Chesapeake, VA homes for sale & real estate

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1636 Whistling Rd, Chesapeake, VA 23323
1636 Whistling Rd, Chesapeake, VA 23323
1636 Whistling Rd, Chesapeake, VA 23323
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
This Craftsman style townhome offers 1,978 square feet of elegant modern living. Luxury plank flooring, open concept living area, and primary bedroom suite on the main level. Sellers have added so many upgrades: a finished 2-car garage, extra-large patio area outside with fence. The kitchen features quartz counters, stainless steel appliances, gas range, and reverse osmosis water system. “Smart” washer and dryer convey. Enjoy the walking trails through the neighborhood. Grassfield High School zone, and convenient to shopping and interstates. See it today!

$459,900

3 beds2.5 baths1,978 sq ft

1636 Whistling Rd, Chesapeake, VA 23323

$147 HOA • 2 garage spots • Car-dependent

NEW 3 HRS AGO

1817 Dock Harbour Drive Dr, Chesapeake, VA 23321
1817 Dock Harbour Drive Dr, Chesapeake, VA 23321
1817 Dock Harbour Drive Dr, Chesapeake, VA 23321
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to this stunning 4-bdrm, 3-bath residence sure to steal your heart! Impeccably maintained, it boasts high-quality laminate flooring throughout and hypoallergenic carpet in the FROG. Open floor plan offers an inviting eat-in kitchen complete with breakfast bar and extra seating. Enjoy stylish upgrades like a striking kitchen backsplash, sleek granite countertops, and stainless steel appliances. A first-floor bedroom with an adjoining full bath provides great space for guests. Upstairs, the primary suite is truly a private retreat, featuring a generous bedroom, versatile sitting area great for relaxing or setting up a nursery, and expansive his-and-hers walk-in closets with abundant s

$600,000

4 beds3 baths2,854 sq ft

1817 Dock Harbour Drive Dr, Chesapeake, VA 23321

0.37 acre lot • $27 HOA • 2 garage spots

NEW 5 HRS AGO

3006 Menands Dr, Chesapeake, VA 23325
3006 Menands Dr, Chesapeake, VA 23325
3006 Menands Dr, Chesapeake, VA 23325
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
New new new! Everything in the home has been remodeled brand new. This is a must come and see. Bring us an offer on your new home.

$305,000

3 beds1.5 baths950 sq ft

3006 Menands Dr, Chesapeake, VA 23325

6,098 sq ft lot • Car-dependent

NEW 5 HRS AGO3D WALKTHROUGH

4639 Longleaf Pl, Chesapeake, VA 23321
4639 Longleaf Pl, Chesapeake, VA 23321
4639 Longleaf Pl, Chesapeake, VA 23321
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to the Retreat at Western Branch! This beautifully maintained corner-lot home offers an open layout with rich flooring, vaulted ceilings, and a bright family room featuring a gas fireplace. The chefs kitchen boasts granite countertops, upgraded appliances, a breakfast bar, and a pantry ideal for cooking and entertaining. The first-floor primary suite includes a walk-in closet, large shower, and convenient laundry room. A flexible first-floor room is currently used as a dining area. Upstairs, enjoy a spacious loft, two additional bedrooms, a full bath with soaking tub, and a walk-in attic for extra storage. Dual-zone HVAC ensures comfort year-round, and the attached two-car garage ad

$455,000

3 beds2.5 baths2,555 sq ft

4639 Longleaf Pl, Chesapeake, VA 23321

2,008 sq ft lot • $355 HOA • 2 garage spots

NEW 5 HRS AGO

532 Mount Pleasant Rd, Chesapeake, VA 23322
532 Mount Pleasant Rd, Chesapeake, VA 23322
532 Mount Pleasant Rd, Chesapeake, VA 23322
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
This beautifully maintained bungalow features a welcoming front porch, cozy living area, and updated kitchen with granite countertops. This is the perfect place to call home with 6 bedrooms, 3 full bathrooms and a versatile bonus room for either a play room, office or gym. The fenced in backyard is a great spot to relax, garden or entertain. Located in a the heart of Chesapeake with easy access to local shops, schools, and highways. Don't miss your chance to own a piece of Chesapeake charm!

$619,900

6 beds3 baths3,071 sq ft

532 Mount Pleasant Rd, Chesapeake, VA 23322

Garage • Car-dependent

Property at 804 Denham Arch, Chesapeake, VA 23322, 5 beds, 3 baths

$655,000

5 beds3 baths3,006 sq ft

804 Denham Arch, Chesapeake, VA 23322

Property at 1205 Fordyce Ct, Chesapeake, VA 23322, 3 beds, 2 baths

$415,000

3 beds2 baths1,493 sq ft

1205 Fordyce Ct, Chesapeake, VA 23322

Property at 3014 Trappers Way, Chesapeake, VA 23321, 3 beds, 2 baths

$239,900

3 beds2 baths1,245 sq ft

3014 Trappers Way, Chesapeake, VA 23321

Property at 524 Shadow Brooke Dr, Chesapeake, VA 23320, 4 beds, 3.5 baths

$650,000

4 beds3.5 baths3,504 sq ft

524 Shadow Brooke Dr, Chesapeake, VA 23320

Property at 1629 Shillelagh Rd, Chesapeake, VA 23323, 3 beds, 1 bath

$309,900

3 beds1 bath1,540 sq ft

1629 Shillelagh Rd, Chesapeake, VA 23323

Property at 713 Barbury Arch, Chesapeake, VA 23323, 3 beds, 2 baths

$435,000

3 beds2 baths1,676 sq ft

713 Barbury Arch, Chesapeake, VA 23323

Property at 1607 Jackson Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$249,000

3 beds2 baths1,152 sq ft

1607 Jackson Ave, Chesapeake, VA 23324

Property at 105 Trilby Ct, Chesapeake, VA 23325, 4 beds, 2 baths

$535,000

4 beds2 baths1,700 sq ft

105 Trilby Ct, Chesapeake, VA 23325

Property at 1004 King Arthur Dr, Chesapeake, VA 23323, 4 beds, 2 baths

$295,000

4 beds2 baths1,744 sq ft

1004 King Arthur Dr, Chesapeake, VA 23323

Property at 1018 Pernell Ln, Chesapeake, VA 23322, 4 beds, 2 baths

$600,000

4 beds2 baths2,073 sq ft

1018 Pernell Ln, Chesapeake, VA 23322

Property at 2918 Duke Of York Dr, Chesapeake, VA 23321, 4 beds, 2.5 baths

$525,000

4 beds2.5 baths2,743 sq ft

2918 Duke Of York Dr, Chesapeake, VA 23321

Property at 412 Knells Ridge Dr, Chesapeake, VA 23320, 4 beds, 2.5 baths

$480,000

4 beds2.5 baths2,432 sq ft

412 Knells Ridge Dr, Chesapeake, VA 23320

Property at 1118 Myrtle Ave, Chesapeake, VA 23325, 3 beds, 2.5 baths

$390,000

3 beds2.5 baths1,827 sq ft

1118 Myrtle Ave, Chesapeake, VA 23325

Property at 2204 Harton Ln, Chesapeake, VA 23323, 4 beds, 3.5 baths

$575,000

4 beds3.5 baths3,006 sq ft

2204 Harton Ln, Chesapeake, VA 23323

Property at 445 Rutgers Ave, Chesapeake, VA 23324, 4 beds, 2.5 baths

$395,500

4 beds2.5 baths2,121 sq ft

445 Rutgers Ave, Chesapeake, VA 23324

Property at 406 Sparrow Rd, Chesapeake, VA 23325, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,897 sq ft

406 Sparrow Rd, Chesapeake, VA 23325

Property at 3940 Starboard Rd, Chesapeake, VA 23321, 4 beds, 1 bath

$319,500

4 beds1 bath1,300 sq ft

3940 Starboard Rd, Chesapeake, VA 23321

Property at 1210 Drayton Ct, Chesapeake, VA 23324, 3 beds, 2 baths

$245,000

3 beds2 baths1,014 sq ft

1210 Drayton Ct, Chesapeake, VA 23324

Property at 1011 Gabion Way, Chesapeake, VA 23323, 3 beds, 2.5 baths

$429,900

3 beds2.5 baths1,978 sq ft

1011 Gabion Way, Chesapeake, VA 23323

Property at 3505 Gloria Ct, Chesapeake, VA 23321, 4 beds, 3.5 baths

$500,000

4 beds3.5 baths2,705 sq ft

3505 Gloria Ct, Chesapeake, VA 23321

Property at 929 Stanhope Gdns, Chesapeake, VA 23320, 3 beds, 2.5 baths

$408,500

3 beds2.5 baths2,100 sq ft

929 Stanhope Gdns, Chesapeake, VA 23320

Property at 1208 Copper Stone Cir, Chesapeake, VA 23320, 4 beds, 2.5 baths

$575,000

4 beds2.5 baths2,542 sq ft

1208 Copper Stone Cir, Chesapeake, VA 23320

Property at 910 Greer St, Chesapeake, VA 23324, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths1,976 sq ft

910 Greer St, Chesapeake, VA 23324

Property at 2325 Delwood Rd, Chesapeake, VA 23323, 3 beds, 2.5 baths

$309,900

3 beds2.5 baths1,807 sq ft

2325 Delwood Rd, Chesapeake, VA 23323

Property at 3533 Forest Haven Ln, Chesapeake, VA 23321, 4 beds, 2 baths

$335,000

4 beds2 baths1,437 sq ft

3533 Forest Haven Ln, Chesapeake, VA 23321

Property at 273 Haviland Rd, Chesapeake, VA 23320, 4 beds, 2 baths

$460,000

4 beds2 baths2,428 sq ft

273 Haviland Rd, Chesapeake, VA 23320

Property at 1545 Odman Dr, Chesapeake, VA 23321, 5 beds, 3.5 baths

$684,900

5 beds3.5 baths3,086 sq ft

1545 Odman Dr, Chesapeake, VA 23321

Property at 2116 Ames Cir N, Chesapeake, VA 23321, 4 beds, 2 baths

$400,000

4 beds2 baths2,090 sq ft

2116 Ames Cir N, Chesapeake, VA 23321

Property at 907 Adventure Way, Chesapeake, VA 23323, 3 beds, 2.5 baths

$460,000

3 beds2.5 baths2,573 sq ft

907 Adventure Way, Chesapeake, VA 23323

Property at 817 Falls Creek Dr, Chesapeake, VA 23322, 5 beds, 3 baths

$919,000

5 beds3 baths3,132 sq ft

817 Falls Creek Dr, Chesapeake, VA 23322

Property at 4300 Galston Ct, Chesapeake, VA 23321, 5 beds, 2.5 baths

$555,000

5 beds2.5 baths2,881 sq ft

4300 Galston Ct, Chesapeake, VA 23321

Property at 400 Rhema Rd, Chesapeake, VA 23323, 4 beds, 3.5 baths

$579,900

4 beds3.5 baths3,072 sq ft

400 Rhema Rd, Chesapeake, VA 23323

Property at 711 Vellines Ave, Chesapeake, VA 23324, 3 beds, 1.5 baths

$254,900

3 beds1.5 baths1,000 sq ft

711 Vellines Ave, Chesapeake, VA 23324

Property at 1428 Otterbourne Cir, Chesapeake, VA 23320, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,835 sq ft

1428 Otterbourne Cir, Chesapeake, VA 23320

Property at 816 Sparks Trce, Chesapeake, VA 23322, 5 beds, 3 baths

$775,000

5 beds3 baths3,298 sq ft

816 Sparks Trce, Chesapeake, VA 23322

Property at 1201 Algona Rd, Chesapeake, VA 23324, 3 beds, 2 baths

$299,990

3 beds2 baths1,400 sq ft

1201 Algona Rd, Chesapeake, VA 23324

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Average home prices near Chesapeake, VA

Cities

Neighborhoods
Zip Codes

Greenbrier homes for sale
$437,500
Downtown Norfolk homes for sale
$297,400
Ghent homes for sale
$347,500
Western Branch homes for sale
$489,900
Deep Creek homes for sale
$485,000
Cavalier Manor homes for sale
$232,500
Great Bridge homes for sale
$585,000
West Ghent homes for sale
$419,000
Kempsville homes for sale
$389,900
Pungo-Blackwater homes for sale
$849,900

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)

$416,750

+4.2% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Chesapeake, VA

$416,750

+4.2%

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