Real Estate Investment Properties for Sale in Lower Matecumbe, FL

Looking for investment property in Lower Matecumbe, FL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
119 Cortez Drive #UNIT G5 Lower Matecumbe, FL Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fu...	1 beds \| 1 baths \| 518 sq.ft.	$380,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 1.25% Airbnb Rental Income: $2577 Traditional Rental Income: $1831 Airbnb ROI: 1.6% Traditional ROI: 1.25%
75433 Overseas Highway Lower Matecumbe, FL Breathtaking Panoramic Views Define Sandy Beach Cove, a True Resort Style Island Living Ex...	4 beds \| 4 baths \| 2,624 sq.ft.	$4,189,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.96% Airbnb Rental Income: $2577 Traditional Rental Income: $9641 Airbnb ROI: -1.02% Traditional ROI: 0.96%
109 Sapodilla Drive Lower Matecumbe, FL Welcome to 109 Sapodilla Dr., Islamorada, FLThis waterfront gem is nestled on the serene S...	4 beds \| 4 baths \| 1,729 sq.ft.	$3,325,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 0.1% Airbnb Rental Income: $6180 Traditional Rental Income: $5215 Airbnb ROI: 0.01% Traditional ROI: 0.1%
72 W Plaza Granada Lower Matecumbe, FL Exceptional 4 bedrooms 3.5 bath gorgeous waterfront home in Islamorada's Port Antigua awai...	4 beds \| 4 baths \| 2,937 sq.ft.	$2,799,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 0.47% Airbnb Rental Income: $6180 Traditional Rental Income: $5232 Airbnb ROI: 0.37% Traditional ROI: 0.47%
91 Iroquois Drive Lower Matecumbe, FL Discover paradise in Islamorada, where you can enjoy beautiful ocean views, protected dock...	4 beds \| 5 baths \| 4,048 sq.ft.	$7,995,000	Airbnb cash on cash: -0.69% Traditional cash on cash: -0.06% Airbnb Rental Income: $6180 Traditional Rental Income: $9632 Airbnb ROI: -0.69% Traditional ROI: -0.06%
133 Sunset Drive Lower Matecumbe, FL The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean in one of Isla...	4 beds \| 3 baths \| 2,519 sq.ft.	$3,600,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 0.02% Airbnb Rental Income: $6180 Traditional Rental Income: $5254 Airbnb ROI: -0.07% Traditional ROI: 0.02%
189 Gulfview Drive Lower Matecumbe, FL Welcome to Port Antigua!This beautiful Key West-style home in Port Antigua boasts an open ...	3 beds \| 2 baths \| 2,010 sq.ft.	$2,599,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 0.2% Airbnb Rental Income: $6406 Traditional Rental Income: $4292 Airbnb ROI: 0.55% Traditional ROI: 0.2%
118 Cortez Drive #UNIT A Lower Matecumbe, FL Welcome to Islamorada South Condominiums, this 2-bedroom 2-bathroom condo is located in pi...	2 beds \| 2 baths \| 1,079 sq.ft.	$695,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 0.59% Airbnb Rental Income: $5800 Traditional Rental Income: $3016 Airbnb ROI: 3.1% Traditional ROI: 0.59%
75691 Overseas Highway Lower Matecumbe, FL Entice Your Senses with Unobstructed Ocean Views in Lower Matecumbe!Welcome to this beauti...	3 beds \| 2 baths \| 1,331 sq.ft.	$4,275,000	Airbnb cash on cash: -0.23% Traditional cash on cash: -0.5% Airbnb Rental Income: $6406 Traditional Rental Income: $4065 Airbnb ROI: -0.23% Traditional ROI: -0.5%
141 El Capitan Drive Lower Matecumbe, FL Stunning canal-front home at the rare T-junction of two crystal-clear waterways in Port An...	4 beds \| 3 baths \| 2,098 sq.ft.	$2,775,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 0.48% Airbnb Rental Income: $6180 Traditional Rental Income: $4487 Airbnb ROI: 0.66% Traditional ROI: 0.48%
75851 Overseas Highway Lower Matecumbe, FL Welcome to your private tropical retreat in the heart of Islamorada, Florida Keys. This st...	5 beds \| 7 baths \| 3,978 sq.ft.	$5,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.17% Airbnb Rental Income: $null Traditional Rental Income: $8013 Airbnb ROI: N/A Traditional ROI: -0.17%
96 W Plaza Del Sol Lower Matecumbe, FL Paradise in Port Antigua! Assumable interest rate of 2.625%!Discover one of Islamorada's b...	4 beds \| 4 baths \| 3,004 sq.ft.	$3,795,000	Airbnb cash on cash: -0.19% Traditional cash on cash: -0.18% Airbnb Rental Income: $6180 Traditional Rental Income: $5024 Airbnb ROI: -0.19% Traditional ROI: -0.18%
102 VENETIAN Drive Lower Matecumbe, FL BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE H...	3 beds \| 2 baths \| 1,380 sq.ft.	$1,650,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 0.63% Airbnb Rental Income: $6406 Traditional Rental Income: $3612 Airbnb ROI: 1.63% Traditional ROI: 0.63%
145 Venetian Drive Lower Matecumbe, FL LUXURY CANAL FRONT HOME IN ISLAMORADA!Brand new offering of the most exquisite coastal des...	4 beds \| 4 baths \| 3,182 sq.ft.	$3,550,000	Airbnb cash on cash: -0.19% Traditional cash on cash: -0.17% Airbnb Rental Income: $6180 Traditional Rental Income: $5015 Airbnb ROI: -0.19% Traditional ROI: -0.17%
126 Columbus Drive Lower Matecumbe, FL Florida Keys waterfront home, offered fully furnished, 1,786 SqFt living area (larger than...	3 beds \| 3 baths \| 1,786 sq.ft.	$1,599,999	Airbnb cash on cash: 1.71% Traditional cash on cash: 0.25% Airbnb Rental Income: $6406 Traditional Rental Income: $2990 Airbnb ROI: 1.71% Traditional ROI: 0.25%
159 Iroquois Drive Lower Matecumbe, FL Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroo...	3 beds \| 3 baths \| 2,150 sq.ft.	$1,990,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.34% Airbnb Rental Income: $6406 Traditional Rental Income: $5279 Airbnb ROI: 1.27% Traditional ROI: 1.34%
170 Sapodilla Drive Lower Matecumbe, FL Discover the unparalleled beauty and tranquility of this Bayfront Estate, nestled on the...	4 beds \| 4 baths \| 4,512 sq.ft.	$10,900,000	Airbnb cash on cash: -0.67% Traditional cash on cash: -0.65% Airbnb Rental Income: $6180 Traditional Rental Income: $5178 Airbnb ROI: -0.67% Traditional ROI: -0.65%
75691-71 Overseas Highway Lower Matecumbe, FL Entice Your Senses with Unobstructed Ocean Views in Lower MatecumbeWelcome to a rare gem i...	3 beds \| 2 baths \| 1,331 sq.ft.	$5,675,000	Airbnb cash on cash: -0.41% Traditional cash on cash: -0.61% Airbnb Rental Income: $6406 Traditional Rental Income: $4127 Airbnb ROI: -0.41% Traditional ROI: -0.61%
75131 Overseas Highway Lower Matecumbe, FL Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of on...	3 beds \| 3 baths \| 1,500 sq.ft.	$6,495,000	Airbnb cash on cash: -0.58% Traditional cash on cash: -0.76% Airbnb Rental Income: $6406 Traditional Rental Income: $4076 Airbnb ROI: -0.58% Traditional ROI: -0.76%
75730 Overseas Highway Lower Matecumbe, FL Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This ...	3 beds \| 2 baths \| 1,264 sq.ft.	$4,975,000	Airbnb cash on cash: -0.45% Traditional cash on cash: -0.89% Airbnb Rental Income: $6406 Traditional Rental Income: $3118 Airbnb ROI: -0.45% Traditional ROI: -0.89%
415 Palm Drive Lower Matecumbe, FL Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to 'Piece of Quiet...	4 beds \| 2 baths \| 2,928 sq.ft.	$2,995,000	Airbnb cash on cash: 0.43% Traditional cash on cash: -0.08% Airbnb Rental Income: $6180 Traditional Rental Income: $3533 Airbnb ROI: 0.43% Traditional ROI: -0.08%
121 Venetian Drive Lower Matecumbe, FL Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought ...	3 beds \| 2 baths \| 1,278 sq.ft.	$1,599,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 0.21% Airbnb Rental Income: $6406 Traditional Rental Income: $3027 Airbnb ROI: 1.63% Traditional ROI: 0.21%
142 Gulfview Drive Lower Matecumbe, FL Your tropical dream awaits with the lowest-priced waterfront lot featuring an active build...	3 beds \| 4 baths \| 1,888 sq.ft.	$1,075,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 3.28% Airbnb Rental Income: $6406 Traditional Rental Income: $4656 Airbnb ROI: 3.77% Traditional ROI: 3.28%
122 Court Contessa Lower Matecumbe, FL An unparalleled waterfront sanctuary in the prestigious and private beachside of Port Anti...	3 beds \| 3 baths \| 2,374 sq.ft.	$3,000,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 0.09% Airbnb Rental Income: $6406 Traditional Rental Income: $4450 Airbnb ROI: 0.34% Traditional ROI: 0.09%
76412 Overseas Highway Lower Matecumbe, FL Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet ...	3 beds \| 3 baths \| 2,000 sq.ft.	$2,300,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 0.44% Airbnb Rental Income: $6406 Traditional Rental Income: $4166 Airbnb ROI: 0.9% Traditional ROI: 0.44%
182 Bayview Drive Lower Matecumbe, FL Panoramic Bay and Sunset Views! Breathtaking Bayfront Home in Safety Harbor.Experience the...	4 beds \| 3 baths \| 1,800 sq.ft.	$4,400,000	Airbnb cash on cash: -0.28% Traditional cash on cash: -0.39% Airbnb Rental Income: $6180 Traditional Rental Income: $4525 Airbnb ROI: -0.28% Traditional ROI: -0.39%
230 Biscayne Boulevard Lower Matecumbe, FL Exquisite Canal Front Retreat in Prestigious Port Antigua, IslamoradaWelcome to your dream...	5 beds \| 3 baths \| 2,425 sq.ft.	$3,575,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.33% Airbnb Rental Income: $null Traditional Rental Income: $5366 Airbnb ROI: N/A Traditional ROI: 0.33%
64 W Plaza Del Sol Lower Matecumbe, FL Beautifully updated coastal home in the prestigious private beach community of Port Antigu...	3 beds \| 2 baths \| 1,560 sq.ft.	$2,200,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 0.25% Airbnb Rental Income: $6406 Traditional Rental Income: $3935 Airbnb ROI: 0.84% Traditional ROI: 0.25%
75931 Overseas Highway Lower Matecumbe, FL Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private estate offers t...	5 beds \| 6 baths \| 4,770 sq.ft.	$8,400,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.07% Airbnb Rental Income: $null Traditional Rental Income: $10845 Airbnb ROI: N/A Traditional ROI: -0.07%
172 Venetian Drive Lower Matecumbe, FL SELLERS SAY WE'RE READY TO SELL! Introducing the Sea Pearl: a rare and refined coastal mas...	5 beds \| 6 baths \| 4,131 sq.ft.	$3,795,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.14% Airbnb Rental Income: $null Traditional Rental Income: $9770 Airbnb ROI: N/A Traditional ROI: 1.14%
117 El Capitan Drive Lower Matecumbe, FL Located in the highly sought-after neighborhood of Port Antigua, this newly renovated 5-be...	5 beds \| 3 baths \| 3,052 sq.ft.	$3,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.1% Airbnb Rental Income: $null Traditional Rental Income: $4843 Airbnb ROI: N/A Traditional ROI: 0.1%
88 W Plaza Del Lago Lower Matecumbe, FL Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully desi...	5 beds \| 5 baths \| 4,064 sq.ft.	$5,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.16% Airbnb Rental Income: $null Traditional Rental Income: $7963 Airbnb ROI: N/A Traditional ROI: 0.16%
153 El Capitan Drive Lower Matecumbe, FL Discover island living at its finest at 153 El Capitan Drive, nestled in the heart of Port...	2 beds \| 2 baths \| 1,950 sq.ft.	$2,500,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 0.26% Airbnb Rental Income: $5800 Traditional Rental Income: $4178 Airbnb ROI: 0.46% Traditional ROI: 0.26%
106 Lisbon Court Lower Matecumbe, FL Welcome to 106 Lisbon Court, an exceptional opportunity in the prestigious Port Antigua co...	4 beds \| 3 baths \| 1,855 sq.ft.	$2,600,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 0.15% Airbnb Rental Income: $6180 Traditional Rental Income: $4009 Airbnb ROI: 0.54% Traditional ROI: 0.15%
75280 Overseas Highway Lower Matecumbe, FL Commanding 170 feet of private Florida Bay frontage, and situated on over and acre of prec...	4 beds \| 4 baths \| 5,100 sq.ft.	$11,000,000	Airbnb cash on cash: -0.89% Traditional cash on cash: -0.72% Airbnb Rental Income: $6180 Traditional Rental Income: $6685 Airbnb ROI: -0.89% Traditional ROI: -0.72%

Real Estate investment in Lower-matecumbe, FL

There are 35 properties for sale in the city of Lower Matecumbe . The median list price in Lower Matecumbe is $3,325,000 and the average price per square foot is $1,351. In October 2025, the average monthly cash on cash return in Lower Matecumbe is N/A%. The average monthly rental income in Lower Matecumbe is $4,525.

Lower-matecumbe, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 35 investment properties available for sale in Lower-matecumbe.

In 2025, the best neighborhood to buy investment property is Lower Matecumbe.

The ROI for Short-Term is higher than the Long-Term in Lower-matecumbe with average rental income of $6,180.

Your search for investment property begins and ends here

Investment Property for Sale in Lower Matecumbe, FL

119 Cortez Drive #UNIT G5

Lower Matecumbe, FL

1 beds | 1 baths | 518 sq.ft.

$380,000

Airbnb cash on cash: 1.6%

Traditional cash on cash: 1.25%

Airbnb Rental Income: $2577

Traditional Rental Income: $1831

Airbnb ROI: 1.6%

Traditional ROI: 1.25%

75433 Overseas Highway

Lower Matecumbe, FL

4 beds | 4 baths | 2,624 sq.ft.

$4,189,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 0.96%

Airbnb Rental Income: $2577

Traditional Rental Income: $9641

Airbnb ROI: -1.02%

Traditional ROI: 0.96%

109 Sapodilla Drive

Lower Matecumbe, FL

4 beds | 4 baths | 1,729 sq.ft.

$3,325,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $6180

Traditional Rental Income: $5215

Airbnb ROI: 0.01%

Traditional ROI: 0.1%

72 W Plaza Granada

Lower Matecumbe, FL

4 beds | 4 baths | 2,937 sq.ft.

$2,799,000

Airbnb cash on cash: 0.37%

Traditional cash on cash: 0.47%

Airbnb Rental Income: $6180

Traditional Rental Income: $5232

Airbnb ROI: 0.37%

Traditional ROI: 0.47%

91 Iroquois Drive

Lower Matecumbe, FL

4 beds | 5 baths | 4,048 sq.ft.

$7,995,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $6180

Traditional Rental Income: $9632

Airbnb ROI: -0.69%

Traditional ROI: -0.06%

133 Sunset Drive

Lower Matecumbe, FL

4 beds | 3 baths | 2,519 sq.ft.

$3,600,000

Airbnb cash on cash: -0.07%

Traditional cash on cash: 0.02%

Airbnb Rental Income: $6180

Traditional Rental Income: $5254

Airbnb ROI: -0.07%

Traditional ROI: 0.02%

189 Gulfview Drive

Lower Matecumbe, FL

3 beds | 2 baths | 2,010 sq.ft.

$2,599,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: 0.2%

Airbnb Rental Income: $6406

Traditional Rental Income: $4292

Airbnb ROI: 0.55%

Traditional ROI: 0.2%

118 Cortez Drive #UNIT A

Lower Matecumbe, FL

2 beds | 2 baths | 1,079 sq.ft.

$695,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 0.59%

Airbnb Rental Income: $5800

Traditional Rental Income: $3016

Airbnb ROI: 3.1%