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Homes for sale in Chesapeake Career Center District

Chesapeake, Virginia

Browse 229 active homes for sale zoned to Chesapeake Career Center in Chesapeake, Virginia. 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

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229 homes

Lots Moses Grandy ( Par.B,C,D) Trail, Chesapeake VA 23323

$3,537,900

Lots Moses Grandy ( Par.B,C,D) Trail, Chesapeake VA 23323

Chesapeake, Virginia 23323

168 AC St Brides RD W, CHESAPEAKE VA 23322

$2,000,000

168 AC St Brides RD W, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

86.15A Taft Road, Chesapeake VA 23322

$1,800,000

86.15A Taft Road, Chesapeake VA 23322

Chesapeake, Virginia 23322

1436 Paul Eason DR, CHESAPEAKE VA 23322

$1,750,000

1436 Paul Eason DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd5.2 ba6,060 sqft

135ac St. Brides Road, Chesapeake VA 23322

$1,600,000

135ac St. Brides Road, Chesapeake VA 23322

Chesapeake, Virginia 23322

641 Ravenwoods DR, CHESAPEAKE VA 23322

$1,550,000

641 Ravenwoods DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd4.1 ba6,848 sqft

1952 Lancing Crest LN, CHESAPEAKE VA 23323

$1,500,000

1952 Lancing Crest LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd4 ba3,436 sqft

704 Washington DR, CHESAPEAKE VA 23322

$1,257,023

704 Washington DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd4 ba4,063 sqft

2700 Ballahack RD, CHESAPEAKE VA 23322

$1,250,000

2700 Ballahack RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd5 ba4,726 sqft

1905 Lancing Crest LN, CHESAPEAKE VA 23323

$1,229,000

1905 Lancing Crest LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd4 ba3,822 sqft

4030 Tucker LN, CHESAPEAKE VA 23322

$1,195,795

4030 Tucker LN, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd4 ba3,982 sqft

1452 Taft RD, CHESAPEAKE VA 23322

$1,150,000

1452 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd4 ba3,973 sqft

2325 Woodhurst LN, CHESAPEAKE VA 23322

$1,100,000

2325 Woodhurst LN, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd3.1 ba5,533 sqft

2624 Ballahack RD, CHESAPEAKE VA 23322

$1,089,000

2624 Ballahack RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3.1 ba3,370 sqft

1068 Scenic BLVD, CHESAPEAKE VA 23322

$1,089,000

1068 Scenic BLVD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba4,647 sqft

1425 TAFT RD, CHESAPEAKE VA 23322

$1,070,872

1425 TAFT RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba4,473 sqft

1904 Ballahack RD, CHESAPEAKE VA 23322

$1,049,900

1904 Ballahack RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3 ba4,369 sqft

2536 Seven Eleven RD, CHESAPEAKE VA 23322

$1,025,000

2536 Seven Eleven RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd3.1 ba4,536 sqft

MM Carley (THE GRASSFIELD) CT, CHESAPEAKE VA 23322

$999,900

MM Carley (THE GRASSFIELD) CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3.1 ba3,300 sqft

1630 Taft RD, CHESAPEAKE VA 23322

$995,000

1630 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,957 sqft

1429 Taft RD, CHESAPEAKE VA 23322

$985,769

1429 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,423 sqft

1928 Moses Grandy Trail, Chesapeake VA 23323

$982,800

1928 Moses Grandy Trail, Chesapeake VA 23323

Chesapeake, Virginia 23323

1361 Jury RD, CHESAPEAKE VA 23322

$978,602

1361 Jury RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,984 sqft

4020 Tucker LN, CHESAPEAKE VA 23322

$974,500

4020 Tucker LN, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,000 sqft

1421 Saint Brides Road West NONE, CHESAPEAKE VA 23322

$939,900

1421 Saint Brides Road West NONE, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,720 sqft

1432 Taft RD, CHESAPEAKE VA 23322

$938,197

1432 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,484 sqft

409 Torre Pine CT, CHESAPEAKE VA 23322

$935,000

409 Torre Pine CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd3.1 ba3,703 sqft

2412 Benefit RD, CHESAPEAKE VA 23322

$899,999

2412 Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd2.2 ba3,766 sqft

MM Carley (THE BALLAHACK) CT, CHESAPEAKE VA 23322

$899,900

MM Carley (THE BALLAHACK) CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba2,800 sqft

1440 TAFT RD, CHESAPEAKE VA 23322

$880,265

1440 TAFT RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba3,407 sqft

No photo provided

$875,000

2532 Wild Horse RDG, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba2,280 sqft

MM Carley (The Albemarle) CT, CHESAPEAKE VA 23322

$859,900

MM Carley (The Albemarle) CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,700 sqft

MM Taft (Holden 2-A) RD, CHESAPEAKE VA 23322

$849,900

MM Taft (Holden 2-A) RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,424 sqft

3722 Carley CT, CHESAPEAKE VA 23322

$849,900

3722 Carley CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,650 sqft

1124 Saint Brides RD W, CHESAPEAKE VA 23322

$849,900

1124 Saint Brides RD W, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,800 sqft

MM Taft (Davidson Homesite A-2) RD, CHESAPEAKE VA 23322

$844,900

MM Taft (Davidson Homesite A-2) RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,124 sqft

4500 Backwoods RD, CHESAPEAKE VA 23322

$840,000

4500 Backwoods RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

7 AC Shillelagh RD, CHESAPEAKE VA 23323

$834,900

7 AC Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd2.1 ba2,400 sqft

404 Bracey WAY, CHESAPEAKE VA 23323

$825,000

404 Bracey WAY, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd3.1 ba3,167 sqft

2907 Seven Eleven RD, CHESAPEAKE VA 23322

$824,900

2907 Seven Eleven RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba2,400 sqft

1421 Taft RD, CHESAPEAKE VA 23322

$788,145

1421 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,766 sqft

1916 McCoy RD, CHESAPEAKE VA 23323

$775,995

1916 McCoy RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd4 ba2,500 sqft

MM Taft (Engle B-1) RD, CHESAPEAKE VA 23322

$771,900

MM Taft (Engle B-1) RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,766 sqft

1908 McCoy Road, Chesapeake VA 23323

$769,900

1908 McCoy Road, Chesapeake VA 23323

Chesapeake, Virginia 23323

4 bd4 ba2,500 sqft

MM Taft (Kentland B-1) RD, CHESAPEAKE VA 23322

$769,900

MM Taft (Kentland B-1) RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

3 bd2.1 ba2,630 sqft

3710 Carley CT, CHESAPEAKE VA 23322

$759,900

3710 Carley CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba2,400 sqft

1629 Shillelagh RD, CHESAPEAKE VA 23323

$757,500

1629 Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba2,490 sqft

1028 Pleasant Ridge DR, CHESAPEAKE VA 23322

$750,000

1028 Pleasant Ridge DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba3,694 sqft

7.4 AC Moses Grandy TRL, CHESAPEAKE VA 23322

$750,000

7.4 AC Moses Grandy TRL, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

3536 Riverwood CRES, CHESAPEAKE VA 23322

$750,000

3536 Riverwood CRES, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

3 bd3 ba2,464 sqft

28 Johnstown CRES, CHESAPEAKE VA 23322

$750,000

28 Johnstown CRES, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

1741 Watershed CT, CHESAPEAKE VA 23323

$739,900

1741 Watershed CT, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd3 ba2,756 sqft

705 ASPEN FOREST CT, CHESAPEAKE VA 23322

$730,000

705 ASPEN FOREST CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd4 ba3,458 sqft

2244 benefit RD, CHESAPEAKE VA 23322

$730,000

2244 benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba2,300 sqft

2303 Fern Mill LN, CHESAPEAKE VA 23323

$725,000

2303 Fern Mill LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

7 bd3 ba4,000 sqft

556 Wood Nymph LN, CHESAPEAKE VA 23323

$725,000

556 Wood Nymph LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

6 bd3 ba3,517 sqft

1093 Washington DR, CHESAPEAKE VA 23322

$724,900

1093 Washington DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd4 ba3,213 sqft

1332 Club House DR, CHESAPEAKE VA 23322

$720,000

1332 Club House DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,707 sqft

2209 Beeblossom LN, CHESAPEAKE VA 23323

$715,000

2209 Beeblossom LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba3,200 sqft

1904 McCoy Rd NONE, CHESAPEAKE VA 23323

$699,700

1904 McCoy Rd NONE, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd4 ba2,500 sqft

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