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Homes for sale in Oscar F. Smith High School District

Chesapeake, Virginia

Browse 200 active homes for sale zoned to Oscar F. Smith High School in Chesapeake, Virginia. Oscar F. Smith High School is rated 3/10 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 July 2026 · Live REIN MLS data

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

200 homes
500 N Hills DR, CHESAPEAKE VA 23320Under Contract

$425,000

500 N Hills DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2 ba2,148 sqft
1313 Duchess Of York QUAY, CHESAPEAKE VA 23320Under Contract

$424,900

1313 Duchess Of York QUAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,309 sqft
2606 Omar ST, CHESAPEAKE VA 23324Under Contract

$420,000

2606 Omar ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,080 sqft
1706 Martin Avenue AVE, CHESAPEAKE VA 23324

$418,000

1706 Martin Avenue AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd3.1 ba2,497 sqft
909 Portland ST, CHESAPEAKE VA 23324

$415,000

909 Portland ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,196 sqft
MM Railroad (Pullman) NONE, CHESAPEAKE VA 23324New Listing

$414,900

MM Railroad (Pullman) NONE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,654 sqft
891 Railroad AVE, CHESAPEAKE VA 23324

$414,900

891 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

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

$414,800

357 Dexter E ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba2,250 sqft
4126 Everett ST, CHESAPEAKE VA 23324Under Contract

$412,500

4126 Everett ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,000 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
640 Sweet Leaf PL, CHESAPEAKE VA 23320Under Contract

$410,000

640 Sweet Leaf PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,924 sqft
209 Rose Ash WAY, CHESAPEAKE VA 23320Under Contract

$410,000

209 Rose Ash WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,455 sqft
4110 Everett ST, CHESAPEAKE VA 23324Under Contract

$399,000

4110 Everett ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba1,800 sqft
1421 Ardmore CIR, CHESAPEAKE VA 23324New Listing

$395,000

1421 Ardmore CIR, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd3 ba2,124 sqft
601 Lord Byron CT, CHESAPEAKE VA 23320New Listing

$390,000

601 Lord Byron CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,840 sqft
4100 3rd ST, CHESAPEAKE VA 23324

$389,900

4100 3rd ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba1,740 sqft
2532 Lanier ST, CHESAPEAKE VA 23324

$389,900

2532 Lanier ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3.1 ba1,950 sqft
2415 Chesapeake CIR, CHESAPEAKE VA 23324New Listing

$389,000

2415 Chesapeake CIR, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd2 ba1,600 sqft
208 Oak Grove RN, CHESAPEAKE VA 23320

$385,000

208 Oak Grove RN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,592 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
1106 Anne AVE, CHESAPEAKE VA 23324Under Contract

$376,000

1106 Anne AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,348 sqft
173 Harbor Watch DR, CHESAPEAKE VA 23320New Listing

$375,000

173 Harbor Watch DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,894 sqft
432 Autumn Green LN, CHESAPEAKE VA 23320Under Contract

$369,000

432 Autumn Green LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,804 sqft
1006 Butt ST, CHESAPEAKE VA 23324

$359,900

1006 Butt ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba2,527 sqft
143 Harbor Watch DR, CHESAPEAKE VA 23320

$350,000

143 Harbor Watch DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3 ba2,199 sqft
1703 Landsworth ST, CHESAPEAKE VA 23324Under Contract

$349,999

1703 Landsworth ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba2,000 sqft
1216 Chesapeake AVE, CHESAPEAKE VA 23324Under Contract

$348,000

1216 Chesapeake AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,976 sqft
4111 Williamson ST, CHESAPEAKE VA 23324

$345,900

4111 Williamson ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,200 sqft
723 Lacy Oak Dr DR, CHESAPEAKE VA 23320Under Contract

$344,900

723 Lacy Oak Dr DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,870 sqft
1305 Yeadon RD, CHESAPEAKE VA 23324

$344,900

1305 Yeadon RD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,266 sqft
815 Rutledge RD, CHESAPEAKE VA 23320

$340,000

815 Rutledge RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd1.1 ba1,224 sqft
209 Mendel CT, CHESAPEAKE VA 23324Under Contract

$340,000

209 Mendel CT, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba1,860 sqft
805 Portland ST, CHESAPEAKE VA 23324

$335,000

805 Portland ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd1.1 ba1,450 sqft
2801 Southport Ave. NONE, CHESAPEAKE VA 23324New Listing

$335,000

2801 Southport Ave. NONE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd1 ba1,452 sqft
2216 Decatur ST, CHESAPEAKE VA 23324Under Contract

$335,000

2216 Decatur ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

1,799 sqft
607 Muddy Creek RD, CHESAPEAKE VA 23324Under Contract

$335,000

607 Muddy Creek RD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd3.1 ba1,570 sqft
1608 Cullen AVE, CHESAPEAKE VA 23324Under Contract

$330,000

1608 Cullen AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,860 sqft
1712 Ohio ST, CHESAPEAKE VA 23324

$329,900

1712 Ohio ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,300 sqft
605 Sail Fish QUAY, CHESAPEAKE VA 23320New Listing

$329,500

605 Sail Fish QUAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3 ba1,776 sqft
4141 3rd ST, CHESAPEAKE VA 23324

$329,400

4141 3rd ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,154 sqft
719 Creekside CRES, CHESAPEAKE VA 23320

$325,000

719 Creekside CRES, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,400 sqft
1032 Valmire DR, CHESAPEAKE VA 23320Under Contract

$325,000

1032 Valmire DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd1.1 ba1,276 sqft
1416 Martin AVE, CHESAPEAKE VA 23324New Listing

$324,900

1416 Martin AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,500 sqft
4114 Third ST, CHESAPEAKE VA 23324

$324,000

4114 Third ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,704 sqft
1535 Lyons AVE, CHESAPEAKE VA 23324

$320,000

1535 Lyons AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1.1 ba1,620 sqft
709 Montrose CT, CHESAPEAKE VA 23320

$320,000

709 Montrose CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,610 sqft
4108 Wake AVE, CHESAPEAKE VA 23324

$317,000

4108 Wake AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1.1 ba1,431 sqft
316 ESPLANADE PL, CHESAPEAKE VA 23320Under Contract

$315,000

316 ESPLANADE PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2.1 ba1,352 sqft
511 Sloane ST, CHESAPEAKE VA 23324Under Contract

$314,500

511 Sloane ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

2 bd2.1 ba1,530 sqft
609 Crystal AVE, CHESAPEAKE VA 23324

$310,000

609 Crystal AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,716 sqft
1114 Ferebee AVE, CHESAPEAKE VA 23324Under Contract

$310,000

1114 Ferebee AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,368 sqft
843 Quail AVE, CHESAPEAKE VA 23324

$310,000

843 Quail AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd1 ba905 sqft
4 Harbor Watch DR #508, CHESAPEAKE VA 23320

$309,000

4 Harbor Watch DR #508, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,762 sqft
2213 Haywood AVE, CHESAPEAKE VA 23324Under Contract

$305,000

2213 Haywood AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba2,218 sqft
1243 Damyien ARCH, CHESAPEAKE VA 23320New Listing

$305,000

1243 Damyien ARCH, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba1,446 sqft
2 Harbor Watch DR #718, CHESAPEAKE VA 23320

$304,000

2 Harbor Watch DR #718, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,764 sqft
744 Hunters Quay QUAY, CHESAPEAKE VA 23320Under Contract

$300,000

744 Hunters Quay QUAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,556 sqft
905 Butt ST, CHESAPEAKE VA 23324Under Contract

$300,000

905 Butt ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,400 sqft
1303 Yeadon RD, CHESAPEAKE VA 23324

$299,000

1303 Yeadon RD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd1 ba1,014 sqft
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