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Homes for sale in Jolliff Middle School District

Chesapeake, Virginia

Browse 60 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 July 2026 · Live REIN MLS data

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

60 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 23321

$1,190,000

4200 Quailshire CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

6 bd4.1 ba6,350 sqft
433 Truitt RD, CHESAPEAKE VA 23321Under Contract

$699,000

433 Truitt RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3.1 ba4,459 sqft
3932 Colony Pointe DR, CHESAPEAKE VA 23321

$690,000

3932 Colony Pointe DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba3,466 sqft
1432 Pine Grove LN, CHESAPEAKE VA 23321

$687,500

1432 Pine Grove LN, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba3,256 sqft
1501 James LNDG, CHESAPEAKE VA 23321

$625,900

1501 James LNDG, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd2.1 ba3,374 sqft
4100 Scotfield DR, CHESAPEAKE VA 23321

$615,000

4100 Scotfield DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,452 sqft
4737 Condor DR, CHESAPEAKE VA 23321

$600,000

4737 Condor DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3 ba2,350 sqft
1530 Jolliff RD, CHESAPEAKE VA 23321

$599,900

1530 Jolliff RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,000 sqft
4521 Moonlight WAY, CHESAPEAKE VA 23321

$599,000

4521 Moonlight WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba2,400 sqft
4105 Margaret Ann CT, CHESAPEAKE VA 23321

$575,000

4105 Margaret Ann CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,571 sqft
4704 Wood Stork DR, CHESAPEAKE VA 23321New Listing

$560,000

4704 Wood Stork DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,631 sqft
1716 Fishers CV, CHESAPEAKE VA 23321Under Contract

$550,000

1716 Fishers CV, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,708 sqft
4624 Westborough DR, CHESAPEAKE VA 23321

$550,000

4624 Westborough DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd3 ba3,590 sqft
5521 White Swallow WAY, CHESAPEAKE VA 23321Under Contract

$549,900

5521 White Swallow WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,238 sqft
4528 Davids Mill DR, CHESAPEAKE VA 23321

$535,000

4528 Davids Mill DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3 ba2,439 sqft
4032 LAKEVIEW DR, CHESAPEAKE VA 23323

$529,999

4032 LAKEVIEW DR, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

4 bd3 ba3,074 sqft
1329 Creekview Dr NONE, CHESAPEAKE VA 23321Under Contract

$525,000

1329 Creekview Dr NONE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3.1 ba2,170 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
603 Raeside AVE, CHESAPEAKE VA 23321Under Contract

$500,000

603 Raeside AVE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd3 ba2,057 sqft
1805 Blackhawk PL, CHESAPEAKE VA 23321Under Contract

$500,000

1805 Blackhawk PL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,600 sqft
4000 Wyant CT, CHESAPEAKE VA 23321

$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
4512 Moonlight WAY, CHESAPEAKE VA 23321Under Contract

$485,000

4512 Moonlight WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba2,112 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 23321New Listing

$452,900

4904 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 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
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
4906 Apricot WAY, CHESAPEAKE VA 23321New Listing

$439,900

4906 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,044 sqft
4932 Apricot WAY, CHESAPEAKE VA 23321New Listing

$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
4028 Scotfield DR, CHESAPEAKE VA 23321Under Contract

$410,000

4028 Scotfield DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,763 sqft
4925 Vico DR, CHESAPEAKE VA 23321Under Contract

$400,000

4925 Vico DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,630 sqft
3861 Ahoy DR, CHESAPEAKE VA 23321

$400,000

3861 Ahoy DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5 bd2 ba3,333 sqft
4902 Apricot WAY, CHESAPEAKE VA 23321

$395,900

4902 Apricot WAY, 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
4625 Jaye CIR, CHESAPEAKE VA 23321Under Contract

$385,000

4625 Jaye CIR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,375 sqft
4922 Apricot WAY, CHESAPEAKE VA 23321Under Contract

$383,900

4922 Apricot WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
MM The Grove (Laurel) NONE, CHESAPEAKE VA 23321

$381,900

MM The Grove (Laurel) NONE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,642 sqft
4267 White Cap CRST, CHESAPEAKE VA 23321New Listing

$380,000

4267 White Cap CRST, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba2,062 sqft
4125 TAUGHTLINE LOOP, CHESAPEAKE VA 23321Under Contract

$378,000

4125 TAUGHTLINE LOOP, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,970 sqft
4122 Riverside DR, CHESAPEAKE VA 23321

$369,900

4122 Riverside DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.2 ba1,916 sqft
4163 River Breeze CIR, CHESAPEAKE VA 23321Under Contract

$367,000

4163 River Breeze CIR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

4 bd2.1 ba2,350 sqft
3916 Port RD, CHESAPEAKE VA 23321New Listing

$365,000

3916 Port RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,800 sqft
1328 Keaton WAY, CHESAPEAKE VA 23321Under Contract

$355,000

1328 Keaton WAY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,450 sqft
1875 Ames CIR W, CHESAPEAKE VA 23321Under Contract

$350,000

1875 Ames CIR W, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba2,114 sqft
5533 Willow Lake RD, CHESAPEAKE VA 23321Under Contract

$350,000

5533 Willow Lake RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,728 sqft
4004 Lanae CT, CHESAPEAKE VA 23321Under Contract

$340,000

4004 Lanae CT, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,092 sqft
2200 Christopher DR, CHESAPEAKE VA 23321Under Contract

$323,000

2200 Christopher DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2 ba1,450 sqft
4809 Sondej AVE, CHESAPEAKE VA 23321

$250,000

4809 Sondej AVE, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

5217 Askew RD, CHESAPEAKE VA 23321Under Contract

$236,000

5217 Askew RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd2.1 ba1,606 sqft
4032 Sloop TRL, CHESAPEAKE VA 23321Under Contract

$215,000

4032 Sloop TRL, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd1.1 ba1,440 sqft
3860 Schooner TRL, CHESAPEAKE VA 23323New Listing

$182,000

3860 Schooner TRL, CHESAPEAKE VA 23323

Chesapeake, Virginia 23323

3 bd1.1 ba1,120 sqft
4061 Holly Cove DR, CHESAPEAKE VA 23321Under Contract

$179,900

4061 Holly Cove DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd1.1 ba1,280 sqft
4440 S Military HWY, CHESAPEAKE VA 23321Under Contract

$150,000

4440 S Military HWY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd1 ba900 sqft
4920 Breck LN #Lane, CHESAPEAKE VA 23321New Listing

$2,950

4920 Breck LN #Lane, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

3 bd3.1 ba2,382 sqft

Other school districts in Chesapeake

Chesapeake neighborhoods

AvalonBattlefield CommonsBellinghamBrandermillCamelotChesapeake SouthsideDeep CreekEdinburghGrassfieldGreat BridgeGreenbrierHearthstone at GreenbrierHickory RidgeHickory SignalIndigo ParkSummer ParkWaterfront ChesapeakeWestern BranchWoodlakeSouth NorfolkHickoryPleasant GroveRiverwalkBryans Cove