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Homes for sale in Oscar Smith Middle School District

Chesapeake, Virginia

Browse 103 active homes for sale zoned to Oscar Smith Middle School in Chesapeake, Virginia. Oscar Smith Middle School is rated 7/10 by GreatSchools. School zone boundaries can change between school years — verify your child's assigned school directly with Chesapeake Public Schools before relying on zoning for housing decisions.

Listings & market data updated September 2026 · Live REIN MLS data

About Oscar Smith Middle School — ratings, test scores, GreatSchools data, and other schools in Chesapeake →

103 homes
1352 Auburn Hill DR, CHESAPEAKE VA 23320Under Contract

$682,000

1352 Auburn Hill DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3.1 ba3,006 sqft
1320 Bainbridge BLVD, CHESAPEAKE VA 23324

$499,900

1320 Bainbridge BLVD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba2,176 sqft
1209 Holly AVE, CHESAPEAKE VA 23324

$475,000

1209 Holly AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd4 ba2,150 sqft
913 Railroad AVE, CHESAPEAKE VA 23324

$454,900

913 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd3 ba1,862 sqft
MM Railroad Ave (Trestle) NONE, CHESAPEAKE VA 23324

$449,000

MM Railroad Ave (Trestle) NONE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd2.1 ba1,862 sqft
903 Railroad AVE, CHESAPEAKE VA 23324

$449,000

903 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd2.1 ba1,862 sqft
901 Railroad AVE, CHESAPEAKE VA 23324

$446,500

901 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd2.1 ba1,862 sqft
1813A Hoover AVE, CHESAPEAKE VA 23324

$439,900

1813A Hoover AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd2.1 ba1,862 sqft
1300 Bainbridge BLVD, CHESAPEAKE VA 23324

$435,000

1300 Bainbridge BLVD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

1232 Bell Tower ARCH, CHESAPEAKE VA 23324Under Contract

$425,000

1232 Bell Tower ARCH, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,258 sqft
1436 Atlantic AVE, CHESAPEAKE VA 23324

$425,000

1436 Atlantic AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,200 sqft
MM Railroad (Pullman) NONE, CHESAPEAKE VA 23324

$414,900

MM Railroad (Pullman) NONE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,654 sqft
357 Dexter E ST, CHESAPEAKE VA 23324

$414,900

357 Dexter E ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba2,250 sqft
4101 2nd ST #A, CHESAPEAKE VA 23324

$410,000

4101 2nd ST #A, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,012 sqft
897 Railroad AVE, CHESAPEAKE VA 23324

$409,900

897 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,654 sqft
1041 Chesapeake AVE, CHESAPEAKE VA 23324Off Market

$395,000

1041 Chesapeake AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4016 3rd Street ST, CHESAPEAKE VA 23324

$395,000

4016 3rd Street ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba1,996 sqft
905 Railroad AVE, CHESAPEAKE VA 23324

$389,990

905 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,436 sqft
1435 Seaboard AVE, CHESAPEAKE VA 23324New Listing

$389,900

1435 Seaboard AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,530 sqft
2415 Chesapeake CIR, CHESAPEAKE VA 23324New Listing

$385,000

2415 Chesapeake CIR, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,600 sqft
4100 3rd ST, CHESAPEAKE VA 23324Under Contract

$379,900

4100 3rd ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba1,740 sqft
2708 Halsey ST, CHESAPEAKE VA 23324Under Contract

$379,500

2708 Halsey ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,699 sqft
No photo provided
Under Contract

$378,000

4130 3rd ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba2,000 sqft
1916 Chesapeake AVE, CHESAPEAKE VA 23324Under Contract

$377,000

1916 Chesapeake AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba1,735 sqft
4009 1st ST, CHESAPEAKE VA 23324

$375,000

4009 1st ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba1,972 sqft
805 Helmsdale WAY, CHESAPEAKE VA 23320Under Contract

$375,000

805 Helmsdale WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,433 sqft
1421 Ardmore CIR, CHESAPEAKE VA 23324

$374,900

1421 Ardmore CIR, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd3 ba2,124 sqft
1130 Orville AVE, CHESAPEAKE VA 23324Under Contract

$369,900

1130 Orville AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba1,992 sqft
1404 Chesapeake AVE, CHESAPEAKE VA 23324

$364,000

1404 Chesapeake AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba2,410 sqft
429 Clemson AVE, CHESAPEAKE VA 23324Under Contract

$360,000

429 Clemson AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,561 sqft
1006 Butt ST, CHESAPEAKE VA 23324Under Contract

$359,900

1006 Butt ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba2,527 sqft
1421 Chesapeake AVE, CHESAPEAKE VA 23324

$349,900

1421 Chesapeake AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba2,070 sqft
4111 Williamson ST, CHESAPEAKE VA 23324

$345,900

4111 Williamson ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,200 sqft
1810 Hoover AVE, CHESAPEAKE VA 23324Under Contract

$345,000

1810 Hoover AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,700 sqft
2708 Omar ST, CHESAPEAKE VA 23324Under Contract

$345,000

2708 Omar ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,200 sqft
1228 Commerce AVE, CHESAPEAKE VA 23324Under Contract

$344,900

1228 Commerce AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

1,624 sqft
2900 Rodgers ST, CHESAPEAKE VA 23324

$340,000

2900 Rodgers ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,450 sqft
4376 Pickney LN, CHESAPEAKE VA 23324

$339,900

4376 Pickney LN, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,577 sqft
805 Portland ST, CHESAPEAKE VA 23324Under Contract

$335,000

805 Portland ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd1.1 ba1,450 sqft
2701 Bainbridge BLVD, CHESAPEAKE VA 23324

$335,000

2701 Bainbridge BLVD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba1,600 sqft
2522 Lanier ST, CHESAPEAKE VA 23324Under Contract

$325,000

2522 Lanier ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,300 sqft
4141 3rd ST, CHESAPEAKE VA 23324

$324,899

4141 3rd ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,154 sqft
4128 Williamson ST, CHESAPEAKE VA 23324

$320,000

4128 Williamson ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,416 sqft
4114 Third ST, CHESAPEAKE VA 23324Under Contract

$319,000

4114 Third ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,704 sqft
2801 Southport Ave. NONE, CHESAPEAKE VA 23324

$319,000

2801 Southport Ave. NONE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd1 ba1,500 sqft
714 Edinburg AVE, CHESAPEAKE VA 23324

$319,000

714 Edinburg AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,578 sqft
4108 Wake AVE, CHESAPEAKE VA 23324

$317,000

4108 Wake AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1.1 ba1,431 sqft
1535 Lyons AVE, CHESAPEAKE VA 23324

$315,000

1535 Lyons AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1.1 ba1,620 sqft
1416 Martin AVE, CHESAPEAKE VA 23324

$314,900

1416 Martin AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,500 sqft
1005 Elco ST, CHESAPEAKE VA 23324Under Contract

$309,000

1005 Elco ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,344 sqft
4006 Hamilton ST, CHESAPEAKE VA 23324Under Contract

$305,000

4006 Hamilton ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba968 sqft
905 Butt ST, CHESAPEAKE VA 23324Under Contract

$300,000

905 Butt ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,400 sqft
1940 Martin AVE, CHESAPEAKE VA 23324Under Contract

$300,000

1940 Martin AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,410 sqft
904 McKinley AVE, CHESAPEAKE VA 23324Under Contract

$299,900

904 McKinley AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1.1 ba1,168 sqft
1302 Portlock RD, CHESAPEAKE VA 23324New Listing

$299,000

1302 Portlock RD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1 ba1,039 sqft
1129 Rodgers ST, CHESAPEAKE VA 23324Under Contract

$296,000

1129 Rodgers ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd3 ba2,112 sqft
1/2 AC Seaboard AVE, CHESAPEAKE VA 23324Under Contract

$295,000

1/2 AC Seaboard AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

1002 Mayfield AVE, CHESAPEAKE VA 23324Under Contract

$292,000

1002 Mayfield AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

2 bd2 ba1,150 sqft
1128 Decatur ST, CHESAPEAKE VA 23324New Listing

$285,000

1128 Decatur ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,500 sqft
1225 Jackson AVE, CHESAPEAKE VA 23324

$285,000

1225 Jackson AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1 ba996 sqft
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