5537 Wellesley Ave, Pittsburgh, PA 15206
OFF MARKET

5537 Wellesley Ave
Pittsburgh, PA 15206

Highland Park
  • 3 Beds
  • 2 Baths
  • 2,977 sqft

$613,700

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $3,963/mo*
Refinance Your Home

$613,700

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $3,963/mo*
Refinance Your Home
3 Beds
2 Baths
2,977 sqft

Local Information

Map showing home location
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Commute Destination

Description

This single-family home is located at 5537 Wellesley Ave, Pittsburgh, PA. 5537 Wellesley Ave is in the Highland Park neighborhood in Pittsburgh, PA and in ZIP code 15206. This property has 3 bedrooms, 2 bathrooms and approximately 2,977 sqft of floor space. This property has a lot size of 7500 sqft and was built in 1911.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 5537 Wellesley Ave

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Brick

Property Information

Year Built
Year Built: 1911
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 7500 sqft

Price History for 5537 Wellesley Ave

DatePriceEventSource
11/04/2020$200,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$5,823
Assessment$236,600
Home facts updated by county records

Comparable Sales for 5537 Wellesley Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5517 Jackson St, Pittsburgh, PA
0.12
Single-Family Home
$200,000
09/22/25
4
2.5
2,597
5201 Wellesley Ave, Pittsburgh, PA
0.29
Single-Family Home
$200,000
01/14/26
3
2
1,790
1115 N Euclid Ave, Pittsburgh, PA
0.30
Single-Family Home
$296,000
11/21/25
4
2
2,786
5512 Avondale Pl, Pittsburgh, PA
0.10
Single-Family Home
$479,000
10/24/25
4
1.5
2,668
631 Chislett St, Pittsburgh, PA
0.36
Single-Family Home
$285,500
11/05/25
5
2
2,622
5923 Bryant St, Pittsburgh, PA
0.40
Single-Family Home
$280,000
04/02/26
3
1.5
1,152
1150 Morningside Ave, Pittsburgh, PA
0.36
Single-Family Home
$347,500
09/02/25
3
1.5
2,042
5589 Bryant St, Pittsburgh, PA
0.23
Single-Family Home
$430,000
01/07/26
6
3
3,434
1001 Jancey St, Pittsburgh, PA
0.26
Single-Family Home
$450,000
07/03/25
4
2
2,740
4924 Coleridge St, Pittsburgh, PA
0.49
Single-Family Home
$476,625
02/09/26
3
2
2,217

Assigned Schools

These are the assigned schools for 5537 Wellesley Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Highland Park
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Highland Park

At least 75 Trulia users voted on each feature.

  • 98 % Say it's dog friendly

  • 95 % Say there are sidewalks

  • 89 % Say it's walkable to restaurants

  • 82 % Say parking is easy

  • 77 % Say there's holiday spirit

  • 76 % Say kids play outside

  • 71 % Say streets are well-lit

  • 69 % Say yards are well-kept

  • 69 % Say it's walkable to grocery stores

  • 69 % Say people would walk alone at night

  • 64 % Say neighbors are friendly

  • 64 % Say they plan to stay for at least 5 years

  • 58 % Say there's wildlife

  • 55 % Say car is needed

  • 53 % Say it's quiet

  • 47 % Say there are community events

Learn more about our methodology.
  • Trulia User
    "There is the Kingsley center where adults and children can attend, the different water parks for the summer, how close it is to Highland Park to spend time with your family, go on walks and jogs, or even use the outdoor workout stations they have. Overall you can just go for a walk and enjoy the sights! "
    0
    Flag
  • Trulia User
    "Great neighborhood I love it Nice park, restaurants and coffee shops. I love park and people around. Easily find parking every day "
    0
    Flag
  • Trulia User
    "Nearby park and playground, safe roads, quiet and neighborly. Plenty of kids around to play with. Also lots of pet owners."
    0
    Flag
  • Lance D.
    "One of the best commutes I’ve ever had; it’s Less than 30 mins on public transit or 20 mins driving myself. "
    2
    Flag
  • Billie A.
    "Everyone in Pittsburgh says their neighborhood is the best. I'd have to argue that Highland Park truly is. The neighborhood is incredibly peaceful and offers a suburban-like feel, all while being a mile away from almost everything you need. There is ample (free!) parking, and it is immediately along 2 buslines, with another 2 within walking distance that can get you to multiple corners of town. There's a wonderful mix of families, young professionals, and older folks. From what I know, the neighborhood is also largely unchanged. There's also a small "business district" with several lovely restaurants, a laundromat, a coffee shop, and even a well stocked small market. Highly walkable, supremely peaceful, and within reach to virtually everything you need, with or without a car. "
    9
    Flag
  • Lance D.
    "It’s 20-25 mins to my office using public transit; I take the bus and find it convenient compared to driving and parking. "
    0
    Flag
  • Ewatkins15
    "they would like it, the dogs that live here tend to be really well behaved, and the owners are pretty good about picking up after their animals, and we have a dog park"
    0
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  • Sam A.
    "there are great parks and playgrounds and everything u need nearby. shopping, boutiques and cafes are all in walking distance and the neighborhood schools are legitimately good schools. "
    0
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  • Ubalditocastanon
    " For me is one of the best neighbors whit good public service, like public transportation, Liberty, etc "
    0
    Flag
  • Jay H.
    "not too many kids in the neighborhood. lots of professionals and lots of dogs. very quiet. lots of park space"
    0
    Flag
  • Lynne
    "Neighborhood yard sales, musical events in Highland Park and being able to access the park easily by walking. "
    0
    Flag
  • dte s.
    "My wife and I live in Highland Park and love the community, impressive park, proximity to businesses/restaurants, and the charm of the architecture. It's a great place to live!"
    8
    Flag
  • Nathaniel G.
    "Highland Park is one of the most livable areas in and around Pittsburgh. Especially in the area nearest the park itself, the best in urban and suburban living are combined: Quiet, treelined streets with well-maintained homes are only minutes away from all the best a sophisticated urban area has to offer."
    7
    Flag

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Homes for sale near 5537 Wellesley Ave

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Off Market Homes Near 5537 Wellesley Ave

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5537 Wellesley Ave, Pittsburgh, PA 15206 is a 3 bedroom, 2 bathroom, 2,977 sqft single-family home built in 1911. 5537 Wellesley Ave is located in Highland Park, Pittsburgh. This property is not currently available for sale. 5537 Wellesley Ave was last sold on Nov 4, 2020 for $200,000. The current Trulia Estimate for 5537 Wellesley Ave is $613,700.