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Homes with a Pool in Chesapeake, VA

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3 beds New construction With a pool

Homes with a Pool in Chesapeake, VA

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24 of 59 Listings

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24 of 59 Listings

Your Chesapeake agent

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

2Active
$510,000
3 bd · 2 ba · 1,936 sqft
549 Dunning Ln, Chesapeake, VA
Derek Greene · The Greene Realty Group
Price Reduced11Active
$280,000
3 bd · 2 ba · 1,791 sqft
2025 Battery Park Rd, Chesapeake, VA
Derek Greene · The Greene Realty Group
50Active
$839,900
4 bd · 3 ba · 2,912 sqft
1733 Head of River Road, Chesapeake, VA
RE/MAX Alliance

30Active
$849,900
4 bd · 3 ba · 2,850 sqft
609 Fairfield Drive, Chesapeake, VA
Keller Williams Realty Twn Ctr
50Active
$1,100,000
5 bd · 5 ba · 4,800 sqft
1824 Lancing Crest Lane, Chesapeake, VA
Atlantic Sothebys Int'l Realty
23Active
$357,000
3 bd · 3 ba · 1,366 sqft
1128 Sir Galahad Drive, Chesapeake, VA
Real Broker LLC
50Active
$749,818
4 bd · 4 ba · 3,658 sqft
4413 Liam Close Drive, Chesapeake, VA
Broadsight Realty
50Active
$715,000
6 bd · 3 ba · 3,121 sqft
728 Angel Wing Drive, Chesapeake, VA
Iron Valley Real Est Norfolk
46Active
$795,000
4 bd · 3 ba · 2,434 sqft
1120 Beaver Dam Road, Chesapeake, VA
Keller Williams Town Center
39Active
$619,000
4 bd · 3 ba · 2,515 sqft
311 Lancing Way, Chesapeake, VA
Bowman Realty
28Active
$615,000
5 bd · 4 ba · 3,670 sqft
803 Gresham Way, Chesapeake, VA
CENTURY 21 Nachman Realty
37Active
$290,000
2 bd · 2 ba · 1,383 sqft
1547 Orchard Grove Dr, Chesapeake, VA
Kelly Liedtke · AMW Real Estate
42Active
$335,000
3 bd · 2 ba · 1,524 sqft
4504 Greendell Road, Chesapeake, VA
Iron Valley Real Estate HR
50Active
$999,999
4 bd · 3 ba · 3,700 sqft
1741 Taft Road, Chesapeake, VA
Own Real Estate LLC
50Active
$635,000
4 bd · 4 ba · 3,100 sqft
302 Honey Locust Way, Chesapeake, VA
Keller Williams Realty Twn Ctr
45Active
$547,400
4 bd · 4 ba · 2,510 sqft
3421 Anita Circle, Chesapeake, VA
1st Class Real Estate Integrity
33Active
$775,000
5 bd · 3 ba · 2,978 sqft
3708 Riverwood Crescent, Chesapeake, VA
1st Class Real Estate Elevate
29Active
$539,900
4 bd · 3 ba · 2,020 sqft
1505 Hilltop Drive, Chesapeake, VA
The Real Estate Group
50Active
$725,000
5 bd · 3 ba · 3,126 sqft
1052 Stockleybridge Drive, Chesapeake, VA
GreenTree Realty Inc
42Active
$429,900
4 bd · 2 ba · 1,820 sqft
3004 Tyre Neck Road, Chesapeake, VA
Own Real Estate LLC
50Active
$725,000
5 bd · 3 ba · 3,600 sqft
905 Washington Drive, Chesapeake, VA
BHHS RW Towne Realty
46Active
$619,000
4 bd · 3 ba · 3,086 sqft
228 Country Club Boulevard, Chesapeake, VA
World Class Realty
49Active
$599,000
4 bd · 3 ba · 2,478 sqft
505 Sandy Hill Way, Chesapeake, VA
Own Real Estate LLC
50Active
$860,000
4 bd · 4 ba · 2,941 sqft
2517 Number Ten Lane, Chesapeake, VA
BHHS RW Towne Realty

1 2 3

Listing data & MLS disclosures

Central Virginia Regional MLS: IDX information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listings. All CVR MLS information provided is deemed reliable but is not guaranteed accurate.The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-10-13 11:00:33 UTC
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.

About Homes with a Pool in Chesapeake, VA

Homes with a Pool in Chesapeake, VA: 59 active listings as of October 15, 2026, 04:51 UTC.

Homes with a Pool in nearby cities

Homes with a Pool in Virginia Beach

Chesapeake housing market

September 2026 · This period is still settling

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $379,900$300,000–$535,000 typical range
Price per sq. ft.: $217
Sales: 297
Paid in cash: 19.5%

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: -1.8%

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

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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

Central Virginia Regional MLS: IDX information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listings. All CVR MLS information provided is deemed reliable but is not guaranteed accurate.The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-10-13 11:00:33 UTC
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

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Your Chesapeake agent

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

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 23, 2026

Median sale price: $379,900$300,000–$535,000 typical range
Price per sq. ft.: $217
Sales: 297
Paid in cash: 19.5%

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: -1.8%

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.