Southern Chesapeake, VA homes for sale & real estate

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1616 Whittamore Rd, Chesapeake, VA 23322
1616 Whittamore Rd, Chesapeake, VA 23322
1616 Whittamore Rd, Chesapeake, VA 23322
ABOUT THIS HOME
Southern Chesapeake, VA Homes for Sale
.41 acres of country living in southern Chesapeake! with no HOA you can enjoy life in this home with an open floor plan. Granite countertops and stainless steel appliances in the spacious kitchen offers plenty of room for cooking. boasting a large backyard that you can customize the way you like! located in the hickory school district and literally right around the corner from the battlefield golf club you can also easily hop on 168 or take the back roads to VB to make any commute a breeze.

$453,900

4 beds2.5 baths1,792 sq ft

1616 Whittamore Rd, Chesapeake, VA 23322

0.41 acre lot • Garage • Car-dependent

913 Long Ridge Rd, Chesapeake, VA 23322
913 Long Ridge Rd, Chesapeake, VA 23322
913 Long Ridge Rd, Chesapeake, VA 23322
ABOUT THIS HOME
Southern Chesapeake, VA Homes for Sale
Welcome to your dream home in the highly sought-after Hickory district of Chesapeake! This beautifully remodeled all-brick ranch offers 4 spacious bedrooms, 2 luxurious bathrooms, and sits on 3 private acres — Good for families, entertaining, or simply enjoying the peace of country living with modern comfort. Step inside to find brand new LVP flooring throughout, gorgeous tile showers, granite countertops, and sleek stainless steel appliances. Step outside and enjoy the beautiful view from your front porch, take time to relax and entertain on your back deck, or enjoy a quiet morning with your coffee on the private deck off the primary, a newly poured driveway, and a 50 AMP power pole

$709,000

4 beds2 baths2,493 sq ft

913 Long Ridge Rd, Chesapeake, VA 23322

2 garage spots • Car-dependent

1300 Saint Brides Rd W, Chesapeake, VA 23322
1300 Saint Brides Rd W, Chesapeake, VA 23322
1300 Saint Brides Rd W, Chesapeake, VA 23322
ABOUT THIS HOME
Southern Chesapeake, VA Homes for Sale
Beautiful brick ranch on almost 1/2 acre of land! Vaulted ceilings in Primary bedroom and family room. This home also features formal Dining room and Living room. Chefs delight of a kitchen with eat in breakfast area with bay window! Lots and lots of decking in your oasis of a back yard w privacy fence. You will enjoy entertaining 16X36 lazy L Aegean pool. Attached 2 car garage + a huge, detached garage 1152 sq feet with its own meter! TALL RVs or big boats fit in this 24x48X16 Garage/Shop. This home is a must see! * * * OPEN HOUSE AUGUST 3rd, 2025 2-4pm

$557,900

4 beds3 baths2,362 sq ft

1300 Saint Brides Rd W, Chesapeake, VA 23322

0.5 acre lot • 2 garage spots • Pool

1041 Taft Rd, Chesapeake, VA 23322
1041 Taft Rd, Chesapeake, VA 23322
1041 Taft Rd, Chesapeake, VA 23322
ABOUT THIS HOME
Southern Chesapeake, VA Homes for Sale
Welcome to a lifestyle of elegance and tranquility on this exceptional 6-acre equestrian estate in Hickory. Thoughtfully updated, the home features wide-plank reclaimed barnwood floors, rich soapstone countertops, a newly refinished walnut island, GE Monogram appliances, & two luxurious primary suites with spa-inspired baths & a custom KraftMaid closet. The oversized 5/6 car heated & cooled garage offers space for vehicles, equipment, or hobbies. Outdoors, six fenced paddocks, a well-appointed barn with auto waterers, fans, & a climate-controlled tack room, & a secondary barn provide everything needed for horses or hobby farming. Ride or host gatherings in the ope

$1,775,000

5 beds4.5 baths5,480 sq ft

1041 Taft Rd, Chesapeake, VA 23322

6.2 acre lot • 3 garage spots • Car-dependent

734 Gallbush Rd, Chesapeake, VA 23322
734 Gallbush Rd, Chesapeake, VA 23322
734 Gallbush Rd, Chesapeake, VA 23322
ABOUT THIS HOME
Southern Chesapeake, VA Homes for Sale
Welcome to 734 Gallbush Road in Chesapeake! This charming 4-bedroom, 2.5-bath ranch sits on just over 3 beautiful acres in the desirable Hickory school district. Built in 2016 with quality craftsmanship, the home offers spacious living with a cozy, inviting atmosphere. Enjoy peaceful mornings on the covered back deck, sipping coffee as you take in views of the open backyard, fields, and surrounding woods—home to deer, birds, and other wildlife. The interior features a comfortable living room, great for relaxing or entertaining. With horses allowed, this property offers the freedom to create your own mini homestead or simply enjoy the space and privacy of country living. A large carpor

$570,000

4 beds2.5 baths1,744 sq ft

734 Gallbush Rd, Chesapeake, VA 23322

Garage • Car-dependent

Property at 1917 Hallmark Way, Chesapeake, VA 23323, 5 beds, 5 baths

$825,000

5 beds5 baths4,527 sq ft

1917 Hallmark Way, Chesapeake, VA 23323

Property at 3144 Eason Rd, Chesapeake, VA 23322, 4 beds, 5 baths

$1,275,000

4 beds5 baths5,757 sq ft

3144 Eason Rd, Chesapeake, VA 23322

Property at 2425 Sanderson Rd, Chesapeake, VA 23322, 5 beds, 4 baths

$875,000

5 beds4 baths3,388 sq ft

2425 Sanderson Rd, Chesapeake, VA 23322

Property at 1248 Saint Brides Rd W, Chesapeake, VA 23322, 4 beds, 2.5 baths

$516,000

4 beds2.5 baths2,319 sq ft

1248 Saint Brides Rd W, Chesapeake, VA 23322

Property at 617 Saint Brides Rd W, Chesapeake, VA 23322, 5 beds, 3 baths

$575,000

5 beds3 baths3,300 sq ft

617 Saint Brides Rd W, Chesapeake, VA 23322

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

$990,000

4 beds3.5 baths3,589 sq ft

1149 Beaver Dam Rd, Chesapeake, VA 23322

Property at 2508 Sanderson Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$1,075,000

4 beds3.5 baths3,420 sq ft

2508 Sanderson Rd, Chesapeake, VA 23322

Property at 1517 Cedarville Ct, Chesapeake, VA 23322, 4 beds, 3.5 baths

$911,016

4 beds3.5 baths3,424 sq ft

1517 Cedarville Ct, Chesapeake, VA 23322

Property at MM Hungarian (holden) Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$999,900

4 beds3.5 baths3,424 sq ft

MM Hungarian (holden) Rd, Chesapeake, VA 23322

Property at 1313 Long Ridge Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$560,000

4 beds2.5 baths1,912 sq ft

1313 Long Ridge Rd, Chesapeake, VA 23322

Property at The Reba Plan, Chesapeake, VA 23322, 3 beds, 2.5 baths

$659,900

3 beds2.5 baths1,938 sq ft

The Reba Plan, Chesapeake, VA 23322

Listing provided by Zillow

Property at The Whitehurst Plan, Chesapeake, VA 23322, 3 beds, 2 baths

$769,900

3 beds2 baths1,988 sq ft

The Whitehurst Plan, Chesapeake, VA 23322

Listing provided by Zillow

Property at 3500 Douglas Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$699,900

4 beds3.5 baths3,322 sq ft

3500 Douglas Rd, Chesapeake, VA 23322

Property at 1501 Cedarville Ct, Chesapeake, VA 23322, 4 beds, 3.5 baths

$893,182

4 beds3.5 baths3,141 sq ft

1501 Cedarville Ct, Chesapeake, VA 23322

Property at 641 Gallbush Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,200 sq ft

641 Gallbush Rd, Chesapeake, VA 23322

Property at The Beatrice Plan, Chesapeake, VA 23322, 3 beds, 2.5 baths

$674,500

3 beds2.5 baths1,892 sq ft

The Beatrice Plan, Chesapeake, VA 23322

Listing provided by Zillow

Property at 1124 Saint Brides Rd W, Chesapeake, VA 23322, 4 beds, 3.5 baths

$655,000

4 beds3.5 baths2,800 sq ft

1124 Saint Brides Rd W, Chesapeake, VA 23322

Property at 3730 Battlefield Blvd, Chesapeake, VA 23322, 5 beds, 3 baths

$755,999

5 beds3 baths3,745 sq ft

3730 Battlefield Blvd, Chesapeake, VA 23322

Property at MM Hungarian (freemont) Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$1,129,900

4 beds3.5 baths3,936 sq ft

MM Hungarian (freemont) Rd, Chesapeake, VA 23322

Property at MM Charlotte, Chesapeake, VA 23322, 5 beds, 3 baths

$690,000

5 beds3 baths2,942 sq ft

MM Charlotte, Chesapeake, VA 23322

Property at 1421 Saint Brides Road West, Chesapeake, VA 23322, 4 beds, 3 baths

$899,900

4 beds3 baths2,700 sq ft

1421 Saint Brides Road West, Chesapeake, VA 23322

Property at 2652 Benefit Rd, Chesapeake, VA 23322, 8 beds, 5.5 baths

$1,695,000

8 beds5.5 baths6,400 sq ft

2652 Benefit Rd, Chesapeake, VA 23322

Property at 1305 Sanderson Rd, Chesapeake, VA 23322, 5 beds, 3 baths

$823,000

5 beds3 baths2,400 sq ft

1305 Sanderson Rd, Chesapeake, VA 23322

Property at MM Cedarville (henderson Parcel 25) Ct, Chesapeake, VA 23322, 3 beds, 3 baths

$734,900

3 beds3 baths2,606 sq ft

MM Cedarville (henderson Parcel 25) Ct, Chesapeake, VA 23322

Property at 1040 Sanderson Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$920,000

4 beds2.5 baths3,260 sq ft

1040 Sanderson Rd, Chesapeake, VA 23322

Property at 2801 Ballahack Rd, Chesapeake, VA 23322, 5 beds, 3.5 baths

$1,779,000

5 beds3.5 baths3,727 sq ft

2801 Ballahack Rd, Chesapeake, VA 23322

Property at 1616 Sanderson Rd, Chesapeake, VA 23322, 5 beds, 3.5 baths

$924,900

5 beds3.5 baths3,730 sq ft

1616 Sanderson Rd, Chesapeake, VA 23322

Property at MM Platinum 2 Stoney Crk, Chesapeake, VA 23322, 4 beds, 3.5 baths

$675,955

4 beds3.5 baths2,973 sq ft

MM Platinum 2 Stoney Crk, Chesapeake, VA 23322

Property at 980 Beaver Dam Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$914,900

4 beds3.5 baths2,752 sq ft

980 Beaver Dam Rd, Chesapeake, VA 23322

Property at 2709 Cedarville Rd, Chesapeake, VA 23322, 5 beds, 4.5 baths

$929,000

5 beds4.5 baths3,174 sq ft

2709 Cedarville Rd, Chesapeake, VA 23322

Property at 2820 Bunch Walnuts Rd, Chesapeake, VA 23322, 3 beds, 2 baths

$700,000

3 beds2 baths1,932 sq ft

2820 Bunch Walnuts Rd, Chesapeake, VA 23322

Property at 1453 Whittamore Rd, Chesapeake, VA 23322, 5 beds, 3 baths

$699,900

5 beds3 baths2,660 sq ft

1453 Whittamore Rd, Chesapeake, VA 23322

Property at 2430 Ballahack Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$693,000

4 beds3.5 baths2,600 sq ft

2430 Ballahack Rd, Chesapeake, VA 23322

Property at 1245 Taft Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$985,000

4 beds2.5 baths3,413 sq ft

1245 Taft Rd, Chesapeake, VA 23322

Property at 3600 Fluridy Rd, Chesapeake, VA 23322, 4 beds, 3 baths

$949,900

4 beds3 baths2,532 sq ft

3600 Fluridy Rd, Chesapeake, VA 23322

Property at 4500 Backwoods Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$840,000

4 beds3.5 baths3,228 sq ft

4500 Backwoods Rd, Chesapeake, VA 23322

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Average home prices near Southern Chesapeake, VA

Cities

Neighborhoods

Greenbrier homes for sale
$455,159
Warrington Hall homes for sale
$364,500
River Walk homes for sale
$480,000
Edinburgh homes for sale
$742,900
Deep Creek homes for sale
$433,500
Great Bridge homes for sale
$599,900
Greenbrier homes for sale
$455,159
Kempsville homes for sale
$385,000
Pungo-Blackwater homes for sale
$869,900
Emerald Greens homes for sale
$940,000

Southern Chesapeake, VA real estate trends

$670K

Sale price

-2.6%
since last year

$257

Sale $/sq ft

-4.8%
since last year

Over list price

0.1%

Days on market

Down payment

0.0%

Total homes sold

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