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Chesapeake, Virginia Homes For Sale

Conveniently located near Norfolk, Virginia Beach, and North Carolina, Chesapeake is fast becoming the place to live in Hampton Roads. Its enchanting rural areas, coupled with its proximity to the beaches, make it one of the most diverse areas in the state of Virginia. Locally, it is a booming economic community, with a number of top companies holding offices here. Families looking to buy homes in Hampton Roads will do good to explore the Chesapeake neighborhoods of Western Branch, Greenbrier, and elsewhere in the city.

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All Chesapeake, Va Properties for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
1 – 12 of 1,884 Listings
New Listings First


MLS® #10231437 New Listing

1413 Winslow Ave, Chesapeake, VA, 23323

4 Bed • 2 Bath • 1,296 Sf


Easy To Show! 4 Bedroom 2 Bath Newly Updated Home In A Quiet Neighborhood. The Updates Include Granite Countertops, Contemporary Porcelain Tile, P...


MLS® #10231546 New Listing

820 Oklahoma Dr, Chesapeake, VA, 23323

3 Bed • 2 Bath • 1,132 Sf


Tastefully Renovated! Come See This Beautiful Move-in Ready Home, Beautiful New Floors. New Soft-close Cabinets.granite Counters .ss Appliances. ...


MLS® #10231613 New Listing

1608 Faulk St, Chesapeake, VA, 23323

3 Bed • 2 Bath • 1,600 Sf



MLS® #10231583 New Listing

1000 Scenic Blvd, Chesapeake, VA, 23322

1 Acres

Land and Farms

Excellent Opportunity For Custom Builder! Lot Has Been Recently Cleared, No Perc Test Completed. However, The Previous Residence Was On Septic. Al...


MLS® #10231530 New Listing

720 Calumet St, Chesapeake, VA, 23320

4 Bed • 3 Bath • 2,200 Sf


Welcome To "frost 5" Model From Gold Award Winning Builder East Coast Development Group. The 4 Bed 2 1/2 Bath Home Nestled Away In A Private Setti...


MLS® #10231504 New Listing

2424 Mandolin Ct, Chesapeake, VA, 23321

4 Bed • 3 Bath • 2,490 Sf


Drum Creek Farms. High Quality New Construction Located Near Chesapeake Square Mall Shopping & Restaurants With Easy Access To Interstates. Take Ta...


MLS® #10231498 New Listing

748 Sendero Ct, Chesapeake, VA, 23322

2 Bed • 3 Bath • 1,320 Sf


Hurry, Investor Special. Great Opportunity. Great Location Near Shopping, Schools, Tcc, Municipal Center And Easy Expressway Access. Very Nice Floo...


MLS® #10231494 New Listing

249 Deepwater Dr, Chesapeake, VA, 23322

5 Bed • 4 Bath • 3,000 Sf


Gorgeous Custom New Construction In The Heart Of Great Bridge. This Home Will Have All The Bells And Whistles. One Of A Kind Home! Soaring Cathed...


MLS® #10231481 New Listing

1561 Scoonie Pointe Dr, Chesapeake, VA, 23322

3 Bed • 3 Bath • 2,330 Sf


Wow! Come See This Pristine Transitional Condo In Eagle Pointe At Cahoon Plantation ~ Chesapeake's Most Coveted 55+ Community! This Lovely Home Boa...


MLS® #10231464 New Listing

3408 Winterhawk Ct, Chesapeake, VA, 23323

3 Bed • 2 Bath • 1,368 Sf


Move In Ready! This Cute 3 Bedroom 2 Bath Ranch At The End Of A Cul-de-sac, In The Peaceful Area Of Elmwood Landing Has So Much To Offer! Spacious ...


MLS® #10231420 New Listing

1908 Rokeby Ave, Chesapeake, VA, 23320

4 Bed • 2 Bath • 1,896 Sf


Wow! This Home Has So Much To Offer, For A Large Family Or That Savvy Investor. Main Home Provides Plenty Of Space To Come Together As A Family Or ...


MLS® #10231190 New Listing

100 Harbor Watch Dr, Chesapeake, VA, 23320

3 Bed • 2 Bath • 1,353 Sf


Don't Miss Out On This Open Concept 3 Bedroom 2 Bath End Unit Condo In The Heart Of Great Bridge. Condo Includes Double Unit Storage Shed And Deck ...

Explore Chesapeake Real Estate

If you are looking for a comfortable living that combines golf course living, parks, gardens and the waterfront, consider browsing real estate listings in Chesapeake, Virginia. Chesapeake features hundreds of homes available for sale and for rent. With the low real estate prices, now is the best time to find a home for sale in Chesapeake.

Popular Home Searches in Chesapeake


When you are looking for real estate in Chesapeake, there are so many wonderful neighborhoods to consider. Browse hundreds of available listings of Chesapeake real estate for sale to find the one that you can call home.

Even though the real estate prices in Chesapeake, just like the prices all over the country are very low, the values of homes for sale may differ a lot. The price of the house is often determined by its condition and location. New and well-maintained homes for sale in Chesapeake will be not as cheap as older real estate Chesapeake properties that need some renovation. Better neighborhoods also increase the real estate prices.

Hiring a real estate professional is your first step in selling or buying real estate in Chesapeake. A REALTOR® will help you collect all the necessary information, list your property, and keep you up to date with the latest listings in the area/areas of your choice.

Chandler Realty offers hundreds of homes for sale in Chesapeake and all over Hampton Roads. Find the best deal and buy or sell your home fast with one of the best real estate teams in Chesapeake. Contact Chandler Realty to buy or sell real estate in Chesapeake today!

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Buy A Home In Chesapeake

So where are the best neighborhoods to live in Chesapeake? There are too many to name, so we’ll focus on the ones that seem to be attracting the most attention right now.

Hickory Close to the North Carolina border this lovely little community has recently been discovered by developers and has high-end builders flocking to it. Edinburgh neighborhood development was the host of Home-A-Rama and while the initial homes were palatial, several more modest homes (with high end upgrades) have sprouted up around it. Large and small businesses have enjoyed the typical Chesapeake loyalty (live here, shop here). Outer Banks travelers have made Edinburgh a key stop which helps keep this community vibrant.

Great Bridge Think the only place you can buy waterfront property is Virginia Beach? Think again. Great Bridge is intersected in more than one spot by the Intracoastal Waterway which provides sparkling water, cool breezes and deep water access if you happen to be a boating enthusiast. Fishermen of all skills can be seen dropping lines into the water hoping for a crab dinner. Houses come in all sizes from condominiums and townhouses to mansions and often share the same. Dreaming of golf course living? Great Bridge features beautiful golf courses and clubs. Shops range from chains with something for everyone to small shops where you know everyone. If you’re looking for a personal connection to your hometown, Great Bridge is a winner.

Deep Creek Just as the name implies, this community is also intersected by waterways. New homes sit neatly in between older, more established homes creating neighborhoods of extraordinary diversity. With the addition of the Grassfield school district connecting the Deep Creek communities with Great Bridge and Hickory this water-loving community is a rising star in Chesapeake.

Buy A Golf Course Home In Chesapeake, Virginia

Looking to Buy a Home in Chesapeake, Virginia? Good decision! With deep waterways weaving and winding through the many neighborhoods that make up this fair and fine city, Chesapeake is a great choice for families.

One of the more popular neighborhoods in Chesapeake is Great Bridge. Named for the Battle of Great Bridge, this lovely section of Chesapeake has neighborhoods that dot the Intracoastal Waterway as well as sweeping farms – both co-existing quietly with suburban neighborhoods. Best of all, Great Bridge has two championship-style golf courses located within a mile of each other.

Chesapeake Golf Club
1201 Club House Drive
Chesapeake, VA 23322

This course, which starts with a beautiful club house (with a large pool) and pro shop is a favorite of Great Bridge and Chesapeake Golf fanatics. The Chesapeake Golf Club is nestled among some of loveliest homes in Chesapeake. The Chesapeake Golf Club course winds its way through the Las Gaviotas neighborhood offering golfers a backstage tour of manicured lawns, heirloom shrubs and custom backyard patios and pergolas.

Cahoon Plantation Golf Club
1501 Cedar Road
Chesapeake, VA 23322

The Cahoon Plantation and Golf Club features a driving range, the Bobby Lopez Golf Academy and pro shop. Surrounded by a lovely mix of both small condominiums and large homes as well as a vibrant senior community the Cahoon Plantation and Golf Club is a draw for those who seek to learn the game of golf in Chesapeake or for those who just wish to spend the day on the links enjoying the game.

Both Cahoon Plantation and the Chesapeake Golf Club have food on the premises and are within a short drive of local and chain –style restaurants.


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