Welcome to 5445 Fifth Avenue — a fabulous two-story townhouse in the heart of highly sought-after Shadyside. Bathed in natural light from oversized windows, this beautifully renovated residence seamlessly blends timeless charm with modern updates, offering effortless city living in one of Pittsburgh’s most vibrant neighborhoods. The thoughtfully designed main level features an expansive living room, an adjacent dining room ideal for entertaining, and a stylish galley kitchen complete with crisp white cabinetry and stainless steel appliances. An additional flex space provides the perfect opportunity for a home office, den, or potential fourth bedroom. Upstairs, you will find three generously sized bedrooms, including a serene en-suite primary retreat. Ample closet space and storage throughout add to the home’s everyday functionality. The finished lower level offers incredible versatility — ideal as a game room, family room, fitness area, or media space. Perfectly positioned just blocks from bustling Walnut Street, this exceptional home places the very best of Shadyside right outside your door. Enjoy easy access to Bakery Square, Downtown Pittsburgh, the Strip District, world-class hospitals, and leading universities, making daily commutes and weekend outings a breeze. Beautifully updated and impeccably located, 5445 Fifth Avenue is truly move-in ready — offering the rare opportunity to become part of one of Pittsburgh’s most desirable neighborhoods.
Wonderful contemporary two story condo in the heart of Shadyside! Close to Pitt and CMU universities and UPMC & AHN hospitals! Experience the best in urban living in one of Pittsburgh's most popular and sought after neighborhoods! Within walking distance to some of the best shopping and dining in the city--stroll to Walnut St., South Highland Ave. and Ellsworth Ave. for everything one could possibly desire! This very cool 2 story condo is easily accessed via elevator from the integral garage, where you have one assigned indoor parking spot. PETS & RENTALS PERMITTED! The open floor plan features a very unique layout, showcasing a soaring vaulted ceiling highlighting a huge skylight that floods the space with natural light! The entry level offers a generously sized living room with gas fireplace, an elevated dining area, and a fully equipped kitchen with stainless steel appliances and new LVP flooring. A half bath rounds out the main level. A floating staircase ascends to the second level featuring two nicely sized bedrooms with spacious closets and storage, an updated full bathroom, and a fully equipped laundry area. The second floor hallways that connect the rooms add to the unique and eye-catching layout of this upper level that looks down upon the first floor living area. An added bonus is the rooftop deck! A staircase on the second floor takes you to your private outdoor space where the rooftop decks offers plenty of space for rest and relaxation! Truly a very special condo in a very special neighborhood! (Monthly HOA fee includes: water, sewer, indoor garage parking for one car, common area maintenance & common area insurance. Unit owner pays their own gas and electric)
Beautifully renovated one-bedroom, one-bath condo in a desirable mid-century building. Spacious and filled with natural light from large windows, the open-concept floor plan seamlessly connects the living and dining areas to a bright, thoughtfully designed kitchen featuring white shaker cabinetry, quartz countertops, stainless steel appliances, abundant storage and counter space plus a pantry. The primary bedroom offers a large customized closet, while the beautifully updated bath features a walk-in shower with frameless glass enclosure. Wood floors, new windows and recessed lighting enhance the contemporary appeal throughout. A utility closet with additional storage adds convenience. Building amenities include a rooftop deck, garage with 24/7 valet parking, fitness center, laundry room, and storage lockers. Monthly maintenance fee includes all utilities and building maintenance. Outstanding location within walking distance of universities, hospitals, and the shops and restaurants of Squirrel Hill and Walnut Street.
Character, space, and a private garage come together in this distinctive two-story Shadyside condo. Filled with architectural details that are increasingly hard to find, the home features beautiful original woodwork, coffered ceilings, and abundant natural light throughout. A sun-filled enclosed porch creates an inviting bonus space for morning coffee, reading, or relaxing. The updated kitchen offers stainless steel appliances, generous storage, and a breakfast bar that opens naturally to the living space. Upstairs, two spacious bedrooms and a full bath provide separation from the main living level, while a convenient powder room is located on the first floor. Full-size in-unit laundry adds everyday ease, but perhaps the biggest bonus is the private one-car garage plus additional off-street parking—a rare find in Shadyside. Ideally located near Pittsburgh’s universities, hospitals, restaurants, shopping, and neighborhood amenities, this home offers the character of classic Shadyside living with the conveniences buyers are looking for today.
The data relating to real estate for sale on this web site comes in part from the IDX Program of the West Penn MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2026 West Penn Multi-List™. All rights reserved.
Shadyside is located in Pennsylvania. Shadyside, Pennsylvania has a population of 151,603.
The median household income in Shadyside, Pennsylvania is $54,306. The median household income for the surrounding county is $66,659 compared to the national median of $69,021. The median age of people living in Shadyside is 33.7 years.
The average high temperature in July is 83.5 degrees, with an average low temperature in January of 21 degrees. The average rainfall is approximately 38.3 inches per year, with 27.7 inches of snow per year.
