Contingent

$3,850,000

5558 Aylesboro Ave, Pittsburgh, PA 15217

8beds

7,640sqft

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Single Family Residence

Built in 1924

0.54 Acres Lot

$3,444,400 Zestimate^®

$504/sqft

$-- HOA

What's special

Commanding street presenceCustom woodworkIn-ground trampolinePorte cochereAmazing primary suiteExecutive officeDesigner tile

Discover timeless elegance at 5558 Aylesboro Avenue, a grand 7500+ sq ft estate nestled in coveted Murdoch Farms enclave of Squirrel Hill. Built in 1914 to exemplify Pittsburgh's distinguished architectural heritage, the stately brick Colonial spans 3 levels with 8+ bedrooms & 5+ baths - ideal for luxurious gatherings & generational events. Original splendor of soaring ceilings, leaded glass details, custom woodwork & 10 fireplaces anchor richly appointed spaces all renovated yet instilling intended character. Underfoot, a refined blend of gleaming hardwoods, plush carpets, and designer tile guide you through the home's thoughtful layout. Amazing Primary Suite. Chef's kitchen. Netflix-featured DR. Executive office. Three season side porch. Situated on over half an acre with lush grounds and a commanding street presence. Porte cochere, detached 2-level 4 car garage, in-ground trampoline, covered patio, plus sprawling level yard with gardens.

112 days

447

1

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 8
Bathrooms: 6
Full bathrooms: 5
1/2 bathrooms: 1

Primary bedroom

Level: Upper
Dimensions: 16X16

Bedroom 2

Level: Upper
Dimensions: 20X15

Bedroom 3

Level: Upper
Dimensions: 18X15

Bedroom 4

Level: Upper
Dimensions: 16X14

Bedroom 5

Level: Upper
Dimensions: 21X14

Bonus room

Level: Upper
Dimensions: 21X16

Bonus room

Level: Main
Dimensions: 14X12

Den

Level: Main
Dimensions: 26X16

Dining room

Level: Main
Dimensions: 25X16

Family room

Level: Upper
Dimensions: 25X18

Game room

Level: Upper
Dimensions: 22X15

Kitchen

Level: Main
Dimensions: 15X10

Laundry

Level: Lower
Dimensions: 18X14

Living room

Level: Main
Dimensions: 23X16

Heating

Gas, Hot Water

Cooling

Central Air

Appliances

Included: Some Gas Appliances, Convection Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator

Features

Intercom, Kitchen Island, Pantry
Flooring: Hardwood
Windows: Multi Pane
Basement: Full,Interior Entry
Number of fireplaces: 10
Fireplace features: Other

Interior area

Total structure area: 7,640
Total interior livable area: 7,640 sqft

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Property

Parking

Total spaces: 4
Parking features: Detached, Garage, Garage Door Opener
Has garage: Yes

Features

Levels: Three Or More
Stories: 3
Pool features: None

Lot

Size: 0.54 Acres
Dimensions: 120 x 201 x 120 x 190

Details

Parcel number: 0086E00220000000
Other equipment: Intercom

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial,Three Story
Property subtype: Single Family Residence

Materials

Brick
Roof: Slate

Condition

Resale
Year built: 1924

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Features: Public Transportation
Security: Security System

Location

Region: Pittsburgh

Financial & listing details

Price per square foot: $504/sqft
Tax assessed value: $1,600,000
Annual tax amount: $39,139
Date on market: 3/24/2026

Estimated market value

$3,444,400

$3.27M - $3.62M

$4,754/mo

Price history

Date	Event	Price
6/13/2026	Contingent	$3,850,000$504/sqft
Source: WPMLS #1744951 Report a problem
3/24/2026	Listed for sale	$3,850,000-9.4%$504/sqft
Source: WPMLS #1744951 Report a problem
12/31/2025	Listing removed	$4,250,000$556/sqft
Source: BHHS broker feed #1716027 Report a problem
8/13/2025	Listed for sale	$4,250,000+108.3%$556/sqft
Source: WPMLS #1716027 Report a problem
5/4/2018	Sold	$2,040,500-15%$267/sqft
Source: WPMLS #1318780 Report a problem
1/19/2018	Pending sale	$2,400,000$314/sqft
Source: Berkshire Hathaway HomeServices The Preferred Realty #1318780 Report a problem
1/18/2018	Listed for sale	$2,400,000+88.2%$314/sqft
Source: Berkshire Hathaway HomeServices The Preferred Realty #1318780 Report a problem
10/26/2012	Sold	$1,275,000-5.6%$167/sqft
Source: WPMLS #920055 Report a problem
9/4/2012	Price change	$1,350,000-15.6%$177/sqft
Source: Howard Hanna - Seven Fields #920055 Report a problem
6/12/2012	Listed for sale	$1,600,000+92.8%$209/sqft
Source: Howard Hanna - Seven Fields #920055 Report a problem
1/22/2007	Sold	$830,000+2.5%$109/sqft
Source: Public Record Report a problem
9/22/2003	Sold	$810,000$106/sqft
Source: WPMLS #455059 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$38,935 +6.8%	$1,582,000
2024	$36,449 +387.1%	$1,582,000
2023	$7,483	$1,582,000
2022	$7,483 -10.4%	$1,582,000 -10.4%
2021	$8,350 +2%	$1,765,400
2020	$8,183 +37.6%	$1,765,400 +40.4%
2019	$5,946 -79.1%	$1,257,000
2018	$28,446	$1,257,000
2017	$28,446 +378.4%	$1,257,000
2016	$5,946 -78.6%	$1,257,000
2015	$27,817 +741.3%	$1,257,000 -1.4%
2014	$3,306	$1,275,000 +33%
2013	--	$958,300 +35.9%
2012	--	$705,000
2011	--	$705,000
2010	--	$705,000 +20.4%
2009	--	$585,600
2008	--	$585,600
2007	--	$585,600 -22.4%
2006	--	$755,000 -1.9%
2005	--	$770,000 +2%
2004	--	$755,000 -1.9%
2003	--	$770,000 -12.7%
2002	--	$882,300

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