Gated Communities in Freeport, FL: Homes for Sale
This page tracks every Freeport listing whose MLS record reports a gated community (manned gate, unmanned gate or security gate), by community, with live counts and asking prices, and the fee questions that come with the gate.
163 homes in gated communities are for sale or pending in Freeport, FL today across 24 communities. The median asking price is $707,000, from $349,990 to $2,499,000. Listings in Freeport without that feature have a median of $568,250. Most listings right now: Windswept Estates (26), Hammock Bay (22), Hammock Bay (21). Updated September 9, 2026 from the MLS.
Freeport gated community homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Gated Community Homes | New build | Median list | From |
|---|---|---|---|---|
| 26 | 0 | $556,795 | $499,900 | |
| 22 | 0 | $1,398,774 | $365,000 | |
| Hammock Bay | 21 | 0 | $1,374,640 | $365,000 |
| 18 | 0 | $910,281 | $661,785 | |
| Hammock Bay - Steamboat Landing | 18 | 0 | $910,281 | $661,785 |
| Windswept Estates | 15 | 0 | $540,000 | $505,000 |
| 10 | 0 | $494,850 | $466,138 | |
| Bear Creek Cottages | 9 | 0 | $494,850 | $449,850 |
| 3 | 0 | $707,000 | $448,700 | |
| 2 | 0 | $1,924,290 | $1,572,198 | |
| Steamboat Landing | 2 | 0 | $1,924,290 | $1,572,198 |
| Bear Creek Ph I | 2 | 0 | $674,550 | $579,400 |
| 2 | 0 | $671,150 | $579,400 | |
| Magnolia Bay Estates | 2 | 0 | $604,450 | $589,000 |
| Bear Creek Subdivision Phase III A | 2 | 0 | $577,850 | $448,700 |
| 1 | 0 | $2,499,000 | $2,499,000 | |
| Lagrange Cove | 1 | 0 | $2,499,000 | $2,499,000 |
| 1 | 0 | $636,000 | $636,000 | |
| 1 | 0 | $619,900 | $619,900 | |
| 1 | 0 | $369,000 | $369,000 | |
| 1 | 0 | $365,000 | $365,000 | |
| 1 | 0 | $358,500 | $358,500 | |
| 1 | 0 | $355,000 | $355,000 | |
| Lafayette Creek Landing | 1 | 0 | $349,990 | $349,990 |
What the gate costs and what it actually does
A gate is an HOA amenity, so it shows up in dues: an unmanned keypad or transponder gate adds little; a 24-hour manned gate is a six-figure annual staffing line shared by the homeowners, and the roads behind it are usually private, which means the association, not the county, pays to repave them. Ask for the current HOA budget and reserve study, whether the roads are private, and whether a gate or road assessment is pending. The MLS field records the gate, not its staffing, so confirm which kind it is before you value it. Our true cost of ownership calculator puts HOA dues, taxes and insurance into one monthly number.
Questions to ask about any gated-community listing
Is the gate manned, and during what hours? Are the roads private, and what do the reserves look like for repaving? What are the HOA dues today and what did they run three years ago? Is there a CDD or a special assessment on the books? What are the guest-access and delivery rules? A local agent who works the community will know which gates are staffed and which associations are underfunded.
Common questions
How many homes in gated communities are for sale in Freeport?
What do gated community homes cost in Freeport?
Which Freeport community has the most gated community homes for sale?
Are gated communities more expensive to own?
Keep exploring Freeport
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- Gated Community Homes in every city
Live data: Emerald Coast AOR, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Freeport, FL whose MLS record reports a gated community. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.