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Chesapeake, VA Homes for Sale — Page 20 | Realty.com

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Homes for Sale in Chesapeake, VA

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24 of 853 Listings

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24 of 853 Listings

Your Chesapeake agent

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

49Active
$394,999
4 bd · 4 ba · 2,000 sqft
1129 Hazel Avenue, Chesapeake, VA
1st Class Real Estate Integrity
35Active
$429,900
3 bd · 3 ba · 2,225 sqft
808 Monroe Court, Chesapeake, VA
BHHS RW Towne Realty
29Active
$492,500
5 bd · 3 ba · 3,590 sqft
4624 Westborough Drive, Chesapeake, VA
Gallery of Homes Real Estate

46Active
$688,900
5 bd · 3 ba · 3,650 sqft
816 Poquoson Crossing, Chesapeake, VA
The Real Estate Group
15Active
$324,900
2 bd · 3 ba · 1,495 sqft
Boone Grove, Chesapeake, VA
Corinth Realty LLC
35Active
$369,000
3 bd · 3 ba · 1,776 sqft
816 Haversham Close 19, Chesapeake, VA
BHHS RW Towne Realty
50Active
$737,900
4 bd · 3 ba · 2,547 sqft
409 Cairns Road, Chesapeake, VA
Iron Valley Real Estate HR
45Active
$699,900
4 bd · 3 ba · 3,640 sqft
801 Aston Place, Chesapeake, VA
Broadsight Realty
50Active
$899,900
4 bd · 4 ba · 2,720 sqft
1421 Saint Brides Road West, Chesapeake, VA
GreenTree Realty Inc
33Active
$555,900
3 bd · 4 ba · 2,200 sqft
122 Lenas Way, Chesapeake, VA
BHHS RW Towne Realty
36Active
$525,900
3 bd · 4 ba · 2,200 sqft
126 Lenas Way, Chesapeake, VA
BHHS RW Towne Realty
43Active
$415,000
3 bd · 2 ba · 1,439 sqft
604 Winscott Court, Chesapeake, VA
Water Street Real Estate Group
38Active
$429,900
4 bd · 2 ba · 2,188 sqft
2213 Wildwood Road, Chesapeake, VA
The Real Estate Group
24Active
$190,000
2 bd · 2 ba · 1,070 sqft
3520 Sugar Run Run, Chesapeake, VA
A Better Way Realty Inc.
27Active
$839,540
6 bd · 5 ba · 4,470 sqft
1228 Kidbrooke Street, Chesapeake, VA
D R Horton Realty of Virginia
38Active
$725,000
5 bd · 3 ba · 2,752 sqft
Ashbee, Chesapeake, VA
BHHS RW Towne Realty
50Active
$2,495,000
6 bd · 8 ba · 8,000 sqft
4112 Mingo Trail, Chesapeake, VA
BHHS RW Towne Realty
40Active
$745,900
4 bd · 4 ba · 3,768 sqft
745 Seagrass Reach, Chesapeake, VA
The Real Estate Group
25Active
$525,900
4 bd · 4 ba · 2,200 sqft
128 Lenas Way, Chesapeake, VA
BHHS RW Towne Realty
26Active
$537,900
3 bd · 4 ba · 2,200 sqft
124 Lenas Way, Chesapeake, VA
BHHS RW Towne Realty
17Active
$299,900
2 bd · 3 ba · 1,464 sqft
Piney Grove, Chesapeake, VA
Corinth Realty LLC
15Active
$612,900
3 bd · 3 ba · 2,500 sqft
201 Maggie Bell Lane, Chesapeake, VA
BHHS RW Towne Realty
47Active
$849,800
6 bd · 5 ba · 3,251 sqft
2537 Number Ten Lane, Chesapeake, VA
1st Class Real Estate Allianz
1Active
$214,000
3 bd · 2 ba · 1,436 sqft
1014 Castle Court, Chesapeake, VA
CoastalVA Realty Inc.

1…19 20 21…36

Listing data & MLS disclosures

Real Estate Information Network (REIN): © 2026 REIN Inc. Information Deemed Reliable but Not Guaranteed. The listings data displayed on this medium comes in part from the Real Estate Information Network, Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions. Some or all of the listings (or listings Data) represented in this application have been enhanced with Data not provided by REIN. This application does not include information on all of the properties available for sale at this time.

Chesapeake housing market

September 2026 · This period is still settling

Homes that sold · County records, as of Sep 4, 2026

Median sale price: $389,950$305,000–$555,000 typical range
Price per sq. ft.: $218
Sales: 76
Paid in cash: 13.2%

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $367,500
Homes for sale: 14

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 0.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 1,938 sq. ft.

Chesapeake, VA community profile

Population: 256,189
Median income: $93,979
Housing units: 94,442
People per sq. mi.: 718.2
Area: 356.7 sq. mi.

Source: HJN community data

Explore Chesapeake homes

By price

Homes Under $300K
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3 Bedroom Homes
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Nearby areas

ZIP codes

23434 (307)
23322 (275)
23451 (248)
23435 (227)
23456 (201)
23320 (199)
23454 (148)
23462 (148)

Cities

Virginia Beach (1,234)
Norfolk (704)
Suffolk (567)
Hampton (474)
Portsmouth (330)
Newport News (284)
Smithfield (90)
Carrollton (58)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Real Estate Information Network (REIN): © 2026 REIN Inc. Information Deemed Reliable but Not Guaranteed. The listings data displayed on this medium comes in part from the Real Estate Information Network, Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions. Some or all of the listings (or listings Data) represented in this application have been enhanced with Data not provided by REIN. This application does not include information on all of the properties available for sale at this time.

Your Chesapeake agent

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

Your Chesapeake agent

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

Nearby areas

ZIP codes

23434 (307)
23322 (275)
23451 (248)
23435 (227)
23456 (201)
23320 (199)
23454 (148)
23462 (148)

Cities

Virginia Beach (1,234)
Norfolk (704)
Suffolk (567)
Hampton (474)
Portsmouth (330)
Newport News (284)
Smithfield (90)
Carrollton (58)

Chesapeake, VA community profile

Population: 256,189
Median income: $93,979
Housing units: 94,442
People per sq. mi.: 718.2
Area: 356.7 sq. mi.

Source: HJN community data

Chesapeake housing market

September 2026 · This period is still settling

Homes that sold · County records, as of Sep 4, 2026

Median sale price: $389,950$305,000–$555,000 typical range
Price per sq. ft.: $218
Sales: 76
Paid in cash: 13.2%

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $367,500
Homes for sale: 14

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 0.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 1,938 sq. ft.