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5421 Wellesley Ave, Pittsburgh, PA 15206
5421 Wellesley Ave, Pittsburgh, PA 15206
5421 Wellesley Ave, Pittsburgh, PA 15206
5421 Wellesley Ave, Pittsburgh, PA 15206
5421 Wellesley Ave, Pittsburgh, PA 15206
5421 Wellesley Ave, Pittsburgh, PA 15206
5421 Wellesley Ave, Pittsburgh, PA 15206

5421 Wellesley Ave Pittsburgh, PA 15206

$400,000

ACTIVE
Beds
2
Baths
1
Sqft
2,033
Acres
0.0545
Year
1900
Days on Site
39 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$197
Date Listed
Sep 30, 2026

Description of 5421 Wellesley Ave, Pittsburgh, PA 15206

Listing details for 5421 Wellesley Ave, Pittsburgh, PA 15206 : 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.
Listing Updated : 10-19-2026 at 6:16 PM EDT

Real estate listings © 2026 West Penn Multi-List, Inc. All Rights Reserved. Information deemed reliable, but not guaranteed. IDX 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. Real estate listings held by brokerages other than River Point Realty include names and contact information of the listing agent and their brokerage.

Listing Provided By

Megan Stevenson, 724-933-6300, RE/MAX SELECT REALTY

Source

West Penn MLS, MLS#: 1776934

For more information on this listing contact us at (412) 753-7654

Property History

DateEventPrice
9/30/2026
Listed for sale
$400,000 0%
$197/sqft
Source:West Penn MLS #1776934
9/24/2026
Listed for sale
$400,000
$197/sqft
Source:West Penn MLS #1775749
Home Worth Check

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For more information on this listing contact us at (412) 753-7654