Cutler Bay Homes for Sale under $500K

97 listings
9064 SW 215th Ter, Cutler Bay, FL 33189
Newly Listed

House for Sale

$499,000

3 bd · 2 ba · 1,561 sqft

9064 SW 215th Ter, Cutler Bay, FL 33189

Lakes By The Bay Sec 8

20721 SW 103rd Ct, Cutler Bay, FL 33189
Newly Listed

House for Sale

$499,000

3 bd · 2 ba · 1,185 sqft

20721 SW 103rd Ct, Cutler Bay, FL 33189

CUTLER CREEK CLUB SEC 2 A

10340 SW 207th St, Cutler Bay, FL 33189
23 Days on Market

House for Sale

$495,000

2 bd · 2 ba · 1,050 sqft

10340 SW 207th St, Cutler Bay, FL 33189

CUTLER CREEK WEST

10031 SW 223rd Terrace, Cutler Bay, FL 33190
72 Days on Market

House for Sale

$490,000

3 bd · 2 ba · 1,166 sqft

10031 SW 223rd Terrace, Cutler Bay, FL 33190

22226 SW 98th Pl, Cutler Bay, FL 33190
178 Days on Market

House for Sale

$490,000

3 bd · 2 ba · 1,369 sqft

22226 SW 98th Pl, Cutler Bay, FL 33190

LAKES BY THE BAY SEC 5

22578 SW 89th Pl, Cutler Bay, FL 33190
Newly Listed

Townhome for Sale

$485,000

3 bd · 3 ba · 1,526 sqft

22578 SW 89th Pl, Cutler Bay, FL 33190

THE COVE

10024 SW 222nd St, Cutler Bay, FL 33190
Newly Listed

House for Sale

$479,000

3 bd · 2 ba · 1,248 sqft

10024 SW 222nd St, Cutler Bay, FL 33190

LAKES BY THE BAY SEC 6

9030 SW 203rd Ter, Cutler Bay, FL 33189
9 Days on Market

Townhome for Sale

$475,000

3 bd · 3 ba · 1,934 sqft

9030 SW 203rd Ter, Cutler Bay, FL 33189

Old Cutler Cove

21470 SW 85th Path, Cutler Bay, FL 33189
227 Days on Market

Townhome for Sale

$470,000

3 bd · 3 ba · 1,504 sqft

21470 SW 85th Path, Cutler Bay, FL 33189

Santa Barbara

20816 SW 103rd Pl, Cutler Bay, FL 33189
Newly Listed

Townhome for Sale

$455,000

3 bd · 2 ba · 1,225 sqft

20816 SW 103rd Pl, Cutler Bay, FL 33189

Cutler Ridge

22067 SW 88th Path, Cutler Bay, FL 33190
Newly Listed

Townhome for Sale

$455,000

3 bd · 3 ba · 1,705 sqft

22067 SW 88th Path, Cutler Bay, FL 33190

LAKES BY THE BAY JAY

21943 SW 88th Path, Cutler Bay, FL 33190
22 Days on Market

Townhome for Sale

$455,000

3 bd · 3 ba · 1,705 sqft

21943 SW 88th Path, Cutler Bay, FL 33190

LAKES BY THE BAY JAY

9928 SW 228th Terrace, Cutler Bay, FL 33190
Newly Listed

Townhome for Sale

$450,000

3 bd · 3 ba ·

9928 SW 228th Terrace, Cutler Bay, FL 33190

ENCLAVE

8402 SW 208th St, Cutler Bay, FL 33189
Newly Listed

Townhome for Sale

$450,000

3 bd · 3 ba · 1,601 sqft

8402 SW 208th St, Cutler Bay, FL 33189

Saga Bay Townhouses

22412 SW 89th Ave, Cutler Bay, FL 33190
Newly Listed

Townhome for Sale

$449,900

3 bd · 3 ba · 1,747 sqft

22412 SW 89th Ave, Cutler Bay, FL 33190

LAKES BY THE BAY

9045 SW 203rd Ter, Cutler Bay, FL 33189
17 Days on Market

Townhome for Sale

$440,000

3 bd · 3 ba · 1,598 sqft

9045 SW 203rd Ter, Cutler Bay, FL 33189

OLD CUTLER COVE

22018 SW 93rd Pl, Cutler Bay, FL 33190
Newly Listed

Townhome for Sale

$435,000

3 bd · 3 ba · 1,562 sqft

22018 SW 93rd Pl, Cutler Bay, FL 33190

LAKES BY THE BAY CEE

Listing
376 Days on Market

Townhome for Sale

$430,000

4 bd · 3 ba · 1,712 sqft

Lakes By The Bay

9051 SW 227th St # 11, Cutler Bay, FL 33190
Newly Listed

Townhome for Sale

$430,000

3 bd · 3 ba · 1,542 sqft

9051 SW 227th St # 11, Cutler Bay, FL 33190

Isles at Bayshore

8570 SW 214th Way # ., Cutler Bay, FL 33189
Newly Listed

Townhome for Sale

$429,900

3 bd · 3 ba · 1,504 sqft

8570 SW 214th Way # ., Cutler Bay, FL 33189

SANTA BARBARA

8525 SW 214th Ter, Cutler Bay, FL 33189
307 Days on Market

Townhome for Sale

$425,000

3 bd · 2 ba · 1,295 sqft

8525 SW 214th Ter, Cutler Bay, FL 33189

Santa Barbara

9267 SW 220th Ter, Cutler Bay, FL 33190
14 Days on Market

Townhome for Sale

$420,000

3 bd · 3 ba · 1,562 sqft

9267 SW 220th Ter, Cutler Bay, FL 33190

LAKES BY THE BAY CEE

21474 SW 85th Path, Cutler Bay, FL 33189
Newly Listed

Townhome for Sale

$419,000

3 bd · 3 ba · 1,295 sqft

21474 SW 85th Path, Cutler Bay, FL 33189

SANTA BARBARA

20801 SW 83rd Ave, Cutler Bay, FL 33189
113 Days on Market

Townhome for Sale

$414,000

3 bd · 3 ba · 1,293 sqft

20801 SW 83rd Ave, Cutler Bay, FL 33189

SAGA BAY TOWNHOMES

Talk to a local agent

Looking at Cutler Bay Homes for Sale under $500K?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Cutler Bay, updated continuously. Florida Lux Real Estate currently tracks 97 active listings here. MLS inventory updated October 11, 2026.

Homes for Sale under $500K in Cutler Bay: What to Know Before You Search

Cutler Bay is South Dade's value proposition — an incorporated town of gated communities and lakefront subdivisions where newer single-family homes come in well under the urban core, with the Southland corridor bringing in retail and jobs.

Setting the ceiling at $500K turns Cutler Bay into a value hunt — and the value tends to hide in specific corners: an older building whose fees undersell its address, a property type the market keeps overlooking, a block just off the prime grid. Known for newer gated communities at South Dade's most reachable prices, Cutler Bay always has an under-the-radar pocket, and this page keeps every listing beneath the cap in one place so none of it slips past you.

Frequently Asked Questions

What can I realistically buy in Cutler Bay under $500K?

The honest inventory is right here, updated continuously, and the mix shifts month to month. As a rule of thumb condos stretch a capped budget furthest, townhomes buy the most space, and houses under a ceiling trade quickest. We'll tell you candidly which listings are priced low for a reason.

What costs sit beyond the price in Cutler Bay?

Budget association dues on condos and townhomes, insurance that shifts with roof age and flood zone, and buyer closing costs of roughly two to three percent. We build a true monthly-cost sheet for any listing before you offer, so your ceiling still holds after closing.

How do I arrange a showing in Cutler Bay?

Each listing on this page carries an inquiry form that goes straight to our brokerage — or reach us at +1 786-370-8570. We schedule private tours to fit your calendar and run live video walkthroughs for buyers relocating from out of state, with no obligation attached.

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