Homes with Pools for Sale in Chesapeake, VA

605 homes

Sort:

Recommended

NEW 1 DAY AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Beautiful move-in ready 4-bedroom, 2 1/2 bath home with a 2-car garage on a large corner lot in sought out Great Bridge High School. Huge kitchen with eat-in breakfast area connected to large living room and dining/flex room. Upstairs includes a large primary bedroom with large walk-in closet and an ensuite bath, huge bedroom over garage, and two spacious bedrooms. New carpet (2025). Painted throughout (2025). Large deck with deck railing painted (2025). Front porch steps painted (2025). Garage door frame painted (2025). New inside doors (2025). Refrigerator and dishwasher (2024). Heat furnace (2023), Roof (2020), Water heater (2017). Energy Saving Solar Panels installed in 2025, significan

$405,000

4 beds2.5 baths2,120 sq ft

301 Lincoln Rd, Chesapeake, VA 23320

Large deck • Centrally located • Huge kitchen

NEW 5 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Welcome to your move-in ready home, designed for easy living and modern comfort. This beautifully updated residence features new flooring and fresh paint throughout, creating a clean and inviting atmosphere. Enjoy the efficiency of a brand-new HVAC system and the charm of a white kitchen complete with granite countertops and stainless steel appliances. The bathrooms have been thoughtfully renovated with stylish tile finishes, adding a touch of luxury. Cathedral ceilings add an airy, spacious feel, while the balcony offers a peaceful outdoor escape. Cozy up by the fireplace or take advantage of the community’s onsite amenities, including tennis courts, pool and a playground. This is th

$296,900

3 beds2.5 baths1,639 sq ft

707 Sailfish Quay, Chesapeake, VA 23320

Fresh paint • New flooring • White kitchen

NEW 1 DAY AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Looking for a spacious, MOVE-IN ready ONE-STORY home in one of Chesapeake’s most desirable neighborhoods? This beautifully updated RANCH in the Great Bridge area HAS IT ALL! Located in HIGHLY RATED school district, with NO HOA fees. 2025 UPDATES: Gorgeously remodeled kitchen with updated cabinets, NEW QUARTZ countertops, & NEW appliances. Remodeled bathrooms with NEW vanities, tile, new flooring. Beautifully refinished HARDWOOD floors, recessed lights, updated plumbing, freshly painted ceilings & walls. Roof & HVAC replaced in 2020. Wait until you see your future MASTER BEDROOM SUITE — soaring VAULTED ceilings, spacious walk-in closet, and large bathroom with HI

$520,000

4 beds2 baths2,582 sq ft

313 Woodbridge Dr, Chesapeake, VA 23322

Quartz countertops • Walk-in closet • Updated kitchen

NEW 16 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
This colonial style home offers 4 bedrooms and 3 full baths and is located in the highly sought-after Mount Pleasant Heights Community within the Hickory School District. The home features a brand-new HVAC system, new gas fireplace logs for year-round comfort and efficiency. The fully updated kitchen boasts granite countertops and brand-new stainless-steel appliances. A full bathroom on the first floor adds convenience, while the spacious frog offers flexibility for a guest suite, bonus room or playroom. Additional upgrades include a freshly painted office and dining room, new ceiling fans and new lighting throughout the home. A tankless hot water heater offers on demand hot water. Enjoy ou

$530,000

4 beds3 baths2,526 sq ft

1209 Priscilla Ln Unit Lane, Chesapeake, VA 23322

Full bathroom • Gas fireplace logs • Updated kitchen

NEW 1 DAY AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Beautifully updated brick rancher offering 2,381 sq ft w/ 4 bedrooms & 2.5 baths. This home combines classic character w/ modern upgrades, featuring a full brick wall fireplace, beamed ceilings, & elegant arches leading into the dining room. Fresh paint, new flooring, and updated light fixtures throughout create a bright, move-in-ready feel. The kitchen has been fully renovated with new cabinets, countertops, pantry, and stainless steel appliances. Skylights bring in abundant natural light. The primary bathroom has been remodeled, and both the hall bath and half bath include new vanities, toilets, and light fixtures. Enjoy outdoor living on the spacious back deck overlooking a fu

$499,900

4 beds2.5 baths2,381 sq ft

2800 Ashwood Dr, Chesapeake, VA 23321

Beamed ceilings • Elegant arches • New cabinets

Property at 4004 River Breeze Cir, Chesapeake, VA 23321, 4 beds, 2.5 baths

$345,000

4 beds2.5 baths2,350 sq ft

4004 River Breeze Cir, Chesapeake, VA 23321

Property at 2932 Sunrise Ave, Chesapeake, VA 23324, 4 beds, 2.5 baths

$365,000

4 beds2.5 baths1,940 sq ft

2932 Sunrise Ave, Chesapeake, VA 23324

Property at 704 Southwood Dr, Chesapeake, VA 23322, 4 beds, 2.5 baths

$695,000

4 beds2.5 baths3,700 sq ft

704 Southwood Dr, Chesapeake, VA 23322

Property at 208 Marsh Quay, Chesapeake, VA 23320, 4 beds, 2.5 baths

$640,000

4 beds2.5 baths3,239 sq ft

208 Marsh Quay, Chesapeake, VA 23320

Property at 300 Windlesham Dr, Chesapeake, VA 23322, 4 beds, 3 baths

$646,900

4 beds3 baths3,532 sq ft

300 Windlesham Dr, Chesapeake, VA 23322

Property at 330 Preservation Reach, Chesapeake, VA 23320, 4 beds, 3.5 baths

$635,000

4 beds3.5 baths3,005 sq ft

330 Preservation Reach, Chesapeake, VA 23320

Property at 1707 Bancroft Rd, Chesapeake, VA 23320, 4 beds, 3 baths

$717,605

4 beds3 baths3,270 sq ft

1707 Bancroft Rd, Chesapeake, VA 23320

Property at 3501 Old Mill Rd, Chesapeake, VA 23323, 4 beds, 3 baths

$420,000

4 beds3 baths1,820 sq ft

3501 Old Mill Rd, Chesapeake, VA 23323

Property at 1219 Fairway Dr, Chesapeake, VA 23320, 4 beds, 3 baths

$499,900

4 beds3 baths2,044 sq ft

1219 Fairway Dr, Chesapeake, VA 23320

Property at 5111 Sweetbriar Cir, Portsmouth, VA 23703, 4 beds, 3.5 baths

$549,000

4 beds3.5 baths2,800 sq ft

5111 Sweetbriar Cir, Portsmouth, VA 23703

Property at 4044 Devon Dr, Chesapeake, VA 23321, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths3,072 sq ft

4044 Devon Dr, Chesapeake, VA 23321

Property at 2959 Drum Point Cres, Chesapeake, VA 23321, 6 beds, 3.5 baths

$450,000

6 beds3.5 baths2,590 sq ft

2959 Drum Point Cres, Chesapeake, VA 23321

Property at 3017 Guenevere Dr, Chesapeake, VA 23323, 3 beds, 2 baths

$350,000

3 beds2 baths1,790 sq ft

3017 Guenevere Dr, Chesapeake, VA 23323

Property at 3101 Gaston Dr, Chesapeake, VA 23323, 4 beds, 2 baths

$350,000

4 beds2 baths1,812 sq ft

3101 Gaston Dr, Chesapeake, VA 23323

Property at 517 Seahorse Run, Chesapeake, VA 23320, 3 beds, 2.5 baths

$294,999

3 beds2.5 baths1,670 sq ft

517 Seahorse Run, Chesapeake, VA 23320

Property at 1712 Ohio St, Chesapeake, VA 23324, 4 beds, 1 bath

$125,000

4 beds1 bath1,216 sq ft

1712 Ohio St, Chesapeake, VA 23324

Property at 509 Graphite Trl, Chesapeake, VA 23320, 5 beds, 4 baths

$679,900

5 beds4 baths2,800 sq ft

509 Graphite Trl, Chesapeake, VA 23320

Property at 1308 Chesapeake Ave, Chesapeake, VA 23324, 4 beds, 2 baths

$290,000

4 beds2 baths1,868 sq ft

1308 Chesapeake Ave, Chesapeake, VA 23324

Property at 416 Blue Beech Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$429,999

3 beds2.5 baths2,352 sq ft

416 Blue Beech Way, Chesapeake, VA 23320

Property at 3006 Menands Dr, Chesapeake, VA 23325, 3 beds, 2 baths

$285,000

3 beds2 baths950 sq ft

3006 Menands Dr, Chesapeake, VA 23325

Property at 333 Sikeston Ln, Chesapeake, VA 23322, 2 beds, 2.5 baths

$375,000

2 beds2.5 baths1,712 sq ft

333 Sikeston Ln, Chesapeake, VA 23322

Property at 732 Finck Ln, Chesapeake, VA 23320, 4 beds, 2 baths

$400,000

4 beds2 baths1,700 sq ft

732 Finck Ln, Chesapeake, VA 23320

Property at 1699 Bancroft Rd, Chesapeake, VA 23320, 4 beds, 3 baths

$658,286

4 beds3 baths2,619 sq ft

1699 Bancroft Rd, Chesapeake, VA 23320

Property at 1022 Hill St, Chesapeake, VA 23324, 3 beds, 2.5 baths

$330,000

3 beds2.5 baths1,536 sq ft

1022 Hill St, Chesapeake, VA 23324

Property at 712 Guildford Mews, Chesapeake, VA 23320, 2 beds, 2.5 baths

$320,000

2 beds2.5 baths1,624 sq ft

712 Guildford Mews, Chesapeake, VA 23320

Property at 4901 Buchanan St, Suffolk, VA 23435, 3 beds, 2 baths

$285,000

3 beds2 baths1,024 sq ft

4901 Buchanan St, Suffolk, VA 23435

Property at 4308 Colindale Rd #206, Chesapeake, VA 23321, 2 beds, 2 baths

$229,900

2 beds2 baths1,367 sq ft

4308 Colindale Rd #206, Chesapeake, VA 23321

Property at 2642 Meadows Lndg, Chesapeake, VA 23321, 3 beds, 2.5 baths

$257,000

3 beds2.5 baths1,384 sq ft

2642 Meadows Lndg, Chesapeake, VA 23321

Property at 603 Mill Creek Pkwy, Chesapeake, VA 23323, 3 beds, 2.5 baths

$367,000

3 beds2.5 baths1,496 sq ft

603 Mill Creek Pkwy, Chesapeake, VA 23323

Property at 806 Rue Marseille, Chesapeake, VA 23320, 1 bed, 1 bath

$195,000

1 bed1 bath765 sq ft

806 Rue Marseille, Chesapeake, VA 23320

Property at 2913 Berkley Ave, Chesapeake, VA 23325, 3 beds, 1 bath

$223,000

3 beds1 bath875 sq ft

2913 Berkley Ave, Chesapeake, VA 23325

Property at 103 Swain Ave, Chesapeake, VA 23323, 3 beds, 1 bath

$265,000

3 beds1 bath1,115 sq ft

103 Swain Ave, Chesapeake, VA 23323

Property at 1617 Woodbriar Ln, Chesapeake, VA 23323, 3 beds, 1 bath

$300,000

3 beds1 bath1,209 sq ft

1617 Woodbriar Ln, Chesapeake, VA 23323

Property at 140 Springer Ln #232, Chesapeake, VA 23320, 2 beds, 2.5 baths

$290,000

2 beds2.5 baths1,642 sq ft

140 Springer Ln #232, Chesapeake, VA 23320

Property at 3121 Deans Ct, Chesapeake, VA 23321, 5 beds, 3 baths

$537,500

5 beds3 baths3,347 sq ft

3121 Deans Ct, Chesapeake, VA 23321

Property at 3032 Barn Way, Chesapeake, VA 23323, 4 beds, 2 baths

$385,000

4 beds2 baths1,877 sq ft

3032 Barn Way, Chesapeake, VA 23323

Viewing page 1 of 9

Homes with Pools for Sale in Chesapeake

There are currently 605 homes with pools for sale in Chesapeake at a median listing price of $450K. 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 52 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 205 condos, 54 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.

More real estate resources for Chesapeake, VA

Nearby Cities

Zip Codes

Neighborhoods

Nearby Cities with Homes with Pools

Nearby Neighborhoods with Homes with Pools

More to explore in Chesapeake, VA

How to buy a house in Chesapeake, VA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Virginia

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.