Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Homes Under $500K in Fleming Island, FL
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

55 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

Homes Under $500K in Fleming Island, FL

Homes Under $500K in Fleming Island, FL

Hide Map
24 of 55 Listings
Map

Homes Under $500K in Fleming Island, FL

24 of 55 Listings

Your local team in Fleming Island

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
SN

Scott Neeley

NEXA Mortgage LLC

NMLS #159824

Scott NeeleyCall Scott
  1. 1595 Vineland Circle B — photoNew29Active

    $250,000

    3 bd · 3 ba · 1,460 sqft

    1595 Vineland Circle B, Fleming Island, FL

    Wendy Register-Aldridge · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

  2. 6436 Bahaia Road — photo53Active

    $420,000

    4 bd · 2 ba · 1,874 sqft

    6436 Bahaia Road, Fleming Island, FL

    MATTHIAS BERRANG · INI REALTY

  3. 6377 Island Forest Drive D — photoNew78Active

    $299,000

    3 bd · 3 ba · 2,029 sqft

    6377 Island Forest Drive D, Fleming Island, FL

    AMANDA DANTER · MAVREALTY

  4. 1516 Greenway Place — photoNew52Active

    $399,900

    4 bd · 2 ba · 1,916 sqft

    1516 Greenway Place, Fleming Island, FL

    PAULA HOLLINGSWORTH · FLORIDA HOMES REALTY & MTG LLC

  5. 5092 Harvey Grant Road — photoPrice Reduced38Active

    $500,000

    5 bd · 2 ba · 1,768 sqft

    5092 Harvey Grant Road, Fleming Island, FL

    DAVID CORBITT · 1 PERCENT LISTS FIRST COAST

  6. 1836 Winter Pines Court — photo153Active

    $289,900

    3 bd · 2 ba · 1,340 sqft

    1836 Winter Pines Court, Fleming Island, FL

    John Warner · WATSON REALTY CORP

  7. 1316 Clay Street — photo27Active

    $374,990

    4 bd · 3 ba · 1,965 sqft

    1316 Clay Street, Fleming Island, FL

    OCTAVIA P VALENCIA · WJH BROKERAGE FL LLC

  8. 408 Harvest Bend Drive — photo44Active

    $449,990

    3 bd · 2 ba · 1,907 sqft

    408 Harvest Bend Drive, Fleming Island, FL

    LINDSEY OSTEEN · KELLER WILLIAMS ST JOHNS

  9. 6282 Island Forest Drive — photo25Active

    $325,000

    3 bd · 2 ba · 1,938 sqft

    6282 Island Forest Drive, Fleming Island, FL

    MOE MOSSA · SAVVY AVENUE, LLC.

  10. 1575 Vineland Circle B — photo37Active

    $228,900

    3 bd · 3 ba · 1,460 sqft

    1575 Vineland Circle B, Fleming Island, FL

    ASHLEY MARIE DEGIDIO · FADER & CO REALTY LLC

  11. 6076 Bermuda Drive — photoPrice Reduced28Active

    $345,900

    3 bd · 2 ba · 1,592 sqft

    6076 Bermuda Drive, Fleming Island, FL

    PAULA WALSH · CONCIERGE REALTY GROUP

  12. 2356 Crooked Pine Lane — photoPrice Reduced40Active

    $385,000

    4 bd · 3 ba · 2,681 sqft

    2356 Crooked Pine Lane, Fleming Island, FL

    DANIEL SEFAIR · SEFAIR INVESTMENTS, INC.

  13. 1177 Floyd Street — photo24Active

    $315,000

    3 bd · 3 ba · 1,752 sqft

    1177 Floyd Street, Fleming Island, FL

    ADRIAN CARKHUFF · RIVER CITY RENTALS AND REALTY

  14. 618 Hibernia Oaks Drive — photo21Active

    $420,000

    4 bd · 2 ba · 1,853 sqft

    618 Hibernia Oaks Drive, Fleming Island, FL

    STEVEN KOLENO · BEYCOME OF FLORIDA LLC

  15. 1537 Winston Lane — photo101Active

    $440,000

    3 bd · 2 ba · 1,904 sqft

    1537 Winston Lane, Fleming Island, FL

    STEFANIA LASWELL · DJ & LINDSEY REAL ESTATE

  16. 880 Fleming Street — photoPrice Reduced31Active

    $379,900

    4 bd · 2 ba · 1,654 sqft

    880 Fleming Street, Fleming Island, FL

    ASHLEY NICOLE GLOYD · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

  17. 2283 Lookout Landing — photoPrice Reduced64Active

    $489,900

    4 bd · 3 ba · 2,282 sqft

    2283 Lookout Landing, Fleming Island, FL

    LESLIE DUNCAN · HOVER GIRL PROPERTIES

  18. 1634 Highland View Court — photo46Active

    $399,000

    3 bd · 2 ba · 1,701 sqft

    1634 Highland View Court, Fleming Island, FL

    JEFF SHERMAN · FLORIDA HOMES REALTY & MTG LLC

  19. 2200 Marsh Hawk Lane 511 — photo48Active

    $195,000

    2 bd · 1 ba · 1,011 sqft

    2200 Marsh Hawk Lane 511, Fleming Island, FL

    STARR KEATING · COLDWELL BANKER VANGUARD REALTY

  20. 971 Florida Street — photo24Active

    $350,000

    3 bd · 2 ba · 1,522 sqft

    971 Florida Street, Fleming Island, FL

    JOYCE ROBERTS · AJ REALTY GROUP FLORIDA INC

  21. 1351 Fleming Street — photoPrice Reduced3Active

    $309,888

    3 bd · 3 ba · 1,566 sqft

    1351 Fleming Street, Fleming Island, FL

    OCTAVIA P VALENCIA · WJH BROKERAGE FL LLC

  22. 1717 County Road 220 1705 — photoPrice Reduced34Active

    $149,000

    2 bd · 2 ba · 1,104 sqft

    1717 County Road 220 1705, Fleming Island, FL

    Debbie Espinosa · FLORIDA HOMES REALTY & MTG LLC

  23. 1972 Woodlake Drive — photoPrice Reduced25Active

    $484,900

    4 bd · 3 ba · 2,178 sqft

    1972 Woodlake Drive, Fleming Island, FL

    ERIC MILLER · CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST

  24. 2045 Secret Garden Lane 606 — photo40Active

    $315,000

    3 bd · 3 ba · 1,966 sqft

    2045 Secret Garden Lane 606, Fleming Island, FL

    SARAH ROTHSTEIN · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

123

Explore Fleming Island homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
  • Luxury

By bedrooms

  • 2 beds
  • 3 beds
  • 4 beds
  • 5 beds

By type

  • Single family
  • Townhomes
  • Condos
  • Manufactured homes
  • Multi-family homes
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

realMLS (Northeast Florida Multiple Listing Service)
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-03 12:55:52 UTC
  • Co-ops

    By feature

    • New construction
    • With a pool

    Your local team in Fleming Island

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas
    SN

    Scott Neeley

    NEXA Mortgage LLC

    NMLS #159824

    Scott NeeleyCall Scott

    Fleming Island, FL community profile

    Area
    28.1 sq. mi.

    Source: HJN community data

    Fleming Island housing market

    June 2026 · This period is still settling

    Fleming Island 12-month median sale price trend

    Selling at 99.2% of asking price

    Buyers here are paying below asking. MLS · 45 sales · as of Jun 30, 2026

    Homes that sold · County records, as of Jun 24, 2026

    Median sale price
    $405,000$75,675–$478,750 typical range
    Price per sq. ft.
    $253
    Sales
    14
    Paid in cash
    57.1%

    Homes on the market · MLS, as of Jun 30, 2026

    Median days on market
    19 days

    Price trend · Assessor repeat sales, as of Jun 30, 2026

    Year-over-year
    -44.4%