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Homes for sale in Jolliff Middle School District

Chesapeake, Virginia

Browse 86 active homes for sale zoned to Jolliff Middle School in Chesapeake, Virginia. Jolliff Middle School is rated 7/10 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 August 2026 · Live REIN MLS data

About Jolliff Middle School — ratings, test scores, GreatSchools data, and other schools in Chesapeake →

86 homes
25+AC S Military HWY, CHESAPEAKE VA 23321

$2,425,000

25+AC S Military HWY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4200 Quailshire CT, CHESAPEAKE VA 23321Under Contract

$1,190,000

4200 Quailshire CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

6 bd4.1 ba6,350 sqft
1432 Pine Grove LN, CHESAPEAKE VA 23321

$669,000

1432 Pine Grove LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba3,256 sqft
3932 Colony Pointe DR, CHESAPEAKE VA 23321Under Contract

$665,000

3932 Colony Pointe DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba3,466 sqft
1948 Paw Paw PL, CHESAPEAKE VA 23321New Listing

$655,900

1948 Paw Paw PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd4.1 ba3,116 sqft
1957 Paw Paw PL, CHESAPEAKE VA 23321New Listing

$653,900

1957 Paw Paw PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd1.4 ba3,116 sqft
1956 Paw Paw PL, CHESAPEAKE VA 23321New Listing

$653,900

1956 Paw Paw PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3 ba2,703 sqft
4026 Scotfield DR, CHESAPEAKE VA 23321Under Contract

$650,000

4026 Scotfield DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

6 bd3 ba3,188 sqft
1944 Paw Paw PL, CHESAPEAKE VA 23321New Listing

$649,900

1944 Paw Paw PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3 ba2,703 sqft
1949 Paw Paw PL, CHESAPEAKE VA 23321New Listing

$639,900

1949 Paw Paw PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3 ba2,703 sqft
1501 James LNDG, CHESAPEAKE VA 23321New Listing

$630,500

1501 James LNDG, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd2.1 ba3,374 sqft
1416 Pine Grove LN, CHESAPEAKE VA 23321

$609,000

1416 Pine Grove LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,600 sqft
1530 Jolliff RD, CHESAPEAKE VA 23321

$599,900

1530 Jolliff RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,000 sqft
1953 Paw Paw PL, CHESAPEAKE VA 23321New Listing

$599,900

1953 Paw Paw PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,232 sqft
4709 Feldspar QUAY, CHESAPEAKE VA 23321Under Contract

$599,000

4709 Feldspar QUAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,694 sqft
4521 Moonlight WAY, CHESAPEAKE VA 23321

$599,000

4521 Moonlight WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba2,400 sqft
4100 Scotfield DR, CHESAPEAKE VA 23321

$599,000

4100 Scotfield DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,452 sqft
1952 Paw Paw PL, CHESAPEAKE VA 23321New Listing

$589,900

1952 Paw Paw PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,232 sqft
2004 Acentala QUAY, CHESAPEAKE VA 23321New Listing

$585,000

2004 Acentala QUAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3.1 ba3,076 sqft
4105 Margaret Ann CT, CHESAPEAKE VA 23321Under Contract

$575,000

4105 Margaret Ann CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,571 sqft
2072 River Pearl WAY, CHESAPEAKE VA 23321

$575,000

2072 River Pearl WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3.1 ba2,800 sqft
4712 White Owl CRES, CHESAPEAKE VA 23321

$575,000

4712 White Owl CRES, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,802 sqft
4721 Lake Shore DR, CHESAPEAKE VA 23321Under Contract

$574,900

4721 Lake Shore DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,582 sqft
1217 Willow Lakes CT, CHESAPEAKE VA 23321Under Contract

$565,000

1217 Willow Lakes CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3 ba2,300 sqft
4704 Wood Stork DR, CHESAPEAKE VA 23321Under Contract

$560,000

4704 Wood Stork DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,631 sqft
4936 Oriole DR, CHESAPEAKE VA 23321New Listing

$560,000

4936 Oriole DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,378 sqft
508 Schaefer AVE, CHESAPEAKE VA 23321New Listing

$530,000

508 Schaefer AVE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,398 sqft
1204 Elverton CT, CHESAPEAKE VA 23321Under Contract

$509,900

1204 Elverton CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,154 sqft
539 Schaefer AVE, CHESAPEAKE VA 23321

$500,000

539 Schaefer AVE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,225 sqft
4624 Westborough DR, CHESAPEAKE VA 23321

$500,000

4624 Westborough DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba3,590 sqft
4000 Wyant CT, CHESAPEAKE VA 23321Under Contract

$497,000

4000 Wyant CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

6 bd4 ba3,789 sqft
904 Flintfield CRES, CHESAPEAKE VA 23321

$490,000

904 Flintfield CRES, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba2,214 sqft
4910 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$456,900

4910 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4904 Apricot WAY, CHESAPEAKE VA 23321

$452,900

4904 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
1805 Blackhawk PL, CHESAPEAKE VA 23321Under Contract

$450,000

1805 Blackhawk PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,600 sqft
4633 Indiana AVE, CHESAPEAKE VA 23321Under Contract

$450,000

4633 Indiana AVE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd1.1 ba1,386 sqft
4924 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$449,900

4924 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
2021 Guava LN, CHESAPEAKE VA 23321New Listing

$449,900

2021 Guava LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4900 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$447,900

4900 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4920 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$446,900

4920 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4914 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$444,900

4914 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
2013 Guava LN, CHESAPEAKE VA 23321Under Contract

$440,900

2013 Guava LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4309 East RD, CHESAPEAKE VA 23321

$440,000

4309 East RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd1.1 ba1,341 sqft
4906 Apricot WAY, CHESAPEAKE VA 23321

$439,900

4906 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4932 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$436,900

4932 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4932 Apricot WAY, CHESAPEAKE VA 23321Off Market

$434,900

4932 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4918 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$427,900

4918 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
1920 Ames CIR W, CHESAPEAKE VA 23321Under Contract

$414,900

1920 Ames CIR W, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2 ba1,735 sqft
2007 Guava LN, CHESAPEAKE VA 23321New Listing

$410,900

2007 Guava LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
4028 Scotfield DR, CHESAPEAKE VA 23321Under Contract

$410,000

4028 Scotfield DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,763 sqft
3861 Ahoy DR, CHESAPEAKE VA 23321

$400,000

3861 Ahoy DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd2 ba3,333 sqft
4320 Schooner TRL, CHESAPEAKE VA 23321Under Contract

$400,000

4320 Schooner TRL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,156 sqft
2168 Armada DR E, CHESAPEAKE VA 23321New Listing

$399,900

2168 Armada DR E, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd1.1 ba1,487 sqft
2015 Guava LN, CHESAPEAKE VA 23321New Listing

$396,900

2015 Guava LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
4902 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$395,900

4902 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
604 Schaefer AVE, CHESAPEAKE VA 23321Under Contract

$394,500

604 Schaefer AVE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,830 sqft
4916 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$392,900

4916 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
2019 Guava LN, CHESAPEAKE VA 23321Under Contract

$391,505

2019 Guava LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
4936 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$387,900

4936 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
4908 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$385,900

4908 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
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