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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
22747 SW 93rd CtCutler Bay, FLCHARMING 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%
|
21053 SW 88th PlCutler Bay, FLBeautifully 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%
|
22931 SW 88th Pl #104Cutler Bay, FLBeautifully maintained 2-bedroom, 2-bathroom condo in the desirable community of The Court... |
2 beds | 2 baths | 809 sq.ft. |
$276,000 |
Airbnb cash on cash: 4.31%
|
19540 Christmas RdCutler Bay, FLBeautifully 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%
|
22831 SW 88th Pl #301Cutler Bay, FLThis 3-bedroom, 2-bath condo offers a spacious and practical layout |
3 beds | 2 baths | 1,264 sq.ft. |
$390,000 |
Airbnb cash on cash: 3.94%
|
10350 SW 220th St #142Cutler Bay, FLDiscover an excellent opportunity in Cutler Bay with this spacious condo. Perfect for inve... |
2 beds | 2 baths | 940 sq.ft. |
$230,000 |
Airbnb cash on cash: 5.32%
|
9011 SW 227th St #3Cutler Bay, FLWelcome 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%
|
8859 SW 223rd TerCutler Bay, FLWelcome 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%
|
7408 SW 189th StCutler 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%
|
7666 SW 193rd LnCutler Bay, FLExperience 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%
|
9985 Marlin RoadCutler Bay, FLBeautiful 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%
|
9849 SW 222nd TerraceCutler Bay, FL
|
4 beds | 3 baths | 1,946 sq.ft. |
$575,000 |
Airbnb cash on cash: 8.45%
|
8880 SW 229th StCutler Bay, FLStunning 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%
|
8897 SW 229th StCutler Bay, FLLook 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%
|
9916 SW 218th TerCutler Bay, FLWelcome 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%
|
8200 SW 210th St #111Cutler Bay, FLWelcome to your new home!! This spacious 2 bedrooms 2bathrooms apartment features a balcon... |
2 beds | 2 baths | 980 sq.ft. |
$263,900 |
Airbnb cash on cash: 4.16%
|
18712 SW 100th Ave #18712Cutler Bay, FLStunning 2-Bed, 2.5-Bath Corner Unit â Move-In Ready! This beautifully maintained corner... |
2 beds | 3 baths | 1,100 sq.ft. |
$330,000 |
Airbnb cash on cash: 3.85%
|
22541 SW 88th Pl #304-6Cutler Bay, FLBeautifully updated and spacious 3 Bedroom, 2 Bath Condo located in the desirable Courts a... |
3 beds | 2 baths | 1,264 sq.ft. |
$359,000 |
Airbnb cash on cash: 4.52%
|
22901 SW 88th Pl #101Cutler Bay, FLBeautiful 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%
|
8480 Caribbean BlvdCutler Bay, FLDRASTIC 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%
|
8701 SW 191st StCutler Bay, FLTHIS 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%
|
22731 SW 88th Pl #303Cutler Bay, FLPrice 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%
|
22773 SW 88th PathCutler Bay, FLCOMPLETELY 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%
|
8950 SW 197th StCutler Bay, FLYour 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%
|
11060 SW 196th St #214Cutler Bay, FLINVESTORS: *CORNER* UNIT CURRENTLY RENTED TO TENANTS THRU JAN. 2026. 2-BED/2-FULL BATHS IN... |
2 beds | 2 baths | 809 sq.ft. |
$239,000 |
Airbnb cash on cash: 2.25%
|
19600 Gulfstream RdCutler Bay, FLWelcome 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%
|
8000 SW 184th StCutler Bay, FLDevelopment 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%
|
19310 Christmas RdCutler Bay, FLThis 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%
|
9400 Caribbean BlvdCutler Bay, FLCutler 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%
|
9111 SW 227th TerCutler Bay, FLResort 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%
|
9409 SW 225th StCutler Bay, FLBeautiful 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%
|
7905 SW 195th StCutler Bay, FLWe'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%
|
19363 SW 79th AveCutler 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%
|
8660 SW 212th St #101Cutler Bay, FLLight-filled 2BD/2BA ground-floor condo in desirable Cutler Bay! This well-maintained un... |
2 beds | 2 baths | 1,123 sq.ft. |
$285,500 |
Airbnb cash on cash: 4.48%
|
9241 SW 204th TerCutler Bay, FLFantastic investor opportunity in the town of Cutler Bay! Two newly updated duplex style u... |
5 beds | 4 baths | 2,272 sq.ft. |
$930,000 |
Airbnb cash on cash: 0.63%
|
8101 SW 203rd StCutler Bay, FLDiscover 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%
|
21052 SW 97th PLCutler Bay, FLUnapproved Short-Sale currently negotiating with Lender. |
4 beds | 2 baths | 1,369 sq.ft. |
$560,000 |
Airbnb cash on cash: 9.27%
|
19930 Coral Sea RdCutler Bay, FLThis 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%
|
21483 SW 91st AveCutler 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%
|
8773 SW 220th LnCutler Bay, FLWelcome 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%
|
Real Estate investment in Cutler-bay, FL
There are 145 properties for sale in the city of Cutler Bay . The median list price in Cutler Bay is $599,000 and the average price per square foot is $333. In September 2025, the average monthly cash on cash return in Cutler Bay is 4.00%. The average monthly rental income in Cutler Bay is $3,407.