For the 2026 school year, there are 4 private preschools serving 457 students in 21409, MD.
The average acceptance rate is 85%, which is higher than the Maryland private preschool average acceptance rate of 83%.
Private Preschools in 21409, MD (2026)
School
Location
Quick Facts
Chesapeake Montessori School
Montessori School
30 Old Mill Bottom Road North
Annapolis, MD 21409
(410) 757-4740
Annapolis, MD 21409
(410) 757-4740
Gr: NS-8 | 148 students Avg. class size: 25 students Extracurrculars: 5 Tuition listed
In Faith Christian School
Daycare / Preschool (Methodist)
657 Broadneck Rd
Annapolis, MD 21409
(410) 757-7680
Annapolis, MD 21409
(410) 757-7680
Gr: K | 19 students Tuition listed
Montessori International Childrens House![Montessori International Childrens House Photo - Welcome to our school on the hill! Montessori International Childrens House Photo - Welcome to our school on the hill!]()

Montessori School
1641 N Winchester Rd
Annapolis, MD 21409
(410) 757-7789
Annapolis, MD 21409
(410) 757-7789
Gr: NS-6 | 161 students Avg. class size: 24 students Extracurrculars: 3 Tuition & acceptance rate listed
St. Margaret's Day School
Daycare / Preschool (Episcopal)
1605 Pleasant Plains Rd
Annapolis, MD 21409
(410) 757-2333
Annapolis, MD 21409
(410) 757-2333
Gr: PK-K | 129 students Avg. class size: 15 students Sports: 4 Tuition listed
Frequently Asked Questions
Recent Articles
How Global Economic Trends Shape Private School Affordability
Explore how global economic trends influence private school affordability and enrollment in 2026, with insights for families and educators.
Parent Engagement in Private Schools in 2026
Explore how parent engagement in private schools builds strong communities, support networks, and student success in 2026.
So Many Choices: Navigating Private School Selection in 2026
A 2026 parent guide to choosing the right private school, with updated admissions timelines, tuition trends, affordability strategies, and expert insights.


