Shadyside Condos for Sale

Shadyside Condos for Sale

Welcome to Shadyside, a vibrant neighborhood nestled in the heart of Pittsburgh, Pennsylvania, within Allegheny County. Known for its charming tree-lined streets and eclectic mix of boutiques, cafes, and art galleries, Shadyside is a delightful blend of urban sophistication and suburban tranquility. This community is particularly appealing to those who appreciate a lively atmosphere paired with a strong sense of local history and culture.

Shadyside boasts some of the most desirable real estate in the Pittsburgh area, including a variety of stunning condos for sale. Whether you’re seeking a chic one-bedroom loft or a spacious multi-bedroom unit, the condos in this neighborhood cater to diverse lifestyles and preferences. Many of these residences feature modern amenities, open floor plans, and breathtaking views of the surrounding cityscape.

Living in Shadyside means you’ll have access to a rich array of dining options, from quaint coffee shops to upscale restaurants, ensuring that every culinary craving is satisfied. For those who enjoy the outdoors, nearby parks and green spaces provide the perfect backdrop for leisurely strolls or weekend picnics.

With its strategic location, Shadyside offers easy access to downtown Pittsburgh and other surrounding neighborhoods, making it an ideal place for both professionals and families. If you’re considering making Shadyside your home, explore the condos for sale today and discover the perfect blend of convenience, community, and charm that awaits you in this enchanting neighborhood. Your dream lifestyle is just a key turn away!

Newest Shadyside Condos for Sale

$840,000
2 Beds ⋅ 3 Baths
Luxury, space, and an incredible Oakland location come together in this exceptional 3,000+ sq. ft. residence at 5000 Fifth Avenue! This expansive 2-bedroom condo features a beautiful den/office with custom built-ins, an elegant dining room, and a spacious living room with fireplace, all filled with an abundance of natural light. Large windows overlook the lush, wooded setting behind the building. The large eat-in kitchen is designed for both everyday living and entertaining, featuring an oversized island with a skylight above, granite countertops and backsplash, abundant cabinetry and counter space, and a double oven. A dedicated laundry room is conveniently located just off the kitchen and includes a wine refrigerator. Hardwood floors, generous closet space, and thoughtful details throughout add to the comfort and functionality of this remarkable home. A separate powder room off the main hallway is perfect for guests. The spacious primary suite offers an impressive dressing area between the bedroom and primary bath, with huge closet space and a dedicated sitting area with makeup vanity. The luxurious primary bathroom features both a walk-in shower and separate soaking tub. The second full bathroom also includes a walk-in shower, providing comfort and convenience for family and guests. Enjoy an impressive array of building amenities, including 24/7 concierge service, a state-of-the-art exercise room, guest suite, and private storage locker, all conveniently located on the mezzanine level. Two elevators serve the building, and the unit is conveniently located near an elevator providing direct access to the parking area. Two deeded tandem parking spaces convey with the unit, a rare convenience in this prime Oakland location. Building is owner-occupied only; rentals are not permitted. Just blocks from shopping, restaurants, major hospitals, museums, Phipps Conservatory, and Pittsburgh's renowned universities.

5000 Fifth Avenue Unit 308, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$182,475
1 Beds ⋅ 1 Baths
Welcome to 5 Bayard Road, Unit 514, in the heart of Shadyside! This beautifully renovated one-bedroom, one-bath condo offers a spacious floor plan with everything brand new, including all-new flooring, a stunning new kitchen, and a completely updated bathroom. The bright, open living space is filled with natural sunlight and offers plenty of storage throughout. Enjoy the convenience of being within walking distance to Shadyside’s many shops, restaurants, and amenities. The monthly condo fee includes all utilities, along with 24-hour security and common laundry facilities on every floor. Residents also enjoy an impressive array of amenities, including a party room, exercise room, guest apartment, rooftop deck, and a large patio complete with a grill—everything you need for comfortable, convenient

5 Bayard Rd Unit 514, Shadyside

Listing courtesy of RE/MAX HOME CENTER.

$300,000
3 Beds ⋅ 2 Baths
Rare opportunity for a beautifully updated 3BR/2BA condo in desirable Amberson Towers! This hard-to-find 3-bedroom floor plan offers spacious, flexible living. Fully renovated bathrooms, hardwood flooring throughout, ceiling lights in every room, and an updated kitchen featuring stainless steel appliances, real wood cabinetry, brand new backsplash and abundant storage. Large primary bedroom with generous closet space plus two additional well-sized bedrooms offer flexibility for guests, home office, study or hobby space. Bright, spacious living and dining areas with abundant natural light. Enjoy low-maintenance living with 24-hour security and on-site management. Amenities include fitness room, rooftop deck, patio, party room, guest accommodations, storage and laundry facilities. Monthly fee includes utilities. Prime Shadyside location near Pitt, CMU, UPMC, hospitals, museums, parks, Walnut St, dining and public transportation. A rare combination of space, updates, flexibility and location!

5 Bayard Rd Unit 412, Shadyside

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$339,000
2 Beds ⋅ 2 Baths
TOP-FLOOR living at Woodland Manor: enjoy quiet living with no residence above you! This spacious and updated 2-bedroom, 2-bath condo offers comfortable single-level living in the heart of Shadyside. The generous living and dining areas provide plenty of room to entertain, relax, or create a dedicated work-from-home space. Two well-sized bedrooms and two full baths offer a flexible layout for everyday living, guests, or an office. Unit 301's position on the building's highest floor provides added privacy and the distinct advantage of no upstairs neighbor. An included bonus storage closet is conveniently located just steps from the unit. Elevator access makes coming and going easy, and indoor garage parking is available for lease within the building. Woodland Manor puts you close to the best of Shadyside, including Walnut Street, shopping and dining along Highland and Ellsworth, Mellon Park, Chatham University, Carnegie Mellon, Pitt, UPMC, Bakery Square, and convenient Fifth Avenue public transportation. Beyond the unit, Woodland Manor offers attractive shared spaces, including a landscaped courtyard with patio seating and an inviting indoor lobby and sitting area. With its top-floor location, spacious layout, nearby storage, elevator access, and indoor parking available in the building, Unit 301 offers a combination that is hard to find in Shadyside condo living.

5903 5th Ave Unit 301B, Shadyside

Listing courtesy of WITHJOY.AI INC..

$235,000
2 Beds ⋅ 2 Baths
This corner unit has wonderful light with windows on 2 sides and large windows in the living room. It offers a bright and airy retreat. The interior features a clean, modern aesthetic with neutral walls throughout. It has an updated kitchen complete with granite countertops, stainless steel appliances, and a large pantry for ample storage. An expansive, living and dining area provides incredible versatility, offering plenty of space for a home office, a chair by the corner windows for reading, a full dining set for hosting game nights, and a large-screen media setup. This sense of space extends to the primary bedroom, which comfortably accommodates a king-sized bed, dressers, and a desk, all supported by generous closet space throughout the unit, and an updated ensuite bathroom with a walk-in shower. The second bedroom is also of generous size for bed and dressers. Life at Amberson comes with an impressive suite of amenities, highlighted by a massive, playing-field-sized patio perfect for setting up badminton nets or enjoying a cookout at the provided grills. For even more dramatic views, head to the rooftop deck to soak in the sun and enjoy a spectacular 360-degree panorama of the city. Residents also benefit from a workout room, a community room, and the convenience of laundry facilities on both the residential floor and the lower level. Assigned indoor and outdoor parking is available for a fee. Providing ultimate peace of mind and simplified budgeting, the comprehensive HOA fee covers all major utilities—gas, electric, water, and sewer—as well as common area maintenance and contributions to the reserve funds.

5 Bayard Rd Unit 618, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

$182,000
1 Beds ⋅ 1 Baths
Welcome to Unit 910 at 5 Bayard Road, a rare oversized one-bedroom, one-bath condo, approximately 844 square feet, among the larger one-bedroom layouts in the building. Bright and inviting, the open living and dining area is filled with natural light from large windows with pleasant city views. The kitchen offers ample cabinetry and workspace, and the bedroom is generously sized with great closet space. The HOA fee covers water, sewage, gas, electric, heating, air conditioning, building insurance, common area and exterior maintenance, snow removal, trash, and professional management. Building amenities include secure entry, 24-hour front desk, fitness center, rooftop deck, party room, guest suites, and on-site management. Steps to Walnut Street shops and dining, and minutes to Pitt, CMU, UPMC, Bakery Square, and Downtown.

5 Bayard Rd Unit 910, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

$275,000
1 Beds ⋅ 1 Baths
Charming and full of character, this spacious two-story, one-bedroom condo in the heart of Shadyside offers the perfect blend of style and convenience. Featuring hardwood floors throughout, soaring high ceilings, and stunning original woodwork and trim, the home is filled with warmth and tons of natural light. The generous living room showcases a beautiful decorative fireplace and opens to a private balcony—ideal for relaxing or entertaining. The updated kitchen is complete with white cabinetry and new sleek quartz countertops. Upstairs, you’ll find a versatile loft space perfect for additional living or a flex area, along with a large bedroom featuring a skylight and custom closet. A full bath and dedicated office space complete the upper level. Additional amenities include off-street parking, onsite laundry, and a private storage locker. Ideally located just steps from Walnut Street’s shops and restaurants, Mellon Park, and major hospitals and universities—this is city living at its best. **Second floor has exterior hallway access for moving/day to day purposes w/out using spiral staircase

5321 Fifth Avenue Unit 5, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$219,000
2 Beds ⋅ 2 Baths
Live Where Pittsburgh Comes Alive — Amberson Towers, Unit 309! In the heart of Shadyside, this spacious, one of a kind, 2-bed, 2-bath condo blends comfort, style, and unbeatable convenience. Recently refreshed for its next owner. Step into a warm, thoughtfully designed living space perfect for relaxing, entertaining, or working from home. Amberson Towers offers top-tier amenities: fitness center, rooftop terrace with city views, stylish lounge, laundry, 24/7 security and on-site maintenance, everything you need, right where you live! Outside, enjoy tree-lined streets, historic charm, and walkable access to top universities, hospitals, boutique shopping, parks, stadiums, and Downtown Pittsburgh. Shadyside’s vibrant energy and timeless appeal make this location truly special. Whether you're investing, downsizing, or finding your next home, Unit 309 is your chance to own in one of the city’s most dynamic, connected neighborhoods. Experience the best of Pittsburgh living!

5 Bayard Road Unit 309, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$315,000
2 Beds ⋅ 2 Baths
There are places to live... and there are places that define the way you live. Welcome to Woodland Manor at 5825 Fifth Avenue, where the energy of Pittsburgh meets the elegance of Shadyside. Perfectly positioned in one of Pittsburgh's most distinguished and sought-after neighborhoods, this exceptional condominium offers a lifestyle that few locations can match. From your front door, you're moments from the prestigious campuses of Carnegie Mellon University, the University of Pittsburgh, and Carlow University, internationally recognized UPMC medical centers, the boutiques and cafés of Walnut Street, Bakery Square, East Liberty, museums, parks, theaters, award-winning restaurants, vibrant nightlife, public transportation, and every convenience that makes city living both effortless and exciting. Downtown Pittsburgh's Cultural District, world-class sporting venues, and riverfront attractions are only minutes away, placing the very best of the city within easy reach. Inside, you'll discover a residence designed for those who appreciate comfort without compromise. Rich hardwood flooring, oversized windows, and an airy open-concept floor plan create an inviting atmosphere filled with natural light. The beautifully appointed kitchen is both stylish and functional, featuring gleaming granite countertops, quality maple cabinetry with dovetailed construction, stainless steel appliances, and a spacious island that serves as the heart of the home—perfect for everything from morning coffee to evening gatherings. The expansive great room offers generous space for entertaining or relaxing after a day in the city, while the thoughtfully designed split-bedroom layout provides exceptional privacy. The owner's suite is a peaceful retreat featuring an updated ensuite bath and an oversized custom-organized closet. A second spacious bedroom with an equally generous closet and beautifully updated adjacent full bath is ideal for guests, family, or an executive home office. Woodland Manor extends the luxury beyond your front door. Residents enjoy the convenience of secure interior parking, a private storage area, laundry facilities conveniently located on every floor, and an elegant community gathering room complete with a full kitchen, expansive entertaining space, and additional restrooms—perfect for hosting celebrations without ever leaving the building. Perhaps the greatest luxury is the freedom this home provides. With the condominium association covering nearly every major utility, your only regular utility expense is electricity. That means less time managing a home and more time enjoying morning walks through Shadyside, dinner reservations on Walnut Street, performances in the Cultural District, afternoons at Phipps Conservatory or the Carnegie Museums, Steelers, Pirates, and Penguins games, and everything that has made Pittsburgh one of America's most vibrant and livable cities. Whether you're searching for a sophisticated full-time residence, an elegant university or medical center retreat, or a refined, low-maintenance home in an incomparable location, 5825 Fifth Avenue delivers the rare opportunity to enjoy luxury, convenience, and one of Pittsburgh's finest lifestyles—all from one extraordinary address. Simply arrive. Unpack. And start living the Shadyside lifestyle you've been waiting for.

5825 5th Ave Unit 107, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$899,000
5 Beds ⋅ 4 Baths
Historic Shadyside character meets the ease of condominium living at 703 Saint James Street. Set along one of the neighborhood’s most distinguished residential streets, this second-floor condominium residence offers two levels of private living space and the scale, warmth, and architectural presence of a classic Pittsburgh home. Built circa 1900, the residence showcases original Tiger’s Eye White Oak floors, substantial moldings, built-in cabinetry, high ceilings, and a wood-burning fireplace. The main living level features gracious gathering spaces, a Viking Professional 36-inch six-burner range, and a spacious primary suite with walk-in closet, additional closet space, and en-suite bath with smart toilet and bidet. The second level adds two large bedrooms and a full bath, with newly added interior stairs improving flow and functionality between the two levels. Two exceptional office spaces offer flexibility for modern living, including one with a private balcony and sound-dampening door, and another with built-ins and an attached half bath. Recent updates include new windows, carpet, blinds, re-grouted kitchen and bathroom tile, updated electrical panel, new second-level HVAC in 2023, new main-level HVAC in 2025, and a new patio door and private deck off the front office in 2024. Large additional basement storage and a one-car garage space are included. The HOA supports a more service-conscious ownership experience, with items that include lawn care, snow removal, window cleaning, gutter cleaning and clearing, and HOA insurance policy. Minutes from Walnut Street, Ellsworth Avenue, restaurants, boutiques, universities, hospitals, and downtown Pittsburgh, 703 Saint James offers historic architecture, generous interior space, condominium convenience, and a more manageable way to own in the heart of Shadyside.

703 Saint James Street, Shadyside

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$174,900
1 Beds ⋅ 1 Baths
Welcome to this beautifully updated 1-bedroom, 1-bath condominium in the iconic Amberson Towers, ideally located in the heart of Shadyside. At approximately900 sq. ft. this home offers one of the larger one-bedroom floor plans in the building. A rare open-concept kitchen—unlike the typical enclosed kitchens in other units—flows seamlessly into the spacious living and dining area, creating an open, inviting space perfect for everyday living and entertaining. Granite countertops, ample cabinetry, and updated appliances complete the modern kitchen. The living area is filled with natural light from two large windows, creating a bright and airy atmosphere that enhances the spacious feel of the home. The generously sized bedroom offers excellent closet space and comfort. The monthly HOA fee includes electricity, gas, heat, water, and sewer, providing exceptional value and truly low-maintenance living. Residents enjoy secure entry, 24/7 security, a fitness center, party room, guest suite, laundry facilities on every floor, a rooftop deck, outdoor patio, and additional storage. Garage parking is available for a monthly fee. Ideally situated just minutes from Carnegie Mellon University, the University of Pittsburgh, UPMC hospitals, Walnut Street shopping and dining, parks, and public transportation, this move-in-ready home offers the perfect combination of space, convenience, and maintenance-free living in one of Pittsburgh’s most desirable neighborhoods.

5 Bayard Rd Unit 706, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

$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.

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