldsmar, FL

2 beds | 2 baths | 879 sq.ft.

$220,000

Airbnb cash on cash: 3.73%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $2403

Traditional Rental Income: $1669

Airbnb ROI: 3.73%

Traditional ROI: 3.03%

210 MARTHA LANE #210

Oldsmar, FL

2 beds | 2 baths | 1,094 sq.ft.

$199,900

Airbnb cash on cash: 5.13%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $2403

Traditional Rental Income: $1818

Airbnb ROI: 5.13%

Traditional ROI: 5.15%

124 NINA WAY #24

Oldsmar, FL

2 beds | 2 baths | 1,094 sq.ft.

$197,900

Airbnb cash on cash: 6.5%

Traditional cash on cash: 6.52%

Airbnb Rental Income: $2403

Traditional Rental Income: $1817

Airbnb ROI: 6.5%

Traditional ROI: 6.52%

210 CYPRESS COURT

Oldsmar, FL

2 beds | 2 baths | 1,054 sq.ft.

$199,900

Airbnb cash on cash: 3.24%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $2403

Traditional Rental Income: $2096

Airbnb ROI: 3.24%

Traditional ROI: 4.73%

143 LAKESIDE DRIVE #143

Oldsmar, FL

2 beds | 2 baths | 1,094 sq.ft.

$225,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 3.34%

Airbnb Rental Income: $2403

Traditional Rental Income: $1811

Airbnb ROI: 3.35%