May 2026 Edition · Published Monthly · The Roads, Miami FL 33129
Seven transactions closed in May across a price range from $399,000 to $3,820,000, anchored by the landmark sale of 701 SW 27th Road — first available in 64 years — which closed $70,000 over asking. Two homes sold above list price. Three newly delivered luxury homes are testing a new ceiling of $4.9M–$5.8M, the first time multiple $5M+ listings have arrived in The Roads simultaneously.
May was a defining month for The Roads. Seven single-family homes closed between May 6 and May 22, generating approximately $12.9 million in total transaction volume across a price range spanning $399,000 to $3,820,000. The breadth of that range tells the whole story: this is a neighborhood where a developer can still find a two-bedroom bungalow at land value while simultaneously competing for one of the largest residential parcels in Miami 33129.
The month’s landmark transaction was 701 SW 27th Road — available for the first time in 64 years. The property comprises three contiguous lots totaling 21,150 square feet, roughly half an acre just steps from Brickell. It listed at $3,750,000 and sold for $3,820,000 — $70,000 over asking — after 43 days on market. At $1,392 per square foot of living area, the price reflects the land premium, not the structure. A buyer may retain the existing home and garage on two lots while building a new residence on the third, or develop up to three new homes on one of the most coveted addresses in The Roads.
The second over-ask sale came at the opposite end of the size spectrum. 1851 SW 2nd Court — a 1,023 SF bungalow built in 1925 on a 7,500 SF lot — listed at $1,495,000 and closed in two days at $1,550,000. At $1,515 per square foot, the price is not about the structure. It is about the address and what the land represents. That buyer moved fast and paid up for a reason.
Four of the seven closings landed in the $1.33M–$1.65M band — the neighborhood’s deepest and most active price segment — with days on market ranging from 10 to 60. Updated, well-presented homes found buyers quickly. 441 SW 27th Rd, a 4-bed/4-bath 1940 home on a 6,750 SF lot, closed in 10 days at $1,650,000. Properties carrying pricing friction or requiring significant work required more patience — 998 SW 11th St sat 132 days before closing at $1,370,000.
On the supply side, three newly completed luxury homes entered active inventory simultaneously at $4,900,000, $5,600,000, and $5,800,000 — all 2026 construction, all on SW 29th Rd and SW 25th Rd. This is the first time The Roads has seen multiple $5M+ listings arrive in a single month. None are under contract yet; price discovery is actively underway. But the fact that developers are delivering at this price point signals a longer-term conviction: as Brickell’s gravity expands southward, The Roads is absorbing luxury demand that has nowhere else to go in 33129.
Expert Take
The headline this month isn’t a closing — it’s three new construction listings priced between $4.9M and $5.8M entering inventory at the same time, the first instance of multiple $5M+ listings hitting The Roads in a single month. That’s developers making a very public bet that this neighborhood can sustain a price tier it has never been tested at before. The underlying closed data gives them reason for confidence: a 98% sale-to-list ratio, two above-ask closings, and 1851 SW 2nd Ct — a 1925 bungalow — going under contract in two days at $1,515 per square foot all point to real, unforced demand. If you’re a seller anywhere above $2M, watch these three listings closely — if they move within 60 days, you have a new ceiling to price toward; if they sit, expect buyers to use them as a negotiating lever.
Closed Transactions
Single-family closings, May 1–26, 2026. Source: SEFMLS. Information believed accurate but not guaranteed.
Current Inventory
Active listings and properties under contract as of May 26, 2026. Source: SEFMLS.
5 bed · 6.5 bath · 4,509 SF · 2026 New Construction · Italian custom kitchen · Pool · Maid’s suite · DOM 25
6 bed · 7.5 bath · 4,287 SF · 2026 New Construction · 24-ft ceilings · Wine cellar · Pool & jacuzzi · DOM 25
3 bed · 3 bath · 5,368 SF · 2026 New Construction · 9,788 SF total · Loft master suite · Resort courtyard · DOM 15
4 bed · 3.5 bath · 2,514 SF · 1940/Updated 2021 · 7,450 SF lot · New roof · Pool · DOM 20
3 bed · 2.5 bath · 1,716 SF · 1926/Updated · Solar panels · Corner lot · Impact windows & doors · DOM 27
4 bed · 3.5 bath · 2,518 SF · 1938 · Corner lot · CBS privacy wall · Pool · DOM 230
4 bed · 3 bath · 2,300 SF · 1928 · Detached guest house · Two-residence compound · DOM 129
4 bed · 3 bath · 1,688 SF · 1925/Renovated · 6,750 SF lot · DOM 36
3 bed · 2 bath · 1,340 SF · 1945/Updated · 6,612 SF lot · DOM 103
Pricing Landscape
The Roads trades across three distinct tiers, each driven by a different buyer profile. Understanding which tier a property falls into — and why — is the difference between a confident offer and an uninformed one.
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