Real Estate Investment Properties for Sale in Cutler Bay, FL

Looking for investment property in Cutler Bay, FL with high ROI ?

Explore a variety of short-term homes & houses in Cutler Bay, FL. Invest wisely with VRBO & Cutler Bay, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Cutler Bay, FL

Search for Single Family Residential for Sale in Cutler Bay, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 91 Single Family Residential 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
22747 SW 93rd Ct Cutler Bay, FL CHARMING 3/2 HOME IN SOUTH MIAMI "LAKES BY THE BAY" SIDEWALK COMMUNITY. CLOSE TO SHOPPING,...	3 beds \| 2 baths \| 1,580 sq.ft.	$549,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 3.88% Airbnb Rental Income: $3606 Traditional Rental Income: $3280 Airbnb ROI: 2.98% Traditional ROI: 3.88%
21053 SW 88th Pl Cutler Bay, FL Beautifully maintained 2-story home with spacious interiors and a stunning covered patio p...	3 beds \| 2 baths \| 2,128 sq.ft.	$695,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 3.57% Airbnb Rental Income: $3606 Traditional Rental Income: $3615 Airbnb ROI: 2.34% Traditional ROI: 3.57%
19540 Christmas Rd Cutler Bay, FL Beautifully updated 3-bedroom, 1.5-bath Cutler Bay classic with timeless charm and modern ...	3 beds \| 2 baths \| 1,234 sq.ft.	$619,999	Airbnb cash on cash: 2.4% Traditional cash on cash: 3.43% Airbnb Rental Income: $3606 Traditional Rental Income: $3411 Airbnb ROI: 2.4% Traditional ROI: 3.43%
8859 SW 223rd Ter Cutler Bay, FL Welcome to this well-maintained 3-bedroom, 2-bathroom single family home, offering a comfo...	3 beds \| 2 baths \| 1,876 sq.ft.	$612,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 3.81% Airbnb Rental Income: $3606 Traditional Rental Income: $3431 Airbnb ROI: 2.74% Traditional ROI: 3.81%
7408 SW 189th St Cutler Bay, FL ***Discover luxury in this fully renovated 5-bed, 4-bath home in a coveted South Florida g...	5 beds \| 4 baths \| 3,399 sq.ft.	$1,300,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 2.82% Airbnb Rental Income: $10654 Traditional Rental Income: $6907 Airbnb ROI: 4.29% Traditional ROI: 2.82%
7666 SW 193rd Ln Cutler Bay, FL Experience refined living in this exquisite 4BR/3.5BA Cutler Cay residence spanning 3,263 ...	4 beds \| 3 baths \| 2,723 sq.ft.	$815,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 2.17% Airbnb Rental Income: $7478 Traditional Rental Income: $4206 Airbnb ROI: 4.59% Traditional ROI: 2.17%
9985 Marlin Road Cutler Bay, FL Beautiful 3-Bedroom Home in the Heart of Cutler Bay Located in a quiet neighborhood near ...	3 beds \| 2 baths \| 2,616 sq.ft.	$750,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 4.92% Airbnb Rental Income: $3606 Traditional Rental Income: $5095 Airbnb ROI: 1.66% Traditional ROI: 4.92%
9849 SW 222nd Terrace Cutler Bay, FL	4 beds \| 3 baths \| 1,946 sq.ft.	$575,000	Airbnb cash on cash: 8.45% Traditional cash on cash: 4.73% Airbnb Rental Income: $7478 Traditional Rental Income: $4047 Airbnb ROI: 8.45% Traditional ROI: 4.73%
8880 SW 229th St Cutler Bay, FL Stunning 3BR + Den / 2.5BA in Isles of BayshoreâNo Rear Neighbors! Fully upgraded and mo...	3 beds \| 3 baths \| 1,988 sq.ft.	$625,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 3.72% Airbnb Rental Income: $3606 Traditional Rental Income: $3620 Airbnb ROI: 2.34% Traditional ROI: 3.72%
8897 SW 229th St Cutler Bay, FL Look no further! You have found the home for you! Nestled in the tranquil neighborhood of ...	3 beds \| 3 baths \| 1,787 sq.ft.	$500,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 3.73% Airbnb Rental Income: $3606 Traditional Rental Income: $3105 Airbnb ROI: 3.11% Traditional ROI: 3.73%
9916 SW 218th Ter Cutler Bay, FL Welcome to this stunning lake view home featuring 3 bedrooms/2.5 bath plus a den/bedroom w...	4 beds \| 3 baths \| 1,808 sq.ft.	$680,000	Airbnb cash on cash: 7.04% Traditional cash on cash: 4.25% Airbnb Rental Income: $7478 Traditional Rental Income: $4275 Airbnb ROI: 7.04% Traditional ROI: 4.25%
8480 Caribbean Blvd Cutler Bay, FL DRASTIC REDUCTION! Rarely available Corner Lot in Prime Whispering Pines Neighborhood of C...	3 beds \| 2 baths \| 1,580 sq.ft.	$750,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 2.36% Airbnb Rental Income: $3606 Traditional Rental Income: $3864 Airbnb ROI: 0.86% Traditional ROI: 2.36%
8701 SW 191st St Cutler Bay, FL THIS IS A GEM IN THE HEART OF CUTLER BAY!! LUXURIOUS AND SPACIOUS CORNER SINGLE FAMILY HOM...	4 beds \| 2 baths \| 2,634 sq.ft.	$890,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 2.6% Airbnb Rental Income: $7478 Traditional Rental Income: $4291 Airbnb ROI: 4.72% Traditional ROI: 2.6%
22773 SW 88th Path Cutler Bay, FL COMPLETELY NEW AC & CONDENSER AS OF 8/7/25! Stunning 4-bedroom 3.5-bath home located i...	4 beds \| 4 baths \| 2,000 sq.ft.	$600,000	Airbnb cash on cash: 7.74% Traditional cash on cash: 4.5% Airbnb Rental Income: $7478 Traditional Rental Income: $4232 Airbnb ROI: 7.74% Traditional ROI: 4.5%
8950 SW 197th St Cutler Bay, FL Your Dream Home in Whispering Pines â Just Steps from the Lake! Welcome to this beautif...	4 beds \| 2 baths \| 2,490 sq.ft.	$789,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 3.26% Airbnb Rental Income: $7478 Traditional Rental Income: $4675 Airbnb ROI: 5.12% Traditional ROI: 3.26%
19600 Gulfstream Rd Cutler Bay, FL Welcome to this Amazing 4 bedroom Oasis home with Modern upgrades in Cutler Bay!. This r...	4 beds \| 3 baths \| 1,670 sq.ft.	$815,000	Airbnb cash on cash: 5.52% Traditional cash on cash: 2.25% Airbnb Rental Income: $7478 Traditional Rental Income: $3558 Airbnb ROI: 5.52% Traditional ROI: 2.25%
8000 SW 184th St Cutler Bay, FL Development opportunity in Cutler Bay to build up to 6 homes next to Palmer Trinity Privat...	3 beds \| 2 baths \| 1,709 sq.ft.	$3,000,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 0.4% Airbnb Rental Income: $3606 Traditional Rental Income: $4245 Airbnb ROI: -0.11% Traditional ROI: 0.4%
19310 Christmas Rd Cutler Bay, FL This NON HOA fully remodeled 3-bed home near Whispering Pines features an open layout, wh...	3 beds \| 1 baths \| 1,125 sq.ft.	$550,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 2.19% Airbnb Rental Income: $3606 Traditional Rental Income: $2573 Airbnb ROI: 2.66% Traditional ROI: 2.19%
9400 Caribbean Blvd Cutler Bay, FL Cutler Bay beautiful property Do not miss this opportunity excellent location in Caribbean...	4 beds \| 2 baths \| 1,720 sq.ft.	$727,000	Airbnb cash on cash: 6.47% Traditional cash on cash: 2.7% Airbnb Rental Income: $7478 Traditional Rental Income: $3485 Airbnb ROI: 6.47% Traditional ROI: 2.7%
9111 SW 227th Ter Cutler Bay, FL Resort Style Living! Beautiful 3 Beds/2.5 Baths/2 Car Garage home in the Tides gated commu...	3 beds \| 3 baths \| 1,968 sq.ft.	$519,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 3.6% Airbnb Rental Income: $3606 Traditional Rental Income: $3360 Airbnb ROI: 2.48% Traditional ROI: 3.6%
9409 SW 225th St Cutler Bay, FL Beautiful home located in the desirable Enclave at Lake by the Bay. Bright and airy with a...	4 beds \| 3 baths \| 2,429 sq.ft.	$645,000	Airbnb cash on cash: 7.39% Traditional cash on cash: 4.15% Airbnb Rental Income: $7478 Traditional Rental Income: $4096 Airbnb ROI: 7.39% Traditional ROI: 4.15%
7905 SW 195th St Cutler Bay, FL We're pleased to present the Magnificent opportunity to acquire a Rare gem property in a h...	5 beds \| 4 baths \| 4,717 sq.ft.	$1,450,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 2.09% Airbnb Rental Income: $10654 Traditional Rental Income: $5453 Airbnb ROI: 4.49% Traditional ROI: 2.09%
19363 SW 79th Ave Cutler Bay, FL Exquisite Lakeside Living in South Floridaâs Prestigious Gated Community Step into t...	5 beds \| 4 baths \| 4,717 sq.ft.	$1,320,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 1.6% Airbnb Rental Income: $10654 Traditional Rental Income: $5716 Airbnb ROI: 4.03% Traditional ROI: 1.6%
8101 SW 203rd St Cutler Bay, FL Discover your dream tropical oasis! Enjoy stunning sunsets from this lakefront 5-bedroom, ...	5 beds \| 3 baths \| 2,445 sq.ft.	$950,000	Airbnb cash on cash: 7.92% Traditional cash on cash: 3.49% Airbnb Rental Income: $10654 Traditional Rental Income: $4774 Airbnb ROI: 7.92% Traditional ROI: 3.49%
21052 SW 97th PL Cutler Bay, FL Unapproved Short-Sale currently negotiating with Lender.	4 beds \| 2 baths \| 1,369 sq.ft.	$560,000	Airbnb cash on cash: 9.27% Traditional cash on cash: -0.86% Airbnb Rental Income: $7478 Traditional Rental Income: $744 Airbnb ROI: 9.27% Traditional ROI: -0.86%
19930 Coral Sea Rd Cutler Bay, FL This beautiful, HOA free home is ready for a new owner...In preparation for sale, it has b...	4 beds \| 2 baths \| 1,344 sq.ft.	$614,999	Airbnb cash on cash: 8.2% Traditional cash on cash: 3.36% Airbnb Rental Income: $7478 Traditional Rental Income: $3265 Airbnb ROI: 8.2% Traditional ROI: 3.36%
21483 SW 91st Ave Cutler Bay, FL $10,000 SELLER'S CREDIT FOR BUYER'S CLOSING COST WITH FULL PRICE OFFER AT CLOSING Welcome...	3 beds \| 2 baths \| 1,561 sq.ft.	$579,900	Airbnb cash on cash: 2.82% Traditional cash on cash: 3.81% Airbnb Rental Income: $3606 Traditional Rental Income: $3353 Airbnb ROI: 2.82% Traditional ROI: 3.81%
8773 SW 220th Ln Cutler Bay, FL Welcome to your dream home in the gated Isle of Bayshore at Lakes by the Bay! This beautif...	5 beds \| 3 baths \| 2,711 sq.ft.	$749,900	Airbnb cash on cash: 9.5% Traditional cash on cash: 3.2% Airbnb Rental Income: $10654 Traditional Rental Income: $4282 Airbnb ROI: 9.5% Traditional ROI: 3.2%
9341 Marine Dr Cutler Bay, FL *OWNER MOTIVATED BRING YOUR OFFERS*SINGLE FAMILY HOME IN THE SOUGHT AFTER CUTLER BAY. ...	4 beds \| 3 baths \| 1,559 sq.ft.	$599,000	Airbnb cash on cash: 8.78% Traditional cash on cash: 6.06% Airbnb Rental Income: $7478 Traditional Rental Income: $4519 Airbnb ROI: 8.78% Traditional ROI: 6.06%
8144 SW 206th Ter Cutler Bay, FL WELL-MAINTAINED AND SPACIOUS SINGLE-FAMILY HOME IN POPULAR "SAGA BAY" FEATURING 3 BEDROOMS...	3 beds \| 2 baths \| 1,757 sq.ft.	$619,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 4.67% Airbnb Rental Income: $3606 Traditional Rental Income: $3635 Airbnb ROI: 3.26% Traditional ROI: 4.67%
18835 SW 76th Ct Cutler Bay, FL Owner Financing available with 20% down at 5.5% amortized over 30 years. Experience unpara...	5 beds \| 4 baths \| 4,717 sq.ft.	$1,375,654	Airbnb cash on cash: 4.46% Traditional cash on cash: 1.94% Airbnb Rental Income: $10654 Traditional Rental Income: $5475 Airbnb ROI: 4.46% Traditional ROI: 1.94%
19700 Franjo Cutler Bay, FL Experience the ultimate South Florida lifestyle on this expansive corner lot paradise! Enj...	3 beds \| 2 baths \| 1,299 sq.ft.	$737,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 2.91% Airbnb Rental Income: $3606 Traditional Rental Income: $3516 Airbnb ROI: 1.89% Traditional ROI: 2.91%
18745 SW 99th Rd Cutler Bay, FL Lovingly maintained 4-bedroom, 2-bath home with a spacious layout and abundant natural lig...	4 beds \| 2 baths \| 1,957 sq.ft.	$699,000	Airbnb cash on cash: 7.73% Traditional cash on cash: 5.15% Airbnb Rental Income: $7478 Traditional Rental Income: $4360 Airbnb ROI: 7.73% Traditional ROI: 5.15%
10255 SW 184th St Cutler Bay, FL Great located home. Close to main ways. Desirable area.	3 beds \| 2 baths \| 1,500 sq.ft.	$550,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 4.35% Airbnb Rental Income: $3606 Traditional Rental Income: $3292 Airbnb ROI: 3.42% Traditional ROI: 4.35%
20620 Anchor Rd Cutler Bay, FL Charming 4-bed, 2-bath home with a spacious layout and lush backyard! Interior features in...	4 beds \| 2 baths \| 1,586 sq.ft.	$575,000	Airbnb cash on cash: 9.82% Traditional cash on cash: 5.34% Airbnb Rental Income: $7478 Traditional Rental Income: $3638 Airbnb ROI: 9.82% Traditional ROI: 5.34%
7582 SW 191st St Cutler Bay, FL Experience upscale living in this beautiful 5-bed, 4-bath home located in the exclusive, C...	5 beds \| 4 baths \| 3,945 sq.ft.	$920,000	Airbnb cash on cash: 7.15% Traditional cash on cash: 3.27% Airbnb Rental Income: $10654 Traditional Rental Income: $5370 Airbnb ROI: 7.15% Traditional ROI: 3.27%
7564 SW 190th St Cutler Bay, FL PRICE REDUCED! MAKE IT YOURS TODAY! Live in the gated community of Cutler Cay in your cont...	4 beds \| 3 baths \| 2,496 sq.ft.	$825,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 1.82% Airbnb Rental Income: $7478 Traditional Rental Income: $4084 Airbnb ROI: 4.37% Traditional ROI: 1.82%
9029 SW 214th St Cutler Bay, FL Great home, great neighborhood. Home has hurricane impact windows and doors. New AC and ne...	4 beds \| 2 baths \| 2,057 sq.ft.	$619,999	Airbnb cash on cash: 7.71% Traditional cash on cash: 4.63% Airbnb Rental Income: $7478 Traditional Rental Income: $4257 Airbnb ROI: 7.71% Traditional ROI: 4.63%
9299 Jamaica Dr Cutler Bay, FL Fixer upper SPECIAL! Welcome to sought out neighborhood of Cutler Bay! This is the perfect...	4 beds \| 2 baths \| 2,682 sq.ft.	$610,000	Airbnb cash on cash: 8.92% Traditional cash on cash: 6.31% Airbnb Rental Income: $7478 Traditional Rental Income: $4558 Airbnb ROI: 8.92% Traditional ROI: 6.31%
9951 SW 218th Ter Cutler Bay, FL Beautiful corner home in the desirable community of Lakes by the Bay in Cutler Bay. This ...	3 beds \| 2 baths \| 1,425 sq.ft.	$525,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 4.63% Airbnb Rental Income: $3606 Traditional Rental Income: $3242 Airbnb ROI: 3.76% Traditional ROI: 4.63%

Your search for investment property begins and ends here

Single Family Homes for Sale in Cutler Bay, FL

22747 SW 93rd Ct

Cutler Bay, FL

3 beds | 2 baths | 1,580 sq.ft.

$549,000

Airbnb cash on cash: 2.98%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $3606

Traditional Rental Income: $3280

Airbnb ROI: 2.98%

Traditional ROI: 3.88%

21053 SW 88th Pl

Cutler Bay, FL

3 beds | 2 baths | 2,128 sq.ft.

$695,000

Airbnb cash on cash: 2.34%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $3606

Traditional Rental Income: $3615

Airbnb ROI: 2.34%

Traditional ROI: 3.57%

19540 Christmas Rd

Cutler Bay, FL

3 beds | 2 baths | 1,234 sq.ft.

$619,999

Airbnb cash on cash: 2.4%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $3606

Traditional Rental Income: $3411

Airbnb ROI: 2.4%

Traditional ROI: 3.43%

8859 SW 223rd Ter

Cutler Bay, FL

3 beds | 2 baths | 1,876 sq.ft.

$612,000

Airbnb cash on cash: 2.74%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $3606

Traditional Rental Income: $3431

Airbnb ROI: 2.74%

Traditional ROI: 3.81%

7408 SW 189th St

Cutler Bay, FL

5 beds | 4 baths | 3,399 sq.ft.

$1,300,000

Airbnb cash on cash: 4.29%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $10654

Traditional Rental Income: $6907

Airbnb ROI: 4.29%

Traditional ROI: 2.82%

7666 SW 193rd Ln

Cutler Bay, FL

4 beds | 3 baths | 2,723 sq.ft.

$815,000

Airbnb cash on cash: 4.59%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $7478

Traditional Rental Income: $4206

Airbnb ROI: 4.59%

Traditional ROI: 2.17%

9985 Marlin Road

Cutler Bay, FL

3 beds | 2 baths | 2,616 sq.ft.

$750,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: 4.92%

Airbnb Rental Income: $3606

Traditional Rental Income: $5095

Airbnb ROI: 1.66%

Traditional ROI: 4.92%

9849 SW 222nd Terrace

Cutler Bay, FL

4 beds | 3 baths | 1,946 sq.ft.

$575,000

Airbnb cash on cash: 8.45%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $7478

Traditional Rental Income: $4047

Airbnb ROI: 8.45%