Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$3,850,000

  • For Sale
  • Active
  • Single Family
  • 8 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • Updated 8 days ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 5558 Aylesboro Ave

General

  • Price: $3,850,000
  • Taxes: $39,139
  • Status: Active
  • Type: Single Family
  • Source: West_Penn_MLS
  • MLS ID: 1744951
  • Updated: 3/24/2026
  • Added to Site: 8 day(s) ago

Interior

  • Number of Rooms: 14
  • Interior Features: Intercom, Kitchen Island, Pantry
  • Fireplace: Yes
  • Number of Fireplaces: 10
  • Fireplace(s): Other
  • Appliances: Some Gas Appliances, Convection Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 8

Additional Information

  • Security/Safety: Security System
  • Equipment: Intercom

Parking

  • Garage: Yes
  • Total Spaces: 4
  • Parking Features: Detached, Garage, Garage Door Opener

Location

  • County: Allegheny-East
  • Driving Directions: Forbes or S Negley to Aylesboro Ave. Block between Wightman and Murdoch.

School Information

  • Elem School District: Pittsburgh
  • Midd School District: Pittsburgh
  • High School District: Pittsburgh

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Gas, Hot Water

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial, Three Story
  • Construction: Brick
  • Basement: Yes
  • Basement Desc.: Full, Interior Entry
  • Roof: Slate
  • Windows: Multi Pane
  • Stories/Levels: 3
  • Building Size: 7640
  • Year Built: 1924
  • Property Condition: Resale

Lot Features

  • Lot Size (Acres): 0.5441
  • Lot Dimensions: 120 x 201 x 120 x 190

Financial Considerations

  • Assessment Amount: $1,600,000
  • Tax Amount: $39,139

Listing courtesy of Berkshire Hathaway The Preferred Realty

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 5558 Aylesboro Ave —

  • Berkshire Hathaway The Preferred Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5558 Aylesboro Ave

School District:Pittsburgh School District
NameGradesDistance
Pittsburgh Colfax K-8
2332 Beechwood Boulevard, Pittsburgh, PA 15217
K-80.8 mi
Pittsburgh Allderdice High School
2409 Shady Avenue, Pittsburgh, PA 15217
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5558 Aylesboro Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/24/2026
Listed
$3,850,000
201.96%
MLS
10/18/2012
Sold
$1,275,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5558 Aylesboro Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$39,139
7%
$1,582,000
—
2024
$36,449
—
$1,582,000
—
2023
$36,449
1%
$1,582,000
—
2022
$35,975
-11%
$1,582,000
—
2021
$40,490
1%
$1,582,000
-10%
2020
$39,951
40%
$1,765,400
40%
2018
$28,446
—
$1,257,000
—
2017
$28,446
-2%
$1,257,000
—
2016
$28,910
-1%
$1,257,000
-1%
2015
$29,172
4%
$1,275,000
—
2014
$27,974
—
$1,275,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5558 Aylesboro Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listing courtesy of Berkshire Hathaway The Preferred Realty

Just Listed near 5558 Aylesboro Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1252 Bellerock St, Murdoch Farms, PA 15217 - Photo 1 Just Listed
$995,000

1252 Bellerock St  Murdoch Farms, PA 15217

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 4
    Total Baths
Listing courtesy of Re/Max Realty Brokers
7 Waterside Pl, Washington's Landing, PA 15222 - Photo 1 Just Listed
$875,000

7 Waterside Pl  Washington's Landing, PA 15222

  • Townhouse
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
Listing courtesy of Howard Hanna Real Estate Services
1717 Suburban Ave, Beechview, PA 15216 - Photo 1 Just Listed
$250,000

1717 Suburban Ave  Beechview, PA 15216

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 2
    Total Baths
Listing courtesy of Re/Max Select Realty
1008 Chartiers Ave, Elliott, PA 15220 - Photo 1 Just Listed
$165,000

1008 Chartiers Ave  Elliott, PA 15220

  • Duplex
  • Active
  • Updated 5 days ago
Listing courtesy of Howard Hanna Real Estate Services

Price Reduced near 5558 Aylesboro Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

920 Wymore St, Elliott, PA 15220 - Photo 1 Price Reduced
-$5,000 (-2.86%)
$170,000

920 Wymore St  Elliott, PA 15220

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
Listed by Beth Ali (412) 913-1379
1423 Orangewood Ave, Beechview, PA 15216 - Photo 1 Price Reduced
-$5,000 (-2.5%)
$194,900

1423 Orangewood Ave  Beechview, PA 15216

  • Single Family
  • Active
  • Updated 22 hours ago
  • 3
    Beds
  • 2
    Total Baths
Listing courtesy of Realty One Group Landmark
827 1/2 Frank, McKees Rocks, PA 15136 - Photo 1 Price Reduced
-$8,000 (-9.1%)
$79,900

827 1/2 Frank  McKees Rocks, PA 15136

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
Listing courtesy of Berkshire Hathaway The Preferred Realty
208 Boden Ave, Carnegie, PA 15106 - Photo 1 Price Reduced
-$5,000 (-2.78%)
$175,000

208 Boden Ave  Carnegie, PA 15106

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 1
    Total Bath
Listed by Sarah Evans (412) 742-0995

Recent Sales near 5558 Aylesboro Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

122 Woodland Rd, Pittsburgh, PA 15232 - Photo 1 Sold
$4,300,000

122 Woodland Rd  Pittsburgh, PA 15232

  • Single Family
  • Closed
  • Updated 5 days ago
  • 7
    Beds
  • 8
    Total Baths
Listing courtesy of Howard Hanna Real Estate Services
Sold courtesy of Howard Hanna Real Estate Services
134 South Dr, Pittsburgh, PA 15238 - Photo 1 Sold
$4,101,175

134 South Dr  Pittsburgh, PA 15238

  • Single Family
  • Closed
  • 4
    Beds
  • 8
    Total Baths
Listing courtesy of Howard Hanna Real Estate Services
Sold courtesy of Howard Hanna Real Estate Services

5558 Aylesboro Ave, Pittsburgh, PA 15217 (MLS# 1744951) is a Single Family property with 8 bedrooms, 5 full bathrooms and 1 partial bathroom. 5558 Aylesboro Ave is currently listed for $3,850,000 and was received on March 24, 2026. Want to learn more about 5558 Aylesboro Ave? Do you have questions about finding other Single Family real estate for sale in Squirrel Hill? You can browse all Squirrel Hill real estate or contact a Coldwell Banker agent to request more information.

Tour this property