Chesapeake, VA homes for sale & real estate

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FOR SALE BY OWNER

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Move-in ready 4-bedroom, 3-bath home with 2,122 sq. ft. on approximately 0.38 acres in Chesapeake & rsquo; s Greenbrier area. Freshly updated in 2026 with brand-new vinyl flooring and interior paint, plus a new Trane downstairs HVAC system and new hot water heater. Additional features include a gas fireplace, walk-in attic, skylights, and attached 2-car garage. Enjoy the spacious fully fenced backyard and screened-in porch, perfect for relaxing or entertaining. The backyard also features a brand-new 12& apos; x 20& apos; metal building set up as a private golf simulator & mdash; also ideal for a home gym, workshop, or bonus space. Freshly updated, move-in ready, and packed w

$535,000

4 beds3 baths2,122 sq ft

1939 Mill Pond Dr, Chesapeake, VA 23320

Vinyl flooring • Hot water heater • Gas fireplace

FOR SALE BY OWNER

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Beautiful 4-Bedroom Home in Chesapeake & acirc; & euro; & ldquo; Large Lot with Detached Two-Story Garage/Shop Located on a quiet dead-end street in Chesapeake with great neighbors and highly regarded schools, this home offers plenty of space, privacy, and has plenty of room for potential. Property Highlights: 4 bedrooms, including 2 very spacious bedrooms 2 full bathrooms Very large lot with beautiful trees Detached two-story garage/shop with tons of potential! Garage/shop is large enough to potentially convert into an in-law suite, rental space, home gym, office, or additional living space New flooring Fresh paint New ceiling fans and fixtures Newer siding and windows

$389,000

4 beds2 baths1,384 sq ft

3605 Mostiler Pl, Chesapeake, VA 23323

Large lot • Convenient location • Built 2016

FOR SALE BY OWNER

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
This home has been well cared for inside and out. Enjoy modern touches throughout. Friendly neighbors, low traffic, close to schools, parks, shopping, dining, and major highways. Spacious and functional floor plan. Beautiful kitchen with plenty of storage. Comfortable bedroom and ample closets. Private backyard perfect for entertaining or relaxing. Recently installed inground pool and patio with outdoor grill.

$11,100,000

5 beds5 baths4,602 sq ft

1824 Lancing Crest Ln, Chesapeake, VA 23323

Private backyard • Inground pool • Outdoor grill

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 4,767 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Ultimate Comfort: Enjoy radiant heated floors Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Wh

$1,075,000

6 beds4.5 baths4,767 sq ft

1301 Simon Dr, Chesapeake, VA 23320

0.41 acre lot • 3 garage spots • Pool

READY TO BUILD3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
This nearly 2,500-square-foot home is the perfect choice for any family in search of a new place to call theirs. The Poppy is a spacious open-concept home with a total of five bedrooms. When you step off the covered front porch, you will step into a long foyer leading to the vast great room, dining room, and kitchen. Want to step up your cooking game or host a home warming party at the top of your to-do list? Upgrade to the gourmet kitchen or alternate kitchen layout which comes with various island options and stacked double ovens. Buyers can also find options for an extended back-covered porch or a fireplace in the great room. Each of these options helps you personalize the home to fit you

$534,900

5 beds3 baths2,427 sq ft

The Poppy Plan, Chesapeake, VA 23321

Double vanity • Walk-in closet • Gourmet kitchen

Listing provided by Zillow

Property at 829 Kemp Meadow Dr, Chesapeake, VA 23320, 4 beds, 3 baths

$518,000

4 beds3 baths2,000 sq ft

829 Kemp Meadow Dr, Chesapeake, VA 23320

Property at The Azalea Plan, Chesapeake, VA 23321, 5 beds, 3.5 baths

$589,900

5 beds3.5 baths3,016 sq ft

The Azalea Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at 401 White Egret Cv, Chesapeake, VA 23322, 4 beds, 3.5 baths

$729,000

4 beds3.5 baths3,596 sq ft

401 White Egret Cv, Chesapeake, VA 23322

Property at 536 Thistley Ln, Chesapeake, VA 23322, 6 beds, 4.5 baths

$1,100,000

6 beds4.5 baths4,564 sq ft

536 Thistley Ln, Chesapeake, VA 23322

Property at The Marigold Plan, Chesapeake, VA 23321, 3 beds, 3 baths

$579,900

3 beds3 baths2,703 sq ft

The Marigold Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at The Marigold Multigen Plan, Chesapeake, VA 23321, 4 beds, 4 baths

$658,930

4 beds4 baths3,237 sq ft

The Marigold Multigen Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at 2217 Georgetown Blvd, Chesapeake, VA 23325, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths2,576 sq ft

2217 Georgetown Blvd, Chesapeake, VA 23325

Property at The Persimmon Plan, Chesapeake, VA 23321, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths2,619 sq ft

The Persimmon Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at 517 Woodards Ford Rd, Chesapeake, VA 23322, 5 beds, 4 baths

$1,695,000

5 beds4 baths6,073 sq ft

517 Woodards Ford Rd, Chesapeake, VA 23322

Property at 2624 Ballahack Rd, Chesapeake, VA 23322, 5 beds, 3.5 baths

$1,089,000

5 beds3.5 baths3,370 sq ft

2624 Ballahack Rd, Chesapeake, VA 23322

Property at 229 Fresno Dr, Chesapeake, VA 23322, 5 beds, 3 baths

$529,900

5 beds3 baths2,500 sq ft

229 Fresno Dr, Chesapeake, VA 23322

Property at The Tulip Plan, Chesapeake, VA 23321, 5 beds, 4.5 baths

$599,900

5 beds4.5 baths3,116 sq ft

The Tulip Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at Boone Grove Plan, Chesapeake, VA 23321, 2 beds, 2.5 baths

$335,000

2 beds2.5 baths1,495 sq ft

Boone Grove Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at 732 Washington Dr, Chesapeake, VA 23322, 4 beds, 2 baths

$639,900

4 beds2 baths2,863 sq ft

732 Washington Dr, Chesapeake, VA 23322

Property at 224 Hickory Rd E, Chesapeake, VA 23322, 2 beds, 1.5 baths

$399,000

2 beds1.5 baths1,409 sq ft

224 Hickory Rd E, Chesapeake, VA 23322

Property at 915 Shelter Rock Ln, Chesapeake, VA 23322, 5 beds, 4 baths

$750,000

5 beds4 baths3,647 sq ft

915 Shelter Rock Ln, Chesapeake, VA 23322

Property at 404 Vespasian Cir, Chesapeake, VA 23322, 5 beds, 3 baths

$749,900

5 beds3 baths3,446 sq ft

404 Vespasian Cir, Chesapeake, VA 23322

Property at 1251 Veranda Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$545,900

3 beds2.5 baths2,578 sq ft

1251 Veranda Way, Chesapeake, VA 23320

Property at 401 Henley Ct Unit K, Chesapeake, VA 23320, 2 beds, 2.5 baths

$229,900

2 beds2.5 baths1,275 sq ft

401 Henley Ct Unit K, Chesapeake, VA 23320

Property at The Freesia Multigen Plan, Chesapeake, VA 23321, 5 beds, 4 baths

$633,090

5 beds4 baths3,362 sq ft

The Freesia Multigen Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at 1121 Kinderly Ln, Chesapeake, VA 23320, 3 beds, 2.5 baths

$479,972

3 beds2.5 baths1,780 sq ft

1121 Kinderly Ln, Chesapeake, VA 23320

Property at 1060 Butte Ln, Chesapeake, VA 23320, 4 beds, 3.5 baths

$479,900

4 beds3.5 baths1,900 sq ft

1060 Butte Ln, Chesapeake, VA 23320

Property at The Currant Plan, Chesapeake, VA 23321, 3 beds, 2.5 baths

$539,900

3 beds2.5 baths2,235 sq ft

The Currant Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at The Everest Plan, Chesapeake, VA 23321, 5 beds, 2.5 baths

$597,900

5 beds2.5 baths3,351 sq ft

The Everest Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at 2053 Iowa St, Chesapeake, VA 23323, 2 beds, 1 bath

$95,000

2 beds1 bath764 sq ft

2053 Iowa St, Chesapeake, VA 23323

Property at 915 Harbour North Dr, Chesapeake, VA 23320, 5 beds, 3 baths

$268,000

5 beds3 baths1,916 sq ft

915 Harbour North Dr, Chesapeake, VA 23320

Property at 1336 Kidbrooke St, Chesapeake, VA 23322, 4 beds, 3 baths

$759,500

4 beds3 baths2,464 sq ft

1336 Kidbrooke St, Chesapeake, VA 23322

Property at 1070 Mesa Loop, Chesapeake, VA 23320, 4 beds, 3.5 baths

$501,763

4 beds3.5 baths2,066 sq ft

1070 Mesa Loop, Chesapeake, VA 23320

Property at 1149 Beaver Dam Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$959,900

4 beds3.5 baths3,589 sq ft

1149 Beaver Dam Rd, Chesapeake, VA 23322

Property at 1233 Parkley Dr, Chesapeake, VA 23320, 3 beds, 2.5 baths

$369,500

3 beds2.5 baths1,774 sq ft

1233 Parkley Dr, Chesapeake, VA 23320

Property at 1633 Banff Ct, Chesapeake, VA 23320, 4 beds, 3.5 baths

$680,000

4 beds3.5 baths3,546 sq ft

1633 Banff Ct, Chesapeake, VA 23320

Property at Piney Grove Plan, Chesapeake, VA 23321, 2 beds, 2.5 baths

$320,000

2 beds2.5 baths1,465 sq ft

Piney Grove Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at The Freesia Plan, Chesapeake, VA 23321, 3 beds, 3 baths

$584,900

3 beds3 baths2,867 sq ft

The Freesia Plan, Chesapeake, VA 23321

Listing provided by Zillow

Property at 1112 Sir Gawaine Dr, Chesapeake, VA 23323, 4 beds, 2.5 baths

$430,000

4 beds2.5 baths2,200 sq ft

1112 Sir Gawaine Dr, Chesapeake, VA 23323

Property at 824 Heritage Pt, Chesapeake, VA 23322, 4 beds, 2.5 baths

$485,000

4 beds2.5 baths1,800 sq ft

824 Heritage Pt, Chesapeake, VA 23322

Property at 1072 Mesa Loop, Chesapeake, VA 23320, 4 beds, 3.5 baths

$505,223

4 beds3.5 baths2,011 sq ft

1072 Mesa Loop, Chesapeake, VA 23320

Viewing page 19 of 21

Average home prices near Chesapeake, VA

Cities

Counties

Isle of Wight County homes for sale
$517,450
York County homes for sale
$539,740
Norfolk homes for sale
$339,900

Chesapeake, VA real estate trends

All Home Types trends in Chesapeake, VA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$435,443

+3.1% YoY | Aug 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2026

Growth

% YoY

Chesapeake, VA

$435,443

+3.1%

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10 Redfin agents serving Chesapeake

300

Deals*

4.8

Satisfaction

1465

Homes closed*

* Data from the last year

Popular Markets in Virginia

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