Osceola Highlands Homes for Sale

Osceola Highlands is an age-restricted 55+ community in Miami, Miami-Dade County, Florida, governed under the Housing for Older Persons Act (HOPA). Homes are priced from $1,300,000 to $1,800,000. At least one resident per home must be 55 or older. Pure Equity lists homes in Osceola Highlands and represents buyers. Commission is negotiable, and what we are paid is agreed with you in writing before you commit to anything.

Pure Equity Realty covers Osceola Highlands and the Miami area. We list for 1%, which includes photography, MLS syndication, and negotiation support. Buyers pay nothing for representation. For current market data, see Florida Realtors' market statistics.

Our MLS feed shows 3 Osceola Highlands Miami homes for sale as of September 2026. The median asking price is $1.38M. Asking prices run from $1.1M to $1.83M.

That is 115% above the Miami median of $639,000. On a per-foot basis, homes here ask about $584 per square foot, compared with $497 across Miami. So the median price buys roughly 2,350 square feet of living area.

Listings here have averaged 194 days on the market. That is slower than the Miami average of 139 days. Because of that, buyers often have more room to negotiate on price, repairs or closing costs.

Homes listed in Osceola Highlands date from 1938 to 2026. That puts them between 0 and 88 years old.

The range straddles 2002, when Florida adopted its statewide building code. Therefore two similar-looking homes here can carry very different insurance premiums. Ask for the wind mitigation report on any home you consider, since it drives much of that difference.

In addition, most Florida insurers ask for a four-point inspection on homes 30 years or older. It covers the roof, electrical, plumbing and HVAC. Updated systems usually make coverage easier to place.

At a median near $1.38M, Osceola Highlands sits in the luxury tier of Miami. Jumbo financing and proof of funds usually come up early in these negotiations.

Here is what the median Osceola Highlands price means in Florida closing terms. At $1.38M, a 20% down payment comes to about $275,000, leaving a loan near $1.1M.

Florida then taxes that loan twice. First, documentary stamp tax on the note runs 35 cents per $100, or about $3,850. Next, the intangible tax of 0.2% adds about $2,200. Buyers normally pay both at closing.

On the seller side, Miami-Dade charges deed stamps of 60 cents per $100 on a single-family home, about $8,250 at this price. Condos and other property types pay a higher rate.

Finally, owner-occupants should file for the Florida homestead exemption by March 1. It removes up to $50,000 of assessed value. After that, Save Our Homes caps yearly assessment increases at 3% or inflation, whichever is lower. To see what these numbers mean for your budget, get pre-approved before you tour.

Recent Osceola Highlands listings show assignments to Coral Way K-8 (elementary) and Miami (high). However, boundaries can change each year, so confirm the assignment for a specific address with Miami-Dade County Public Schools.