Cutler Oaks Estates Homes for Sale

Cutler Oaks Estates is an age-restricted 55+ community in Coral Gables, Miami-Dade County, Florida, governed under the Housing for Older Persons Act (HOPA). Homes are priced from $5,900,000 to $6,000,000. At least one resident per home must be 55 or older. Pure Equity lists homes in Cutler Oaks Estates 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 Cutler Oaks Estates and the Coral Gables 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 Cutler Oaks Estates Coral Gables homes for sale as of October 2026. The median asking price is $5.63M. Asking prices run from $5.5M to $5.75M.

That is 185% above the Coral Gables median of $1.98M. On a per-foot basis, homes here ask about $987 per square foot, roughly in line with the city at $972. So the median price buys roughly 5,700 square feet of living area. With so few listings, though, treat these figures as a snapshot rather than a trend.

Listings here have averaged 302 days on the market. That is slower than the Coral Gables average of 139 days. Because of that, buyers often have more room to negotiate on price, repairs or closing costs.

Homes listed in Cutler Oaks Estates date from 1998 to 2001. That puts them between 25 and 28 years old.

All of these homes predate Florida's 2002 statewide building code. So roof age, window protection and the wind mitigation report matter a great deal for insurance.

At a median near $5.63M, Cutler Oaks Estates sits in the luxury tier of Coral Gables. Jumbo financing and proof of funds usually come up early in these negotiations.

Rentals in Cutler Oaks Estates have a median asking rent of $35,000 per month, across 1 active rental listing. For comparison, the Coral Gables median is $3,900, so rents here run 797% higher.

You can browse current Coral Gables rentals or ask us for a rent estimate on a specific Cutler Oaks Estates home.

Here is what the median Cutler Oaks Estates price means in Florida closing terms. At $5.63M, a 20% down payment comes to about $1.13M, leaving a loan near $4.5M.

Florida then taxes that loan twice. First, documentary stamp tax on the note runs 35 cents per $100, or about $15,750. Next, the intangible tax of 0.2% adds about $9,000. 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 $33,750 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 Cutler Oaks Estates listings show assignments to Pinecrest (elementary), Palmetto (middle) and Miami Palmetto (high). However, boundaries can change each year, so confirm the assignment for a specific address with Miami-Dade County Public Schools.