Homes with Pools for Sale in Chesapeake, VA

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NEW 2 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Design Your Dream-Brand New Somerset Ranch 2026 Delivery! Experience the perfect blend of modern design & customizable luxury. There is still time to add a 4th bedroom/FROG for that extra media room or guest suite, along with your choice of premium upgrades! The Owner’s Retreat is a secluded sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a quiet home office. Enhance your hosting with the optional butler&r

$689,900

3 beds2.5 baths2,747 sq ft

716 Crestfield Dr, Chesapeake, VA 23320

Generous island • Spa-inspired bath • Butler's pantry

NEW 2 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Discover the Somerset! A thoughtfully designed ranch that balances open concept entertaining with private retreats. This 3-bedroom ranch offers permanent stairs to the second floor for a walk-in attic space for massive storage or choose to finish the room over garage to add a 4th bedroom and full bath. The heart of the home features a chef-inspired kitchen with a generous island, seamlessly flowing into the living area. The owner’s suite serves as a true sanctuary with a spa-like soaking tub & an expansive walk-in closet. Listing includes price, Sq Ft and bedroom count with optional FROG, total price lower without FROG. Seller will pay up to $10,000 in closing costs with preferr

$742,800

4 beds3.5 baths3,555 sq ft

MM Sommerset Ranch With Frog, Chesapeake, VA 23320

Walk-in attic space • Spa-like soaking tub • 2 garage spots

NEW 5 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Investor Special

$140,000

3 beds2 baths1,557 sq ft

1628 Gaff Rd, Chesapeake, VA 23321

Garage • Built 1964

NEW 9 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
The primary residence has been extensively renovated and features over 3300 sq ft of living space with 5 bedrooms, 3 bathrooms, and a flex room in the 3rd story, that can serve as a home office, gym, guest room, or recreational room. The home has been revitalized with all-new plumbing, electrical, and HVAC systems. The detached 2.5-car garage includes a 729 sq ft 1-bedroom, 1-bath apartment above well-suited for use as in-law quarters, guest accommodations, or a rental unit! Located in the charming South Norfolk neighborhood, known for its historic character and central location near downtown, bases, and the Elizabeth River.

$550,000

6 beds4 baths4,056 sq ft

802 Decatur St, Chesapeake, VA 23324

All-new electrical • 1-bedroom apartment • All-new plumbing

NEW 2 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Welcome home! Here is a rare opportunity to own a luxury, low-maintenance, one-level Berwick plan that is move-in ready at Eagle Pointe, Chesapeake's Premier 55+ Adult Community. Gorgeous granite kitchen with breakfast bar & stainless steel appliances. Sunny morning & formal dining room. The first-floor primary suite features a large, custom walk-in closet, a ceramic shower with a bench seat & split vanities. Pull down attic space accessed from the finished garage. Save money month after month in this energy-efficient, 3rd-party-certified, green home with spray foam insulation & Rinnai Tankless Water Heater. The Bay Club, with resort-style amenities, is the heart of

$465,000

3 beds2 baths1,760 sq ft

551 Dunning Ln, Chesapeake, VA 23322

Ceramic shower • Bench seat • Granite kitchen

Property at 862 E Sparrow Rd, Virginia Beach, VA 23464, 4 beds, 3.5 baths

$695,000

4 beds3.5 baths3,025 sq ft

862 E Sparrow Rd, Virginia Beach, VA 23464

Property at 639 Partridge Ave, Chesapeake, VA 23324, 2 beds, 1 bath

$220,000

2 beds1 bath650 sq ft

639 Partridge Ave, Chesapeake, VA 23324

Property at 3860 Schooner Trl, Chesapeake, VA 23321, 3 beds, 1.5 baths

$189,000

3 beds1.5 baths1,120 sq ft

3860 Schooner Trl, Chesapeake, VA 23321

Property at 205 Marsh Wren Ct, Chesapeake, VA 23322, 2 beds, 1.5 baths

$285,000

2 beds1.5 baths1,150 sq ft

205 Marsh Wren Ct, Chesapeake, VA 23322

Property at 1072 Cranberry Dr, Chesapeake, VA 23320, 3 beds, 2.5 baths

$519,900

3 beds2.5 baths2,467 sq ft

1072 Cranberry Dr, Chesapeake, VA 23320

Property at 152 Downing Dr, Chesapeake, VA 23322, 5 beds, 3.5 baths

$625,000

5 beds3.5 baths3,132 sq ft

152 Downing Dr, Chesapeake, VA 23322

Property at 3020 Armentrout Ct, Chesapeake, VA 23324, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths1,937 sq ft

3020 Armentrout Ct, Chesapeake, VA 23324

Property at 1919 Doubloon Way, Chesapeake, VA 23323, 3 beds, 2.5 baths

$452,999

3 beds2.5 baths2,457 sq ft

1919 Doubloon Way, Chesapeake, VA 23323

Property at 940 Painted Lady Pl, Chesapeake, VA 23323, 6 beds, 3 baths

$665,000

6 beds3 baths3,732 sq ft

940 Painted Lady Pl, Chesapeake, VA 23323

Property at 1203 Bonnie View Arch, Chesapeake, VA 23320, 5 beds, 3 baths

$624,900

5 beds3 baths2,496 sq ft

1203 Bonnie View Arch, Chesapeake, VA 23320

Property at 4646 Longleaf Pl, Chesapeake, VA 23321, 4 beds, 3 baths

$515,000

4 beds3 baths2,842 sq ft

4646 Longleaf Pl, Chesapeake, VA 23321

Property at 914 Avast Way, Chesapeake, VA 23323, 3 beds, 3 baths

$440,000

3 beds3 baths2,089 sq ft

914 Avast Way, Chesapeake, VA 23323

Property at 1830 Whelp Way, Chesapeake, VA 23323, 3 beds, 2.5 baths

$430,000

3 beds2.5 baths1,975 sq ft

1830 Whelp Way, Chesapeake, VA 23323

Property at 929 Stanhope Gdns, Chesapeake, VA 23320, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths2,100 sq ft

929 Stanhope Gdns, Chesapeake, VA 23320

Property at 1639 Mount Pleasant Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$569,000

4 beds2.5 baths2,404 sq ft

1639 Mount Pleasant Rd, Chesapeake, VA 23322

Property at 801 Keeling Dr, Chesapeake, VA 23322, 4 beds, 3.5 baths

$649,900

4 beds3.5 baths3,169 sq ft

801 Keeling Dr, Chesapeake, VA 23322

Property at 704 Yateley Ct, Chesapeake, VA 23322, 4 beds, 2 baths

$549,900

4 beds2 baths2,137 sq ft

704 Yateley Ct, Chesapeake, VA 23322

Property at 2848 Meadowview Rd, Chesapeake, VA 23321, 3 beds, 2 baths

$420,000

3 beds2 baths1,713 sq ft

2848 Meadowview Rd, Chesapeake, VA 23321

Property at 1432 West Rd, Chesapeake, VA 23323, 4 beds, 3 baths

$625,000

4 beds3 baths2,025 sq ft

1432 West Rd, Chesapeake, VA 23323

Property at 2630 Hemple St, Chesapeake, VA 23324, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,960 sq ft

2630 Hemple St, Chesapeake, VA 23324

Property at 4415 Mccaan Quay, Chesapeake, VA 23320, 5 beds, 3.5 baths

$675,000

5 beds3.5 baths3,693 sq ft

4415 Mccaan Quay, Chesapeake, VA 23320

Property at 3213 Drawbridge Ct, Chesapeake, VA 23323, 4 beds, 4.5 baths

$520,000

4 beds4.5 baths3,334 sq ft

3213 Drawbridge Ct, Chesapeake, VA 23323

Property at 2535 Dexter St E, Chesapeake, VA 23324, 3 beds, 2 baths

$279,900

3 beds2 baths1,100 sq ft

2535 Dexter St E, Chesapeake, VA 23324

Property at 216 Fireweed Ct, Chesapeake, VA 23320, 2 beds, 2 baths

$225,000

2 beds2 baths997 sq ft

216 Fireweed Ct, Chesapeake, VA 23320

Property at 3610 Whitechapel Arch, Chesapeake, VA 23321, 3 beds, 2 baths

$282,500

3 beds2 baths1,080 sq ft

3610 Whitechapel Arch, Chesapeake, VA 23321

Property at 11 Penzance Cir, Chesapeake, VA 23320, 3 beds, 1.5 baths

$279,000

3 beds1.5 baths1,300 sq ft

11 Penzance Cir, Chesapeake, VA 23320

Property at 1720 Orchard Way, Chesapeake, VA 23320, 2 beds, 2 baths

$274,900

2 beds2 baths1,383 sq ft

1720 Orchard Way, Chesapeake, VA 23320

Property at 800 Sutherland Arch, Chesapeake, VA 23320, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths1,550 sq ft

800 Sutherland Arch, Chesapeake, VA 23320

Property at 929 Kinglet Ave, Chesapeake, VA 23324, 3 beds, 1 bath

$285,000

3 beds1 bath1,000 sq ft

929 Kinglet Ave, Chesapeake, VA 23324

Property at 912 Koonce Ln, Chesapeake, VA 23322, 4 beds, 3.5 baths

$586,900

4 beds3.5 baths2,500 sq ft

912 Koonce Ln, Chesapeake, VA 23322

Property at 2802 Canton Ave, Chesapeake, VA 23325, 3 beds, 2 baths

$335,000

3 beds2 baths1,444 sq ft

2802 Canton Ave, Chesapeake, VA 23325

Property at 1216 Holly Ave, Chesapeake, VA 23324, 3 beds, 1.5 baths

$215,000

3 beds1.5 baths1,155 sq ft

1216 Holly Ave, Chesapeake, VA 23324

Property at 4235 Meander Way, Chesapeake, VA 23321, 3 beds, 2.5 baths

$389,999

3 beds2.5 baths1,776 sq ft

4235 Meander Way, Chesapeake, VA 23321

Property at 3965 Holly Cove Dr, Chesapeake, VA 23321, 4 beds, 2.5 baths

$215,000

4 beds2.5 baths1,400 sq ft

3965 Holly Cove Dr, Chesapeake, VA 23321

Property at 900 Jennings Ln, Chesapeake, VA 23322, 3 beds, 3.5 baths

$550,900

3 beds3.5 baths2,300 sq ft

900 Jennings Ln, Chesapeake, VA 23322

Property at 995 Gabion Way, Chesapeake, VA 23323, 3 beds, 2.5 baths

$405,000

3 beds2.5 baths2,100 sq ft

995 Gabion Way, Chesapeake, VA 23323

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Homes with Pools for Sale in Chesapeake

There are currently 566 homes with pools for sale in Chesapeake at a median listing price of $455K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesapeake stay on the market for 53 days and receive 5 offers. Popular neighborhoods include Ghent, Western Branch, West Ghent, Kempsville, and Pungo-Blackwater. This map is refreshed with the newest listings in Chesapeake every 15 minutes.

In the past month, 249 homes have been sold in Chesapeake. In addition to houses in Chesapeake, there were also 207 condos, 55 townhouses, and 1 multi-family unit for sale in Chesapeake last month. Chesapeake is a not walkable city in Virginia with a Walk Score of 21. Chesapeake is home to approximately 222,581 people and 98,255 jobs. Find your dream home in Chesapeake using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesapeake are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesapeake. Our Chesapeake real estate stats and trends will give you more information about home buying and selling trends in Chesapeake. If you're looking to sell your home in the Chesapeake area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesapeake with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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