Rolling Oak Estates Homes for Sale

Rolling Oak Estates is a residential community in Southwest Ranches, Florida. Active listings are currently priced from $2.1M–$5.8M.

Pure Equity Realty covers Rolling Oak Estates and the Southwest Ranches 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 2 Rolling Oak Estates Southwest Ranches homes for sale as of October 2026. The median asking price is $3.98M. Asking prices run from $2.1M to $5.85M.

That is 33% above the Southwest Ranches median of $3.0M. On a per-foot basis, homes here ask about $1,350 per square foot, compared with $835 across Southwest Ranches. So the median price buys roughly 2,950 square feet of living area. With so few listings, though, treat these figures as a snapshot rather than a trend.

Listings here have averaged 54 days on the market. That is faster than the Southwest Ranches average of 182 days. As a result, buyers here should be ready to write an offer soon after a showing.

Homes listed in Rolling Oak Estates date from 1973 to 2026. That puts them between 0 and 53 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.

Here is what the median Rolling Oak Estates price means in Florida closing terms. At $3.98M, a 20% down payment comes to about $795,000, leaving a loan near $3.18M.

Florida then taxes that loan twice. First, documentary stamp tax on the note runs 35 cents per $100, or about $11,130. Next, the intangible tax of 0.2% adds about $6,360. Buyers normally pay both at closing.

On the seller side, Florida deed stamps cost 70 cents per $100 of price. At the Rolling Oak Estates median, that is about $27,825.

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.