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.

Fort Worth Investment Property for Sale in Oldsmar, FL

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

Showing 167 Fort Worth Investment Property 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
502 TIMBER BAY CIRCLE E Oldsmar, FL Welcome to this stunningly spacious and well-maintained pool home nestled in one of the mo...	4 beds \| 2 baths \| 1,658 sq.ft.	$435,000	Airbnb cash on cash: 6.38% Traditional cash on cash: 3.79% Airbnb Rental Income: $4558 Traditional Rental Income: $2555 Airbnb ROI: 6.38% Traditional ROI: 3.79%
1640 GRAY BARK DRIVE Oldsmar, FL Under contract-accepting backup offers. Welcome to the home that truly has everything! No ...	3 beds \| 2 baths \| 1,927 sq.ft.	$585,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 3.23% Airbnb Rental Income: $3329 Traditional Rental Income: $2859 Airbnb ROI: 2.73% Traditional ROI: 3.23%
2002 SHEFFIELD COURT Oldsmar, FL Under contract-accepting backup offers. This spacious and well-maintained 2 bedroom 2 bath...	2 beds \| 2 baths \| 1,296 sq.ft.	$219,000	Airbnb cash on cash: 5.13% Traditional cash on cash: 6% Airbnb Rental Income: $2403 Traditional Rental Income: $1995 Airbnb ROI: 5.13% Traditional ROI: 6%
102 BRENT CIRCLE Oldsmar, FL Under contract-accepting backup offers. Huge Price Reduction immediate equity! Ready to m...	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%
632 LAKE CYPRESS CIRCLE Oldsmar, FL Under contract-accepting backup offers. Reduced. Florida Pool Home! Welcome to your brigh...	4 beds \| 2 baths \| 1,906 sq.ft.	$563,000	Airbnb cash on cash: 4.66% Traditional cash on cash: 3.33% Airbnb Rental Income: $4558 Traditional Rental Income: $2911 Airbnb ROI: 4.66% Traditional ROI: 3.33%
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%
436 LAFAYETTE BOULEVARD Oldsmar, FL One or more photo(s) has been virtually staged. Must see this 4 bedroom/2.5 bath home with...	4 beds \| 3 baths \| 2,695 sq.ft.	$800,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 2.2% Airbnb Rental Income: $4558 Traditional Rental Income: $3466 Airbnb ROI: 2.39% Traditional ROI: 2.2%
2044 SHEFFIELD COURT Oldsmar, FL Short Sale. High and dry with NEW ROOF and NEW HVAC!! Welcome to this charming 2-bedroom,...	2 beds \| 2 baths \| 1,296 sq.ft.	$215,000	Airbnb cash on cash: 6.1% Traditional cash on cash: 7.47% Airbnb Rental Income: $2403 Traditional Rental Income: $2092 Airbnb ROI: 6.1% Traditional ROI: 7.47%
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.	$175,000	Airbnb cash on cash: 7.94% Traditional cash on cash: 8.22% Airbnb Rental Income: $2403 Traditional Rental Income: $1860 Airbnb ROI: 7.94% Traditional ROI: 8.22%
200 GRETCHEN COURT Oldsmar, FL WELCOME HOME! Enjoy maintenance free Living in this Gated Community of Quail Forest which ...	3 beds \| 2 baths \| 1,445 sq.ft.	$374,900	Airbnb cash on cash: 4.03% Traditional cash on cash: 3.1% Airbnb Rental Income: $3329 Traditional Rental Income: $2258 Airbnb ROI: 4.03% Traditional ROI: 3.1%
382 ROSALIND LANE Oldsmar, FL Welcome to 382 Rosalind Ln., an extraordinary home in the exclusive gated community of Bay...	4 beds \| 3 baths \| 3,273 sq.ft.	$852,990	Airbnb cash on cash: 2.35% Traditional cash on cash: 1.19% Airbnb Rental Income: $4558 Traditional Rental Income: $2684 Airbnb ROI: 2.35% Traditional ROI: 1.19%
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.	$240,000	Airbnb cash on cash: 4.75% Traditional cash on cash: 5.54% Airbnb Rental Income: $2403 Traditional Rental Income: $1994 Airbnb ROI: 4.75% Traditional ROI: 5.54%
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.	$169,000	Airbnb cash on cash: 7.88% Traditional cash on cash: 7.5% Airbnb Rental Income: $2403 Traditional Rental Income: $1752 Airbnb ROI: 7.88% Traditional ROI: 7.5%
396 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Offers 1% lender credit at closing. Welcome to this beautifully updated 2-bedroom, 2.5-bat...	2 beds \| 3 baths \| 1,110 sq.ft.	$280,000	Airbnb cash on cash: 4.8% Traditional cash on cash: 5.16% Airbnb Rental Income: $2403 Traditional Rental Income: $1909 Airbnb ROI: 4.8% Traditional ROI: 5.16%
150 TADS TRAIL Oldsmar, FL VILLA with TRANQUIL GOLF COURSE VIEWS IN EAST LAKE WOODLANDS. This well Maintained VILLA...	3 beds \| 2 baths \| 1,695 sq.ft.	$379,500	Airbnb cash on cash: 3.32% Traditional cash on cash: 3.04% Airbnb Rental Income: $3329 Traditional Rental Income: $2485 Airbnb ROI: 3.32% Traditional ROI: 3.04%
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%
1516 E LAKE WOODLANDS PARKWAY Oldsmar, FL WELCOME TO GREENHAVEN IN AN EXCLUSIVE GATED GOLF COURSE COMMUNITY OF EAST LAKE WOODLANDS. ...	4 beds \| 3 baths \| 2,642 sq.ft.	$749,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 2.31% Airbnb Rental Income: $4558 Traditional Rental Income: $3805 Airbnb ROI: 2.03% Traditional ROI: 2.31%
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.	$169,900	Airbnb cash on cash: 6.18% Traditional cash on cash: 6.2% Airbnb Rental Income: $2403 Traditional Rental Income: $1818 Airbnb ROI: 6.18% Traditional ROI: 6.2%
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%
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%
2000 SHEFFIELD COURT Oldsmar, FL Welcome to this Beautifully UPDATED 1296 sq ft, 2-bedroom, 2-bath villa with VAULTED CEILI...	2 beds \| 2 baths \| 1,296 sq.ft.	$269,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 5.65% Airbnb Rental Income: $2403 Traditional Rental Income: $2076 Airbnb ROI: 4.61% Traditional ROI: 5.65%
321 SHORE DRIVE E Oldsmar, FL Welcome to this beautiful Home, fully remodeled ,4-bedroom, 2 bath. And step outside to yo...	4 beds \| 2 baths \| 1,523 sq.ft.	$465,000	Airbnb cash on cash: 6.32% Traditional cash on cash: 4.72% Airbnb Rental Income: $4558 Traditional Rental Income: $2913 Airbnb ROI: 6.32% Traditional ROI: 4.72%
826 CHRISTINA CIRCLE Oldsmar, FL Just Reintroduced at a New Price â The Best Lot in this highly desired Community! Motiva...	3 beds \| 2 baths \| 2,164 sq.ft.	$1,270,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 0.36% Airbnb Rental Income: $3329 Traditional Rental Income: $2645 Airbnb ROI: 0.31% Traditional ROI: 0.36%
103 LINDSAY LANE #13 Oldsmar, FL Welcome to this inviting FIRST FLOOR condo in the gated community of East Lake Woodlands. ...	2 beds \| 2 baths \| 1,334 sq.ft.	$289,900	Airbnb cash on cash: 4.75% Traditional cash on cash: 5.95% Airbnb Rental Income: $2403 Traditional Rental Income: $2143 Airbnb ROI: 4.75% Traditional ROI: 5.95%
341 BAY ARBOR BOULEVARD Oldsmar, FL Spectacularly remodeled home nestled on a conservation/pond lot in a gated community of Ba...	3 beds \| 2 baths \| 2,034 sq.ft.	$624,900	Airbnb cash on cash: 2.23% Traditional cash on cash: 2.91% Airbnb Rental Income: $3329 Traditional Rental Income: $2982 Airbnb ROI: 2.23% Traditional ROI: 2.91%
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.	$365,000	Airbnb cash on cash: 4.46% Traditional cash on cash: 3.74% Airbnb Rental Income: $3329 Traditional Rental Income: $2340 Airbnb ROI: 4.46% Traditional ROI: 3.74%
4797 STONEBRIAR DRIVE Oldsmar, FL Under contract-accepting backup offers. Donât miss this beautifully upgraded and meticul...	4 beds \| 3 baths \| 2,486 sq.ft.	$749,999	Airbnb cash on cash: 2.72% Traditional cash on cash: 2.84% Airbnb Rental Income: $4558 Traditional Rental Income: $3692 Airbnb ROI: 2.72% Traditional ROI: 2.84%
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%
40 GRETCHEN COURT Oldsmar, FL Price reduced! In addition, seller will contribute $2500 toward buyer closing costs, mortg...	2 beds \| 2 baths \| 1,502 sq.ft.	$342,500	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.45% Airbnb Rental Income: $2403 Traditional Rental Income: $2203 Airbnb ROI: 2.24% Traditional ROI: 3.45%
30 TADS TRAIL Oldsmar, FL Move in ready corner unit villa in desirable Eastlake woodlands gated community. All the w...	3 beds \| 2 baths \| 1,450 sq.ft.	$410,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 2.69% Airbnb Rental Income: $3329 Traditional Rental Income: $2434 Airbnb ROI: 3.08% Traditional ROI: 2.69%
316 LAFAYETTE BOULEVARD Oldsmar, FL Live the ultimate Florida lifestyle in this spectacular Craftsman-style home in the heart ...	4 beds \| 4 baths \| 2,848 sq.ft.	$640,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 3.77% Airbnb Rental Income: $4558 Traditional Rental Income: $3604 Airbnb ROI: 3.78% Traditional ROI: 3.77%
1630 GRAY BARK DRIVE Oldsmar, FL Under contract-accepting backup offers. Welcome home to 1630 Gray Bark Drive! This beautif...	3 beds \| 2 baths \| 1,358 sq.ft.	$465,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 3.13% Airbnb Rental Income: $3329 Traditional Rental Income: $2500 Airbnb ROI: 3.33% Traditional ROI: 3.13%
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%
100 INGRID PLACE Oldsmar, FL Great opportunity to own this Lovely Updated 3 Bed, 2.5 Bath East Lake Woodlands Townhouse...	3 beds \| 3 baths \| 1,755 sq.ft.	$305,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 4.4% Airbnb Rental Income: $3329 Traditional Rental Income: $2484 Airbnb ROI: 4.76% Traditional ROI: 4.4%
10 ARBOR LANE Oldsmar, FL BRAND NEW AC / NEW ROOF 2022 / POOL RE-SURFACED 2018 / RARE TO MARKET GOLF COURSE FRONTAGE...	4 beds \| 2 baths \| 2,318 sq.ft.	$669,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 2.41% Airbnb Rental Income: $4558 Traditional Rental Income: $3177 Airbnb ROI: 3.11% Traditional ROI: 2.41%
303 NATIONAL ORANGE AVENUE Oldsmar, FL PRICE ADJUSTMENT ON THIS WONDERFUL HOME! Updated and charming 3-bedroom homes in Oldsmar....	3 beds \| 2 baths \| 1,744 sq.ft.	$450,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 4.63% Airbnb Rental Income: $3329 Traditional Rental Income: $3017 Airbnb ROI: 3.61% Traditional ROI: 4.63%
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: 4.31% Traditional cash on cash: 3.06% Airbnb Rental Income: $3329 Traditional Rental Income: $2156 Airbnb ROI: 4.31% Traditional ROI: 3.06%
1631 SHADY OAKS DRIVE Oldsmar, FL Welcome to your Florida dream home in East Lake Oaks, a highly sought-after Oldsmar commun...	3 beds \| 2 baths \| 1,938 sq.ft.	$599,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 2.82% Airbnb Rental Income: $3329 Traditional Rental Income: $2850 Airbnb ROI: 2.35% Traditional ROI: 2.82%
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%

Your search for investment property begins and ends here

Fort Worth Investment Property for Sale in Oldsmar, FL

502 TIMBER BAY CIRCLE E

Oldsmar, FL

4 beds | 2 baths | 1,658 sq.ft.

$435,000

Airbnb cash on cash: 6.38%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $4558

Traditional Rental Income: $2555

Airbnb ROI: 6.38%

Traditional ROI: 3.79%

1640 GRAY BARK DRIVE

Oldsmar, FL

3 beds | 2 baths | 1,927 sq.ft.

$585,000

Airbnb cash on cash: 2.73%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $3329

Traditional Rental Income: $2859

Airbnb ROI: 2.73%

Traditional ROI: 3.23%

2002 SHEFFIELD COURT

Oldsmar, FL

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

$219,000

Airbnb cash on cash: 5.13%

Traditional cash on cash: 6%

Airbnb Rental Income: $2403

Traditional Rental Income: $1995

Airbnb ROI: 5.13%

Traditional ROI: 6%

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%

632 LAKE CYPRESS CIRCLE

Oldsmar, FL

4 beds | 2 baths | 1,906 sq.ft.

$563,000

Airbnb cash on cash: 4.66%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $4558

Traditional Rental Income: $2911

Airbnb ROI: 4.66%

Traditional ROI: 3.33%

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%

436 LAFAYETTE BOULEVARD

Oldsmar, FL

4 beds | 3 baths | 2,695 sq.ft.

$800,000

Airbnb cash on cash: 2.39%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $4558

Traditional Rental Income: $3466

Airbnb ROI: 2.39%

Traditional ROI: 2.2%

2044 SHEFFIELD COURT

Oldsmar, FL

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

$215,000

Airbnb cash on cash: 6.1%

Traditional cash on cash: 7.47%

Airbnb Rental Income: $2403

Traditional Rental Income: $2092

Airbnb ROI: 6.1%