Chesapeake Investment Analysis
Investment Property in Chesapeake, VA
Chesapeake, VA Real Estate Investment Performance
$419,783
Median
2,267
Avg/Sq.ft.
4.00%
Traditional
1.00%
Airbnb
1,675
Investment
452
Airbnb
167
Traditional
23%
Airbnb occupancy rate
Redfin Housing market insights powered by Redfin
913
Number of homes sold
33
Median days on market
100%
Average sale-to-list price ratio
15%
Percentage of listings with price drops
1,675
Active listings count
1,148
New listings count
2.0
Months of supply
Chesapeake, VA Properties Rental Prices
Predict Short-Term Rental Revenue
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Investment Properties for Sale in Chesapeake, VA
$249,000
MLS 2611383
Single Family Residential
CAP RATE
Trad.
7.95%
Airbnb
7.05%
$200,000
MLS 10625660
Other
CAP RATE
Trad.
10.91%
Airbnb
5.55%
$315,000
MLS 10636293
Condo/Coop
CAP RATE
Trad.
5.78%
Airbnb
5.04%
$249,999
MLS 10618970
Single Family Residential
CAP RATE
Trad.
9.06%
Airbnb
4.24%
$375,000
MLS 10630642
Single Family Residential
CAP RATE
Trad.
5.48%
Airbnb
4.06%
$435,000
MLS 10638429
Single Family Residential
CAP RATE
Trad.
4.62%
Airbnb
3.98%
$374,999
MLS 10635555
Single Family Residential
CAP RATE
Trad.
4.46%
Airbnb
3.97%
$398,000
MLS 10638898
Single Family Residential
CAP RATE
Trad.
4.00%
Airbnb
3.72%
Single Family Houses for Sale in Chesapeake, VA
$249,000
MLS 2611383
Single Family Residential
CAP RATE
Trad.
7.95%
Airbnb
7.05%
$249,999
MLS 10618970
Single Family Residential
CAP RATE
Trad.
9.06%
Airbnb
4.24%
$375,000
MLS 10630642
Single Family Residential
CAP RATE
Trad.
5.48%
Airbnb
4.06%
$435,000
MLS 10638429
Single Family Residential
CAP RATE
Trad.
4.62%
Airbnb
3.98%
$374,999
MLS 10635555
Single Family Residential
CAP RATE
Trad.
4.46%
Airbnb
3.97%
$398,000
MLS 10638898
Single Family Residential
CAP RATE
Trad.
4.00%
Airbnb
3.72%
$420,000
MLS 10635476
Single Family Residential
CAP RATE
Trad.
4.70%
Airbnb
3.33%
$179,900
MLS 10632726
Single Family Residential
CAP RATE
Trad.
7.58%
Airbnb
3.30%
Condos for Sale in Chesapeake, VA
$315,000
MLS 10636293
Condo/Coop
CAP RATE
Trad.
5.78%
Airbnb
5.04%
$290,000
MLS 10635969
Condo/Coop
CAP RATE
Trad.
5.00%
Airbnb
3.70%
$149,900
MLS 10632090
Condo/Coop
CAP RATE
Trad.
7.88%
Airbnb
3.74%
$443,900
MLS 10638879
Condo/Coop
CAP RATE
Trad.
4.53%
Airbnb
2.89%
$445,000
MLS 10624808
Condo/Coop
CAP RATE
Trad.
4.60%
Airbnb
2.86%
$449,900
MLS 10614629
Condo/Coop
CAP RATE
Trad.
4.99%
Airbnb
2.84%
$349,900
MLS 10636852
Condo/Coop
CAP RATE
Trad.
4.60%
Airbnb
2.76%
$353,800
MLS 10638591
Condo/Coop
CAP RATE
Trad.
4.55%
Airbnb
2.71%
Townhouses for Sale in Chesapeake, VA
$249,000
MLS 10638789
Townhouse
CAP RATE
Trad.
5.97%
Airbnb
2.96%
$179,900
MLS 10628151
Townhouse
CAP RATE
Trad.
8.24%
Airbnb
2.91%
$449,900
MLS 10638619
Townhouse
CAP RATE
Trad.
4.44%
Airbnb
2.84%
$350,000
MLS 10636921
Townhouse
CAP RATE
Trad.
4.31%
Airbnb
2.68%
$315,000
MLS 10636609
Townhouse
CAP RATE
Trad.
4.69%
Airbnb
2.63%
$385,000
MLS 10638828
Townhouse
CAP RATE
Trad.
3.92%
Airbnb
2.36%
$329,900
MLS 10638540
Townhouse
CAP RATE
Trad.
4.24%
Airbnb
2.26%
$202,000
MLS 10636592
Townhouse
CAP RATE
Trad.
6.32%
Airbnb
2.24%
Top Chesapeake, VA Neighborhoods - Real Estate Market Analysis
Greenbrier West
$360,000
Median for city
4.50%
Traditional
5.85%
Airbnb
$ 1,714
Traditional
$ 2,481
Airbnb
60%
Airbnb occupancy rate
South Norfolk
$360,000
Median for city
4.84%
Traditional
9.83%
Airbnb
$ 1,309
Traditional
$ 3,627
Airbnb
56%
Airbnb occupancy rate
Indian River
$360,000
Median for city
4.17%
Traditional
3.17%
Airbnb
$ 1,499
Traditional
$ 2,061
Airbnb
48%
Airbnb occupancy rate
Western Branch North
$360,000
Median for city
4.13%
Traditional
7.71%
Airbnb
$ 1,555
Traditional
$ 2,558
Airbnb
51%
Airbnb occupancy rate
Deep Creek North
$360,000
Median for city
4.45%
Traditional
N/A
Airbnb
$ 1,528
Traditional
$ 2,086
Airbnb
51%
Airbnb occupancy rate
Great Bridge
$360,000
Median for city
4.22%
Traditional
N/A
Airbnb
$ 1,797
Traditional
N/A
Airbnb
49%
Airbnb occupancy rate
Western Branch South
$360,000
Median for city
3.89%
Traditional
N/A
Airbnb
$ 1,708
Traditional
$ 1,444
Airbnb
38%
Airbnb occupancy rate
Greenbrier East
$360,000
Median for city
3.54%
Traditional
3.42%
Airbnb
$ 1,829
Traditional
$ 2,541
Airbnb
48%
Airbnb occupancy rate
Deep Creek South
$360,000
Median for city
4.17%
Traditional
N/A
Airbnb
$ 1,783
Traditional
$ 1,924
Airbnb
47%
Airbnb occupancy rate
Great Bridge East
$360,000
Median for city
3.45%
Traditional
N/A
Airbnb
$ 1,757
Traditional
$ 6,537
Airbnb
45%
Airbnb occupancy rate
Popular Airbnb Topics
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May 22 2026
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How to Survive Airbnb’s 15.5% Single Fee for Hosts and PMS Users with Mashvisor’s Rental Calculator
Sep 1 2025
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Best Short Term Rental Markets
Find great vacation rentals for sale in the top performing markets
Short Term Rentals For SaleAirbnb Vacation Rentals in Chesapeake, VA
$130 per night
Airbnb occupancy rate 61%
Entire guesthouse 1 · 1 · 2
Rental Income: $2,394 per month
691
$106 per night
Airbnb occupancy rate 59%
Guest suite 1 · 1.5 · 4
Rental Income: $1,899 per month
644
$98 per night
Airbnb occupancy rate 31%
Guest suite null · 1 · 3
Rental Income: $931 per month
508
$107 per night
Airbnb occupancy rate 40%
Guest suite 1 · 1 · 4
Rental Income: $1,293 per month
376
$80 per night
Airbnb occupancy rate 38%
Guest suite null · 1 · 2
Rental Income: $920 per month
362
$103 per night
Airbnb occupancy rate 39%
Guest suite 1 · 1 · 3
Rental Income: $1,210 per month
360
$81 per night
Airbnb occupancy rate 50%
Guest suite null · 1 · 2
Rental Income: $1,229 per month
323
$116 per night
Airbnb occupancy rate 58%
Apartment 1 · 1 · 2
Rental Income: $2,059 per month
309
Real Estate Investment Analysis - Other Cities in virginia
| City Name | Property price | Cash on cash return | Rental Income | No. of Properties | Airbnb Occupancy Rate | ||
|---|---|---|---|---|---|---|---|
| Median | traditional | Airbnb | traditional | Airbnb | |||
| Virginia Beach | $479,000 | 3% | 2% | $2,347 | $2,382 | 911 | 25% |
| LEXINGTON | $383,000 | 4% | 2% | $2,164 | $1,932 | 294 | 24% |
| Manassas | $559,000 | 3% | 1% | $3,056 | $1,733 | 231 | 20% |
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