New
$699,000Warrington Hall
1004 Poquoson Xing
Chesapeake, VA 23320
4 bd2.1 ba2,515 sqft
Listing courtesy of Fred Helm · BHHS RW Towne RealtyREIN MLS #10657331
Homes for Sale in Chesapeake, VA: $500,000 to $750,000
277 homes for sale in Chesapeake, VA from $500,000 to $750,000, plus 5 lots, from REIN MLS · Listing data as of Oct 10, 5:10 PM ET (syncs every 2 minutes)
277 homes and 5 lots are for sale in Chesapeake from $500,000 to $750,000 today, at a median list price of $599,900. The typical home has 4 bedrooms and about 2,620 sq ft, and was built in 2017.
Tom & Dariya Milan, RealtorsBrokered by LPT Realty · Call or text (757) 777-7577
- For sale now282
- Median list price$599,900
- New this week46
- Median days on market (REIN, active listings)21 days
Source: REIN MLS. These figures include lots and exclude homes under contract.
277 Chesapeake homes and 5 lots for sale in this price range right now
(+182 under contract)Skip the 60 listingsSkip to this week's listings
New$555,000Tunbridge Station911 Charing Xrs
Chesapeake, VA 23322
4 bd2.1 ba2,560 sqft
Listing courtesy of Debra Monette · Better Homes & Gdns Ntv Am GrpREIN MLS #10655533
NewOpen Sun 1–4 PM$595,900Legacy 168900 Koonce Lane
Chesapeake, VA 23323
3 bd3.1 ba2,500 sqft
Listing courtesy of Monique Darling · BHHS RW Towne RealtyREIN MLS #10657182
New$624,900Sir Raleigh Estates2400 Amie Dr
Chesapeake, VA 23322
4 bd3 ba2,500 sqft
Listing courtesy of Beth McCombs · Real Broker LLCREIN MLS #10656439
New$670,000Las Gaviotas530 San Pedro Dr
Chesapeake, VA 23322
4 bd3 ba3,277 sqft
Listing courtesy of Chris Jenkins · Better Homes & Gdns Ntv Am GrpREIN MLS #10657170
Lot / landNew$619,000Pleasant Grove42 Ac Saint Brides Rd W
Chesapeake, VA 23322
Listing courtesy of Nadine Napolitano · Green Tree Real Estate IncREIN MLS #10657304
New$699,900Greenbrier Station1421 Gemstone Ln
Chesapeake, VA 23320
5 bd3.1 ba2,852 sqft
Listing courtesy of Anna Staylor · BHHS RW Towne RealtyREIN MLS #10657221
New$565,000School House Crossing1504 Prospect Dr
Chesapeake, VA 23322
4 bd2.1 ba2,561 sqft
Listing courtesy of Cecilia Warren · Swell Realty CoREIN MLS #10657158
Coming Soon$570,000Jolliff Woods4748 Barn Swallow Dr
Chesapeake, VA 23321
4 bd3 ba2,837 sqft
Listing courtesy of Tana Hipp · LPT Realty LLCREIN MLS #10656599
Coming SoonPrice reduced$674,900Dominion Meadowswas
$674,999605 Wood Nymph Ln
Chesapeake, VA 23323
4 bd3.1 ba3,094 sqft
Listing courtesy of Carmon Pizzanello · BHHS RW Towne RealtyREIN MLS #10657194
New$515,000Jolliff Landing At Western Branch5000 Corolla Dr
Chesapeake, VA 23321
4 bd2 ba2,183 sqft
Listing courtesy of Hannah Arnold · BHHS RW Towne RealtyREIN MLS #10657189
New$599,000Dominion Lakes1313 Dominion Lakes Blvd
Chesapeake, VA 23320
4 bd3 ba3,018 sqft
Listing courtesy of Susan Lueptow · CENTURY 21 Nachman RealtyREIN MLS #10657139
NewOpen Sun 1–3 PM$649,920Elbow Estates639 Appalachian Ct
Chesapeake, VA 23320
4 bd2.1 ba2,445 sqft
Listing courtesy of Dee Maltese · The Real Estate GroupREIN MLS #10656977
New$540,000Great Bridge116 Ash Hill Lndg
Chesapeake, VA 23322
4 bd2.1 ba2,326 sqft
Listing courtesy of Heather McSmith · Real Broker LLCREIN MLS #10656722
New$535,000Eagle Pointe524 Linton Cir
Chesapeake, VA 23322
3 bd3 ba2,409 sqft
Listing courtesy of Beth Wiegan · The Real Estate GroupREIN MLS #10656845
New$669,000920 Covenant Way
Chesapeake, VA 23322
5 bd3 ba2,912 sqft
Listing courtesy of Kimberly Burbage · Liz Moore & Associates LLCREIN MLS #10656320
New$675,000Cheshire Forest516 Ashforth Way Way
Chesapeake, VA 23322
5 bd3.1 ba3,297 sqft
Listing courtesy of Jaima Botterbush · Iron Valley Real Estate HRREIN MLS #10656044
New$675,000Eagle Lake Plantation North1500 Coker Pl
Chesapeake, VA 23320
5 bd2.1 ba3,329 sqft
Listing courtesy of Dayla Brooks · Own Real Estate LLCREIN MLS #10656054
New$599,900Las Gaviotas709 Aguila Dr
Chesapeake, VA 23322
4 bd3 ba2,600 sqft
Listing courtesy of Michael Daugherty · Own Real Estate LLCREIN MLS #10656993
New$679,900Etheridge Lakes1239 Pacels Way
Chesapeake, VA 23322
4 bd3 ba3,000 sqft
Listing courtesy of Jennifer Stimpson · RE/MAX AllianceREIN MLS #10657100
New$624,900Hickory2448 Johnstown Rd
Chesapeake, VA 23322
4 bd2 ba2,572 sqft
Listing courtesy of Michael Daugherty · Own Real Estate LLCREIN MLS #10657067
New$525,000Waterford904 Barrington Ct
Chesapeake, VA 23322
4 bd2 ba2,665 sqft
Listing courtesy of Jeffrey Cancel · World Class RealtyREIN MLS #10657061
New$567,000Dominion Lakes1311 Piedmont Arch
Chesapeake, VA 23320
4 bd2.1 ba2,808 sqft
Listing courtesy of Regina Humphrey · Fit RealtyREIN MLS #10656984
New$735,000Shillelagh Farms1629 Shillelagh Rd
Chesapeake, VA 23323
5 bd2.1 ba2,490 sqft
Listing courtesy of Betsy Thompson · The AgencyREIN MLS #10656950
New$625,000Sherborne Manor3629 Kathys Way
Chesapeake, VA 23323
5 bd2.1 ba2,731 sqft
Listing courtesy of David Allison · Atlantic Sothebys Int'l RealtyREIN MLS #10655447
New$560,000Poplar Ridge737 Willow Oak Dr
Chesapeake, VA 23322
4 bd2 ba2,180 sqft
Listing courtesy of Alyson Sisman · The Real Estate GroupREIN MLS #10656926
New$560,000Olde Mill Run3204 Eight Star Ct
Chesapeake, VA 23323
4 bd2.1 ba2,706 sqft
Listing courtesy of Darrell Moore · CENTURY 21 Top ProducersREIN MLS #10656875
Coming SoonOpen Sat 11 AM–2 PM$529,900Albemarle Acres408 Currituck Dr
Chesapeake, VA 23322
4 bd2.1 ba2,244 sqft
Listing courtesy of Catherine Underwood · BHHS RW Towne RealtyREIN MLS #10656729
New$750,000Etheridge Lakes809 Leleon Ct
Chesapeake, VA 23322
4 bd2.2 ba3,037 sqft
Listing courtesy of Melisa Johns · EXP Realty LLCREIN MLS #10656562
New$597,999Foxgate Quarter501 Spurlock Way
Chesapeake, VA 23322
4 bd3 ba2,522 sqft
Listing courtesy of Catherine Underwood · BHHS RW Towne RealtyREIN MLS #10656230
NewOpen Sun 2–4 PM$569,900Tunbridge Station144 Downing Dr
Chesapeake, VA 23322
4 bd3 ba2,497 sqft
Listing courtesy of Tyler Rocke · Keller Williams Capital Props.REIN MLS #10655754
New$534,500Pines Of Warrick424 Pines of Warrick Dr
Chesapeake, VA 23322
4 bd2.1 ba2,366 sqft
Listing courtesy of Laura Daugherty · Own Real Estate LLCREIN MLS #10656970
Coming Soon$599,900Stonegate1105 Carriage Ct
Chesapeake, VA 23322
4 bd3.1 ba2,903 sqft
Listing courtesy of Lisa Allen · Fathom RealtyREIN MLS #10656944
Coming Soon$540,000Kemp Crossing833 Kemp Meadow Dr
Chesapeake, VA 23320
4 bd2.1 ba2,572 sqft
Listing courtesy of Robert Sayoc · KW Coastal Virginia ChesapeakeREIN MLS #10654833
New$584,999Great Bridge522 Bells Hollow Ct
Chesapeake, VA 23322
4 bd3 ba2,101 sqft
Listing courtesy of Nathan Priest · Atlantic Sothebys Int'l RealtyREIN MLS #10656702
New$563,740Retreat At Edinburgh2203 Edwin Dr
Chesapeake, VA 23322
2 bd3 ba1,986 sqft
Listing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656645
New$585,740Retreat At Edinburgh2226 Edwin Dr
Chesapeake, VA 23322
3 bd3 ba2,642 sqft
Listing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656643
New$724,900Great Bridge343 Ewell Ln
Chesapeake, VA 23322
5 bd3.1 ba3,000 sqft
Listing courtesy of Denise Hawkins · Triumph Realty Group LLCREIN MLS #10656577
New$525,000Woodbriar1149 Crystalwood Cir
Chesapeake, VA 23320
4 bd2.1 ba2,100 sqft
Listing courtesy of Amanda Hoke · The Bryant GroupREIN MLS #10656507
New$594,800Winston Trace513 Telfyan Dr
Chesapeake, VA 23320
5 bd2.1 ba3,300 sqft
Listing courtesy of Dean Rolle · Iron Valley Real Estate HRREIN MLS #10656498
New$650,000Georgetown East440 Ivy Cres
Chesapeake, VA 23325
4 bd3.1 ba3,412 sqft
Listing courtesy of Sunshine Swinson · World Class RealtyREIN MLS #10656618
New$545,900Legacy 168901 Bernard Ln
Chesapeake, VA 23322
3 bd3.1 ba2,200 sqft
Listing courtesy of Monique Darling · BHHS RW Towne RealtyREIN MLS #10655949
Coming Soon$559,900Etheridge Woods1021 Grantham Ln
Chesapeake, VA 23322
4 bd2 ba2,332 sqft
Listing courtesy of Robin Gauthier · NextHome Tidewater RealtyREIN MLS #10656531
New$585,740Retreat At Edinburgh2224 Edwin Dr
Chesapeake, VA 23322
3 bd3 ba2,642 sqft
Listing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656534
New$585,740Retreat At Edinburgh2222 Edwin Dr
Chesapeake, VA 23322
3 bd3 ba2,642 sqft
Listing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656532
New$625,000Wilson Heights233 Old Dr
Chesapeake, VA 23322
5 bd2.1 ba2,200 sqft
Listing courtesy of Taylor Dirk · Iron Valley Real Estate PrestigeREIN MLS #10656430
New$610,000Hickory Manor1910 Briton Ln
Chesapeake, VA 23322
4 bd2.1 ba2,598 sqft
Listing courtesy of Kelvin Reed · Reeds Real Estate LLCREIN MLS #10656415
New$624,990Dominion Lakes1237 Spruce Ln
Chesapeake, VA 23320
4 bd2.1 ba2,850 sqft
Listing courtesy of Angela Hebert · G Daniels & CompanyREIN MLS #10656376
New$729,740Riverview Landing925 Intracoastal Way
Chesapeake, VA 23322
4 bd3 ba2,748 sqft
Listing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656327
$695,000Cheshire Forest801 Keeling Dr
Chesapeake, VA 23322
4 bd3.1 ba3,169 sqft
Listing courtesy of Adrielle Roxas · LPT Realty LLCREIN MLS #10656163
$524,900Deep Creek317 George Washington Hwy S
Chesapeake, VA 23323
3 bd2 ba1,869 sqft
Listing courtesy of Allison Samson · Broadsight RealtyREIN MLS #10655769
Open Sun 12–2 PM$575,000Las Gaviotas423 Las Gaviotas Blvd
Chesapeake, VA 23322
4 bd3 ba2,585 sqft
Listing courtesy of Kelly Liedtke · AMW Real Estate IncREIN MLS #10656015
$585,740Retreat At Edinburgh2220 Edwin Dr
Chesapeake, VA 23322
3 bd3 ba2,642 sqft
Listing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656034
$640,000Hanbury Manor1103 Madison Lynn Way
Chesapeake, VA 23322
5 bd2.1 ba2,557 sqft
Listing courtesy of Racheal Pridgen · Keller Williams Town CenterREIN MLS #10655665
$655,000Legacy 168200 Traditions Way
Chesapeake, VA 23322
3 bd3.1 ba2,500 sqft
Listing courtesy of Monique Darling · BHHS RW Towne RealtyREIN MLS #10655918
Open Sun 11 AM–1:30 PM$749,000Emerald Lakes1204 Lingale Ct
Chesapeake, VA 23322
5 bd3 ba3,200 sqft
Listing courtesy of Kristie Weaver · SerhantREIN MLS #10655942
Price reduced$699,000Coopers Creek Manorwas
$715,000145 Sinclair Ln
Chesapeake, VA 23322
5 bd3 ba3,436 sqft
Listing courtesy of Jamie Potts · Focus Realty LLCREIN MLS #10655793
$679,5801004 Cedar Tree Ct
Chesapeake, VA 23323
4 bd3 ba3,054 sqft
Listing courtesy of Deana Renn · AtCoastal RealtyREIN MLS #10655160
$565,000The Crossings4308 Galston Ct
Chesapeake, VA 23321
5 bd2.1 ba2,753 sqft
Listing courtesy of Adam Jeter · The Real Estate GroupREIN MLS #10654907
$700,000Wexford Square1313 Parkdale St
Chesapeake, VA 23322
4 bd3 ba2,807 sqft
Listing courtesy of Nicole Piette · BHHS RW Towne RealtyREIN MLS #10653628
Showing 1–60 of 464
Homes for sale are listed first, newest listings first; homes under contract follow.
Changes daily
Price cuts and open houses this week: Chesapeake homes from $500,000 to $750,000
Price reduced (94)
94 of 282 listings for sale have had a price cut.
Price reduced$599,000Hunningdon Lakeswas
$629,0001104 Copper Stone Circle Cir
Chesapeake, VA 23320
4 bd3 ba2,900 sqft
Listing courtesy of Carlos Cardo · RE/MAX UltraREIN MLS #10652961
Price reducedOpen Sun 11 AM–2 PM$650,000was
$675,0001617 Banff Ct
Chesapeake, VA 23320
5 bd2.1 ba3,490 sqft
Listing courtesy of Betsy Thompson · The AgencyREIN MLS #10649105
Price reduced$725,000Fernwood Shoreswas
$750,000245 Fernwood Farms Rd
Chesapeake, VA 23320
6 bd3 ba4,396 sqft
Listing courtesy of Perdethia Lowery · CENTURY 21 Top ProducersREIN MLS #10646538
Price reducedOpen Sun 3–5 PM$725,000Great Bridgewas
$749,000905 Washington Dr
Chesapeake, VA 23322
5 bd2.1 ba3,600 sqft
Listing courtesy of Annie Culver Bird · BHHS RW Towne RealtyREIN MLS #10652400
Price reduced$625,000Riverbendwas
$645,5001432 Pine Grove Ln
Chesapeake, VA 23321
5 bd3 ba3,256 sqft
Listing courtesy of Brooke Cooper · Long & Foster Real Estate Inc.REIN MLS #10650640
Price reduced$615,000Parkviewwas
$635,0002065 Shipyard Rd
Chesapeake, VA 23323
4 bd3.1 ba2,652 sqft
Listing courtesy of Julian Rivera · Iron Valley Real Est NorfolkREIN MLS #10653324
Open houses this week (19)
21 open house sessions at 19 listings, Oct 10–17.
Price reducedOpen Sun 11 AM–1:30 PM$685,000Forest Lakeswas
$699,000816 Forest Lakes Cir
Chesapeake, VA 23322
4 bd3 ba3,200 sqft
Listing courtesy of Valerie Miller · Shaffer Real Estate Inc.REIN MLS #10649561
Open Sun 11 AM–4 PM$599,900The Grove1953 Paw Paw Pl
Chesapeake, VA 23321
4 bd2.1 ba2,232 sqft
Listing courtesy of Ramona Weber · BHHS RW Towne RealtyREIN MLS #10648910
Open Sun 12–4 PM$613,900Josephs Meadows381 Scotland Lane
Chesapeake, VA 23320
3 bd2.1 ba2,500 sqft
Listing courtesy of Monique Darling · BHHS RW Towne RealtyREIN MLS #10648705
Price reducedOpen Sun 12–6 PM$738,800Crestfield At Centervillewas
$748,800724 Crestfield Dr
Chesapeake, VA 23320
4 bd3.1 ba3,555 sqft
Listing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10648358
Price reducedOpen Sun 12–6 PM$602,370Crestfield At Centervillewas
$612,370733 Crestfield Dr
Chesapeake, VA 23320
4 bd2.1 ba2,518 sqft
Listing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10648355
Open Sun 12–6 PM$599,505Crestfield At Centerville709 Crestfield Dr
Chesapeake, VA 23320
4 bd2.1 ba2,518 sqft
Listing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10648353
Price ranges
Chesapeake, VA homes for sale by price range
| Price range | Homes for sale | Typical beds | Typical size | Typical year built | Est. P&I / mo | Listings |
|---|---|---|---|---|---|---|
| Under $200K | 14+42 lots | 2 | 928 sqft | 1978 | Est. payment up to $1,027/mo | See all 56 listings → |
| $200K–$300K | 94+12 lots | 3 | 1,249 sqft | 1983 | Est. payment $1,284/mo | See all 106 listings → |
| $300K–$400K | 146+1 lot | 3 | 1,580 sqft | 1980 | Est. payment $1,798/mo | See all 147 listings → |
| $400K–$500K | 126+6 lots | 4 | 2,034 sqft | 1997 | Est. payment $2,311/mo | See all 132 listings → |
| $500K–$750K | 277+5 lots | 4 | 2,620 sqft | 2017 | Est. payment $3,210/mo | Shown on this page |
| Over $750K | 96+6 lots | 5 | 3,226 sqft | 2026 | Est. payment from $3,852/mo | See all 102 listings → |
Market snapshot
Chesapeake homes from $500,000 to $750,000: market snapshot, October 2026
Of the 282 listings for sale in Chesapeake from $500,000 to $750,000, 94 (33%) have had a price cut, and another 182 are under contract. The median active listing has been on the market 21 days (REIN).
For sale now
- Median price per sq ft
- $230
- Under contract
- 182
- With a price cut
- 9433% of homes for sale
Recently sold
- Homes sold
- 664
- Median sold price
- $595,000
- Median days on market (REIN)
- 18 days
- Median sold price per sq ft
- $225
Closed sales from REIN MLS, March 2026 – September 2026.
Chesapeake housing market trends →Chesapeake market report PDF →
Data: REIN MLS, October 10, 2026.
Your agents
Your Chesapeake real estate agents: Tom & Dariya Milan
Tom & Dariya Milan, Realtors
Brokered by LPT Realty
We are Tom and Dariya Milan, a husband-and-wife team of licensed real estate agents in Virginia, serving Hampton Roads since 2005. Our office is at Town Center in Virginia Beach, and we are members of REIN MLS, the listing service behind every home on this page. In Chesapeake our work takes us across Greenbrier, Great Bridge, Hickory, Deep Creek, Western Branch and South Norfolk. Call or text us about any Chesapeake home on REIN MLS, or ask for a private showing.
Office: 249 Central Park Ave Ste 300-220, Virginia Beach, VA 23462
FAQ
Homes for sale in Chesapeake, VA from $500,000 to $750,000: FAQ
How many homes are for sale in Chesapeake, VA from $500,000 to $750,000?
As of October 10, 2026, REIN MLS shows 277 homes for sale in Chesapeake from $500,000 to $750,000, plus 5 lots. Another 182 listings are under contract. Of the 282 listings for sale, 46 have been listed since October 4 and 94 have had a price cut.
What do homes from $500,000 to $750,000 in Chesapeake look like?
The median list price of the 282 listings for sale in Chesapeake from $500,000 to $750,000, 5 lots included, is $599,900 as of October 10, 2026. The typical home has 4 bedrooms and about 2,620 sq ft, and was built in 2017. The median list price per square foot is $230.
How fast do homes from $500,000 to $750,000 sell in Chesapeake?
From March 2026 through September 2026, 664 homes in Chesapeake sold from $500,000 to $750,000 on REIN MLS, at a median sold price of $595,000. The median closed sale was on the market 18 days (REIN).
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