Real Estate Investment Properties for Sale in Englewood, FL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1551 BEACH ROAD #207 Englewood, FL Waterfront Living at Its Best! Discover this beautifully furnished 2-bedroom, 2-bath corne...	2 beds \| 2 baths \| 1,070 sq.ft.	$439,000	Airbnb cash on cash: -2.97% Traditional cash on cash: 0.04% Airbnb Rental Income: $1538 Traditional Rental Income: $2328 Airbnb ROI: -2.97% Traditional ROI: 0.04%
1390 BEACH ROAD #1 Englewood, FL Waterfront living at its finest in Sandpiper Key! This beautifully maintained 2-bedroom, 2...	2 beds \| 2 baths \| 1,340 sq.ft.	$539,000	Airbnb cash on cash: -3.28% Traditional cash on cash: -0.62% Airbnb Rental Income: $1538 Traditional Rental Income: $2434 Airbnb ROI: -3.28% Traditional ROI: -0.62%
7090 MANASOTA KEY ROAD Englewood, FL Wake up to the sound of the Gulf and step directly onto your balcony from the primary suit...	3 beds \| 4 baths \| 2,211 sq.ft.	$3,650,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.47% Airbnb Rental Income: $1903 Traditional Rental Income: $4553 Airbnb ROI: -1.4% Traditional ROI: -0.47%
1962 ARKANSAS AVENUE Englewood, FL One or more photo(s) has been virtually staged. Waterfront Luxury Living with Gulf access ...	3 beds \| 3 baths \| 2,220 sq.ft.	$970,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.53% Airbnb Rental Income: $1903 Traditional Rental Income: $5160 Airbnb ROI: 0.36% Traditional ROI: 4.53%
1956 GREENLAWN DRIVE Englewood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Th...	2 beds \| 2 baths \| 1,518 sq.ft.	$455,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.95% Airbnb Rental Income: $1538 Traditional Rental Income: $3120 Airbnb ROI: 0.19% Traditional ROI: 4.95%
4 WINDSOR DRIVE Englewood, FL The seller will remit a check to you at closing to install your new Boat Lift. This Flori...	3 beds \| 2 baths \| 1,782 sq.ft.	$599,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.55% Airbnb Rental Income: $1903 Traditional Rental Income: $3206 Airbnb ROI: 0.31% Traditional ROI: 3.55%
1600 THOMAS STREET Englewood, FL A coastal retreat less than a mile from Manasota Key Beach and the public boat ramp, this ...	2 beds \| 2 baths \| 1,637 sq.ft.	$599,100	Airbnb cash on cash: 0% Traditional cash on cash: 3.51% Airbnb Rental Income: $1538 Traditional Rental Income: $3059 Airbnb ROI: 0% Traditional ROI: 3.51%
9359 CASA GRANDE AVENUE Englewood, FL This charming two-bedroom, two-bath home presents an excellent opportunity to fulfill your...	2 beds \| 2 baths \| 1,306 sq.ft.	$330,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 4.25% Airbnb Rental Income: $1538 Traditional Rental Income: $2067 Airbnb ROI: 1.11% Traditional ROI: 4.25%
26 GOLF VIEW DRIVE Englewood, FL Under contract-accepting backup offers. YOUR FLORIDA OASIS AWAITS!! Come Enjoy Luxury Reso...	3 beds \| 4 baths \| 2,835 sq.ft.	$864,900	Airbnb cash on cash: -0.53% Traditional cash on cash: 5.52% Airbnb Rental Income: $1903 Traditional Rental Income: $6273 Airbnb ROI: -0.53% Traditional ROI: 5.52%
9941 EAGLE PRESERVE DRIVE Englewood, FL One or more photo(s) has been virtually staged. Spectacular Southwest Florida sunsets take...	3 beds \| 3 baths \| 2,321 sq.ft.	$1,800,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 0.56% Airbnb Rental Income: $1903 Traditional Rental Income: $4507 Airbnb ROI: -1.3% Traditional ROI: 0.56%
25 QUAILS RUN BOULEVARD #6 Englewood, FL Experience the carefree charm of Florida living atÂ Quailâs Run, a friendly 55+ communit...	2 beds \| 2 baths \| 1,064 sq.ft.	$159,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 6.77% Airbnb Rental Income: $1538 Traditional Rental Income: $2081 Airbnb ROI: 0.3% Traditional ROI: 6.77%
45 EUCLID AVENUE Englewood, FL Under contract-accepting backup offers. Welcome to 45 Euclid Avenue in the heart of Englew...	3 beds \| 2 baths \| 1,213 sq.ft.	$225,000	Airbnb cash on cash: 4.14% Traditional cash on cash: 8.75% Airbnb Rental Income: $1903 Traditional Rental Income: $2379 Airbnb ROI: 4.14% Traditional ROI: 8.75%
1845 EDISON DRIVE Englewood, FL Virtually Staged. PRICE IMPROVEMENT - Income producing property, offering you the oppertun...	3 beds \| 2 baths \| 1,939 sq.ft.	$345,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 9.15% Airbnb Rental Income: $1903 Traditional Rental Income: $3768 Airbnb ROI: 1.83% Traditional ROI: 9.15%
1460 DEER CREEK DRIVE Englewood, FL Direct access to the Intracoastal Waterway! Welcome to the laid-back coastal lifestyle in ...	3 beds \| 2 baths \| 1,675 sq.ft.	$899,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.71% Airbnb Rental Income: $1903 Traditional Rental Income: $3657 Airbnb ROI: 0.01% Traditional ROI: 2.71%
183 CLEAR LAKE DRIVE Englewood, FL Under contract-accepting backup offers. Welcome to your private oasis at 183 CLEAR LAKE DR...	3 beds \| 2 baths \| 2,056 sq.ft.	$580,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 4.18% Airbnb Rental Income: $1903 Traditional Rental Income: $3164 Airbnb ROI: 0.91% Traditional ROI: 4.18%
50 MEREDITH DRIVE #8 Englewood, FL SPECIAL OFFER*SELLER WILL PAY 1 YEAR OF CONDO DUES FOR BUYER**Elite Gulf-Front Luxury ...	3 beds \| 3 baths \| 1,810 sq.ft.	$849,900	Airbnb cash on cash: -1.19% Traditional cash on cash: 1.37% Airbnb Rental Income: $1903 Traditional Rental Income: $3422 Airbnb ROI: -1.19% Traditional ROI: 1.37%
681 OLIVE STREET Englewood, FL May your journey always lead you home to a place of sustenance, invitation, and welcome. N...	3 beds \| 3 baths \| 1,573 sq.ft.	$575,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 4.05% Airbnb Rental Income: $1903 Traditional Rental Income: $3216 Airbnb ROI: 0.66% Traditional ROI: 4.05%
1906 MISSISSIPPI AVENUE Englewood, FL Under contract-accepting backup offers. Discover your slice of paradise with this stunning...	2 beds \| 2 baths \| 1,450 sq.ft.	$1,350,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.54% Airbnb Rental Income: $1538 Traditional Rental Income: $3306 Airbnb ROI: -1.22% Traditional ROI: 0.54%
18 SAINT CROIX WAY Englewood, FL Welcome to this beautifully updated 3-bedroom, 2-bath home located in the highly desirable...	3 beds \| 2 baths \| 2,819 sq.ft.	$974,999	Airbnb cash on cash: -0.84% Traditional cash on cash: 2.45% Airbnb Rental Income: $1903 Traditional Rental Income: $4386 Airbnb ROI: -0.84% Traditional ROI: 2.45%
6751 PORTSIDE LANE Englewood, FL Welcome to Paradise on Earth, conveniently located in the heart of Englewood, Florida! Thi...	3 beds \| 3 baths \| 3,156 sq.ft.	$1,025,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 1.37% Airbnb Rental Income: $1903 Traditional Rental Income: $3905 Airbnb ROI: -1.26% Traditional ROI: 1.37%
1750 WINSTAN AVENUE Englewood, FL Waterfront \| No Bridges \| Deep Water Access \| Turn-Key \| No HOA Few waterfront homes unde...	2 beds \| 2 baths \| 1,260 sq.ft.	$580,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.12% Airbnb Rental Income: $1538 Traditional Rental Income: $3517 Airbnb ROI: -0.35% Traditional ROI: 4.12%
2955 N BEACH ROAD #A411 Englewood, FL Beach and Boat Loverâs Dream in an Accessible Setting! Discover effortless island living...	2 beds \| 2 baths \| 1,161 sq.ft.	$479,900	Airbnb cash on cash: -3.69% Traditional cash on cash: -0.91% Airbnb Rental Income: $1538 Traditional Rental Income: $2339 Airbnb ROI: -3.69% Traditional ROI: -0.91%
1000 MORNINGSIDE DRIVE Englewood, FL Bring your horses, embrace the open space, and enjoy the freedom that comes with OUE-1 zon...	2 beds \| 2 baths \| 1,680 sq.ft.	$689,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 2.44% Airbnb Rental Income: $1538 Traditional Rental Income: $2628 Airbnb ROI: 0.05% Traditional ROI: 2.44%
564 LEACH STREET Englewood, FL Welcome to 564 Leach Street in Englewood, Floridaâa recently updated 2-bedroom, 2-bathro...	2 beds \| 2 baths \| 936 sq.ft.	$234,900	Airbnb cash on cash: 2.63% Traditional cash on cash: 6.66% Airbnb Rental Income: $1538 Traditional Rental Income: $1988 Airbnb ROI: 2.63% Traditional ROI: 6.66%
6975 INLAND STREET Englewood, FL Under contract-accepting backup offers. PENDING ACCEPTING BACK UP OFFERS! Nestled in ...	2 beds \| 2 baths \| 978 sq.ft.	$205,500	Airbnb cash on cash: 3.39% Traditional cash on cash: 6.93% Airbnb Rental Income: $1538 Traditional Rental Income: $1784 Airbnb ROI: 3.39% Traditional ROI: 6.93%
788 HARMONY LANE Englewood, FL Spacious 3/4 Acre Property with a 2018 Built Home Near Manasota Key Beaches and the Charm ...	1 beds \| 1 baths \| 625 sq.ft.	$360,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.29% Airbnb Rental Income: $1364 Traditional Rental Income: $1773 Airbnb ROI: 0.85% Traditional ROI: 3.29%
4090 PELICAN SHORES CIRCLE Englewood, FL MOVE IN READY-VACATION HOME-INVESTMENT PROPERTY! Looking for a vacation home or investment...	3 beds \| 3 baths \| 1,104 sq.ft.	$679,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.01% Airbnb Rental Income: $1903 Traditional Rental Income: $2724 Airbnb ROI: -0.09% Traditional ROI: 2.01%
1959 MISSISSIPPI AVENUE Englewood, FL Welcome to your slice of paradise on Lemon Bay in beautiful Englewood, where luxury living...	4 beds \| 2 baths \| 2,102 sq.ft.	$750,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 2.85% Airbnb Rental Income: $3160 Traditional Rental Income: $3270 Airbnb ROI: 1.67% Traditional ROI: 2.85%
6800 PLACIDA ROAD #257 Englewood, FL One or more photo(s) has been virtually staged. Nestled in the highly desirable Fiddlers G...	2 beds \| 2 baths \| 1,092 sq.ft.	$105,000	Airbnb cash on cash: -2.59% Traditional cash on cash: 3.73% Airbnb Rental Income: $1538 Traditional Rental Income: $1737 Airbnb ROI: -2.59% Traditional ROI: 3.73%
8571 AMBERJACK CIRCLE #304 Englewood, FL ALL THE REASONS FOLKS MOVE TO FLORIDA! Ideally located between Englewood and Boca Grand...	3 beds \| 2 baths \| 1,999 sq.ft.	$369,000	Airbnb cash on cash: -1.82% Traditional cash on cash: 3.1% Airbnb Rental Income: $1903 Traditional Rental Income: $3103 Airbnb ROI: -1.82% Traditional ROI: 3.1%
1240 SEAGULL DRIVE Englewood, FL Experience true Florida waterfront living with Gulf access right from your own backyard in...	2 beds \| 2 baths \| 1,464 sq.ft.	$199,900	Airbnb cash on cash: 2.53% Traditional cash on cash: 10.51% Airbnb Rental Income: $1538 Traditional Rental Income: $2607 Airbnb ROI: 2.53% Traditional ROI: 10.51%
6796 GASPARILLA PINES BOULEVARD #40 Englewood, FL Why settle for ordinary when you can wake up to peaceful preserve views and enjoy the Flor...	2 beds \| 2 baths \| 933 sq.ft.	$125,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 4.28% Airbnb Rental Income: $1538 Traditional Rental Income: $1657 Airbnb ROI: -0.41% Traditional ROI: 4.28%
8571 AMBERJACK CIRCLE #402 Englewood, FL STUNNING PENTHOUSE CONDO \| THE HAMMOCKS OF CAPE HAZE Experience refined coastal living ...	4 beds \| 4 baths \| 2,856 sq.ft.	$629,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 6.39% Airbnb Rental Income: $3160 Traditional Rental Income: $6548 Airbnb ROI: -0.6% Traditional ROI: 6.39%
9340 SAINT CATHERINE AVENUE Englewood, FL Under contract-accepting backup offers. Charming, completely updated home in desirable Eng...	2 beds \| 2 baths \| 1,359 sq.ft.	$339,500	Airbnb cash on cash: 1.23% Traditional cash on cash: 5.18% Airbnb Rental Income: $1538 Traditional Rental Income: $2354 Airbnb ROI: 1.23% Traditional ROI: 5.18%
1078 TOPELIS DRIVE Englewood, FL YOUR OASIS and MAGNIFICENT FLORIDA LIFESTYLE AWAITS in this RARELY AVAILABLE LAKEFRONT VIL...	2 beds \| 2 baths \| 1,384 sq.ft.	$329,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 4.74% Airbnb Rental Income: $1538 Traditional Rental Income: $2498 Airbnb ROI: 0.2% Traditional ROI: 4.74%
10907 TROPHY DRIVE Englewood, FL Sellers have just ADJUSTED the list price with a $25,000.00 REDUCTION, bring an OFFER . ...	3 beds \| 3 baths \| 2,453 sq.ft.	$639,900	Airbnb cash on cash: -0.71% Traditional cash on cash: 4.25% Airbnb Rental Income: $1903 Traditional Rental Income: $4361 Airbnb ROI: -0.71% Traditional ROI: 4.25%
6796 GASPARILLA PINES BOULEVARD #63 Englewood, FL One or more photo(s) has been virtually staged. WOW! WHAT A GREAT PRICE! If you have ever...	2 beds \| 2 baths \| 933 sq.ft.	$139,900	Airbnb cash on cash: 1.11% Traditional cash on cash: 6.11% Airbnb Rental Income: $1538 Traditional Rental Income: $1763 Airbnb ROI: 1.11% Traditional ROI: 6.11%
915 SUNCREST LANE Englewood, FL Under contract-accepting backup offers. Virtually Staged. New price! Be sure to watch the...	3 beds \| 2 baths \| 1,923 sq.ft.	$549,999	Airbnb cash on cash: 0.82% Traditional cash on cash: 5% Airbnb Rental Income: $1903 Traditional Rental Income: $3545 Airbnb ROI: 0.82% Traditional ROI: 5%
872 CLEAR LAKE DRIVE Englewood, FL Experience refined living in this fully furnished residence located within the exclusive g...	3 beds \| 2 baths \| 2,181 sq.ft.	$549,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 3.44% Airbnb Rental Income: $1903 Traditional Rental Income: $3030 Airbnb ROI: 0.26% Traditional ROI: 3.44%
7515 SPINNAKER BOULEVARD Englewood, FL Under contract-accepting backup offers. Tucked away on an oversized, private lot in Englew...	2 beds \| 2 baths \| 1,530 sq.ft.	$260,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 7.05% Airbnb Rental Income: $1538 Traditional Rental Income: $2302 Airbnb ROI: 2.12% Traditional ROI: 7.05%

Real Estate investment in Englewood, FL

There are 447 properties for sale in the city of Englewood . The median list price in Englewood is $368,529 and the average price per square foot is $222. In July 2026, the average monthly cash on cash return in Englewood is 3.00%. The average monthly rental income in Englewood is $2,115.

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

There are 447 investment properties available for sale in Englewood.

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

The ROI for Short-Term is higher than the Long-Term in Englewood with average rental income of $1,538.

Your search for investment property begins and ends here

Investment Property for Sale in Englewood, FL

1551 BEACH ROAD #207

Englewood, FL

2 beds | 2 baths | 1,070 sq.ft.

$439,000

Airbnb cash on cash: -2.97%

Traditional cash on cash: 0.04%

Airbnb Rental Income: $1538

Traditional Rental Income: $2328

Airbnb ROI: -2.97%

Traditional ROI: 0.04%

1390 BEACH ROAD #1

Englewood, FL

2 beds | 2 baths | 1,340 sq.ft.

$539,000

Airbnb cash on cash: -3.28%

Traditional cash on cash: -0.62%

Airbnb Rental Income: $1538

Traditional Rental Income: $2434

Airbnb ROI: -3.28%

Traditional ROI: -0.62%

7090 MANASOTA KEY ROAD

Englewood, FL

3 beds | 4 baths | 2,211 sq.ft.

$3,650,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: -0.47%

Airbnb Rental Income: $1903

Traditional Rental Income: $4553

Airbnb ROI: -1.4%

Traditional ROI: -0.47%

1962 ARKANSAS AVENUE

Englewood, FL

3 beds | 3 baths | 2,220 sq.ft.

$970,000

Airbnb cash on cash: 0.36%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $1903

Traditional Rental Income: $5160

Airbnb ROI: 0.36%

Traditional ROI: 4.53%

1956 GREENLAWN DRIVE

Englewood, FL

2 beds | 2 baths | 1,518 sq.ft.

$455,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $1538

Traditional Rental Income: $3120

Airbnb ROI: 0.19%

Traditional ROI: 4.95%

4 WINDSOR DRIVE

Englewood, FL

3 beds | 2 baths | 1,782 sq.ft.

$599,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $1903

Traditional Rental Income: $3206

Airbnb ROI: 0.31%

Traditional ROI: 3.55%

1600 THOMAS STREET

Englewood, FL

2 beds | 2 baths | 1,637 sq.ft.

$599,100

Airbnb cash on cash: 0%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $1538

Traditional Rental Income: $3059

Airbnb ROI: 0%

Traditional ROI: 3.51%

9359 CASA GRANDE AVENUE

Englewood, FL

2 beds | 2 baths | 1,306 sq.ft.

$330,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $1538

Traditional Rental Income: $2067

Airbnb ROI: 1.11%