Real Estate Investment Properties for Sale in Freeport, FL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
395 Windchime Way Freeport, FL Welcome to your dream home in one of the area's most sought-after communities! Beautifully...	3 beds \| 2 baths \| 2,226 sq.ft.	$435,000	Airbnb cash on cash: 7.7% Traditional cash on cash: 4.11% Airbnb Rental Income: $5221 Traditional Rental Income: $2701 Airbnb ROI: 7.7% Traditional ROI: 4.11%
158 Johns Lane Freeport, FL HUGE PRICE IMPROVEMENT-SAME WATER VIEWS! Owner Builder, Custom Built - Waterfront Florida ...	2 beds \| 2 baths \| 1,200 sq.ft.	$449,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 5.22% Airbnb Rental Income: $2511 Traditional Rental Income: $2849 Airbnb ROI: 2.97% Traditional ROI: 5.22%
628 Meadow Lake Drive Freeport, FL Welcome to 628 Meadow Lake Drive, an exceptional Randy Wise custom home in the prestigious...	4 beds \| 2 baths \| 2,598 sq.ft.	$699,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 1.94% Airbnb Rental Income: $1646 Traditional Rental Income: $2610 Airbnb ROI: -0.25% Traditional ROI: 1.94%
492 E Club House Drive Freeport, FL This 4-bedroom, 3-bath home in Windswept Estates gives you 2,739 square feet, a 3-car gara...	4 beds \| 3 baths \| 2,678 sq.ft.	$624,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.69% Airbnb Rental Income: $1646 Traditional Rental Income: $3137 Airbnb ROI: 0.34% Traditional ROI: 3.69%
379 Whitman Way Freeport, FL This refreshed (in 2026) 3BR/2BA + office/bonus room home in Hammock Bay is move-in ready ...	3 beds \| 2 baths \| 1,983 sq.ft.	$405,000	Airbnb cash on cash: 7.96% Traditional cash on cash: 4.42% Airbnb Rental Income: $5221 Traditional Rental Income: $2815 Airbnb ROI: 7.96% Traditional ROI: 4.42%
41 Dickens Drive Freeport, FL Charming 3-Bedroom Home in Hammock Bay - Freeport, FL \| Just Adjusted to $419,000 Welcome ...	3 beds \| 2 baths \| 1,733 sq.ft.	$419,000	Airbnb cash on cash: 7.89% Traditional cash on cash: 2.69% Airbnb Rental Income: $5221 Traditional Rental Income: $2122 Airbnb ROI: 7.89% Traditional ROI: 2.69%
88 N Marsh Landing Freeport, FL Exceptional Financing Opportunity! Qualified buyers may be eligible to assume the seller's...	3 beds \| 2 baths \| 1,915 sq.ft.	$399,899	Airbnb cash on cash: 8.89% Traditional cash on cash: 4.11% Airbnb Rental Income: $5221 Traditional Rental Income: $2367 Airbnb ROI: 8.89% Traditional ROI: 4.11%
440 Gentle Wind Court Freeport, FL Under contract with a kickout clause in place. IMPROVED WITH A NEW PRICE! Take advantage...	3 beds \| 2 baths \| 2,641 sq.ft.	$555,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 3.41% Airbnb Rental Income: $5221 Traditional Rental Income: $2752 Airbnb ROI: 6.13% Traditional ROI: 3.41%
201 Canopy Cove Freeport, FL Welcome to 201 Canopy Cove in the highly sought-after community of Hammock Bay in Freeport...	5 beds \| 3 baths \| 2,667 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $2894 Airbnb ROI: N/A Traditional ROI: 3.39%
239 Mango Lane Freeport, FL A MUST SEE!! This impeccably maintained waterfront home is located in the highly desirable...	4 beds \| 4 baths \| 2,452 sq.ft.	$459,500	Airbnb cash on cash: 0.67% Traditional cash on cash: 6.48% Airbnb Rental Income: $1646 Traditional Rental Income: $3680 Airbnb ROI: 0.67% Traditional ROI: 6.48%
40 Quiet Cove Freeport, FL Nestled in the highly sought after Hammock Bay Community, 40 Quiet Cove is a residence tha...	4 beds \| 3 baths \| 2,552 sq.ft.	$499,900	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.91% Airbnb Rental Income: $1646 Traditional Rental Income: $2987 Airbnb ROI: 0.05% Traditional ROI: 3.91%
264 Bayou Circle Freeport, FL CURRENTLY UNDER CONTRACT, SELLER WILL CONSIDER BACKUP OFFERS Tucked beneath towering pin...	3 beds \| 3 baths \| 1,764 sq.ft.	$539,000	Airbnb cash on cash: 6.59% Traditional cash on cash: 3.07% Airbnb Rental Income: $5221 Traditional Rental Income: $2393 Airbnb ROI: 6.59% Traditional ROI: 3.07%
32 Brushed Dune Circle Freeport, FL Welcome to refined living in this beautifully designed Craftsman-style home, perfectly pos...	4 beds \| 3 baths \| 2,899 sq.ft.	$565,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 5.22% Airbnb Rental Income: $1646 Traditional Rental Income: $3541 Airbnb ROI: 0.75% Traditional ROI: 5.22%
804 Symphony Way Freeport, FL Beautiful custom-built 3BR/2BA home in the highly sought-after Symphony at Hammock Bay! Th...	3 beds \| 2 baths \| 1,998 sq.ft.	$420,000	Airbnb cash on cash: 8.04% Traditional cash on cash: 2.96% Airbnb Rental Income: $5221 Traditional Rental Income: $2162 Airbnb ROI: 8.04% Traditional ROI: 2.96%
200 Sweet Tea Lane Freeport, FL Welcome to 200 Sweet Tea Ln in the sought-after community of Hammock Bay, with resort-styl...	4 beds \| 3 baths \| 2,895 sq.ft.	$735,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 1.94% Airbnb Rental Income: $1646 Traditional Rental Income: $2925 Airbnb ROI: -0.6% Traditional ROI: 1.94%
376 WATERVIEW COVE Drive Freeport, FL Looking for a neighborhood that has water access to the Choctawhatchee Bay? Look within Wa...	4 beds \| 3 baths \| 2,584 sq.ft.	$539,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.5% Airbnb Rental Income: $1646 Traditional Rental Income: $2804 Airbnb ROI: 0.28% Traditional ROI: 3.5%
42 John Adams Street Freeport, FL Check out this older home on almost an acre in the heart of town. The real value is in the...	4 beds \| 1 baths \| 1,224 sq.ft.	$449,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 3.35% Airbnb Rental Income: $1646 Traditional Rental Income: $1990 Airbnb ROI: 1.43% Traditional ROI: 3.35%
500 Tournament Lane Freeport, FL This beautiful home at 500 Tournament Ln, Freeport, FL boasts a beautifully manicured yard...	4 beds \| 3 baths \| 3,100 sq.ft.	$765,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 2.88% Airbnb Rental Income: $1646 Traditional Rental Income: $3121 Airbnb ROI: 0.16% Traditional ROI: 2.88%
190 Tournament Lane Freeport, FL This stunning 4-bedroom, 3-bath Truland Built home sits on an expansive, private 0.87-acre...	4 beds \| 3 baths \| 2,369 sq.ft.	$749,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 2.73% Airbnb Rental Income: $1646 Traditional Rental Income: $2908 Airbnb ROI: 0.27% Traditional ROI: 2.73%
145 Mango Lane Freeport, FL Welcome to 145 Mango Lane in the highly sought-after Hammock Bay community of Freeport! Pe...	4 beds \| 3 baths \| 2,359 sq.ft.	$439,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 4.62% Airbnb Rental Income: $1646 Traditional Rental Income: $3026 Airbnb ROI: 0.15% Traditional ROI: 4.62%
56 Secluded Circle Freeport, FL NEW PRICE $449,000 + $10,000 SELLER CREDIT! Welcome to 56 Secluded Circle in Freeport, whe...	4 beds \| 3 baths \| 2,306 sq.ft.	$449,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 5.72% Airbnb Rental Income: $1646 Traditional Rental Income: $3433 Airbnb ROI: 0.37% Traditional ROI: 5.72%
437 Gentle Wind Court Freeport, FL Located on a cul de sac street with no through traffic is an all brick 4 Bedroom, 3 full b...	4 beds \| 3 baths \| 2,735 sq.ft.	$599,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.14% Airbnb Rental Income: $1646 Traditional Rental Income: $2886 Airbnb ROI: 0.09% Traditional ROI: 3.14%
264 Johns Lane Freeport, FL Discover your private waterfront sanctuary on serene Alaqua Creek in beautiful Freeport, F...	4 beds \| 2 baths \| 2,918 sq.ft.	$419,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 5.4% Airbnb Rental Income: $1646 Traditional Rental Income: $2954 Airbnb ROI: 0.89% Traditional ROI: 5.4%
30 Lowery Road Freeport, FL Prime Investment Opportunity! Discover a rare and versatile investment property in the hea...	4 beds \| 2 baths \| 1,200 sq.ft.	$849,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 0.83% Airbnb Rental Income: $1646 Traditional Rental Income: $1749 Airbnb ROI: 0.12% Traditional ROI: 0.83%
14034 331 Business Freeport, FL Price reduced on 11 July 2026. Sellers are motivated. Bring offers! On Business Highway 33...	3 beds \| 2 baths \| 1,810 sq.ft.	$1,750,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 0.49% Airbnb Rental Income: $5221 Traditional Rental Income: $2661 Airbnb ROI: 1.41% Traditional ROI: 0.49%
103 W Bayou Forest Drive Freeport, FL BAYOU FRONT WITH BOAT DOCK! This coastal custom home is set on a protected bayou with sere...	4 beds \| 5 baths \| 3,760 sq.ft.	$1,699,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 1.54% Airbnb Rental Income: $1646 Traditional Rental Income: $4795 Airbnb ROI: -0.74% Traditional ROI: 1.54%
23 Vintage Cove Freeport, FL Experience exceptional craftsmanship and luxury living at 23 Vintage Cove, a stunning ...	4 beds \| 4 baths \| 2,931 sq.ft.	$889,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.91% Airbnb Rental Income: $1646 Traditional Rental Income: $3466 Airbnb ROI: -0.84% Traditional ROI: 1.91%
380 This Way Freeport, FL This 4-bed, 2-bath home offers 1,788 square feet with a split floor plan, a two-car garage...	4 beds \| 2 baths \| 1,788 sq.ft.	$349,900	Airbnb cash on cash: 1.22% Traditional cash on cash: 5.61% Airbnb Rental Income: $1646 Traditional Rental Income: $2624 Airbnb ROI: 1.22% Traditional ROI: 5.61%
487 Coastal Breeze Dr Freeport, FL Welcome to 487 Coastal Breeze Drive, a stunning 2,931 sq. ft. residence where luxury, comf...	4 beds \| 3 baths \| 2,931 sq.ft.	$529,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.87% Airbnb Rental Income: $1646 Traditional Rental Income: $3363 Airbnb ROI: 0.46% Traditional ROI: 4.87%
165 Blaze Boulevard Freeport, FL Welcome to 165 Blaze Boulevard, an exceptional home in The Trails at Hammock Bay, one of N...	5 beds \| 3 baths \| 3,252 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $3152 Airbnb ROI: N/A Traditional ROI: 3.6%
177 Hammock Oaks Boulevard Freeport, FL Need space and a great location at an affordable monthly payment? This is it. 4.25% VA Ass...	4 beds \| 3 baths \| 2,303 sq.ft.	$499,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 3.82% Airbnb Rental Income: $1646 Traditional Rental Income: $2868 Airbnb ROI: 0.21% Traditional ROI: 3.82%
97 Campfire Cove Freeport, FL SELLERS NOW OFFERING $5K TOWARDS BUYERS CLOSING COSTS, PREPAIDS OR RATE BUY DOW!! Welcome ...	4 beds \| 3 baths \| 2,606 sq.ft.	$549,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.34% Airbnb Rental Income: $1646 Traditional Rental Income: $3311 Airbnb ROI: 0.19% Traditional ROI: 4.34%
58 Hankins Road Freeport, FL This is a GREAT opportunity to buy a detached, single-family home on 3 level, interior bui...	3 beds \| 3 baths \| 3,120 sq.ft.	$400,000	Airbnb cash on cash: 9.7% Traditional cash on cash: 8.39% Airbnb Rental Income: $5221 Traditional Rental Income: $3674 Airbnb ROI: 9.7% Traditional ROI: 8.39%
446 Mango Lane Freeport, FL Experience luxurious pond-front living in this beautifully updated McKenzie home in Hammoc...	5 beds \| 3 baths \| 3,202 sq.ft.	$624,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $3997 Airbnb ROI: N/A Traditional ROI: 4.32%
131 W Oak Trees Lane Freeport, FL BLOWOUT SALE IN HAMMOCK OAKS! MAJOR REDUCTION FOR A LIMITED TIME!! HUGE LOT AND SCREENED P...	4 beds \| 2 baths \| 2,047 sq.ft.	$399,950	Airbnb cash on cash: 0.78% Traditional cash on cash: 5.24% Airbnb Rental Income: $1646 Traditional Rental Income: $2854 Airbnb ROI: 0.78% Traditional ROI: 5.24%
187 Autumn Avenue Freeport, FL Take advantage of this great price reduction! Seller wants to move to be near family. PRIV...	3 beds \| 3 baths \| 2,402 sq.ft.	$539,000	Airbnb cash on cash: 6.28% Traditional cash on cash: 4.44% Airbnb Rental Income: $5221 Traditional Rental Income: $3235 Airbnb ROI: 6.28% Traditional ROI: 4.44%
342 Eastern Street Freeport, FL Beautiful home, a must see with no HOA! A place to park an RV or boat! Walk into a relaxin...	4 beds \| 3 baths \| 2,804 sq.ft.	$699,500	Airbnb cash on cash: 0.21% Traditional cash on cash: 3.99% Airbnb Rental Income: $1646 Traditional Rental Income: $3648 Airbnb ROI: 0.21% Traditional ROI: 3.99%
221 Sweet Tea Lane Freeport, FL This beautifully designed 4-bedroom, 3-bath home offers the flexibility today's buyers are...	4 beds \| 3 baths \| 2,500 sq.ft.	$549,900	Airbnb cash on cash: -0.28% Traditional cash on cash: 3.83% Airbnb Rental Income: $1646 Traditional Rental Income: $3295 Airbnb ROI: -0.28% Traditional ROI: 3.83%
132 Gulf Pines Court Freeport, FL Discover this immaculate, like-new 3,058 sq ft ranch-style residence nestled along the 13t...	4 beds \| 3 baths \| 3,058 sq.ft.	$629,500	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.21% Airbnb Rental Income: $1646 Traditional Rental Income: $2875 Airbnb ROI: 0.33% Traditional ROI: 3.21%
24 Riverwalk Circle Freeport, FL Experience the pinnacle of coastal living in the newly completed custom home within the so...	4 beds \| 2 baths \| 1,850 sq.ft.	$359,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 6.47% Airbnb Rental Income: $1646 Traditional Rental Income: $2815 Airbnb ROI: 1.64% Traditional ROI: 6.47%

Real Estate investment in Freeport, FL

There are 172 properties for sale in the city of Freeport . The median list price in Freeport is $354,788 and the average price per square foot is $163. In September 2026, the average monthly cash on cash return in Freeport is 4.00%. The average monthly rental income in Freeport is $2,624.

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

There are 172 investment properties available for sale in Freeport.

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

The ROI for Short-Term is higher than the Long-Term in Freeport with average rental income of $4,774.

Your search for investment property begins and ends here

Investment Property for Sale in Freeport, FL

395 Windchime Way

Freeport, FL

3 beds | 2 baths | 2,226 sq.ft.

$435,000

Airbnb cash on cash: 7.7%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $5221

Traditional Rental Income: $2701

Airbnb ROI: 7.7%

Traditional ROI: 4.11%

158 Johns Lane

Freeport, FL

2 beds | 2 baths | 1,200 sq.ft.

$449,000

Airbnb cash on cash: 2.97%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $2511

Traditional Rental Income: $2849

Airbnb ROI: 2.97%

Traditional ROI: 5.22%

628 Meadow Lake Drive

Freeport, FL

4 beds | 2 baths | 2,598 sq.ft.

$699,000

Airbnb cash on cash: -0.25%

Traditional cash on cash: 1.94%

Airbnb Rental Income: $1646

Traditional Rental Income: $2610

Airbnb ROI: -0.25%

Traditional ROI: 1.94%

492 E Club House Drive

Freeport, FL

4 beds | 3 baths | 2,678 sq.ft.

$624,900

Airbnb cash on cash: 0.34%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $1646

Traditional Rental Income: $3137

Airbnb ROI: 0.34%

Traditional ROI: 3.69%

379 Whitman Way

Freeport, FL

3 beds | 2 baths | 1,983 sq.ft.

$405,000

Airbnb cash on cash: 7.96%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $5221

Traditional Rental Income: $2815

Airbnb ROI: 7.96%

Traditional ROI: 4.42%

41 Dickens Drive

Freeport, FL

3 beds | 2 baths | 1,733 sq.ft.

$419,000

Airbnb cash on cash: 7.89%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $5221

Traditional Rental Income: $2122

Airbnb ROI: 7.89%

Traditional ROI: 2.69%

88 N Marsh Landing

Freeport, FL

3 beds | 2 baths | 1,915 sq.ft.

$399,899

Airbnb cash on cash: 8.89%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $5221

Traditional Rental Income: $2367

Airbnb ROI: 8.89%

Traditional ROI: 4.11%

440 Gentle Wind Court

Freeport, FL

3 beds | 2 baths | 2,641 sq.ft.

$555,000

Airbnb cash on cash: 6.13%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $5221

Traditional Rental Income: $2752

Airbnb ROI: 6.13%