530 total properties
View 3760 OLD JENNINGS Road Middleburg, FL MLS# 2129507
$645,000
Studio

Beds

0.0

Baths

3760 OLD JENNINGS Road

Middleburg, FL

View 3806 FEATHERSTONE Court Middleburg, FL MLS# 2135577
$634,900
4

Beds

3.1

Baths

3,008

Sq.Ft.

3806 FEATHERSTONE Court

Middleburg, FL

View 2337 JENNINGS FARM Drive Middleburg, FL MLS# 2140040
  • New Construction
1 of 10
$631,990
5

Beds

3.1

Baths

3,518

Sq.Ft.

2337 JENNINGS FARM Drive

Middleburg, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2777 COUNTY RD 220 Middleburg, FL MLS# 1223281
$625,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

2777 COUNTY RD 220

Middleburg, FL

View 98 SWIMMING PEN Drive Middleburg, FL MLS# 2131071
$625,000
5

Beds

2.1

Baths

2,800

Sq.Ft.

98 SWIMMING PEN Drive

Middleburg, FL

View 2538 HALPERNS Way Middleburg, FL MLS# 2138069
  • Virtual Tour
1 of 66
$625,000
5

Beds

3.0

Baths

3,213

Sq.Ft.

2538 HALPERNS Way

Middleburg, FL

View 2305 JENNINGS FARM Drive Middleburg, FL MLS# 2141369
  • New Construction
1 of 16
$614,636
5

Beds

4.0

Baths

3,285

Sq.Ft.

2305 JENNINGS FARM Drive

Middleburg, FL

View 4564 CRAZY HORSE Avenue B # B Middleburg, FL MLS# 2131965
$610,000
3

Beds

2.0

Baths

1,710

Sq.Ft.

4564 CRAZY HORSE Avenue B # B

Middleburg, FL

View 2264 BRANNINGS SAWMILL Court Middleburg, FL MLS# 2111619
$601,990
5

Beds

3.0

Baths

3,518

Sq.Ft.

2264 BRANNINGS SAWMILL Court

Middleburg, FL

View 187 SORREL Street Middleburg, FL MLS# 2129534
$599,990
4

Beds

3.0

Baths

2,046

Sq.Ft.

187 SORREL Street

Middleburg, FL

View 2060 CORNELL Road Middleburg, FL MLS# 2136767
$595,000
3

Beds

2.0

Baths

1,673

Sq.Ft.

2060 CORNELL Road

Middleburg, FL

View 1733 HEREFORD Road Middleburg, FL MLS# 2113533
$594,999
3

Beds

2.0

Baths

1,680

Sq.Ft.

1733 HEREFORD Road

Middleburg, FL

View 1233 ORCHARD ORIOLE Place Middleburg, FL MLS# 2137892
$590,000
4

Beds

3.0

Baths

3,636

Sq.Ft.

1233 ORCHARD ORIOLE Place

Middleburg, FL

View 2567 HORSESHOE BEND Road Middleburg, FL MLS# 2137295
$585,000
4

Beds

3.0

Baths

2,731

Sq.Ft.

2567 HORSESHOE BEND Road

Middleburg, FL

View 4467 SONG SPARROW Drive Middleburg, FL MLS# 2141663
$585,000
5

Beds

4.0

Baths

4,071

Sq.Ft.

4467 SONG SPARROW Drive

Middleburg, FL

View 4041 SADDLEHORN Trail Middleburg, FL MLS# 2086001
$580,000
4

Beds

2.0

Baths

1,841

Sq.Ft.

4041 SADDLEHORN Trail

Middleburg, FL

View 3905 GAREYS FERRY Way Middleburg, FL MLS# 2138513
  • New Construction
1 of 11
$579,143
5

Beds

4.0

Baths

3,174

Sq.Ft.

3905 GAREYS FERRY Way

Middleburg, FL

View 826 POINT HERON Loop Middleburg, FL MLS# 2126697
  • New Construction
1 of 5
$575,990
5

Beds

3.0

Baths

3,553

Sq.Ft.

826 POINT HERON Loop

Middleburg, FL

View 2532 CRESTDALE Court Middleburg, FL MLS# 2139722
  • Recently Listed with Virtual Tour
1 of 60
$575,575
5

Beds

3.0

Baths

2,900

Sq.Ft.

2532 CRESTDALE Court

Middleburg, FL

View 2860 RAVINES Road Middleburg, FL MLS# 2112548
$575,000
5

Beds

3.0

Baths

3,339

Sq.Ft.

2860 RAVINES Road

Middleburg, FL

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The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

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Data is updated as of 4/26/2026.

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Data is updated as of 4/26/2026.

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