Sign In

Home > Communities > Chesapeake

Homes For Sale in Chesapeake, VA

homes for sale in chesapeake VAIf you’re looking at homes for sale in Chesapeake, VA then you’re in for a treat. As an independent city in Norfolk County, Chesapeake came into existence in 1963. That being said, the area has a rich history that dates back to the mid 1600s.

The town is the second largest in Virginia in terms of land mass, which makes it home to a number of activities and attractions to draw you into its charms. Once you have the chance to browse through the town, you will see why so many people love to live here and call it home.

Read more to learn about events and attractions in Chesapeake, or browse the real estate listings below.

View Current Chesapeake Listings

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
Map
Sort listings by:Price, Highest First

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

Residential, Detached
  • 5 Beds
  • 6 Baths
  • 7,146 SQFT
  • 297 DOM
View details More Photos Save

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...

324 Scone Castle Loop, Chesapeake, VA - $1,799,999

Residential, Detached
  • 5 Beds
  • 7 Baths
  • 7,102 SQFT
  • 88 DOM
View details More Photos Save

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...

Chesapeake Homes for Sale in the neighborhood of Western Branch in the Zipcode of 23321 Under Contract

3812 Bruce Rd, Chesapeake, VA - $1,799,900

Residential, Detached
  • 7 Beds
  • 7 Baths
  • 9,713 SQFT
  • 312 DOM
View details More Photos Save

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...

1069 Shillelagh Rd, Chesapeake, VA - $1,750,000

Residential, Detached
  • 4 Beds
  • 3 Baths
  • 2,551 SQFT
  • 21 DOM
View details More Photos Save

Must Have Appointment To Enter Property. Value Is In The Land. However There Is A Structure Which Needs Work To Bring It To Habitable Condition. Pond On Property. Two Properties Sold As One Side By Side With A Total Of 26 Acres. This Property Doe...

342 Scone Castle Loop, Chesapeake, VA - $1,600,000

Residential, Detached
  • 6 Beds
  • 7 Baths
  • 8,000 SQFT
  • 33 DOM
View details More Photos Save

This Exquisite One Of A Kind Brick & Stone Beauty Is In The Much Sought After Edinburgh Neighborhood. There Are 6 Bedrooms All With Ensuite Bathrooms (2 Of Which Are Primary Bedrooms; 1 Downstairs & 1 Upstairs), A 1/2 Bathroom , 3 Car Garage, Spar...

Homes for Sale in Chesapeake, VA Under Contract

2869 Martins Point Way, Chesapeake, VA - $1,353,370

Residential, Detached
  • 4 Beds
  • 4 Baths
  • 3,110 SQFT
  • 2 DOM
View details More Photos Save

Residential Real Estate for Sale located in the neighborhood of Edinburgh, in the city of Chesapeake, VA Under Contract

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

Residential, Detached
  • 4 Beds
  • 4 Baths
  • 6,000 SQFT
  • 156 DOM
View details More Photos Save

**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...

MLS #10286819 for Sale at 2881 Martins Point Way, in the city of Chesapeake, 23321 Under Contract

2881 Martins Point Way, Chesapeake, VA - $1,236,494

Residential, Detached
  • 4 Beds
  • 5 Baths
  • 4,101 SQFT
  • 25 DOM
View details More Photos Save

2220 Pocaty Rd, Chesapeake, VA - $1,200,000

Residential, Detached
  • 4 Beds
  • 4 Baths
  • 6,144 SQFT
  • 111 DOM
View details More Photos Save

Beautiful Views With Serene Setting On 26 Ac Nature Conservancy. Picturesque Custom Built 6,144-square-foot Residence With Open Concept Interior. Sun-drenched Spaces, Such As Adjoining Great Room, Dining Room, And Kitchen Establish The Home's Grey...

2876 Martin's Point Way, in the city of Chesapeake Real Estate in VA by Martins Point, Under Contract

2876 Martin's Point Way, Chesapeake, VA - $956,200

Residential, Detached
  • 3 Beds
  • 4 Baths
  • 3,964 SQFT
  • 2 DOM
View details More Photos Save

Sold - Build To Suit Package.

308 Hickory Rd E, Chesapeake, VA - $950,000

Residential, Detached
  • 5 Beds
  • 3 Baths
  • 3,727 SQFT
  • 41 DOM
View details More Photos Save

Large House Situated On 4 Acres, U-shaped Driveway, In-ground Pool, Tiki Hut For The Pool, Detached Garage With Kitchenette, Full Bath And Large Finished Room Upstairs, Carport, And Detached Garage With A Full Upstairs/downstairs Currently Being U...

441 Centerville Tpke S, Chesapeake, VA - $900,000

Residential, Detached
  • 4 Beds
  • 3 Baths
  • 2,611 SQFT
  • 112 DOM
View details More Photos Save

A 3-acre Lot, The Value Is In The Land. Great Potential For Re-zoning For Commercial, Multi-family, Or A Small Development. Located By The Main Intersection. The Lot To The Left Is Commercial And City Water And Sewage On Both Adjoining Lots. H...

Be the first to know about new Chesapeake, VA real estate listings. Register for a free account to get instant email alerts on new homes!

Chesapeake Homes For Sale

Chesapeake homes for sale reflect the blend of historical styles in the area and include waterfront homes, traditional estates, and modern cottages. It’s not uncommon to see two-story homes with tall gabled roofs and sprawling front porches.

Recently ranked the 21st city to live in by Bloomberg Businessweek, this city is home to a population of warm, friendly, and diverse residents.

Living in Chesapeake Homes

There’s a wealth of events and attractions near Chesapeake homes. In addition to the many shopping, cultural and sightseeing opportunities in the city, you'll find that the area is also a great place for outdoor activities such as bird watching, golf, fishing, biking, hiking, kayaking and more!

One of our local favorites is a regular haunt on a hot summer day. Head over to Bergey's Breadbasket and enjoy some of the best ice cream around town. Regardless of how many times you go here, you will always find something new and exciting to tantalize your tastebuds and leave you wanting more.

Bergey's Breadbasket also features a farm with fresh produce and flowers, along with a sensational bakery - bring home fresh baked bread or a homemade pie for the whole family to enjoy.

Browse Chesapeake Neighborhoods

Start your home search today. Contact the PerfectHouse Team to start looking at Chesapeake real estate.

^ Back to top of Homes For Sale in Chesapeake, VA

Chesapeake

What's My Home Worth?

Overview

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: 1,303
Average Price: $367,785
Highest Price: $1,895,000
Lowest Price: $60,000