- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes
$400,000
Monthly Est:$1,991
2 Beds
- 1 Bath
1 full bath
2,033sqft
5421 Wellesley Ave, Highland Park, PA 15206
$400,000
$1,991/moEst:
Get Pre-Approved
Single Family Residence
Built in 1900
$-- HOA
0.05 acre lot
$197/sq.ft
Description
Looking for a smart way to make homeownership work harder for you? This beautifully renovated Highland Park duplex offers the opportunity to live in one unit while generating rental income from the other. With two updated 2-bedroom, 1-bath units, separate gas and electric utilities, individual HVAC systems with central air, and extensive recent improvements, much of the heavy lifting has already been done.
Both units feature remodeled kitchens and baths, quartz countertops, stainless steel appliances, dishwashers, built-in microwaves, LVP flooring, fresh paint and approximately 90% replacement windows. A shared laundry area is located in the basement.
Unit 1 offers a living room, kitchen, full bath and bedroom on the main level, with a second bedroom upstairs for added separation and flexibility. A private rear deck provides its own outdoor space. Unit 2 features two bedrooms plus a versatile bonus room that could serve as an office, exercise room, storage or flex space. Both units also have access to the shared backyard and patio with solar string lighting.
Major improvements include a new roof (2024), two HVAC systems with central air (2024), hot water tanks (2019 & 2020), renovated kitchens and baths, new electrical panels for each unit plus a third panel for common areas, updated flooring and paint, exterior painting and shared basement laundry.
Located in Highland Park with public transit less than two blocks away, 5421 Wellesley offers convenient access to Highland Park, the Pittsburgh Zoo & Aquarium and Bryant Street dining and shops. Bakery Square, East Liberty, Shadyside and Lawrenceville are nearby, along with Carnegie Mellon University, the University of Pittsburgh, UPMC Children’s Hospital, West Penn Hospital and UPMC Shadyside.
Whether you're considering an owner-occupied duplex or adding a well-improved property to your investment portfolio, 5421 Wellesley offers flexibility, separate utilities and two renovated units in a convenient East End location.
- Houzeo last checked: 3 hours ago
- Listing updated: September 30, 2026 at 8:59 pm
- Listing Provided by: Megan Stevenson (724) 933-6300 DRE #RS348075 | RE/MAX SELECT REALTY (724) 933-6300
- Source: West Penn MLS-PA | MLS#: 1776934

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
3
County
City
Neighborhood
--
Year Built
1900
HOA Fees
-
Finished Area
2,033 sqft
Lot Size
0.05 acre lot
Basement Area
- sqft
MLS Name
West Penn MLS
MLS Number
1776934
MLS Status
Active
Days on Market
7

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 2
Bathroom: 1
Interior
Heating
Forced Air, Gas
Sewer
Public Sewer
Cooling
Central Air
Construction
Year Built
Year Built: 1900
Home type
Single Family Residence
Property Condition
Resale
Roof
Asphalt
Architectural Style
Three Story
Construction Materials
Brick
Utilities & Energy
Water Source
Public
Basement
Unfinished
Pool Features
None
Parking Features
On Street
Other Features
Community Features
Public Transportation
Price History
| Date | Event | Price |
|---|---|---|
09/24/2026 Source: | Listed for Sale | $400,000 +110.53% $0/sqft |
01/08/2024 Source: | Price Decreased | $190,000 -15.52% $0/sqft |
10/17/2023 Source: | Price Increased | $224,900 +2.69% $0/sqft |
04/25/2021 Source: | Sold | $219,000 $0/sqft |
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Based on information from the West Penn Mutli-List, INC through Oct 08, 2026, 11:00AM. Information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 West Penn Multi-List, Inc. All Rights Reserved.
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