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: 1.69% Traditional cash on cash: 0.04% Airbnb Rental Income: $3834 Traditional Rental Income: $2328 Airbnb ROI: 1.69% 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: 0.52% Traditional cash on cash: -0.62% Airbnb Rental Income: $3834 Traditional Rental Income: $2434 Airbnb ROI: 0.52% Traditional ROI: -0.62%
19 N CAYMAN ISLES BOULEVARD Englewood, FL Under contract-accepting backup offers. Located in the gated Boca Royale Golf & Country Cl...	4 beds \| 3 baths \| 3,065 sq.ft.	$925,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 3.24% Airbnb Rental Income: $6301 Traditional Rental Income: $4849 Airbnb ROI: 3.49% Traditional ROI: 3.24%
7090 Manasota Key Rd Englewood, FL Wake up to the sound of the Gulf and step directly onto your balcony from the primary suit...	3 beds \| 3 baths \| 2,211 sq.ft.	$3,650,000	Airbnb cash on cash: -0.58% Traditional cash on cash: -0.47% Airbnb Rental Income: $5224 Traditional Rental Income: $4553 Airbnb ROI: -0.58% 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.	$975,000	Airbnb cash on cash: 3.41% Traditional cash on cash: 4.5% Airbnb Rental Income: $5224 Traditional Rental Income: $5160 Airbnb ROI: 3.41% Traditional ROI: 4.5%
10075 BENTLEY AVENUE Englewood, FL Under contract-accepting backup offers. This inviting 3-bedroom, 2-bath home sits on two s...	3 beds \| 2 baths \| 1,657 sq.ft.	$399,900	Airbnb cash on cash: 8.45% Traditional cash on cash: 4.39% Airbnb Rental Income: $5224 Traditional Rental Income: $2642 Airbnb ROI: 8.45% Traditional ROI: 4.39%
14 Stone Mountain Blvd Englewood, FL This is a great price for this 3 bedroom pool home in the popular boating community of Eng...	3 beds \| 2 baths \| 1,698 sq.ft.	$435,000	Airbnb cash on cash: 9.15% Traditional cash on cash: 6.96% Airbnb Rental Income: $5224 Traditional Rental Income: $3345 Airbnb ROI: 9.15% Traditional ROI: 6.96%
1956 Greenlawn Dr Englewood, FL One or more photo(s) has been virtually staged. The most affordable true waterfront home i...	2 beds \| 2 baths \| 1,518 sq.ft.	$455,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 4.96% Airbnb Rental Income: $3834 Traditional Rental Income: $3120 Airbnb ROI: 4.69% Traditional ROI: 4.96%
4 Windsor Dr 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: 5.26% Traditional cash on cash: 3.55% Airbnb Rental Income: $5224 Traditional Rental Income: $3206 Airbnb ROI: 5.26% Traditional ROI: 3.55%
2255 N BEACH ROAD #23 Englewood, FL Under contract-accepting backup offers. STEPS FROM MANASOTA BEACH AND ENTERTAINMENT! Recen...	2 beds \| 2 baths \| 949 sq.ft.	$469,000	Airbnb cash on cash: 1.33% Traditional cash on cash: -0.86% Airbnb Rental Income: $3834 Traditional Rental Income: $2042 Airbnb ROI: 1.33% Traditional ROI: -0.86%
1600 Thomas St 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: 3.42% Traditional cash on cash: 3.51% Airbnb Rental Income: $3834 Traditional Rental Income: $3059 Airbnb ROI: 3.42% Traditional ROI: 3.51%
820 Bayshore Dr Englewood, FL PRIVATE OASIS with Expansive Space & Versatile Storage! Tucked within a highly sought-afte...	3 beds \| 2 baths \| 2,420 sq.ft.	$795,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 3.72% Airbnb Rental Income: $5224 Traditional Rental Income: $3940 Airbnb ROI: 4.02% Traditional ROI: 3.72%
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: 7.28% Traditional cash on cash: 4.25% Airbnb Rental Income: $3834 Traditional Rental Income: $2067 Airbnb ROI: 7.28% Traditional ROI: 4.25%
26 Golf View Dr Englewood, FL YOUR FLORIDA OASIS AWAITS!! Come Enjoy Luxury Resort Style Living in Boca Royale Golf and ...	3 beds \| 3 baths \| 2,835 sq.ft.	$874,900	Airbnb cash on cash: 2.86% Traditional cash on cash: 5.45% Airbnb Rental Income: $5224 Traditional Rental Income: $6273 Airbnb ROI: 2.86% Traditional ROI: 5.45%
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: 0.35% Traditional cash on cash: 0.56% Airbnb Rental Income: $5224 Traditional Rental Income: $4507 Airbnb ROI: 0.35% Traditional ROI: 0.56%
1281 WILSON DRIVE Englewood, FL 2.25Perc. Veterans Assumable Mortgage! Minutes to Gulf beaches! Last 3 years: New kitchen,...	2 beds \| 2 baths \| 1,700 sq.ft.	$349,900	Airbnb cash on cash: 6.91% Traditional cash on cash: 6.19% Airbnb Rental Income: $3834 Traditional Rental Income: $2768 Airbnb ROI: 6.91% Traditional ROI: 6.19%
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: 3.31% Traditional cash on cash: 2.71% Airbnb Rental Income: $5224 Traditional Rental Income: $3657 Airbnb ROI: 3.31% Traditional ROI: 2.71%
183 Clear Lake Dr Englewood, FL Welcome to your private oasis at 183 CLEAR LAKE DRIVE, a residence where luxury meets exce...	3 beds \| 2 baths \| 2,056 sq.ft.	$580,000	Airbnb cash on cash: 6.02% Traditional cash on cash: 4.18% Airbnb Rental Income: $5224 Traditional Rental Income: $3164 Airbnb ROI: 6.02% 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: 2.31% Traditional cash on cash: 1.37% Airbnb Rental Income: $5224 Traditional Rental Income: $3422 Airbnb ROI: 2.31% Traditional ROI: 1.37%
681 Olive St 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: 5.81% Traditional cash on cash: 4.05% Airbnb Rental Income: $5224 Traditional Rental Income: $3216 Airbnb ROI: 5.81% Traditional ROI: 4.05%
1906 MISSISSIPPI AVENUE Englewood, FL Discover your slice of paradise with this stunning two-bedroom, two-bath pool home, nestle...	2 beds \| 2 baths \| 1,450 sq.ft.	$1,350,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.54% Airbnb Rental Income: $3834 Traditional Rental Income: $3306 Airbnb ROI: 0.3% 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: 2.21% Traditional cash on cash: 2.45% Airbnb Rental Income: $5224 Traditional Rental Income: $4386 Airbnb ROI: 2.21% Traditional ROI: 2.45%
401 Leach St Englewood, FL Rife with nostalgic 'Old Florida' charm, this updated cottage sits on an oversized lot, ne...	2 beds \| 1 baths \| 885 sq.ft.	$274,900	Airbnb cash on cash: 9.17% Traditional cash on cash: 4.93% Airbnb Rental Income: $3834 Traditional Rental Income: $1906 Airbnb ROI: 9.17% Traditional ROI: 4.93%
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: 1.64% Traditional cash on cash: 1.37% Airbnb Rental Income: $5224 Traditional Rental Income: $3905 Airbnb ROI: 1.64% Traditional ROI: 1.37%
7050 Manasota Key Rd Englewood, FL Manasota Key Beach Water front at a great price. This 3 bed 2 bath 2 car garage has everyt...	N/A beds \| N/A baths \| 2,662 sq.ft.	$2,200,000	Airbnb cash on cash: -0.83% Traditional cash on cash: -0.28% Airbnb Rental Income: $2274 Traditional Rental Income: $2840 Airbnb ROI: -0.83% Traditional ROI: -0.28%
8030 Manasota Key Rd Englewood, FL Experience the pinnacle of coastal luxury at this extraordinary 5-bedroom, 4.5-bath beachf...	6 beds \| 3 baths \| 5,223 sq.ft.	$3,850,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.13% Airbnb Rental Income: $null Traditional Rental Income: $5531 Airbnb ROI: N/A Traditional ROI: -0.13%
209 Persimmon St Englewood, FL Relax and enjoy retirement in Foxwood. No snow to shovel. This villa is the perfect spot...	2 beds \| 2 baths \| 1,498 sq.ft.	$269,000	Airbnb cash on cash: 7.54% Traditional cash on cash: 4.98% Airbnb Rental Income: $3834 Traditional Rental Income: $2357 Airbnb ROI: 7.54% Traditional ROI: 4.98%
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: 3.18% Traditional cash on cash: 4.12% Airbnb Rental Income: $3834 Traditional Rental Income: $3517 Airbnb ROI: 3.18% Traditional ROI: 4.12%
71 Winson Ave Englewood, FL Buy a piece of Englewood history! Back in the 50's Kluge builders put up dozens of homes i...	2 beds \| 2 baths \| 1,114 sq.ft.	$399,900	Airbnb cash on cash: 6.24% Traditional cash on cash: 2.81% Airbnb Rental Income: $3834 Traditional Rental Income: $1720 Airbnb ROI: 6.24% Traditional ROI: 2.81%
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: 0.57% Traditional cash on cash: -0.91% Airbnb Rental Income: $3834 Traditional Rental Income: $2339 Airbnb ROI: 0.57% Traditional ROI: -0.91%
1000 Morningside Dr Englewood, FL Tucked away along a picturesque, tree lined drive, this peaceful five acre homestead in We...	2 beds \| 2 baths \| 1,680 sq.ft.	$749,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.16% Airbnb Rental Income: $3834 Traditional Rental Income: $2628 Airbnb ROI: 2.7% Traditional ROI: 2.16%
788 Harmony Ln 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.	$370,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 3.17% Airbnb Rental Income: $2568 Traditional Rental Income: $1773 Airbnb ROI: 3.69% Traditional ROI: 3.17%
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: 4.28% Traditional cash on cash: 2.01% Airbnb Rental Income: $5224 Traditional Rental Income: $2724 Airbnb ROI: 4.28% Traditional ROI: 2.01%
1175 LITTLE COURT Englewood, FL Under contract-accepting backup offers. Your Island Escape on Manasota Key Awaits, Where D...	2 beds \| 1 baths \| 720 sq.ft.	$500,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 2.27% Airbnb Rental Income: $3834 Traditional Rental Income: $1963 Airbnb ROI: 4.5% Traditional ROI: 2.27%
24 Oakwood Dr N #24 Englewood, FL Waterfront home completely redone. New roof, HVAC, Flooring, Doors, Bathrooms, Paint. Noth...	3 beds \| 2 baths \| 2,000 sq.ft.	$475,000	Airbnb cash on cash: 6.18% Traditional cash on cash: 4.77% Airbnb Rental Income: $5224 Traditional Rental Income: $3537 Airbnb ROI: 6.18% Traditional ROI: 4.77%
150 Englewood Isles Pkwy #108 Englewood, FL As you enter the front door of this condominium, you get the full water view. This second...	2 beds \| 2 baths \| 1,080 sq.ft.	$209,900	Airbnb cash on cash: 7.59% Traditional cash on cash: 4.8% Airbnb Rental Income: $3834 Traditional Rental Income: $2451 Airbnb ROI: 7.59% Traditional ROI: 4.8%
10788 TROPHY DRIVE Englewood, FL Under contract-accepting backup offers. PRICE REDUCTION! Situated in the desirable gated g...	2 beds \| 2 baths \| 1,858 sq.ft.	$525,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 3.94% Airbnb Rental Income: $3834 Traditional Rental Income: $3596 Airbnb ROI: 2.73% Traditional ROI: 3.94%
2186 Oyster Creek Dr Englewood, FL Bring the boat & kayaks to this cozy, 3 bed, 2 bath home on peaceful Oyster Creek. Quick 1...	3 beds \| 2 baths \| 1,382 sq.ft.	$539,900	Airbnb cash on cash: 6.34% Traditional cash on cash: 2.72% Airbnb Rental Income: $5224 Traditional Rental Income: $2338 Airbnb ROI: 6.34% Traditional ROI: 2.72%
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.	$775,000	Airbnb cash on cash: 5.21% Traditional cash on cash: 2.73% Airbnb Rental Income: $6301 Traditional Rental Income: $3270 Airbnb ROI: 5.21% Traditional ROI: 2.73%
8571 Amberjack Cir #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: 6.17% Traditional cash on cash: 3.1% Airbnb Rental Income: $5224 Traditional Rental Income: $3103 Airbnb ROI: 6.17% Traditional ROI: 3.1%

Real Estate investment in Englewood, FL

There are 603 properties for sale in the city of Englewood . The median list price in Englewood is $385,000 and the average price per square foot is $222. In May 2026, the average monthly cash on cash return in Englewood is 3.00%. The average monthly rental income in Englewood is $2,176.

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

There are 603 investment properties available for sale in Englewood.

The ROI for Short-Term is higher than the Long-Term in Englewood with average rental income of $3,834.

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: 1.69%

Traditional cash on cash: 0.04%

Airbnb Rental Income: $3834

Traditional Rental Income: $2328

Airbnb ROI: 1.69%

Traditional ROI: 0.04%

1390 BEACH ROAD #1

Englewood, FL

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

$539,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: -0.62%

Airbnb Rental Income: $3834

Traditional Rental Income: $2434

Airbnb ROI: 0.52%

Traditional ROI: -0.62%

19 N CAYMAN ISLES BOULEVARD

Englewood, FL

4 beds | 3 baths | 3,065 sq.ft.

$925,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $6301

Traditional Rental Income: $4849

Airbnb ROI: 3.49%

Traditional ROI: 3.24%

7090 Manasota Key Rd

Englewood, FL

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

$3,650,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: -0.47%

Airbnb Rental Income: $5224

Traditional Rental Income: $4553

Airbnb ROI: -0.58%

Traditional ROI: -0.47%

1962 ARKANSAS AVENUE

Englewood, FL

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

$975,000

Airbnb cash on cash: 3.41%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $5224

Traditional Rental Income: $5160

Airbnb ROI: 3.41%

Traditional ROI: 4.5%

10075 BENTLEY AVENUE

Englewood, FL

3 beds | 2 baths | 1,657 sq.ft.

$399,900

Airbnb cash on cash: 8.45%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $5224

Traditional Rental Income: $2642

Airbnb ROI: 8.45%

Traditional ROI: 4.39%

14 Stone Mountain Blvd

Englewood, FL

3 beds | 2 baths | 1,698 sq.ft.

$435,000

Airbnb cash on cash: 9.15%

Traditional cash on cash: 6.96%

Airbnb Rental Income: $5224

Traditional Rental Income: $3345

Airbnb ROI: 9.15%

Traditional ROI: 6.96%

1956 Greenlawn Dr

Englewood, FL

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

$455,000

Airbnb cash on cash: 4.69%

Traditional cash on cash: 4.96%

Airbnb Rental Income: $3834

Traditional Rental Income: $3120

Airbnb ROI: 4.69%