Search Fleming Island, FL homes & real estate

Displayed below are active Fleming Island real estate listings. If you’re interested in a home or condo you see here, just click the "Ask a Question" button when viewing the details of that property. Our team is able to provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and other details related to the real estate market in Fleming Island, FL.

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Search Fleming Island Homes For Sale

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New
1671 Dockside Drive, Fleming Island

$399,400

1671 Dockside Drive, Fleming Island

4 Beds 2 Baths 1,674 SqFt Residential MLS® # 2138688
New Open House
144 Oakwood Plantation Drive, Fleming Island

$499,999

144 Oakwood Plantation Drive, Fleming Island

3 Beds 3 Baths 2,275 SqFt Residential MLS® # 2140497
New
1500 Calming Water Drive 2501, Fleming Island

$240,000

1500 Calming Water Drive 2501, Fleming Island

3 Beds 3 Baths 1,817 SqFt Residential MLS® # 2139730
New
1600 Spring Water Court, Fleming Island

$575,000

1600 Spring Water Court, Fleming Island

4 Beds 3 Baths 2,566 SqFt Residential MLS® # 2140431
New
1693 Tall Timber Drive, Fleming Island

$450,000

1693 Tall Timber Drive, Fleming Island

3 Beds 3 Baths 2,030 SqFt Residential MLS® # 2140401
New
1705 Cross Pines Drive, Fleming Island

$315,000

1705 Cross Pines Drive, Fleming Island

4 Beds 3 Baths 1,894 SqFt Residential MLS® # 2140209
New
1719 Rustling Drive, Fleming Island

$384,900

1719 Rustling Drive, Fleming Island

4 Beds 2 Baths 1,902 SqFt Residential MLS® # 2140282
New Open House
572 Cozybrook Lane, Fleming Island

$365,000

572 Cozybrook Lane, Fleming Island

3 Beds 2 Baths 1,440 SqFt Residential
Sun, Apr 19th, 2026 @ 1pm - 3pm
MLS® # 2138921
New Pending
1437 Water Pipit Lane, Fleming Island

$385,000

1437 Water Pipit Lane, Fleming Island

3 Beds 2 Baths 1,812 SqFt Residential MLS® # 2136998
New Under Contract
1574 Country Walk Drive, Fleming Island

$775,000

1574 Country Walk Drive, Fleming Island

5 Beds 4 Baths 2,912 SqFt Residential MLS® # 2139975
New Pending
1683 Waters Edge Drive, Fleming Island

$649,000

1683 Waters Edge Drive, Fleming Island

4 Beds 3 Baths 2,566 SqFt Residential MLS® # 2106065
New Under Contract
1412 Walnut Creek Drive, Fleming Island

$525,000

1412 Walnut Creek Drive, Fleming Island

5 Beds 4 Baths 2,700 SqFt Residential MLS® # 2136160
New
1500 Calming Water Drive 5405, Fleming Island

$205,000

1500 Calming Water Drive 5405, Fleming Island

2 Beds 3 Baths 1,296 SqFt Residential MLS® # 2139877
New Open House
2677 Margot Court, Fleming Island

$500,000

2677 Margot Court, Fleming Island

4 Beds 2 Baths 2,142 SqFt Residential MLS® # 2139839
New Open House
1880 Copper Stone Drive B, Fleming Island

$309,000

1880 Copper Stone Drive B, Fleming Island

3 Beds 2 Baths 1,737 SqFt Residential
Sun, Apr 19th, 2026 @ 2pm - 4pm
MLS® # 2139822
New Under Contract
1940 Bluebonnet Way, Fleming Island

$449,000

1940 Bluebonnet Way, Fleming Island

3 Beds 2 Baths 1,954 SqFt Residential MLS® # 2139379
New
2727 Shade Tree Drive, Fleming Island

$905,000

2727 Shade Tree Drive, Fleming Island

4 Beds 5 Baths 4,279 SqFt Residential MLS® # 2139737
New Open House
1860 Royal Fern Lane, Fleming Island

$467,000

1860 Royal Fern Lane, Fleming Island

4 Beds 2 Baths 2,349 SqFt Residential
Sun, Apr 19th, 2026 @ 1pm - 3pm
MLS® # 2139698
New Open House
2053 Trailing Pines Way, Fleming Island

$459,900

2053 Trailing Pines Way, Fleming Island

4 Beds 3 Baths 2,302 SqFt Residential MLS® # 2139679
New
1943 Rose Mallow Lane, Fleming Island

$1,250,000

1943 Rose Mallow Lane, Fleming Island

5 Beds 5 Baths 4,696 SqFt Residential MLS® # 2139230
New Pending
133 Oakwood Plantation Drive, Fleming Island

$535,000

133 Oakwood Plantation Drive, Fleming Island

4 Beds 3 Baths 2,181 SqFt Residential MLS® # 2138945
1831 Cross Green Way, Fleming Island

$775,000

1831 Cross Green Way, Fleming Island

4 Beds 4 Baths 3,165 SqFt Residential MLS® # 2139490
Open House
2408 Stockton Drive, Fleming Island

$864,900

2408 Stockton Drive, Fleming Island

4 Beds 4 Baths 3,006 SqFt Residential
Sat, Apr 25th, 2026 @ 12pm - 2pm
MLS® # 2139435
Open House
1801 Wards Landing Court, Fleming Island

$500,000

1801 Wards Landing Court, Fleming Island

3 Beds 3 Baths 1,850 SqFt Residential MLS® # 2138678

Fleming Island Market Statistics

Fleming Island housing market statistics: As of April 18, 2026 there are currently 137 properties for sale in Fleming Island, with an average asking price of $578,440. The highest-priced property is $2,849,000 and the lowest-priced property can be purchased for $179,900. Fleming Island listings have an average price of $226 per square feet, based on listings with 4 beds, 3 baths, and 2,450 square feet of living space.