Cutler Bay Condos for Sale

52 listings
9143 SW 227th St # 6, Cutler Bay, FL 33190
Newly Listed

Condo for Sale

$350,000

3 bd · 3 ba · 1,523 sqft

9143 SW 227th St # 6, Cutler Bay, FL 33190

THE SHORES CONDO NO 2

22821 SW 88th Pl # 1-20, Cutler Bay, FL 33190
35 Days on Market

Condo for Sale

$339,000

3 bd · 3 ba · 1,383 sqft

22821 SW 88th Pl # 1-20, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE I

22721 SW 88th Pl # 9-19, Cutler Bay, FL 33190
71 Days on Market

Condo for Sale

$337,000

3 bd · 3 ba · 1,383 sqft

22721 SW 88th Pl # 9-19, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE I

9145 SW 227th St # 4, Cutler Bay, FL 33190
40 Days on Market

Condo for Sale

$330,000

3 bd · 3 ba · 1,325 sqft

9145 SW 227th St # 4, Cutler Bay, FL 33190

Isles of Bayshore

22911 SW 88th Pl # 9-21, Cutler Bay, FL 33190
80 Days on Market

Condo for Sale

$330,000

2 bd · 3 ba · 1,139 sqft

22911 SW 88th Pl # 9-21, Cutler Bay, FL 33190

The Courts of Bayshore I

22811 SW 88th Pl # 6-22, Cutler Bay, FL 33190
21 Days on Market

Condo for Sale

$330,000

3 bd · 3 ba · 1,383 sqft

22811 SW 88th Pl # 6-22, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE I

19620 SW 103rd Ct # 1-1, Cutler Bay, FL 33157
174 Days on Market

Condo for Sale

$329,500

2 bd · 3 ba · 1,020 sqft

19620 SW 103rd Ct # 1-1, Cutler Bay, FL 33157

POINT ROYALE

9249 SW 227th St # 8-22, Cutler Bay, FL 33190
95 Days on Market

Condo for Sale

$319,900

3 bd · 3 ba · 1,325 sqft

9249 SW 227th St # 8-22, Cutler Bay, FL 33190

THE SHORES CONDO N

22631 SW 88th Pl # 5-18, Cutler Bay, FL 33190
80 Days on Market

Condo for Sale

$310,000

2 bd · 3 ba · 1,139 sqft

22631 SW 88th Pl # 5-18, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE I

22301 SW 88th Pl # 304-3, Cutler Bay, FL 33190
73 Days on Market

Condo for Sale

$310,000

3 bd · 2 ba · 1,264 sqft

22301 SW 88th Pl # 304-3, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE

22441 SW 88th Pl # 301-5, Cutler Bay, FL 33190
601 Days on Market

Condo for Sale

$310,000

3 bd · 2 ba · 1,264 sqft

22441 SW 88th Pl # 301-5, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

22621 SW 88th Pl # 106-8, Cutler Bay, FL 33190
Newly Listed

Condo for Sale

$310,000

3 bd · 2 ba · 1,018 sqft

22621 SW 88th Pl # 106-8, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

22441 SW 88th Pl # 201-5, Cutler Bay, FL 33190
12 Days on Market

Condo for Sale

$309,900

3 bd · 2 ba · 1,032 sqft

22441 SW 88th Pl # 201-5, Cutler Bay, FL 33190

THE COURTS AT BAYSHORE II

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

Talk to a local agent

Looking at Cutler Bay Condos?

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 52 active listings here. MLS inventory updated October 11, 2026.

Condos for Sale 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.

For most buyers, a condo is the practical way to own in Cutler Bay — lock-and-leave living where the association carries the roof, grounds and the insurance above your ceiling. Cutler Bay is known for newer gated communities at South Dade's most reachable prices, and its condo market rewards building-level homework above all: two towers on the same street can diverge completely on dues, reserves, leasing rules and how their boards handled Florida's inspection reforms. We vet the building as closely as the unit.

Cutler Bay Market Snapshot

498
Homes sold, last 12 months
$585K
Median sale price
46 days
Median time on market

Frequently Asked Questions

What do condo association dues pay for in Cutler Bay?

Generally the master insurance policy, staffing, amenities, water and reserve funding — which is why you can't compare a condo fee to a house until you add the house's own insurance, upkeep and services on top. Higher-service buildings cost more and deliver more; each listing here shows the exact monthly figure.

How does condo recertification affect Cutler Bay buildings?

Florida now mandates milestone structural inspections and fully funded reserves for older condominiums, and it has been the central diligence question since 2021. Buildings that have completed their inspections and funded reserves are the safer buys — we check each one's standing before you commit.

Can I get a mortgage on any condo in Cutler Bay?

Not automatically — lenders underwrite the building as well as the borrower, weighing owner-occupancy, reserves, litigation and how much of the tower one owner controls. A "non-warrantable" building needs specialized financing at different terms. We flag a building's lending status before you fall for the unit, not during escrow.

What should I check before buying a condo in Cutler Bay?

In order: the reserves and operating budget, the milestone-inspection standing, any pending or rumored special assessment, the leasing rules, and the master insurance. Those five decide whether a great-looking unit sits in a sound building. We pull the documents and read them with you inside the inspection window.

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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