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Homes for sale in Grassfield High School District

Chesapeake, Virginia

Browse 222 active homes for sale zoned to Grassfield High School in Chesapeake, Virginia. Grassfield High School is rated 8/10 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 Grassfield High School — ratings, test scores, GreatSchools data, and other schools in Chesapeake →

222 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

2505 Sylvia CT, CHESAPEAKE VA 23322

$1,750,000

2505 Sylvia CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd4 ba5,707 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

1741 Taft RD, CHESAPEAKE VA 23322

$1,299,997

1741 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba4,356 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

1068 Scenic BLVD, CHESAPEAKE VA 23322

$1,089,000

1068 Scenic BLVD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba4,647 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

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

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

$979,307

1361 Jury RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,102 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

2536 Seven Eleven RD, CHESAPEAKE VA 23322

$899,999

2536 Seven Eleven RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd3.1 ba4,536 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

2025 Hallmark WAY, CHESAPEAKE VA 23323

$875,000

2025 Hallmark WAY, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd3.1 ba3,200 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

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

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

1932 Foxwood DR, CHESAPEAKE VA 23323

$820,000

1932 Foxwood DR, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd3 ba3,018 sqft

2504 Calabria Dr DR, CHESAPEAKE VA 23323

$815,000

2504 Calabria Dr DR, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd4 ba3,331 sqft

705 Pleasant Ridge CT, CHESAPEAKE VA 23322

$780,000

705 Pleasant Ridge CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.2 ba2,292 sqft

1916 McCoy RD, CHESAPEAKE VA 23323

$775,995

1916 McCoy RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd4 ba2,500 sqft

1124 Saint Brides RD W, CHESAPEAKE VA 23322

$774,900

1124 Saint Brides RD W, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,800 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

1629 Shillelagh RD, CHESAPEAKE VA 23323

$765,000

1629 Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba2,490 sqft

3710 Carley CT, CHESAPEAKE VA 23322

$759,900

3710 Carley CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba2,400 sqft

1833 Benefit RD, CHESAPEAKE VA 23322

$755,000

1833 Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3.2 ba3,583 sqft

7.4 AC Moses Grandy TRL, CHESAPEAKE VA 23322

$750,000

7.4 AC Moses Grandy TRL, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

1028 Pleasant Ridge DR, CHESAPEAKE VA 23322

$750,000

1028 Pleasant Ridge DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba3,694 sqft

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

705 ASPEN FOREST CT, CHESAPEAKE VA 23322

$730,000

705 ASPEN FOREST CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd4 ba3,458 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

$710,000

2209 Beeblossom LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba3,200 sqft

1116 Tundrah CT, CHESAPEAKE VA 23323

$700,000

1116 Tundrah CT, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd3 ba2,948 sqft

701 Aspen Forest CT, CHESAPEAKE VA 23322

$700,000

701 Aspen Forest CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,077 sqft

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