Homes with Pools for Sale in Chesapeake, VA

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ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Welcome to 405 Brandon Way! Discover this well-maintained home located in Clearfield Estates, near Chesapeake City Park. The inviting entry leads into large living areas filled with abundant natural light. This home radiates pride of ownership and is completely move in ready. The new floors flow throughout the living space. The three generously sized bedrooms and two full-sized bathrooms are ample for family living or home office. The fireplace provides a warm, relaxing area. The well-designed kitchen has a pantry, plenty of storage cabinets, ample counter space, and appliances ideal for cooking and entertaining. The breakfast area has a sliding glass door to the patio, ideal for outdoor d

$425,000

3 beds2 baths1,500 sq ft

405 Brandon Way, Chesapeake, VA 23320

New floors • Pantry • Natural light

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Beautifully updated 4BR, 2.5BA home in the Highly Desired Greenbrier area. The home sits at the end of a quiet cul-de-sac and offers the perfect blend of comfort, style, and convenience. Enjoy brand-new flooring, fresh paint, fully updated bathrooms, lots of natural light, in this move-in-ready interior home. The large, private backyard is ideal for entertaining, relaxing, or playtime. Located in a top school district and just minutes from Greenbrier Mall, dining, and parks. Come see it and fall in love!

$415,000

4 beds2.5 baths1,722 sq ft

1244 Quarter Path Trl, Chesapeake, VA 23320

Quiet cul-de-sac • Private backyard • Top school district

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
The Retreat at Kemps River, a highly sought-after 55+ community nestled in the heart of Greenbrier. Three spacious bedrooms on first floor along with a nice sunroom. Above the garage is a versatile bonus room with a full bathroom providing a private guest suite and a large walk-in attic perfect for storage. This home combines comfort, convenience, and style in a desirable neighborhood and is located close to the community clubhouse, fitness room and pool.

$499,000

3 beds3 baths2,112 sq ft

936 Biltmore Way #37, Chesapeake, VA 23320

Community clubhouse • Large walk-in attic • Bonus room

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Fantastic ALL BRICK 4 Bdr, 3 Full Bath located directly on the Lake in desirable Carriage House Estates! This beauty has many updates & is truly ready for new owners! New Arch Roof to be installed. New carpet & paint throughout, two new A/C units 10/25, several light fixtures. The lovely updated eat-in kitchen features new Gas Range, Refrigerator, Microwave, backsplash. Unobstructed water views from eat in kitchen. Primary boasts huge WI closet w/ window, en-suite bath w/ jetted tub, shower & dual vanities. Walk up attic provides lots of storage. FROG is large and could double as 4th bedroom, media room/playroom & as a full bath at bottom of stairs. The real showstop

$669,000

4 beds3 baths2,700 sq ft

569 River Gate Rd, Chesapeake, VA 23322

Lake views • Private dock • All brick

ABOUT THIS HOME
Home with a Pool for sale in Chesapeake, VA:
Beautifully Updated 4-Bedroom Home with Huge Backyard in Chesapeake! Welcome to 4217 Wake Avenue, a refreshed 4-bedroom, 2-bath home offering comfort, space, and modern style. Inside, you’ll find fresh paint throughout, LVP flooring, and new appliances that create a move-in-ready feel. The open layout provides a flexible living area that supports both everyday routines and hosting. Step outside to a generously sized backyard, fully enclosed with new wooden fencing—great for outdoor activities, pets, gardening, or simply unwinding in a private setting. This home is conveniently located near schools, shopping, and major routes, offering a balance of convenience and accessibility.

$369,000

4 beds2 baths1,237 sq ft

4217 Wake Ave, Chesapeake, VA 23324

New wooden fencing • Huge backyard • Built 1965

Property at 900 Gabion Way, Chesapeake, VA 23323, 3 beds, 3.5 baths

$435,000

3 beds3.5 baths2,432 sq ft

900 Gabion Way, Chesapeake, VA 23323

Property at 714 B St, Chesapeake, VA 23324, 3 beds, 2 baths

$245,000

3 beds2 baths1,372 sq ft

714 B St, Chesapeake, VA 23324

Property at 5214 Corolla Dr, Suffolk, VA 23435, 5 beds, 3.5 baths

$544,990

5 beds3.5 baths2,199 sq ft

5214 Corolla Dr, Suffolk, VA 23435

Property at 3009 Patrick Henry Dr, Chesapeake, VA 23323, 5 beds, 2.5 baths

$584,900

5 beds2.5 baths3,228 sq ft

3009 Patrick Henry Dr, Chesapeake, VA 23323

Property at 1324 Wingfield Ave, Chesapeake, VA 23325, 5 beds, 3 baths

$469,990

5 beds3 baths2,288 sq ft

1324 Wingfield Ave, Chesapeake, VA 23325

Property at 1151 Virginia Ave, Chesapeake, VA 23324, 3 beds, 1.5 baths

$190,000

3 beds1.5 baths1,154 sq ft

1151 Virginia Ave, Chesapeake, VA 23324

Property at 1314 Laurel Ridge Ln, Chesapeake, VA 23322, 5 beds, 3.5 baths

$850,000

5 beds3.5 baths3,842 sq ft

1314 Laurel Ridge Ln, Chesapeake, VA 23322

Property at 549 Old Oak Grove Rd, Chesapeake, VA 23320, 4 beds, 3 baths

$825,000

4 beds3 baths3,007 sq ft

549 Old Oak Grove Rd, Chesapeake, VA 23320

Property at 705 Creekside Cres, Chesapeake, VA 23320, 2 beds, 2.5 baths

$255,000

2 beds2.5 baths1,200 sq ft

705 Creekside Cres, Chesapeake, VA 23320

Property at 1279 Kidbrooke St, Chesapeake, VA 23322, 5 beds, 3.5 baths

$762,740

5 beds3.5 baths3,226 sq ft

1279 Kidbrooke St, Chesapeake, VA 23322

Property at 318 Gallenway Ter, Chesapeake, VA 23322, 4 beds, 2 baths

$475,000

4 beds2 baths1,780 sq ft

318 Gallenway Ter, Chesapeake, VA 23322

Property at 200 Stubbs Dr, Chesapeake, VA 23323, 3 beds, 2 baths

$399,999

3 beds2 baths1,595 sq ft

200 Stubbs Dr, Chesapeake, VA 23323

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 1105 Kay Ave, Chesapeake, VA 23324, 3 beds, 1 bath

$230,000

3 beds1 bath912 sq ft

1105 Kay Ave, Chesapeake, VA 23324

Property at 1217 Cleona Dr, Chesapeake, VA 23324, 3 beds, 1 bath

$260,000

3 beds1 bath1,014 sq ft

1217 Cleona Dr, Chesapeake, VA 23324

Property at 2116 Cedar Rd, Chesapeake, VA 23323, 5 beds, 3 baths

$669,000

5 beds3 baths2,350 sq ft

2116 Cedar Rd, Chesapeake, VA 23323

Property at MM Myrtle Ii, Chesapeake, VA 23321, 6 beds, 3 baths

$599,900

6 beds3 baths2,812 sq ft

MM Myrtle Ii, Chesapeake, VA 23321

Property at MM Myrtle, Chesapeake, VA 23321, 4 beds, 2 baths

$529,900

4 beds2 baths2,183 sq ft

MM Myrtle, Chesapeake, VA 23321

Property at 849 Brightleaf Pl, Chesapeake, VA 23320, 4 beds, 2.5 baths

$472,000

4 beds2.5 baths2,074 sq ft

849 Brightleaf Pl, Chesapeake, VA 23320

Property at 605 Hollygate Ln, Chesapeake, VA 23322, 5 beds, 3 baths

$649,900

5 beds3 baths2,800 sq ft

605 Hollygate Ln, Chesapeake, VA 23322

Property at 1809 Barkadeer Cv, Chesapeake, VA 23323, 3 beds, 2.5 baths

$405,000

3 beds2.5 baths1,978 sq ft

1809 Barkadeer Cv, Chesapeake, VA 23323

Property at 5110 Annapolis Dr, Chesapeake, VA 23321, 4 beds, 2 baths

$539,900

4 beds2 baths2,183 sq ft

5110 Annapolis Dr, Chesapeake, VA 23321

Property at MM Mm Macon Multi-gen At Stoney Crk, Chesapeake, VA 23322, 5 beds, 4.5 baths

$760,000

5 beds4.5 baths3,535 sq ft

MM Mm Macon Multi-gen At Stoney Crk, Chesapeake, VA 23322

Property at 1704 Kaywood Ln, Chesapeake, VA 23323, 4 beds, 3.5 baths

$700,000

4 beds3.5 baths3,017 sq ft

1704 Kaywood Ln, Chesapeake, VA 23323

Property at 1023 Winged Foot Ct Unit A, Chesapeake, VA 23320, 2 beds, 2 baths

$280,000

2 beds2 baths1,127 sq ft

1023 Winged Foot Ct Unit A, Chesapeake, VA 23320

Property at 1007 Holly Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$282,000

3 beds2 baths1,586 sq ft

1007 Holly Ave, Chesapeake, VA 23324

Property at 1275 Kidbrooke St, Chesapeake, VA 23322, 4 beds, 3 baths

$710,740

4 beds3 baths2,748 sq ft

1275 Kidbrooke St, Chesapeake, VA 23322

Property at 4707 Dermott St, Chesapeake, VA 23320, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,360 sq ft

4707 Dermott St, Chesapeake, VA 23320

Property at 2152 Edwin Dr, Chesapeake, VA 23322, 2 beds, 3 baths

$530,740

2 beds3 baths1,986 sq ft

2152 Edwin Dr, Chesapeake, VA 23322

Property at 908 Bells Creek Ct, Chesapeake, VA 23322, 5 beds, 3.5 baths

$675,000

5 beds3.5 baths3,413 sq ft

908 Bells Creek Ct, Chesapeake, VA 23322

Property at 2216 Hampton Roads Pkwy, Chesapeake, VA 23321, 4 beds, 2.5 baths

$565,000

4 beds2.5 baths2,542 sq ft

2216 Hampton Roads Pkwy, Chesapeake, VA 23321

Property at 3931 Port Rd, Chesapeake, VA 23321, 4 beds, 2 baths

$303,500

4 beds2 baths1,275 sq ft

3931 Port Rd, Chesapeake, VA 23321

Property at 916 Jodi Lynn Trl, Chesapeake, VA 23322, 4 beds, 3.5 baths

$668,000

4 beds3.5 baths3,082 sq ft

916 Jodi Lynn Trl, Chesapeake, VA 23322

Property at 1271 Kidbrooke St, Chesapeake, VA 23322, 4 beds, 2.5 baths

$686,990

4 beds2.5 baths2,250 sq ft

1271 Kidbrooke St, Chesapeake, VA 23322

Property at 605 Fife St, Chesapeake, VA 23321, 4 beds, 2 baths

$410,000

4 beds2 baths1,950 sq ft

605 Fife St, Chesapeake, VA 23321

Property at 809 Mason Ct, Chesapeake, VA 23320, 3 beds, 2.5 baths

$440,000

3 beds2.5 baths2,225 sq ft

809 Mason Ct, Chesapeake, VA 23320

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Homes with Pools for Sale in Chesapeake

There are currently 652 homes with pools for sale in Chesapeake at a median listing price of $445K. 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 46 days and receive 3 offers. Popular neighborhoods include Ghent, Western Branch, Great Bridge, West Ghent, and Pungo-Blackwater. This map is refreshed with the newest listings in Chesapeake every 15 minutes.

In the past month, 299 homes have been sold in Chesapeake. In addition to houses in Chesapeake, there were also 240 condos, 69 townhouses, and 5 multi-family units 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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