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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
209 Nelly St Freeport, FL NEW ROOF COMING SOON!! Located in the heart of Schooner Landing at Hammock Bay, this charm...	3 beds \| 2 baths \| 1,811 sq.ft.	$334,999	Airbnb cash on cash: 3.75% Traditional cash on cash: 3.17% Airbnb Rental Income: $2985 Traditional Rental Income: $2118 Airbnb ROI: 3.75% Traditional ROI: 3.17%
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.	$450,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 4.44% Airbnb Rental Income: $2985 Traditional Rental Income: $2701 Airbnb ROI: 3.49% Traditional ROI: 4.44%
253 Nelly St Freeport, FL Tucked within the vibrant Schooner Landing neighborhood at Hammock Bay, 253 Nelly St invit...	3 beds \| 2 baths \| 1,721 sq.ft.	$310,000	Airbnb cash on cash: 5.68% Traditional cash on cash: 5.29% Airbnb Rental Income: $2985 Traditional Rental Income: $2184 Airbnb ROI: 5.68% Traditional ROI: 5.29%
158 Johns Ln 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: 2.09% Traditional cash on cash: 5.22% Airbnb Rental Income: $2067 Traditional Rental Income: $2849 Airbnb ROI: 2.09% Traditional ROI: 5.22%
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: 3.09% Traditional cash on cash: 4.45% Airbnb Rental Income: $2985 Traditional Rental Income: $2815 Airbnb ROI: 3.09% Traditional ROI: 4.45%
41 Dickens Dr Freeport, FL Newer LVP flooring flows through this open-concept Hammock Bay gem at 41 Dickens Dr, Freep...	3 beds \| 2 baths \| 1,733 sq.ft.	$425,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 2.64% Airbnb Rental Income: $2985 Traditional Rental Income: $2122 Airbnb ROI: 3.08% Traditional ROI: 2.64%
53 Dickens Drive Freeport, FL Masterfully Reimagined Luxury in Hammock Bay - Experience the perfect blend of coastal-sub...	3 beds \| 2 baths \| 1,817 sq.ft.	$425,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 3.42% Airbnb Rental Income: $2985 Traditional Rental Income: $2106 Airbnb ROI: 3.9% Traditional ROI: 3.42%
440 Gentle Wind Ct 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: 2.55% Traditional cash on cash: 3.43% Airbnb Rental Income: $2985 Traditional Rental Income: $2752 Airbnb ROI: 2.55% Traditional ROI: 3.43%
473 Earl Godwin Rd Freeport, FL WOODED LOT !! Whether you are a first time home buyer or ready for retirement to begin thi...	3 beds \| 2 baths \| 1,633 sq.ft.	$329,500	Airbnb cash on cash: 3.99% Traditional cash on cash: 5.39% Airbnb Rental Income: $2985 Traditional Rental Income: $2733 Airbnb ROI: 3.99% Traditional ROI: 5.39%
201 Canopy Cv 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: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $2894 Airbnb ROI: N/A Traditional ROI: 3.81%
40 Quiet Cv 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: 9.08% Traditional cash on cash: 3.91% Airbnb Rental Income: $6714 Traditional Rental Income: $2987 Airbnb ROI: 9.08% Traditional ROI: 3.91%
109 Sun Bear Cir Freeport, FL Welcome to Bear Creek, Freeport's premier gated community and the only gated neighborhood ...	3 beds \| 2 baths \| 2,030 sq.ft.	$570,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 3.19% Airbnb Rental Income: $2985 Traditional Rental Income: $2656 Airbnb ROI: 2.52% Traditional ROI: 3.19%
32 Brushed Dune Cir 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: 8.76% Traditional cash on cash: 5.22% Airbnb Rental Income: $6714 Traditional Rental Income: $3541 Airbnb ROI: 8.76% Traditional ROI: 5.22%
248 Four Mile Road Freeport, FL Apartment complex with 4 duplex units and 8 total rental units. An additional 2 acres of h...	2 beds \| 2 baths \| 6,016 sq.ft.	$1,350,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 0.21% Airbnb Rental Income: $2067 Traditional Rental Income: $1822 Airbnb ROI: -0.02% Traditional ROI: 0.21%
573 Tropical Way Freeport, FL Beautifully updated 3BR/2BA home in the highly desirable Brandon Oaks community of Freepor...	3 beds \| 2 baths \| 1,636 sq.ft.	$329,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 4.32% Airbnb Rental Income: $2985 Traditional Rental Income: $1959 Airbnb ROI: 5.41% Traditional ROI: 4.32%
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: 3.3% Traditional cash on cash: 2.96% Airbnb Rental Income: $2985 Traditional Rental Income: $2162 Airbnb ROI: 3.3% Traditional ROI: 2.96%
416 Date Palm Ln Freeport, FL Welcome to 416 Date Palm Lane, a beautifully maintained end-unit townhome in the desirable...	3 beds \| 2 baths \| 1,426 sq.ft.	$245,000	Airbnb cash on cash: 7.43% Traditional cash on cash: 5.6% Airbnb Rental Income: $2985 Traditional Rental Income: $1876 Airbnb ROI: 7.43% Traditional ROI: 5.6%
38 Creekside Waterview Place Freeport, FL Florida cottage on .79 acres - totally renovated and nestled in a private, serene setting ...	3 beds \| 2 baths \| 1,372 sq.ft.	$376,000	Airbnb cash on cash: 4.96% Traditional cash on cash: 4.1% Airbnb Rental Income: $2985 Traditional Rental Income: $1996 Airbnb ROI: 4.96% Traditional ROI: 4.1%
200 Sweet Tea Ln 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: 5.43% Traditional cash on cash: 1.88% Airbnb Rental Income: $6714 Traditional Rental Income: $2925 Airbnb ROI: 5.43% Traditional ROI: 1.88%
56 Secluded Cir Freeport, FL Welcome to 56 Secluded Circle in Freeport, where space, comfort, and coastal convenience c...	4 beds \| 2 baths \| 2,306 sq.ft.	$479,000	Airbnb cash on cash: 9.7% Traditional cash on cash: 5.3% Airbnb Rental Income: $6714 Traditional Rental Income: $3433 Airbnb ROI: 9.7% Traditional ROI: 5.3%
437 Gentle Wind Ct 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.	$619,900	Airbnb cash on cash: 7.35% Traditional cash on cash: 3% Airbnb Rental Income: $6714 Traditional Rental Income: $2886 Airbnb ROI: 7.35% Traditional ROI: 3%
370 Mango Lane Freeport, FL Located in the highly sought-after planned community of Hammock Bay, this exceptional 2021...	4 beds \| 3 baths \| 3,218 sq.ft.	$700,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 2.47% Airbnb Rental Income: $6714 Traditional Rental Income: $2932 Airbnb ROI: 6.26% Traditional ROI: 2.47%
427 Earl Godwin Rd Freeport, FL This very open floor plan offers a lot of natural light. 3 bedrooms and 2 bathrooms. Split...	3 beds \| 2 baths \| 1,659 sq.ft.	$350,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 4.2% Airbnb Rental Income: $2985 Traditional Rental Income: $2486 Airbnb ROI: 3.63% Traditional ROI: 4.2%
114 N Sand Palm Road #93-Vista Freeport, FL Quality & Affordable in South Walton only minutes to the white sand beaches of the Emerald...	3 beds \| 3 baths \| 1,336 sq.ft.	$219,900	Airbnb cash on cash: 8.04% Traditional cash on cash: 7.63% Airbnb Rental Income: $2985 Traditional Rental Income: $2214 Airbnb ROI: 8.04% Traditional ROI: 7.63%
105 Oyster Boulevard Freeport, FL SELLER CONTRIBUTING $7,000 TOWARDS BUYERS CLOSING COSTS PLUS A HOME WARRANTY! Welcome to t...	3 beds \| 2 baths \| 1,908 sq.ft.	$443,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 3.43% Airbnb Rental Income: $2985 Traditional Rental Income: $2874 Airbnb ROI: 2.04% Traditional ROI: 3.43%
30 Lowery Rd 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: 5.46% Traditional cash on cash: 0.83% Airbnb Rental Income: $6714 Traditional Rental Income: $1749 Airbnb ROI: 5.46% Traditional ROI: 0.83%
65 Concert Court Freeport, FL If you've been searching for a home that truly fits your lifestyle, this Symphony home in ...	3 beds \| 2 baths \| 2,071 sq.ft.	$424,990	Airbnb cash on cash: 4.32% Traditional cash on cash: 5.66% Airbnb Rental Income: $2985 Traditional Rental Income: $2829 Airbnb ROI: 4.32% Traditional ROI: 5.66%
362 Palmetto Ave Freeport, FL Seller offering $5,000 credit toward closing costs or rate buy down! No HOA in a convenien...	3 beds \| 2 baths \| 1,232 sq.ft.	$300,000	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.86% Airbnb Rental Income: $2985 Traditional Rental Income: $2166 Airbnb ROI: 6.33% Traditional ROI: 5.86%
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.	$1,899,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 0.37% Airbnb Rental Income: $2985 Traditional Rental Income: $2661 Airbnb ROI: 0.16% Traditional ROI: 0.37%
103 W Bayou Forest Dr Freeport, FL This coastal custom home is set on a protected bayou with serene water views. Enjoy your p...	4 beds \| 4 baths \| 3,760 sq.ft.	$1,799,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 1.41% Airbnb Rental Income: $6714 Traditional Rental Income: $4795 Airbnb ROI: 1.77% Traditional ROI: 1.41%
521 Cornelia St Freeport, FL MAJOR PRICE CHANGE! Welcome to this immaculate three bedroom plus bonus, two bathroom home...	3 beds \| 2 baths \| 1,733 sq.ft.	$409,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 4.57% Airbnb Rental Income: $2985 Traditional Rental Income: $2770 Airbnb ROI: 3.34% Traditional ROI: 4.57%
819 Woodlawn Road Freeport, FL Finding a beautifully renovated home isn't difficult. Finding one that's beautifully renov...	3 beds \| 2 baths \| 1,648 sq.ft.	$435,000	Airbnb cash on cash: 4.15% Traditional cash on cash: 4.49% Airbnb Rental Income: $2985 Traditional Rental Income: $2437 Airbnb ROI: 4.15% Traditional ROI: 4.49%
487 Coastal Breeze Dr Freeport, FL Welcome to 487 Coastal Breeze, a stunning 2,931 sq. ft. residence where luxury, comfort, a...	4 beds \| 3 baths \| 2,931 sq.ft.	$529,000	Airbnb cash on cash: 8.63% Traditional cash on cash: 4.65% Airbnb Rental Income: $6714 Traditional Rental Income: $3363 Airbnb ROI: 8.63% Traditional ROI: 4.65%
177 Hammock Oaks Blvd 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.	$515,000	Airbnb cash on cash: 9.08% Traditional cash on cash: 3.81% Airbnb Rental Income: $6714 Traditional Rental Income: $2868 Airbnb ROI: 9.08% Traditional ROI: 3.81%
434 Mango Lane Freeport, FL Not all homes in Hammock Bay are created equal -- and this custom beauty in The Orchard pr...	3 beds \| 3 baths \| 2,996 sq.ft.	$549,990	Airbnb cash on cash: 2.38% Traditional cash on cash: 3.39% Airbnb Rental Income: $2985 Traditional Rental Income: $2819 Airbnb ROI: 2.38% Traditional ROI: 3.39%
19228 Us-331 Freeport, FL Investors what an opportunity ...Frontage on US HWY 331 with public water and sewer availa...	3 beds \| 2 baths \| 2,207 sq.ft.	$1,199,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 1.28% Airbnb Rental Income: $2985 Traditional Rental Income: $2809 Airbnb ROI: 0.82% Traditional ROI: 1.28%
58 Hankins Rd Freeport, FL This is a GREAT opportunity to buy a detached, single-family home on 3 level, interior bui...	3 beds \| 2 baths \| 3,120 sq.ft.	$400,000	Airbnb cash on cash: 4.73% Traditional cash on cash: 8.39% Airbnb Rental Income: $2985 Traditional Rental Income: $3674 Airbnb ROI: 4.73% Traditional ROI: 8.39%
217 Palmetto Ave Freeport, FL A Fisherman's Dream! Nestled in the highly sought-after Black Creek Fish Camp area, this c...	3 beds \| 2 baths \| 1,140 sq.ft.	$235,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 5.7% Airbnb Rental Income: $2985 Traditional Rental Income: $1691 Airbnb ROI: 8.43% Traditional ROI: 5.7%
46 Cornelia St Freeport, FL Welcome to Schooner Landing in Hammock Bay-where convenience meets lifestyle. Inside, you'...	3 beds \| 2 baths \| 1,662 sq.ft.	$324,990	Airbnb cash on cash: 4.46% Traditional cash on cash: 5.97% Airbnb Rental Income: $2985 Traditional Rental Income: $2759 Airbnb ROI: 4.46% Traditional ROI: 5.97%
284 Date Palm Ln Freeport, FL Welcome to The Verandas of Freeport, where comfort, convenience, and modern coastal living...	3 beds \| 2 baths \| 1,512 sq.ft.	$279,000	Airbnb cash on cash: 6.43% Traditional cash on cash: 5.54% Airbnb Rental Income: $2985 Traditional Rental Income: $2063 Airbnb ROI: 6.43% Traditional ROI: 5.54%

Real Estate investment in Freeport, FL

There are 415 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 $167. In July 2026, the average monthly cash on cash return in Freeport is 4.00%. The average monthly rental income in Freeport is $2,649.

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

There are 415 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 $2,985.

Your search for investment property begins and ends here

Investment Property for Sale in Freeport, FL

209 Nelly St

Freeport, FL

3 beds | 2 baths | 1,811 sq.ft.

$334,999

Airbnb cash on cash: 3.75%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $2985

Traditional Rental Income: $2118

Airbnb ROI: 3.75%

Traditional ROI: 3.17%

395 Windchime Way

Freeport, FL

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

$450,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $2985

Traditional Rental Income: $2701

Airbnb ROI: 3.49%

Traditional ROI: 4.44%

253 Nelly St

Freeport, FL

3 beds | 2 baths | 1,721 sq.ft.

$310,000

Airbnb cash on cash: 5.68%

Traditional cash on cash: 5.29%

Airbnb Rental Income: $2985

Traditional Rental Income: $2184

Airbnb ROI: 5.68%

Traditional ROI: 5.29%

158 Johns Ln

Freeport, FL

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

$449,000

Airbnb cash on cash: 2.09%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $2067

Traditional Rental Income: $2849

Airbnb ROI: 2.09%

Traditional ROI: 5.22%

379 Whitman Way

Freeport, FL

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

$405,000

Airbnb cash on cash: 3.09%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $2985

Traditional Rental Income: $2815

Airbnb ROI: 3.09%

Traditional ROI: 4.45%

41 Dickens Dr

Freeport, FL

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

$425,000

Airbnb cash on cash: 3.08%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $2985

Traditional Rental Income: $2122

Airbnb ROI: 3.08%

Traditional ROI: 2.64%

53 Dickens Drive

Freeport, FL

3 beds | 2 baths | 1,817 sq.ft.

$425,000

Airbnb cash on cash: 3.9%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $2985

Traditional Rental Income: $2106

Airbnb ROI: 3.9%

Traditional ROI: 3.42%

440 Gentle Wind Ct

Freeport, FL

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

$555,000

Airbnb cash on cash: 2.55%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $2985

Traditional Rental Income: $2752

Airbnb ROI: 2.55%