Winston-Salem, NC Fourplexes for Sale

Winston-Salem, North Carolina, is known for its rich history and cultural heritage. It is home to Wake Forest University and features a vibrant arts scene with attractions like the Reynolda House Museum of American Art and the Southeastern Center for Contemporary Art. The city has a lively downtown area with a mix of dining, shopping, and entertainment options. Winston-Salem is also known for its historic districts, including Old Salem, which offers a glimpse into the city's early history. With its blend of cultural attractions, historical significance, and community events, Winston-Salem provides a dynamic and welcoming environment.

Listings: 11
Updated: Oct 1, 2026
Median Price: $359,900
Median Size: 2,414 sqft
Higher-Confidence Cash-Flow Candidates: 2

Cash-flow figures are directional screening signals only. Verify rent, unit mix, taxes, insurance, financing, condition, and listing status independently.

Compare Winston-Salem listings with the national cash-flow rankings

Available Listings

Winston-Salem Duplex, Triplex, and Fourplex Listings

11 results

306 Auburndale St, Winston Salem, NC, 27104

$225,000

306 Auburndale St, Winston Salem, NC, 27104

Duplex

Beds: 4
Baths: 2
Size: -- sqft

Est. Rent: $2,880/mo
Est. Cash Flow: +$840/mo
Modeled Cost: $2,040/mo
Estimate Confidence: Medium
Rent Source: Estimated

Est. P&I: $1,248/mo

118 & 120 S Poplar St, Winston Salem, NC, 27101

$225,000

118 & 120 S Poplar St, Winston Salem, NC, 27101

Duplex

Beds: 2
Baths: 2
Size: -- sqft

Est. Rent: $2,160/mo
Est. Cash Flow: +$264/mo
Modeled Cost: $1,896/mo
Estimate Confidence: Medium
Rent Source: Estimated

Est. P&I: $1,248/mo

605 N Dunleith Ave, Winston Salem, NC, 27101

$165,500

605 N Dunleith Ave, Winston Salem, NC, 27101

2-4 Units

Beds: 2
Baths: 2
Size: -- sqft

Est. Rent: $2,160/mo
Est. Cash Flow: +$652/mo
Modeled Cost: $1,508/mo
Estimate Confidence: Low
Rent Source: Estimated

Est. P&I: $918/mo

613 N Dunleith Ave, Winston Salem, NC, 27101

$285,500

613 N Dunleith Ave, Winston Salem, NC, 27101

Duplex

Beds: 2
Baths: 2
Size: -- sqft

Est. Rent: $2,160/mo
Est. Cash Flow: -$128/mo
Modeled Cost: $2,288/mo
Estimate Confidence: Medium
Rent Source: Estimated

Est. P&I: $1,583/mo

1259 W 4th St, Winston Salem, NC, 27101

$450,000

1259 W 4th St, Winston Salem, NC, 27101

Duplex

Beds: 3
Baths: 2
Size: 1,176 sqft

Est. Rent: $2,310/mo
Est. Cash Flow: -$1,079/mo
Modeled Cost: $3,389/mo
Estimate Confidence: Medium
Rent Source: Estimated

Est. P&I: $2,496/mo

1409 W 4th St, Winston Salem, NC, 27101

$205,000

1409 W 4th St, Winston Salem, NC, 27101

2-4 Units

Beds: 5
Baths: 4
Size: 3,652 sqft

Est. Rent: $3,540/mo
Est. Cash Flow: +$1,498/mo
Modeled Cost: $2,042/mo
Estimate Confidence: Low
Rent Source: Estimated

Est. P&I: $1,137/mo

818 Meadow Ridge Ct, Winston Salem, NC, 27107

$409,900

818 Meadow Ridge Ct, Winston Salem, NC, 27107

Fiveplex+

Beds: --
Baths: --
Size: -- sqft

Est. Rent: N/A
Est. Cash Flow: N/A
Modeled Cost: N/A
Estimate Confidence: N/A
Rent Source: N/A

Estimate unavailable — outside the 2–4 unit model. Manual review required.

Est. P&I: N/A

804 Meadow Ridge Ct, Winston Salem, NC, 27107

$529,900

804 Meadow Ridge Ct, Winston Salem, NC, 27107

Fiveplex+

Beds: --
Baths: --
Size: -- sqft

Est. Rent: N/A
Est. Cash Flow: N/A
Modeled Cost: N/A
Estimate Confidence: N/A
Rent Source: N/A

Estimate unavailable — outside the 2–4 unit model. Manual review required.

Est. P&I: N/A

1025 West End Blvd, Winston Salem, NC, 27101

$795,000

1025 West End Blvd, Winston Salem, NC, 27101

Fiveplex+

Beds: 5
Baths: 5
Size: -- sqft

Est. Rent: N/A
Est. Cash Flow: N/A
Modeled Cost: N/A
Estimate Confidence: N/A
Rent Source: N/A

Estimate unavailable — outside the 2–4 unit model. Manual review required.

Est. P&I: N/A

3336 Cider Hill Ct, Winston Salem, NC, 27127

$364,900

3336 Cider Hill Ct, Winston Salem, NC, 27127

Duplex

Beds: --
Baths: --
Size: -- sqft

Est. Rent: N/A
Est. Cash Flow: N/A
Modeled Cost: N/A
Estimate Confidence: N/A
Rent Source: N/A

Estimate unavailable — financial inputs need manual review.

Est. P&I: N/A

3341 Cider Hill Ct, Winston Salem, NC, 27127

$359,900

3341 Cider Hill Ct, Winston Salem, NC, 27127

Duplex

Beds: --
Baths: --
Size: -- sqft

Est. Rent: N/A
Est. Cash Flow: N/A
Modeled Cost: N/A
Estimate Confidence: N/A
Rent Source: N/A

Estimate unavailable — financial inputs need manual review.

Est. P&I: N/A