New
$539,900Cheshire Meadows
528 Royal Grant Dr
Chesapeake, VA 23322
4 bd2.1 ba2,118 sqft
Listing courtesy of Steve Marable · Iron Valley Real Estate HRREIN MLS #10660562
Homes for Sale in Chesapeake, VA: $500,000 to $750,000
269 homes for sale in Chesapeake, VA from $500,000 to $750,000, plus 5 lots, from REIN MLS · Listing data as of Nov 4, 8:10 PM ET (syncs every 2 minutes)
269 homes and 5 lots are for sale in Chesapeake from $500,000 to $750,000 today, at a median list price of $600,000. The typical home has 4 bedrooms and about 2,632 sq ft, and was built in 2017.
Tom & Dariya Milan, RealtorsBrokered by LPT Realty · Call or text (757) 777-7577
- For sale now274
- Median list price$600,000
- New this week41
- Median days on market (REIN, active listings)20 days
Source: REIN MLS. These figures include lots and exclude homes under contract.
269 Chesapeake homes and 5 lots for sale in this price range right now
(+180 under contract)Skip the 60 listingsSkip to this week's listings
New$649,990Patriots Ridge1532 Jimmy LnChesapeake, VA 233224 bd2.1 ba2,423 sqftListing courtesy of Jenny Lovell · BHHS RW Towne RealtyREIN MLS #10660654
New$689,000Bayberry Place1548 Waterside Dr NChesapeake, VA 233206 bd3.1 ba4,811 sqftListing courtesy of Rhonda Shelton · BHHS RW Towne RealtyREIN MLS #10660651
NewOpen Thu 3–5 PM$625,000Warrington Hall1112 Walnut Neck AveChesapeake, VA 233204 bd2.1 ba2,596 sqftListing courtesy of Sandra Filer · Keller Williams Capital Props.REIN MLS #10660307
NewOpen Sat 11–1 PM$574,900Briarwood544 Wickwood DrChesapeake, VA 233224 bd2.1 ba2,389 sqftListing courtesy of Amy Thomas · BHHS RW Towne RealtyREIN MLS #10660561
New$597,740Retreat At Edinburgh2205 Edwin DrChesapeake, VA 233223 bd3 ba2,642 sqftListing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10660573
New$670,000King James Colony720 Paula DrChesapeake, VA 233225 bd3.1 ba3,901 sqftListing courtesy of Johnathan Grover · The Bryant GroupREIN MLS #10659692
New$659,900Culpepper Landing908 Porte Crayon StChesapeake, VA 233235 bd3.1 ba3,471 sqftListing courtesy of Natalie Barrera · Iron Valley Real Est NorfolkREIN MLS #10660510
Coming Soon$715,000Island Estates1312 Woodview LairChesapeake, VA 233224 bd3.1 ba3,455 sqftListing courtesy of Samantha Janisch · Own Real Estate LLCREIN MLS #10660380
New$597,740Retreat At Edinburgh2166 Edwin DrChesapeake, VA 233223 bd3 ba2,642 sqftListing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10660457
New$597,740Retreat At Edinburgh2164 Edwin DrChesapeake, VA 233223 bd3 ba2,642 sqftListing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10660454
New$563,740Retreat At Edinburgh2162 Edwin DrChesapeake, VA 233222 bd3 ba1,986 sqftListing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10660451
New$689,900The Grove1883 Paw Paw PlChesapeake, VA 233215 bd3.1 ba3,016 sqftListing courtesy of Donna Lakoski · BHHS RW Towne RealtyREIN MLS #10660415
NewOpen Sat 12–2 PM$525,000Great Bridge891 Bells Mill RdChesapeake, VA 233224 bd3.1 ba2,571 sqftListing courtesy of Autumn Love · Long & Foster Real Estate Inc.REIN MLS #10660202
New$620,000Deep Creek2708 Cedar RdChesapeake, VA 233235 bd4.1 ba2,884 sqftListing courtesy of Lauren Price · Own Real Estate LLCREIN MLS #10659695
New$725,000Hickory Landing1908 Ferguson LoopChesapeake, VA 233225 bd4 ba3,110 sqftListing courtesy of Michael Narlis · Epique RealtyREIN MLS #10659228
New$550,000Wilson Heights609 Saber DrChesapeake, VA 233224 bd2.1 ba3,200 sqftListing courtesy of April Partida · RE/MAX AllianceREIN MLS #10660503
New$535,000Elbow Estates636 Appalachian CtChesapeake, VA 233203 bd2.1 ba1,850 sqftListing courtesy of Dee Maltese · The Real Estate GroupREIN MLS #10660204
New$529,900Greenbrier1400 Dons WayChesapeake, VA 233224 bd3.1 ba2,344 sqftListing courtesy of Evelyn Thomas · CENTURY 21 Nachman RealtyREIN MLS #10660222
New$530,000Las Gaviotas309 Barcelona DrChesapeake, VA 233204 bd3 ba2,485 sqftListing courtesy of Judy Reed · Judy Reed RealtyREIN MLS #10660115
New$579,000Jolliff Landing At Western Branch5037 Annapolis DrChesapeake, VA 233214 bd2 ba2,335 sqftListing courtesy of Bethany White · BHHS RW Towne RealtyREIN MLS #10660299
New$729,900Hickory Landing409 Cairns RdChesapeake, VA 233224 bd2.1 ba2,547 sqftListing courtesy of Matthew Salway · Iron Valley Real Estate HRREIN MLS #10660244
New$607,900The Grove1945 Paw Paw PlChesapeake, VA 233214 bd2.1 ba2,235 sqftListing courtesy of Donna Lakoski · BHHS RW Towne RealtyREIN MLS #10660239
New$700,000Etheridge Lakes909 Sydenham BlvdChesapeake, VA 233226 bd3 ba3,204 sqftListing courtesy of Nikki Johnson-Pyle · Own Real Estate LLCREIN MLS #10660198
New$749,000767 Hillwell RdChesapeake, VA 233223 bd2 ba2,598 sqftListing courtesy of Heidi Johnson · Real Broker LLCREIN MLS #10659070
New$545,000Stonegate1108 Hillside TrceChesapeake, VA 233224 bd2.1 ba2,396 sqftListing courtesy of Holly Long · The Real Estate GroupREIN MLS #10660208
New$599,900Cheshire Forest609 Edgewood ArchChesapeake, VA 233224 bd2.1 ba3,014 sqftListing courtesy of Christine Burgdorf · Creed RealtyREIN MLS #10660136
NewOpen Sun 1–3 PM$555,000Etheridge Manor1102 Loxdell CtChesapeake, VA 233224 bd2 ba2,100 sqftListing courtesy of Elizabeth Livernois · BHHS RW Towne RealtyREIN MLS #10660093
NewOpen Sat 12–3 PM$665,0001617 Banff CtChesapeake, VA 233205 bd2.1 ba3,490 sqftListing courtesy of Betsy Thompson · The AgencyREIN MLS #10659965
New$635,000Plantation Lakes1128 Plantation Lakes CirChesapeake, VA 233205 bd3 ba2,765 sqftListing courtesy of Ronald Sawyer · RE/MAX PrimeREIN MLS #10658679
New$589,000Jolliff Landing At Western Branch2227 Sanibel LnChesapeake, VA 233215 bd3.1 ba2,661 sqftListing courtesy of Melissa Gates · The Bryant GroupREIN MLS #10660049
New$600,000Hunningdon Lakes811 Twin Peak Court CtChesapeake, VA 233204 bd3 ba2,900 sqftListing courtesy of Breon Davis · Iron Valley Real Estate HRREIN MLS #10660090
New$549,900Briarwood Meadows404 Niles CtChesapeake, VA 233224 bd2.1 ba2,400 sqftListing courtesy of Rachel Beasley · KW Allegiance ShorelineREIN MLS #10660000
New$610,000Wildwood Heights233 Old DrChesapeake, VA 233225 bd2.1 ba2,184 sqftListing courtesy of Thomas Seddon · Iron Valley Real Estate PrestigeREIN MLS #10659997
New$545,000The Crossings4308 Galston CtChesapeake, VA 233214 bd2.1 ba2,753 sqftListing courtesy of Jonathan Minerick · homecoin.comREIN MLS #10659816
NewOpen Fri 2:30–5:30 PM$735,000Etheridge Lakes804 Catrina LnChesapeake, VA 233225 bd3 ba3,337 sqftListing courtesy of Betsy Thompson · The AgencyREIN MLS #10658619
New$629,000Marsh Creek2214 Averill DrChesapeake, VA 233234 bd3 ba2,576 sqftListing courtesy of Marco Rivas · Iron Valley Real Estate PrestigeREIN MLS #10659880
New$749,900Culpepper Landing733 Big Bear LnChesapeake, VA 233235 bd3.1 ba3,642 sqftListing courtesy of Sneha Rana · Seaside RealtyREIN MLS #10659868
New$749,000Etheridge Lakes1205 Carey CtChesapeake, VA 233225 bd2.1 ba2,900 sqftListing courtesy of Johnathan King · BHHS RW Towne RealtyREIN MLS #10659866
New$679,3183237 Pioneer LnChesapeake, VA 233234 bd3 ba2,413 sqftListing courtesy of Deana Renn · AtCoastal RealtyREIN MLS #10659867
NewOpen Sat 11 AM–1 PM$510,000Etheridge Meadows700 Gladesdale DrChesapeake, VA 233224 bd2 ba1,744 sqftListing courtesy of Mark Laino · The Bryant GroupREIN MLS #10659574
New$639,900Pleasant Grove732 Washington DrChesapeake, VA 233224 bd2 ba2,863 sqftListing courtesy of Carmen Anthony · BHHS RW Towne RealtyREIN MLS #10659515
New$665,900Josephs Meadows389 Scotland LaneChesapeake, VA 233205 bd3.1 ba3,100 sqftListing courtesy of Monique Darling · BHHS RW Towne RealtyREIN MLS #10659608
Coming Soon$615,000913 Shillelagh RdChesapeake, VA 233234 bd2.1 ba1,978 sqftListing courtesy of Natalie Carrier · Redfin CorporationREIN MLS #10659508
NewOpen Sat 11 AM–5 PM$743,420Crestfield At Centerville724 Crestfield DrChesapeake, VA 233204 bd3.1 ba3,555 sqftListing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10659429
NewOpen Sat 11 AM–5 PM$597,530Crestfield At Centerville733 Crestfield DrChesapeake, VA 233204 bd2.1 ba2,518 sqftListing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10659427
$635,000Hickory Manor1900 Briton LnChesapeake, VA 233224 bd2.1 ba2,445 sqftListing courtesy of Lauren Harrigan · Better Homes & Gdns Ntv Am GrpREIN MLS #10658981
New$625,000Hunningdon Woods1309 Hunningdon Woods BlvdChesapeake, VA 233204 bd2.1 ba2,879 sqftListing courtesy of AJ Williamson · RE/MAX AllianceREIN MLS #10659488
New$626,955Crestfield At Centerville2048 Charwood DrChesapeake, VA 233204 bd2.1 ba2,652 sqftListing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10659431
$745,425Crestfield At Centerville2039 Charwood DrChesapeake, VA 233205 bd3.1 ba3,089 sqftListing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10659276
Open Sat 11 AM–1 PM$600,000Great Bridge1229 Waters RdChesapeake, VA 233224 bd2.1 ba2,211 sqftListing courtesy of Tom Busciglio · Howard Hanna Real Estate Svcs.REIN MLS #10659247
$515,000Fernwood Shores1217 Spruce LnChesapeake, VA 233203 bd2.1 ba2,240 sqftListing courtesy of Juanita Alexander · EXIT Realty CentralREIN MLS #10658229
$650,000Coopers Creek Manor145 Sinclair LnChesapeake, VA 233225 bd3 ba3,436 sqftListing courtesy of Jamie Potts · Focus Realty LLCREIN MLS #10659213
$624,305Crestfield At Centerville2033 Charwood DrChesapeake, VA 233204 bd2.1 ba2,518 sqftListing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10659177
$623,360Crestfield At Centerville728 Morely LnChesapeake, VA 233204 bd2.1 ba2,652 sqftListing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10659175
Open Sat 1–3 PM$639,900The Preserve306 Wildlife TrceChesapeake, VA 233204 bd3 ba2,558 sqftListing courtesy of Cynetheia Paige · CENTURY 21 Nachman RealtyREIN MLS #10659149
$590,000Shell Place2519 Deal's Creek CtChesapeake, VA 233235 bd2.1 ba2,496 sqftListing courtesy of Melissa Guevara · ONYX Realty ProfessionalsREIN MLS #10659107
Open Sun 1–4 PM$600,000Las Gaviotas1217 Club House DrChesapeake, VA 233224 bd2.1 ba2,493 sqftListing courtesy of Betsy Thompson · The AgencyREIN MLS #10658962
$569,000Foxgate Quarter401 Brougham CtChesapeake, VA 233224 bd2.1 ba3,038 sqftListing courtesy of Chrissy Wilkins · Howard Hanna Real Estate Svcs.REIN MLS #10659113
Open Sat 11 AM–2 PM$624,900Fentress408 Wenger RdChesapeake, VA 233224 bd2.1 ba2,354 sqftListing courtesy of Ronald Sawyer · RE/MAX PrimeREIN MLS #10658823
Showing 1–60 of 454
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 (91)
91 of 274 listings for sale have had a price cut.
Price reduced$599,999was$630,0002722 Gum RdChesapeake, VA 233215 bd3 ba3,112 sqftListing courtesy of Roberto Gonzalez · Real Broker LLCREIN MLS #10653164
Price reduced$620,000Georgetown Eastwas$650,000440 Ivy CresChesapeake, VA 233254 bd3.1 ba3,412 sqftListing courtesy of Sunshine Swinson · World Class RealtyREIN MLS #10656618
Price reduced$699,990Riverview Landingwas$729,640925 Intracoastal WayChesapeake, VA 233224 bd3 ba2,748 sqftListing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656327
Price reduced$549,900Tunbridge Stationwas$569,900144 Downing DrChesapeake, VA 233224 bd3 ba2,497 sqftListing courtesy of Tyler Rocke · Keller Williams Capital Props.REIN MLS #10655754
Price reduced$619,000Deep Creekwas$639,0002100 Millville RdChesapeake, VA 233235 bd2.1 ba2,714 sqftListing courtesy of Heidi Oglesby · The Real Estate GroupREIN MLS #10652716
Price reduced$699,900Southwoodwas$719,900804 Wakedale ArchChesapeake, VA 233225 bd4 ba3,720 sqftListing courtesy of Jeff Babb · AtCoastal RealtyREIN MLS #10653264
Open houses this week (35)
48 open house sessions at 35 listings, Nov 4–11.
Price reducedOpen Sat 10 AM–12 PM$590,000Etheridge Lakeswas$595,000700 Sarasota ArchChesapeake, VA 233224 bd2.1 ba2,900 sqftListing courtesy of Raquel Ricci · BHHS RW Towne RealtyREIN MLS #10651170
Open Sat 11 AM–2 PM$600,000Las Gaviotas723 Aguila DrChesapeake, VA 233224 bd2.1 ba2,600 sqftListing courtesy of Raechel Geiss · Own Real Estate LLCREIN MLS #10658837
Open Sat 11 AM–1 PM$629,777Shell Place2500 Deal's Creek CtChesapeake, VA 233234 bd3.2 ba2,402 sqftListing courtesy of Pamela Hunt · Seaside RealtyREIN MLS #10658394
Price reducedOpen Sat 11 AM–3 PM$539,900Legacy 168was$549,900906 Bernard LnChesapeake, VA 233223 bd3.1 ba2,228 sqftListing courtesy of Nicholas Borrajo · Iron Valley Real Estate HRREIN MLS #10653230
Price reducedOpen Sat 11 AM–2 PM$509,000Sommertonwas$509,900925 Cranberry Dr #70Chesapeake, VA 233204 bd2.1 ba2,364 sqftListing courtesy of Alysia Work · Prodigy RealtyREIN MLS #10634235
Price reducedOpen Sat 12–2 PM$600,000Etheridge Lakeswas$605,000808 Dolph CirChesapeake, VA 233224 bd2.1 ba2,752 sqftListing courtesy of Kimberly Bedsole · BHHS RW Towne RealtyREIN MLS #10658008
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 | 12+21 lots | 2 | 962 sqft | 1960 | Est. payment up to $1,027/mo | See all 33 listings → |
| $200K–$300K | 102+12 lots | 3 | 1,266 sqft | 1984 | Est. payment $1,284/mo | See all 114 listings → |
| $300K–$400K | 172+2 lots | 3 | 1,602 sqft | 1984 | Est. payment $1,798/mo | See all 174 listings → |
| $400K–$500K | 137+6 lots | 4 | 2,047 sqft | 1995 | Est. payment $2,311/mo | See all 143 listings → |
| $500K–$750K | 269+5 lots | 4 | 2,632 sqft | 2017 | Est. payment $3,210/mo | Shown on this page |
| Over $750K | 86+6 lots | 4–5 | 3,226 sqft | 2026 | Est. payment from $3,852/mo | See all 92 listings → |
Market snapshot
Chesapeake homes from $500,000 to $750,000: market snapshot, November 2026
Of the 274 listings for sale in Chesapeake from $500,000 to $750,000, 91 (33%) have had a price cut, and another 180 are under contract. The median active listing has been on the market 20 days (REIN).
For sale now
- Median price per sq ft
- $230
- Under contract
- 180
- With a price cut
- 9133% of homes for sale
Recently sold
- Homes sold
- 723
- Median sold price
- $595,000
- Median days on market (REIN)
- 19 days
- Median sold price per sq ft
- $225
Closed sales from REIN MLS, March 2026 – October 2026.
Chesapeake housing market trends →Chesapeake market report PDF →
Data: REIN MLS, November 4, 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 November 4, 2026, REIN MLS shows 269 homes for sale in Chesapeake from $500,000 to $750,000, plus 5 lots. Another 180 listings are under contract. Of the 274 listings for sale, 41 have been listed since October 29 and 91 have had a price cut.
What do homes from $500,000 to $750,000 in Chesapeake look like?
The median list price of the 274 listings for sale in Chesapeake from $500,000 to $750,000, 5 lots included, is $600,000 as of November 4, 2026. The typical home has 4 bedrooms and about 2,632 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 October 2026, 723 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 19 days (REIN).
More homes