West Penn MLS, Inc / Listed By: Christine Laboon, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Nevena Carrington, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Beth Gasbarro, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Beth Gasbarro, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Debra Merlina, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Kim "Kim Marie" Angiulli, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Katherine "Katie" Wymard, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Olesya "Lexi" Mayorova, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Rob Strohm, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Bob Spithaler, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Kim "Kim Marie" Angiulli, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Rachel Mazzie, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Austin Kyle Rusert, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Elaine Bodnar, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Jennifer Bartlett, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Margo Fall, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Nicolas "Nick" Faieta, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Anthony Leone, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Marc Rasschaert, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Susan "Susie" Silversmith, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Ritu Vaidya, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Eric LeBlanc, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Bobby West, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Katherine "Katie" Wymard, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Sharon Stahlsmith, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Cathy Bittner, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Lisa Starling, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Jordan Jankowski, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Thomas Liang, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Nichole Merrell, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Beth Ali, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Laura Palmer, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Sonia Gotera, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Sarah Orbin, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Sarah Orbin, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Gladys Walasik, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Cynthia "Cindy" Ingram, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Shelley Wood, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Kim "Kim Marie" Angiulli, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Rachel Mazzie, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Jennifer "Jen" Mance, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Elizabeth Bires, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Thomas Liang, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: John Geisler, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: James Battaglia, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Ken Weir, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Suzanne Lorenzi Sala, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Monica Mahla, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Lynn Dempsey, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Cynthia "Cindy" Ingram, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Matthew "Matt" McKenna, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Matthew "Matt" McKenna, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Anthony Leone, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Carma Lamm, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Georgie Smigel, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Austin Kyle Rusert, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Bobby West, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Austin Kyle Rusert, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Cindy Grabb, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Susan "Sue" Ulam, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Katherine "Katie" Wymard, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Jeannine Dabecco, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Beth Danchek, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Zita Billmann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Imran Paniwala, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Austin Kyle Rusert, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: John Geisler, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Jennifer "Jen" Mance, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Katherine "Katie" Wymard, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Jennifer "Jen" Mance, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Kellie Carson, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Nicole Putignano, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Beth Danchek, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Denise Bruno, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Shanna Funwela, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Maria Randazzo, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Georgie Smigel, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Stacy Markle, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Elizabeth Kofmehl, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Bobby West, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Deborah "Debi" Platts, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Viktor Sizov, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Maria Lane, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Emily Dorrian, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Susan "Susie" Silversmith, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Margo Fall, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Lucy Wann, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Georgie Smigel, Coldwell Banker Realty
West Penn MLS, Inc / Listed By: Elizabeth Kofmehl, Coldwell Banker Realty
© 2022 Coldwell Banker Residential LLC
The striking brick exterior immediately captures attention with its steep gables, original architectural details, and artfully crafted metal fire escapes that showcase the care and creativity invested in the property's restoration. Inside, each residence offers its own unique personality while sharing a common theme of thoughtfully designed living spaces filled with natural light, character, and warmth. Refinished hardwood floors, exposed brick accents, oversized windows, custom built-ins, exposed ductwork, reclaimed materials, and carefully curated finishes create an aesthetic rarely found in traditional investment properties. Dedicated work-from-home spaces, loft-inspired layouts, and abundant natural light make each residence feel more like a boutique urban loft than a conventional rental. The property features two spacious 1-bedroom, 1-bath apartments along with a beautifully designed studio apartment currently operating as a successful short-term rental. The Airbnb unit has generated $19,959.77 in income during 2025 alone, providing an attractive supplemental revenue stream and demonstrating the property's strong income-producing potential. The dramatic third-floor residence is particularly memorable, featuring soaring vaulted ceilings, exposed brick, corrugated metal architectural details, and an open-concept layout that creates a truly one-of-a-kind living experience. Beyond the interiors, residents enjoy private outdoor spaces, mature landscaping, and a surprisingly large, flat rear yard rarely found in this walkable urban setting. The corner lot location enhances natural light throughout the building while providing easy access to nearby shopping, dining, parks, public transportation, and the vibrant amenities of both Wilkinsburg and Regent Square. Whether you're seeking a fully leased investment, an owner-occupied opportunity with supplemental rental income, or a distinctive multifamily property with proven short-term rental performance, 300 S. Trenton Avenue delivers a compelling combination of historic character, creative design, flexibility, and income potential in one of Pittsburgh's most connected east-end neighborhoods.