Real Estate Investment Properties for Sale in Callahan, FL

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
45167 Annie Laura St CALLAHAN, FL This brand new home in Callahan can be yours! This 3 bedroom 2 1/2 bath townhome consists ...	9 beds \| 6 baths \| 4,380 sq.ft.	$659,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.59% Airbnb Rental Income: $null Traditional Rental Income: $2228 Airbnb ROI: N/A Traditional ROI: 1.59%
54064 Janice Dr CALLAHAN, FL Welcome to your exquisite retreat in Callahan, Florida - a newly constructed haven complet...	4 beds \| 3 baths \| 2,257 sq.ft.	$600,000	Airbnb cash on cash: 9.05% Traditional cash on cash: 3.24% Airbnb Rental Income: $7374 Traditional Rental Income: $2701 Airbnb ROI: 9.05% Traditional ROI: 3.24%
34175 Steeple Chase Way CALLAHAN, FL Welcome to a timeless sanctuary of luxury and equestrian elegance. Located within the pres...	5 beds \| 4 baths \| 4,331 sq.ft.	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.44% Airbnb Rental Income: $null Traditional Rental Income: $3940 Airbnb ROI: N/A Traditional ROI: 1.44%
540783 Lem Turner Rd CALLAHAN, FL Welcome home to peaceful country living with the convenience of being just minutes from bo...	5 beds \| 3 baths \| 2,052 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2517 Airbnb ROI: N/A Traditional ROI: 4.86%
45159 American Dream Dr CALLAHAN, FL One-of-a-Kind Brick Home on Over 1 Acre in Callahan! This beautifully updated home combine...	4 beds \| 2 baths \| 2,183 sq.ft.	$675,000	Airbnb cash on cash: 7.88% Traditional cash on cash: 4.3% Airbnb Rental Income: $7374 Traditional Rental Income: $3700 Airbnb ROI: 7.88% Traditional ROI: 4.3%
LOT 4 Us Hwy 301 CALLAHAN, FL LOT 4 Us Hwy 301, Bryceville, FL 32011 \| Other	N/A beds \| N/A baths \| N/A	$899,000	Airbnb cash on cash: 0.5% Traditional cash on cash: -0.8% Airbnb Rental Income: $2733 Traditional Rental Income: $1001 Airbnb ROI: 0.5% Traditional ROI: -0.8%
56310 Creekside Way CALLAHAN, FL It's not often you find a place that wraps you in comfort the moment you arrive, but this ...	4 beds \| 3 baths \| 2,675 sq.ft.	$625,000	Airbnb cash on cash: 8.69% Traditional cash on cash: 5.42% Airbnb Rental Income: $7374 Traditional Rental Income: $4050 Airbnb ROI: 8.69% Traditional ROI: 5.42%
45500 Stratton Rd CALLAHAN, FL 45500 Stratton Rd, CALLAHAN, FL 32011 \| Single Family Residential	5 beds \| 5 baths \| 8,891 sq.ft.	$1,899,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.18% Airbnb Rental Income: $null Traditional Rental Income: $7256 Airbnb ROI: N/A Traditional ROI: 2.18%
55158 Bartram Trl CALLAHAN, FL 55158 Bartram Trl, CALLAHAN, FL 32011 \| Single Family Residential	3 beds \| 2 baths \| 1,720 sq.ft.	$559,900	Airbnb cash on cash: 7.44% Traditional cash on cash: 2.31% Airbnb Rental Income: $6229 Traditional Rental Income: $2318 Airbnb ROI: 7.44% Traditional ROI: 2.31%
36821 Dyal Rd CALLAHAN, FL 36821 Dyal Rd, CALLAHAN, FL 32011 \| Single Family Residential	3 beds \| 2 baths \| 3,307 sq.ft.	$850,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 0.39% Airbnb Rental Income: $6229 Traditional Rental Income: $1890 Airbnb ROI: 4.32% Traditional ROI: 0.39%
53072 Clear Lake Dr CALLAHAN, FL 53072 Clear Lake Dr, CALLAHAN, FL 32011 \| Single Family Residential	4 beds \| 2 baths \| 1,958 sq.ft.	$530,000	Airbnb cash on cash: 9.91% Traditional cash on cash: 3.3% Airbnb Rental Income: $7374 Traditional Rental Income: $2680 Airbnb ROI: 9.91% Traditional ROI: 3.3%
0 Wilbur Jones Rd CALLAHAN, FL 0 Wilbur Jones Rd, CALLAHAN, FL 32011 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$180,000	Airbnb cash on cash: 9.77% Traditional cash on cash: 3.99% Airbnb Rental Income: $2733 Traditional Rental Income: $1100 Airbnb ROI: 9.77% Traditional ROI: 3.99%
0 Us Highway 301 CALLAHAN, FL 0 Us Highway 301, CALLAHAN, FL 32011 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$1,391,960	Airbnb cash on cash: -0.34% Traditional cash on cash: -1.11% Airbnb Rental Income: $2733 Traditional Rental Income: $1095 Airbnb ROI: -0.34% Traditional ROI: -1.11%
0 Us Highway 1 CALLAHAN, FL 0 Us Highway 1, CALLAHAN, FL 32011 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$1,099,000	Airbnb cash on cash: 0.07% Traditional cash on cash: -0.89% Airbnb Rental Income: $2733 Traditional Rental Income: $1105 Airbnb ROI: 0.07% Traditional ROI: -0.89%
54079 Amblerwood Way CALLAHAN, FL 54079 Amblerwood Way, CALLAHAN, FL 32011 \| Single Family Residential	3 beds \| 2 baths \| 1,823 sq.ft.	$510,000	Airbnb cash on cash: 8.37% Traditional cash on cash: 1.73% Airbnb Rental Income: $6229 Traditional Rental Income: $1836 Airbnb ROI: 8.37% Traditional ROI: 1.73%
55320 Cook Dr CALLAHAN, FL 55320 Cook Dr, CALLAHAN, FL 32011 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: 8.63% Traditional cash on cash: 1.3% Airbnb Rental Income: $2733 Traditional Rental Income: $697 Airbnb ROI: 8.63% Traditional ROI: 1.3%
44326 Woodland Cir CALLAHAN, FL 44326 Woodland Cir, CALLAHAN, FL 32011 \| Manufactured Home	6 beds \| 4 baths \| 2,526 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $2907 Airbnb ROI: N/A Traditional ROI: 6.93%
0 State Road 200 CALLAHAN, FL 0 State Road 200, CALLAHAN, FL 32011 \| Other	N/A beds \| N/A baths \| N/A	$267,900	Airbnb cash on cash: 6.01% Traditional cash on cash: 0.45% Airbnb Rental Income: $2733 Traditional Rental Income: $682 Airbnb ROI: 6.01% Traditional ROI: 0.45%
542106 Lem Turner Rd CALLAHAN, FL Sitting on 3 beautiful acres, this solid concrete block home offers both durability and pe...	2 beds \| 2 baths \| 1,680 sq.ft.	$405,000	Airbnb cash on cash: 6.84% Traditional cash on cash: 3.14% Airbnb Rental Income: $4439 Traditional Rental Income: $2105 Airbnb ROI: 6.84% Traditional ROI: 3.14%
0 Dyal Rd CALLAHAN, FL 0 Dyal Rd, CALLAHAN, FL 32011 \| Other	N/A beds \| N/A baths \| N/A	$550,000	Airbnb cash on cash: 2% Traditional cash on cash: -0.71% Airbnb Rental Income: $2733 Traditional Rental Income: $695 Airbnb ROI: 2% Traditional ROI: -0.71%
36507 Pratt Siding Rd CALLAHAN, FL 36507 Pratt Siding Rd, CALLAHAN, FL 32011 \| Other	N/A beds \| N/A baths \| N/A	$210,000	Airbnb cash on cash: 8.14% Traditional cash on cash: 1.14% Airbnb Rental Income: $2733 Traditional Rental Income: $695 Airbnb ROI: 8.14% Traditional ROI: 1.14%
53234 BRISTA Way CALLAHAN, FL Dreaming of a peaceful haven where you have room to breathe and unwind? Look no further! W...	3 beds \| 2 baths \| 1,892 sq.ft.	$495,000	Airbnb cash on cash: 8.86% Traditional cash on cash: 2.08% Airbnb Rental Income: $6229 Traditional Rental Income: $1861 Airbnb ROI: 8.86% Traditional ROI: 2.08%
40041 Whipporwill Ln CALLAHAN, FL Privacy and potential abound on this beautiful 9-acre parcel located on a private road. Th...	N/A beds \| N/A baths \| 1,728 sq.ft.	$250,000	Airbnb cash on cash: 5.55% Traditional cash on cash: -0.34% Airbnb Rental Income: $2733 Traditional Rental Income: $698 Airbnb ROI: 5.55% Traditional ROI: -0.34%
53074 Brista Way CALLAHAN, FL 53074 Brista Way, CALLAHAN, FL 32011 \| Single Family Residential	3 beds \| 2 baths \| 3,296 sq.ft.	$639,900	Airbnb cash on cash: 6.3% Traditional cash on cash: 0.55% Airbnb Rental Income: $6229 Traditional Rental Income: $1566 Airbnb ROI: 6.3% Traditional ROI: 0.55%
34767 Steeple Chase Way CALLAHAN, FL 34767 Steeple Chase Way, CALLAHAN, FL 32011 \| Single Family Residential	4 beds \| 4 baths \| 3,271 sq.ft.	$1,450,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 0.3% Airbnb Rental Income: $7374 Traditional Rental Income: $3226 Airbnb ROI: 2.32% Traditional ROI: 0.3%

Real Estate investment in Callahan, FL

There are 25 properties for sale in the city of Callahan . The median list price in Callahan is $264,842 and the average price per square foot is $135. In July 2026, the average monthly cash on cash return in Callahan is 4.00%. The average monthly rental income in Callahan is $2,033.

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

There are 25 investment properties available for sale in Callahan.

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

The ROI for Long-Term is higher than the Short-Term in Callahan with average rental income of $2,033.

Your search for investment property begins and ends here

Investment Property for Sale in Callahan, FL

45167 Annie Laura St

CALLAHAN, FL

9 beds | 6 baths | 4,380 sq.ft.

$659,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.59%

Airbnb Rental Income: $null

Traditional Rental Income: $2228

Airbnb ROI: N/A

Traditional ROI: 1.59%

54064 Janice Dr

CALLAHAN, FL

4 beds | 3 baths | 2,257 sq.ft.

$600,000

Airbnb cash on cash: 9.05%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $7374

Traditional Rental Income: $2701

Airbnb ROI: 9.05%

Traditional ROI: 3.24%

34175 Steeple Chase Way

CALLAHAN, FL

5 beds | 4 baths | 4,331 sq.ft.

$1,350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.44%

Airbnb Rental Income: $null

Traditional Rental Income: $3940

Airbnb ROI: N/A

Traditional ROI: 1.44%

540783 Lem Turner Rd

CALLAHAN, FL

5 beds | 3 baths | 2,052 sq.ft.

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2517

Airbnb ROI: N/A

Traditional ROI: 4.86%

45159 American Dream Dr

CALLAHAN, FL

4 beds | 2 baths | 2,183 sq.ft.

$675,000

Airbnb cash on cash: 7.88%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $7374

Traditional Rental Income: $3700

Airbnb ROI: 7.88%

Traditional ROI: 4.3%

LOT 4 Us Hwy 301

CALLAHAN, FL

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

$899,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: -0.8%

Airbnb Rental Income: $2733

Traditional Rental Income: $1001

Airbnb ROI: 0.5%

Traditional ROI: -0.8%

56310 Creekside Way

CALLAHAN, FL

4 beds | 3 baths | 2,675 sq.ft.

$625,000

Airbnb cash on cash: 8.69%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $7374

Traditional Rental Income: $4050

Airbnb ROI: 8.69%

Traditional ROI: 5.42%

45500 Stratton Rd

CALLAHAN, FL

5 beds | 5 baths | 8,891 sq.ft.

$1,899,999

Airbnb cash on cash: N/A

Traditional cash on cash: 2.18%

Airbnb Rental Income: $null

Traditional Rental Income: $7256

Airbnb ROI: N/A