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.

Townhouses for Sale in Oldsmar, FL

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

Showing 24 Townhouse 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
152 BRENT CIRCLE Oldsmar, FL Welcome to Seaside Estates, a gated waterfront community tucked along the peninsula of Old...	3 beds \| 3 baths \| 1,791 sq.ft.	$550,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 2.04% Airbnb Rental Income: $1381 Traditional Rental Income: $2664 Airbnb ROI: -1.27% Traditional ROI: 2.04%
112 BRENT CIRCLE Oldsmar, FL Welcome to this beautifully updated, move-in ready townhome offering private, upscale wate...	3 beds \| 3 baths \| 1,834 sq.ft.	$525,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 1.97% Airbnb Rental Income: $1381 Traditional Rental Income: $2535 Airbnb ROI: -1.24% Traditional ROI: 1.97%
315 WOODS LANDING TRAIL Oldsmar, FL Completely updated, water view townhome within the 24hr guard gated, golf cart friendly, c...	2 beds \| 3 baths \| 1,200 sq.ft.	$319,900	Airbnb cash on cash: -1.55% Traditional cash on cash: 1.71% Airbnb Rental Income: $1396 Traditional Rental Income: $1956 Airbnb ROI: -1.55% Traditional ROI: 1.71%
163 BRENT CIRCLE Oldsmar, FL Deeded Boat Slip with Lift Nestled in a serene, small gated community, this exquisite...	3 beds \| 3 baths \| 1,834 sq.ft.	$545,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 2.12% Airbnb Rental Income: $1381 Traditional Rental Income: $2620 Airbnb ROI: -1.14% Traditional ROI: 2.12%
9009 PALM KEY AVENUE Oldsmar, FL Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within...	4 beds \| 3 baths \| 2,587 sq.ft.	$695,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.64% Airbnb Rental Income: $1908 Traditional Rental Income: $3073 Airbnb ROI: -0.94% Traditional ROI: 1.64%
291 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Welcome to the highly sought-after gated community of Countryside Key, ideally located in ...	2 beds \| 3 baths \| 1,110 sq.ft.	$265,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 2.67% Airbnb Rental Income: $1396 Traditional Rental Income: $1834 Airbnb ROI: -0.76% Traditional ROI: 2.67%
100 INGRID PLACE Oldsmar, FL Under contract-accepting backup offers. Motivated Sellers!! You won't find another 3 BED a...	3 beds \| 3 baths \| 1,755 sq.ft.	$285,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 4.78% Airbnb Rental Income: $1381 Traditional Rental Income: $2484 Airbnb ROI: -0.89% Traditional ROI: 4.78%
106 CUTLASS WAY Oldsmar, FL Fully updated and move-in ready 3-bedroom, 2.5-bath townhome in highly desirable Hayes Par...	3 beds \| 3 baths \| 1,365 sq.ft.	$365,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 3.06% Airbnb Rental Income: $1381 Traditional Rental Income: $2156 Airbnb ROI: -0.43% Traditional ROI: 3.06%
129 BRENT CIRCLE Oldsmar, FL MOTIVATED SELLER - WATERVIEWS from All 3 Floors, This UPDATED 3Bed 3Bath townhome is situa...	3 beds \| 3 baths \| 1,834 sq.ft.	$569,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 2.48% Airbnb Rental Income: $1381 Traditional Rental Income: $2705 Airbnb ROI: -0.8% Traditional ROI: 2.48%
2313 SUNSET WIND LOOP Oldsmar, FL Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedro...	3 beds \| 3 baths \| 2,230 sq.ft.	$445,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 3.72% Airbnb Rental Income: $1381 Traditional Rental Income: $3063 Airbnb ROI: -1.32% Traditional ROI: 3.72%
62 EMERALD BAY DRIVE Oldsmar, FL Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 B...	2 beds \| 3 baths \| 1,264 sq.ft.	$245,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.64% Airbnb Rental Income: $1396 Traditional Rental Income: $1996 Airbnb ROI: 0.23% Traditional ROI: 4.64%
10 WOODRIDGE CIRCLE Oldsmar, FL RARE AND DESIRABLE END UNIT ON AN OVERSIZED AND BEAUTIFULLY LANDSCAPED CORNER LOT! Welcom...	2 beds \| 2 baths \| 1,785 sq.ft.	$360,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 2.15% Airbnb Rental Income: $1396 Traditional Rental Income: $2215 Airbnb ROI: -1.52% Traditional ROI: 2.15%
244 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. Brand new fresh carpets. The mo...	2 beds \| 3 baths \| 1,110 sq.ft.	$235,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 3.07% Airbnb Rental Income: $1396 Traditional Rental Income: $1841 Airbnb ROI: -0.83% Traditional ROI: 3.07%
403 E TUSCAN LANE E Oldsmar, FL Under contract-accepting backup offers. Welcome home in Oldsmar, FL! This two-story 1,525 ...	3 beds \| 3 baths \| 1,525 sq.ft.	$330,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.13% Airbnb Rental Income: $1381 Traditional Rental Income: $2217 Airbnb ROI: -0.91% Traditional ROI: 3.13%
140 BRENT CIRCLE Oldsmar, FL Come take a look at this beautiful 3 bedroom, 3 bath townhome overlooking Old Tampa Bay an...	3 beds \| 3 baths \| 1,791 sq.ft.	$725,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 1.68% Airbnb Rental Income: $1381 Traditional Rental Income: $2686 Airbnb ROI: -0.88% Traditional ROI: 1.68%
271 HEMINGWAY DRIVE Oldsmar, FL One or more photo(s) has been virtually staged. Welcome to this inviting 3-bedroom, 2.5-ba...	3 beds \| 3 baths \| 1,452 sq.ft.	$405,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.62% Airbnb Rental Income: $1381 Traditional Rental Income: $2222 Airbnb ROI: 0.3% Traditional ROI: 3.62%
2007 PALM KEY AVENUE Oldsmar, FL Waterfront Living at Its Finest! Step into the pinnacle of waterfront living with this st...	3 beds \| 3 baths \| 1,888 sq.ft.	$479,900	Airbnb cash on cash: -1.38% Traditional cash on cash: 2.74% Airbnb Rental Income: $1381 Traditional Rental Income: $2811 Airbnb ROI: -1.38% Traditional ROI: 2.74%
4007 PALM KEY AVENUE Oldsmar, FL Very affordable flood insurance! Less than $800 per year, which is transferable to the new...	4 beds \| 3 baths \| 2,587 sq.ft.	$649,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 1.66% Airbnb Rental Income: $1908 Traditional Rental Income: $2995 Airbnb ROI: -0.97% Traditional ROI: 1.66%
273 COUNTRYSIDE KEY BOULEVARD Unit N/A Oldsmar, FL MOTIVATED SELLER â offering $5,000 toward your choice of ONE YEAR of HOA fees, closing c...	2 beds \| 3 baths \| 1,110 sq.ft.	$245,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.44% Airbnb Rental Income: $1396 Traditional Rental Income: $1915 Airbnb ROI: -0.62% Traditional ROI: 3.44%
2208 SUNSET WIND LOOP Oldsmar, FL Under contract-accepting backup offers. This beautiful 3 bedroom, 2.5 bathroom townhome lo...	3 beds \| 3 baths \| 1,667 sq.ft.	$380,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.43% Airbnb Rental Income: $1381 Traditional Rental Income: $2419 Airbnb ROI: -0.66% Traditional ROI: 3.43%
1603 VINEYARD LANE Oldsmar, FL Located in Tuscany Woods â¢ Built in 2018 by Taylor Morrison Welcome to a bright, happ...	3 beds \| 3 baths \| 1,525 sq.ft.	$335,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.58% Airbnb Rental Income: $1381 Traditional Rental Income: $2282 Airbnb ROI: -0.62% Traditional ROI: 3.58%
1227 CLAYS TRAIL Oldsmar, FL Take advantage of ideal market timing with this low-maintenance, townhome-style condo offe...	2 beds \| 2 baths \| 1,910 sq.ft.	$319,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 6.01% Airbnb Rental Income: $1396 Traditional Rental Income: $2462 Airbnb ROI: 1.05% Traditional ROI: 6.01%
116 BRENT CIRCLE Oldsmar, FL Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage...	3 beds \| 3 baths \| 1,834 sq.ft.	$499,000	Airbnb cash on cash: -1.64% Traditional cash on cash: 1.63% Airbnb Rental Income: $1381 Traditional Rental Income: $2490 Airbnb ROI: -1.64% Traditional ROI: 1.63%
148 DOUGLAS ROAD W #C Oldsmar, FL Move- in ready 2-bedroom 2 bath town home in Oldsmar Fl. 2 parking spots available low HOA...	2 beds \| 2 baths \| 1,080 sq.ft.	$229,500	Airbnb cash on cash: 1.83% Traditional cash on cash: 5.15% Airbnb Rental Income: $1396 Traditional Rental Income: $1697 Airbnb ROI: 1.83% Traditional ROI: 5.15%

Your search for investment property begins and ends here

Townhouses for Sale in Oldsmar, FL

152 BRENT CIRCLE

Oldsmar, FL

3 beds | 3 baths | 1,791 sq.ft.

$550,000

Airbnb cash on cash: -1.27%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $1381

Traditional Rental Income: $2664

Airbnb ROI: -1.27%

Traditional ROI: 2.04%

112 BRENT CIRCLE

Oldsmar, FL

3 beds | 3 baths | 1,834 sq.ft.

$525,000

Airbnb cash on cash: -1.24%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $1381

Traditional Rental Income: $2535

Airbnb ROI: -1.24%

Traditional ROI: 1.97%

315 WOODS LANDING TRAIL

Oldsmar, FL

2 beds | 3 baths | 1,200 sq.ft.

$319,900

Airbnb cash on cash: -1.55%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $1396

Traditional Rental Income: $1956

Airbnb ROI: -1.55%

Traditional ROI: 1.71%

163 BRENT CIRCLE

Oldsmar, FL

3 beds | 3 baths | 1,834 sq.ft.

$545,000

Airbnb cash on cash: -1.14%

Traditional cash on cash: 2.12%

Airbnb Rental Income: $1381

Traditional Rental Income: $2620

Airbnb ROI: -1.14%

Traditional ROI: 2.12%

9009 PALM KEY AVENUE

Oldsmar, FL

4 beds | 3 baths | 2,587 sq.ft.

$695,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $1908

Traditional Rental Income: $3073

Airbnb ROI: -0.94%

Traditional ROI: 1.64%

291 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

2 beds | 3 baths | 1,110 sq.ft.

$265,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $1396

Traditional Rental Income: $1834

Airbnb ROI: -0.76%

Traditional ROI: 2.67%

100 INGRID PLACE

Oldsmar, FL

3 beds | 3 baths | 1,755 sq.ft.

$285,000

Airbnb cash on cash: -0.89%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1381

Traditional Rental Income: $2484

Airbnb ROI: -0.89%

Traditional ROI: 4.78%

106 CUTLASS WAY

Oldsmar, FL

3 beds | 3 baths | 1,365 sq.ft.

$365,000

Airbnb cash on cash: -0.43%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $1381

Traditional Rental Income: $2156

Airbnb ROI: -0.43%