Homes with Pools for Sale in South Side, PA

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ABOUT THIS HOME
Home with a Pool for sale in South Side, PA:
Welcome to 420 Bradley Street—a stunning 3-bedroom, 2 full bath, 2 half bath custom home just 10 years young, tucked away in The Woods at Bradley Street, one of Mt. Washington’s most sought-after neighborhoods. Backing to a private 25-acre nature preserve, this home blends convenience with tranquility. Step inside to a light-filled, open floor plan with soaring 10’ ceilings, elegant crown moldings, and 5" hardwood floors throughout. The living room has it all: a cozy gas fireplace, custom built-ins, a wet bar, and direct deck access—perfect for entertaining. The chef’s kitchen is a showstopper with double ovens, a new refrigerator, oversized eat-in island,

$649,000

3 beds3 baths2,366 sq ft

420 Bradley St, Pittsburgh, PA 15211

Cozy gas fireplace • Open floor plan • Wet bar

HOWARD HANNA REAL ESTATE SERVICES

ABOUT THIS HOME
Home with a Pool for sale in South Side, PA:
Opportunity for home ownership! Set on a quiet street with easy access to Downtown Pittsburgh, this home offers two well-sized bedrooms on the upper level and a spacious main bath. The main level features a bright living room overlooking the covered front porch and an eat-in kitchen at the back of the home. The kitchen’s thoughtful layout inspires home cooking and provides plenty of space to gather around the table. Kitchen appliances include an updated 5 burner cooktop and a separate double wall oven. From the kitchen, step out to the back patio and yard—ideal for relaxing or entertaining.

$169,000

2 beds1 bath960 sq ft

407 Clarence St, Pittsburgh, PA 15211

Quiet street • Covered front porch • Bright living room

KELLER WILLIAMS REALTY

ABOUT THIS HOME
Home with a Pool for sale in South Side, PA:
Welcome to this beautifully updated 4–5 bedroom, 3.5-bath home just minutes from downtown Pittsburgh! Step inside to find spacious living areas with large bedrooms, including a primary suite featuring a walk-in closet. The home offers modern updates throughout, making it truly move-in ready. With ample space for both relaxation and entertaining, this property blends comfort with convenience. Outside, you’ll love the large fenced-in yard—perfect for pets, play, or outdoor gatherings. Its prime location provides easy access to shopping, dining, and all the amenities the city has to offer.

$310,000

5 beds2.5 baths1,900 sq ft

1241 Kirsopp Ave, Pittsburgh, PA 15220

6,250 sq ft lot • Built 1955 • Listed 101 days

PLACE TRUST, INC.

ABOUT THIS HOME
Home with a Pool for sale in South Side, PA:
HILLTOP CHARMER! Quality 3Bd 2Bath Brick home located on a Corner Lot in the established community of Mount Washington. Its generous sized Living, Dining and Kitchen makes for a Smooth Flowing First Floor Plan, which makes holidays and entertaining a breeze! There is also a cozy First Floor Den, Newly Updated Electric, Central air, Newer Roof, Newer Windows, Hardwood Floors, Large Walk Out Basement with tons of storage, Comfy Front Porch Swing, Partially Fenced Back Yard with room for flower or vegetable gardens. Home Warranty included!

$149,000

3 beds2 baths1,010 sq ft

448 Eureka St, Pittsburgh, PA 15211

Cozy first floor den • Newer roof • Newer windows

COLDWELL BANKER REALTY

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in South Side, PA:
Welcome to The Classroom Lofts — a unique blend of historic charm and smart, energy-efficient updates in a walkable, transit-friendly location. This two-bedroom, two-bath condo features original tin ceilings, exposed brick, and two versatile loft spaces—great for home offices or creative flex use. The spacious kitchen with oversized island is ideal for entertaining. Recent upgrades include a high-efficiency Trane HVAC (19–20 SEER), DC ceiling fans throughout, new appliances (2023–2025), upgraded bath and kitchen fixtures, Hunter-Douglas cellular shades, and whole-home surge protection. Enjoy continuous hot water with a gas tankless system. Includes a large basement s

$339,900

2 beds2 baths1,764 sq ft

120 S 15th St #203, Pittsburgh, PA 15203

Exposed brick • Spacious kitchen • High efficiency hvac

BERKSHIRE HATHAWAY THE PREFERRED REALTY

Property at 147 Laughlin Ave, Pittsburgh, PA 15210, 3 beds, 2 baths

$144,900

3 beds2 baths1,648 sq ft

147 Laughlin Ave, Pittsburgh, PA 15210

RE/MAX SELECT REALTY

Property at 316 Cola St, Pittsburgh, PA 15203, 4 beds, 4.5 baths

$2,750,000

4 beds4.5 baths4,000 sq ft

316 Cola St, Pittsburgh, PA 15203

RE/MAX REAL ESTATE SOLUTIONS

Property at 26 Carrick Ave, Pittsburgh, PA 15210, 4 beds, 2 baths

$134,500

4 beds2 baths— sq ft

26 Carrick Ave, Pittsburgh, PA 15210

COLDWELL BANKER REALTY

Property at 50 Southern, Pittsburgh, PA 15211, 4 beds, 2.5 baths

$499,000

4 beds2.5 baths2,787 sq ft

50 Southern, Pittsburgh, PA 15211

HOWARD HANNA REAL ESTATE SERVICES

Property at 1717 Sidney St, Pittsburgh, PA 15203, 3 beds, 2 baths

$209,167

3 beds2 baths1,192 sq ft

1717 Sidney St, Pittsburgh, PA 15203

VYLLA HOME

Property at 2703 Burham St, Pittsburgh, PA 15203, 3 beds, 2 baths

$250,000

3 beds2 baths1,656 sq ft

2703 Burham St, Pittsburgh, PA 15203

COLDWELL BANKER REALTY

Property at 2808 Banksville Ave, Pittsburgh, PA 15216, 3 beds, 2 baths

$199,900

3 beds2 baths1,500 sq ft

2808 Banksville Ave, Pittsburgh, PA 15216

BERKSHIRE HATHAWAY THE PREFERRED REALTY

Property at 2206 Elsie St, Pittsburgh, PA 15210, 2 beds, 1 bath

$27,000

2 beds1 bath880 sq ft

2206 Elsie St, Pittsburgh, PA 15210

YOUR TOWN REALTY LLC

Property at 931 Brookline Blvd, Pittsburgh, PA 15226

$239,900

— beds— baths— sq ft

931 Brookline Blvd, Pittsburgh, PA 15226

Keller Williams Realty

Property at 426 Sulgrave Rd, Pittsburgh, PA 15211, 3 beds, 1 bath

$249,900

3 beds1 bath— sq ft

426 Sulgrave Rd, Pittsburgh, PA 15211

COLDWELL BANKER REALTY

Property at 47 Estella Ave, Pittsburgh, PA 15211, 3 beds, 1 bath

$259,900

3 beds1 bath1,344 sq ft

47 Estella Ave, Pittsburgh, PA 15211

Property at 2315 Jane St, Pittsburgh, PA 15203, 4 beds, 3 baths

$499,000

4 beds3 baths1,920 sq ft

2315 Jane St, Pittsburgh, PA 15203

RE/MAX SELECT REALTY

Property at 30 Stewart Ave, Pittsburgh, PA 15227, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths1,420 sq ft

30 Stewart Ave, Pittsburgh, PA 15227

CENTURY 21 RISE REALTY

Property at 457 Natchez St, Pittsburgh, PA 15211, 5 beds, 3 baths

$348,000

5 beds3 baths— sq ft

457 Natchez St, Pittsburgh, PA 15211

DEACON & HOOVER REAL ESTATE ADVISORS LLC

Property at 146 S 17th St, Pittsburgh, PA 15203, 3 beds, 1 bath

$159,900

3 beds1 bath1,568 sq ft

146 S 17th St, Pittsburgh, PA 15203

GALASSO REAL ESTATE SERVICES

Property at 1908 Saint Paul St, Pittsburgh, PA 15203, 2 beds, 1 bath

$95,000

2 beds1 bath816 sq ft

1908 Saint Paul St, Pittsburgh, PA 15203

REALTY ONE GROUP GOLD STANDARD

Property at 1103 Tropical Ave, Pittsburgh, PA 15216, 6 beds, 5 baths

$349,900

6 beds5 baths— sq ft

1103 Tropical Ave, Pittsburgh, PA 15216

COMPASS PENNSYLVANIA, LLC

Property at 30 Uxor Way, Pittsburgh, PA 15203, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths1,594 sq ft

30 Uxor Way, Pittsburgh, PA 15203

NEXTHOME PPM REALTY

Property at 2313 Eccles St, Pittsburgh, PA 15210, 4 beds, 2 baths

$229,000

4 beds2 baths— sq ft

2313 Eccles St, Pittsburgh, PA 15210

REALTY ONE GROUP GOLD STANDARD

Property at 1910 Saint Paul St, Pittsburgh, PA 15203, 3 beds, 1.5 baths

$150,000

3 beds1.5 baths1,486 sq ft

1910 Saint Paul St, Pittsburgh, PA 15203

MILESTONE REALTY

Property at 2623 Jane St, Pittsburgh, PA 15203, 2 beds, 1 bath

$179,900

2 beds1 bath1,072 sq ft

2623 Jane St, Pittsburgh, PA 15203

ARTMAN B.C. & COMPANY

Property at 132 Prospect St, Pittsburgh, PA 15211, 3 beds, 3.5 baths

$634,768

3 beds3.5 baths1,850 sq ft

132 Prospect St, Pittsburgh, PA 15211

RE/MAX REAL ESTATE SOLUTIONS

Property at 529 E Warrington Ave, Pittsburgh, PA 15210, 2 beds, 1.5 baths

$59,900

2 beds1.5 baths1,000 sq ft

529 E Warrington Ave, Pittsburgh, PA 15210

PRIORITY REALTY LLC

Property at 2320 E Carson, Pittsburgh, PA 15203, 4 beds, 2 baths

$375,000

4 beds2 baths— sq ft

2320 E Carson, Pittsburgh, PA 15203

HOWARD HANNA LANGHOLZ WILSON ELLIS

Property at 250 Paul St, Pittsburgh, PA 15211, 5 beds, 2 baths

$279,900

5 beds2 baths1,800 sq ft

250 Paul St, Pittsburgh, PA 15211

ALBERT W. OTT AGENCY, INC.

Property at 1136 Brownsville Rd, Pittsburgh, PA 15210, 7 beds, 6 baths

$299,900

7 beds6 baths— sq ft

1136 Brownsville Rd, Pittsburgh, PA 15210

CENTURY 21 FRONTIER REALTY

Property at 1000 Grandview Avenue Unit #802, Pittsburgh, PA 15211, 2 beds, 1 bath

$400,000

2 beds1 bath847 sq ft

1000 Grandview Avenue Unit #802, Pittsburgh, PA 15211

BERKSHIRE HATHAWAY THE PREFERRED REALTY

Property at 120 Kathleen St, Pittsburgh, PA 15211, 4 beds, 2 baths

$235,000

4 beds2 baths— sq ft

120 Kathleen St, Pittsburgh, PA 15211

DESANTIS PROPERTY MANAGEMENT LLC

Property at 2318 Fox Way, Pittsburgh, PA 15203

$79,900

0 beds— baths1,113 sq ft

2318 Fox Way, Pittsburgh, PA 15203

COLDWELL BANKER REALTY

Property at 238 Republic St, Pittsburgh, PA 15211, 2 beds, 2 baths

$165,000

2 beds2 baths930 sq ft

238 Republic St, Pittsburgh, PA 15211

RE/MAX SELECT REALTY

Property at 2725 Sumner St, Pittsburgh, PA 15203, 3 beds, 2.5 baths

$229,000

3 beds2.5 baths2,145 sq ft

2725 Sumner St, Pittsburgh, PA 15203

BERKSHIRE HATHAWAY THE PREFERRED REALTY

Property at 2032 Jacob St, Pittsburgh, PA 15226, 3 beds, 1 bath

$175,000

3 beds1 bath— sq ft

2032 Jacob St, Pittsburgh, PA 15226

RE/MAX SELECT REALTY

Property at 458 Wyola St, Pittsburgh, PA 15211, 2 beds, 1.5 baths

$99,000

2 beds1.5 baths1,221 sq ft

458 Wyola St, Pittsburgh, PA 15211

Keller Williams Realty

Property at 53 Holt St, Pittsburgh, PA 15203, 2 beds, 2 baths

$259,000

2 beds2 baths1,340 sq ft

53 Holt St, Pittsburgh, PA 15203

RE/MAX SELECT REALTY

Property at 435 Walde St, Pittsburgh, PA 15210, 2 beds, 1.5 baths

$118,900

2 beds1.5 baths1,025 sq ft

435 Walde St, Pittsburgh, PA 15210

COLDWELL BANKER REALTY

Property at 844 Gearing Ave, Pittsburgh, PA 15210, 3 beds, 1.5 baths

$224,900

3 beds1.5 baths1,244 sq ft

844 Gearing Ave, Pittsburgh, PA 15210

HOWARD HANNA REAL ESTATE SERVICES

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Homes with Pools for Sale in South Side

There are currently 386 homes with pools for sale in South Side at a median listing price of $220K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Side stay on the market for 72 days and receive 1 offers. Popular neighborhoods include Shadyside, Lower Lawrenceville, Mount Lebanon, Squirrel Hill South, and Squirrel Hill North. This map is refreshed with the newest listings in South Side every 15 minutes.

In the past month, 75 homes have been sold in South Side. In addition to houses in South Side, there were also 35 condos, 27 townhouses, and 72 multi-family units for sale in South Side last month. Find your dream home in South Side 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 South Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Side. If you're looking to sell your home in the South Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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