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Homes for sale in Grassfield High School District

Chesapeake, Virginia

Browse 229 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 →

229 homes
Lots Moses Grandy ( Par.B,C,D) Trail, Chesapeake VA 23323Under Contract

$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 23322Under Contract

$1,800,000

86.15A Taft Road, Chesapeake VA 23322

Chesapeake, Virginia 23322

1436 Paul Eason DR, CHESAPEAKE VA 23322Under Contract

$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 23322Under Contract

$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 23323Under Contract

$1,500,000

1952 Lancing Crest LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd4 ba3,436 sqft
704 Washington DR, CHESAPEAKE VA 23322Under Contract

$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 23323Under Contract

$1,229,000

1905 Lancing Crest LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd4 ba3,822 sqft
4030 Tucker LN, CHESAPEAKE VA 23322Under Contract

$1,195,795

4030 Tucker LN, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd4 ba3,982 sqft
1452 Taft RD, CHESAPEAKE VA 23322Under Contract

$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 23322Under Contract

$1,089,000

1068 Scenic BLVD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba4,647 sqft
1425 TAFT RD, CHESAPEAKE VA 23322Under Contract

$1,070,872

1425 TAFT RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba4,473 sqft
1904 Ballahack RD, CHESAPEAKE VA 23322Under Contract

$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 23322New Listing

$995,000

1630 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,957 sqft
1429 Taft RD, CHESAPEAKE VA 23322Under Contract

$985,769

1429 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,423 sqft
1928 Moses Grandy Trail, Chesapeake VA 23323Under Contract

$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 23322Under Contract

$938,197

1432 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba3,484 sqft
No photo provided
Under Contract

$935,000

409 Torre Pine CT, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

6 bd3.1 ba3,703 sqft
2412 Benefit RD, CHESAPEAKE VA 23322Under Contract

$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 23322Under Contract

$880,265

1440 TAFT RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba3,407 sqft
No photo provided
Off Market

$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 23322Under Contract

$840,000

4500 Backwoods RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

7 AC Shillelagh RD, CHESAPEAKE VA 23323New Listing

$834,900

7 AC Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd2.1 ba2,400 sqft
404 Bracey WAY, CHESAPEAKE VA 23323Under Contract

$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 23322Under Contract

$788,145

1421 Taft RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd3.1 ba2,766 sqft
1916 McCoy RD, CHESAPEAKE VA 23323Under Contract

$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 23323Under Contract

$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 23323Under Contract

$757,500

1629 Shillelagh RD, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

5 bd2.1 ba2,490 sqft
1028 Pleasant Ridge DR, CHESAPEAKE VA 23322Under Contract

$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 23322Under Contract

$730,000

2244 benefit RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

4 bd2.1 ba2,300 sqft
2303 Fern Mill LN, CHESAPEAKE VA 23323Under Contract

$725,000

2303 Fern Mill LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

7 bd3 ba4,000 sqft
556 Wood Nymph LN, CHESAPEAKE VA 23323Under Contract

$725,000

556 Wood Nymph LN, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

6 bd3 ba3,517 sqft
1093 Washington DR, CHESAPEAKE VA 23322Under Contract

$724,900

1093 Washington DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

5 bd4 ba3,213 sqft
1332 Club House DR, CHESAPEAKE VA 23322Under Contract

$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 23323Under Contract

$699,700

1904 McCoy Rd NONE, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd4 ba2,500 sqft
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