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Homes for sale in Oscar F. Smith High School District

Chesapeake, Virginia

Browse 223 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 September 2026 · Live REIN MLS data

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

$995,000

Greystone

821 Redleafe CIR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

6 bd4 ba4,800 sqft

700 Harbor Quay NONE, CHESAPEAKE VA 23320

$820,000

Riverwalk

700 Harbor Quay NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd4.1 ba4,972 sqft

804 River Strand NONE, CHESAPEAKE VA 23320

$795,000

Riverwalk

804 River Strand NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

6 bd3.1 ba3,955 sqft

$749,900

Riverwalk

745 Seagrass RCH, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3.1 ba3,768 sqft

$735,000

Haven At Centerville

1836 Bancroft RD, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba2,600 sqft

$675,000

Vance Level

613 McRowland WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,500 sqft

389 Scotland Lane NONE, CHESAPEAKE VA 23320

$665,900

Josephs Meadows

389 Scotland Lane NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd3.1 ba3,100 sqft

302 Honey Locust Way WAY, CHESAPEAKE VA 23320

$650,000

Riverwalk

302 Honey Locust Way WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.2 ba3,100 sqft

217 Maggie Bell Ln. NONE, CHESAPEAKE VA 23320

$628,900

Josephs Meadows

217 Maggie Bell Ln. NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,700 sqft

$624,900

316 Janes WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,772 sqft

381 Scotland Lane NONE, CHESAPEAKE VA 23320

$613,900

Josephs Meadows

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

Josephs Meadows

201 Maggie Bell Lane NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft

$612,500

Josephs Meadows

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

Josephs Meadows

MM Lily A or B NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft

213 Maggie Bell Ln. NONE, CHESAPEAKE VA 23320

$608,900

Josephs Meadows

213 Maggie Bell Ln. NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft

205 Maggie Bell Ln. NONE, CHESAPEAKE VA 23320

$604,900

Josephs Meadows

205 Maggie Bell Ln. NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft

$604,900

Josephs Meadows

MM Primrose A NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,500 sqft

$599,900

Fieldstone

1808 Ashlar LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,559 sqft

$594,900

Winston Trace

513 Telfyan DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd2.1 ba3,300 sqft

$584,999

Clearfield

501 Thornloe Ln LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

6 bd4.1 ba4,500 sqft

$584,900

Riverwalk

336 Spice Bush CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,728 sqft

$555,900

Josephs Meadows

122 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft

152 Tranquility TRCE, CHESAPEAKE VA 23320

$554,900

Riverview At The Preserve

152 Tranquility TRCE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,677 sqft

903 Willow Brook CT, CHESAPEAKE VA 23320

$539,900

Oakbrooke Meadows

903 Willow Brook CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,746 sqft

$537,900

Josephs Meadows

124 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft

$537,900

Josephs Meadows

130 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft

$525,900

Josephs Meadows

126 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3.1 ba2,200 sqft

$525,900

Josephs Meadows

128 Lenas Way NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3.1 ba2,200 sqft

1152 Crystalwood CIR, CHESAPEAKE VA 23320

$524,900

Woodbriar

1152 Crystalwood CIR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd2.1 ba3,000 sqft

$524,900

Oakbrooke Meadows

800 Crescent TRCE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,380 sqft

$514,000

Clearfield

420 Brandon WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,342 sqft

$499,900

Oak Grove Meadows

120 Taxus ST, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,032 sqft

1320 Bainbridge BLVD, CHESAPEAKE VA 23324

$499,900

South Hill

1320 Bainbridge BLVD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba2,176 sqft

$480,000

717 Treetop LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,460 sqft

707 Indian Cedar DR, CHESAPEAKE VA 23320

$476,000

Oak Grove Meadows

707 Indian Cedar DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,164 sqft

$475,000

Wellspring

209 Springbrook LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,148 sqft

$475,000

South Norfolk

1209 Holly AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd4 ba2,150 sqft

$449,900

Wilmund Place

913 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd3 ba1,862 sqft

$441,500

Wilmund Place

901 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

5 bd2.1 ba1,862 sqft

1300 Bainbridge BLVD, CHESAPEAKE VA 23324

$435,000

South Norfolk

1300 Bainbridge BLVD, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

$430,000

Knells Ridge

320 Oak Lake TER, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

5 bd2.1 ba2,300 sqft

$425,000

Glenleigh

744 Helmsdale WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba1,984 sqft

$425,000

Country Place

1436 Atlantic AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,200 sqft

$424,900

North Trail

458 Blue Beech WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,151 sqft

713 Tiffany Green CT, CHESAPEAKE VA 23320

$424,900

Greentree Commons

713 Tiffany Green CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,349 sqft

$420,000

1313 Duchess Of York QUAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,309 sqft

Coming Soon

$410,000

Glenleigh

828 Helmsdale WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,512 sqft

$410,000

South Norfolk

4101 2nd ST #A, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2.1 ba2,012 sqft

$409,500

Providence Square

357 Dexter E ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba2,250 sqft

$409,000

415 Prince Phillip CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba2,350 sqft

$404,900

Wilmund Place

897 Railroad AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,654 sqft

$389,900

South Norfolk

1118 Commerce AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba1,972 sqft

$389,757

Portlock Terrace

4016 3rd Street ST, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba1,996 sqft

$385,000

601 Lord Byron CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,840 sqft

2415 Chesapeake CIR, CHESAPEAKE VA 23324

$382,400

Portlock Terrace

2415 Chesapeake CIR, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,600 sqft

$379,900

South Norfolk

1435 Seaboard AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2.1 ba1,530 sqft

$375,000

Avalon Park

916 Redstart AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

3 bd2 ba1,744 sqft

$375,000

Raleigh Heights

1431 Oliver AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd3 ba1,972 sqft

620 Estates WAY #120, CHESAPEAKE VA 23320

$375,000

Riverwalk

620 Estates WAY #120, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,831 sqft

2204 Ardmore Ave AVE, CHESAPEAKE VA 23324

$359,999

Portlock Terrace

2204 Ardmore Ave AVE, CHESAPEAKE VA 23324

Chesapeake, Virginia 23324

4 bd2 ba1,399 sqft

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