Real Estate Investment Properties for Sale in Port Charlotte, FL

Looking for investment property in Port Charlotte, FL with high ROI ?

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

Search for Woodlawn Investment Property for Sale in Port Charlotte, 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 1,211 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
18149 OHARA DRIVE Port Charlotte, FL Sailboat Waterfront Paradise with Resort-Style Outdoor Living! Welcome to your dream wate...	3 beds \| 3 baths \| 3,331 sq.ft.	$824,900	Airbnb cash on cash: 0.98% Traditional cash on cash: 4.24% Airbnb Rental Income: $2270 Traditional Rental Income: $4210 Airbnb ROI: 0.98% Traditional ROI: 4.24%
15117 LYNEBURG AVENUE Port Charlotte, FL Motivated Seller Discover comfort and charm in this beautifully maintained 4-bedroom h...	4 beds \| 2 baths \| 2,126 sq.ft.	$374,900	Airbnb cash on cash: 7.69% Traditional cash on cash: 4.45% Airbnb Rental Income: $4625 Traditional Rental Income: $2527 Airbnb ROI: 7.69% Traditional ROI: 4.45%
15460 ALSACE CIRCLE Port Charlotte, FL A charming 3-bedroom, 2 bath ranch-style home that offers just the right amount of space f...	3 beds \| 2 baths \| 1,138 sq.ft.	$429,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 2.42% Airbnb Rental Income: $2270 Traditional Rental Income: $1860 Airbnb ROI: 2.03% Traditional ROI: 2.42%
13452 HIGH SPRINGS AVENUE Port Charlotte, FL Motivated Seller Discover exceptional comfort and peace of mind in this beautifully main...	4 beds \| 3 baths \| 2,285 sq.ft.	$394,500	Airbnb cash on cash: 7.6% Traditional cash on cash: 6.59% Airbnb Rental Income: $4625 Traditional Rental Income: $3293 Airbnb ROI: 7.6% Traditional ROI: 6.59%
15001 APPLETON BOULEVARD Port Charlotte, FL This house comes with a REDUCED RATE as low as 4.99% (APR 5.755%) as of 07/31/2025 through...	3 beds \| 2 baths \| 1,670 sq.ft.	$499,900	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.85% Airbnb Rental Income: $2270 Traditional Rental Income: $2726 Airbnb ROI: 1.66% Traditional ROI: 3.85%
1161 BARBOUR AVENUE Port Charlotte, FL One or more photo(s) has been virtually staged. This picture perfect 3/2 move-in ready 4 y...	3 beds \| 2 baths \| 1,120 sq.ft.	$239,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 8.26% Airbnb Rental Income: $2270 Traditional Rental Income: $2532 Airbnb ROI: 4.59% Traditional ROI: 8.26%
9405 SPRING CIRCLE Port Charlotte, FL Under contract-accepting backup offers. HUGE PRICE IMPROVEMENT!! Welcome to this beaut...	3 beds \| 2 baths \| 1,634 sq.ft.	$314,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 5.85% Airbnb Rental Income: $2270 Traditional Rental Income: $2326 Airbnb ROI: 3.74% Traditional ROI: 5.85%
14123 FRUITPORT CIRCLE Port Charlotte, FL $50,000 PRICE REDUCTION! Rare opportunity to own a double waterfront lot with 168 feet of ...	3 beds \| 2 baths \| 1,975 sq.ft.	$775,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 2.39% Airbnb Rental Income: $2270 Traditional Rental Income: $3162 Airbnb ROI: 0.37% Traditional ROI: 2.39%
17449 OHARA DRIVE Port Charlotte, FL **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS FABULOUS PROPERTY â ...	4 beds \| 4 baths \| 3,585 sq.ft.	$1,345,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 2.77% Airbnb Rental Income: $4625 Traditional Rental Income: $6318 Airbnb ROI: 0.64% Traditional ROI: 2.77%
12977 XAVIER AVENUE Port Charlotte, FL Tropical Paradise Living â No HOA! - X FLOOD ZONE - This home has a LOT to offer!! We...	3 beds \| 2 baths \| 1,824 sq.ft.	$419,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 4.84% Airbnb Rental Income: $2270 Traditional Rental Income: $2737 Airbnb ROI: 2.2% Traditional ROI: 4.84%
5105 ACKLEY TERRACE Port Charlotte, FL Price reduction! Rare opportunity to own a waterfront pool home on a double corner lot wit...	3 beds \| 2 baths \| 1,532 sq.ft.	$619,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.86% Airbnb Rental Income: $2270 Traditional Rental Income: $2855 Airbnb ROI: 0.87% Traditional ROI: 2.86%
3276 PINETREE STREET Port Charlotte, FL Welcome to 3276 Pinetree Street, a well-located Port Charlotte property offering comfort, ...	3 beds \| 2 baths \| 1,750 sq.ft.	$280,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 7.29% Airbnb Rental Income: $2270 Traditional Rental Income: $2820 Airbnb ROI: 3.06% Traditional ROI: 7.29%
133 COLONIAL STREET SE Port Charlotte, FL Beautiful waterfront home with spacious newly resurfaced pool. Direct access to Charlotte...	3 beds \| 2 baths \| 1,743 sq.ft.	$695,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.8% Airbnb Rental Income: $2270 Traditional Rental Income: $3163 Airbnb ROI: 0.54% Traditional ROI: 2.8%
16376 CHICOPEE AVENUE Port Charlotte, FL THIS UNIQUE AND RARE PROPERTY PRESENTS AN EXCEPTIONAL OPPORTUNITY for car enthusiasts, col...	3 beds \| 2 baths \| 3,907 sq.ft.	$584,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.19% Airbnb Rental Income: $2270 Traditional Rental Income: $2731 Airbnb ROI: 1.31% Traditional ROI: 3.19%
2586 AUBURN BOULEVARD Port Charlotte, FL Welcome to 2586 Auburn Blvd â a beautifully fully furnished and updated bungalow offerin...	2 beds \| 2 baths \| 1,028 sq.ft.	$299,999	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.88% Airbnb Rental Income: $1611 Traditional Rental Income: $1823 Airbnb ROI: 1.5% Traditional ROI: 3.88%
12439 Prather Ave Port Charlotte, FL Priced to sell and offered below market value, this exceptional waterfront property presen...	3 beds \| 3 baths \| 2,800 sq.ft.	$850,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.06% Airbnb Rental Income: $2270 Traditional Rental Income: $3253 Airbnb ROI: 0.1% Traditional ROI: 2.06%
625 ENNIS TERRACE NW Port Charlotte, FL Welcome home to this 3-bedroom, 2-bathroom, 2-car garage home with a family room, ideally ...	3 beds \| 2 baths \| 1,615 sq.ft.	$265,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 5.87% Airbnb Rental Income: $2270 Traditional Rental Income: $2359 Airbnb ROI: 3.24% Traditional ROI: 5.87%
316 ORLANDO BOULEVARD Port Charlotte, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. JU...	3 beds \| 3 baths \| 2,685 sq.ft.	$339,900	Airbnb cash on cash: 1.79% Traditional cash on cash: 2.28% Airbnb Rental Income: $2270 Traditional Rental Income: $1860 Airbnb ROI: 1.79% Traditional ROI: 2.28%
1586 BEACON DRIVE Port Charlotte, FL PRICE REDUCED TO MOVE-IN READY home located in the heart of Port Charlotte. This charming ...	3 beds \| 2 baths \| 1,150 sq.ft.	$272,500	Airbnb cash on cash: 4.02% Traditional cash on cash: 5.51% Airbnb Rental Income: $2270 Traditional Rental Income: $2085 Airbnb ROI: 4.02% Traditional ROI: 5.51%
525 SKYLARK LANE NW Port Charlotte, FL Discover this charming single-family home offering a peaceful retreat with a fully fenced ...	2 beds \| 2 baths \| 1,458 sq.ft.	$225,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 8.55% Airbnb Rental Income: $1611 Traditional Rental Income: $2278 Airbnb ROI: 3.27% Traditional ROI: 8.55%
1166 WATERSIDE STREET Port Charlotte, FL PRICE IMPROVEMENT! Introducing a remarkable home now available in the vibrant center of Po...	3 beds \| 2 baths \| 2,280 sq.ft.	$455,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 6.46% Airbnb Rental Income: $2270 Traditional Rental Income: $3344 Airbnb ROI: 2.61% Traditional ROI: 6.46%
5120 CHAVES CIRCLE Port Charlotte, FL Discover this charming home located on a pond in Port Charlotte featuring two bedrooms and...	2 beds \| 1 baths \| 1,116 sq.ft.	$265,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 5.02% Airbnb Rental Income: $1611 Traditional Rental Income: $1963 Airbnb ROI: 1.78% Traditional ROI: 5.02%
8285 Agate Street Port Charlotte, FL One or more photo(s) has been virtually staged. Pool Home with 4bedroom 2 bathroom central...	4 beds \| 2 baths \| 1,658 sq.ft.	$484,999	Airbnb cash on cash: 6.66% Traditional cash on cash: 3.66% Airbnb Rental Income: $4625 Traditional Rental Income: $2302 Airbnb ROI: 6.66% Traditional ROI: 3.66%
1074 RED BAY TERRACE NW Port Charlotte, FL LOCATION, LOCATION, LOCATION.... COME SEE THIS 2 BEDROOM, 1 BATHROOM HOME WITH 1 CAR GARAG...	2 beds \| 1 baths \| 904 sq.ft.	$179,500	Airbnb cash on cash: 3.68% Traditional cash on cash: 7.23% Airbnb Rental Income: $1611 Traditional Rental Income: $1760 Airbnb ROI: 3.68% Traditional ROI: 7.23%
2119 PELLAM BOULEVARD Port Charlotte, FL Your Ideal Port Charlotte Home Awaits! This charming and well maintained Port Charlotte ho...	2 beds \| 2 baths \| 1,248 sq.ft.	$239,900	Airbnb cash on cash: 2.7% Traditional cash on cash: 6.19% Airbnb Rental Income: $1611 Traditional Rental Income: $1945 Airbnb ROI: 2.7% Traditional ROI: 6.19%
23136 LANGDON AVENUE Port Charlotte, FL Under contract-accepting backup offers. VIDEO TOUR LINK https://videotour.ai/view-video...	4 beds \| 3 baths \| 2,869 sq.ft.	$557,000	Airbnb cash on cash: 4.81% Traditional cash on cash: 5.83% Airbnb Rental Income: $4625 Traditional Rental Income: $4198 Airbnb ROI: 4.81% Traditional ROI: 5.83%
21359 Bassett Avenue Port Charlotte, FL AWESOME OPPORTUNITY!!! 3BR/2BA updated Pool Home in Port Charlotte. From Seemingly endless...	3 beds \| 2 baths \| 2,000 sq.ft.	$310,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 6.77% Airbnb Rental Income: $2270 Traditional Rental Income: $2919 Airbnb ROI: 2.6% Traditional ROI: 6.77%
18174 BRACKEN CIRCLE Port Charlotte, FL Price Improvement! Welcome home to the peaceful rhythm of waterfront living. This 2 bedroo...	2 beds \| 2 baths \| 1,316 sq.ft.	$377,900	Airbnb cash on cash: 0.73% Traditional cash on cash: 4.05% Airbnb Rental Income: $1611 Traditional Rental Income: $2332 Airbnb ROI: 0.73% Traditional ROI: 4.05%
4025 YUCATAN CIRCLE Port Charlotte, FL Be Sure to Add This Quality, Well-Maintained Home to the Top of Your Must-See List! Thi...	3 beds \| 2 baths \| 1,241 sq.ft.	$199,900	Airbnb cash on cash: 5.76% Traditional cash on cash: 7.92% Airbnb Rental Income: $2270 Traditional Rental Income: $2112 Airbnb ROI: 5.76% Traditional ROI: 7.92%
19358 EDGEWATER DRIVE Port Charlotte, FL Welcome to a home that delivers comfort, value, and an unbeatable Florida lifestyleâall ...	3 beds \| 2 baths \| 1,866 sq.ft.	$239,900	Airbnb cash on cash: 4.81% Traditional cash on cash: 7.6% Airbnb Rental Income: $2270 Traditional Rental Income: $2336 Airbnb ROI: 4.81% Traditional ROI: 7.6%
2340 LINTON LANE Port Charlotte, FL PRICED TO SELL! Offering a perfect blend of comfort, style, and functionality, this singl...	3 beds \| 2 baths \| 1,825 sq.ft.	$255,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 7.16% Airbnb Rental Income: $2270 Traditional Rental Income: $2516 Airbnb ROI: 3.78% Traditional ROI: 7.16%
5084 WHITE AVENUE Port Charlotte, FL Under contract-accepting backup offers. This adorable and affordable property boasts a fre...	3 beds \| 2 baths \| 1,212 sq.ft.	$249,900	Airbnb cash on cash: 4.22% Traditional cash on cash: 4.89% Airbnb Rental Income: $2270 Traditional Rental Income: $1860 Airbnb ROI: 4.22% Traditional ROI: 4.89%
3185 SUNRISE TRAIL Port Charlotte, FL Affordable 2-bed, 1-bath home offering updated tile flooring throughout. Major improvement...	2 beds \| 1 baths \| 648 sq.ft.	$165,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 6.83% Airbnb Rental Income: $1611 Traditional Rental Income: $1607 Airbnb ROI: 3.95% Traditional ROI: 6.83%
1052 EPPINGER DRIVE Port Charlotte, FL OUT OF FLOOD ZONE, DOUBLE LOT This stunning waterfront home sits on a rare double lot with...	3 beds \| 2 baths \| 2,348 sq.ft.	$825,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.61% Airbnb Rental Income: $2270 Traditional Rental Income: $3483 Airbnb ROI: 0.29% Traditional ROI: 2.61%
247 DORCHESTER STREET Port Charlotte, FL Welcome to this Charming Waterfront 3 Bedroom, 2 Bathroom, 2 Car Garage, pool home with a ...	3 beds \| 2 baths \| 1,812 sq.ft.	$355,000	Airbnb cash on cash: 2.93% Traditional cash on cash: 6.86% Airbnb Rental Income: $2270 Traditional Rental Income: $3010 Airbnb ROI: 2.93% Traditional ROI: 6.86%
21221 BURKHART DRIVE Port Charlotte, FL Adorable, well maintained 3/2 pool home in a quiet neighborhood. This is a must see home!...	3 beds \| 2 baths \| 1,446 sq.ft.	$262,900	Airbnb cash on cash: 4.33% Traditional cash on cash: 4.96% Airbnb Rental Income: $2270 Traditional Rental Income: $1860 Airbnb ROI: 4.33% Traditional ROI: 4.96%
3124 CRESTWOOD DRIVE Port Charlotte, FL FHA - VA - CONVENTIONAL FINANCING WELCOME ***SELLER WILLING TO PAY FOR BUYER'S CLOSING COS...	3 beds \| 1 baths \| 888 sq.ft.	$199,000	Airbnb cash on cash: 7% Traditional cash on cash: 7.72% Airbnb Rental Income: $2270 Traditional Rental Income: $1838 Airbnb ROI: 7% Traditional ROI: 7.72%
13512 ISABELL AVENUE Port Charlotte, FL AMAZING DEAL in this COASTAL-INSPIRED 2-bedroom, 2-bathroom home in Gardens of Gulf Cove ~...	2 beds \| 2 baths \| 1,512 sq.ft.	$223,500	Airbnb cash on cash: 2.16% Traditional cash on cash: 7% Airbnb Rental Income: $1611 Traditional Rental Income: $2179 Airbnb ROI: 2.16% Traditional ROI: 7%
18522 ROBINSON AVENUE Port Charlotte, FL Under contract-accepting backup offers. Welcome to your piece of paradise! Don't let the a...	3 beds \| 2 baths \| 1,252 sq.ft.	$270,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 5.04% Airbnb Rental Income: $2270 Traditional Rental Income: $1964 Airbnb ROI: 4.02% Traditional ROI: 5.04%
4338 SHAPPELL STREET Port Charlotte, FL FULLY PAID SOLAR PANELS, AVG. MONTHLY ELECTRIC BILL $25.00!!! FLOOD INSURANCE TRANSFERALBL...	2 beds \| 1 baths \| 978 sq.ft.	$223,800	Airbnb cash on cash: 2.8% Traditional cash on cash: 5.69% Airbnb Rental Income: $1611 Traditional Rental Income: $1764 Airbnb ROI: 2.8% Traditional ROI: 5.69%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Port Charlotte, FL

18149 OHARA DRIVE

Port Charlotte, FL

3 beds | 3 baths | 3,331 sq.ft.

$824,900

Airbnb cash on cash: 0.98%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $2270

Traditional Rental Income: $4210

Airbnb ROI: 0.98%

Traditional ROI: 4.24%

15117 LYNEBURG AVENUE

Port Charlotte, FL

4 beds | 2 baths | 2,126 sq.ft.

$374,900

Airbnb cash on cash: 7.69%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $4625

Traditional Rental Income: $2527

Airbnb ROI: 7.69%

Traditional ROI: 4.45%

15460 ALSACE CIRCLE

Port Charlotte, FL

3 beds | 2 baths | 1,138 sq.ft.

$429,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $2270

Traditional Rental Income: $1860

Airbnb ROI: 2.03%

Traditional ROI: 2.42%

13452 HIGH SPRINGS AVENUE

Port Charlotte, FL

4 beds | 3 baths | 2,285 sq.ft.

$394,500

Airbnb cash on cash: 7.6%

Traditional cash on cash: 6.59%

Airbnb Rental Income: $4625

Traditional Rental Income: $3293

Airbnb ROI: 7.6%

Traditional ROI: 6.59%

15001 APPLETON BOULEVARD

Port Charlotte, FL

3 beds | 2 baths | 1,670 sq.ft.

$499,900

Airbnb cash on cash: 1.66%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $2270

Traditional Rental Income: $2726

Airbnb ROI: 1.66%

Traditional ROI: 3.85%

1161 BARBOUR AVENUE

Port Charlotte, FL

3 beds | 2 baths | 1,120 sq.ft.

$239,000

Airbnb cash on cash: 4.59%

Traditional cash on cash: 8.26%

Airbnb Rental Income: $2270

Traditional Rental Income: $2532

Airbnb ROI: 4.59%

Traditional ROI: 8.26%

9405 SPRING CIRCLE

Port Charlotte, FL

3 beds | 2 baths | 1,634 sq.ft.

$314,000

Airbnb cash on cash: 3.74%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $2270

Traditional Rental Income: $2326

Airbnb ROI: 3.74%

Traditional ROI: 5.85%

14123 FRUITPORT CIRCLE

Port Charlotte, FL

3 beds | 2 baths | 1,975 sq.ft.

$775,000

Airbnb cash on cash: 0.37%

Traditional cash on cash: 2.39%

Airbnb Rental Income: $2270

Traditional Rental Income: $3162

Airbnb ROI: 0.37%