Chesapeake VA Real Estate

Once viewed as a suburb of Norfolk, Chesapeake VA is now, the third largest city in Virginia, with a varied, growing economy. Still, the city retains its small town charm by successfully merging its historical roots with modern influences.

View listings for Chesapeake VA real estate, or read more about various Chesapeake neighborhoods. Click here to view Chesapeake Multi-Family Listings.

Chesapeake Homes for Sale

All ListingsUnder $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 - $900,000Over $1,000,000
1,710 Properties Found. Showing Page 1 of 21

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Positively Awe-inspiring Custom...

$2,499,900
Chesapeake, VA
6 br, 10 ba, 9,953 ft² Residential
Price:
$2,499,900
City:
Chesapeake
Beds:
6
Baths:
10
Type:
Residential
MLS® #:
1200513

Positively Awe-inspiring Custom Home On Third Tee, Impressive Detailing And Presence Throughout, Cook's...

Photo of Listing #1200513

Perfection Personified In...

$1,850,000
Chesapeake, VA
7 br, 8 ba, 8,563 ft² Residential
Price:
$1,850,000
City:
Chesapeake
Beds:
7
Baths:
8
Type:
Residential
MLS® #:
1202476

Perfection Personified In This Rl Blount Home, Winner Of 17 Awards Craftsmanship & Details Define Builder...

Photo of Listing #1202476

Agent Is Nc Lic. #265516 This...

$1,400,000
Chesapeake, VA
7 br, 5 ba, 7,879 ft² Residential
Price:
$1,400,000
City:
Chesapeake
Beds:
7
Baths:
5
Type:
Residential
MLS® #:
1133769

Agent Is Nc Lic. #265516 This Is Truely A Remarkable Home. Sitting On Just A Little Over 3 Acres With...

Photo of Listing #1133769

Magnificent, Award Winning...

$1,099,900
Chesapeake, VA
5 br, 7 ba, 5,700 ft² Residential
Price:
$1,099,900
City:
Chesapeake
Beds:
5
Baths:
7
Type:
Residential
MLS® #:
1143506

Magnificent, Award Winning Homearama Design. Luxurious Master Suite With Fp, Lighted Trey Ceilings, Huge...

Photo of Listing #1143506

Perfection Starts Here. Award...

$1,090,000
Chesapeake, VA
6 br, 8 ba, 6,920 ft² Residential
Price:
$1,090,000
City:
Chesapeake
Beds:
6
Baths:
8
Type:
Residential
MLS® #:
1203330

Perfection Starts Here. Award Winning Former Homearama Smart House With Every Upgrade Imaginable Including...

Photo of Listing #1203330

Homarama Award Winning Plan...

$875,000
Chesapeake, VA
5 br, 4 ba, 4,000 ft² Residential
Price:
$875,000
City:
Chesapeake
Beds:
5
Baths:
4
Type:
Residential
MLS® #:
0804637

Homarama Award Winning Plan "the Serendipity" By Charles Schmitt Open & Airy Fp, Stone Fp In Gr.13' Beamed...

Photo of Listing #0804637

Immaculate Country Home Near...

$874,900
Chesapeake, VA
4 br, 4 ba, 3,527 ft² Residential
Price:
$874,900
City:
Chesapeake
Beds:
4
Baths:
4
Type:
Residential
MLS® #:
1201589

Immaculate Country Home Near Edinburgh Shopping Area. Property Is Professionally Landscaped With Lagoon...

Photo of Listing #1201589

Offering The Best Of County...

$830,000
Chesapeake, VA
5 br, 5 ba, 5,538 ft² Residential
Price:
$830,000
City:
Chesapeake
Beds:
5
Baths:
5
Type:
Residential
MLS® #:
1139590

Offering The Best Of County & City Living. Easy Access To Sought After Shopping, Schools & Area Beaches....

Photo of Listing #1139590

This Home Is For Someone That...

$799,900
Chesapeake, VA
6 br, 6 ba, 5,126 ft² Residential
Price:
$799,900
City:
Chesapeake
Beds:
6
Baths:
6
Type:
Residential
MLS® #:
1131226

This Home Is For Someone That Wants & Needs Everything-all Brick Ranch-swimming Pool, Pond, 3+ Acres,...

Photo of Listing #1131226

All Brick 3 Story Replica...

$799,000
Chesapeake, VA
5 br, 4 ba, 4,849 ft² Residential
Price:
$799,000
City:
Chesapeake
Beds:
5
Baths:
4
Type:
Residential
MLS® #:
1141072

All Brick 3 Story Replica Of George Reed Ii Home On The Deleware!! 10 Foot Ceilings, 9 Piece Crown Molding....

Photo of Listing #1141072

1 Full Master Suites W/spa...

$752,000
Chesapeake, VA
5 br, 4 ba, 4,380 ft² Residential
Price:
$752,000
City:
Chesapeake
Beds:
5
Baths:
4
Type:
Residential
MLS® #:
1038129

1 Full Master Suites W/spa Baths & Big Closets 1 Up & 1 Down Open Floor Plan, Soaring Ceilings, Furnitureinspired...

Photo of Listing #1038129

Spacious Home, 2 Master Bedrooms,...

$729,000
Chesapeake, VA
5 br, 5 ba, 4,608 ft² Residential
Price:
$729,000
City:
Chesapeake
Beds:
5
Baths:
5
Type:
Residential
MLS® #:
1143670

Spacious Home, 2 Master Bedrooms, Handicap Usable Master Down. Convenient Location. Incredible View.

Photo of Listing #1143670

View listings for any the following Chesapeake neighborhoods, or continue reading about Chesapeake below.

Chesapeake Homes

Chesapeake real estate reflects a combination of gorgeous historical homes, renovation properties and modern new builds. There are charming starters for under $200,000 or estates for over $3 million. Oversized, lots with plenty of large shade trees are common features for Chesapeake homes in the more established subdivisions. Low level townhouses and condos are also widely available.

Chesapeake Neighborhoods

Deep Creek:

Deep Creek is a suburban community in Chesapeake located on Hwy. 17 (Ocean Highway). This former stage-coach stop still retains much of its rural feel with a mix of large treed homesites and smaller lots with modern homes...[learn more about Deep Creek and view listings]

Great Bridge:

Great Bridge is one of several communities located in the City of Chesapeake, Virginia. Its name is derived from the battle of Great Bridge fought during the American Revolutionary War. The city hall as well as other major municipal buildings for Chesapeake lie within Great Bridge...[learn more about Great Bridge and view listings]

Greenbrier:

The Greenbrier area of Chesapeake is conveniently situated adjacent to I-64. Central to all of Southside Hampton Roads, and located minutes from Norfolk, Portsmouth, Virginia Beach and Suffolk - Greenbrier is an ideal location...[learn more about Greenbrier and view listings]

Hickory:

Located in the southern area of Chesapeake just minutes from the North Carolina border, the community of Hickory is famous for its open country. While there are many housing opportunities available, Hickory is known for its 3-10 acre farmettes which are especially inviting to the horse lovers among us...[learn more about Hickory and view listings]

Indian River:

The Indian River area of Chesapeake owes its name to the "Indian River" a tributary that leads to the Eastern Branch of the Elizabeth River...[learn more about Indian river and view listings]

South Norfolk:

This historic1900's neighborhood has a variety of renos, older homes and some new construction...[learn more about South Norfolk and view listings]

Western Branch:

Located next to the Western Branch of the Elizabeth River, this neighborhood is found in the north end of Chesapeake. Western Branch is a residential area providing an easy commute to Norfolk, Virginia, Portsmouth and Suffolk...[learn more about Western Branch and view listings]

Chesapeake Amenities & Recreation

Chesapeake has a combination commercial, residential, farm, forests and wetland, with the Great Dismal Swamp to the south. The Intracoastal Waterway and Elizabeth River also pass through Chesapeake. The city's central location has proximity to Virginia Beach, Norfolk and the Outer Banks of North Carolina, as well as local shopping and dining venues.

Residents and visitors celebrate the beauty of this area by hitting the bike trails, kayaking, hiking or bird watching. Golfers have 3 local course to choose from that include: Battlefield Golf Club, Cahoon Plantation, Chesapeake Golf Club.

Choose from other Hampton Roads Communities

To learn more about real estate in the city of Chesapeake, please don't hesitate to email, or call Toll Free: 866-576-5356, Local: 757-410-8500 ext.139.

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