MIAMI LUXHomes

Single Family Homes for Sale in The Roads, Florida

25 listings

Newest arrivals first — every matching home in The Roads, refreshed as listings hit the market.

270 SW 29th Rd, Miami, FL 33129
$2,399,000
4 bd · 4 ba · 2,691 sqft
270 SW 29th Rd, Miami, FL 33129
BRICKELL ESTATES
2100 S Miami Ave, Miami, FL 33129
$7,840,000
6 bd · 7 ba · 5,350 sqft
2100 S Miami Ave, Miami, FL 33129
HOLLEMAN PARK
135 SW 29th Rd, Miami, FL 33129
$5,600,000
6 bd · 8 ba · 4,287 sqft
135 SW 29th Rd, Miami, FL 33129
BRICKELL ESTATES
340 SW 20th Road, Miami, FL 33129
$4,850,000
5 bd · 6 ba · 4,606 sqft
340 SW 20th Road, Miami, FL 33129
HOLLEMAN PARK PB 8-23
125 SW 29th Rd, Miami, FL 33129
$5,700,000
5 bd · 7 ba · 4,509 sqft
125 SW 29th Rd, Miami, FL 33129
BRICKELL ESTATES
2765 Brickell Court, Miami, FL 33129
$5,295,000
5 bd · 5.5 ba · 4,236 sqft
2765 Brickell Court, Miami, FL 33129
330 SW 19th Rd, Miami, FL 33129
$3,695,000
4 bd · 5 ba · 2,962 sqft
330 SW 19th Rd, Miami, FL 33129
HOLLEMAN PARK
471 SW 30th Rd, Miami, FL 33129
$2,895,000
4 bd · 4 ba · 3,462 sqft
471 SW 30th Rd, Miami, FL 33129
BRICKELL ESTATES
101 SW 21st Rd, Miami, FL 33129
$2,495,000
4 bd · 4 ba · 2,909 sqft
101 SW 21st Rd, Miami, FL 33129
HOLLEMAN PARK
428 SW 19th Rd, Miami, FL 33129
$2,995,000
4 bd · 5 ba · 3,140 sqft
428 SW 19th Rd, Miami, FL 33129
HOLLEMAN PARK
1140 SW 22 Ter, Miami, FL 33129
$2,275,000
4 bd · 3 ba · 2,750 sqft
1140 SW 22 Ter, Miami, FL 33129
East Shenandoah
1142 SW 22 Ter, Miami, FL 33129
$2,325,000
4 bd · 3 ba · 2,840 sqft
1142 SW 22 Ter, Miami, FL 33129
East Shenandoah
351 SW 22nd Rd, Miami, FL 33129
$5,500,000New
5 bd · 6 ba · 0 sqft
351 SW 22nd Rd, Miami, FL 33129
HOLLEMAN PARK
325 SW 22nd Rd, Miami, FL 33129
$1,595,000
3 bd · 3 ba · 2,221 sqft
325 SW 22nd Rd, Miami, FL 33129
HOLLEMAN PARK
35 SW 22nd Rd, Miami, FL 33129
$6,199,900New
5 bd · 6 ba · 0 sqft
35 SW 22nd Rd, Miami, FL 33129
HOLLEMAN PARK
1710 S Miami Ave, Miami, FL 33129
$6,499,000
7 bd · 8 ba · 7,534 sqft
1710 S Miami Ave, Miami, FL 33129
HOLLEMAN PARK
1128 SW 11th Ave, Miami, FL 33129
$895,000New
2 bd · 1 ba · 1,147 sqft
1128 SW 11th Ave, Miami, FL 33129
LAWRENCE EST LAND COS SUB
900 SW 24th Rd, Miami, FL 33129
$2,500,000
4 bd · 4 ba ·
900 SW 24th Rd, Miami, FL 33129
BRICKELL ESTATES
910 SW 24th Rd, Miami, FL 33129
$2,600,000
4 bd · 4 ba · 3,822 sqft
910 SW 24th Rd, Miami, FL 33129
BRICKELL ESTATES
2300 S Miami Ave, Miami, FL 33129
$4,800,000
4 bd · 4 ba · 3,539 sqft
2300 S Miami Ave, Miami, FL 33129
BRICKELL HAMMOCK UN 1
520 SW 22 rd, Miami, FL 33129
$1,898,000
7 bd · 4 ba · 3,442 sqft
520 SW 22 rd, Miami, FL 33129
BRICKELL ESTATES
236 SW 28th Rd, Miami, FL 33129
$1,900,000
3 bd · 2 ba · 1,156 sqft
236 SW 28th Rd, Miami, FL 33129
BRICKELL ESTATES
221 SW 25th Rd, Miami, FL 33129
$4,900,000
3 bd · 3 ba · 5,368 sqft
221 SW 25th Rd, Miami, FL 33129
BRICKELL HAMMOCK UN 1
100 SW 26th Rd, Miami, FL 33129
$3,999,999
5 bd · 5 ba · 5,119 sqft
100 SW 26th Rd, Miami, FL 33129
BRICKELL HAMMOCK UN 1

Single Family Homes for Sale in The Roads — A Local's Guide

The Roads is the leafy 1920s enclave just south of Brickell where the diagonal streets are named for northern cities — a canopy of oaks over Mediterranean and mission homes, walkable to Brickell's towers yet a world quieter.

Single-family homes in The Roads mean land, privacy and control — no shared walls, no association tower rules, and the ability to renovate or add on where zoning allows. In a market known for the oak-canopy 1920s enclave south of Brickell, houses carry the scarcity premium: land is the one thing this coast cannot make more of, and well-located lots underwrite value through every cycle.

Frequently Asked Questions

Do single-family homes in The Roads have HOA fees?

Many don't — outside gated and master-planned communities, houses in The Roads typically carry no association at all. Where an HOA exists, fees are usually modest compared to condo buildings because there's no tower to staff or insure. Each listing on this page shows any association fee.

What does homeowners insurance look like for a The Roads house?

Insurance is a real line item in South Florida and varies with roof age, construction year and flood zone more than with price. Newer roofs and post-2002 construction quote dramatically better. We flag the insurance profile of any house you're considering before you offer.

How do I tour a home in The Roads?

Every listing on this page has an inquiry form that reaches the broker directly — or call +1 786-370-8570. We arrange private showings around your schedule, including video tours for out-of-town buyers, and there is never an obligation.

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