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Homes for sale in Grassfield High School District

Chesapeake, Virginia

Browse 219 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 September 2026 · Live REIN MLS data

About Grassfield High School — ratings, test scores, GreatSchools data, and other schools in Chesapeake →

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

$3,537,900

Deep Creek

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

Chesapeake, Virginia 23323

$1,750,000

Hunters Ridge

2505 Sylvia CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd4 ba5,707 sqft

$1,519,000

Great Bridge

641 Ravenwoods DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd4.1 ba6,848 sqft

$1,100,000

Hickory

1741 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba3,700 sqft

$1,089,000

2624 Ballahack RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3.1 ba3,370 sqft

$1,000,000

Grassfield Meadows

3132 Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd3 ba3,600 sqft

$999,900

MM Carley (THE GRASSFIELD) CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3.1 ba3,300 sqft

$998,895

Shillelagh Farms

1910 Hallmark WAY, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd3.1 ba3,988 sqft

$989,900

Hickory

4020 Tucker LN, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,000 sqft

1928 Moses Grandy Trail, Chesapeake VA 23323

$982,800

Deep Creek

1928 Moses Grandy Trail, Chesapeake VA 23323

Chesapeake, Virginia 23323

$979,307

1361 Jury RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,102 sqft

$935,000

Hickory

1908 Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3 ba3,252 sqft

1421 Saint Brides Road West NONE, CHESAPEAKE VA 23322

$899,900

Hickory

1421 Saint Brides Road West NONE, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,720 sqft

$899,900

MM Carley (THE BALLAHACK) CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba2,800 sqft

$869,000

Sentry Estates

2517 Number Ten LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd3.1 ba2,941 sqft

$859,900

MM Carley (The Albemarle) CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,700 sqft

$849,900

Shillelagh Farms

1833 Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd4.1 ba2,754 sqft

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

$849,900

The Fields At Taft

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

Chesapeake, Virginia 23322

4 bd3.1 ba3,424 sqft

$849,900

3722 Carley CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,650 sqft

$849,800

Sentry Estates

2537 Number Ten LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

6 bd4.1 ba3,251 sqft

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

$844,900

The Fields At Taft

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

Chesapeake, Virginia 23322

4 bd3.1 ba3,124 sqft

$825,000

Creekwood

2602 Cecilia TER, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

6 bd4 ba3,500 sqft

$825,000

Pleasant Grove

2239 Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,000 sqft

$825,000

Hickory

1837 Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd4 ba2,769 sqft

2907 Seven Eleven RD, CHESAPEAKE VA 23322

$799,900

Pleasant Grove

2907 Seven Eleven RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba2,400 sqft

$785,000

Hillcrest

633 Ambrose ST, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3 ba3,300 sqft

$775,000

Riverwood

3708 Riverwood CRES, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd2.1 ba2,978 sqft

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

$771,900

The Fields At Taft

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

Chesapeake, Virginia 23322

4 bd3.1 ba2,766 sqft

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

$769,900

The Fields At Taft

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

Chesapeake, Virginia 23322

3 bd2.1 ba2,630 sqft

$759,900

3710 Carley CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba2,400 sqft

MM Taft (Lee A-5) RD, CHESAPEAKE VA 23322

$753,647

The Fields At Taft

MM Taft (Lee A-5) RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,984 sqft

$750,000

Inland Colony

1148 Sunlight DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

$750,000

Pleasant Grove

28 Johnstown CRES, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

7.4 AC Moses Grandy TRL, CHESAPEAKE VA 23322

$750,000

Grassfield Meadows

7.4 AC Moses Grandy TRL, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

$749,000

Great Bridge

905 Washington DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd2.1 ba3,600 sqft

$735,000

Shillelagh Farms

1629 Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba2,490 sqft

$726,960

Parkview

1906 McCoy Rd NONE, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd4 ba2,500 sqft

$715,000

Dominion Meadows

728 Angel Wing DR, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

6 bd3 ba3,121 sqft

$699,000

Forest Lakes

816 Forest Lakes CIR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3 ba3,200 sqft

$699,000

Hickory

1833 Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.2 ba3,583 sqft

MM Fields At Taft (Squire A-5) RD, CHESAPEAKE VA 23322

$695,351

The Fields At Taft

MM Fields At Taft (Squire A-5) RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

3 bd2 ba2,134 sqft

$695,000

Dominion Meadows

2209 Beeblossom LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba3,200 sqft

$693,000

Hickory

2430 Ballahack RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,600 sqft

MM Taft (Derring A-5) RD, CHESAPEAKE VA 23322

$692,950

The Fields At Taft

MM Taft (Derring A-5) RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba2,287 sqft

952 Checkerspot WAY, CHESAPEAKE VA 23323

$685,000

Dominion Meadows

952 Checkerspot WAY, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba2,954 sqft

$675,000

42.4 Acres Benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

$669,900

Great Bridge Crossings

806 Falls Creek DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3 ba3,383 sqft

$669,900

Pleasant Grove

2237 Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

$667,000

Las Gaviotas

504 Aguila CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3 ba3,084 sqft

$650,000

Deep Creek

2100 Millville RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba2,714 sqft

$647,499

Deep Creek

2116 Cedar RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd3 ba2,500 sqft

$645,000

Parkview

1928 Rockwood DR, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd2.1 ba3,146 sqft

$639,900

Pleasant Grove

732 Washington DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2 ba2,863 sqft

$639,000

Great Bridge

568 Waters RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd2.1 ba3,369 sqft

$635,000

Cedarwood

808 Bay Laurel CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,169 sqft

$635,000

Parkview

2065 Shipyard RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd2.1 ba2,652 sqft

$635,000

Oak Ridge

1345 Oak Ridge DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2 ba1,839 sqft

Coming Soon

$629,000

1703 Cheslie ARCH, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd2.1 ba2,506 sqft

$625,000

Marsh Creek

803 Gresham WAY, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd3.1 ba3,670 sqft

$625,000

Hillcrest

622 Ambrose ST, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd3 ba2,600 sqft

Homes for sale in Grassfield High School District

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