New
$239,900Riverwalk
708 Sail Fish Quay
Chesapeake, VA 23320
2 bd2 ba1,236 sqft
Listing courtesy of Kandey Merritt · EXIT Realty CentralREIN MLS #10655612
Homes for Sale in Chesapeake, VA: $200,000 to $300,000
94 homes for sale in Chesapeake, VA from $200,000 to $300,000, plus 12 lots, from REIN MLS · Listing data as of Oct 10, 4:10 PM ET (syncs every 2 minutes)
94 homes and 12 lots are for sale in Chesapeake from $200,000 to $300,000 today, at a median list price of $263,200. The typical home has 3 bedrooms and about 1,249 sq ft, and was built in 1983. Counting the 14 homes listed under $200,000, 108 Chesapeake homes are on the market under $300,000. Chesapeake homes for sale under $200,000 →
Tom & Dariya Milan, RealtorsBrokered by LPT Realty · Call or text (757) 777-7577
- For sale now106
- Median list price$263,200
- New this week13
- Median days on market (REIN, active listings)16 days
Source: REIN MLS. These figures include lots and exclude homes under contract.
94 Chesapeake homes and 12 lots for sale in this price range right now
(+85 under contract)Skip the 60 listingsSkip to this week's listings
New$229,900Wimbledon Chase401 Henley Ct #K
Chesapeake, VA 23320
2 bd2.1 ba1,275 sqft
Listing courtesy of Robert Waring · Creed RealtyREIN MLS #10657298
New$300,000Ferebee Manor2901 Bainbridge Blvd
Chesapeake, VA 23324
3 bd1 ba1,492 sqft
Listing courtesy of Angela Kennedy · 1st Class Real Estate IntegrityREIN MLS #10657210
New$270,000Greenbrier500 Judah Way #123
Chesapeake, VA 23320
2 bd2 ba1,215 sqft
Listing courtesy of Kristen Sessions · Fathom RealtyREIN MLS #10656973
New$299,900Norfolk Highlands1313 Willow Ave
Chesapeake, VA 23325
3 bd1 ba1,380 sqft
Listing courtesy of Rachael Podruchny · Vylla HomeREIN MLS #10657145
New$240,000Georgetown Colony1940 Candlelight Dr
Chesapeake, VA 23325
2 bd2.1 ba1,257 sqft
Listing courtesy of Hanson Hatcher · RE/MAX AllianceREIN MLS #10657007
New$290,000Plymouth Park3004 Kilbride Dr
Chesapeake, VA 23325
3 bd1 ba950 sqft
Listing courtesy of Franklin Dalmida · Own Real Estate LLCREIN MLS #10656626
New$289,900Knells Ridge708 Nottaway Dr
Chesapeake, VA 23320
2 bd2.1 ba1,404 sqft
Listing courtesy of Angela Kennedy · 1st Class Real Estate IntegrityREIN MLS #10657099
New$235,000Riverwalk701 New River Ct #B
Chesapeake, VA 23320
2 bd2 ba1,100 sqft
Listing courtesy of Matt Herrick · BHHS RW Towne RealtyREIN MLS #10657033
Lot / landNew$234,900Pleasant Grove2716 Seven Eleven Rd
Chesapeake, VA 23322
Listing courtesy of Fred Helm · BHHS RW Towne RealtyREIN MLS #10656892
New$299,9001311 Perry St
Chesapeake, VA 23324
3 bd2 ba1,272 sqft
Listing courtesy of Vanessa Sykes · Own Real Estate LLCREIN MLS #10656850
NewPrice reduced$249,000Silverwood Oakswas
$250,0004402 Dartmoor Ct
Chesapeake, VA 23321
2 bd1.1 ba1,178 sqft
Listing courtesy of Melody Cespedes · 1st Class Real Estate FlagshipREIN MLS #10656791
NewPrice reduced$300,000Brighton Park At Greenbrierwas
$390,0001528 Hambledon Loop
Chesapeake, VA 23320
3 bd2.1 ba1,350 sqft
Listing courtesy of Kelly Liedtke · AMW Real Estate IncREIN MLS #10656711
New$267,700South Norfolk1318 18th St
Chesapeake, VA 23324
3 bd2 ba1,336 sqft
Listing courtesy of Jake Maines · Iron Valley Real Estate HRREIN MLS #10656397
New$252,000Cedar Lakes449 E Lake Cir
Chesapeake, VA 23322
2 bd1 ba1,025 sqft
Listing courtesy of Timothy Eure · COVA Home RealtyREIN MLS #10656390
NewOpen Sun 1–3 PM$230,000Riverwalk713 Rapidan River Ct #G
Chesapeake, VA 23320
2 bd2 ba989 sqft
Listing courtesy of Chris Lloyd · Coast to Coast Real Estate IncREIN MLS #10655996
$289,900Indian River Homesites718 Osborn Ave
Chesapeake, VA 23325
3 bd1.1 ba1,112 sqft
Listing courtesy of Jennifer Lamb · Triumph RealtyREIN MLS #10656065
Lot / land$229,9000 Beaver Dam Rd
Chesapeake, VA 23322
Listing courtesy of Gilbert Falk III · EXP Realty LLCREIN MLS #10655900
Lot / land$225,0001028 Fox Trl
Chesapeake, VA 23323
Listing courtesy of Kesha Wilkey-Prim · BHHS RW Towne RealtyREIN MLS #10655901
Price reduced$249,900Georgetown Colonywas
$250,0001809 Hearthside Ct
Chesapeake, VA 23325
3 bd1.1 ba1,291 sqft
Listing courtesy of Tyler Keffer · Keffer RealtyREIN MLS #10655854
Open Sun 1–3 PM$229,900Indian River Estates2005 Lockard Ave
Chesapeake, VA 23320
1 bd1 ba800 sqft
Listing courtesy of Ronald Sawyer · RE/MAX PrimeREIN MLS #10655691
Open Sat 12–3 PM$225,000Quincy Place1225 Jackson Ave
Chesapeake, VA 23324
3 bd1 ba996 sqft
Listing courtesy of Shonda Taylor · ONYX Realty ProfessionalsREIN MLS #10655557
$275,000South Norfolk1321 Seaboard Ave
Chesapeake, VA 23324
4 bd2 ba1,550 sqft
Listing courtesy of Tavion Baker · World Class Realty & Prop MgmtREIN MLS #10655376
$299,900Plymouth Park601 Wingfield Ave
Chesapeake, VA 23325
3 bd1 ba1,694 sqft
Listing courtesy of Kim Stanley · GreenTree Realty IncREIN MLS #10655176
$279,900Plymouth Park605 Wingfield Ave
Chesapeake, VA 23325
4 bd1 ba1,484 sqft
Listing courtesy of Kim Stanley · GreenTree Realty IncREIN MLS #10655177
$230,000Knells Ridge618 Ridge Cir
Chesapeake, VA 23320
2 bd2.1 ba1,254 sqft
Listing courtesy of Steven Vutsinas · Iron Valley Real Estate HRREIN MLS #10655183
$227,000Kings Pointe At Western Branch4332 Hillingdon Bnd #206
Chesapeake, VA 23321
2 bd2 ba1,367 sqft
Listing courtesy of Susan Jenkins · Better Homes & Gdns Ntv Am GrpREIN MLS #10653350
$225,000South Norfolk1016 Thoroughgood Way #302
Chesapeake, VA 23324
2 bd2 ba1,285 sqft
Listing courtesy of Lauren Harrigan · Better Homes & Gdns Ntv Am GrpREIN MLS #10654835
Price reduced$215,000South Norfolkwas
$220,000901 Stewart St
Chesapeake, VA 23324
2 bd1 ba825 sqft
Listing courtesy of Leslie Brennan · Aweigh Real EstateREIN MLS #10655021
Price reducedOpen Sun 1–4 PM$284,800Portlock Terracewas
$284,9004210 Bainbridge Blvd
Chesapeake, VA 23324
3 bd2 ba900 sqft
Listing courtesy of Dylan Dewitt · A Better Way Realty Inc.REIN MLS #10654894
$297,000Raleigh Heights1055 Calloway Ave
Chesapeake, VA 23324
4 bd2.1 ba1,612 sqft
Listing courtesy of Jonathan Melvin · Benham Real Estate LLCREIN MLS #10654794
$294,500South Norfolk1028 Livingston Ave Ave
Chesapeake, VA 23324
2 bd2 ba1,153 sqft
Listing courtesy of Connie Bowe · Fathom RealtyREIN MLS #10654423
$299,999Essex Meadows205 Thrasher Rd
Chesapeake, VA 23320
3 bd1.1 ba1,385 sqft
Listing courtesy of Sharmane Torres · Jason Mitchell Real EstateREIN MLS #10654604
Price reduced$295,000Riverwalkwas
$305,000816 Shenandoah River Rd
Chesapeake, VA 23320
2 bd2 ba1,350 sqft
Listing courtesy of Shana Mitchell · Creed RealtyREIN MLS #10654480
Price reduced$282,500Edgewood Squarewas
$293,0001207 Kay Ave
Chesapeake, VA 23324
3 bd1 ba912 sqft
Listing courtesy of Deanna Crook · Signature PropertiesREIN MLS #10654468
$280,693Dunedin3228 Bangor Dr
Chesapeake, VA 23321
3 bd1.1 ba1,075 sqft
Listing courtesy of Susan Longman · Stratus Realty LLCREIN MLS #10654356
$216,000South Norfolk2514 Narrow St
Chesapeake, VA 23324
4 bd2 ba1,173 sqft
Listing courtesy of Jonathan Melvin · Benham Real Estate LLCREIN MLS #10654367
$270,000Norfolk Highlands1605 Hawthorne Dr
Chesapeake, VA 23325
3 bd2 ba1,276 sqft
Listing courtesy of Jonathan Melvin · Benham Real Estate LLCREIN MLS #10654362
$246,500Deep Creek102 Diamond Ave #D
Chesapeake, VA 23323
2 bd1.1 ba1,000 sqft
Listing courtesy of Kara Louk · Iron Valley Real Est NorfolkREIN MLS #10654041
$290,000Orchard Grove1547 Orchard Grove Dr
Chesapeake, VA 23320
2 bd2 ba1,383 sqft
Listing courtesy of Kelly Liedtke · AMW Real Estate IncREIN MLS #10654011
$259,900Plymouth Park2904 Scotia Dr
Chesapeake, VA 23325
3 bd1 ba875 sqft
Listing courtesy of David Cacace · BHHS RW Towne RealtyREIN MLS #10653987
Price reduced$289,000Kings Pointe At Western Branchwas
$295,0002453 Leytonstone Dr
Chesapeake, VA 23321
2 bd2.1 ba1,870 sqft
Listing courtesy of Joshua Wilborne · Own Real Estate LLCREIN MLS #10653755
$252,000South Norfolk1307 Perry St
Chesapeake, VA 23324
4 bd2 ba1,659 sqft
Listing courtesy of Jonathan Melvin · Benham Real Estate LLCREIN MLS #10653579
Price reduced$264,500Georgetown Colonywas
$265,0009 Colonial Way
Chesapeake, VA 23325
3 bd1.1 ba1,280 sqft
Listing courtesy of Laura Calles · EXP Realty LLCREIN MLS #10653530
$264,700Greenbrier923 Ketch Ct
Chesapeake, VA 23320
2 bd1.1 ba1,026 sqft
Listing courtesy of Jhunne Acierto · Wainwright Real EstateREIN MLS #10653128
$223,500Silverwood Oaks3435 Bruin Dr
Chesapeake, VA 23321
2 bd1.1 ba1,186 sqft
Listing courtesy of Dawn Baronner · EXIT Realty CentralREIN MLS #10652647
$249,000Plymouth Park2918 Berkley Ave
Chesapeake, VA 23325
3 bd2 ba1,305 sqft
Listing courtesy of James Williams · Atlantic Connection Real Est.REIN MLS #10652470
Price reduced$250,000Deep Creekwas
$274,900102 Ford St
Chesapeake, VA 23323
2 bd2.1 ba1,146 sqft
Listing courtesy of Chris Faircloth · Swell Realty CoREIN MLS #10651883
$275,000Green Meadow Point East2916 Mintwood Dr
Chesapeake, VA 23325
3 bd2 ba1,564 sqft
Listing courtesy of Becky Lyons · Coastal Real Estate & Auction Group LLCREIN MLS #10652244
$299,900Dunedin3536 Dunedin Dr
Chesapeake, VA 23321
3 bd2 ba1,184 sqft
Listing courtesy of Denise Winslow · CENTURY 21 Nachman RealtyREIN MLS #10652386
$289,900Plymouth Park2917 Berkley Ave
Chesapeake, VA 23325
3 bd1 ba900 sqft
Listing courtesy of Joseph Igana · Iron Valley Real Est NorfolkREIN MLS #10652243
Price reduced$292,000Woodlands At Western Branchwas
$299,0002454 Whitman St
Chesapeake, VA 23321
3 bd3 ba1,329 sqft
Listing courtesy of Amanda Ackiss · Triumph RealtyREIN MLS #10651528
$275,000South Norfolk708 B St
Chesapeake, VA 23324
4 bd1.1 ba1,624 sqft
Listing courtesy of Kelly Liedtke · AMW Real Estate IncREIN MLS #10651907
Price reduced$289,900Plymouth Parkwas
$290,000405 Keith Ct
Chesapeake, VA 23325
3 bd1 ba950 sqft
Listing courtesy of Kenneth Foster · COVA Home RealtyREIN MLS #10651997
Price reduced$215,000Plymouth Parkwas
$220,0002501 Harling Dr
Chesapeake, VA 23325
3 bd1 ba921 sqft
Listing courtesy of Brenda Williams · Howard Hanna Real Estate Svcs.REIN MLS #10651828
Price reduced$289,900Portlock Terracewas
$299,0001302 Portlock Rd
Chesapeake, VA 23324
3 bd1 ba1,039 sqft
Listing courtesy of Kim Stanley · Green Tree Real Estate IncREIN MLS #10651587
$256,000South Norfolk2566 Campostella Rd
Chesapeake, VA 23324
2 bd2 ba956 sqft
Listing courtesy of Michael Bond · Michael J. Bond Realty Inc.REIN MLS #10651234
Price reduced$249,000Pleasant Viewwas
$249,900205 Gale Ave
Chesapeake, VA 23323
3 bd1 ba792 sqft
Listing courtesy of Donn Irby · The Real Estate GroupREIN MLS #10651333
Lot / land$239,900737 Bedford St
Chesapeake, VA 23322
Listing courtesy of Robert Wadsworth III · Pungo Realty LLCREIN MLS #10651003
$220,000Miars Farm3521 Sugar Rn
Chesapeake, VA 23321
2 bd2 ba1,116 sqft
Listing courtesy of Jermaine Anderson · KW Coastal Virginia ChesapeakeREIN MLS #10651040
Showing 1–60 of 191
Homes for sale are listed first, newest listings first; homes under contract follow.
Changes daily
Price cuts this week: Chesapeake homes from $200,000 to $300,000
Price reduced (42)
42 of 106 listings for sale have had a price cut.
Lot / landPrice reduced$250,000Pleasant Grovewas
$275,0003725 Cornland Rd
Chesapeake, VA 23320
Listing courtesy of Ronda Galko · Howard Hanna Real Estate Svcs.REIN MLS #10623777
Price reduced$264,500Ahoy Acreswas
$277,5003931 Port Rd
Chesapeake, VA 23321
4 bd2 ba1,275 sqft
Listing courtesy of Kevin Pall · Brooke Madison & AssociatesREIN MLS #10647346
Price reduced$219,900Miars Farmwas
$225,0003528 Sugar Rn
Chesapeake, VA 23321
2 bd2 ba1,098 sqft
Listing courtesy of Stephen Do · Iron Valley Real Est NorfolkREIN MLS #10649188
Price reduced$225,000Deep Creekwas
$230,0003609 Parr Ln
Chesapeake, VA 23323
3 bd1 ba1,306 sqft
Listing courtesy of Michael McClung · Integrity Realty LLCREIN MLS #10649808
Price reduced$279,900Greenbrierwas
$284,9001346 River Birch Rn
Chesapeake, VA 23320
3 bd1.1 ba1,244 sqft
Listing courtesy of Eric Hovik · RE/MAX AllianceREIN MLS #10645266
Price reduced$285,000Plymouth Parkwas
$290,0003010 Menands Dr
Chesapeake, VA 23325
3 bd1 ba950 sqft
Listing courtesy of Christian Iturbe · LPT Network Realty LLCREIN MLS #10648672
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 | Shown on this page |
| $300K–$400K | 145+1 lot | 3 | 1,582 sqft | 1981 | Est. payment $1,798/mo | See all 146 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 | See all 282 listings → |
| 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 $200,000 to $300,000: market snapshot, October 2026
Of the 106 listings for sale in Chesapeake from $200,000 to $300,000, 42 (40%) have had a price cut, and another 85 are under contract. The median active listing has been on the market 16 days (REIN).
For sale now
- Median price per sq ft
- $214
- Under contract
- 85
- With a price cut
- 4240% of homes for sale
Recently sold
- Homes sold
- 372
- Median sold price
- $260,500
- Median days on market (REIN)
- 15 days
- Median sold price per sq ft
- $208
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 $200,000 to $300,000: FAQ
How many homes are for sale in Chesapeake, VA from $200,000 to $300,000?
As of October 10, 2026, REIN MLS shows 94 homes for sale in Chesapeake from $200,000 to $300,000, plus 12 lots. Another 85 listings are under contract. Of the 106 listings for sale, 13 have been listed since October 4 and 42 have had a price cut.
What do homes from $200,000 to $300,000 in Chesapeake look like?
The median list price of the 106 listings for sale in Chesapeake from $200,000 to $300,000, 12 lots included, is $263,200 as of October 10, 2026. The typical home has 3 bedrooms and about 1,249 sq ft, and was built in 1983. The median list price per square foot is $214.
How fast do homes from $200,000 to $300,000 sell in Chesapeake?
From March 2026 through September 2026, 372 homes in Chesapeake sold from $200,000 to $300,000 on REIN MLS, at a median sold price of $260,500. The median closed sale was on the market 15 days (REIN).
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