Homes with Pools for Sale in 27199, NC

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NEW 15 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in 27199, NC:
Investor Opportunity! This 3-bedroom, 1-bath home at 114 N Jackson Ave, Winston-Salem, NC is ready for some TLC. Previously rented, this property offers great potential for renovation or rental income. Spacious layout with room to update and customize. Perfect for investors or buyers looking to add value in a convenient location. Don’t miss out on this opportunity to make it your own!

$139,900

3 beds1 bath972 sq ft

114 N Jackson Ave, Winston Salem, NC 27101

7,405 sq ft lot • Built 1918

ABOUT THIS HOME
Home with a Pool for sale in 27199, NC:
Light filled and move in ready, this 2/2 corner unit offers easy downtown living! #408 features hardwoods/tile throughout, newer windows, and an updated kitchen. The primary bath has a tiled shower with frameless glass doors and the washer/dryer is included. There are two closets in each bedroom for extra storage and a large hall closet that can be used as a pantry. There is no unit above and the east and south facing windows provide amazing light and offer views of downtown towards Old Salem. Showings start on December 19th!

$260,000

2 beds2 baths998 sq ft

315 N Spruce St #408, Winston Salem, NC 27101

$449 HOA • Built 1924 • Listed 4 days

ABOUT THIS HOME
Home with a Pool for sale in 27199, NC:
Welcome to this beautifully updated 4-bedroom, 2-bath home that’s truly move-in ready. Recent renovations include fresh interior paint, new flooring, updated fixtures, and fully renovated bathrooms. The modern kitchen features brand-new cabinetry paired with warm butcher block countertops, with new appliances on order and to be installed soon. Outside, the yard is framed by mature trees, offering both shade and privacy. Conveniently located near local amenities, this home is a must-see.

$164,900

4 beds2 baths2,314 sq ft

1524 E 14th St, Winston Salem, NC 27105

Local amenities • Modern kitchen • Updated fixtures

ABOUT THIS HOME
Home with a Pool for sale in 27199, NC:
Light filled Victorian cottage on a double lot in the ever popular West Salem Neighborhood. Precious 1920 home saved & moved across the street to this location in 1994, and handled with loving care ever since! Surprisingly spacious with fully finished walk out lower level and space on the lot to add an ADU! Four bedrooms, all with ensuite baths, make this home live large! Abundant natural light streams in, highlighting original hardwood floors. Amazing views from the back deck as the property slopes down to Tanners Creek. RM12 zoning offers flexibility! Ideal quiet spot just minutes from Downtown as well as West Salem favorites like East of Texas, Camino Bakery and Bobby Boy! Showings

$350,000

4 beds4 baths2,014 sq ft

415 S Poplar St, Winston Salem, NC 27101

0.28 acre lot • Built 1920 • Listed 29 days

ABOUT THIS HOME
Home with a Pool for sale in 27199, NC:
Welcome to 212 N Laura Wall Blvd, a versatile opportunity in Winston-Salem offering flexibility for both owner-occupants and investors. This 2-bedroom, 1-bath home features a functional and inviting layout with a comfortable living room and an additional den, providing extra space for a home office, guest area, playroom, or second living space. Natural light flows throughout, creating a warm and welcoming atmosphere. Conveniently located near major roadways, shopping, dining, parks, and employment centers, this property offers easy access to daily conveniences and commuter routes. With its manageable size and practical floor plan, this home presents strong potential as a primary residence o

$145,000

2 beds1 bath1,433 sq ft

212 Laura Wall Blvd, Winston Salem, NC 27101

Easy access • Additional den • Natural light

Property at 800 S Sunset Dr, Winston Salem, NC 27103, 3 beds, 1 bath

$299,000

3 beds1 bath1,187 sq ft

800 S Sunset Dr, Winston Salem, NC 27103

Property at 1020 W Kent Rd, Winston Salem, NC 27104, 6 beds, 7.5 baths

$1,800,000

6 beds7.5 baths6,619 sq ft

1020 W Kent Rd, Winston Salem, NC 27104

Property at 525 Graham Ave, Winston Salem, NC 27101, 3 beds, 1 bath

$149,000

3 beds1 bath1,000 sq ft

525 Graham Ave, Winston Salem, NC 27101

Property at 621 Mulberry St SW, Winston Salem, NC 27101, 3 beds, 2 baths

$300,000

3 beds2 baths1,781 sq ft

621 Mulberry St SW, Winston Salem, NC 27101

Property at 432 Wiley Ave, Winston Salem, NC 27104, 2 beds, 1 bath

$295,000

2 beds1 bath993 sq ft

432 Wiley Ave, Winston Salem, NC 27104

Property at 1426 Thurmond St, Winston Salem, NC 27105, 4 beds, 1.5 baths

$219,995

4 beds1.5 baths1,080 sq ft

1426 Thurmond St, Winston Salem, NC 27105

Property at 1732 Harrison Ave, Winston Salem, NC 27105, 3 beds, 2 baths

$210,000

3 beds2 baths1,206 sq ft

1732 Harrison Ave, Winston Salem, NC 27105

Property at 4281 Willingham Way, Winston-salem, NC 27105, 4 beds, 2.5 baths

$319,250

4 beds2.5 baths1,954 sq ft

4281 Willingham Way, Winston-salem, NC 27105

Property at 505 Tanners Park Ct, Winston Salem, NC 27101, 3 beds, 2.5 baths

$380,000

3 beds2.5 baths1,748 sq ft

505 Tanners Park Ct, Winston Salem, NC 27101

Property at 1469 Cherry St, Winston Salem, NC 27105, 3 beds, 2 baths

$197,000

3 beds2 baths1,056 sq ft

1469 Cherry St, Winston Salem, NC 27105

Property at 605 N Dunleith Ave, Winston Salem, NC 27101

$170,000

— beds— baths— sq ft

605 N Dunleith Ave, Winston Salem, NC 27101

Property at 315 N Spruce St #304, Winston Salem, NC 27101, 2 beds, 2 baths

$314,900

2 beds2 baths892 sq ft

315 N Spruce St #304, Winston Salem, NC 27101

Property at 2055 W Academy St, Winston Salem, NC 27103

$319,000

— beds— baths— sq ft

2055 W Academy St, Winston Salem, NC 27103

Property at 1444 W 4th St, Winston Salem, NC 27101, 5 beds, 3 baths

$380,000

5 beds3 baths2,254 sq ft

1444 W 4th St, Winston Salem, NC 27101

Property at 325 Gregory St, Winston Salem, NC 27101, 2 beds, 1 bath

$174,500

2 beds1 bath852 sq ft

325 Gregory St, Winston Salem, NC 27101

Property at 106 N Hawthorne Rd, Winston Salem, NC 27104, 3 beds, 2.5 baths

$319,900

3 beds2.5 baths1,890 sq ft

106 N Hawthorne Rd, Winston Salem, NC 27104

Property at 613 N Dunleith Ave, Winston Salem, NC 27101

$290,000

— beds— baths— sq ft

613 N Dunleith Ave, Winston Salem, NC 27101

Property at 1120 Manly St, Winston Salem, NC 27105, 3 beds, 2 baths

$195,000

3 beds2 baths1,200 sq ft

1120 Manly St, Winston Salem, NC 27105

Property at 1067 E Kent Rd, Winston Salem, NC 27104, 6 beds, 10.5 baths

$4,990,000

6 beds10.5 baths21,081 sq ft

1067 E Kent Rd, Winston Salem, NC 27104

Property at 615 Corona St, Winston Salem, NC 27103, 2 beds, 1 bath

$239,000

2 beds1 bath908 sq ft

615 Corona St, Winston Salem, NC 27103

Property at 929 Hawthorne Rd, Winston Salem, NC 27103, 4 beds, 3 baths

$575,000

4 beds3 baths2,110 sq ft

929 Hawthorne Rd, Winston Salem, NC 27103

Property at 1 W 5th St #301, Winston Salem, NC 27101, 3 beds, 2 baths

$699,900

3 beds2 baths2,462 sq ft

1 W 5th St #301, Winston Salem, NC 27101

Property at 1365 Reynolda Rd, Winston Salem, NC 27106, 3 beds, 2.5 baths

$719,900

3 beds2.5 baths2,870 sq ft

1365 Reynolda Rd, Winston Salem, NC 27106

Property at 613 N Jackson Ave, Winston Salem, NC 27101, 3 beds, 1 bath

$139,900

3 beds1 bath1,330 sq ft

613 N Jackson Ave, Winston Salem, NC 27101

Property at 600 S Poplar St, Winston Salem, NC 27101, 2 beds, 2.5 baths

$499,000

2 beds2.5 baths1,980 sq ft

600 S Poplar St, Winston Salem, NC 27101

Property at 800 Brent St, Winston Salem, NC 27103, 5 beds, 2 baths

$437,500

5 beds2 baths2,086 sq ft

800 Brent St, Winston Salem, NC 27103

Property at 1325 Gholson Ave, Winston Salem, NC 27107, 2 beds, 1 bath

$88,500

2 beds1 bath570 sq ft

1325 Gholson Ave, Winston Salem, NC 27107

Property at 809 Garfield Ct, Winston Salem, NC 27105, 3 beds, 2 baths

$222,000

3 beds2 baths1,082 sq ft

809 Garfield Ct, Winston Salem, NC 27105

Property at 927 Apple St, Winston Salem, NC 27101, 5 beds, 4 baths

$320,000

5 beds4 baths2,130 sq ft

927 Apple St, Winston Salem, NC 27101

Property at 1831 Angelo St, Winston Salem, NC 27104, 4 beds, 3.5 baths

$1,199,000

4 beds3.5 baths3,123 sq ft

1831 Angelo St, Winston Salem, NC 27104

Property at 1616 Queen St, Winston Salem, NC 27103, 2 beds, 1 bath

$219,500

2 beds1 bath1,050 sq ft

1616 Queen St, Winston Salem, NC 27103

Property at 1823,1827, & 1831 First St W, Winston Salem, NC 27104

$850,000

— beds— baths— sq ft

1823,1827, & 1831 First St W, Winston Salem, NC 27104

Property at 2025 Craig St, Winston Salem, NC 27103, 4 beds, 2 baths

$432,000

4 beds2 baths2,016 sq ft

2025 Craig St, Winston Salem, NC 27103

Property at 909 Roosevelt St, Winston Salem, NC 27105, 3 beds, 2 baths

$215,000

3 beds2 baths1,268 sq ft

909 Roosevelt St, Winston Salem, NC 27105

Property at 1718 Thurmond St, Winston Salem, NC 27105, 3 beds, 2 baths

$229,999

3 beds2 baths1,310 sq ft

1718 Thurmond St, Winston Salem, NC 27105

Property at 825 Poplar St S, Winston Salem, NC 27101, 2 beds, 2.5 baths

$409,000

2 beds2.5 baths1,512 sq ft

825 Poplar St S, Winston Salem, NC 27101

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Based on information submitted to the MLS GRID as of Tue Dec 23 2025. 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.

Homes with Pools for Sale in 27199

There are currently 54 homes with pools for sale in 27199. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in 27199 every 15 minutes.

Find your dream home in 27199 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 27199 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 27199. If you're looking to sell your home in the 27199 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 27199 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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