Shadyside Real Estate

Shadyside Real Estate

Welcome to Shadyside, a vibrant neighborhood nestled in the heart of Allegheny County, Pennsylvania. Known for its charming tree-lined streets and a delightful blend of historic architecture and modern amenities, Shadyside is a community that offers both character and convenience.

This picturesque area is renowned for its boutique shopping, eclectic dining options, and a lively arts scene. Whether you're strolling down Walnut Street, where you can find everything from high-end retailers to quaint cafes, or exploring the local galleries showcasing the talents of regional artists, there’s always something new to discover in Shadyside.

Families and professionals alike are drawn to Shadyside for its exceptional schools and proximity to some of Pittsburgh’s most esteemed universities and medical centers. The neighborhood boasts an array of parks and green spaces, perfect for leisurely walks, picnics, or simply soaking up the sun.

Shadyside is also celebrated for its strong sense of community. With numerous local events, farmers' markets, and seasonal festivals, residents enjoy a welcoming atmosphere that fosters connections among neighbors.

If you’re considering a move to this charming enclave, you’ll find a variety of housing options, from elegant Victorian homes to modern condominiums, catering to diverse lifestyles and preferences.

With its perfect blend of urban energy and suburban tranquility, Shadyside is more than just a place to live; it’s a place to thrive. Come and experience the warmth and vibrancy of this exceptional neighborhood—your new home awaits!

Newest Listings in Shadyside

$339,000
2 Beds ⋅ 2 Baths
Welcome to "Fairytale City Living" in a STUNNINGLY LARGE 2Bed/2Full Bath, 1253ft.², MOVE-IN-READY and beautifully sophisticated Open-Floor-Plan with private balcony in coveted SHADYSIDE where you walk to universities, hospitals, offices, cultural centers, fitness/yoga , amazing restaurants & shopping where you will never need a car! You are greeted with expansive wall to wall windows (some floor to ceiling) drenching the huge living and dining room with natural light. The modern kitchen has been updated with granite, stainless steel appliances, richly finished cabinetry, stylish backsplash and bar area. This home offers an incredibly large owner's suite with a generously sized bath, exceptional walk-in closet, and more wall to wall windows to view the lush foliage that spans the entire home. The oversized light filled secondary bedroom has a nicely tiled full bathroom across the hall making it convenient for your guests. You will find abundant storage throughout this luxury condo. Maintenance Free City Living At It's Finest! Will Not Last Long! Schedule Your Tour Today:))

5619 Kentucky Ave Unit 202, Shadyside

Listing courtesy of KELLER WILLIAMS EXCLUSIVE.

$849,000
3 Beds ⋅ 4 Baths
Outstanding location, in the heart of Shadyside, this sophisticated beautifully renovated two story home offers the perfect blend of timeless character and sophisticated modern design. Ideally located within walking distance to a major Medical Center, Universities, boutique shopping, and an outstanding selection of restaurants andcafes. Premier coeducational school Winchester Thurston is directly across the street. Lovingly maintained by the same owners for 48 years, this home features beautiful oak hardwood floors, an inviting living room with mirrored glass shelving, decorative marble fireplace and a cozy first-floor family room. The renovated kitchen features maple cabinetry, stainless steel appliances, including electric stove plus separate wall oven, French door refrigerator, microwave oven and breakfast nook with built-in seating. Upstairs are three bedrooms, including a primary suite with a private bath and walk-in shower, plus a second full bath. The finished lower level includes a gameroom which is ideal for a home office or gym, half bath, laundry, storage, and an integral garage. Beautiful landscaping, an automatic irrigation system, and a private side yard complete this exceptional home. All mechanical systems are in top condition and the new roof has a 50 year warranty. YOU can move right into this home and be proud to call it HOME!

4940 Ellsworth Ave, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$210,000
1 Beds ⋅ 1 Baths
All that Shadyside has to offer, literally at your doorstep. Welcome to Shady Court Condominiums. This nicely updated ground floor condo located in the heart of one of Pittsburgh's most desirable neighborhoods! This 1-bedroom, 1-bathroom home puts you minutes from the quintessential Shadyside experience. Enjoy the Main Street USA feel that offers easy access to Pitt, CMU and other area universities, as well as both UPMC and West Penn Hospital Systems. The inviting open layout is highlighted by sleek flooring throughout, creating a sense of flow between the spaces. The kitchen is fully equipped with stainless steel appliances, granite countertops and breakfast bar, making meal prep and casual dining a breeze. You'll also enjoy the added convenience of in building laundry and secure entry. The coffee shops, bars, restaurants and top notch retail experience that have defined Shadyside for decades begins just down the block to your left. Turn to your right and you'll find the newest Commonplace Coffee location. Whether you’re a first-time buyer, rightsizing, or looking for a city retreat, this property offers a wonderful combination of convenience and style. This is a rental friendly building. Don’t miss out on this fantastic opportunity—schedule your showing today!

5708 Walnut Street Unit G-1, Shadyside

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$299,000
2 Beds ⋅ 3 Baths

5048 Fifth Avenue Unit 101, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$469,000
2 Beds ⋅ 2 Baths
This two-story brick townhouse, built in 1900, offers a blend of historic Shadyside character and modern updates. The bright interior features contemporary laminate flooring throughout the main living space and recessed lighting throughout the home. The kitchen is equipped with high-end appliances, a full-length pantry, and premium cabinets and fixtures. The interior layout features a master suite with a spacious wardrobe closet, two bathrooms, and a main living area centered around a cozy fireplace. The home is equipped with central air conditioning and forced-air gas heating. A finished basement provides versatile extra space, dedicated storage, and includes a front-load washer and dryer.Outside, a covered back patio offers a private outdoor retreat with low-maintenance landscaping. The property is situated in an established neighborhood, providing convenient access to public transit, local dining, and retail options.

5847 Pierce St, Shadyside

Listing courtesy of FSBO BROKER LLC.

$200,000
1 Beds ⋅ 1 Baths
Beautifully renovated 1-bedroom, 1-bath condominium in the heart of Shadyside! This move-in-ready condo combines modern updates with low-maintenance living in one of Pittsburgh's most sought-after neighborhoods. The bright, inviting interior features stylish finishes and a functional layout designed for everyday comfort. Luxury vinyl plank flooring, renovated kitchen and bath. Ideally located just minutes from UPMC hospitals, the University of Pittsburgh, Carnegie Mellon University, and Chatham University. Perfect for medical professionals, faculty, students, or anyone seeking an exceptional location. Enjoy being just steps from Shadyside's boutique shopping, popular restaurants, cafés, parks, and public transportation, with easy access to Oakland, Downtown Pittsburgh, Bakery Square, and major roadways.

5825 5th Ave Avenue Unit 310, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$375,000
3 Beds ⋅ 2 Baths
Hidden in one of Pittsburgh's best-kept pockets, this distinctive home offers the perfect blend of privacy, space, and unbeatable convenience. Tucked away just off S. Negley Avenue and Centre Avenue, you'll enjoy being just moments from Shadyside and West Penn Hospitals, Market District, Walnut Street, Bloomfield, and some of the city's best dining, shopping, and entertainment. Whether you're a physician, nurse, hospital employee, or simply someone who loves living close to everything, this location is hard to beat. Step inside and you'll immediately be drawn to the dramatic two-story living room, where soaring ceilings and abundant natural light create an inviting, open atmosphere. The living room flows seamlessly into the dining area, while hardwood floors add warmth and character throughout the main level. The spacious eat-in kitchen offers plenty of room for everyday living and entertaining, with the opportunity to update it to reflect your own style. Outside, enjoy a brand-new front porch or unwind on the private rear porch and patio, tucked beneath a beautiful canopy of mature trees. Upstairs, the unique primary suite overlooks the living room below and features a cozy sitting area, an oversized bath, and a generous dressing area. The third floor offers two additional large bedrooms, providing flexibility for family, guests, a home office, or creative space. Move right in and update over time, or transform this home into something truly spectacular. With its exceptional location, distinctive architecture, generous living spaces, and attractive price, this is a rare opportunity to create lasting value in one of Pittsburgh's most sought-after neighborhoods.

412 Noble Street, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$235,000
2 Beds ⋅ 2 Baths
Experience maintenance-free living in one of Pittsburgh's most sought-after condominium communities Amberson Towers—located in the heart of Shadyside. Unit 418 is where comfort, convenience, and timeless style come together. This beautifully maintained two-bedroom, two-bath residence offers the perfect blend of updated comfort, convenience, and an unbeatable location just moments from shopping, dining, universities, hospitals and entertainment. Updated flooring, fresh paint, a refreshed kitchen, and modern fixtures make this home truly move-in ready—offering a turnkey opportunity that's simply waiting for you to make it your own. Life at Amberson Towers extends well beyond your front door. enjoy access to a variety of on-site amenities, including a fitness center, community lounge, laundry and rooftop terrace, providing opportunities for relaxation and socialization. Additionally, the building offers convenient services such as 24-hour maintenance. Explore the photos, take in everything this exceptional home and the sought-after Amberson Towers community have to offer, and imagine yourself living in the heart of Shadyside. Opportunities like this don't come along often—schedule your private tour today and make your move before someone else does!

5 Bayard Road Unit 418, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$225,000
2 Beds ⋅ 1 Baths
**Exceptional Location in the Heart of Shadyside/East Liberty! This Beautifully updated 2-bedroom home just steps from Bakery Square and the Walnut Street shopping district, with popular restaurants, cafés, boutiques, and specialty shops right outside your door. Easy access to Pitt, CMU, UPMC, and downtown via nearby public transportation. **Inside, the thoughtfully renovated kitchen and bathroom showcase contemporary finishes and timeless design. The spacious living room provides a versatile layout with plenty of room for entertaining, relaxing, or working from home. Two generously sized bedrooms offer comfort and flexibility, while hardwood floors throughout add warmth, character, and easy maintenance. **A standout feature is the rooftop deck, where you can enjoy panoramic city views, sunshine, and beautifully maintained flower gardens—an inviting retreat for morning coffee, evening sunsets, or entertaining guests.

372 S Highland Ave Unit 102, Shadyside

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$715,000
3 Beds ⋅ 3 Baths
Welcome to 704 Ivy Street, ideally situated on a picturesque tree-lined street in the heart of Shadyside! Just a few minutes walk to vibrant Walnut Street with its popular coffee shops, boutiques, and restaurants, this home also offers an easy commute to Pittsburgh's renowned hospitals, universities, and downtown. Full of timeless character and ready for your personal touch, this spacious home offers endless potential to make it your own. A charming covered front porch welcomes you inside, where you'll find high ceilings, hardwood floors, and generously sized rooms throughout. The inviting living room features a fireplace, while the dining room opens through patio doors to a covered rear porch—perfect for relaxing or entertaining. The large eat-in kitchen offers abundant cabinetry, pantry space, and there is also a convenient first-floor laundry room with lots of storage too! Upstairs, the generous primary suite features an abundance of closet space and a private ensuite bathroom. Two additional spacious bedrooms with roomy closets and a full hall bathroom complete the second floor. The third floor has a finished attic space with built ins for plenty more storage. Enjoy the private fenced rear patio and deck, ideal for outdoor dining, gardening, or entertaining. A detached two-car garage provides excellent parking and storage. The home also has new roof which is an added bonus. A wonderful opportunity to create your dream home in one of Pittsburgh's most sought-after neighborhoods!

704 Ivy Street, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$599,900
3 Beds ⋅ 2 Baths
Welcome to 411 The Lofts at Shadyside, a double-unit condominium in one of Shadyside’s most sought-after neighborhoods. Filled with natural light, this residence showcases industrial-style ceilings, exposed brick walls, three spacious bedrooms, an open kitchen, two full baths, a laundry room, and new wall-to-wall carpeting. It also includes access to a two-car tandem garage space and storage in the building. The secure building is professionally managed on-site and offers a rooftop deck with incredible views.

5850 Centre Ave Unit 411, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP.

$219,900
1 Beds ⋅ 1 Baths
Welcome to Unit #104 at Amberson Towers Condominium in the heart of Shadyside. Beautifully updated throughout and move-in ready, this thoughtfully renovated residence offers the open floor plan, functionality, and modern finishes today’s buyers are seeking—all with the convenience of first floor living. Updates include flooring throughout, crown molding, replacement interior doors, a custom closet organization system, and a renovated bathroom with updated tile and vanity. Ideally located just minutes from Carnegie Mellon University, the University of Pittsburgh, renowned medical centers, and Shadyside’s premier dining and shopping destinations. Residents enjoy convenient parking options, while the monthly HOA fee covers all utilities, building maintenance, and security—providing exceptional value and truly low-maintenance living.

5 Bayard Rd Unit 104, Shadyside

Listing courtesy of CENTURY 21 FRONTIER REALTY.

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INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.