Investment Properties & Fixer-Uppers for Sale in Chesapeake, VA
There are currently 282 active investment properties for sale in Chesapeake, VA on DealSherpa — fix-and-flip, BRRRR, and wholesale deals with the numbers already run. Asking prices start around $159,900, average $410,375, with an average after-repair value of $369,418. Addresses unlock with a free 3-day trial.
Deal Score 99Chesapeake, VA 23321
Asking
$207,000
ARV
$408,750
Max Offer
$327,369
Deal Score 62Chesapeake, VA 23323
Asking
$394,900
ARV
$506,250
Max Offer
$418,439
Deal Score 58Chesapeake, VA 23320
Asking
$190,000
ARV
$254,928
Max Offer
$188,469
Deal Score 55Chesapeake, VA 23324 · Detached
Asking
$179,900
ARV
$265,000
Max Offer
$148,125
Deal Score 52Chesapeake, VA 23322
Asking
$449,990
ARV
$563,750
Max Offer
$471,389
Deal Score 47Chesapeake, VA 23325
Asking
$229,900
ARV
$285,000
Max Offer
$217,203
Deal Score 40Chesapeake, VA 23324
Asking
$199,900
ARV
$315,000
Max Offer
$163,242
Deal Score 36Chesapeake, VA 23321
Asking
$285,000
ARV
$362,400
Max Offer
$286,883
Deal Score 15Chesapeake, VA 23322
Asking
$499,000
ARV
$612,500
Max Offer
$515,555
Deal Score 12Chesapeake, VA 23322
Asking
$480,000
ARV
$572,500
Max Offer
$480,029
Deal Score 3Chesapeake, VA 23321
Asking
$379,000
ARV
$442,500
Max Offer
$360,883
Deal Score 1Chesapeake, VA 23320
Asking
$310,000
ARV
$348,500
Max Offer
$275,538
Chesapeake, VA 23320 · Detached
Asking
$569,900
ARV
—
Max Offer
—
Chesapeake, VA 23323 · Attached
Asking
$509,900
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23324
Asking
$259,900
ARV
$217,725
Max Offer
$154,761
Deal Score 0Chesapeake, VA 23324
Asking
$339,900
ARV
$317,500
Max Offer
$245,211
Chesapeake, VA 23320
Asking
$484,900
ARV
—
Max Offer
—
Chesapeake, VA 23323
Asking
$525,000
ARV
—
Max Offer
—
Chesapeake, VA 23323
Asking
$289,000
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23325
Asking
$375,000
ARV
$236,750
Max Offer
$171,273
Deal Score 0Chesapeake, VA 23322 · Attached
Asking
$440,000
ARV
$420,000
Max Offer
$340,275
Chesapeake, VA 23324
Asking
$425,000
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23322
Asking
$799,900
ARV
$684,950
Max Offer
$580,572
Chesapeake, VA 23322
Asking
$974,500
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23322
Asking
$525,900
ARV
$542,500
Max Offer
$451,744
Deal Score 0Chesapeake, VA 23323
Asking
$208,000
ARV
$202,500
Max Offer
$140,789
Chesapeake, VA 23320 · Attached
Asking
$297,900
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23323
Asking
$475,000
ARV
$482,500
Max Offer
$397,173
Deal Score 0Chesapeake, VA 23321
Asking
$159,900
ARV
$144,950
Max Offer
$87,769
Deal Score 0Chesapeake, VA 23321
Asking
$202,000
ARV
$144,950
Max Offer
$87,402
Deal Score 0Chesapeake, VA 23325
Asking
$399,800
ARV
$372,450
Max Offer
$294,541
Deal Score 0Chesapeake, VA 23320
Asking
$369,900
ARV
$395,000
Max Offer
$317,506
Chesapeake, VA 23321
Asking
$199,900
ARV
—
Max Offer
—
Chesapeake, VA 23322 · Attached
Asking
$450,000
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23324
Asking
$395,000
ARV
$397,500
Max Offer
$318,180
Deal Score 0Chesapeake, VA 23325 · Detached
Asking
$285,000
ARV
$281,000
Max Offer
$213,502
Deal Score 0Chesapeake, VA 23322
Asking
$499,999
ARV
$587,275
Max Offer
$492,975
Deal Score 0Chesapeake, VA 23322
Asking
$577,740
ARV
$575,750
Max Offer
$481,191
Chesapeake, VA 23323
Asking
$479,900
ARV
—
Max Offer
—
Chesapeake, VA 23322
Asking
$435,000
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23324
Asking
$425,000
ARV
$306,250
Max Offer
$233,135
Deal Score 0Chesapeake, VA 23321
Asking
$455,000
ARV
$306,500
Max Offer
$234,035
Deal Score 0Chesapeake, VA 23325
Asking
$276,500
ARV
$276,200
Max Offer
$208,278
Deal Score 0Chesapeake, VA 23322
Asking
$435,000
ARV
$502,450
Max Offer
$415,759
Deal Score 0Chesapeake, VA 23320 · Attached
Asking
$277,000
ARV
$285,000
Max Offer
$216,233
Deal Score 0Chesapeake, VA 23320 · Attached
Asking
$299,900
ARV
$322,000
Max Offer
$250,294
Chesapeake, VA 23322
Asking
$739,000
ARV
—
Max Offer
—
Chesapeake, VA 23321
Asking
$440,000
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA · Detached
Asking
$399,900
ARV
$363,700
Max Offer
$256,856
Deal Score 0Chesapeake, VA 23320
Asking
$623,000
ARV
$555,000
Max Offer
$462,107
Deal Score 0Chesapeake, VA 23324
Asking
$389,900
ARV
$346,200
Max Offer
$270,848
Deal Score 0Chesapeake, VA 23324 · Detached
Asking
$449,000
ARV
$415,548
Max Offer
$335,280
Deal Score 0Chesapeake, VA 23321
Asking
$335,000
ARV
$232,500
Max Offer
$168,003
Deal Score 0Chesapeake, VA 23323
Asking
$380,000
ARV
$415,750
Max Offer
$333,999
Chesapeake, VA 23320
Asking
$475,000
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA · Detached
Asking
$320,000
ARV
$335,000
Max Offer
$262,079
Chesapeake, VA 23322
Asking
$499,900
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23321
Asking
$500,000
ARV
$480,000
Max Offer
$393,526
Chesapeake, VA 23320 · Attached
Asking
$499,000
ARV
—
Max Offer
—
Deal Score 0Chesapeake, VA 23323
Asking
$349,900
ARV
$361,250
Max Offer
$285,652
See the addresses in Chesapeake, VA
Every deal's exact address, full comps, repair estimate, and max-offer analysis — plus new listings the moment they hit the market. 3 days free, cancel anytime.
Start your 3-day free trial →Buying investment property in Chesapeake, VA
DealSherpa underwrites every Chesapeake listing the day it hits the MLS — pulling comparable sales to estimate ARV, estimating rehab cost, and calculating the maximum offer that still leaves room for profit. Instead of manually running comps on dozens of listings, you see Chesapeake's best fix-and-flip and BRRRR opportunities ranked by spread, with the exact address and full analysis one click away.