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.

Woodlawn Investment Property for Sale in Freeport, FL

Search for Woodlawn Investment Property for Sale in Freeport, Florida. Browse all of Mashvisor’s Woodlawn Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 576 Woodlawn Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
108 Nelly St Freeport, FL The Mason floor plan offers an open, inviting layout with three bedrooms and two baths, th...	3 beds \| 2 baths \| 1,811 sq.ft.	$299,500	Airbnb cash on cash: 2.61% Traditional cash on cash: 2.98% Airbnb Rental Income: $2528 Traditional Rental Income: $2028 Airbnb ROI: 2.61% Traditional ROI: 2.98%
158 Johns Ln Freeport, FL Owner Builder, Custom Built - Waterfront Florida Cottage on Alaqua Creek. Qualifies for 10...	2 beds \| 2 baths \| 1,200 sq.ft.	$469,900	Airbnb cash on cash: 2.13% Traditional cash on cash: 2.33% Airbnb Rental Income: $2157 Traditional Rental Income: $1698 Airbnb ROI: 2.13% Traditional ROI: 2.33%
379 Whitman Way Freeport, FL 3 bd/2 ba with bonus room, 2-car garage, and fenced back yard. Granite counters and stainl...	3 beds \| 2 baths \| 1,983 sq.ft.	$425,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 2.71% Airbnb Rental Income: $2528 Traditional Rental Income: $2222 Airbnb ROI: 1.94% Traditional ROI: 2.71%
617 Fanny Ann Way Freeport, FL RARE LOCATION Cottage Style home located on Large Corner Lot that backs to Preserve in...	4 beds \| 2 baths \| 1,661 sq.ft.	$334,900	Airbnb cash on cash: 5.29% Traditional cash on cash: 4.2% Airbnb Rental Income: $3206 Traditional Rental Income: $2137 Airbnb ROI: 5.29% Traditional ROI: 4.2%
18 Canopy Cv Freeport, FL *Back on Market due to a buyer financing issue at no fault of the seller. Don't let it sli...	4 beds \| 3 baths \| 2,813 sq.ft.	$579,999	Airbnb cash on cash: 2.4% Traditional cash on cash: 3.54% Airbnb Rental Income: $3206 Traditional Rental Income: $3117 Airbnb ROI: 2.4% Traditional ROI: 3.54%
696 Phillips Drive Freeport, FL Waterfront Paradise - Welcome Home to 696 Phillips Drive! Tucked away in the peaceful Land...	3 beds \| 2 baths \| 1,768 sq.ft.	$460,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 4.25% Airbnb Rental Income: $2528 Traditional Rental Income: $2430 Airbnb ROI: 3.06% Traditional ROI: 4.25%
275 N Sand Palm Rd #167-Vista Freeport, FL * SELLER CONTRIBUTING $5000 TO BUYERS CLOSING COST***Discover your dream townhome in V...	3 beds \| 2 baths \| 1,471 sq.ft.	$239,500	Airbnb cash on cash: 5.77% Traditional cash on cash: 6.02% Airbnb Rental Income: $2528 Traditional Rental Income: $1975 Airbnb ROI: 5.77% Traditional ROI: 6.02%
473 Earl Godwin Rd Freeport, FL Recent price reduction of $5,000 now makes this beautiful home on a wooded lot one of the ...	3 beds \| 2 baths \| 1,633 sq.ft.	$333,500	Airbnb cash on cash: 2.71% Traditional cash on cash: 4.4% Airbnb Rental Income: $2528 Traditional Rental Income: $2447 Airbnb ROI: 2.71% Traditional ROI: 4.4%
466 Brighton Cv Freeport, FL BEST BUY IN HAMMOCK BAY! 4 bdrs, 3 full baths, 3-car garage on a highly sought-after priva...	4 beds \| 3 baths \| 2,406 sq.ft.	$495,000	Airbnb cash on cash: 3.09% Traditional cash on cash: 3.45% Airbnb Rental Income: $3206 Traditional Rental Income: $2656 Airbnb ROI: 3.09% Traditional ROI: 3.45%
279 Windchime Way Freeport, FL SIGNIFICANT PRICE REDUCTION. MOTIVATED SELLER. Incredible 2.5% VA assumable loan available...	4 beds \| 3 baths \| 3,132 sq.ft.	$599,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 4.65% Airbnb Rental Income: $3206 Traditional Rental Income: $4202 Airbnb ROI: 1.71% Traditional ROI: 4.65%
71 Childers Ln Freeport, FL Introducing a beautiful waterfront retreat on Black Creek, boasting an impressive 348 feet...	3 beds \| 2 baths \| 1,704 sq.ft.	$715,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 2.18% Airbnb Rental Income: $2528 Traditional Rental Income: $2341 Airbnb ROI: 1.55% Traditional ROI: 2.18%
36 Dickens Drive Freeport, FL This home is located in the highly sought after, environmentally responsible, master plann...	3 beds \| 2 baths \| N/A	$449,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 3.68% Airbnb Rental Income: $2528 Traditional Rental Income: $2512 Airbnb ROI: 2.27% Traditional ROI: 3.68%
61 Spruce St Freeport, FL $10,000 ANY WAY BUCKS-down payment, closing costs, rate buy-down, or price cut. You choose...	4 beds \| 2 baths \| 2,222 sq.ft.	$549,900	Airbnb cash on cash: 2.61% Traditional cash on cash: 3.62% Airbnb Rental Income: $3206 Traditional Rental Income: $3018 Airbnb ROI: 2.61% Traditional ROI: 3.62%
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.	$600,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 3.83% Airbnb Rental Income: $3206 Traditional Rental Income: $2961 Airbnb ROI: 2.97% Traditional ROI: 3.83%
125 Perimeter Pl Freeport, FL OFFERING $7,500 IN SELLER CONCESSIONS AND AN ASSUMABLE LOAN AT 3.368%, MOTIVATED SELLER BR...	4 beds \| 2 baths \| 2,339 sq.ft.	$456,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 3.72% Airbnb Rental Income: $3206 Traditional Rental Income: $2636 Airbnb ROI: 3.37% Traditional ROI: 3.72%
56 Camellia Ln Freeport, FL Wake up to breathtaking pond views from your primary suite, spa-like bathroom, family room...	3 beds \| 2 baths \| 1,718 sq.ft.	$411,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 3.16% Airbnb Rental Income: $2528 Traditional Rental Income: $2340 Airbnb ROI: 2.07% Traditional ROI: 3.16%
42 John Adams St 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: 4.52% Traditional cash on cash: 1.99% Airbnb Rental Income: $3206 Traditional Rental Income: $1418 Airbnb ROI: 4.52% Traditional ROI: 1.99%
64 Indian Cv Freeport, FL Discover this fantastic home situated on a half-acre lot at the end of a quiet cul-de-sac ...	4 beds \| 2 baths \| 2,267 sq.ft.	$689,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 2.23% Airbnb Rental Income: $3206 Traditional Rental Income: $2383 Airbnb ROI: 2.38% Traditional ROI: 2.23%
151 N Sand Palm Rd #151 Freeport, FL Motivated seller with a RARE 3/2.5 GARAGE unit is vacant and ready for new ownership! With...	3 beds \| 2 baths \| 1,484 sq.ft.	$279,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 5.74% Airbnb Rental Income: $2528 Traditional Rental Income: $2009 Airbnb ROI: 5.39% Traditional ROI: 5.74%
82 Amadeus Ave Freeport, FL Compliments of the seller, a one year home warranty is included! l A welcomed elegance awa...	4 beds \| 2 baths \| 2,667 sq.ft.	$559,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 3.98% Airbnb Rental Income: $3206 Traditional Rental Income: $3248 Airbnb ROI: 2.51% Traditional ROI: 3.98%
118 N Sand Palm Rd #93-Vista Freeport, FL FREE 3 year Home Warranty...! Quality & Affordability in South Walton, only minutes to the...	3 beds \| 2 baths \| 1,336 sq.ft.	$234,900	Airbnb cash on cash: 5.76% Traditional cash on cash: 6.68% Airbnb Rental Income: $2528 Traditional Rental Income: $2123 Airbnb ROI: 5.76% Traditional ROI: 6.68%
114 N Sand Palm Rd #93-Vista Freeport, FL Quality & Affordable in South Walton only minutes to the white sand beaches of the Emerald...	3 beds \| 2 baths \| 1,336 sq.ft.	$245,900	Airbnb cash on cash: 5.46% Traditional cash on cash: 6.35% Airbnb Rental Income: $2528 Traditional Rental Income: $2123 Airbnb ROI: 5.46% Traditional ROI: 6.35%
14034 331 Business Freeport, FL Price reduced. Accepting backup offers! On Business Highway 331 in Freeport, Florida. City...	3 beds \| 2 baths \| 1,810 sq.ft.	$2,199,999	Airbnb cash on cash: -0.18% Traditional cash on cash: 0.13% Airbnb Rental Income: $2528 Traditional Rental Income: $2560 Airbnb ROI: -0.18% Traditional ROI: 0.13%
63 Camellia Ct Freeport, FL This gorgeous and updated turnkey three bedrooms and two bathrooms ranch style home sits o...	3 beds \| 2 baths \| 1,879 sq.ft.	$438,999	Airbnb cash on cash: 1.87% Traditional cash on cash: 4% Airbnb Rental Income: $2528 Traditional Rental Income: $2810 Airbnb ROI: 1.87% Traditional ROI: 4%
151 Redfish Point Dr Freeport, FL WATERFRONT Gated Community in Freeport featuring your own personal dock with boat slip. Th...	4 beds \| 3 baths \| 3,015 sq.ft.	$899,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 1.48% Airbnb Rental Income: $3206 Traditional Rental Income: $2986 Airbnb ROI: 0.88% Traditional ROI: 1.48%
145 Redfish Point Dr Freeport, FL WATERFRONT Gated Community in Freeport featuring your own personal dock with boat slip. Th...	5 beds \| 3 baths \| 3,088 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.92% Airbnb Rental Income: $null Traditional Rental Income: $2975 Airbnb ROI: N/A Traditional ROI: 1.92%
148 N Sand Palm Road Freeport, FL New Price Beautiful 3BR/2.5BA corner townhome in Verandas at Freeport-now available at...	3 beds \| 2 baths \| 1,426 sq.ft.	$234,900	Airbnb cash on cash: 5.92% Traditional cash on cash: 6.16% Airbnb Rental Income: $2528 Traditional Rental Income: $1971 Airbnb ROI: 5.92% Traditional ROI: 6.16%
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: 0.48% Traditional cash on cash: 0.87% Airbnb Rental Income: $2528 Traditional Rental Income: $2347 Airbnb ROI: 0.48% Traditional ROI: 0.87%
58 Hankins Rd Freeport, FL ATTENTION BUILDERS! Introducing a GREAT opportunity to build up to 5 new homes in this fas...	3 beds \| 2 baths \| 3,120 sq.ft.	$400,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 2.96% Airbnb Rental Income: $2528 Traditional Rental Income: $2363 Airbnb ROI: 2.16% Traditional ROI: 2.96%
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.	$349,990	Airbnb cash on cash: 2.9% Traditional cash on cash: 3.8% Airbnb Rental Income: $2528 Traditional Rental Income: $2215 Airbnb ROI: 2.9% Traditional ROI: 3.8%
545 Earl Godwin Rd Freeport, FL Welcome home to this well-maintained 3-bedroom, 2-bathroom residence designed for both com...	3 beds \| 2 baths \| 1,430 sq.ft.	$294,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 3.24% Airbnb Rental Income: $2528 Traditional Rental Income: $2036 Airbnb ROI: 2.85% Traditional ROI: 3.24%
165 Palmetto Avenue Freeport, FL Welcome to the this charming 3 bedroom, 2 bath home in the growing city of Freeport, FL! L...	3 beds \| 2 baths \| 1,296 sq.ft.	$299,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 5.4% Airbnb Rental Income: $2528 Traditional Rental Income: $1953 Airbnb ROI: 5.28% Traditional ROI: 5.4%
165 Staggerbush Street Freeport, FL New custom home located in Owl's Head. This is a million dollar property for a fraction of...	4 beds \| 2 baths \| 2,483 sq.ft.	$554,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 3.8% Airbnb Rental Income: $3206 Traditional Rental Income: $2690 Airbnb ROI: 3.4% Traditional ROI: 3.8%
139 Date Palm Ln Freeport, FL Premium end-unit townhome located in The Verandas at Freeport, offering abundant natural l...	3 beds \| 2 baths \| 1,512 sq.ft.	$259,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 5.58% Airbnb Rental Income: $2528 Traditional Rental Income: $2063 Airbnb ROI: 4.99% Traditional ROI: 5.58%
58 Eunola Ln Freeport, FL Unlock the door to endless possibilities in this stunning 4-bedroom, 2-bathroom residence ...	4 beds \| 2 baths \| 2,062 sq.ft.	$355,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 4.37% Airbnb Rental Income: $3206 Traditional Rental Income: $2382 Airbnb ROI: 4.68% Traditional ROI: 4.37%
128 Date Palm Ln Freeport, FL Welcome to the Verandas, a luxury townhouse community! This stunning end unit blends luxur...	3 beds \| 2 baths \| 1,521 sq.ft.	$279,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 5.94% Airbnb Rental Income: $2528 Traditional Rental Income: $2063 Airbnb ROI: 5.39% Traditional ROI: 5.94%
144 W Captain Fritz Way Freeport, FL This quality-built home is located in the highly sought after waterfront neighborhood of S...	5 beds \| 3 baths \| 2,500 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.14% Airbnb Rental Income: $null Traditional Rental Income: $2808 Airbnb ROI: N/A Traditional ROI: 2.14%
446 Mango Ln Freeport, FL Indulge in breathtaking views of a peaceful natural pond from this meticulously updated Mc...	5 beds \| 3 baths \| 3,202 sq.ft.	$624,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.1% Airbnb Rental Income: $null Traditional Rental Income: $3318 Airbnb ROI: N/A Traditional ROI: 3.1%
156 Mccloud Rd Freeport, FL Newly constructed home nestled on over an acre of cleared land in the heart of Freeport. W...	1 beds \| 1 baths \| 480 sq.ft.	$329,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.17% Airbnb Rental Income: $1269 Traditional Rental Income: $1418 Airbnb ROI: 1.39% Traditional ROI: 3.17%
507 Fanny Ann Way Freeport, FL Conveniently located near the heart of Hammock Bay, this home truly stands out for both it...	3 beds \| 2 baths \| 1,800 sq.ft.	$349,990	Airbnb cash on cash: 2.79% Traditional cash on cash: 3.1% Airbnb Rental Income: $2528 Traditional Rental Income: $2018 Airbnb ROI: 2.79% Traditional ROI: 3.1%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Freeport, FL

108 Nelly St

Freeport, FL

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

$299,500

Airbnb cash on cash: 2.61%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $2528

Traditional Rental Income: $2028

Airbnb ROI: 2.61%

Traditional ROI: 2.98%

158 Johns Ln

Freeport, FL

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

$469,900

Airbnb cash on cash: 2.13%

Traditional cash on cash: 2.33%

Airbnb Rental Income: $2157

Traditional Rental Income: $1698

Airbnb ROI: 2.13%

Traditional ROI: 2.33%

379 Whitman Way

Freeport, FL

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

$425,000

Airbnb cash on cash: 1.94%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $2528

Traditional Rental Income: $2222

Airbnb ROI: 1.94%

Traditional ROI: 2.71%

617 Fanny Ann Way

Freeport, FL

4 beds | 2 baths | 1,661 sq.ft.

$334,900

Airbnb cash on cash: 5.29%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $3206

Traditional Rental Income: $2137

Airbnb ROI: 5.29%

Traditional ROI: 4.2%

18 Canopy Cv

Freeport, FL

4 beds | 3 baths | 2,813 sq.ft.

$579,999

Airbnb cash on cash: 2.4%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $3206

Traditional Rental Income: $3117

Airbnb ROI: 2.4%

Traditional ROI: 3.54%

696 Phillips Drive

Freeport, FL

3 beds | 2 baths | 1,768 sq.ft.

$460,000

Airbnb cash on cash: 3.06%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $2528

Traditional Rental Income: $2430

Airbnb ROI: 3.06%

Traditional ROI: 4.25%

275 N Sand Palm Rd #167-Vista

Freeport, FL

3 beds | 2 baths | 1,471 sq.ft.

$239,500

Airbnb cash on cash: 5.77%

Traditional cash on cash: 6.02%

Airbnb Rental Income: $2528

Traditional Rental Income: $1975

Airbnb ROI: 5.77%

Traditional ROI: 6.02%

473 Earl Godwin Rd

Freeport, FL

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

$333,500

Airbnb cash on cash: 2.71%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $2528

Traditional Rental Income: $2447

Airbnb ROI: 2.71%