Homes for Sale $300K to $500K in Cutler Bay, FL

This page tracks every Cutler Bay listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

66 homes listed between $300,000 and $500,000 are for sale or pending in Cutler Bay, FL today across 25 communities. The median asking price is $398,000, from $304,000 to $499,000. Listings in Cutler Bay without that feature have a median of $650,000. Most listings right now: The Courts At Bayshore I (11), Saga Bay Townhomes (8), Santa Barbara (6). Updated October 2, 2026 from the MLS.

Live $300k–$500k homes in Cutler Bay: the listings

46 active listings match today (23% of Cutler Bay inventory), median asking $379,388, $273/sq ft, median 63 days on market. Photo cards link to the listing; refreshed nightly.

Newest $300k–$500k homes in Cutler Bay

$499,000 New
3 bd · 2 ba · 1,185 sq ft · built 1991
20721 SW 103Rd Ct, 33189
Cutler Creek Club
Listing courtesy of First Rate Realty Corp
$429,900 New
3 bd · 3 ba · 1,504 sq ft · built 2004
8570 SW 214Th Way ., 33189
Santa Barbara
Listing courtesy of Fortune Christie's International Real Estate
$399,999 New
2 bd · 3 ba · 1,282 sq ft · built 2005
9315 SW 221 Street, 33190
Lakes By The Bay Cee
Listing courtesy of LoKation
$397,000 New
3 bd · 2 ba · 1,229 sq ft · built 1995
8421 SW 209Th St 8421, 33189
Saga Bay Townhomes
Listing courtesy of Cityside Realty Group
$349,000 New
3 bd · 3 ba · 1,383 sq ft · built 2010
22821 SW 88Th Pl 1-20, 33190
The Courts At Bayshore
Listing courtesy of Compass Florida, LLC
$315,000 New
2 bd · 2 ba · 991 sq ft · built 2005
21130 SW 87Th Ave 304, 33189
CUTLER LAKES Condo
Listing courtesy of Luxe Properties
$408,000 New
3 bd · 3 ba · 1,362 sq ft · built 2022
22913 SW 99Th Ave, 33190
Enclave South
Listing courtesy of Viel & Ritter Realty Group, Inc.
$380,000 New
3 bd · 2 ba · 1,515 sq ft · built 2007
22511 SW 88Th Pl 6-24, 33190
The Courts At Bayshore
Listing courtesy of Envirotek Realty
$350,000 New
2 bd · 2 ba · 1,136 sq ft · built 1988
22101 SW 100Th Pl, 33190
Lakes By The Bay
Listing courtesy of EXP Realty LLC
$340,000 New
3 bd · 3 ba · 1,515 sq ft · built 2007
22911 SW 88Th Pl 5-21, 33190
The Courts At Bayshore
Listing courtesy of Shaw Realty Services, LLC.
$455,000 New
3 bd · 3 ba · 1,705 sq ft · built 2006
22067 SW 88Th Path, 33190
Lakes By The Bay Jay
Listing courtesy of Compass Florida, LLC
$329,990 New
3 bd · 2 ba · 1,515 sq ft · built 2007
22411 SW 88Th Pl 6-26, 33190
The Courts At Bayshore
Listing courtesy of LPT Realty, LLC
$440,000 New
3 bd · 3 ba · 1,598 sq ft · built 2005
9045 SW 203Rd Ter, 33189
OLD CUTLER Cove
Listing courtesy of Prime Realty of South Florida
$430,000 New
3 bd · 3 ba · 1,542 sq ft · built 2013
9051 SW 227Th St 11, 33190
Lakes By The Bay Eve Repl
Listing courtesy of CIRRIUS Group, Corp.
$420,000 New
3 bd · 3 ba · 1,562 sq ft · built 2005
9267 SW 220Th Ter, 33190
Lakes By The Bay Cee
Listing courtesy of Real Estate Empire Group, Inc.
$310,000 New
3 bd · 2 ba · 1,018 sq ft · built 2007
22621 SW 88Th Pl 106-8, 33190
The Courts At Bayshore
Listing courtesy of Urbis Real Estate Corp.
$309,900
3 bd · 2 ba · 1,032 sq ft · built 2014
22441 SW 88Th Pl 201-5, 33190
The Courts At Bayshore
Listing courtesy of EXP Realty LLC
$325,000
3 bd · 3 ba · 1,325 sq ft · built 2006
9249 SW 227Th St 8-22, 33190
THE SHORES Condo
Listing courtesy of Miami New Realty
$455,000
3 bd · 3 ba · 1,705 sq ft · built 2006
21943 SW 88Th Path, 33190
Lakes By The Bay Jay
Listing courtesy of Compass Florida, LLC
$304,000
2 bd · 3 ba · 1,139 sq ft · built 2014
22501 SW 88Th Pl 5-25, 33190
The Courts At Bayshore
Listing courtesy of DecoNova International Group
$310,000
3 bd · 2 ba · 1,264 sq ft · built 2015
22301 SW 88Th Pl 304-3, 33190
The Courts At Bayshore
Listing courtesy of La Rosa Realty LLC
$379,000
3 bd · 2 ba · 1,295 sq ft · built 2004
8564 SW 214Th Way, 33189
Santa Barbara
Listing courtesy of Cervera Real Estate Inc.
$410,000
3 bd · 3 ba · 1,293 sq ft · built 1989
8408 SW 208Th Ter, 33189
Saga Bay Townhomes
Listing courtesy of Brickell Brokers LLC
$400,000
3 bd · 2 ba · 1,515 sq ft · built 2007
22511 SW 88Th Pl 7-24, 33190
The Courts At Bayshore
Listing courtesy of Sync Brokerage Inc
$375,000
2 bd · 3 ba · 1,458 sq ft · built 2012
9125 SW 227Th St 1, 33190
Lakes By The Bay Eve Repl
Listing courtesy of Florida Realty of Miami Corp
$410,000
3 bd · 3 ba · 1,526 sq ft · built 2007
8887 SW 225Th St, 33190
Lakes By The Bay Gee
Listing courtesy of Avanti Way Realty LLC
$335,000
3 bd · 3 ba · 1,383 sq ft · built 2007
22911 SW 88Th Pl 7-21, 33190
The Courts At Bayshore
Listing courtesy of Best Real Estate Plus
$330,000
2 bd · 3 ba · 1,139 sq ft · built 2007
22911 SW 88Th Pl 9-21, 33190
The Courts At Bayshore
Listing courtesy of Lifestyle International Realty
$337,000
3 bd · 3 ba · 1,383 sq ft · built 2010
22721 SW 88Th Pl 9-19, 33190
The Courts At Bayshore
Listing courtesy of Blue Star Realty Services
$490,000
3 bd · 2 ba · 1,166 sq ft · built 1991
10031 SW 223Rd Terrace, 33190
Lakes By The Bay
Listing courtesy of Elite Vision Realty LLC

The most expensive $300k–$500k homes in Cutler Bay

ListingAskingSq ftCommunity
20721 SW 103Rd Ct$499,0001,185Cutler Creek Club
10031 SW 223Rd Terrace$490,0001,166Lakes By The Bay
21470 SW 85Th Path$475,0001,504Santa Barbara
22066 SW 93Rd Pl$465,0001,416Lakes By The Bay Cee
21943 SW 88Th Path$455,0001,705Lakes By The Bay Jay
22067 SW 88Th Path$455,0001,705Lakes By The Bay Jay
9045 SW 203Rd Ter$440,0001,598OLD CUTLER Cove
9051 SW 227Th St 11$430,0001,542Lakes By The Bay Eve Repl
21474 SW 85Th Path$429,9001,295Santa Barbara
8570 SW 214Th Way .$429,9001,504Santa Barbara

$300K–$500K Homes by price

BandFor saleShare
$300K–$500K46100%

Cutler Bay homes $300K–$500K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityHomes $300K–$500KNew buildMedian listFrom
The Courts At Bayshore I110$335,000$304,000
Saga Bay Townhomes80$404,500$377,900
Santa Barbara60$422,450$379,000
Enclave South Phase 250$410,000$399,000
Lakes By The Bay Eve Repl50$379,777$370,000
The Courts At Bayshore Ii50$310,000$305,000
Lakes By The Bay Gee30$439,000$410,000
Lakes By The Bay Cee30$420,000$399,999
Lakes By The Bay Jay20$455,000$455,000
Lakes By The Bay Sec 320$423,500$350,000
The Shores Condo No 120$324,500$324,000
Cutler Ridge Sec 310$499,000$499,000
Cutler Creek Club Sec 2 A10$499,000$499,000
Lakes By The Bay Sec 610$490,000$490,000
The Ridges Amend10$490,000$490,000
Zeniths First Sub10$480,000$480,000
Lakes By The Bay Sec 210$480,000$480,000
Old Cutler Cove Addn10$440,000$440,000
Enclave South Phase 110$415,000$415,000
Black Creek Villas10$339,000$339,000
Royale Point-Townvillas C10$335,876$335,876
Point Royale Buildings On10$329,500$329,500
Point Royale Buildings Ni10$325,000$325,000
The Courts At Bayshore I C10$324,900$324,900
Cutler Lakes Condo10$315,000$315,000

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in Cutler Bay?
As of October 2, 2026, 66 Cutler Bay, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 25 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Cutler Bay?
The median asking price today is $398,000, with listings from $304,000 to $499,000. Cutler Bay listings without that feature have a median of $650,000.
Which Cutler Bay community has the most homes $300K–$500K for sale?
The Courts At Bayshore I has the most right now (11), followed by Saga Bay Townhomes (8), Santa Barbara (6), Enclave South Phase 2 (5).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring Cutler Bay

Homes $300K–$500K in nearby Miami-Dade County cities

Live data: MIAMI REALTORS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Cutler Bay, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listing information provided by the Southeast Florida MLS (SEFMLS) / MIAMI Association of REALTORS(R). Information is deemed reliable but not guaranteed by the MLS to be accurate.

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