New
$425,000Deep Creek
2725 Spinners Way
Chesapeake, VA 23323
5 bd2.1 ba2,373 sqft
Listing courtesy of Nina Nguyen · Fathom RealtyREIN MLS #10659140
Homes for Sale in Chesapeake, VA: $400,000 to $500,000
127 homes for sale in Chesapeake, VA from $400,000 to $500,000, plus 7 lots, from REIN MLS · Listing data as of Oct 27, 3:10 AM ET (syncs every 2 minutes)
127 homes and 7 lots are for sale in Chesapeake from $400,000 to $500,000 today, at a median list price of $449,900. The typical home has 4 bedrooms and about 2,033 sq ft, and was built in 1995.
Tom & Dariya Milan, RealtorsBrokered by LPT Realty · Call or text (757) 777-7577
- For sale now134
- Median list price$449,900
- New this week11
- Median days on market (REIN, active listings)18 days
Source: REIN MLS. These figures include lots and exclude homes under contract.
127 Chesapeake homes and 7 lots for sale in this price range right now
(+72 under contract)Skip the 60 listingsSkip to this week's listings
New$469,900Georgetown Point308 Lamp Post DrChesapeake, VA 233254 bd2.1 ba2,759 sqftListing courtesy of Becky Lyons · Coastal Real Estate & Auction Group LLCREIN MLS #10659008
New$489,900Riverside Park Homes4215 Surf AveChesapeake, VA 233255 bd3 ba2,550 sqftListing courtesy of Katie Burke · Long & Foster Real Estate Inc.REIN MLS #10659168
New$449,900Ahoy Acres4025 Ahoy DrChesapeake, VA 233214 bd3 ba2,180 sqftListing courtesy of Dianne Carter · Redefy Real EstateREIN MLS #10659022
New$410,000Hickory Manor2043 Canning PlChesapeake, VA 233223 bd2.1 ba1,569 sqftListing courtesy of Kevin Cleland · A Better Way Realty Inc.REIN MLS #10658921
New$499,000Hickory941 Long Ridge RdChesapeake, VA 233223 bd2.1 ba1,393 sqftListing courtesy of Rana Stone · EXIT Realty CentralREIN MLS #10658040
New$499,900Fentress1213 Fentress Airfield RdChesapeake, VA 233223 bd2 ba1,820 sqftListing courtesy of Neady Harris · Waterway RealtyREIN MLS #10658797
New$499,040Charlestowne Lakes South816 Stacey PlChesapeake, VA 233203 bd2.1 ba1,780 sqftListing courtesy of David Oglesby · Coastal Towne RealtyREIN MLS #10658779
New$499,000Point Elizabeth3729 Hardwick TerChesapeake, VA 233216 bd3 ba3,590 sqftListing courtesy of Robyn Slocum · Iron Valley Real Estate HRREIN MLS #10658690
New$430,000Deep Creek2304 Swinson LndgChesapeake, VA 233234 bd2 ba1,986 sqftListing courtesy of Ally Williams · Own Real Estate LLCREIN MLS #10658594
New$424,900Norfolk Highlands2116 English AveChesapeake, VA 233204 bd2.1 ba2,000 sqftListing courtesy of Daniel Patton · Prodigy RealtyREIN MLS #10657762
Coming Soon$480,000Great Bridge1145 Waters RdChesapeake, VA 233223 bd2.1 ba1,692 sqftListing courtesy of Kim Schweikarth · Own Real Estate LLCREIN MLS #10658631
New$420,000Alden Square1325 Debbs LnChesapeake, VA 233204 bd2.1 ba2,000 sqftListing courtesy of Patrick Jones · Long & Foster Real Estate Inc.REIN MLS #10658609
New$418,899Brentwood2213 Wildwood RdChesapeake, VA 233234 bd2 ba2,188 sqftListing courtesy of Ann Crusenberry · The Real Estate GroupREIN MLS #10658565
NewOpen Sat 12–2 PM$469,900Cardinal Meadows518 Eldridge LnChesapeake, VA 233233 bd2.1 ba2,216 sqftListing courtesy of Daniel Patton · Prodigy RealtyREIN MLS #10658549
NewPrice reduced$484,990Retreat At Edinburghwas$499,9902202 Edwin DrChesapeake, VA 233222 bd2 ba1,462 sqftListing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10658486
New$435,515Grayson Commons668 Allery RdChesapeake, VA 233203 bd2.1 ba2,100 sqftListing courtesy of Morgan Xenos · Dragas Companies Realty IncREIN MLS #10658421
New$404,900Grayson Commons657 Allery RdChesapeake, VA 233203 bd3.1 ba2,076 sqftListing courtesy of Clarice Savereux · Dragas Companies Realty IncREIN MLS #10658419
New$400,310Grayson Commons670 Allery RdChesapeake, VA 233202 bd2.1 ba1,847 sqftListing courtesy of Clarice Savereux · Dragas Companies Realty IncREIN MLS #10658411
Open Wed 4–6 PM$425,000Jester2220 Capri CirChesapeake, VA 233214 bd3 ba2,122 sqftListing courtesy of Emil Nazaryan · BHHS RW Towne RealtyREIN MLS #10658268
$419,900Geneva Shores2013 Athens CtChesapeake, VA 233235 bd2.1 ba3,376 sqftListing courtesy of Carey Hodsden · EXP Realty LLCREIN MLS #10658338
$435,000Forest Hills4116 Emberhill LnChesapeake, VA 233215 bd2 ba1,978 sqftListing courtesy of Cara Kurth · World Class RealtyREIN MLS #10658234
$459,900Meadowcreek Estates216 Stubbs DrChesapeake, VA 233234 bd2 ba1,992 sqftListing courtesy of Randolph Ottaway · The Bryant GroupREIN MLS #10658238
$474,900Elmwood Landing416 Mishannock WayChesapeake, VA 233234 bd2.1 ba1,862 sqftListing courtesy of Jung Warren · 1st Class RE Barn Door HomesREIN MLS #10658133
$474,900Creekwood2630 Cecilia TerChesapeake, VA 233234 bd2.1 ba1,875 sqftListing courtesy of Ronald Sawyer · RE/MAX PrimeREIN MLS #10657960
$439,900Mains Creek Park813 Mullen RdChesapeake, VA 233204 bd2.1 ba1,800 sqftListing courtesy of Jimmy Reece · The Real Estate GroupREIN MLS #10658204
$490,000Great Bridge Gardens509 Dinwiddie CtChesapeake, VA 233223 bd2 ba1,906 sqftListing courtesy of Kim Mills Kirkby · The Real Estate GroupREIN MLS #10657934
$450,000Norfolk Highlands1403 Elder AveChesapeake, VA 233255 bd3 ba2,159 sqftListing courtesy of Shelly Taylor · Real Broker LLCREIN MLS #10658123
$415,900Cardinal Meadows1625 Redwing ArchChesapeake, VA 233233 bd2.1 ba1,744 sqftListing courtesy of Chai Garcia · Iron Valley Real Est NorfolkREIN MLS #10657874
$499,900Etheridge Manor628 Gladesdale DrChesapeake, VA 233224 bd2 ba1,913 sqftListing courtesy of Lynne Jenkins · Creed RealtyREIN MLS #10657378
$489,900Riverwalk443 Supplejack CtChesapeake, VA 233204 bd2 ba2,005 sqftListing courtesy of Bridgette Hamm · The Real Estate GroupREIN MLS #10657404
$415,000North Trail458 Blue Beech WayChesapeake, VA 233203 bd2.1 ba2,151 sqftListing courtesy of Kelly Liedtke · AMW Real Estate IncREIN MLS #10657801
$436,500Wilmund Place903 Railroad AveChesapeake, VA 233245 bd2.1 ba1,862 sqftListing courtesy of Laura Rowe · BHHS RW Towne RealtyREIN MLS #10657607
$480,000Western Branch5108 Queen StChesapeake, VA 233214 bd2.1 ba2,300 sqftListing courtesy of Frank Lloyd · The Real Estate GroupREIN MLS #10656655
Price reduced$414,900Bryans Covewas$424,900939 Gabion WayChesapeake, VA 233233 bd2.1 ba2,050 sqftListing courtesy of Lisa Sinibaldi · Swell Real Estate CoREIN MLS #10657142
$499,900Cardinal Meadows1648 Songbird LnChesapeake, VA 233234 bd3.1 ba2,235 sqftListing courtesy of Jamie Hodge-Roser · Wainwright Real EstateREIN MLS #10657343
$489,900Cardinal Meadows1644 Songbird LnChesapeake, VA 233234 bd3.1 ba2,235 sqftListing courtesy of Jamie Hodge-Roser · Wainwright Real EstateREIN MLS #10657329
$499,900Cardinal Meadows1640 Songbird LnChesapeake, VA 233234 bd3.1 ba2,312 sqftListing courtesy of Jamie Hodge-Roser · Wainwright Real EstateREIN MLS #10657313
$470,000Driftwood Meadows176 Driftwood DrChesapeake, VA 233204 bd2.1 ba1,778 sqftListing courtesy of Robert Gunnels · ReWard Real Estate LLCREIN MLS #10657309
Price reduced$479,900South Norfolkwas$489,9001318 Bainbridge BlvdChesapeake, VA 233244 bd3 ba2,176 sqftListing courtesy of Laura Rowe · BHHS RW Towne RealtyREIN MLS #10657296
$439,900Drum Creek Farms2309 Drum Creek RdChesapeake, VA 233214 bd2 ba1,771 sqftListing courtesy of David Allison · Atlantic Sothebys Int'l RealtyREIN MLS #10656969
Lot / land$429,900Deep Creek2317 Firman StChesapeake, VA 23323Listing courtesy of Jana Locklear · Green Tree Real Estate IncREIN MLS #10657200
$418,500Portlock Terrace1306 Virginia AveChesapeake, VA 233245 bd2.1 ba2,300 sqftListing courtesy of Rick Montrose · Keffer RealtyREIN MLS #10657160
$465,000Bayberry Place1508 Bayberry N CtChesapeake, VA 233203 bd2 ba1,880 sqftListing courtesy of Jessica Lettiere · Long & Foster Real Estate Inc.REIN MLS #10657060
$419,900Norfolk Highlands2021 Sparrow RdChesapeake, VA 233204 bd2.1 ba2,034 sqftListing courtesy of Austin Frangoules · Keller Williams Capital Props.REIN MLS #10656920
$420,000Crestwood711 Pile AveChesapeake, VA 233203 bd2.1 ba2,058 sqftListing courtesy of Tonia Kovach · Coastal Towne RealtyREIN MLS #10657117
$498,250Silverwood3316 Kindlewood CresChesapeake, VA 233214 bd2.1 ba2,594 sqftListing courtesy of Carmon Pizzanello · BHHS RW Towne RealtyREIN MLS #10657022
$409,900Chadswyck Terrace W2024 Lisbon RdChesapeake, VA 233214 bd3 ba1,924 sqftListing courtesy of Beth McCombs · Real Broker LLCREIN MLS #10656307
Price reduced$439,900Wilmund Placewas$444,900913 Railroad AveChesapeake, VA 233245 bd3 ba1,862 sqftListing courtesy of Laura Rowe · BHHS RW Towne RealtyREIN MLS #10656581
Lot / land$450,0002610 Elkhart StChesapeake, VA 23323Listing courtesy of Alex Sanchez · Real Broker LLCREIN MLS #10656716
Price reduced$494,890Retreat At Edinburghwas$494,9902213 Edwin DrChesapeake, VA 233222 bd2 ba1,462 sqftListing courtesy of Victoria Clark · D R Horton Realty of VirginiaREIN MLS #10656641
$420,000Great Bridge668 Luther StChesapeake, VA 233223 bd2 ba1,500 sqftListing courtesy of Sally Powell · 1st Class Real Estate FlagshipREIN MLS #10656455
$480,000Seabrook Landing824 Heritage PtChesapeake, VA 233224 bd2.1 ba2,100 sqftListing courtesy of Heather Earley · The Real Estate GroupREIN MLS #10656500
$500,000Great Bridge229 Fresno DrChesapeake, VA 233224 bd3 ba2,500 sqftListing courtesy of Janice Hollowell · World Class RealtyREIN MLS #10656410
Price reduced$429,900Bryans Covewas$440,000933 Centurion CirChesapeake, VA 233233 bd2.1 ba2,050 sqftListing courtesy of Stanley Cannon · World Class RealtyREIN MLS #10654807
$459,900Great Bridge145 Hurdle DrChesapeake, VA 233224 bd2 ba1,852 sqftListing courtesy of Casey Preston · KW Coastal Virginia ChesapeakeREIN MLS #10656377
$465,000Great Bridge729 Mount Pleasant RdChesapeake, VA 233223 bd2 ba1,615 sqftListing courtesy of Farrah Lessick · BHHS RW Towne RealtyREIN MLS #10656198
Open Wed 11 AM–1 PM$415,000Autumn Woods308 Sikeston LnChesapeake, VA 233223 bd2.1 ba1,749 sqftListing courtesy of Amanda Emanuel · BHHS RW Towne RealtyREIN MLS #10656271
Price reduced$474,960Charlestowne Lakes Southwas$479,9721121 Kinderly LnChesapeake, VA 233203 bd2.1 ba1,780 sqftListing courtesy of David Oglesby · Coastal Towne RealtyREIN MLS #10656369
$499,999Eagle Pointe1407 Hawick TerChesapeake, VA 233223 bd3 ba2,339 sqftListing courtesy of Melissa Humpert · RE/MAX AllianceREIN MLS #10656063
Showing 1–60 of 206
Homes for sale are listed first, newest listings first; homes under contract follow.
Changes daily
Price cuts this week: Chesapeake homes from $400,000 to $500,000
Price reduced (46)
46 of 134 listings for sale have had a price cut.
Price reduced$420,000Bowers Hillwas$450,0004745 Sondej AveChesapeake, VA 233213 bd2 ba1,700 sqftListing courtesy of Tyler Keffer · Keffer RealtyREIN MLS #10649003
Price reduced$439,900Cedar Crossingwas$465,900518 Whisper WalkChesapeake, VA 233224 bd2.1 ba2,058 sqftListing courtesy of Carmen Anthony · BHHS RW Towne RealtyREIN MLS #10655312
Price reduced$449,900Wellspringwas$475,000209 Springbrook LnChesapeake, VA 233204 bd2.1 ba2,148 sqftListing courtesy of Andrea Miller · KW Coastal Chesapeake VirginiaREIN MLS #10651998
Price reduced$479,900South Hillwas$499,9001320 Bainbridge BlvdChesapeake, VA 233244 bd3 ba2,176 sqftListing courtesy of Laura Rowe · BHHS RW Towne RealtyREIN MLS #10647982
Price reduced$415,000Green Meadow Pointwas$425,0002821 Meadow Wood Dr E DrChesapeake, VA 233213 bd2 ba1,480 sqftListing courtesy of Joseph Igana · Iron Valley Real Est NorfolkREIN MLS #10655209
Price reduced$435,000Great Bridge Gardenswas$445,000656 Hillwell RdChesapeake, VA 233223 bd1.1 ba1,700 sqftListing courtesy of Kimberly Plourde · EXIT Realty CentralREIN MLS #10650817
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+17 lots | 2 | 901 sqft | 1957 | Est. payment up to $1,027/mo | See all 31 listings → |
| $200K–$300K | 103+12 lots | 3 | 1,257 sqft | 1985 | Est. payment $1,284/mo | See all 115 listings → |
| $300K–$400K | 156+2 lots | 3 | 1,588 sqft | 1984 | Est. payment $1,798/mo | See all 158 listings → |
| $400K–$500K | 127+7 lots | 4 | 2,033 sqft | 1995 | Est. payment $2,311/mo | Shown on this page |
| $500K–$750K | 267+5 lots | 4 | 2,642 sqft | 2016 | Est. payment $3,210/mo | See all 272 listings → |
| Over $750K | 90+6 lots | 5 | 3,240 sqft | 2026 | Est. payment from $3,852/mo | See all 96 listings → |
Market snapshot
Chesapeake homes from $400,000 to $500,000: market snapshot, October 2026
Of the 134 listings for sale in Chesapeake from $400,000 to $500,000, 46 (34%) have had a price cut, and another 72 are under contract. The median active listing has been on the market 18 days (REIN).
For sale now
- Median price per sq ft
- $220
- Under contract
- 72
- With a price cut
- 4634% of homes for sale
Recently sold
- Homes sold
- 469
- Median sold price
- $446,900
- Median days on market (REIN)
- 14 days
- Median sold price per sq ft
- $227
Closed sales from REIN MLS, March 2026 – September 2026.
Chesapeake housing market trends →Chesapeake market report PDF →
Data: REIN MLS, October 27, 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 $400,000 to $500,000: FAQ
How many homes are for sale in Chesapeake, VA from $400,000 to $500,000?
As of October 27, 2026, REIN MLS shows 127 homes for sale in Chesapeake from $400,000 to $500,000, plus 7 lots. Another 72 listings are under contract. Of the 134 listings for sale, 11 have been listed since October 21 and 46 have had a price cut.
What do homes from $400,000 to $500,000 in Chesapeake look like?
The median list price of the 134 listings for sale in Chesapeake from $400,000 to $500,000, 7 lots included, is $449,900 as of October 27, 2026. The typical home has 4 bedrooms and about 2,033 sq ft, and was built in 1995. The median list price per square foot is $220.
How fast do homes from $400,000 to $500,000 sell in Chesapeake?
From March 2026 through September 2026, 469 homes in Chesapeake sold from $400,000 to $500,000 on REIN MLS, at a median sold price of $446,900. The median closed sale was on the market 14 days (REIN).
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