Michael's Highland Park Perspective
- Comfortable
- Friendly
- Unpretentious

A Suburb Within the City
The Park & The Porch
Life here revolves around two major anchors: the 380-acre park itself and the legendary front porches that line every street. It’s a place where Saturday mornings start at the reservoir and end with neighbors chatting over coffee on a wide stone veranda.
The proximity to the Pittsburgh Zoo and the diverse Bryant Street business district creates an ecosystem where everything you need is within a ten-minute walk through tree-lined boulevards.
A Neighborhood for Growing Up
One of the biggest differences between Highland Park, Shadyside, and East Liberty is something you still see on the neighborhood streets: school-age kids riding bikes, playing together, and moving from block to block.
That was one of the original reasons we moved here 30 years ago. We wanted our children to have the independence to leave the house, find friends nearby, and move through the neighborhood together.
There is safety in numbers, but there is also something important about growing up knowing the families around you and feeling connected to more than your own block.
Thirty years later, I can still walk around Highland Park and see kids having that same experience.
More House. More Character. More Neighborhood.
One of the things I’ve always appreciated as a Realtor is that Highland Park gives buyers more house, more character, and more neighborhood than they often expect for their money.
The neighborhood offers tree-lined residential streets, substantial older homes, front porches, usable yards, and immediate access to the park all while remaining part of Pittsburgh’s East End.
The Park Side
Homes directly adjacent to the park's greenery, often featuring some of the most prestigious addresses and views in the neighborhood.
North of Hampton
Characterized by larger lots and grand Victorian structures, this area feels like a quiet, historic residential retreat.
South of Hampton
Bringing you closer to the Bryant Street business district, this area offers a slightly more urban, walkable feel with diverse housing styles.
One Intertwined Housing Market
Understanding the Highland Park Housing Market
While geography creates different vibes, the market acts as one cohesive unit. Demand remains consistently high across all sectors, driven by the neighborhood’s unique value proposition.
66
Annual Transactions
$500k
Reflecting strong property values.
14
Low inventory keeps market competitive.
You Honestly Don't Need to Leave the Neighborhood
Reservoir Regulars
Urban Safari
The Pub
Sunset at the Upper Reservoir
The Personal Note
Growing Up Between the Blocks
“I’ve spent three decades walking these streets, and every season brings a new appreciation for the architecture and the people here. We call ourselves ‘Reservoir Regulars’—those of us who find peace in the daily loop around the water.”
“A Personal Measure of Highland Park: To me, the neighborhood is measured by the number of familiar faces you see between your front door and Bryant Street.”
Final Thought: Highland Park has a way of wrapping itself around you like an old favorite sweater.
Highland Frequently Asked Questions
What is Highland Park like as a neighborhood?
Highland Park feels like a suburb within the city—tree-lined streets, front porches, and yards, all centered around one of Pittsburgh’s greatest parks. It is a porch community where neighbors get to know one another, and many residents remain for decades rather than moving every few years.
Is Highland Park walkable?
What is everyday life like for school-age children in Highland Park?
How does Highland Park compare with Shadyside or East Liberty?
What is the price range for homes in Highland Park?
Are some parts of Highland Park more desirable than others?
Who is the best Realtor for buying or selling in Highland Park?
Ready to find your place?
