92 total properties
View 1628 N Jefferson Highway Monticello, FL MLS# 399132
$425,000
3

Beds

2.1

Baths

3,127

Sq.Ft.

1628 N Jefferson Highway

Monticello, FL

View 3827 N Jefferson Street Monticello, FL MLS# 378828
$415,000
3

Beds

3.0

Baths

3,026

Sq.Ft.

3827 N Jefferson Street

Monticello, FL

View 2497 Boston Highway Monticello, FL MLS# 390497
  • Virtual Tour
1 of 42
$415,000
3

Beds

2.0

Baths

1,921

Sq.Ft.

2497 Boston Highway

Monticello, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 49 Foggy Lane Monticello, FL MLS# 397710
$400,000
4

Beds

3.0

Baths

2,870

Sq.Ft.

49 Foggy Lane

Monticello, FL

View 1012 S Main Avenue Monticello, FL MLS# 398555
  • Recently Listed
1 of 64
$399,000
3

Beds

2.0

Baths

2,280

Sq.Ft.

1012 S Main Avenue

Monticello, FL

View 1205 E Pearl Street Monticello, FL MLS# 388679
$397,000
3

Beds

2.1

Baths

2,373

Sq.Ft.

1205 E Pearl Street

Monticello, FL

View 280 W Washington Street Monticello, FL MLS# 380254
$349,000
7,659

Sq.Ft.

280 W Washington Street

Monticello, FL

View 8156 Waukeenah Highway Monticello, FL MLS# 397112
$349,000
3

Beds

2.0

Baths

1,774

Sq.Ft.

8156 Waukeenah Highway

Monticello, FL

View 205 N Rhodes Street Monticello, FL MLS# 383924
$345,000
3

Beds

2.0

Baths

2,766

Sq.Ft.

205 N Rhodes Street

Monticello, FL

View 535 S Jefferson Street Monticello, FL MLS# 390068
$325,000
3,750

Sq.Ft.

535 S Jefferson Street

Monticello, FL

View 2664 A W Washington Highway Monticello, FL MLS# 392023
$325,000
5

Beds

2.0

Baths

2,659

Sq.Ft.

2664 A W Washington Highway

Monticello, FL

View 155 E Seminole Avenue Monticello, FL MLS# 398067
$325,000
4

Beds

3.0

Baths

2,223

Sq.Ft.

155 E Seminole Avenue

Monticello, FL

View 60 Bob White Trail Monticello, FL MLS# 398969
  • Recently Listed
1 of 37
$285,000
3

Beds

2.0

Baths

1,620

Sq.Ft.

60 Bob White Trail

Monticello, FL

View 1164 Oaklands Plantation Road Monticello, FL MLS# 399174
$285,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

1164 Oaklands Plantation Road

Monticello, FL

View 104 Pine Cone Drive Monticello, FL MLS# 390706
  • Virtual Tour
1 of 31
$275,000
3

Beds

2.0

Baths

1,740

Sq.Ft.

104 Pine Cone Drive

Monticello, FL

View 185 E Dogwood Street Monticello, FL MLS# 396434
$275,000
2,175

Sq.Ft.

185 E Dogwood Street

Monticello, FL

View 490 N Cherry Court Monticello, FL MLS# 395722
  • Adult Community
1 of 38
$274,900
2

Beds

2.0

Baths

1,411

Sq.Ft.

490 N Cherry Court

Monticello, FL

View 450 W Madison Street Monticello, FL MLS# 399112
  • Recently Listed
1 of 34
$274,000
3

Beds

2.0

Baths

2,070

Sq.Ft.

450 W Madison Street

Monticello, FL

View 320 N Cherry Street Monticello, FL MLS# 393410
$269,000
2,406

Sq.Ft.

320 N Cherry Street

Monticello, FL

View 1511 Spring Hollow Road Monticello, FL MLS# 394368
$269,000
3

Beds

2.0

Baths

1,338

Sq.Ft.

1511 Spring Hollow Road

Monticello, FL

Information deemed reliable but not guaranteed.

Data is updated as of 4/29/2026.

The information being provided is 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.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 4/29/2026.

The data relating to real estate for sale on this web site comes in part from the IDX Program of the Tallahassee Multiple Listing Service. Detailed information regarding Real estate listings held by brokerage firms other than Weichert Realtors include the name of the listing brokers.

The information being provided is 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.