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By Mellissa Hecker ·

Chesapeake, Virginia: the Great Bridge drawbridge over the Albemarle and Chesapeake Canal

Schools in Oak Grove, Chesapeake VA: What Families Should Check

By Mellissa Hecker, Iron Valley Prestige · September 2026

SchoolGradesGreatSchools rating
Crestwood ElementaryPK-2See GreatSchools
Crestwood Intermediate3-55/10
Crestwood Middle6-84/10
Oscar F. Smith High School9-123/10

Ratings from GreatSchools.org, checked Sept 2026. Ratings change, and school zones vary by address — always confirm the assigned schools with Chesapeake Public Schools.

Chesapeake Public Schools Zoning

Oak Grove falls within Chesapeake Public Schools, and much of the area is commonly zoned for Crestwood Elementary, Crestwood Intermediate (grades 3-5) and Crestwood Middle, feeding into Oscar F. Smith High School. Because Oak Grove spans several pockets built over different decades, attendance lines can shift block to block, so I always confirm the assigned schools for a specific address before writing an offer.

If you're touring homes with school zoning as a priority, tell me early. I'll pull the current attendance zone for any address you're considering side by side with the listing so you know exactly which schools apply before you get attached to a house.

What GreatSchools Ratings Show

On GreatSchools.org, Crestwood Intermediate carries a rating of 5 out of 10, and Oscar F. Smith High School carries a rating of 3 out of 10. Ratings like these are a starting point, not the full picture, since they weigh test scores heavily and don't capture programs, teacher quality or how a particular child will do at a given school.

I encourage families to tour in person, talk to the front office about specific programs, and look at more than one data source before making a decision based on ratings alone. A school's culture, extracurriculars and support services often matter just as much to families as a single numeric score.

Programs and Practical Considerations

Oscar F. Smith High School offers Advanced Placement courses, International Baccalaureate options and a Gifted & Talented program, which is worth knowing if your student is looking for advanced coursework. Families with younger children should also ask each school directly about before- and after-care options, since work schedules often make that as important as the academic program itself.

If you have a child with an IEP or 504 plan, it's worth reaching out to the school division early in your home search, since support services and staffing can vary between schools even within the same city.

Confirm Zoning Before You Buy

Because school boundaries can change and Oak Grove covers a fairly wide, multi-pocket area, I always recommend confirming zoning directly with Chesapeake Public Schools for the exact address you're considering, not just the general neighborhood. Boundary lines and even school assignments can shift from year to year.

For more on how I evaluate school zones across Chesapeake, see my South Norfolk schools guide, and reach out any time you want me to pull current zoning for a specific home you're considering in Oak Grove or a nearby neighborhood like Great Bridge.

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