Real Estate Investment Properties for Sale in Overstreet, FL

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

Explore a variety of short-term homes & houses in Overstreet, FL. Invest wisely with VRBO & Overstreet, 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 Overstreet, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
976 S Long Street Overstreet, FL TONS OF POTENTIAL!! Charming 1 bedroom/1 bathroom cottage with a versatile loft perfect fo...	1 beds \| 1 baths \| 812 sq.ft.	$233,800	Airbnb cash on cash: 7.32% Traditional cash on cash: 6% Airbnb Rental Income: $2721 Traditional Rental Income: $1788 Airbnb ROI: 7.32% Traditional ROI: 6%
119 Boucher Ln Overstreet, FL Looking for a country atmosphere, close to beaches and the International Coastal Waterway....	3 beds \| 2 baths \| 1,140 sq.ft.	$214,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 6.93% Airbnb Rental Income: $1023 Traditional Rental Income: $1780 Airbnb ROI: 1.45% Traditional ROI: 6.93%
325 Coastal Canopy Ln Overstreet, FL Welcome to the Canmore, a new home featured at Salt Pines in Port Saint Joe, Florida. The ...	4 beds \| 3 baths \| 1,578 sq.ft.	$295,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.03% Airbnb Rental Income: $1078 Traditional Rental Income: $2298 Airbnb ROI: 0.33% Traditional ROI: 6.03%
Investment Properties for Sale in Other Cities of Florida
6487 SW 74TH DRIVE Gainesville , FL Welcome to easy living in the highly desirable Brytan community, conveniently located just...	4 beds \| 3 baths \| 2,077 sq.ft.	$439,900	Airbnb cash on cash: 5.57% Traditional cash on cash: 3.24% Airbnb Rental Income: $4557 Traditional Rental Income: $2649 Airbnb ROI: 5.57% Traditional ROI: 3.24%
8345 SW 200TH COURT Dunnellon , FL Welcome to Your Half-Acre Florida Retreat! Set on a beautiful half-acre lot, this charmin...	2 beds \| 2 baths \| 1,249 sq.ft.	$310,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 5.14% Airbnb Rental Income: $1661 Traditional Rental Income: $2237 Airbnb ROI: 1.57% Traditional ROI: 5.14%
1311 E SLIGH AVENUE Tampa , FL No Flooding! Investor Special in the heart of Old Seminole Heights! This 3-bedroom, 2-bath...	3 beds \| 2 baths \| 1,142 sq.ft.	$250,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 7.31% Airbnb Rental Income: $902 Traditional Rental Income: $2600 Airbnb ROI: -1.32% Traditional ROI: 7.31%
7211 N TALIAFERRO AVENUE Tampa , FL Welcome to a truly special Seminole Heights bungalow where timeless character meets though...	3 beds \| 2 baths \| 1,090 sq.ft.	$350,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 5.41% Airbnb Rental Income: $902 Traditional Rental Income: $2740 Airbnb ROI: -1.21% Traditional ROI: 5.41%
155 S Court Ave #1013 Orlando , FL 155 S Court Ave #1013, Orlando, FL 32801 \| Condo/Coop	1 beds \| 1 baths \| 772 sq.ft.	$259,000	Airbnb cash on cash: -2.32% Traditional cash on cash: 0.36% Airbnb Rental Income: $1318 Traditional Rental Income: $1565 Airbnb ROI: -2.32% Traditional ROI: 0.36%
322 E Central Blvd #1205 Orlando , FL 322 E Central Blvd #1205, Orlando, FL 32801 \| Condo/Coop	2 beds \| 2 baths \| 1,150 sq.ft.	$415,000	Airbnb cash on cash: -1.68% Traditional cash on cash: -0.2% Airbnb Rental Income: $1680 Traditional Rental Income: $1786 Airbnb ROI: -1.68% Traditional ROI: -0.2%
155 S Court Ave #1603 Orlando , FL 155 S Court Ave #1603, Orlando, FL 32801 \| Condo/Coop	1 beds \| 1 baths \| 615 sq.ft.	$205,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 1.85% Airbnb Rental Income: $1318 Traditional Rental Income: $1535 Airbnb ROI: -1.36% Traditional ROI: 1.85%
300 E SOUTH STREET #6004 Orlando , FL Location, location, ...Charming one bedroom one bath on top 6th floor with Balcony overloo...	1 beds \| 1 baths \| 744 sq.ft.	$187,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 3.62% Airbnb Rental Income: $1318 Traditional Rental Income: $1795 Airbnb ROI: -1.36% Traditional ROI: 3.62%
260 S Osceola Ave #709 Orlando , FL Experience Luxury High-Rise Living in the Heart of Downtown Orlando Discover the ultima...	2 beds \| 2 baths \| 2,000 sq.ft.	$699,900	Airbnb cash on cash: -3.85% Traditional cash on cash: -0.97% Airbnb Rental Income: $1680 Traditional Rental Income: $3089 Airbnb ROI: -3.85% Traditional ROI: -0.97%
525 E Jackson St #308 Orlando , FL 525 E Jackson St #308, Orlando, FL 32801 \| Condo/Coop	2 beds \| 2 baths \| 1,320 sq.ft.	$365,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 0.63% Airbnb Rental Income: $1680 Traditional Rental Income: $1958 Airbnb ROI: -1.55% Traditional ROI: 0.63%
630 Vassar St #2505 Orlando , FL 630 Vassar St #2505, Orlando, FL 32804 \| Condo/Coop	2 beds \| 2 baths \| 1,416 sq.ft.	$564,900	Airbnb cash on cash: -2.67% Traditional cash on cash: -0.29% Airbnb Rental Income: $1542 Traditional Rental Income: $2353 Airbnb ROI: -2.67% Traditional ROI: -0.29%
910 ALAMEDA STREET Orlando , FL Under contract-accepting backup offers. PRICE IMPROVEMENT! Set on a quiet brick-paved stre...	4 beds \| 4 baths \| 3,400 sq.ft.	$1,111,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 4.68% Airbnb Rental Income: $5335 Traditional Rental Income: $6577 Airbnb ROI: 2.44% Traditional ROI: 4.68%
115 E HARVARD STREET Orlando , FL Please note: Tax roll states a 3rd bedroom, however, 3rd room does NOT have a closet. This...	3 beds \| 1 baths \| 1,130 sq.ft.	$390,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 4.58% Airbnb Rental Income: $2077 Traditional Rental Income: $2406 Airbnb ROI: 2.22% Traditional ROI: 4.58%
1132 HARDY AVENUE Orlando , FL Under contract-accepting backup offers. Virtually Staged. Welcome to 1132 Hardy Ave, Orlan...	3 beds \| 3 baths \| 2,100 sq.ft.	$575,000	Airbnb cash on cash: -1.49% Traditional cash on cash: 3.29% Airbnb Rental Income: $1186 Traditional Rental Income: $3368 Airbnb ROI: -1.49% Traditional ROI: 3.29%

Real Estate investment in Overstreet, FL

There are 3 properties for sale in the city of Overstreet . The median list price in Overstreet is $233,800 and the average price per square foot is $199. In June 2026, the average monthly cash on cash return in Overstreet is 6.00%. The average monthly rental income in Overstreet is $1,722.

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

There are 3 investment properties available for sale in Overstreet.

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

The ROI for Long-Term is higher than the Short-Term in Overstreet with average rental income of $1,722.

Your search for investment property begins and ends here

Investment Property for Sale in Overstreet, FL

976 S Long Street

Overstreet, FL

1 beds | 1 baths | 812 sq.ft.

$233,800

Airbnb cash on cash: 7.32%

Traditional cash on cash: 6%

Airbnb Rental Income: $2721

Traditional Rental Income: $1788

Airbnb ROI: 7.32%

Traditional ROI: 6%

119 Boucher Ln

Overstreet, FL

3 beds | 2 baths | 1,140 sq.ft.

$214,900

Airbnb cash on cash: 1.45%

Traditional cash on cash: 6.93%

Airbnb Rental Income: $1023

Traditional Rental Income: $1780

Airbnb ROI: 1.45%

Traditional ROI: 6.93%

325 Coastal Canopy Ln

Overstreet, FL

4 beds | 3 baths | 1,578 sq.ft.

$295,900

Airbnb cash on cash: 0.33%

Traditional cash on cash: 6.03%

Airbnb Rental Income: $1078

Traditional Rental Income: $2298

Airbnb ROI: 0.33%

Traditional ROI: 6.03%

Investment Properties for Sale in Other Cities of Florida

Gainesville , FL

4 beds | 3 baths | 2,077 sq.ft.

$439,900

Airbnb cash on cash: 5.57%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $4557

Traditional Rental Income: $2649

Airbnb ROI: 5.57%

Traditional ROI: 3.24%

Dunnellon , FL

2 beds | 2 baths | 1,249 sq.ft.

$310,000

Airbnb cash on cash: 1.57%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $1661

Traditional Rental Income: $2237

Airbnb ROI: 1.57%

Traditional ROI: 5.14%

Tampa , FL

3 beds | 2 baths | 1,142 sq.ft.

$250,000

Airbnb cash on cash: -1.32%

Traditional cash on cash: 7.31%

Airbnb Rental Income: $902

Traditional Rental Income: $2600

Airbnb ROI: -1.32%

Traditional ROI: 7.31%

Tampa , FL

3 beds | 2 baths | 1,090 sq.ft.

$350,000

Airbnb cash on cash: -1.21%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $902

Traditional Rental Income: $2740

Airbnb ROI: -1.21%

Traditional ROI: 5.41%

Orlando , FL

1 beds | 1 baths | 772 sq.ft.

$259,000

Airbnb cash on cash: -2.32%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $1318

Traditional Rental Income: $1565

Airbnb ROI: -2.32%

Traditional ROI: 0.36%

Orlando , FL

2 beds | 2 baths | 1,150 sq.ft.

$415,000