The Crossings · 33186
Single-family. Every listing below is live from the MIAMI MLS and matched to Cutler Glen by its legal description, not the label an agent typed.
MLS snapshot, July 15, 2026. Figures refresh live when you load the page.
Cutler Glen is another of The Crossings' named pockets in 33186, inside the tract bounded by Kendall Drive to the north, SW 120th Street to the south, Florida's Turnpike to the east, and SW 137th Avenue to the west — the same footprint that built out mostly through the 1970s and 80s. The housing stock is single-family, following the same original Crossings layout as its neighbors, no attached units, no shared walls. Streets here follow the curving, cul-de-sac-heavy pattern typical of that era, with lots that tend to run a bit deeper than what you'd find in more recent west Kendall subdivisions.
Because The Crossings carries several similarly styled subdivisions inside one tract, I don't rely on the subdivision name typed into a listing. Every home on this page is confirmed against Cutler Glen's legal description, so what you're comparing — active listings, median price, closed sales — belongs to this street grid and not a neighboring pocket with a different name. How long homes sit and what they cost per square foot on this page track Cutler Glen specifically for the same reason.
Homes here run the standard Crossings mix of three- and four-bedroom layouts on lots sized for the era they were built in, generally larger than what's common in newer west Kendall developments closer to the Turnpike's western edge. Buyers cross-shopping Cutler Glen against newer gated developments further west are typically weighing a bigger lot and an established tree canopy against a controlled entrance. If you're selling, I'll build your comp set from Cutler Glen closings alone — a Crossings-wide average tends to overstate or understate your number depending on which pocket dominates that month's sales.
Single-family only, following the same original layout as the rest of The Crossings — no condos or townhomes here. Lot and floor plan sizes vary, so check individual listings for specifics.
I build your comp set from Cutler Glen closings specifically, not a Crossings-wide average that can skew depending on which pocket sold that month. Text or call and I'll send a real range, free of charge.
Both are single-family pockets inside The Crossings with a similar original lot layout and the same 1970s-80s build era, but pricing and inventory move independently between them month to month. I can pull a side-by-side comparison if you're weighing both.
I track every Cutler Glen sale on the MLS. If you’re selling, I’ll run your number against the newest comps. If you’re buying, I’ll flag the next listing before the portals surface it.