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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 1,811 Listings
New Listings First


MLS® #10242181 New Listing

1508 Orchard Grove Dr, Chesapeake, VA, 23320

2 Bed • 2 Bath • 1,383 Sf


Welcome Home! Renovated 2 Bdrm With Loft/ 3 Bdrm/ Office -2 Bath Townhouse Style Condo. Appraised List Price. 1523 Sq Ft In The Heart Of Greenbriar...


MLS® #10242171 New Listing

801 Poindexter St #311, Chesapeake, VA, 23324

1 Bed • 1 Bath • 950 Sf


This Beautiful Low Rise Condo Boasts An Open Concept Floor Plan With High Ceilings And Oversized Windows Allowing In Lots Of Natural Light. Large W...


MLS® #10242162 New Listing

1303 Holly Ave, Chesapeake, VA, 23324

5 Bed • 2 Bath • 2,348 Sf


Great Opportunity To Own A Piece Of History In This Corner Colonial With Sweeping Wrap Around Front Porch, 5 Bedroom And 2 Bath. Detached Garage, D...


MLS® #10242150 New Listing

3817 Stonebridge Lndg, Chesapeake, VA, 23321

5 Bed • 3 Bath • 2,713 Sf


Absolutely Gorgeous And Freshly Updated Home In Well Established Stonebridge Landing On The Elizabeth River! Sought After And Well Rated Schools In...


MLS® #10242141 New Listing

3111 Firefly Ct, Chesapeake, VA, 23321

4 Bed • 3 Bath • 2,366 Sf


Craftsman Style Elmhurst Open Floor Plan Model Has Lots Of Space For Entertaining, Fun, And Creating Great Memories. Includes Morning Room That Op...


MLS® #10242135 New Listing

1928 Elbow Rd, Chesapeake, VA, 23320

3 Bed • 2 Bath • 2,014 Sf • 8.9 Acres


Beautiful Setting With Wonderful Landscaping. Set Back From The Main Rd. Multiple Zoning, Front Part R15s (1.24 Ac) Remaining In The Back A1. Spac...


MLS® #10242123 New Listing

1305 Woodview Lair, Chesapeake, VA, 23322

4 Bed • 4 Bath • 3,400 Sf


Beautiful Brick Home Nestled In A Quiet Cul-de-sac Features Spacious Open Floor Plan, Gorgeous New Hardwood Floors, New Paint, New Ss Appliances, ...


MLS® #10241877 New Listing

4508 S Military Hwy, Chesapeake, VA, 23321

2 Bed • 2 Bath • 1,200 Sf


New Roof Will Be Installed Prior To Closing


MLS® #10241785 New Listing

1504 Campostella Rd, Chesapeake, VA, 23320

.98 Acres

Land and Farms

Approx. 1 Acre Lot Zoned Residential. Quick Access To I-64 And I-464. This Property Is Centrally Located. Great Opportunity For Developers And/or I...


MLS® #10242110 Under Contract

708 Arbuckle St, Chesapeake, VA, 23323

5 Bed • 4 Bath • 3,651 Sf


The Torino. Tbb. Sold.


MLS® #10241668 New Listing

1203 Poindexter St, Chesapeake, VA, 23324

4 Bed • 4 Bath • 1,895 Sf


Do Not Show Without Contacting La First For Instructions. Great Investment Property, Section 8 Tenant Currently Under Lease For $1,755.00/month Tha...


MLS® #10241903 New Listing

Lot 23 Shillelagh Rd, Chesapeake, VA, 23323

5 Bed • 3 Bath • 2,770 Sf • 6.69 Acres


This Beautiful 6+ Ac Lot In The Grassfield-zoned School District Is Ready For Your Custom Dream Home To Be Built. With A 6-8 Month Build Time, We C...

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.

Browse Chesapeake Neighborhoods


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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