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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
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324 Scone Castle Loop, Chesapeake, VA - $2,199,000

Residential, Detached
  • 5 Beds
  • 7 Baths
  • 7,102 SQFT
  • 74 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...

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

Residential, Detached
  • 5 Beds
  • 6 Baths
  • 7,146 SQFT
  • 104 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
  • 17 DOM
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Fabulous 3 Acre Estate With 600' Of Prime Waterfront, 1500sf Boathouse Condo, Dock, 4 Boat/jetski Lifts, Boat Launch And 2000sf In-law Suite. Impressive Gated Entrance To The Property With And A Long And Lovely Driveway Of Pavers, Bridge, Pond And...

MLS Number 10290183 in the city of Chesapeake Homes for Sale by Whispering Pines S., the zipcode of 23322

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

Residential, Detached
  • 5 Beds
  • 4 Baths
  • 4,035 SQFT
  • 8 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,...

429 Head Of River Rd, Chesapeake, VA - $1,500,000

Residential, Detached
  • 4 Beds
  • 3 Baths
  • 3,202 SQFT
  • 20 DOM
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Welcome To The River Ranch Farm. This Home Is Being Sold As-is, This Home Is Move In Ready, It's Gorgeous! It Is The Wide Open Feel Like Wyoming, And The Welcoming Pastures Like Kentucky. You Are Greeted By The Large Foyer And Soaring Vaulted Ceil...

1337 Simon Dr, Chesapeake, VA - $1,499,900

Residential, Detached
  • 6 Beds
  • 8 Baths
  • 6,422 SQFT
  • 23 DOM
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Grand Plantation Style Home With All The Amenities! Lake Front Custom Built Home W/a Man Made Beach In Sought After Neighborhood Of Emerald Forest! 6 Bdrms, 6 Full Bths, 2 Half Bths, 3 Car Attached/1 Car Detached. Entertainer’s Dream Home: Kitchen...

1512 Bankbury Way, Chesapeake, VA - $1,429,000

Residential, Detached
  • 5 Beds
  • 8 Baths
  • 6,200 SQFT
  • 107 DOM
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Entirely Custom Home In Prestigious Edinburgh Meadows By A Homearama Award Winning Builder. Exquisite Attention To Detail With Every Glance Of The Eye. Home Sits On A Private Corner Lot With A Custom Pool, Lush Greens And Italian Inspired Guest Ho...

1513 Bankbury Way, Chesapeake, VA - $1,400,000

Residential, Detached
  • 4 Beds
  • 4 Baths
  • 6,000 SQFT
  • 153 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". Built With All Of The Builder Upgrades Imaginable. White Alba Brick, 13 Incredible Chandeliers, High & Dramatic...

3900 Oak Dr E, Chesapeake, VA - $1,299,000

Residential, Detached
  • 6 Beds
  • 8 Baths
  • 6,078 SQFT
  • 226 DOM
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Awe Inspiring Estate With Private Entry And Backyard Peninsula! All Brick Georgian With 3 Levels Of Space With Breathtaking Views Of Sterns Creek! Cook's Kitchen With Dual Ovens & Dishwashers. Sub Zero Fridge And Oversized Center Island. Game ...

2872 Martins Point Way, in the city of Chesapeake Real Estate in VA by Martins Point, Under Contract

2872 Martins Point Way, Chesapeake, VA - $1,243,812

Residential, Detached
  • 5 Beds
  • 7 Baths
  • 5,289 SQFT
  • 5 DOM
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10286819, Residential, 2881 Martins Point Way, Chesapeake, VA, Martins Point, , 23321 Under Contract

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

Residential, Detached
  • 4 Beds
  • 5 Baths
  • 4,101 SQFT
  • 25 DOM
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441 Centerville Tpke S, Chesapeake, VA - $1,000,000

Residential, Detached
  • 4 Beds
  • 3 Baths
  • 2,611 SQFT
  • 170 DOM
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Lots Of Potential! 3 Acres Zoned For Horses In The Heart Of Hickory. The Value Is In The Land! Great Opportunity For Possible Re-zoning For Commercial Use. The Home Is Not In Livable Condition.

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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.

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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: 1,723
Average Price: $346,804
Highest Price: $2,199,000
Lowest Price: $25,990