Chesapeake, VA homes for sale & real estate

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ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Low-maintenance living awaits in this rare detached 3 BR, 2.5 BA Greenbrier condo. Enjoy a 2-car garage, fully fenced backyard, & primary en-suite and laundry on the first-floor. The open kitchen to main living area with gas fireplace. Additional flex room great for a home office, or media room. Recent 2025 updates include a new HVAC, granite counters with subway tile backsplash, LED recessed lighting, and more; washer/dryer replaced in 2021. Association handles exterior care; roof, siding, power washing, termite prevention, and front yard maintenance. Conveniently near Town Center, grocery stores, dining, parks, farmer markets & easy interstate access. This home blends convenien

$429,999

3 beds2.5 baths2,225 sq ft

Primary en-suite • New hvac • Gas fireplace

808 Monroe Ct, Chesapeake, VA 23320

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Stunning fully renovated 4-bed, 2-bath home featuring brand-new kitchen cabinets, premium granite countertops, and top-of-the-line stainless steel appliances. Includes a new roof, vinyl windows, and modern upgraded bathrooms with high-end finishes and extreme attention to detail. The master closet has been completely redone, offering a larger and more functional space, and the additional closets have also been expanded. Spacious backyard perfect for entertaining. A move-in-ready home designed for comfort, style, and quality.

$382,500

4 beds2 baths1,600 sq ft

Vinyl windows • Spacious backyard • New roof

2415 Chesapeake Cir, Chesapeake, VA 23324

NEW CONSTRUCTION

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. READY NOW! Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 Bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with large center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances including refrigerator. 1st floor Owner's Suite with extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, double bowl vanity, quartz counters, and water closet. You will love the Covered Porch to enjoy the peaceful wooded sett

$899,900

4 beds3.5 baths2,720 sq ft

Covered porch • Large center island • 16.5 acre lot

1421 Saint Brides Road West, Chesapeake, VA 23322

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome home to this charming 3-bedroom home located in the heart of Great Bridge! Enjoy the convenience of sought-after Great Bridge schools, nearby shopping, dining, and easy interstate access. Inside, you’ll find a comfortable living room with a cozy fireplace and an extra-large kitchen offering abundant cabinet space, stainless steel appliances, and a spacious open dining area perfect for everyday meals or entertaining. The primary bedroom features a private ensuite bath, while a conveniently located hall bath as well. The garage has been partially converted to provide a dedicated laundry room and additional storage, while still leaving plenty of space for bikes, lawn equipment, t

$445,000

3 beds1.5 baths1,700 sq ft

Extra-large kitchen • Private ensuite bath • 0.39 acre lot

656 Hillwell Rd, Chesapeake, VA 23322

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to this charming 2-bedroom, 1.5-bath townhome in the desirable Western Branch area of Chesapeake! This home offers a comfortable and functional layout with plenty of opportunity to add your own personal touches. Conveniently located near shopping, dining, schools, entertainment, and major roadways, making commuting throughout Hampton Roads easy. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this townhome is worth a look. Property is being sold AS-IS. Home inspection is welcome for informational purposes only. Fireplace and all appliances convey AS-IS. Seller will make no repairs.

$199,000

2 beds1.5 baths1,262 sq ft

Townhome • Western branch area • Fireplace

3437 Bruin Dr, Chesapeake, VA 23321

Property at 1209 Holly Ave, Chesapeake, VA 23324, 4 beds, 4 baths

$475,000

4 beds4 baths2,150 sq ft

1209 Holly Ave, Chesapeake, VA 23324

Property at 816 Poquoson Xing, Chesapeake, VA 23320, 5 beds, 3 baths

$688,900

5 beds3 baths3,650 sq ft

816 Poquoson Xing, Chesapeake, VA 23320

Property at 3834 Whitechapel Arch, Chesapeake, VA 23321, 3 beds, 2.5 baths

$299,990

3 beds2.5 baths1,586 sq ft

3834 Whitechapel Arch, Chesapeake, VA 23321

Property at 609 Howelsen Ct, Chesapeake, VA 23320, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,472 sq ft

609 Howelsen Ct, Chesapeake, VA 23320

Property at 1319 Laurel Ave, Chesapeake, VA 23320, 3 beds, 2 baths

$342,000

3 beds2 baths1,222 sq ft

1319 Laurel Ave, Chesapeake, VA 23320

Property at 3521 Sugar Run, Chesapeake, VA 23321, 2 beds, 2 baths

$220,000

2 beds2 baths1,116 sq ft

3521 Sugar Run, Chesapeake, VA 23321

Property at 206 Attwick Ct, Chesapeake, VA 23320, 2 beds, 2.5 baths

$250,000

2 beds2.5 baths1,254 sq ft

206 Attwick Ct, Chesapeake, VA 23320

Property at 408 Kings Gate, Chesapeake, VA 23320, 4 beds, 2.5 baths

$449,000

4 beds2.5 baths2,324 sq ft

408 Kings Gate, Chesapeake, VA 23320

Property at 2501 Harling Dr, Chesapeake, VA 23325, 3 beds, 1 bath

$220,000

3 beds1 bath921 sq ft

2501 Harling Dr, Chesapeake, VA 23325

Property at 1152 Crystalwood Cir, Chesapeake, VA 23320, 5 beds, 2.5 baths

$529,900

5 beds2.5 baths3,000 sq ft

1152 Crystalwood Cir, Chesapeake, VA 23320

Property at 3201 Letcher Court Ct, Chesapeake, VA 23323, 5 beds, 2.5 baths

$585,000

5 beds2.5 baths3,150 sq ft

3201 Letcher Court Ct, Chesapeake, VA 23323

Property at 4021 Cory Ln, Chesapeake, VA 23321, 4 beds, 2.5 baths

$548,700

4 beds2.5 baths2,600 sq ft

4021 Cory Ln, Chesapeake, VA 23321

Property at 841 Woodstream Way, Chesapeake, VA 23322, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,434 sq ft

841 Woodstream Way, Chesapeake, VA 23322

Property at 1250 Corkwood Cir, Chesapeake, VA 23320, 3 beds, 2.5 baths

$269,000

3 beds2.5 baths1,218 sq ft

1250 Corkwood Cir, Chesapeake, VA 23320

Property at 1519 Rollesby Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$309,900

3 beds2.5 baths1,870 sq ft

1519 Rollesby Way, Chesapeake, VA 23320

Property at 1617 Banff Ct, Chesapeake, VA 23320, 5 beds, 2.5 baths

$675,000

5 beds2.5 baths3,490 sq ft

1617 Banff Ct, Chesapeake, VA 23320

Property at 229 Cedar Rd, Chesapeake, VA 23322, 3 beds, 1.5 baths

$419,900

3 beds1.5 baths1,331 sq ft

229 Cedar Rd, Chesapeake, VA 23322

Property at 745 Seagrass Reach, Chesapeake, VA 23320, 4 beds, 3.5 baths

$749,900

4 beds3.5 baths3,768 sq ft

745 Seagrass Reach, Chesapeake, VA 23320

Property at 2101 Beeblossom Ln, Chesapeake, VA 23323, 4 beds, 2.5 baths

$630,000

4 beds2.5 baths2,681 sq ft

2101 Beeblossom Ln, Chesapeake, VA 23323

Property at 1916 Orangewood Rd, Chesapeake, VA 23323, 4 beds, 2.5 baths

$565,000

4 beds2.5 baths2,414 sq ft

1916 Orangewood Rd, Chesapeake, VA 23323

Property at 924 Whisper Hollow Dr, Chesapeake, VA 23322, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,149 sq ft

924 Whisper Hollow Dr, Chesapeake, VA 23322

Property at 3410 Marla Ct, Chesapeake, VA 23323, 5 beds, 2.5 baths

$585,000

5 beds2.5 baths3,158 sq ft

3410 Marla Ct, Chesapeake, VA 23323

Property at 2008 Pocaty Creek Ln, Chesapeake, VA 23322, 4 beds, 3.5 baths

$925,000

4 beds3.5 baths4,000 sq ft

2008 Pocaty Creek Ln, Chesapeake, VA 23322

Property at 1044 Olmstead St, Chesapeake, VA 23323, 4 beds, 3.5 baths

$548,900

4 beds3.5 baths2,337 sq ft

1044 Olmstead St, Chesapeake, VA 23323

Property at 3609 Parr Ln, Chesapeake, VA 23323, 3 beds, 1 bath

$230,000

3 beds1 bath1,306 sq ft

3609 Parr Ln, Chesapeake, VA 23323

Property at 2020 Sanderson Rd, Chesapeake, VA 23322, 4 beds, 3 baths

$799,000

4 beds3 baths3,223 sq ft

2020 Sanderson Rd, Chesapeake, VA 23322

Property at 1810 Martin Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$284,900

3 beds2 baths864 sq ft

1810 Martin Ave, Chesapeake, VA 23324

Property at 458 Blue Beech Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$424,900

3 beds2.5 baths2,151 sq ft

458 Blue Beech Way, Chesapeake, VA 23320

Property at 620 Ambrose St, Chesapeake, VA 23322, 4 beds, 2.5 baths

$589,500

4 beds2.5 baths2,300 sq ft

620 Ambrose St, Chesapeake, VA 23322

Property at 613 Corapeake Dr, Chesapeake, VA 23322, 4 beds, 2.5 baths

$599,500

4 beds2.5 baths2,698 sq ft

613 Corapeake Dr, Chesapeake, VA 23322

Property at 1561 Rollesby Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths1,800 sq ft

1561 Rollesby Way, Chesapeake, VA 23320

Property at 3528 Sugar Run, Chesapeake, VA 23321, 2 beds, 2 baths

$225,000

2 beds2 baths1,098 sq ft

3528 Sugar Run, Chesapeake, VA 23321

Property at 509 Ballahack Rd, Chesapeake, VA 23322, 5 beds, 3.5 baths

$1,199,000

5 beds3.5 baths3,714 sq ft

509 Ballahack Rd, Chesapeake, VA 23322

Property at 1328 Waycroft Reach, Chesapeake, VA 23320, 4 beds, 3.5 baths

$729,900

4 beds3.5 baths3,371 sq ft

1328 Waycroft Reach, Chesapeake, VA 23320

Property at 501 Thornloe Ln Ln, Chesapeake, VA 23320, 6 beds, 4.5 baths

$599,000

6 beds4.5 baths4,500 sq ft

501 Thornloe Ln Ln, Chesapeake, VA 23320

Property at 1 Sandy Point Lane Ln #216, Chesapeake, VA 23320, 3 beds, 2 baths

$295,000

3 beds2 baths1,764 sq ft

1 Sandy Point Lane Ln #216, Chesapeake, VA 23320

Viewing page 5 of 21

Average home prices near Chesapeake, VA

Cities

Counties

Isle of Wight County homes for sale
$528,458
York County homes for sale
$549,998
Norfolk homes for sale
$345,000

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

301

Deals*

4.8

Satisfaction

1459

Homes closed*

* Data from the last year

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