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

324 Scone Castle Loop, Chesapeake, VA - $2,395,000

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

Live The Good Life In This Palatial Country French Style Home With Limestone Exterior, Marble Flooring, 30-foot Ceilings, And Customized Features At Every Turn. Imagine Gold-leaf Floor-to-ceiling Columns, Or A Double Door Entrance To A World-clas...

3812 Bruce Rd, Chesapeake, VA - $2,350,000

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

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...

517 Thistley Ln, Chesapeake, VA - $1,250,000

Residential, Detached
  • 6 Beds
  • 7 Baths
  • 7,600 SQFT
  • 581 DOM
View details More Photos Save

This Executive Home Offers Space For Your Family And Friends, As Well As An Elegant Retreat From The Hectic Pace Of A Busy Life. This Home Offers Over 7,000 Square Feet And A Full Mother In Law Suite, Or Guest Apartment; Complete With Additional K...

404 Mill Stone Rd, Chesapeake, VA - $1,200,000

Residential, Detached
  • 4 Beds
  • 6 Baths
  • 11.5k SQFT
  • 138 DOM
View details More Photos Save

Spectacular Custom Built Home On 3 Acres In Hickory School District. Huge Wide-open Floor Plan With Updated Kitchen And Baths. Modern Gallery Entrance With Two Story Curved Staircase. Multiple Options For Room Usage With Third Floor Media Room, Fi...

401 Meadowlark Ln, Chesapeake, VA - $1,102,937

Residential, Detached
  • 4 Beds
  • 4 Baths
  • 3,662 SQFT
  • 13 DOM
View details More Photos Save

This Is A Custom Home Being Built For A Specific Client's Needs. And Your New Home In '19 Could Be Next! Only 5 Lots Remain At Beaver Dam Estates. Choose One Of Our Plans Or Bring Us One Of Your! This Home Comes Complete With: All Brick, Single Le...

2525 Number Ten Ln, Chesapeake, VA - $990,902

Residential, Detached
  • 7 Beds
  • 6 Baths
  • 5,000 SQFT
  • 61 DOM
View details More Photos Save

Presold Multi Generation Living Featuring Separate Living, Cooking, And Sleeping Quarters.. Even Garages! 3 Acre Homesite Affords The Opportunity For Everyone To Live Under The Same Roof But Operate Independent Of Each Other For Daily Activities. ...

1310 Prestwick Ct, Chesapeake, VA - $985,000

Residential, Detached
  • 5 Beds
  • 7 Baths
  • 6,173 SQFT
  • 228 DOM
View details More Photos Save

One Of A Kind Home Built By Don Borte. 5 Bedrooms, 5 Full Baths, 2 Half Baths, Lutron Lighting System. Home Audio System With Sono's In All Rooms. Whole House Generator. Security System With Cameras. Updated Led Lighting. Over 6,000 Sq Ft, Open Fl...

1331 Simon Dr, Chesapeake, VA - $975,000

Residential, Detached
  • 7 Beds
  • 7 Baths
  • 7,270 SQFT
  • 41 DOM
View details More Photos Save

Location, Location, Peace Of Mind And Central Location!!! This Stunning Home Comes With All The Bells And Whistles For Luxury Living At Its Finest That You Can't Find Anywhere Else, And You Can't Build A Home Of This Size, Quality And Location On...

521 Woodards Ford Rd, Chesapeake, VA - $975,000

Residential, Detached
  • 6 Beds
  • 5 Baths
  • 7,261 SQFT
  • 113 DOM
View details More Photos Save

One Of A Kind 7300sf Home. Sitting On 3 Private Acres With Sought After Hickory Schools. Priced Below Tax Assessment. Main House Has 6 Bedrooms, 3 Full & 2 Half Baths. 4 Car Detached Garage Has 2 Apartments With Their Own Entrance. The Kitchen & D...

313 Cawdor Xing, Chesapeake, VA - $950,000

Residential, Detached
  • 5 Beds
  • 5 Baths
  • 5,000 SQFT
  • 91 DOM
View details More Photos Save

One Of The Last Opportunities To Build In This Popular Community!! Construction Proposed Or We Can Build Your Custom Dream Design To Be Built By Homearama Builder East Coast Development. Open Design, Attention To Details, Media Room, First Floor B...

Lot 6 Number Ten Ln, Chesapeake, VA - $929,358

Residential, Detached
  • 6 Beds
  • 6 Baths
  • 4,185 SQFT
  • 56 DOM
View details More Photos Save

To Be Built Truly Custom Home. Presold To Include: Main Living Level Owners Suite Plus 3 Additional Bedrooms. Second Level Offers 2 Suites Plus Media Room. Kitchen Showcases Huge Center Island Plus Generous Eat In Area. Two Story Family Room Leads...

2830 Battlefield Blvd S, Chesapeake, VA - $929,000

Residential, Detached
  • 5 Beds
  • 5 Baths
  • 4,729 SQFT
  • 568 DOM
View details More Photos Save

Listed 25k Below Recent Appraisal! Looking For A Private Estate In The Country, But Proximate To City Living? This Is It. Call Agent To See This One-of-a-kind Property. New Carpet And Paint! Custom Built Brick Home 5br 5ba 4967 Sq Ft On 25.71 Acr...

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: 1,650
Average Price: $333,331
Highest Price: $2,395,000
Lowest Price: $23,500