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 28 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
102 BRENT CIRCLE Oldsmar, FL Huge Price Reduction immediate equity! Ready to move into. Seller Says Sell! Seller is Re...	3 beds \| 3 baths \| 1,834 sq.ft.	$360,000	Airbnb cash on cash: 5.65% Traditional cash on cash: 5.45% Airbnb Rental Income: $3329 Traditional Rental Income: $2518 Airbnb ROI: 5.65% Traditional ROI: 5.45%
2052 SHEFFIELD COURT Oldsmar, FL One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available a...	2 beds \| 2 baths \| 1,296 sq.ft.	$255,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 5.17% Airbnb Rental Income: $2403 Traditional Rental Income: $1994 Airbnb ROI: 4.42% Traditional ROI: 5.17%
396 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhouse with 1,110 square fe...	2 beds \| 3 baths \| 1,110 sq.ft.	$287,000	Airbnb cash on cash: 4.66% Traditional cash on cash: 5.01% Airbnb Rental Income: $2403 Traditional Rental Income: $1909 Airbnb ROI: 4.66% Traditional ROI: 5.01%
112 BRENT CIRCLE Oldsmar, FL Now Offered at $529,900 â Waterfront Townhome with Deeded Boat Slip in Oldsmar! This bea...	3 beds \| 3 baths \| 1,834 sq.ft.	$529,900	Airbnb cash on cash: 2.23% Traditional cash on cash: 2.13% Airbnb Rental Income: $3329 Traditional Rental Income: $2535 Airbnb ROI: 2.23% Traditional ROI: 2.13%
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.	$565,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 2.14% Airbnb Rental Income: $3329 Traditional Rental Income: $2620 Airbnb ROI: 2.08% Traditional ROI: 2.14%
150 POOLE PLACE Oldsmar, FL Welcome to this stunning, fully renovated 3 bedroom, 2 bathroom East Lake Woodlands villa ...	3 beds \| 2 baths \| 1,550 sq.ft.	$375,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 3.62% Airbnb Rental Income: $3329 Traditional Rental Income: $2340 Airbnb ROI: 4.32% Traditional ROI: 3.62%
367 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Motivated Seller!! Move-in ready townhome in Oldsmar. Step into style and peace of mind ...	2 beds \| 2 baths \| 1,105 sq.ft.	$250,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 4.12% Airbnb Rental Income: $2403 Traditional Rental Income: $1913 Airbnb ROI: 3.7% Traditional ROI: 4.12%
267 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Under contract-accepting backup offers. Welcome to this Beautifully Updated 2-bedroom, 2.5...	2 beds \| 3 baths \| 1,110 sq.ft.	$263,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 3.06% Airbnb Rental Income: $2403 Traditional Rental Income: $1847 Airbnb ROI: 2.93% Traditional ROI: 3.06%
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.	$375,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 2.95% Airbnb Rental Income: $3329 Traditional Rental Income: $2156 Airbnb ROI: 4.17% Traditional ROI: 2.95%
1608 SUNSET WIND LOOP Oldsmar, FL **This home has over $90,000 in upgrades and has experienced NO flooding or water issues e...	3 beds \| 3 baths \| 1,928 sq.ft.	$500,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 2.01% Airbnb Rental Income: $3329 Traditional Rental Income: $2666 Airbnb ROI: 1.84% Traditional ROI: 2.01%
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: 2.25% Traditional cash on cash: 2.48% Airbnb Rental Income: $3329 Traditional Rental Income: $2705 Airbnb ROI: 2.25% Traditional ROI: 2.48%
1171 CLAYS TRAIL Oldsmar, FL Welcome to your dream home! This spacious 3-bedroom, 2.5-bathroom townhouse offers an exce...	3 beds \| 3 baths \| 2,700 sq.ft.	$360,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.31% Airbnb Rental Income: $3329 Traditional Rental Income: $3456 Airbnb ROI: 1.73% Traditional ROI: 4.31%
2313 SUNSET WIND LOOP Oldsmar, FL Welcome to this exquisite 3-bedroom, 2.5-bath deluxe townhome located in the exclusive gat...	3 beds \| 3 baths \| 2,230 sq.ft.	$450,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 3.69% Airbnb Rental Income: $3329 Traditional Rental Income: $3063 Airbnb ROI: 2.55% Traditional ROI: 3.69%
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.	$225,000	Airbnb cash on cash: 4.34% Traditional cash on cash: 5.2% Airbnb Rental Income: $2403 Traditional Rental Income: $1996 Airbnb ROI: 4.34% Traditional ROI: 5.2%
847 AURORA WAY Oldsmar, FL Under contract-accepting backup offers. Modern Comfort Meets Timeless Charm in the Heart o...	3 beds \| 3 baths \| 1,365 sq.ft.	$340,000	Airbnb cash on cash: 4.98% Traditional cash on cash: 3.67% Airbnb Rental Income: $3329 Traditional Rental Income: $2167 Airbnb ROI: 4.98% Traditional ROI: 3.67%
2101 SUNSET WIND LOOP Oldsmar, FL Welcome to 2101 Sunset Wind Loop â A Beautifully Maintained Townhome in the Heart of Old...	4 beds \| 3 baths \| 2,587 sq.ft.	$525,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 3.24% Airbnb Rental Income: $4558 Traditional Rental Income: $3170 Airbnb ROI: 4.13% Traditional ROI: 3.24%
215 WOODS LANDING TRAIL Oldsmar, FL Step into luxury with this beautifully upgraded home featuring designer finishes throughou...	3 beds \| 3 baths \| 1,450 sq.ft.	$349,900	Airbnb cash on cash: 4.28% Traditional cash on cash: 3% Airbnb Rental Income: $3329 Traditional Rental Income: $2167 Airbnb ROI: 4.28% Traditional ROI: 3%
25 WOODS LANDING TRAIL Oldsmar, FL Welcome to this beautifully updated 2 bedroom, 2 and a half bath townhome in one of Pinell...	2 beds \| 3 baths \| 1,200 sq.ft.	$269,000	Airbnb cash on cash: 2.69% Traditional cash on cash: 3.07% Airbnb Rental Income: $2403 Traditional Rental Income: $1909 Airbnb ROI: 2.69% Traditional ROI: 3.07%
602 CABERNET WAY Oldsmar, FL One or more photo(s) has been virtually staged. Motivated Sellers,Pay No HOA Fees Till Jan...	3 beds \| 3 baths \| 1,773 sq.ft.	$370,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 3.7% Airbnb Rental Income: $3329 Traditional Rental Income: $2454 Airbnb ROI: 4.08% Traditional ROI: 3.7%
244 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. The monthly HOA fees cover a wi...	2 beds \| 3 baths \| 1,110 sq.ft.	$245,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 3.01% Airbnb Rental Income: $2403 Traditional Rental Income: $1841 Airbnb ROI: 2.89% Traditional ROI: 3.01%
273 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL One or more photo(s) has been virtually staged. Welcome to this MOVE IN READY 2-bedroom, 2...	2 beds \| 3 baths \| 1,110 sq.ft.	$264,900	Airbnb cash on cash: 2.71% Traditional cash on cash: 2.82% Airbnb Rental Income: $2403 Traditional Rental Income: $1841 Airbnb ROI: 2.71% Traditional ROI: 2.82%
403 E TUSCAN LANE E Oldsmar, FL Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HI...	3 beds \| 3 baths \| 1,525 sq.ft.	$400,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 2.42% Airbnb Rental Income: $3329 Traditional Rental Income: $2217 Airbnb ROI: 3.4% Traditional ROI: 2.42%
140 BRENT CIRCLE Oldsmar, FL Under contract-accepting backup offers. Wake up every day to sweeping, unobstructed views ...	3 beds \| 3 baths \| 1,791 sq.ft.	$600,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 2.23% Airbnb Rental Income: $3329 Traditional Rental Income: $2686 Airbnb ROI: 2.05% Traditional ROI: 2.23%
60 WOODRIDGE CIRCLE Oldsmar, FL Under contract-accepting backup offers. EXQUISITELY REMODELED two-story townhome in the he...	2 beds \| 2 baths \| 1,883 sq.ft.	$389,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 2.52% Airbnb Rental Income: $2403 Traditional Rental Income: $2358 Airbnb ROI: 1.03% Traditional ROI: 2.52%
309 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Under contract-accepting backup offers. Feel the safety and security of this gated townhom...	2 beds \| 3 baths \| 1,110 sq.ft.	$230,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 4.61% Airbnb Rental Income: $2403 Traditional Rental Income: $1848 Airbnb ROI: 4.45% Traditional ROI: 4.61%
75 EMERALD BAY DRIVE Oldsmar, FL One or more photo(s) was virtually staged. Welcome to this bright and spacious 3 bedroom, ...	3 beds \| 3 baths \| 1,339 sq.ft.	$249,000	Airbnb cash on cash: 6.88% Traditional cash on cash: 4.48% Airbnb Rental Income: $3329 Traditional Rental Income: $2023 Airbnb ROI: 6.88% Traditional ROI: 4.48%
1710 SUNSET WIND LOOP Oldsmar, FL Discover comfort and luxury in this meticulously maintained townhome in the exclusive gate...	2 beds \| 3 baths \| 1,888 sq.ft.	$395,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.38% Airbnb Rental Income: $2403 Traditional Rental Income: $2719 Airbnb ROI: 0.94% Traditional ROI: 3.38%
1505 SUNSET WIND LOOP Oldsmar, FL Beautiful Key West style, Waterfront Gated Community of BAYSIDE TERRACE has RESORT STYLE A...	3 beds \| 3 baths \| 1,667 sq.ft.	$435,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 1.91% Airbnb Rental Income: $3329 Traditional Rental Income: $2435 Airbnb ROI: 2.28% Traditional ROI: 1.91%

Your search for investment property begins and ends here

Townhouses for Sale in Oldsmar, FL

102 BRENT CIRCLE

Oldsmar, FL

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

$360,000

Airbnb cash on cash: 5.65%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $3329

Traditional Rental Income: $2518

Airbnb ROI: 5.65%

Traditional ROI: 5.45%

2052 SHEFFIELD COURT

Oldsmar, FL

2 beds | 2 baths | 1,296 sq.ft.

$255,000

Airbnb cash on cash: 4.42%

Traditional cash on cash: 5.17%

Airbnb Rental Income: $2403

Traditional Rental Income: $1994

Airbnb ROI: 4.42%

Traditional ROI: 5.17%

396 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

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

$287,000

Airbnb cash on cash: 4.66%

Traditional cash on cash: 5.01%

Airbnb Rental Income: $2403

Traditional Rental Income: $1909

Airbnb ROI: 4.66%

Traditional ROI: 5.01%

112 BRENT CIRCLE

Oldsmar, FL

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

$529,900

Airbnb cash on cash: 2.23%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $3329

Traditional Rental Income: $2535

Airbnb ROI: 2.23%

Traditional ROI: 2.13%

163 BRENT CIRCLE

Oldsmar, FL

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

$565,000

Airbnb cash on cash: 2.08%

Traditional cash on cash: 2.14%

Airbnb Rental Income: $3329

Traditional Rental Income: $2620

Airbnb ROI: 2.08%

Traditional ROI: 2.14%

150 POOLE PLACE

Oldsmar, FL

3 beds | 2 baths | 1,550 sq.ft.

$375,000

Airbnb cash on cash: 4.32%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $3329

Traditional Rental Income: $2340

Airbnb ROI: 4.32%

Traditional ROI: 3.62%

367 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

2 beds | 2 baths | 1,105 sq.ft.

$250,000

Airbnb cash on cash: 3.7%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $2403

Traditional Rental Income: $1913

Airbnb ROI: 3.7%

Traditional ROI: 4.12%

267 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

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

$263,900

Airbnb cash on cash: 2.93%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $2403

Traditional Rental Income: $1847

Airbnb ROI: 2.93%