Cutler Bay Homes for Sale under $300K

39 listings
22921 SW 88th Pl # 304, Cutler Bay, FL 33190
131 Days on Market

Condo for Sale

$299,900

3 bd · 2 ba · 1,264 sqft

22921 SW 88th Pl # 304, Cutler Bay, FL 33190

The Courts at Bayshore

Listing
Newly Listed

Condo for Sale

$299,000

2 bd · 2 ba · 991 sqft

CUTLER LAKES

8260 SW 210th St # 220, Cutler Bay, FL 33189
977 Days on Market

Condo for Sale

$295,000

2 bd · 2 ba · 980 sqft

8260 SW 210th St # 220, Cutler Bay, FL 33189

Saga Bay

22551 SW 88th Pl # 203-1, Cutler Bay, FL 33190
Newly Listed

Condo for Sale

$290,000

2 bd · 2 ba · 817 sqft

22551 SW 88th Pl # 203-1, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

22441 SW 88th Pl # 202-5, Cutler Bay, FL 33190
85 Days on Market

Condo for Sale

$289,999

2 bd · 2 ba · 817 sqft

22441 SW 88th Pl # 202-5, Cutler Bay, FL 33190

The Courts at Bayshore II

22541 SW 88th Pl # 105-6, Cutler Bay, FL 33190
87 Days on Market

Condo for Sale

$285,000

2 bd · 2 ba · 817 sqft

22541 SW 88th Pl # 105-6, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

22901 SW 88th Pl # 205, Cutler Bay, FL 33190
198 Days on Market

Condo for Sale

$285,000

2 bd · 2 ba · 809 sqft

22901 SW 88th Pl # 205, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

22621 SW 88th Pl # 302-8, Cutler Bay, FL 33190
232 Days on Market

Condo for Sale

$280,000

2 bd · 2 ba · 817 sqft

22621 SW 88th Pl # 302-8, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

22621 SW 88th Pl # 202-8, Cutler Bay, FL 33190
Newly Listed

Condo for Sale

$279,000

2 bd · 2 ba · 817 sqft

22621 SW 88th Pl # 202-8, Cutler Bay, FL 33190

The Courts at Bayshore II

22731 SW 88th Pl # 303, Cutler Bay, FL 33190
24 Days on Market

Condo for Sale

$272,000

2 bd · 2 ba · 817 sqft

22731 SW 88th Pl # 303, Cutler Bay, FL 33190

THE COURTS

22801 SW 88th Pl # 202, Cutler Bay, FL 33190
83 Days on Market

Condo for Sale

$269,000

2 bd · 2 ba · 817 sqft

22801 SW 88th Pl # 202, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

8670 SW 212th St # 108, Cutler Bay, FL 33189
285 Days on Market

Condo for Sale

$265,000

2 bd · 2 ba · 1,113 sqft

8670 SW 212th St # 108, Cutler Bay, FL 33189

LE CLUB

8660 SW 212th St # 111, Cutler Bay, FL 33189
Newly Listed

Condo for Sale

$265,000

2 bd · 2 ba · 1,123 sqft

8660 SW 212th St # 111, Cutler Bay, FL 33189

Le Club At Old Cutler

8670 SW 212th St # 105, Cutler Bay, FL 33189
26 Days on Market

Condo for Sale

$265,000

2 bd · 2 ba · 1,113 sqft

8670 SW 212th St # 105, Cutler Bay, FL 33189

LE CLUB

22801 SW 88th Pl # 203, Cutler Bay, FL 33190
56 Days on Market

Condo for Sale

$260,000

2 bd · 2 ba · 817 sqft

22801 SW 88th Pl # 203, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

22831 SW 88th Pl # 303, Cutler Bay, FL 33190
Newly Listed

Condo for Sale

$255,000

2 bd · 2 ba · 817 sqft

22831 SW 88th Pl # 303, Cutler Bay, FL 33190

THE COURT AT BAY SHORE

8560 SW 212th St # 203, Cutler Bay, FL 33189
Newly Listed

Condo for Sale

$250,000

2 bd · 2 ba · 1,113 sqft

8560 SW 212th St # 203, Cutler Bay, FL 33189

Le Club At Old Cutler

20930 SW 87th Ave # 207, Cutler Bay, FL 33189
25 Days on Market

Condo for Sale

$244,900

1 bd · 1 ba · 746 sqft

20930 SW 87th Ave # 207, Cutler Bay, FL 33189

GALLOWAY LAKEFRONT CONDO

8500 SW 212th St # 309, Cutler Bay, FL 33189
36 Days on Market

Condo for Sale

$240,000

2 bd · 2 ba · 1,113 sqft

8500 SW 212th St # 309, Cutler Bay, FL 33189

LE CLUB AT OLD CUTLER

8200 SW 210th St # 111, Cutler Bay, FL 33189
60 Days on Market

Condo for Sale

$236,900

2 bd · 2 ba · 980 sqft

8200 SW 210th St # 111, Cutler Bay, FL 33189

Saga Bay Gardens

21121 SW 85th Ave # 117, Cutler Bay, FL 33189
147 Days on Market

Condo for Sale

$235,000

1 bd · 2 ba · 806 sqft

21121 SW 85th Ave # 117, Cutler Bay, FL 33189

Cove Condo

11060 SW 196th St # 103, Cutler Bay, FL 33157
313 Days on Market

Condo for Sale

$232,499

2 bd · 2 ba · 809 sqft

11060 SW 196th St # 103, Cutler Bay, FL 33157

PARADISE POINTE CONDO

11040 SW 196th St # 211, Cutler Bay, FL 33157
351 Days on Market

Condo for Sale

$232,499

2 bd · 2 ba · 809 sqft

11040 SW 196th St # 211, Cutler Bay, FL 33157

PARADISE POINTE CONDO

8260 SW 210th St # 210, Cutler Bay, FL 33189
177 Days on Market

Condo for Sale

$230,000

2 bd · 2 ba · 980 sqft

8260 SW 210th St # 210, Cutler Bay, FL 33189

Saga Bay Gardens

Talk to a local agent

Looking at Cutler Bay Homes for Sale under $300K?

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 39 active listings here. MLS inventory updated October 12, 2026.

Homes for Sale under $300K 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 $300K 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.

Cutler Bay Market Snapshot

499
Homes sold, last 12 months
$585K
Median sale price
46 days
Median time on market

Frequently Asked Questions

What can I realistically buy in Cutler Bay under $300K?

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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