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Cutler Bay, FL

55+ Communities in Cutler Bay

Active adult communities for residents 55 and older in Cutler Bay, Florida. Browse active MLS listings and communities with List & Sell FL.

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Communities
Cutler Bay
City
1%
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Active Listings

62 active listings

5 bedroom home for sale at 9780 Bel Aire, Cutler Bay, FL 33157 — $825,000
$825,000
Active
$825,000
9780 Bel Aire
Cutler Bay, FL 33157
5 bd3 ba2,184 sqft
Bel Aire Sec 3
3 bedroom home for sale at 9280 Nautilus, Cutler Bay, FL 33189 — $395,000
$395,000
Active
$395,000
9280 Nautilus
Cutler Bay, FL 33189
3 bd2 ba1,373 sqft
Cutler Ridge Sec 4
3 bedroom home for sale at 9051 227th, Cutler Bay, FL 33190 — $430,000
$430,000
Active
3d
$430,000
9051 227th #11
Cutler Bay, FL 33190
3 bd2.5 ba1,542 sqft
Lakes By The Bay Eve Repl
2 bedroom home for sale at 9921 195th, Cutler Bay, FL 33157 — $699,000
$699,000
Active
4d
$699,000
9921 195th
Cutler Bay, FL 33157
2 bd2 ba0 sqft
Bel Aire Sec 3
4 bedroom home for sale at 8906 224th, Cutler Bay, FL 33190 — $450,000
$450,000
Active
1d
$450,000
8906 224th
Cutler Bay, FL 33190
4 bd3 ba1,712 sqft
Lakes By The Bay Gee
4 bedroom home for sale at 10210 191st, Cutler Bay, FL 33157 — $989,000
$989,000
Active
6d
$989,000
10210 191st
Cutler Bay, FL 33157
4 bd3 ba2,607 sqft
Rosewood Homes
1 bedroom home for sale at 8660 212th, Cutler Bay, FL 33189 — $210,000
$210,000
Active
6d
$210,000
8660 212th #306
Cutler Bay, FL 33189
1 bd1 ba813 sqft
Le Club At Old Cutler Con
4 bedroom home for sale at 8611 207th, Cutler Bay, FL 33189 — $920,000
$920,000
Active
5d
$920,000
8611 207th
Cutler Bay, FL 33189
4 bd3 ba2,894 sqft
Centennial Sec 3
3 bedroom home for sale at 21421 110th, Cutler Bay, FL 33189 — $480,000
$480,000
Active
1d
$480,000
21421 110th
Cutler Bay, FL 33189
3 bd2 ba1,066 sqft
Zeniths First Sub
3 bedroom home for sale at 8564 214th, Cutler Bay, FL 33189 — $390,000
$390,000
Active
$390,000
8564 214th
Cutler Bay, FL 33189
3 bd2 ba1,295 sqft
Santa Barbara
3 bedroom home for sale at 10235 Pan American, Cutler Bay, FL 33189 — $499,000
$499,000
Active
$499,000
10235 Pan American
Cutler Bay, FL 33189
3 bd2 ba1,296 sqft
Cutler Ridge Sec 3
3 bedroom home for sale at 20301 105th, Cutler Bay, FL 33189 — $699,900
$699,900
Active
9d
$699,900
20301 105th
Cutler Bay, FL 33189
3 bd2 ba1,943 sqft
Benson Manor
5 bedroom home for sale at 7965 195th, Cutler Bay, FL 33157 — $1,150,000
$1,150,000
Active
$1,150,000
7965 195th
Cutler Bay, FL 33157
5 bd4 ba4,717 sqft
Cutler Cay
4 bedroom home for sale at 8765 208th, Cutler Bay, FL 33189 — $740,000
$740,000
Active
$740,000
8765 208th
Cutler Bay, FL 33189
4 bd3 ba2,934 sqft
Cantamar
5 bedroom home for sale at 18704 76th, Cutler Bay, FL 33157 — $950,000
$950,000
Active
3d
$950,000
18704 76th
Cutler Bay, FL 33157
5 bd5.5 ba3,479 sqft
Cutler Cay
2 bedroom home for sale at 9125 227th, Cutler Bay, FL 33190 — $375,000
$375,000
Active
13d
$375,000
9125 227th #1
Cutler Bay, FL 33190
2 bd2.5 ba1,458 sqft
Lakes By The Bay Eve Repl
2 bedroom home for sale at 21130 87th, Cutler Bay, FL 33189 — $315,000
$315,000
Active
$315,000
21130 87th #304
Cutler Bay, FL 33189
2 bd2 ba991 sqft
Cutler Lakes Condo
5 bedroom home for sale at 7601 187th, Cutler Bay, FL 33157 — $1,145,000
$1,145,000
Active
$1,145,000
7601 187th
Cutler Bay, FL 33157
5 bd4.5 ba3,982 sqft
Cutler Cay
3 bedroom home for sale at 19390 Whispering Pines, Cutler Bay, FL 33157 — $700,000
$700,000
Active
$700,000
19390 Whispering Pines
Cutler Bay, FL 33157
3 bd2 ba1,688 sqft
Whispering Pines Est Sec
4 bedroom home for sale at 8470 184th, Cutler Bay, FL 33157 — $3,299,000
$3,299,000
Active
11d
$3,299,000
8470 184th
Cutler Bay, FL 33157
4 bd5 ba0 sqft
Whispering Pines Estates
3 bedroom home for sale at 8408 208th, Cutler Bay, FL 33189 — $419,999
$419,999
Active
$419,999
8408 208th
Cutler Bay, FL 33189
3 bd2.5 ba1,293 sqft
Saga Bay Townhomes
4 bedroom home for sale at 10615 200th, Cutler Bay, FL 33157 — $710,000
$710,000
Active
7d
$710,000
10615 200th
Cutler Bay, FL 33157
4 bd2 ba2,232 sqft
Bel-Aire Sec 2
3 bedroom home for sale at 9920 Pan American, Cutler Bay, FL 33189 — $632,000
$632,000
Active
16d
$632,000
9920 Pan American
Cutler Bay, FL 33189
3 bd2 ba1,547 sqft
Cutler Ridge Sec 6
4 bedroom home for sale at 20053 103rd, Cutler Bay, FL 33189 — $760,000
$760,000
Active
1d
$760,000
20053 103rd
Cutler Bay, FL 33189
4 bd2 ba1,644 sqft
Point Royale Sec Two

Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.

About 55+ Communities in Cutler Bay

55+ Communities in Cutler Bay, FL

Looking for 55+ communities in Cutler Bay? Here is what to know about this part of the County market. A 55-and-over community is an age-restricted neighborhood built around a low-maintenance, amenity-rich lifestyle. Most center on a clubhouse with a fitness center, pools, courts for tennis or pickleball, and a full calendar of clubs and social events run with a lifestyle director. Florida is one of the most popular places in the country for active adult living, and Cutler Bay in County offers a range of options, from attainable villas to gated resort communities with golf.

Under the federal Housing for Older Persons Act, at least one resident in each home must usually be 55 or older, and the community keeps at least 80% of its homes occupied by someone in that age group. Rules on younger spouses, adult children, and guests vary, so confirm them before you buy. Expect an HOA fee that funds the amenities and often lawn care and exterior upkeep, and ask how often it has risen and whether reserves are healthy. Homes are generally single-story or have a first-floor primary suite. Visiting more than once, at different times of day, is the best way to gauge the social scene in a Cutler Bay community.

Frequently Asked Questions

55+ Communities in Cutler Bay FAQ

What is the minimum age to buy in a 55+ community in Cutler Bay?+
Under the federal Housing for Older Persons Act, at least one resident in each home is usually 55 or older, and the community keeps at least 80% of homes in that age group. Specific rules vary by community.
Can someone under 55 live in a Cutler Bay 55+ community?+
Often a younger spouse or partner can, and rules on adult children and guests vary. Confirm the current policy for the specific community before making an offer.
Do 55+ communities in Cutler Bay have HOA fees?+
Almost always. The HOA fee funds the amenities and common areas, and often lawn care and exterior maintenance. The amount varies widely, so it is worth comparing what each fee covers.
Why do so many retirees choose County for 55+ living?+
Florida has no state income tax, the climate supports year-round outdoor living, and there is a deep supply of active adult communities. The homestead exemption on a primary residence adds to the appeal.
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