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$850,000
3 Beds ⋅ 4 Baths
Perfectly positioned in the heart of West Shadyside, just steps from the University of Pittsburgh and Carnegie Mellon University, this meticulously maintained 3-bedroom, 3.5-bath home offers an exceptional blend of comfort, character, and convenience. Inside, spacious and thoughtfully designed living spaces include a welcoming living room with a gas fireplace, a light-filled flex space overlooking the private garden that offers endless possibilities as a home office, library, sitting room, or creative studio, and a convenient powder room. The kitchen is designed for both everyday living and entertaining, featuring a charming built-in banquette in the bay window, wet bar, and Juliet balcony. The private outdoor oasis is truly special, with a beautifully landscaped garden, brick privacy wall, and built-in gas grill—perfect for relaxing or hosting friends. Upstairs, the luxurious primary suite is a peaceful retreat with its own private balcony overlooking the garden, a wood-burning fireplace, and an ensuite bath with a soaking tub and large walk-in shower. A spacious second bedroom sits adjacent to the beautifully updated full bath, while the second-floor laundry adds everyday convenience. The third floor offers a full bath and flexible living space ideal for an in-law suite, guest retreat, home office, or private studio. A two-car garage, abundant storage throughout, and meticulous care complete this truly turnkey home in one of Pittsburgh's most sought-after neighborhoods. Enjoy one of Pittsburgh's most coveted locations, with Schenley Park, world-class universities, UPMC hospitals, neighborhood cafés, restaurants, museums, and the best of both Shadyside and Oakland just moments from your front door.

4722 Bayard Street, Shadyside

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$419,000
3 Beds ⋅ 3 Baths
Less maintenance. More Shadyside. 3 Bedrooms | 2 Full + 1 Half Bath | $419,000 | HOA $350/month Live in Shadyside without having your weekends revolve around taking care of a house. 930 Bellefonte offers something increasingly hard to find in the East End: the character and space of a traditional home paired with the ease of low-maintenance living — all in a location that puts some of Pittsburgh’s best restaurants, shopping, universities and everyday conveniences close at hand. Inside, hardwood floors and a classic fireplace give the home the warmth and character you expect from Shadyside, while thoughtful updates make day-to-day living remarkably easy. The kitchen features granite countertops and stainless-steel appliances, and all three bathrooms were beautifully renovated in 2024. With two full baths and one half bath, this is the only unit in the development offering a third bathroom — a meaningful difference for owners, overnight guests or anyone working from home. The seller's disclosure confirms the three-bath renovation was completed in 2024. The major systems have also received attention. The home has newer central heating and air conditioning, along with an electrical update completed in 2023 that included the electrical panel, breakers and outlets. And one of the biggest future expenses has already been addressed: a new community roof is scheduled for this fall, with the seller's assessment already paid — giving the next owner the benefit without inheriting the cost. The $350 monthly HOA covers exterior maintenance, including landscaping and general maintenance, helping make this a true lock-the-door-and-go lifestyle. But the real appeal of 930 Bellefonte is what happens when you walk out the front door. Grab coffee, meet friends for dinner, walk to Walnut Street, head toward Bakery Square, or enjoy easy access to Pitt, CMU and UPMC. You can live in the middle of one of Pittsburgh's most desirable East End neighborhoods without giving up the comfort and privacy of a three-bedroom home.

930 Bellefonte St, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$499,900
3 Beds ⋅ 2 Baths
Tucked away on a quiet, tree-lined terrace in the heart of Shadyside, this charming end-unit brick rowhouse offers a rare blend of peaceful, off-street living and unbeatable walkability. Just three blocks to Walnut Street and minutes to UPMC Shadyside, with easy access to Whole Foods, Giant Eagle Market District, the East Busway, and the restaurants and shops along Ellsworth. Step inside to find a beautifully updated kitchen with granite countertops, stainless appliances, and a tile backsplash — the true heart of the home. Refinished hardwood floors flow through the main living areas and bedrooms, while original details like a painted brick fireplace, classic trim, and vintage doors bring warmth and character throughout. The second level offers two bedrooms and a bonus room with custom built-in shelving — ideal as a home library, study, or office. A third bedroom occupies the finished third floor, offering a private retreat perfect for guests or a secondary suite. Out back, a private deck surrounded by lush, mature greenery creates a serene outdoor escape — perfect for morning coffee or evening relaxation. With central air, a full basement, and 2 full baths, comfort meets convenience at every turn. This is city living at its best — walkable, well-connected, and full of charm. A rare opportunity not to be missed!

5301 Saint James Ter, Shadyside

Listing courtesy of KELLER WILLIAMS EXCLUSIVE.

$539,900
3 Beds ⋅ 3 Baths
Prime City Location with Private Outdoor Oasis! Quick walk to Walnut street shopping and dining and quick commute to Bakery Square!! Located just minutes from universities, hospitals, Squirrel Hill, and Shadyside, this charming home offers hardwood flooring throughout and an inviting layout with plenty of character. The family room features a wood-burning brick fireplace and flows seamlessly into the dining area with built-in bookcases. The kitchen is conveniently located just off the dining room, with access to the private backyard and deck—an incredible outdoor oasis perfect for relaxing or entertaining in the city. Upstairs, you'll find two spacious bedrooms and a full bathroom, while the third floor offers a large private bedroom complete with its own ensuite bathroom. The basement provides additional versatile space with a laundry area, game room, and half bathroom. An integral garage provides convenient off-street parking. Ideally situated close to major universities, hospitals, shopping, dining, and all that Squirrel Hill and Shadyside have to offer!

342 Denniston St Unit 1, Shadyside

Listing courtesy of EXP REALTY LLC.

$519,000
3 Beds ⋅ 3 Baths
Rare Opportunity: Stunning Townhouse on a Private Road in Shadyside Discover this exceptional townhouse, nestled in a private community in one of Shadyside’s most desirable pockets. Offering the perfect blend of privacy and convenience, it sits tucked away amid mature trees yet remains just steps from the neighborhood’s vibrant shops, dining, and amenities. Key Features Include: • Ground Level: An extra-long two-car garage with abundant storage space, plus a dedicated dry storage room. • Main Living Level: An inviting living room, elegant formal dining room, fully equipped kitchen, casual breakfast dining area, and a convenient powder room. • Second Floor: A spacious primary suite featuring an en-suite bathroom and generous walk-in closet, a secondary bedroom, a full hallway bathroom, and a laundry closet equipped with a washer and dryer. • Third Floor: A versatile third bedroom, ideal for guests, a home office, or additional living space. This beautifully designed home boasts abundant storage throughout—including multiple closets and pantry space—along with expansive windows that flood the interior with natural light. Surrounded by lush greenery, it delivers a serene, secluded atmosphere while maintaining effortless access to everything Shadyside has to offer. A truly rare find—schedule your private showing today!

9 Graham Pl, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP.

$624,900
3 Beds ⋅ 3 Baths
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.

5445 Fifth Avenue, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

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