Pool Homes for Sale in Fleming Island, FL

Buyers who want a pool search for the pool first. This page tracks every Fleming Island 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 Fleming Island, FL today across 22 communities. The median asking price is $630,000, from $259,900 to $2,000,000. Listings in Fleming Island without that feature have a median of $415,000. Most listings right now: Hibernia Plantation (4), Eagle Harbor (3), Fleming Island (2). Updated October 17, 2026 from the MLS.

Live pool homes in Fleming Island: the listings

17 active listings carry the flag today (15% of Fleming Island inventory), median asking $585,000, $239/sq ft, median 50 days on market. Photo cards link to the listing; refreshed nightly.

Newest pool homes in Fleming Island

1747 Chatham Village Drive, pool for sale in Fleming Island
$515,000 New
4 bd · 2 ba · 2,326 sq ft · built 2003
1747 Chatham Village Drive, 32003
Fleming Island Plantation
Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY
2382 Shawna Lane, pool for sale in Fleming Island
$975,000
5 bd · 4 ba · 3,398 sq ft · built 2015
2382 Shawna Lane, 32003
Hibernia Plantation
Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY
2411 Golden Bell Lane, pool for sale in Fleming Island
$610,000
4 bd · 3 ba · 2,691 sq ft · built 2005
2411 Golden Bell Lane, 32003
Fleming Island Plantation
Listing courtesy of EXP REALTY LLC
525 Hickory Drive, pool for sale in Fleming Island
$415,000
3 bd · 2 ba · 1,995 sq ft · built 1986
525 Hickory Drive, 32003
Fleming Island Plantation
Listing courtesy of KELLER WILLIAMS FIRST COAST REALTY
2567 Ferntree Lane, pool for sale in Fleming Island
$1,000,000
5 bd · 4 ba · 3,646 sq ft · built 2004
2567 Ferntree Lane, 32003
Eagle Harbor
Listing courtesy of COLDWELL BANKER VANGUARD REALTY
1745 Fiddlers Ridge Drive, pool for sale in Fleming Island
$560,000
4 bd · 2 ba · 2,310 sq ft · built 1996
1745 Fiddlers Ridge Drive, 32003
Eagle Harbor
Listing courtesy of REAL BROKER LLC
2304 Spring Hill Court, pool for sale in Fleming Island
$799,900
5 bd · 4 ba · 3,161 sq ft · built 2000
2304 Spring Hill Court, 32003
Southbrook
Listing courtesy of WATSON REALTY CORP
1946 White Dogwood Lane, pool for sale in Fleming Island
$530,000
4 bd · 2 ba · 2,220 sq ft · built 2005
1946 White Dogwood Lane, 32003
Listing courtesy of WATSON REALTY CORP
2708 Shade Tree Drive, pool for sale in Fleming Island
$899,000
4 bd · 3.5 ba · 3,145 sq ft · built 2005
2708 Shade Tree Drive, 32003
Listing courtesy of COLDWELL BANKER VANGUARD REALTY
2455 Stockton Drive, pool for sale in Fleming Island
$799,900
4 bd · 2.5 ba · 3,268 sq ft · built 1992
2455 Stockton Drive, 32003
Hibernia Plantation
Listing courtesy of COLDWELL BANKER VANGUARD REALTY
1803 Sentry Oak Court, pool for sale in Fleming Island
$569,000
4 bd · 3 ba · 2,862 sq ft · built 2001
1803 Sentry Oak Court, 32003
Margarets Walk
Listing courtesy of MARK SPAIN REAL ESTATE
1909 Tuscan Oaks Court, pool for sale in Fleming Island
$525,000
4 bd · 3 ba · 2,501 sq ft · built 2002
1909 Tuscan Oaks Court, 32003
Thornhill@ Fleming
Listing courtesy of MAXREV, LLC
132 Fairway Oaks Drive, pool for sale in Fleming Island
$568,000
4 bd · 2 ba · 2,163 sq ft · built 1995
132 Fairway Oaks Drive, 32003
Listing courtesy of COLDWELL BANKER VANGUARD REALTY
2036 Arden Forest Place, pool for sale in Fleming Island
$740,000
6 bd · 3.5 ba · 3,528 sq ft · built 2017
2036 Arden Forest Place, 32003
Eagle Nest Preserve
Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS
461 Wynfield Circle, pool for sale in Fleming Island
$439,000
4 bd · 2 ba · 2,111 sq ft · built 1992
461 Wynfield Circle, 32003
Wynfield
Listing courtesy of UNITED REAL ESTATE GALLERY
2371 Bridgette Way, pool for sale in Fleming Island
$1,495,000
5 bd · 4.5 ba · 4,266 sq ft · built 1990
2371 Bridgette Way, 32003
Hibernia Plantation
Listing courtesy of EXIT MAGNOLIA POINT REALTY
2346 Lavista Lane, pool for sale in Fleming Island
$585,000
4 bd · 3 ba · 2,795 sq ft · built 1986
2346 Lavista Lane, 32003
Habersham Harbour
Listing courtesy of CONVENE REALTY

The most expensive pool homes in Fleming Island

ListingAskingSq ftCommunity
2371 Bridgette Way$1,495,0004,266Hibernia Plantation
2567 Ferntree Lane$1,000,0003,646Eagle Harbor
2382 Shawna Lane$975,0003,398Hibernia Plantation
2708 Shade Tree Drive$899,0003,145—
2455 Stockton Drive$799,9003,268Hibernia Plantation
2304 Spring Hill Court$799,9003,161Southbrook
2036 Arden Forest Place$740,0003,528Eagle Nest Preserve
2411 Golden Bell Lane$610,0002,691Fleming Island Plantation
2346 Lavista Lane$585,0002,795Habersham Harbour
1803 Sentry Oak Court$569,0002,862Margarets Walk

Pool Homes by price

BandFor saleShare
$300K–$500K212%
$500K–$750K953%
$750K–$1M424%
$1M+212%

Fleming Island 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
Hibernia Plantation40$900,000$799,900
Eagle Harbor30$659,000$560,000
Fleming Island20$1,207,500$415,000
Margarets Walk20$609,500$569,000
Fleming Island Plantation20$562,500$515,000
Pace Island10$1,150,000$1,150,000
Cypress Creek10$899,000$899,000
River Hills Reserve10$895,000$895,000
Southbrook10$799,900$799,900
Eagle Nest Preserve10$740,000$740,000
Eagle Harbor10$659,000$659,000
Oakwood Plantation10$650,000$650,000
Pine Eagle Estates10$595,000$595,000
Habersham Harbour10$585,000$585,000
Fairway Oaks10$568,000$568,000
The Links10$530,000$530,000
Thornhill@ Fleming10$525,000$525,000
Eagle Perch10$450,000$450,000
Wynfield10$439,000$439,000
Pine Court10$398,000$398,000
Fleming Island Estat10$335,000$335,000
Island Forest10$259,900$259,900

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 Fleming Island?
As of October 17, 2026, 30 Fleming Island, FL listings whose MLS record reports a private pool are active or pending, across 22 communities. The count updates with every MLS refresh.
What do pool homes cost in Fleming Island?
The median asking price today is $630,000, with listings from $259,900 to $2,000,000. Fleming Island listings without that feature have a median of $415,000.
Which Fleming Island community has the most pool homes for sale?
Hibernia Plantation has the most right now (4), followed by Eagle Harbor (3), Fleming Island (2), Margarets Walk (2).
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 Fleming Island

Pool Homes in nearby Clay County cities

Live data: realMLS, Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Fleming Island, 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 courtesy of realMLS (Northeast Florida Multiple Listing Service). IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Listings courtesy of Stellar MLS as distributed by MLS GRID.

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