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There are currently 66 pool homes for sale in Winston Salem, NC. Prices range from $88,750 to $1.7M with a median of $339,400.

Homes with Pool for Sale in Winston Salem, NC

Winston SalemHomeCondominiumTownhomeDuplexSwimming Pool

Homes for Sale in Winston Salem

5400 Dartmoor Street #246, Winston Salem, NC 27106$1.7MActive

5400 Dartmoor Street #246, Winston Salem, NC 27106

4 Bed · 5 Bath · 5,309 Sqft

Single Family Residence · Built 1984 · 5-Car Garage

MLS# CAR4392717

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2051 Royall Drive, Winston Salem, NC 27106$650,000Active

2051 Royall Drive, Winston Salem, NC 27106

4 Bed · 4 Bath · 4,262 Sqft

Single Family Residence · Built 1967 · 2-Car Garage

MLS# CAR4381495

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5005 Mayberry Lane, Winston Salem, NC 27106$625,000Active

5005 Mayberry Lane, Winston Salem, NC 27106

4 Bed · 4 Bath · 3,309 Sqft

Single Family Residence · Built 1993 · 2-Car Garage

MLS# CAR4365094

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1889 Faculty Drive, Winston Salem, NC 27106$590,000Active Under Contract

1889 Faculty Drive, Winston Salem, NC 27106

3 Bed · 2 Bath · 1,983 Sqft

Single Family Residence · Built 1984 · 1-Car Garage

MLS# CAR4401379

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4335 Winterberry Ridge Court, Winston Salem, NC 27103$476,000Active

4335 Winterberry Ridge Court, Winston Salem, NC 27103

3 Bed · 3 Bath · 2,141 Sqft

Single Family Residence · Built 1997 · 2-Car Garage

MLS# CAR4389980

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2858 Eland Drive, Winston Salem, NC 27127$465,000Active

2858 Eland Drive, Winston Salem, NC 27127

4 Bed · 4 Bath · 2,591 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4316163

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337 Petree Road #102C, Winston Salem, NC 27106$464,900Active

337 Petree Road #102C, Winston Salem, NC 27106

5 Bed · 3 Bath · 2,976 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4394954

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821 Watson Avenue, Winston Salem, NC 27103$409,000Active

821 Watson Avenue, Winston Salem, NC 27103

3 Bed · 2 Bath · 1,811 Sqft

Single Family Residence · Built 1921

MLS# CAR4384198

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100 Malvern Court, Winston Salem, NC 27106$399,900Active

100 Malvern Court, Winston Salem, NC 27106

3 Bed · 2 Bath · 2,810 Sqft

Single Family Residence · Built 1959 · 2-Car Garage

MLS# CAR4397452

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1355 Leheigh Court, Winston Salem, NC 27103$399,000Active

1355 Leheigh Court, Winston Salem, NC 27103

4 Bed · 3 Bath · 1,711 Sqft

Single Family Residence · Built 1956 · 3-Car Garage

MLS# CAR4394268

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3447 Robindale Drive, Winston Salem, NC 27107$393,900Active

3447 Robindale Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 2,060 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4295140

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3453 Robindale Drive, Winston Salem, NC 27107$388,900Active

3453 Robindale Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 2,060 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4295134

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2314 Broad Street, Winston Salem, NC 27127$382,900Active

2314 Broad Street, Winston Salem, NC 27127

3 Bed · 3 Bath · 1,635 Sqft

Single Family Residence · Built 1940

MLS# CAR4405936

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3416 Robindale Drive, Winston Salem, NC 27107$380,900Active

3416 Robindale Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4360016

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186 O Farrell Street, Winston Salem, NC 27107$379,900Active

186 O Farrell Street, Winston Salem, NC 27107

3 Bed · 2 Bath · 1,515 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4409327

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3410 Robindale Drive, Winston Salem, NC 27107$379,900Active

3410 Robindale Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4359987

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3441 Robindale Drive, Winston Salem, NC 27107$378,900Active

3441 Robindale Drive, Winston Salem, NC 27107

4 Bed · 3 Bath · 2,002 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4295095

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3411 Robindale Drive, Winston Salem, NC 27107$377,900Active

3411 Robindale Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4359965

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3423 Robindale Drive, Winston Salem, NC 27107$372,900Active

3423 Robindale Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4337255

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1046 Jonestown Road, Winston Salem, NC 27127$366,900Active

1046 Jonestown Road, Winston Salem, NC 27127

4 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4314067

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3446 Robindale Drive, Winston Salem, NC 27107$366,900Active

3446 Robindale Drive, Winston Salem, NC 27107

3 Bed · 2 Bath · 1,552 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4353131

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3435 Robindale Drive, Winston Salem, NC 27107$366,900Active

3435 Robindale Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 1,700 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4321834

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3434 Robindale Drive, Winston Salem, NC 27107$366,900Active

3434 Robindale Drive, Winston Salem, NC 27107

3 Bed · 2 Bath · 1,552 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4387755

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4815 Sterling Brooke Lane, Winston Salem, NC 27103$365,000Active

4815 Sterling Brooke Lane, Winston Salem, NC 27103

3 Bed · 3 Bath · 2,248 Sqft

Townhouse · Built 2007 · 2-Car Garage

MLS# CAR4387273

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3417 Robindale Drive, Winston Salem, NC 27127$360,900Active

3417 Robindale Drive, Winston Salem, NC 27127

3 Bed · 3 Bath · 1,548 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4359962

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1072 Russell Drive, Winston Salem, NC 27127$359,900Active

1072 Russell Drive, Winston Salem, NC 27127

4 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4273528

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1041 Russell Drive, Winston Salem, NC 27127$359,900Active

1041 Russell Drive, Winston Salem, NC 27127

4 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4273519

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1059 Russell Drive, Winston Salem, NC 27127$359,900Active Under Contract

1059 Russell Drive, Winston Salem, NC 27127

4 Bed · 3 Bath · 1,800 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4271018

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3428 Robindale Drive, Winston Salem, NC 27127$356,900Active

3428 Robindale Drive, Winston Salem, NC 27127

3 Bed · 2 Bath · 1,552 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4321828

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3458 Robindale Drive, Winston Salem, NC 27127$356,900Active

3458 Robindale Drive, Winston Salem, NC 27127

3 Bed · 2 Bath · 1,552 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4321829

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1900 Austin Place Lane, Winston Salem, NC 27127$347,000Active

1900 Austin Place Lane, Winston Salem, NC 27127

3 Bed · 2 Bath · 1,538 Sqft

Single Family Residence · Built 1999 · 2-Car Garage

MLS# CAR4390396

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792 Reaford Road, Winston Salem, NC 27104$345,000Active

792 Reaford Road, Winston Salem, NC 27104

3 Bed · 3 Bath · 2,074 Sqft

Single Family Residence · Built 1984 · 2-Car Garage

MLS# CAR4397982

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1076 Jonestown Road, Winston Salem, NC 27103$343,900Active

1076 Jonestown Road, Winston Salem, NC 27103

3 Bed · 3 Bath · 2,238 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4314083

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2328 Summerlin Street, Winston Salem, NC 27103$334,900Active

2328 Summerlin Street, Winston Salem, NC 27103

3 Bed · 2 Bath · 1,412 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4323274

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159 Richard Drive, Winston Salem, NC 27107$325,000Active

159 Richard Drive, Winston Salem, NC 27107

3 Bed · 2 Bath · 1,463 Sqft

Single Family Residence · Built 1954

MLS# CAR4405372

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3743 Crosland Road, Winston Salem, NC 27106$319,900Active

3743 Crosland Road, Winston Salem, NC 27106

4 Bed · 2 Bath · 2,044 Sqft

Single Family Residence · Built 1955 · 1-Car Garage

MLS# CAR4360986

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427 Inlet Place Drive, Winston Salem, NC 27127$319,000Active

427 Inlet Place Drive, Winston Salem, NC 27127

3 Bed · 3 Bath · 2,376 Sqft

Single Family Residence · Built 2015 · 2-Car Garage

MLS# CAR4384907

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5125 Old Plantation Circle, Winston Salem, NC 27104$317,000Active

5125 Old Plantation Circle, Winston Salem, NC 27104

3 Bed · 2 Bath · 1,387 Sqft

Single Family Residence · Built 1997 · 2-Car Garage

MLS# CAR4366786

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4220 Mae-Len Drive, Winston Salem, NC 27107$307,000Active

4220 Mae-Len Drive, Winston Salem, NC 27107

3 Bed · 3 Bath · 1,718 Sqft

Single Family Residence · Built 1977 · 2-Car Garage

MLS# CAR4394128

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4627 Shattalon Drive, Winston Salem, NC 27106$300,000Active

4627 Shattalon Drive, Winston Salem, NC 27106

3 Bed · 3 Bath · 1,632 Sqft

Single Family Residence · Built 2023 · 2-Car Garage

MLS# CAR4407534

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5044 Polk Avenue, Winston Salem, NC 27106$299,900Active Under Contract

5044 Polk Avenue, Winston Salem, NC 27106

3 Bed · 2 Bath · 1,410 Sqft

Single Family Residence · Built 2025 · 1-Car Garage

MLS# CAR4380224

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914 Waterworks Road, Winston Salem, NC 27101$280,990Active

914 Waterworks Road, Winston Salem, NC 27101

4 Bed · 3 Bath · 2,014 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4397676

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922 Waterworks Road, Winston Salem, NC 27101$279,990Active

922 Waterworks Road, Winston Salem, NC 27101

4 Bed · 3 Bath · 2,014 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4397670

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581 Clyde Drive, Winston Salem, NC 27104$274,900Active

581 Clyde Drive, Winston Salem, NC 27104

3 Bed · 2 Bath · 1,415 Sqft

Single Family Residence · Built 1962

MLS# CAR4352702

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938 Waterworks Road, Winston Salem, NC 27101$272,888Active

938 Waterworks Road, Winston Salem, NC 27101

4 Bed · 3 Bath · 2,014 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4397651

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898 Waterworks Road, Winston Salem, NC 27101$271,888Active

898 Waterworks Road, Winston Salem, NC 27101

4 Bed · 3 Bath · 2,014 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4358997

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882 Waterworks Road, Winston Salem, NC 27101$270,888Active

882 Waterworks Road, Winston Salem, NC 27101

4 Bed · 3 Bath · 2,014 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4397697

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890 Waterworks Road, Winston Salem, NC 27101$269,888Active

890 Waterworks Road, Winston Salem, NC 27101

4 Bed · 3 Bath · 2,014 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4397686

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942 Waterworks Road, Winston Salem, NC 27101$265,888Active

942 Waterworks Road, Winston Salem, NC 27101

4 Bed · 3 Bath · 1,774 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4397632

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373 Sailway Road, Winston Salem, NC 27127$264,900Active

373 Sailway Road, Winston Salem, NC 27127

3 Bed · 3 Bath · 1,523 Sqft

Single Family Residence · Built 2004 · 1-Car Garage

MLS# CAR4406802

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Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 08/01/2026, 04:59:12 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.

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