Real Estate Investment Properties for Sale in Carrollwood, FL

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

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

Investment Property for Sale in Carrollwood, FL

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2 Troutwater Ln Troutwater Ln Carrollwood, FL Pre-Construction. To be built. Pre-Construction. To be built. Only 2 waterfront lots left!...	4 beds \| 3 baths \| 3,621 sq.ft.	$2,650,000	Airbnb cash on cash: -1.15% Traditional cash on cash: -0.1% Airbnb Rental Income: $2502 Traditional Rental Income: $4468 Airbnb ROI: -1.15% Traditional ROI: -0.1%
3704 Carrollwood, FL FULLY UPGRADED POOL HOME IN CARROLLWOOD -MOVE-IN READY! GREAT LOCATION + EXCEPTIONAL UP...	4 beds \| 2 baths \| N/A	$554,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.56% Airbnb Rental Income: $2502 Traditional Rental Income: $3560 Airbnb ROI: 1.35% Traditional ROI: 4.56%
510 Skytrail Carrollwood, FL 510 Skytrail, Carrollwood, FL 33625 \| Other	N/A beds \| N/A baths \| N/A	$300,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 2.15% Airbnb Rental Income: $345 Traditional Rental Income: $1232 Airbnb ROI: -1.86% Traditional ROI: 2.15%
410 Skytrail Carrollwood, FL 410 Skytrail, Carrollwood, FL 33625 \| Other	N/A beds \| N/A baths \| N/A	$275,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 1.64% Airbnb Rental Income: $345 Traditional Rental Income: $1088 Airbnb ROI: -1.86% Traditional ROI: 1.64%
210 Skytrail Carrollwood, FL 210 Skytrail, Carrollwood, FL 33625 \| Other	N/A beds \| N/A baths \| N/A	$275,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 1.64% Airbnb Rental Income: $345 Traditional Rental Income: $1088 Airbnb ROI: -1.86% Traditional ROI: 1.64%
310 Skytrail Carrollwood, FL 310 Skytrail, Carrollwood, FL 33625 \| Other	N/A beds \| N/A baths \| N/A	$270,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 1.76% Airbnb Rental Income: $345 Traditional Rental Income: $1088 Airbnb ROI: -1.86% Traditional ROI: 1.76%
110 Skytrail Carrollwood, FL 110 Skytrail, Carrollwood, FL 33625 \| Other	N/A beds \| N/A baths \| N/A	$259,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 1.64% Airbnb Rental Income: $345 Traditional Rental Income: $1088 Airbnb ROI: -1.86% Traditional ROI: 1.64%

Real Estate investment in Carrollwood, FL

There are 7 properties for sale in the city of Carrollwood . The median list price in Carrollwood is $402,259 and the average price per square foot is $111. In July 2026, the average monthly cash on cash return in Carrollwood is 4.00%. The average monthly rental income in Carrollwood is $1,989.

Carrollwood, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 7 investment properties available for sale in Carrollwood.

In 2026, the best neighborhood to buy investment property is Carrollwood.

The ROI for Short-Term is higher than the Long-Term in Carrollwood with average rental income of $1,034.

Your search for investment property begins and ends here

Investment Property for Sale in Carrollwood, FL

2 Troutwater Ln Troutwater Ln

Carrollwood, FL

4 beds | 3 baths | 3,621 sq.ft.

$2,650,000

Airbnb cash on cash: -1.15%

Traditional cash on cash: -0.1%

Airbnb Rental Income: $2502

Traditional Rental Income: $4468

Airbnb ROI: -1.15%

Traditional ROI: -0.1%

3704

Carrollwood, FL

4 beds | 2 baths | N/A

$554,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $2502

Traditional Rental Income: $3560

Airbnb ROI: 1.35%

Traditional ROI: 4.56%

510 Skytrail

Carrollwood, FL

N/A beds | N/A baths | N/A

$300,000

Airbnb cash on cash: -1.86%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $345

Traditional Rental Income: $1232

Airbnb ROI: -1.86%

Traditional ROI: 2.15%

410 Skytrail

Carrollwood, FL

N/A beds | N/A baths | N/A

$275,000

Airbnb cash on cash: -1.86%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $345

Traditional Rental Income: $1088

Airbnb ROI: -1.86%

Traditional ROI: 1.64%

210 Skytrail

Carrollwood, FL

N/A beds | N/A baths | N/A

$275,000

Airbnb cash on cash: -1.86%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $345

Traditional Rental Income: $1088

Airbnb ROI: -1.86%

Traditional ROI: 1.64%

310 Skytrail

Carrollwood, FL

N/A beds | N/A baths | N/A

$270,000

Airbnb cash on cash: -1.86%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $345

Traditional Rental Income: $1088

Airbnb ROI: -1.86%

Traditional ROI: 1.76%

110 Skytrail

Carrollwood, FL

N/A beds | N/A baths | N/A

$259,000

Airbnb cash on cash: -1.86%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $345

Traditional Rental Income: $1088

Airbnb ROI: -1.86%

Traditional ROI: 1.64%

Real Estate investment in Carrollwood, FL

Carrollwood, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Carrollwood?

Which neighborhoods in Carrollwood to invest in 2026?

Long-Term vs. Short-Term Rentals in Carrollwood, Florida: Which will earn the best returns?

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.