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Homes for sale in Oscar F. Smith High School District

Chesapeake, Virginia

Browse 222 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 August 2026 · Live REIN MLS data

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

222 homes
821 Redleafe CIR, CHESAPEAKE VA 23320

$995,000

821 Redleafe CIR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

6 bd4 ba4,800 sqft
700 Harbor Quay NONE, CHESAPEAKE VA 23320

$820,000

700 Harbor Quay NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd4.1 ba4,972 sqft
1703 BANCROFT RD, CHESAPEAKE VA 23320Under Contract

$795,699

1703 BANCROFT RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd4 ba3,333 sqft
804 River Strand NONE, CHESAPEAKE VA 23320

$795,000

804 River Strand NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

6 bd3.1 ba3,955 sqft
1707 Bancroft RD, CHESAPEAKE VA 23320Under Contract

$792,738

1707 Bancroft RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba3,270 sqft
1719 Bancroft RD, CHESAPEAKE VA 23320Under Contract

$731,657

1719 Bancroft RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba3,270 sqft
385 Scotland Lane NONE, CHESAPEAKE VA 23320Under Contract

$719,955

385 Scotland Lane NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3.1 ba3,000 sqft
1303 Fulton LN, CHESAPEAKE VA 23320Under Contract

$719,000

1303 Fulton LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3.1 ba3,107 sqft
1711 Bancroft RD, CHESAPEAKE VA 23320Under Contract

$693,723

1711 Bancroft RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,619 sqft
1715 Bancroft RD, CHESAPEAKE VA 23320Under Contract

$692,026

1715 Bancroft RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,619 sqft
813 Loch Island DR, CHESAPEAKE VA 23320Under Contract

$685,000

813 Loch Island DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3 ba3,297 sqft
1352 Auburn Hill DR, CHESAPEAKE VA 23320

$682,000

1352 Auburn Hill DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3.1 ba3,006 sqft
389 Scotland Lane NONE, CHESAPEAKE VA 23320

$665,900

389 Scotland Lane NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3.1 ba3,100 sqft
393 Scotland Lane NONE, CHESAPEAKE VA 23320Under Contract

$665,860

393 Scotland Lane NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,500 sqft
302 Honey Locust WAY, CHESAPEAKE VA 23320

$665,000

302 Honey Locust WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba3,100 sqft
409 Tranquility TRCE, CHESAPEAKE VA 23320

$665,000

409 Tranquility TRCE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,548 sqft
1699 Bancroft RD, CHESAPEAKE VA 23320Under Contract

$658,286

1699 Bancroft RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,619 sqft
1723 Bancroft RD, CHESAPEAKE VA 23320Under Contract

$656,083

1723 Bancroft RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,619 sqft
224 Wildlife TRCE, CHESAPEAKE VA 23320

$649,900

224 Wildlife TRCE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3.1 ba3,273 sqft
365 Scotland LN, CHESAPEAKE VA 23320Under Contract

$645,000

365 Scotland LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,500 sqft
1808 Ashlar LN, CHESAPEAKE VA 23320

$632,590

1808 Ashlar LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,600 sqft
404 Clara DR, CHESAPEAKE VA 23320New Listing

$630,000

404 Clara DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3 ba3,000 sqft
1202 Copper Knoll LN, CHESAPEAKE VA 23320

$630,000

1202 Copper Knoll LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3 ba3,200 sqft
201 Ians WAY, CHESAPEAKE VA 23320Under Contract

$625,000

201 Ians WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,170 sqft
336 Spice Bush CT, CHESAPEAKE VA 23320

$618,000

336 Spice Bush CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,728 sqft
511 Winterwater CT, CHESAPEAKE VA 23320Under Contract

$615,000

511 Winterwater CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3.1 ba3,374 sqft
1203 Bonnie View ARCH, CHESAPEAKE VA 23320

$614,900

1203 Bonnie View ARCH, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3 ba2,496 sqft
513 Telfyan DR, CHESAPEAKE VA 23320New Listing

$614,900

513 Telfyan DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd2.1 ba3,300 sqft
501 Thornloe Ln LN, CHESAPEAKE VA 23320

$614,900

501 Thornloe Ln LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

6 bd4.1 ba4,500 sqft
381 Scotland Lane NONE, CHESAPEAKE VA 23320New Listing

$613,900

381 Scotland Lane NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft
201 Maggie Bell Lane NONE, CHESAPEAKE VA 23320

$612,900

201 Maggie Bell Lane NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,700 sqft
377 Scotland LN, CHESAPEAKE VA 23320New Listing

$612,500

377 Scotland LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,500 sqft
MM Lily A or B NONE, CHESAPEAKE VA 23320

$610,900

MM Lily A or B NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft
MM Primrose A NONE, CHESAPEAKE VA 23320

$604,900

MM Primrose A NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft
213 Maggie Bell LN, CHESAPEAKE VA 23320

$599,900

213 Maggie Bell LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft
513 Corlew CT, CHESAPEAKE VA 23320New Listing

$599,000

513 Corlew CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3.1 ba2,380 sqft
220 Marsh Island DR, CHESAPEAKE VA 23320

$599,000

220 Marsh Island DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba3,372 sqft
909 Wheatfield WAY, CHESAPEAKE VA 23320Under Contract

$595,000

909 Wheatfield WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,482 sqft
700 CROSS QUAY, CHESAPEAKE VA 23320New Listing

$575,000

700 CROSS QUAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba3,295 sqft
122 Lenas Way NONE, CHESAPEAKE VA 23320

$555,900

122 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft
800 Crescent TRCE, CHESAPEAKE VA 23320

$540,000

800 Crescent TRCE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,380 sqft
130 Lenas Way NONE, CHESAPEAKE VA 23320New Listing

$537,900

130 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft
124 Lenas Way NONE, CHESAPEAKE VA 23320

$537,900

124 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft
126 Lenas Way NONE, CHESAPEAKE VA 23320

$525,900

126 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft
128 Lenas Way NONE, CHESAPEAKE VA 23320

$525,900

128 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3.1 ba2,200 sqft
224 Springbrook LN, CHESAPEAKE VA 23320Under Contract

$500,000

224 Springbrook LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,204 sqft
120 Taxus ST, CHESAPEAKE VA 23320

$499,900

120 Taxus ST, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,032 sqft
405 S Monterey DR, CHESAPEAKE VA 23320Under Contract

$490,000

405 S Monterey DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,121 sqft
707 Indian Cedar DR, CHESAPEAKE VA 23320Under Contract

$476,000

707 Indian Cedar DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,164 sqft
913 Railroad AVE, CHESAPEAKE VA 23324New Listing

$454,900

913 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd3 ba1,862 sqft
1813A Hoover AVE, CHESAPEAKE VA 23324

$449,900

1813A Hoover AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

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

$449,000

901 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd2.1 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
744 Helmsdale WAY, CHESAPEAKE VA 23320

$449,000

744 Helmsdale WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba1,984 sqft
1300 Bainbridge BLVD, CHESAPEAKE VA 23324

$435,000

1300 Bainbridge BLVD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

1321 Queens GATE, CHESAPEAKE VA 23320New Listing

$435,000

1321 Queens GATE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,689 sqft
549 Broad Bend CIR, CHESAPEAKE VA 23320Under Contract

$432,500

549 Broad Bend CIR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,294 sqft
224 Essex DR, CHESAPEAKE VA 23320Under Contract

$429,900

224 Essex DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2 ba2,300 sqft
458 Blue Beech WAY, CHESAPEAKE VA 23320

$425,900

458 Blue Beech WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,115 sqft
1436 Atlantic AVE, CHESAPEAKE VA 23324New Listing

$425,000

1436 Atlantic AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,200 sqft
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