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One of the fastest growing cities in Hampton Roads for the past ten years, Chesapeake serves as a family-friendly refuge from the bustle of its surrounding cities.

Homes For Sale in the City of Chesapeake

Sort listings by:Price, Highest First

340 Scone Castle Loop, Chesapeake, VA - $1,975,000

Residential, Detached
  • 5 Beds
  • 6 Baths
  • 7,146 SQFT
  • 158 DOM
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Once In A Rare Opportunity Will A Truly Magnificent Home Of This Magnitude Be Available. Hand-picked Custom Builder Built Without Compromise, The Home Reflects Only The Very Best And Unbelievable Custom Features, From The Mahogany Wood Floors & St...

3812 Bruce Rd, Chesapeake, VA - $1,950,000

Residential, Detached
  • 7 Beds
  • 7 Baths
  • 9,713 SQFT
  • 250 DOM
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Fabulous 3 Acre Estate With 600' Of Prime Waterfront, 1500sf Boathouse Condo, Dock, Boat Lifts And 2000sf In-law Suite. Impressive Gated Entrance To The Property With And A Long And Lovely Driveway Of Pavers, Bridge, Pond And A Porte Cochere. Exte...

324 Scone Castle Loop, Chesapeake, VA - $1,895,000

Residential, Detached
  • 5 Beds
  • 7 Baths
  • 7,102 SQFT
  • 307 DOM
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Welcome To One Of Hampton Roads Most Artistic Homes. One Of A Kind Estate Built W/every Aspect Of Quality & Eclectic Mediterranean Decor. Situated On A Private Lake In The Heart Of Hickory, This World Class Home Offers 5 Bdrms, 4 Full & 2 Half Bat...

909 Unicorn Trl, Chesapeake, VA - $1,500,000

Residential, Detached
  • 5 Beds
  • 4 Baths
  • 4,035 SQFT
  • 241 DOM
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Once In A Lifetime Opportunity To Own A Magnificent Cedar Log Home Resting On Over 23 Sprawling Acres Of Prime Real Estate In The Heart Of Great Bridge, Chesapeake. Total Seclusion And Privacy With Front Iron Security Gate, Video Security System,...

306 Cawdor Xing, Chesapeake, VA - $1,499,000

Residential, Detached
  • 4 Beds
  • 4 Baths
  • 5,338 SQFT
  • 33 DOM
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This Gorgeous Cream Colored Brick Home Is Earth Craft Certified In Edinburgh Meadows Very Close To Shopping, Bypass, Restaurants, Hardware, And Much More! It Is Very Open & Bright. In-ground Pool With Lovely Pool House W/gas Fp, Wet Bar And Large ...

1513 Bankbury Way, Chesapeake, VA - $1,350,000

Residential, Detached
  • 4 Beds
  • 4 Baths
  • 6,000 SQFT
  • 130 DOM
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**3rd Seller Who Must Be Added To Purchase Offer Is Li Hsueh Lu**. This Dream Home Was The 2007 Home-a-rama Home Called "the Dynasty" & Was Built With All Of The Builder Upgrades Imaginable. White Alba Brick, 13 Incredible Chandeliers, High & Dram...



What's My Home Worth?


Come home to Chesapeake and experience the big city feel in a small town setting. It’s all here: historically distinct communities, scenic farmlands, expansive woodlands, and pristine wetlands. Chesapeake is a part of “Coastal Virginia,” and is considered one of the top six recreational areas in the country. It’s also consistently ranked as one of the five safest cities of its size in the country.

Real Estate Statistics

Total Listings: 818
Average Price: $368,663
Highest Price: $1,975,000
Lowest Price: $55,000

More information about the City of Chesapeake

Recently named by Money Magazine as "One of the Best Cities in America" to raise a family, Chesapeake remains close enough so that its residents enjoy just a short drive to the culture and entertainment found in the area. Neighborhoods throughout Chesapeake have developed a strong sense of community by sponsoring their own events, festivals, and volunteer activities. .As it borders Norfolk, Portsmouth, and North Carolina, the City of Chesapeake is diverse with endless potential for outdoor activities as well as superb shopping and dining. 

Residents of Chesapeake enjoy the following benefits:

  • Waterfront property on the Atlantic Intracoastal Waterway
  • Several parks and recreational opportunities (Great Dismal Swamp Wildlife Refuge, Chesapeake City Park, Chesapeake Arboretum, Northwest River Park, Fun Forest, Oak Grove Lake Park, and many more!)
  • Chesapeake Planetarium
  • Locally-owned restaurants, including Rose Bay Seafood, Amber Lantern, and Passion
  • New Theatre of Chesapeake
  • Annual festivals and events (Chesapeake Jubilee, Chesapeake Wine Festival, American Indian Festival, Symphony Under the Stars)
  • A short drive to the dining, shopping, and cultural opportunities of Norfolk, Portsmouth, and Virginia Beach