Southampton County, VA homes for sale & real estate

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NEW 11 HRS AGO

8407 Wakefield Rd, Wakefield, VA 23888
8407 Wakefield Rd, Wakefield, VA 23888
8407 Wakefield Rd, Wakefield, VA 23888
ABOUT THIS HOME
Southampton County, VA Homes for Sale
Endless Possibilities on 80+ acres. A private retreat, where charm, functionality and natural beauty come together. This one of a kind property features two separate residences, classic ranch, and cozy log cabin - offering flexibility for multigenerational living, rental income, or guest accommodations. For those seeking space to work, build, or store, the commercial grade carport on the back parcel and expansive Butler’s Building provide approximately 6,000 sf of space ideal for workshop, business operations or large scale hobbies. A two story barn with garage door access, smoke house, quonset hut, and multiple buildings add to the property’s functionality. The land itself is a

$1,500,000

2 beds2 baths832 sq ft

8407 Wakefield Rd, Wakefield, VA 23888

83.87 acre lot • Two story barn

NEW 13 HRS AGO

18320 Lakeside Dr, Courtland, VA 23837
18320 Lakeside Dr, Courtland, VA 23837
18320 Lakeside Dr, Courtland, VA 23837
ABOUT THIS HOME
Southampton County, VA Homes for Sale
Escape to the country at 18320 Lakeside Dr in Courtland, VA! This spacious 3 bed, 3 full bath home offers over 3,000 sq ft of living space with a flexible layout perfect for families, multigenerational living, or those seeking privacy. The main-level primary suite features a sitting room, walk-in closet, and ensuite bath. Enjoy a large living room with French doors, updated kitchen with island, stainless steel appliances, and formal dining area. Upstairs includes two oversized bonus rooms ideal for flex bedrooms, home offices, or hobby spaces. Nestled on a serene, tree-lined lot with no HOA, this home is just minutes from Rt. 58 and downtown Courtland. Enjoy rural living with modern comfort

$369,900

3 beds3 baths3,032 sq ft

18320 Lakeside Dr, Courtland, VA 23837

Walk-in closet • Tree-lined lot • Updated kitchen

23088 Main St, Capron, VA 23829
23088 Main St, Capron, VA 23829
23088 Main St, Capron, VA 23829
ABOUT THIS HOME
Southampton County, VA Homes for Sale
Set on a picturesque corner lot, this circa-1920 farmhouse offers 2,720 sq ft, four bedrooms, and 3 1/2 baths of inviting country charm. A newer roof and recently upgraded dual-zone HVAC provides no worry comfort. The sunny country kitchen flows into dining and living areas anchored by a gas fireplace, while dual primary suites simplify multigenerational living. Replacement windows bathe every room in natural light. Outside, enjoy a wide front porch, fully fenced yard, and a powered two-car garage/workshop with electricity for extra storage. A separate detached laundry room keeps household chores out of sight and adds convenience. Minutes from Route 58 yet worlds away from city rush, this h

$299,900

4 beds3.5 baths2,720 sq ft

23088 Main St, Capron, VA 23829

2 garage spots • Newer roof • Gas fireplace

18019 Line Pine Rd, Franklin, VA 23851
18019 Line Pine Rd, Franklin, VA 23851
18019 Line Pine Rd, Franklin, VA 23851

$265,000

4 beds2 baths1,437 sq ft

18019 Line Pine Rd, Franklin, VA 23851

1 acre lot

7576 Sadler Rd, Wakefield, VA 23888
7576 Sadler Rd, Wakefield, VA 23888
7576 Sadler Rd, Wakefield, VA 23888
ABOUT THIS HOME
Southampton County, VA Homes for Sale
Your dream country retreat awaits! Nestled on 35 private acres, this stunning 5-bedroom, 3.5-bath home offers the perfect blend of comfort, function, and rural charm. Whether you're seeking a peaceful escape, a working farm, or an equestrian haven—this property truly has it all. Enjoy a shared, stocked pond, 4 grazing pastures (3 fenced), a 6-stall barn with tack room and hayloft, separate hay/boat barn, storage shed, chicken coop, dog run, and even an above-ground pool—an ideal setup for animal lovers, hobby farmers, or those craving wide-open space. The beautifully maintained home features soaring ceilings and a spacious layout, including a first-floor primary suite. Recent up

$1,100,000

5 beds3.5 baths3,115 sq ft

7576 Sadler Rd, Wakefield, VA 23888

35 acre lot • 2 garage spots • Pool

Property at 32457 Sunbeam Rd, Franklin, VA 23851, 4 beds, 2 baths

$369,900

4 beds2 baths2,283 sq ft

32457 Sunbeam Rd, Franklin, VA 23851

Property at 32216 S Main St, Boykins, VA 23827, 4 beds, 3 baths

$289,900

4 beds3 baths2,758 sq ft

32216 S Main St, Boykins, VA 23827

Property at 32105 Elizabeth St, Boykins, VA 23827, 4 beds, 1.5 baths

$160,000

4 beds1.5 baths1,885 sq ft

32105 Elizabeth St, Boykins, VA 23827

Property at 18038 Darden Scout Rd, Sedley, VA 23878, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,516 sq ft

18038 Darden Scout Rd, Sedley, VA 23878

Property at 32228 East St, Boykins, VA 23827, 2 beds, 1 bath

$175,000

2 beds1 bath1,100 sq ft

32228 East St, Boykins, VA 23827

Property at 21338 Buckhorn Quarter Rd, Courtland, VA 23837, 6 beds, 3 baths

$465,000

6 beds3 baths2,868 sq ft

21338 Buckhorn Quarter Rd, Courtland, VA 23837

Property at 510 Vaughans Ln, Franklin, VA 23851, 3 beds, 2.5 baths

$538,000

3 beds2.5 baths3,013 sq ft

510 Vaughans Ln, Franklin, VA 23851

Property at 35396 Amanda Loop, Ivor, VA 23866, 3 beds, 2 baths

$289,900

3 beds2 baths1,120 sq ft

35396 Amanda Loop, Ivor, VA 23866

Property at 18203 1st Baptist Church Dr, Franklin, VA 23851, 5 beds, 3 baths

$269,900

5 beds3 baths1,944 sq ft

18203 1st Baptist Church Dr, Franklin, VA 23851

Property at 32391 S Main St, Boykins, VA 23827, 3 beds, 2.5 baths

$320,000

3 beds2.5 baths2,308 sq ft

32391 S Main St, Boykins, VA 23827

Property at 34275 Unity Rd, Zuni, VA 23898, 4 beds, 2 baths

$379,900

4 beds2 baths1,934 sq ft

34275 Unity Rd, Zuni, VA 23898

Property at 23208 Homestead Ln, Franklin, VA 23851, 3 beds, 2 baths

$297,000

3 beds2 baths1,896 sq ft

23208 Homestead Ln, Franklin, VA 23851

Property at 17308 Pittman Rd, Boykins, VA 23827, 3 beds, 2 baths

$220,000

3 beds2 baths1,100 sq ft

17308 Pittman Rd, Boykins, VA 23827

Property at 22284 Medicine Springs Rd, Courtland, VA 23837, 3 beds, 1 bath

$99,900

3 beds1 bath912 sq ft

22284 Medicine Springs Rd, Courtland, VA 23837

Property at 205 Country Club Rd, Franklin, VA 23851, 3 beds, 2 baths

$250,000

3 beds2 baths1,619 sq ft

205 Country Club Rd, Franklin, VA 23851

Property at 33069 Pebble Brook Dr, Franklin, VA 23851, 4 beds, 2 baths

$415,000

4 beds2 baths1,931 sq ft

33069 Pebble Brook Dr, Franklin, VA 23851

Property at 208 Country Club Rd, Franklin, VA 23851, 3 beds, 1 bath

$249,900

3 beds1 bath1,624 sq ft

208 Country Club Rd, Franklin, VA 23851

Property at 125 Landview Ln, Franklin, VA 23851, 4 beds, 2.5 baths

$357,500

4 beds2.5 baths2,164 sq ft

125 Landview Ln, Franklin, VA 23851

Property at 15050 White Meadow Rd, Boykins, VA 23827, 2 beds, 2 baths

$699,900

2 beds2 baths1,753 sq ft

15050 White Meadow Rd, Boykins, VA 23827

Property at 26179 Shady Brook Trl, Courtland, VA 23837, 4 beds, 3 baths

$440,000

4 beds3 baths2,800 sq ft

26179 Shady Brook Trl, Courtland, VA 23837

Property at 14387 Tucker Swamp Rd, Zuni, VA 23898, 4 beds, 3 baths

$798,000

4 beds3 baths2,600 sq ft

14387 Tucker Swamp Rd, Zuni, VA 23898

Property at 22446 E Depot St, Newsoms, VA 23874, 3 beds, 2 baths

$118,000

3 beds2 baths2,542 sq ft

22446 E Depot St, Newsoms, VA 23874

(757) 651-1729

Property at 31154 Cardinal Ave, Franklin, VA 23851, 3 beds, 2 baths

$324,000

3 beds2 baths2,239 sq ft

31154 Cardinal Ave, Franklin, VA 23851

Property at 29507 Monroe Rd, Franklin, VA 23851, 3 beds, 2.5 baths

$524,900

3 beds2.5 baths2,899 sq ft

29507 Monroe Rd, Franklin, VA 23851

Property at 148 Verna St, Franklin, VA 23851, 4 beds, 2 baths

$334,999

4 beds2 baths2,191 sq ft

148 Verna St, Franklin, VA 23851

Property at 33227 Pinecrest Dr, Boykins, VA 23827, 5 beds, 2.5 baths

$329,999

5 beds2.5 baths2,002 sq ft

33227 Pinecrest Dr, Boykins, VA 23827

Property at 24168 Meherrin Rd, Courtland, VA 23837, 3 beds, 2 baths

$350,000

3 beds2 baths1,296 sq ft

24168 Meherrin Rd, Courtland, VA 23837

Property at 30051 Millfield Rd, Wakefield, VA 23888, 5 beds, 3.5 baths

$652,900

5 beds3.5 baths2,984 sq ft

30051 Millfield Rd, Wakefield, VA 23888

Property at 4.36AC Millfield Rd, Wakefield, VA 23888, 4 beds, 2.5 baths

$601,900

4 beds2.5 baths2,607 sq ft

4.36AC Millfield Rd, Wakefield, VA 23888

Property at 30047 Millfield Rd, Wakefield, VA 23888, 4 beds, 5.5 baths

$743,717

4 beds5.5 baths3,314 sq ft

30047 Millfield Rd, Wakefield, VA 23888

Property at 2.36AC Millfield Rd, Wakefield, VA 23888, 4 beds, 2.5 baths

$519,900

4 beds2.5 baths2,402 sq ft

2.36AC Millfield Rd, Wakefield, VA 23888

Property at 18590 Plank Rd, Courtland, VA 23837, 3 beds, 2.5 baths

$687,999

3 beds2.5 baths3,500 sq ft

18590 Plank Rd, Courtland, VA 23837

Property at 7287 Holloman Dr, Ivor, VA 23866, 3 beds, 2.5 baths

$1,195,000

3 beds2.5 baths1,736 sq ft

7287 Holloman Dr, Ivor, VA 23866

Property at 18177 Johnson St, Boykins, VA 23827, 3 beds, 1 bath

$140,000

3 beds1 bath950 sq ft

18177 Johnson St, Boykins, VA 23827

Property at 32040 Oberry Church Rd, Franklin, VA 23851, 5 beds, 3 baths

$296,500

5 beds3 baths2,129 sq ft

32040 Oberry Church Rd, Franklin, VA 23851

Property at 10443 Fortsville Rd, Capron, VA 23829, 3 beds, 2 baths

$77,000

3 beds2 baths1,040 sq ft

10443 Fortsville Rd, Capron, VA 23829

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Average home prices near Southampton County, VA

Cities

Counties

York County homes for sale
$519,900
Gloucester County homes for sale
$460,750
Williamsburg homes for sale
$435,000

Southampton County, VA real estate trends

$250K

Sale price

-13.6%
since last year

$152

Sale $/sq ft

-6.2%
since last year

Under list price

2.3%

Days on market

Down payment

—

Total homes sold

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