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

Save search

Map layers

Safety

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 Middleburg, 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

268 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 construction

Homes Under $500K in Middleburg, FL

Homes Under $500K in Middleburg, FL

Hide Map
23 of 268 Listings
Map

Homes Under $500K in Middleburg, FL

23 of 268 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 3283 Loblolly Pine Court — photo1Active

    $247,000

    4 bd · 3 ba · 2,091 sqft

    3283 Loblolly Pine Court, Middleburg, FL

    NAJI HASSAN · 7 STAR REALTY, INC.

  2. 4820 Cattail Street — photo64Active

    $459,900

    3 bd · 2 ba · 2,044 sqft

    4820 Cattail Street, Middleburg, FL

    DONIELLE S WAGNER · COLDWELL BANKER VANGUARD REALTY

  3. 4130 Weathered Pine Court — photo16Active

    $335,000

    3 bd · 2 ba · 1,950 sqft

    4130 Weathered Pine Court, Middleburg, FL

    Troy Albers · FLORIDA HOMES REALTY & MTG LLC

  4. 1702 Balboa Lane — photo32Active

    $272,450

    3 bd · 1 ba · 1,440 sqft

    1702 Balboa Lane, Middleburg, FL

    CINDEY NORDMAN · ONE SOTHEBY'S INTERNATIONAL REALTY

  5. 1764 Northglen Circle — photo18Active

    $269,000

    3 bd · 2 ba · 1,497 sqft

    1764 Northglen Circle, Middleburg, FL

    PAMELA LEMOS · KELLAR REALTY AND PROPERTY MANAGEMENT INC

  6. 3994 Bronco Road — photo55Active

    $449,000

    4 bd · 2 ba · 2,130 sqft

    3994 Bronco Road, Middleburg, FL

    JAY BARRETT HAMPTON · DJ & LINDSEY REAL ESTATE

  7. 5322 Otter Lane — photo2Active

    $5,000

    3 bd · 2 ba · 1,851 sqft

    5322 Otter Lane, Middleburg, FL

    Jaime L Boone · Jaime L Boone LLC

  8. 2367 Sophie Place — photo43Active

    $315,000

    3 bd · 2 ba · 1,987 sqft

    2367 Sophie Place, Middleburg, FL

    KARRIE FORRESTER · WATSON REALTY CORP

  9. 3411 Cutting Court — photoOpen house Sat, Oct 24 · 12:00 AM27Active

    $285,000

    3 bd · 3 ba · 1,457 sqft

    3411 Cutting Court, Middleburg, FL

    CLAUDIA ISABEL KNOWLES · WATSON REALTY CORP

  10. 2660 Ravine Hill Drive — photo58Active

    $385,000

    4 bd · 3 ba · 2,528 sqft

    2660 Ravine Hill Drive, Middleburg, FL

    DONALD EUGENE TURNER · FLORIDA HOMES REALTY & MTG LLC

  11. 2970 Ravines Road Unit 1329 — photo19Active

    $125,000

    1 bd · 1 ba · 420 sqft

    2970 Ravines Road Unit 1329, Middleburg, FL

    LINDSEY OSTEEN · KELLER WILLIAMS ST JOHNS

  12. 5388 Angus Road — photo5Active

    $5,000

    3 bd · 1 ba · 1,125 sqft

    5388 Angus Road, Middleburg, FL

    Jaime L Boone · Jaime L Boone LLC

  13. 4814 Dale Court — photo17Active

    $318,000

    3 bd · 2 ba · 1,410 sqft

    4814 Dale Court, Middleburg, FL

    KAREN ALBRIGHT · OPENDOOR BROKERAGE, LLC.

  14. 3865 Athenian Way — photoPrice ReducedOpen house Fri, Oct 23 · 1:00 PM23Active

    $224,990

    3 bd · 3 ba · 1,433 sqft

    3865 Athenian Way, Middleburg, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  15. 1810 Amberly Drive — photo47Active

    $385,000

    4 bd · 3 ba · 2,066 sqft

    1810 Amberly Drive, Middleburg, FL

    KIARA DUBOSE · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

  16. 3893 Athenian Way — photoOpen house Fri, Oct 23 · 1:00 PM25Active

    $279,990

    3 bd · 3 ba · 1,588 sqft

    3893 Athenian Way, Middleburg, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  17. 3480 Steelgate Court — photo51Active

    $415,000

    5 bd · 3 ba · 2,880 sqft

    3480 Steelgate Court, Middleburg, FL

    LAURA URBAN · UNITED REAL ESTATE GALLERY

  18. 3791 Athenian Way — photo25Active

    $269,990

    3 bd · 3 ba · 1,588 sqft

    3791 Athenian Way, Middleburg, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  19. 3925 Bloomfield Court — photoPrice Reduced55Active

    $355,000

    4 bd · 3 ba · 2,088 sqft

    3925 Bloomfield Court, Middleburg, FL

    LINDSEY OSTEEN · KELLER WILLIAMS ST JOHNS

  20. 3910 Lake Crest Terrace — photoPrice Reduced36Active

    $371,000

    3 bd · 2 ba · 1,812 sqft

    3910 Lake Crest Terrace, Middleburg, FL

    INGRID DAVIS · IDEAL REALTY CONNECTIONS

  21. 1655 Night Owl Trail — photo58Active

    $310,000

    4 bd · 2 ba · — sqft

    1655 Night Owl Trail, Middleburg, FL

  22. 1676 Night Owl Trail — photo53Active

    $299,000

    3 bd · 2 ba · 1,527 sqft

    1676 Night Owl Trail, Middleburg, FL

    RHIANNON MYERS PA · COLDWELL BANKER VANGUARD REALTY

  23. 35 Orchid Avenue — photoPrice Reduced38Active

    $238,990

    3 bd · 3 ba · 1,680 sqft

    35 Orchid Avenue, Middleburg, FL

    ERIC PARSONS · EXIT INSPIRED REAL ESTATE

12…12

About Homes Under $500K in Middleburg, FL

Homes Under $500K in Middleburg, FL: 268 active listings as of October 19, 2026, 04:19 UTC.

Property types among these 268 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence16963.1%
Townhouse4617.2%
Manufactured Home238.6%
Mobile Home207.5%
Condominium93.4%

Explore Middleburg homes

By price

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

Space Coast MLS (Space Coast Association of REALTORS)
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.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-10-14 11:01:22 UTC
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: 2026-10-18 22:27:19 UTC
St Augustine and St Johns County Board of REALTORS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the St. Augustine & St. Johns County Board of REALTORS®. 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. Real estate listings held by brokerage firms other than Realty.com are indicated by detailed information about them such as the name of the listing firms. Information deemed reliable but not guaranteed. Copyright © 2026 St. Augustine & St. Johns County Board of REALTORS®. All Rights Reserved.
    • Homes Under $300K
    • Homes Under $400K
    • Homes Under $500K

    By bedrooms

    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Townhomes
    • Manufactured Homes

    By feature

    • New Construction Homes
    • Waterfront Homes

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Middleburg, FL community profile

    Area
    115.5 sq. mi.

    Source: HJN community data

    Middleburg housing market

    September 2026 · This period is still settling

    Middleburg 12-month median sale price trend

    Selling at 99.6% of asking price

    Sales here are closing essentially at asking. MLS · 69 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 16, 2026

    Median sale price
    $274,228$250,000–$293,141 typical range
    Price per sq. ft.
    $144
    Sales
    22
    Paid in cash
    27.3%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $369,999
    Homes for sale
    299
    Median days on market
    73 days

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

    Year-over-year
    12.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,716 sq. ft.