5558 AYLESBORO AVE Pittsburgh, PA $ 4,250,000
5558 AYLESBORO AVE
$ 4,250,000
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5558 AYLESBORO AVE

Pittsburgh, PA, 15217
$ 4,250,000
Bedrooms8 Baths5.1 Sq 7,640

Monthly Estimate*

$ 26,514

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Single Family Home for sale in Pittsburgh, PA for $4,250,000 with 8 bedrooms and 5 full baths, 1 half bath. This 7,640 square foot home was built in 1924 on a lot size of 0.5441.

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.

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Single Family Active

Price

$ 4,250,000

Bedrooms

8

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 39,139

Style

Lot Size

0.5441

Year Built

1924

Town/City

Pittsburgh

County/Region

Allegheny-East

MLS | Web ID

1716027

Features
Interior
Interior Amenities Intercom KitchenIsland Pantry
Basement Full InteriorEntry
Flooring Hardwood
Total Fireplaces 10
Fireplace Features Other
Basement (Y/N) Y
Air Conditioning Y/N Y
Heating Y/N Y
Window Features MultiPane
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 8
Total Baths 6
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General
Sewer PublicSewer
Heating Gas HotWater
Cooling CentralAir
Roof Slate
Appliances SomeGasAppliances ConvectionOven Cooktop Dishwasher Disposal Microwave Refrigerator
Architectural Style Colonial ThreeStory
Pool Features None
Security Features SecuritySystem
Construction Materials Brick
Year Built 1924
Stories Count 3
Levels ThreeOrMore
Property Subtype SingleFamilyResidence
Community Features PublicTransportation
County Allegheny-East
New Construction N
Property Type Residential
HOA N
Attached Garage N
Garage Y/N Y
Total Rooms 14
Full Baths 5
Status Active
Directions Forbes Shady Murray or S Negley to Aylesboro. Block between Wightman and Murdoch.
City Squirrel Hill
Senior Community Y/N N
High School District Pittsburgh
MLS Area Squirrel Hill
Lot Size Units Acres
Carport Y/N N
Land Lease Y/N N
Tax Annual Amount 39139.0
Home Warranty Y/N N
Property Condition Resale
Lease Renewal Y/N N
MLS Area Minor Squirrel Hill
Additional Parcels Y/N N
Lease Considered Y/N N
Rent Control Y/N N
Standard Status Active
Middle/Junior School District Pittsburgh
Elementary School District Pittsburgh
Tax Assessed Value 1600000
Virtual Tour https://tour.thepreferredrealty.com/5558-Aylesboro-Ave-PA-15217
Property Sub Type Additional SingleFamilyResidence
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Exterior
Parking Features Detached Garage GarageDoorOpener
Water Source Public
Total Parking 4.0
Lot Size Area 0.5441
Spa N
Building Area Total 7640.0
Lot Dimensions 120X201X120X190
Lot Size Acres 0.5441
Waterfront Y/N N
Other Equipment Intercom
Crops Included Y/N N
Horse Y/N N
Irrigation Water Rights Y/N N
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Internal Only
Street Number 1 5558
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* Excluded Features
List By
JULIE ROST

Listing Agent

Berkshire Hathaway The Preferred Realty

Broker

JulieRost@tprsold.com

Email

Affordability Calculator

$29,776
Per Month
89%
11%
0%
Monthly Principal & Interest
$26,514
Monthly Property Taxes
$3,262
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4269518 Elementary School
4269516 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
11/3/2025$4,250,000 Listed Price

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5558 AYLESBORO AVE, Pittsburgh, PA, 15217 is a Single Family Home for sale at $4,250,000 with 7,640 sqft and a lot size of 0.5441. 5558 AYLESBORO AVE has 8 bedrooms, 5.1 baths, and was built in 1924. The property's zip code is 15217 which is in Pittsburgh, PA