Pool Homes for Sale in Freeport, FL

Buyers who want a pool search for the pool first. This page tracks every Freeport listing whose MLS record reports a private pool, by community, with live counts and asking prices, and what the pool adds to the cost of ownership.

30 homes with a private pool are for sale or pending in Freeport, FL today across 12 communities. The median asking price is $836,950, from $409,900 to $3,250,000. Listings in Freeport without that feature have a median of $416,000. Most listings right now: Hammock Bay (14), Windswept Estates (4), Steamboat Landing (1). Updated October 24, 2026 from the MLS.

Live pool homes in Freeport: the listings

16 active listings carry the flag today (4% of Freeport inventory), median asking $722,450, median 118 days on market. Photo cards link to the listing; refreshed nightly.

Newest pool homes in Freeport

844 Whispering Creek Avenue, pool for sale in Freeport
$435,000
4 bd · 2 ba · built 2018
844 Whispering Creek Avenue, 32439
Cross Creek Estates
Listing courtesy of Real Broker LLC
77 J Hunters Way, pool for sale in Freeport
$559,000
4 bd · 3 ba · built 2023
77 J Hunters Way, 32439
Listing courtesy of Opendoor Brokerage LLC
61 Brighton Cove, pool for sale in Freeport
$639,900
3 bd · 3 ba · built 2018
61 Brighton Cove, 32439
Hammock Bay
Listing courtesy of Legacy Premier Agency LLC
330 Gray Owl Drive, pool for sale in Freeport
$424,900
5 bd · 3 ba · built 2024
330 Gray Owl Drive, 32439
Listing courtesy of Coldwell Banker Realty
22 Mango Lane, pool for sale in Freeport
$795,000
4 bd · 3 ba · built 2006
22 Mango Lane, 32439
Listing courtesy of Savvy Avenue LLC
121 Revana Way, pool for sale in Freeport
$1,499,000
5 bd · 5 ba · built 2023
121 Revana Way, 32439
Hammock Bay
Listing courtesy of ERA American Real Estate
23 Vintage Cove, pool for sale in Freeport
$859,000
4 bd · 3.5 ba · built 2022
23 Vintage Cove, 32439
Hammock Bay
Listing courtesy of Hammock Bay
4374 W County Highway 83A, pool for sale in Freeport
$1,500,000
7 bd · 5 ba · built 2001
4374 W County Highway 83A, 32439
Listing courtesy of LPT Realty LLC
355 Mill Pond Cove, pool for sale in Freeport
$814,900
4 bd · 3 ba · built 2022
355 Mill Pond Cove, 32439
Hammock Bay
Listing courtesy of Fathom Realty FL LLC
14162 331 Business Highway, pool for sale in Freeport
$649,900
3 bd · 2 ba · built 1961
14162 331 Business Highway, 32439
Listing courtesy of Coldwell Banker Realty
155 Lumen Loop, pool for sale in Freeport
$544,900
3 bd · 2 ba · built 2025
155 Lumen Loop, 32439
Hammock Bay - Starburst
Listing courtesy of Coldwell Banker Realty
51 Tournament Lane, pool for sale in Freeport
$510,000
3 bd · 2 ba · built 2005
51 Tournament Lane, 32439
Windswept Estates
Listing courtesy of Berkshire Hathaway HomeServices
112 E Captain Fritz Way, pool for sale in Freeport
$1,175,000
4 bd · 4 ba · built 2026
112 E Captain Fritz Way, 32439
Hammock Bay - Steamboat Landing
Listing courtesy of Real Broker LLC
40 Acres Waverly Orchard Circle, pool for sale in Freeport
$3,250,000
4 bd · 4.5 ba · built 2027
40 Acres Waverly Orchard Circle, 32439
Listing courtesy of Scenic Sotheby's International Realty
110 Rodney Drive, pool for sale in Freeport
$644,900
3 bd · 2.5 ba · built 1995
110 Rodney Drive, 32439
Lairds
Listing courtesy of EXP Realty LLC
471 Shimmer Circle, pool for sale in Freeport
$1,264,850
4 bd · 3.5 ba · built 2025
471 Shimmer Circle, 32439
Hammock Bay
Listing courtesy of Randy Wise Realty LLC

The most expensive pool homes in Freeport

ListingAskingSq ftCommunity
40 Acres Waverly Orchard Circle$3,250,000——
4374 W County Highway 83A$1,500,000——
121 Revana Way$1,499,000—Hammock Bay
471 Shimmer Circle$1,264,850—Hammock Bay
112 E Captain Fritz Way$1,175,000—Hammock Bay - Steamboat Landing
23 Vintage Cove$859,000—Hammock Bay
355 Mill Pond Cove$814,900—Hammock Bay
22 Mango Lane$795,000——
14162 331 Business Highway$649,900——
110 Rodney Drive$644,900—Lairds

Pool Homes by price

BandFor saleShare
$300K–$500K212%
$500K–$750K638%
$750K–$1M319%
$1M+531%

Freeport pool homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityPool HomesNew buildMedian listFrom
Hammock Bay140$1,480,554$459,900
Windswept Estates40$717,449$510,000
Steamboat Landing10$2,276,382$2,276,382
No Recorded Subdivision10$1,500,000$1,500,000
Hammock Bay - Steamboat Landing10$1,175,000$1,175,000
Orchard At Hammock Bay10$795,000$795,000
Lairds 2Nd Addn10$644,900$644,900
Magnolia Beach 2Nd Addn10$559,000$559,000
Hammock Bay - Starburst10$544,900$544,900
Cross Creek Estates10$435,000$435,000
Owls Head Farms10$424,900$424,900
Marshs10$409,900$409,900

What a private pool actually costs to own

Budget three things beyond the price: the pool itself (chemicals, pump electricity and a service if you do not want to do it yourself typically run $150 to $300 a month), the screen enclosure where there is one (a full re-screen every 8 to 12 years; a replacement enclosure is a five-figure job after a storm), and insurance, where a pool adds liability exposure and many carriers require a fence, self-latching gate or approved alarm. Florida’s Residential Swimming Pool Safety Act requires at least one safety feature on a new pool, and lenders and insurers ask about it on older ones. Have the pool inspected separately from the house: the pump, heater, surface finish and deck are the expensive items. Our true cost of ownership calculator puts insurance, taxes and upkeep into one monthly number.

Questions to ask about any pool listing

How old are the pump, filter and heater, and is there a warranty? When was the surface last refinished? Is the enclosure permitted and when was it last re-screened? Is there a barrier or alarm that satisfies the insurer? What did the seller pay for homeowners insurance last year, and did the carrier require anything for the pool? A local agent who works the area will know which enclosures came through the last storm.

Common questions

How many homes with a private pool are for sale in Freeport?
As of October 24, 2026, 30 Freeport, FL listings whose MLS record reports a private pool are active or pending, across 12 communities. The count updates with every MLS refresh.
What do pool homes cost in Freeport?
The median asking price today is $836,950, with listings from $409,900 to $3,250,000. Freeport listings without that feature have a median of $416,000.
Which Freeport community has the most pool homes for sale?
Hammock Bay has the most right now (14), followed by Windswept Estates (4), Steamboat Landing (1), No Recorded Subdivision (1).
Does a pool raise homeowners insurance in Florida?
Usually modestly on premium but meaningfully on requirements: most carriers want a barrier, self-latching gate or approved alarm, and a screen enclosure is often excluded or sub-limited for wind. Get the quote before you offer and ask specifically how the enclosure is covered.

Keep exploring Freeport

Pool Homes in nearby Walton County cities

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 private pool. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate.

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