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.

Investment Property for Sale in Cutler Bay, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8560 Cutler Ct Cutler Bay, FL Beautiful spacious home located right middle of the cold sack. surrounded by trees a nice ...	5 beds \| 3 baths \| 2,136 sq.ft.	$1,000,000	Airbnb cash on cash: 7.07% Traditional cash on cash: 2.34% Airbnb Rental Income: $10654 Traditional Rental Income: $4292 Airbnb ROI: 7.07% Traditional ROI: 2.34%
9829 SW 221st St Cutler Bay, FL Welcome to your cozy haven in beautiful Cutler Bay! This charming 4-bed, 2-bath home is pe...	4 beds \| 2 baths \| 1,413 sq.ft.	$510,500	Airbnb cash on cash: 9.73% Traditional cash on cash: 4.24% Airbnb Rental Income: $7478 Traditional Rental Income: $3420 Airbnb ROI: 9.73% Traditional ROI: 4.24%
9011 SW 227th St #3 Cutler Bay, FL Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirabl...	3 beds \| 3 baths \| 1,692 sq.ft.	$425,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 4% Airbnb Rental Income: $3606 Traditional Rental Income: $3073 Airbnb ROI: 3.35% Traditional ROI: 4%
7408 SW 189th St Cutler Bay, FL Experience modern luxury in this fully renovated 5-bed, 4-bath home located in one of Sout...	5 beds \| 4 baths \| 3,399 sq.ft.	$1,299,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 2.82% Airbnb Rental Income: $10654 Traditional Rental Income: $6907 Airbnb ROI: 4.3% Traditional ROI: 2.82%
7666 SW 193rd Ln Cutler Bay, FL MOTIVATED SELLER: PRICE REDUCTION! This incredible 4BR/3.5BA home located in Cutler Cay ha...	4 beds \| 3 baths \| 2,723 sq.ft.	$805,000	Airbnb cash on cash: 4.66% Traditional cash on cash: 2.21% Airbnb Rental Income: $7478 Traditional Rental Income: $4206 Airbnb ROI: 4.66% Traditional ROI: 2.21%
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.	$699,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 5.34% Airbnb Rental Income: $3606 Traditional Rental Income: $5095 Airbnb ROI: 1.85% Traditional ROI: 5.34%
10241 Dominican Dr Cutler Bay, FL Welcome to this stunning 3-bedroom, 2-bathroom home perfectly blending modern upgrades wit...	3 beds \| 2 baths \| 1,469 sq.ft.	$610,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 3.84% Airbnb Rental Income: $3606 Traditional Rental Income: $3675 Airbnb ROI: 2.33% Traditional ROI: 3.84%
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%
21310 Old Cutler Rd Cutler Bay, FL Unique opportunity on Old Cutler Rd! This beautiful 3-bedroom, 2-bath home offers comfort,...	2 beds \| 1 baths \| 1,259 sq.ft.	$524,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 2.78% Airbnb Rental Income: $2952 Traditional Rental Income: $2557 Airbnb ROI: 2.2% Traditional ROI: 2.78%
22541 SW 88th Pl #304-6 Cutler Bay, FL Beautifully updated and spacious 3 Bedroom, 2 Bath Condo located in the desirable Courts a...	3 beds \| 2 baths \| 1,264 sq.ft.	$339,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 5.51% Airbnb Rental Income: $3606 Traditional Rental Income: $3030 Airbnb ROI: 4.84% Traditional ROI: 5.51%
22901 SW 88th Pl #101 Cutler Bay, FL Beautiful Turnkey Condo in Prime Location! Step into this fully remodeled gem featuring a...	3 beds \| 2 baths \| 1,018 sq.ft.	$315,000	Airbnb cash on cash: 4.64% Traditional cash on cash: 4.39% Airbnb Rental Income: $3606 Traditional Rental Income: $2741 Airbnb ROI: 4.64% Traditional ROI: 4.39%
18690 Belview Dr Cutler Bay, FL Welcome to your new home! This inviting property offers a desirable split floor plan and a...	4 beds \| 2 baths \| 2,036 sq.ft.	$600,000	Airbnb cash on cash: 9% Traditional cash on cash: 5.35% Airbnb Rental Income: $7478 Traditional Rental Income: $4000 Airbnb ROI: 9% Traditional ROI: 5.35%
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.	$715,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 2.52% Airbnb Rental Income: $3606 Traditional Rental Income: $3864 Airbnb ROI: 0.95% Traditional ROI: 2.52%
8780 SW 200th St Cutler Bay, FL Gorgeous 4-bedroom, 3-bath single-family home on a quiet street with great neighbors in on...	4 beds \| 3 baths \| 1,587 sq.ft.	$750,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 3.91% Airbnb Rental Income: $7478 Traditional Rental Income: $4211 Airbnb ROI: 6.53% Traditional ROI: 3.91%
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%
22731 SW 88th Pl #303 Cutler Bay, FL Price Reduced!!! Come live in beautiful Isles at Bayshore! The Courts at Bayshore is a con...	2 beds \| 2 baths \| 817 sq.ft.	$295,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 3.92% Airbnb Rental Income: $2952 Traditional Rental Income: $2455 Airbnb ROI: 3.26% Traditional ROI: 3.92%
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%
11060 SW 196th St #214 Cutler Bay, FL INVESTORS ONLY - 20% DOWN REQUIRED OR CASH BUYERS - CORNER UNIT CURRENTLY RENTED TO TENA...	2 beds \| 2 baths \| 809 sq.ft.	$239,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 2.65% Airbnb Rental Income: $2952 Traditional Rental Income: $2363 Airbnb ROI: 2.25% Traditional ROI: 2.65%
19771 SW 84th Ave Cutler Bay, FL Charming property with 4-bedroom, 3-bath residence located in one of Cutler Bayâs most d...	4 beds \| 2 baths \| 1,887 sq.ft.	$819,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 2.59% Airbnb Rental Income: $7478 Traditional Rental Income: $3734 Airbnb ROI: 5.62% Traditional ROI: 2.59%
9420 Dominican Dr Cutler Bay, FL Modern & Fully Renovated Home in Cutler Bay Step into this light-filled 4 bedroom / 2 bat...	3 beds \| 2 baths \| 1,425 sq.ft.	$670,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 3.38% Airbnb Rental Income: $3606 Traditional Rental Income: $3656 Airbnb ROI: 2.04% Traditional ROI: 3.38%
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%
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%
8660 SW 212th St #101 Cutler Bay, FL Light-filled 2BD/2BA ground-floor condo in desirable Cutler Bay!Â This well-maintained un...	2 beds \| 2 baths \| 1,123 sq.ft.	$285,500	Airbnb cash on cash: 4.48% Traditional cash on cash: 5.66% Airbnb Rental Income: $2952 Traditional Rental Income: $2590 Airbnb ROI: 4.48% Traditional ROI: 5.66%
9241 SW 204th Ter Cutler Bay, FL Fantastic investor opportunity in the town of Cutler Bay! Two newly updated duplex style u...	5 beds \| 4 baths \| 2,272 sq.ft.	$850,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 0.16% Airbnb Rental Income: $2952 Traditional Rental Income: $1783 Airbnb ROI: 0.78% Traditional ROI: 0.16%
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%
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%
9620 Jamaica Dr Cutler Bay, FL This beautifully renovated 4-bedroom, 2-bath home offers the perfect blend of style, comfo...	4 beds \| 2 baths \| 1,344 sq.ft.	$640,000	Airbnb cash on cash: 7.98% Traditional cash on cash: 4.17% Airbnb Rental Income: $7478 Traditional Rental Income: $3767 Airbnb ROI: 7.98% Traditional ROI: 4.17%
8773 SW 220th Ln Cutler Bay, FL Welcome to your dream home in the gated Isle of Bayshore! This updated corner residence fe...	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%
18700 Belmont Dr Cutler Bay, FL Beautiful and spacious 4-bedroom, 2-bath single-family home in Cutler Bay! This charming o...	4 beds \| 2 baths \| 1,384 sq.ft.	$590,000	Airbnb cash on cash: 9.67% Traditional cash on cash: 5.24% Airbnb Rental Income: $7478 Traditional Rental Income: $3602 Airbnb ROI: 9.67% Traditional ROI: 5.24%
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%
22561 SW 88 #301 Cutler Bay, FL Unique Opportunity Spacious 3-bedroom, 2-bath condo in Courts at Bayshore, rented at $...	3 beds \| 2 baths \| 1,264 sq.ft.	$365,000	Airbnb cash on cash: 4.16% Traditional cash on cash: 4.72% Airbnb Rental Income: $3606 Traditional Rental Income: $3007 Airbnb ROI: 4.16% Traditional ROI: 4.72%
22269 SW 103 Ave Cutler Bay, FL NEW ROOF FOR YOUR PEACE OF MIND AND FOR INSURANCE SAVINS 2 Bedroom, 2 Bathroom 2 modern...	2 beds \| 2 baths \| 1,035 sq.ft.	$335,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 5.5% Airbnb Rental Income: $2952 Traditional Rental Income: $2640 Airbnb ROI: 4.33% Traditional ROI: 5.5%
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%
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%
9277 SW 227th St #4-23 Cutler Bay, FL 3 bedroom 2 bathroom condo located in community of The Shores Condo 1. Gated community wit...	3 beds \| 2 baths \| 1,150 sq.ft.	$349,000	Airbnb cash on cash: 4.47% Traditional cash on cash: 4.41% Airbnb Rental Income: $3606 Traditional Rental Income: $2795 Airbnb ROI: 4.47% Traditional ROI: 4.41%
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.	$599,999	Airbnb cash on cash: 8% Traditional cash on cash: 4.81% Airbnb Rental Income: $7478 Traditional Rental Income: $4257 Airbnb ROI: 8% Traditional ROI: 4.81%
21545 SW 87 Court Cutler Bay, FL Wonderful 2 bedroom, 2 bathroom townhome at Lakes by the Bay in Windy Pointe in desirable ...	2 beds \| 2 baths \| 1,172 sq.ft.	$425,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 3.37% Airbnb Rental Income: $2952 Traditional Rental Income: $2550 Airbnb ROI: 2.67% Traditional ROI: 3.37%

Real Estate investment in Cutler-bay, FL

There are 136 properties for sale in the city of Cutler Bay . The median list price in Cutler Bay is $599,999 and the average price per square foot is $338. In October 2025, the average monthly cash on cash return in Cutler Bay is 4.00%. The average monthly rental income in Cutler Bay is $3,486.

Cutler-bay, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 136 investment properties available for sale in Cutler-bay.

In 2025, the best neighborhood to buy investment property is Cutler Bay.

The ROI for Short-Term is higher than the Long-Term in Cutler-bay with average rental income of $3,606.

Your search for investment property begins and ends here

Investment Property for Sale in Cutler Bay, FL

8560 Cutler Ct

Cutler Bay, FL

5 beds | 3 baths | 2,136 sq.ft.

$1,000,000

Airbnb cash on cash: 7.07%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $10654

Traditional Rental Income: $4292

Airbnb ROI: 7.07%

Traditional ROI: 2.34%

9829 SW 221st St

Cutler Bay, FL

4 beds | 2 baths | 1,413 sq.ft.

$510,500

Airbnb cash on cash: 9.73%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $7478

Traditional Rental Income: $3420

Airbnb ROI: 9.73%

Traditional ROI: 4.24%

9011 SW 227th St #3

Cutler Bay, FL

3 beds | 3 baths | 1,692 sq.ft.

$425,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 4%

Airbnb Rental Income: $3606

Traditional Rental Income: $3073

Airbnb ROI: 3.35%

Traditional ROI: 4%

7408 SW 189th St

Cutler Bay, FL

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

$1,299,000

Airbnb cash on cash: 4.3%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $10654

Traditional Rental Income: $6907

Airbnb ROI: 4.3%

Traditional ROI: 2.82%

7666 SW 193rd Ln

Cutler Bay, FL

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

$805,000

Airbnb cash on cash: 4.66%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $7478

Traditional Rental Income: $4206

Airbnb ROI: 4.66%

Traditional ROI: 2.21%

9985 Marlin Road

Cutler Bay, FL

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

$699,000

Airbnb cash on cash: 1.85%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $3606

Traditional Rental Income: $5095

Airbnb ROI: 1.85%

Traditional ROI: 5.34%

10241 Dominican Dr

Cutler Bay, FL

3 beds | 2 baths | 1,469 sq.ft.

$610,000

Airbnb cash on cash: 2.33%

Traditional cash on cash: 3.84%

Airbnb Rental Income: $3606

Traditional Rental Income: $3675

Airbnb ROI: 2.33%

Traditional ROI: 3.84%

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%