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

separator

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.	$485,000	Airbnb cash on cash: -2.59% Traditional cash on cash: -0.59% Airbnb Rental Income: $1311 Traditional Rental Income: $1814 Airbnb ROI: -2.59% Traditional ROI: -0.59%
1475 BAYSHORE DRIVE Englewood, FL One or more photo(s) has been virtually staged. Coastal living at its finest! Welcome to 1...	3 beds \| 3 baths \| 2,302 sq.ft.	$1,550,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 1.3% Airbnb Rental Income: $1549 Traditional Rental Income: $4442 Airbnb ROI: -1.02% Traditional ROI: 1.3%
1415 Bayshore Drive Englewood, FL This exceptional custom estate sits on over an acre of lush, landscaped grounds overlookin...	3 beds \| 3 baths \| 3,487 sq.ft.	$1,850,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 0.14% Airbnb Rental Income: $1549 Traditional Rental Income: $2990 Airbnb ROI: -0.96% Traditional ROI: 0.14%
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.	$1,000,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 3.65% Airbnb Rental Income: $1549 Traditional Rental Income: $4493 Airbnb ROI: 0.01% Traditional ROI: 3.65%
6027 MANASOTA KEY ROAD Englewood, FL Salt Air, Sunshine, and the Sounds of the Gulf on Manasota Key! This furnished three bedro...	3 beds \| 2 baths \| 2,025 sq.ft.	$800,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 2.03% Airbnb Rental Income: $1549 Traditional Rental Income: $3236 Airbnb ROI: -0.83% Traditional ROI: 2.03%
42 CAROLL CIRCLE Englewood, FL BRAND NEW IMPACT WINDOWS INSTALLED!!!! WATERFRONT HOME NEAR THE BEACH NOT IN A FLOOD ZONE...	2 beds \| 2 baths \| 1,094 sq.ft.	$294,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 6.09% Airbnb Rental Income: $1311 Traditional Rental Income: $2263 Airbnb ROI: 1.2% Traditional ROI: 6.09%
1956 GREENLAWN DRIVE Englewood, FL Nestled along the tranquil Overbrook Canal, this completely renovated and move-in ready 2-...	2 beds \| 2 baths \| 1,518 sq.ft.	$549,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.61% Airbnb Rental Income: $1311 Traditional Rental Income: $2754 Airbnb ROI: 0% Traditional ROI: 3.61%
4 WINDSOR DRIVE Englewood, FL REDUCED! REDUCED-Does NOT require flood insurance!! You Found It!!! A true Unicorn of Flor...	3 beds \| 2 baths \| 1,782 sq.ft.	$675,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 2.65% Airbnb Rental Income: $1549 Traditional Rental Income: $2961 Airbnb ROI: -0.3% Traditional ROI: 2.65%
9321 NEW MARTINSVILLE AVENUE Englewood, FL HUGE PRICE IMPROVEMENT! SELLER SAYS SELL! GORGEOUSLY UPDATED LARGE HOME! NO HOA! NOT IN A ...	3 beds \| 2 baths \| 2,290 sq.ft.	$374,700	Airbnb cash on cash: 0.72% Traditional cash on cash: 5.99% Airbnb Rental Income: $1549 Traditional Rental Income: $2956 Airbnb ROI: 0.72% Traditional ROI: 5.99%
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.	$599,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.6% Airbnb Rental Income: $1311 Traditional Rental Income: $2549 Airbnb ROI: -0.34% Traditional ROI: 2.6%
26725 RAPHIS ROYALE BOULEVARD Englewood, FL Country club lakefront estate! This custom 3,846-square-foot Arthur Rutenberg home was bui...	3 beds \| 4 baths \| 3,846 sq.ft.	$1,579,900	Airbnb cash on cash: -1.29% Traditional cash on cash: 1.52% Airbnb Rental Income: $1549 Traditional Rental Income: $5227 Airbnb ROI: -1.29% Traditional ROI: 1.52%
609 W PERRY STREET Englewood, FL Welcome to more than meets the eye here at Crawford Cottage. (Some photos are virtually st...	3 beds \| 2 baths \| 1,324 sq.ft.	$530,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.41% Airbnb Rental Income: $1549 Traditional Rental Income: $2521 Airbnb ROI: 0.54% Traditional ROI: 3.41%
26 GOLF VIEW DRIVE Englewood, FL YOUR FLORIDA OASIS AWAITS!! Come Enjoy Luxury Resort Style Living in Boca Royale Golf and ...	3 beds \| 4 baths \| 2,835 sq.ft.	$925,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 4.09% Airbnb Rental Income: $1549 Traditional Rental Income: $5403 Airbnb ROI: -0.9% Traditional ROI: 4.09%
6796 GASPARILLA PINES BOULEVARD #89 Englewood, FL Welcome to your Florida paradise in this 55 plus, maintenance-free community. This turnkey...	2 beds \| 2 baths \| 1,037 sq.ft.	$130,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 11.54% Airbnb Rental Income: $1311 Traditional Rental Income: $1851 Airbnb ROI: 3.96% Traditional ROI: 11.54%
45 EUCLID AVENUE Englewood, FL One or more photo(s) has been virtually staged. Beautifully renovated from top to bottom! ...	3 beds \| 2 baths \| 1,213 sq.ft.	$275,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 4.48% Airbnb Rental Income: $1549 Traditional Rental Income: $1721 Airbnb ROI: 2.09% Traditional ROI: 4.48%
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.	$959,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 1.83% Airbnb Rental Income: $1549 Traditional Rental Income: $3083 Airbnb ROI: -0.39% Traditional ROI: 1.83%
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: -1.56% Traditional cash on cash: 1.22% Airbnb Rental Income: $1549 Traditional Rental Income: $3304 Airbnb ROI: -1.56% Traditional ROI: 1.22%
148 JOSE GASPAR DRIVE #148 Englewood, FL Welcome to one of Englewood's Best Kept Secrets! Tucked away amidst beautiul natural Flor...	2 beds \| 2 baths \| 1,100 sq.ft.	$224,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 6.77% Airbnb Rental Income: $1311 Traditional Rental Income: $1958 Airbnb ROI: 1.82% Traditional ROI: 6.77%
1 QUAILS RUN BOULEVARD #2 Englewood, FL Priced to sell! Motivated Seller! Furnishings can stay or go. This place is ready for you...	2 beds \| 2 baths \| 946 sq.ft.	$185,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 9.61% Airbnb Rental Income: $1311 Traditional Rental Income: $2098 Airbnb ROI: 2.82% Traditional ROI: 9.61%
1509 RAPHIS ROYALE BOULEVARD Englewood, FL Under contract-accepting backup offers. HUGE PRICE REDUCTION! ALL REASONABLE OFFERS CONSDI...	4 beds \| 4 baths \| 3,176 sq.ft.	$949,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 2.46% Airbnb Rental Income: $2004 Traditional Rental Income: $4636 Airbnb ROI: -1.11% Traditional ROI: 2.46%
401 LEACH STREET Englewood, FL Rife with nostalgic 'Old Florida' charm, this updated cottage sits on an oversized lot, ne...	2 beds \| 1 baths \| 885 sq.ft.	$289,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 3.61% Airbnb Rental Income: $1311 Traditional Rental Income: $1629 Airbnb ROI: 0.96% Traditional ROI: 3.61%
1493 KATHLEEN PLACE Englewood, FL REDUCED! REDUCED! REDUCED! This is a great opportunity to own a beautiful, remodeled hom...	3 beds \| 2 baths \| 1,080 sq.ft.	$279,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 4.62% Airbnb Rental Income: $1549 Traditional Rental Income: $1979 Airbnb ROI: 1.29% Traditional ROI: 4.62%
365 ENGLEWOOD ISLES PARKWAY #3 Englewood, FL WATERFRONT VILLA WITH DOCK - TOTALLY UPDATED INTERIOR - OPEN FLOOR PLAN - 'X' FLOOD ZONE -...	2 beds \| 2 baths \| 1,554 sq.ft.	$399,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 4.85% Airbnb Rental Income: $1311 Traditional Rental Income: $2729 Airbnb ROI: -0.02% Traditional ROI: 4.85%
1965 OREGON TRAIL Englewood, FL Under contract-accepting backup offers. Opportunity of a lifetime. With prices set to rise...	3 beds \| 2 baths \| 1,303 sq.ft.	$455,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 3.91% Airbnb Rental Income: $1549 Traditional Rental Income: $3043 Airbnb ROI: -0.65% Traditional ROI: 3.91%
801 BAY PARK BOULEVARD Englewood, FL Under contract-accepting backup offers. Welcome to your own private slice of paradiseâth...	3 beds \| 2 baths \| 1,369 sq.ft.	$365,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 5.09% Airbnb Rental Income: $1549 Traditional Rental Income: $2568 Airbnb ROI: 0.81% Traditional ROI: 5.09%
830 PARK ROAD Englewood, FL Experience the perfect blend of luxury, privacy, and coastal living in this beautifully re...	3 beds \| 3 baths \| 1,503 sq.ft.	$759,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.57% Airbnb Rental Income: $1549 Traditional Rental Income: $2939 Airbnb ROI: -0.02% Traditional ROI: 2.57%
11105 PENDLETON AVENUE Englewood, FL Welcome to 11105 Pendleton Avenue, a charming 2-bedroom, 2-bath concrete block home locate...	2 beds \| 2 baths \| 1,050 sq.ft.	$315,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 4.15% Airbnb Rental Income: $1311 Traditional Rental Income: $1940 Airbnb ROI: 0.65% Traditional ROI: 4.15%
1350 HOLIDAY DRIVE Englewood, FL Under contract-accepting backup offers. Manasota Key Duplex Fixer-upper â Fix & Flip or ...	4 beds \| N/A baths \| 2,165 sq.ft.	$575,000	Airbnb cash on cash: -1.84% Traditional cash on cash: 1.02% Airbnb Rental Income: $1311 Traditional Rental Income: $2439 Airbnb ROI: -1.84% Traditional ROI: 1.02%
1585 KEYWAY COURT Englewood, FL Under contract-accepting backup offers. Welcome to your slice of paradise in Englewood, Fl...	3 beds \| 2 baths \| 1,628 sq.ft.	$385,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 5.55% Airbnb Rental Income: $1549 Traditional Rental Income: $2709 Airbnb ROI: 1.1% Traditional ROI: 5.55%
13392 ABERCROMBIE DRIVE Englewood, FL Welcome to maintenance-free living at Stillwater Villas. This well-maintained three bedroo...	3 beds \| 2 baths \| 1,536 sq.ft.	$320,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 4.72% Airbnb Rental Income: $1549 Traditional Rental Income: $2387 Airbnb ROI: 0.45% Traditional ROI: 4.72%
530 MICHIGAN AVENUE Englewood, FL Your Coastal Florida Lifestyle Awaits! Welcome to 530 Michigan Avenue, a charming 3-bedroo...	3 beds \| 2 baths \| 1,228 sq.ft.	$299,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 6.01% Airbnb Rental Income: $1549 Traditional Rental Income: $2243 Airbnb ROI: 1.95% Traditional ROI: 6.01%
9801 EAGLE PRESERVE DRIVE Englewood, FL This 3 bedroom 3 bath pool home has been impeccably maintained and is in like-new conditio...	3 beds \| 3 baths \| 3,022 sq.ft.	$2,395,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 0.3% Airbnb Rental Income: $1549 Traditional Rental Income: $4009 Airbnb ROI: -1.01% Traditional ROI: 0.3%
8 QUAILS RUN BOULEVARD #10 Englewood, FL OFFICIAL LISTING AGENT - LESLIE BROWN PA (click my name on the right ==>) Escape the wint...	1 beds \| 2 baths \| 647 sq.ft.	$85,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 6.76% Airbnb Rental Income: $1352 Traditional Rental Income: $1542 Airbnb ROI: -0.49% Traditional ROI: 6.76%
5 BARBADOS ROAD #31 Englewood, FL Discover the perfect blend of luxury, leisure, and location in this rare opportunity withi...	3 beds \| 2 baths \| 1,974 sq.ft.	$399,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.68% Airbnb Rental Income: $1549 Traditional Rental Income: $2352 Airbnb ROI: -0.66% Traditional ROI: 2.68%
1175 LITTLE COURT Englewood, FL MOVE-IN READY FURNISHED BEACH HOUSE * NO HOA * NO PROJECTS *** BEST VALUE ON MANASOTA ...	2 beds \| 1 baths \| 720 sq.ft.	$589,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.35% Airbnb Rental Income: $1311 Traditional Rental Income: $1727 Airbnb ROI: -0.14% Traditional ROI: 1.35%
24 OAKWOOD DRIVE N #24 Englewood, FL Waterfront home completely redone. New roof, HVAC, Flooring, Doors, Bathrooms, Paint. Noth...	3 beds \| 2 baths \| 2,000 sq.ft.	$485,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.78% Airbnb Rental Income: $1549 Traditional Rental Income: $3140 Airbnb ROI: -0.71% Traditional ROI: 3.78%
4000 BAY OAKS CIRCLE Englewood, FL Under contract-accepting backup offers. Coastal Luxury with Old Florida charm, Deeded Gulf...	2 beds \| 2 baths \| 1,568 sq.ft.	$687,700	Airbnb cash on cash: -1.47% Traditional cash on cash: 0.74% Airbnb Rental Income: $1311 Traditional Rental Income: $2325 Airbnb ROI: -1.47% Traditional ROI: 0.74%
7037 DUKE STREET Englewood, FL Under contract-accepting backup offers. This entirely fenced in compound (NON-HOA) sits a ...	3 beds \| 3 baths \| 1,932 sq.ft.	$449,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 5.43% Airbnb Rental Income: $1549 Traditional Rental Income: $3384 Airbnb ROI: 0.02% Traditional ROI: 5.43%
233 N NEW YORK AVENUE Englewood, FL SELLER REPLACING ROOF AND NOT CHANGING THE PRICE!!! IF YOU HAVE BEEN WATCHING THIS LITTLE ...	1 beds \| 1 baths \| 400 sq.ft.	$199,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 8.71% Airbnb Rental Income: $1352 Traditional Rental Income: $2156 Airbnb ROI: 2.29% Traditional ROI: 8.71%
1871 BRIDGE STREET Englewood, FL FULLY UPDATED ONE-ACRE MODERN COASTAL HOME NEAR MANASOTA BEACH - Set on a full acre in the...	3 beds \| 2 baths \| 1,532 sq.ft.	$549,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 2.28% Airbnb Rental Income: $1549 Traditional Rental Income: $2041 Airbnb ROI: 0.45% Traditional ROI: 2.28%

Real Estate investment in Englewood, FL

There are 532 properties for sale in the city of Englewood . The median list price in Englewood is $365,000 and the average price per square foot is $226. In November 2025, the average monthly cash on cash return in Englewood is 3.00%. The average monthly rental income in Englewood is $2,177.

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

There are 532 investment properties available for sale in Englewood.

In 2025, 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 $1,311.

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.

$485,000

Airbnb cash on cash: -2.59%

Traditional cash on cash: -0.59%

Airbnb Rental Income: $1311

Traditional Rental Income: $1814

Airbnb ROI: -2.59%

Traditional ROI: -0.59%

1475 BAYSHORE DRIVE

Englewood, FL

3 beds | 3 baths | 2,302 sq.ft.

$1,550,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $1549

Traditional Rental Income: $4442

Airbnb ROI: -1.02%

Traditional ROI: 1.3%

1415 Bayshore Drive

Englewood, FL

3 beds | 3 baths | 3,487 sq.ft.

$1,850,000

Airbnb cash on cash: -0.96%

Traditional cash on cash: 0.14%

Airbnb Rental Income: $1549

Traditional Rental Income: $2990

Airbnb ROI: -0.96%

Traditional ROI: 0.14%

1962 ARKANSAS AVENUE

Englewood, FL

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

$1,000,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $1549

Traditional Rental Income: $4493

Airbnb ROI: 0.01%

Traditional ROI: 3.65%

6027 MANASOTA KEY ROAD

Englewood, FL

3 beds | 2 baths | 2,025 sq.ft.

$800,000

Airbnb cash on cash: -0.83%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $1549

Traditional Rental Income: $3236

Airbnb ROI: -0.83%

Traditional ROI: 2.03%

42 CAROLL CIRCLE

Englewood, FL

2 beds | 2 baths | 1,094 sq.ft.

$294,900

Airbnb cash on cash: 1.2%

Traditional cash on cash: 6.09%

Airbnb Rental Income: $1311

Traditional Rental Income: $2263

Airbnb ROI: 1.2%

Traditional ROI: 6.09%

1956 GREENLAWN DRIVE

Englewood, FL

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

$549,000

Airbnb cash on cash: 0%

Traditional cash on cash: 3.61%

Airbnb Rental Income: $1311

Traditional Rental Income: $2754

Airbnb ROI: 0%

Traditional ROI: 3.61%

4 WINDSOR DRIVE

Englewood, FL

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

$675,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: 2.65%

Airbnb Rental Income: $1549

Traditional Rental Income: $2961

Airbnb ROI: -0.3%