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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
44677 GREEN MEADOWS Lane CALLAHAN, FL Welcome to your dream retreat in the desirable Green Meadow subdivision! This beautifully ...	4 beds \| 2 baths \| 2,061 sq.ft.	$699,900	Airbnb cash on cash: 3.99% Traditional cash on cash: 1.75% Airbnb Rental Income: $4988 Traditional Rental Income: $2506 Airbnb ROI: 3.99% Traditional ROI: 1.75%
35255 SHERRY Road CALLAHAN, FL SELLER OFFER $5K TOWARDS CLOSING COST. Welcome to your own private retreat just minutes fr...	3 beds \| 2 baths \| 1,655 sq.ft.	$400,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 4.57% Airbnb Rental Income: $3000 Traditional Rental Income: $2512 Airbnb ROI: 4.03% Traditional ROI: 4.57%
54106 AMBLERWOOD Way CALLAHAN, FL Welcome home to this charming 3 bedroom, 2 bath retreat complete with a POOL on a full acr...	3 beds \| 2 baths \| 1,546 sq.ft.	$520,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 2.68% Airbnb Rental Income: $3000 Traditional Rental Income: $2411 Airbnb ROI: 2.47% Traditional ROI: 2.68%
55213 SHUG Road CALLAHAN, FL Custom Brick Home on Over 2 Acres! This beautifully maintained 3-bedroom, 2.5-bathroom hom...	3 beds \| N/A baths \| 2,510 sq.ft.	$520,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 3.37% Airbnb Rental Income: $3000 Traditional Rental Income: $2706 Airbnb ROI: 2.56% Traditional ROI: 3.37%
45159 AMERICAN DREAM Drive 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.	$729,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 1.82% Airbnb Rental Income: $4988 Traditional Rental Income: $2284 Airbnb ROI: 4.3% Traditional ROI: 1.82%
45575 INGLEHAM Circle CALLAHAN, FL This is the perfect starter home for your family, or if you are looking to downsize or for...	3 beds \| 2 baths \| 1,300 sq.ft.	$260,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 3.54% Airbnb Rental Income: $3000 Traditional Rental Income: $1773 Airbnb ROI: 5.73% Traditional ROI: 3.54%
54110 MARLEE Road CALLAHAN, FL USDA APPROVED, This 4 bed 3 bath home built in 2022 is move in ready. Situated on a quiet ...	4 beds \| 3 baths \| 2,056 sq.ft.	$474,000	Airbnb cash on cash: 6.79% Traditional cash on cash: 3.5% Airbnb Rental Income: $4988 Traditional Rental Income: $2508 Airbnb ROI: 6.79% Traditional ROI: 3.5%
54356 JAMIE Drive CALLAHAN, FL BACK ON THE MARKET!! This BRAND-NEW Custom-built home offers modern living and convenience...	3 beds \| 2 baths \| 1,633 sq.ft.	$414,900	Airbnb cash on cash: 4.55% Traditional cash on cash: 4.35% Airbnb Rental Income: $3000 Traditional Rental Income: $2233 Airbnb ROI: 4.55% Traditional ROI: 4.35%
43588 FREEDOM Drive CALLAHAN, FL Looking for room to roam? This property has over 7+ acres of land with plenty of space for...	3 beds \| 2 baths \| 1,400 sq.ft.	$374,999	Airbnb cash on cash: 4.6% Traditional cash on cash: 3.13% Airbnb Rental Income: $3000 Traditional Rental Income: $1793 Airbnb ROI: 4.6% Traditional ROI: 3.13%
45124 RED BRICK Drive CALLAHAN, FL Step into style and comfort at this affordable end unit townhome in Callahan Crossing! Lis...	3 beds \| N/A baths \| 1,521 sq.ft.	$256,500	Airbnb cash on cash: 7.33% Traditional cash on cash: 6.09% Airbnb Rental Income: $3000 Traditional Rental Income: $2012 Airbnb ROI: 7.33% Traditional ROI: 6.09%
45113 RED BRICK Drive CALLAHAN, FL Welcome home to this nearly new, spacious 3-bedroom, 2.5-bath, 2-story townhome, perfectly...	3 beds \| N/A baths \| 1,521 sq.ft.	$255,900	Airbnb cash on cash: 7.16% Traditional cash on cash: 6.46% Airbnb Rental Income: $3000 Traditional Rental Income: $2142 Airbnb ROI: 7.16% Traditional ROI: 6.46%
540485 US HIGHWAY 1 CALLAHAN, FL PRICE ADJUSTMENT Welcome to your peaceful country retreat in Callahan. Nestled on a full a...	3 beds \| 2 baths \| 1,572 sq.ft.	$296,900	Airbnb cash on cash: 6.68% Traditional cash on cash: 5.81% Airbnb Rental Income: $3000 Traditional Rental Income: $2067 Airbnb ROI: 6.68% Traditional ROI: 5.81%
451632 OLD DIXIE Highway CALLAHAN, FL Brand New Construction on 1 Acre - Ready Mid-July! Be the first to own this beautifully bu...	3 beds \| 2 baths \| 1,592 sq.ft.	$409,900	Airbnb cash on cash: 4.65% Traditional cash on cash: 3.89% Airbnb Rental Income: $3000 Traditional Rental Income: $2018 Airbnb ROI: 4.65% Traditional ROI: 3.89%
540316 LEM TURNER Road CALLAHAN, FL Brand new 3/2 MFH on 1 acre lot convenient to Callahan & I 295. This home has a large GR &...	3 beds \| 2 baths \| 1,500 sq.ft.	$259,900	Airbnb cash on cash: 7.96% Traditional cash on cash: 6.37% Airbnb Rental Income: $3000 Traditional Rental Income: $1920 Airbnb ROI: 7.96% Traditional ROI: 6.37%
54003 PLANTATION Road CALLAHAN, FL This totally rehabbed MFH has so much open space, The GR is huge & the home has upgraded v...	3 beds \| 2 baths \| 2,015 sq.ft.	$289,900	Airbnb cash on cash: 6.29% Traditional cash on cash: 5.63% Airbnb Rental Income: $3000 Traditional Rental Income: $2131 Airbnb ROI: 6.29% Traditional ROI: 5.63%
54071 CORLEY Drive CALLAHAN, FL Don't miss out on this 3 bedroom 2 bath all brick home on just over an acre of land. You w...	3 beds \| 2 baths \| 1,699 sq.ft.	$460,000	Airbnb cash on cash: 3.51% Traditional cash on cash: 3% Airbnb Rental Income: $3000 Traditional Rental Income: $2092 Airbnb ROI: 3.51% Traditional ROI: 3%
44090 APACHE Trail CALLAHAN, FL Welcome home to peaceful country living on this beautiful 1.4-acre property in Callahan. S...	3 beds \| 2 baths \| 1,188 sq.ft.	$259,900	Airbnb cash on cash: 7.6% Traditional cash on cash: 5.18% Airbnb Rental Income: $3000 Traditional Rental Income: $1717 Airbnb ROI: 7.6% Traditional ROI: 5.18%
44364 PINEBREEZE Boulevard CALLAHAN, FL METAL ROOFACREAGEMULTIGENERATIONAL Discover a rare opportunity to own a private, m...	4 beds \| 3 baths \| 2,329 sq.ft.	$525,000	Airbnb cash on cash: 6.45% Traditional cash on cash: 4.25% Airbnb Rental Income: $4988 Traditional Rental Income: $2888 Airbnb ROI: 6.45% Traditional ROI: 4.25%
451624 OLD DIXIE Highway CALLAHAN, FL This BRAND NEW 4-bedroom, 2-bathroom brick residence offers 1,832 square feet of thoughtfu...	4 beds \| 2 baths \| 1,832 sq.ft.	$449,900	Airbnb cash on cash: 8.08% Traditional cash on cash: 3.71% Airbnb Rental Income: $4988 Traditional Rental Income: $2130 Airbnb ROI: 8.08% Traditional ROI: 3.71%
54230 HELLER Road CALLAHAN, FL Welcome to this spacious Callahan home set on a full 1-acre lot. Inside, you'll find a bri...	3 beds \| N/A baths \| 1,750 sq.ft.	$425,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 3.29% Airbnb Rental Income: $3000 Traditional Rental Income: $2171 Airbnb ROI: 3.64% Traditional ROI: 3.29%
35080 DUCK POND Court CALLAHAN, FL This manufactured home is one of the better homes by Palm Harbor. This well cared for home...	3 beds \| 3 baths \| 1,620 sq.ft.	$255,520	Airbnb cash on cash: 7.87% Traditional cash on cash: 6.76% Airbnb Rental Income: $3000 Traditional Rental Income: $2043 Airbnb ROI: 7.87% Traditional ROI: 6.76%
44586 MAPLEWOOD Court CALLAHAN, FL Discover perfect country living with this 3-bed, 2-bath home nestled on 6.69 acres at the ...	3 beds \| 2 baths \| 1,188 sq.ft.	$420,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 2.63% Airbnb Rental Income: $3000 Traditional Rental Income: $1678 Airbnb ROI: 4.24% Traditional ROI: 2.63%
541177 LEM TURNER Road CALLAHAN, FL Are you looking for a place that's close to city life but far enough out to enjoy some of ...	3 beds \| 2 baths \| 1,577 sq.ft.	$378,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 3.95% Airbnb Rental Income: $3000 Traditional Rental Income: $1942 Airbnb ROI: 4.99% Traditional ROI: 3.95%
45397 INGLEHAM Circle CALLAHAN, FL So fresh and so clean! This lovingly maintained, one-owner home has been kept in tip-top s...	3 beds \| 2 baths \| 1,526 sq.ft.	$299,900	Airbnb cash on cash: 6.38% Traditional cash on cash: 5.25% Airbnb Rental Income: $3000 Traditional Rental Income: $1993 Airbnb ROI: 6.38% Traditional ROI: 5.25%
44025 WOODSIDE LANE CALLAHAN, FL Residential/Commercial Opportunity!! Well-maintained 3BR/2BA brick home on a Â¼-acre corne...	3 beds \| 2 baths \| 1,474 sq.ft.	$240,000	Airbnb cash on cash: 8.36% Traditional cash on cash: 6.64% Airbnb Rental Income: $3000 Traditional Rental Income: $1921 Airbnb ROI: 8.36% Traditional ROI: 6.64%
45196 AMERICAN DREAM Drive CALLAHAN, FL Welcome to this new-ish home built in 2023, offering 3 spacious bedrooms, 2.5 bathrooms, +...	3 beds \| N/A baths \| 2,175 sq.ft.	$559,800	Airbnb cash on cash: 2.35% Traditional cash on cash: 2.98% Airbnb Rental Income: $3000 Traditional Rental Income: $2642 Airbnb ROI: 2.35% Traditional ROI: 2.98%
45112 SECOND Avenue CALLAHAN, FL COZY & QUAINT home located in the heart of Callahan is ready for some special touches to m...	1 beds \| 1 baths \| 728 sq.ft.	$134,999	Airbnb cash on cash: 9.37% Traditional cash on cash: 6.06% Airbnb Rental Income: $2195 Traditional Rental Income: $1211 Airbnb ROI: 9.37% Traditional ROI: 6.06%
540324 LEM TURNER Road CALLAHAN, FL This Brand New MFH sits back off road on a nice treed 1 acre lot which is close to town & ...	3 beds \| 2 baths \| 1,500 sq.ft.	$259,900	Airbnb cash on cash: 7.95% Traditional cash on cash: 6.52% Airbnb Rental Income: $3000 Traditional Rental Income: $1959 Airbnb ROI: 7.95% Traditional ROI: 6.52%
45692 JONES Way CALLAHAN, FL This is a Brand New MFH with so many upgrades on a large 1.35 acre lot. The home has big G...	3 beds \| 2 baths \| 1,568 sq.ft.	$259,900	Airbnb cash on cash: 7.16% Traditional cash on cash: 5.76% Airbnb Rental Income: $3000 Traditional Rental Income: $1967 Airbnb ROI: 7.16% Traditional ROI: 5.76%
55214 YELLOW JACKET Drive CALLAHAN, FL NO HOA! 4-Bedroom Home on 1.41 Acres This 4-bedroom, 2.5-bath home sits on a private, quie...	4 beds \| N/A baths \| 2,631 sq.ft.	$499,900	Airbnb cash on cash: 6.88% Traditional cash on cash: 2.9% Airbnb Rental Income: $4988 Traditional Rental Income: $2104 Airbnb ROI: 6.88% Traditional ROI: 2.9%
54748 SPRING LAKE Drive CALLAHAN, FL MOVE IN READY- Large Home in SPRING LAKE ESTATES located in Callahan, FL! 3 BEDROOMS, FLEX...	3 beds \| 3 baths \| 2,376 sq.ft.	$485,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 4.18% Airbnb Rental Income: $3000 Traditional Rental Income: $2576 Airbnb ROI: 3.59% Traditional ROI: 4.18%
35061 KAREN Road CALLAHAN, FL Beautiful 2 story home situated on 2.3 acres zoned Agricultural. Perfect hobby farm to bri...	3 beds \| 2 baths \| 1,600 sq.ft.	$535,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 2.45% Airbnb Rental Income: $3000 Traditional Rental Income: $1950 Airbnb ROI: 3.17% Traditional ROI: 2.45%

Real Estate investment in Callahan, FL

There are 32 properties for sale in the city of Callahan . The median list price in Callahan is $299,900 and the average price per square foot is $176. In October 2025, the average monthly cash on cash return in Callahan is 5.00%. The average monthly rental income in Callahan is $2,055.

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

There are 32 investment properties available for sale in Callahan.

In 2025, the best neighborhood to buy investment property is CALLAHAN.

The ROI for Short-Term is higher than the Long-Term in Callahan with average rental income of $3,000.

Your search for investment property begins and ends here

Investment Property for Sale in Callahan, FL

44677 GREEN MEADOWS Lane

CALLAHAN, FL

4 beds | 2 baths | 2,061 sq.ft.

$699,900

Airbnb cash on cash: 3.99%

Traditional cash on cash: 1.75%

Airbnb Rental Income: $4988

Traditional Rental Income: $2506

Airbnb ROI: 3.99%

Traditional ROI: 1.75%

35255 SHERRY Road

CALLAHAN, FL

3 beds | 2 baths | 1,655 sq.ft.

$400,000

Airbnb cash on cash: 4.03%

Traditional cash on cash: 4.57%

Airbnb Rental Income: $3000

Traditional Rental Income: $2512

Airbnb ROI: 4.03%

Traditional ROI: 4.57%

54106 AMBLERWOOD Way

CALLAHAN, FL

3 beds | 2 baths | 1,546 sq.ft.

$520,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $3000

Traditional Rental Income: $2411

Airbnb ROI: 2.47%

Traditional ROI: 2.68%

55213 SHUG Road

CALLAHAN, FL

3 beds | N/A baths | 2,510 sq.ft.

$520,000

Airbnb cash on cash: 2.56%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $3000

Traditional Rental Income: $2706

Airbnb ROI: 2.56%

Traditional ROI: 3.37%

45159 AMERICAN DREAM Drive

CALLAHAN, FL

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

$729,000

Airbnb cash on cash: 4.3%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $4988

Traditional Rental Income: $2284

Airbnb ROI: 4.3%

Traditional ROI: 1.82%

45575 INGLEHAM Circle

CALLAHAN, FL

3 beds | 2 baths | 1,300 sq.ft.

$260,000

Airbnb cash on cash: 5.73%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $3000

Traditional Rental Income: $1773

Airbnb ROI: 5.73%

Traditional ROI: 3.54%

54110 MARLEE Road

CALLAHAN, FL

4 beds | 3 baths | 2,056 sq.ft.

$474,000

Airbnb cash on cash: 6.79%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $4988

Traditional Rental Income: $2508

Airbnb ROI: 6.79%

Traditional ROI: 3.5%

54356 JAMIE Drive

CALLAHAN, FL

3 beds | 2 baths | 1,633 sq.ft.

$414,900

Airbnb cash on cash: 4.55%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $3000

Traditional Rental Income: $2233

Airbnb ROI: 4.55%