Condo Details
The Highwood at a Glance
Location: Shadyside, Pittsburgh, PA 15206
Type: High-rise condominium
Year built (MLS): 1933–1935
Unit sizes: 927–1,117 sq ft
Bedrooms: 1–2
Recent sales (Nov 2023–Oct 2026): $192K–$239K (6 sales)
Reported condo fee: $493/mo
Condo and HOA sales, last 10 years: 33
Sales and community data: West Penn MLS, closed condo and HOA sales Nov 2016–Oct 2026. Fees as reported in listings; confirm with the association.
Buying or selling at The Highwood? Call (724) 933-8500
Condo financing: Matt Sheffey, Condo Financing Specialist, (440) 668-2942
The Highwood is a high-rise condominium building in Pittsburgh’s Shadyside neighborhood, at 372 Highland Ave. 33 homes here sold through the West Penn MLS from November 2016 to October 2026, and it is in the Pittsburgh School District.
The facts and FAQs below come from those MLS sales: when the homes were built, unit sizes, recent prices and the condo or HOA fees sellers reported. For current listings, a value on your home or help buying or selling at The Highwood, call the My Pittsburgh Condo team at (724) 933-8500.
Frequently Asked Questions
What do condos at The Highwood sell for?
Based on West Penn MLS closed sales, most of the 6 condos that sold at The Highwood between November 2023 and October 2026 closed between $192K and $239K. Prices depend on floor plan, floor, view and updates. For current listings or a value estimate on a specific unit, call the My Pittsburgh Condo team at (724) 933-8500.
What are the condo fees at The Highwood?
Recent MLS listings at The Highwood report condo fees of about $493 a month (sales from 2024 to 2026). What the fee covers, such as exterior maintenance, common-area insurance, utilities, staff or amenities, varies by association, so review the current budget, reserves and the resale certificate before you buy.
When was The Highwood built, and how big are the units?
The Highwood is a high-rise condominium in Pittsburgh's Shadyside neighborhood, built between 1933 and 1935. Units that sold in the last 10 years ranged from about 927 to 1,117 square feet, with 1 to 2 bedrooms.
How often do condos at The Highwood come up for sale?
33 condos at The Highwood sold through the MLS between November 2016 and October 2026, about 3 a year on average. Our free Condo Finder can alert you when one comes up for sale.
Can I get a mortgage for a condo at The Highwood?
Yes, but loans for condos in an association depend on the association as well as the buyer. Lenders review owner-occupancy, reserves, insurance and any pending litigation, and FHA or VA loans require the project to be approved. Get pre-approved before you make an offer: our team's Condo Financing Specialist, Matt Sheffey of Keller Home Loans (NMLS #197990), checks the building as well as your credit. Try our condo mortgage calculator or call Matt at (440) 668-2942.