Duplex at 19000 Winslow Road, Shaker Heights
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48 photos

$434,900

19000 Winslow Road
Shaker Heights, OH 44122
Listed by Susan M Loparo · RE/MAX Crossroads Properties
Bedrooms
9
Bathrooms
3
Living area
4,515 sqft
Year built
1929

About this home

Exceptional investment and lifestyle opportunity in the heart of Shaker Heights, just moments from the vibrant Van Aken District and convenient rapid transit service to downtown. Freshly painted and rich in architectural character, this stately brick-and-stone Tudor stands out as one of the most impressive homes on a street renowned for its beauty and charm. Both units showcase the timeless craftsmanship Shaker Heights is celebrated for, featuring high ceilings with exposed beams, abundant natural light, built-in cabinetry, and inviting gas fireplaces. The expansive upper unit lives like a single-family home, offering six spacious bedrooms and two full baths, while the 1st floor unit boasts beautifully refinished hardwood floors, three bedrooms, one full bath, and a private lower-level family/recreation room with an additional gas fireplace. Ideally located near premier shopping, dining, and entertainment, this remarkable property combines historic elegance with modern convenience. Additional updates include both hot water tanks replaced in 2020. . Conveniently located close to restaurants, shopping, hospitals, Little Italy, University Circle, museums and more!

Property details

MLS #
5217713
Property type
Duplex
Subdivision
N/A
Status
Active
Days on market
63
On market date
June 12, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
4
Parking spaces
N/A
Lot size
0.15 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Lomond Elementary School
0.54 mi away · Grades 0-4
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
346
Student:teacher ratio
18.2:1
District
Shaker Heights City
Middle
Shaker Hts Middle School
1.06 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
725
Student:teacher ratio
13.2:1
District
Shaker Heights City
High
Whitney M Young School
1.19 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
Not yet rated
Local Score not yet available for this school
Enrollment
0
District
Cleveland Municipal

Walkability

Blended score for Shaker Heights's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

83
Highly walkable
out of 100
EPA National Walkability Index
16.3 / 20 -- Most walkable
Google Places amenity density
85 / 100
Restaurants & cafes20
Grocery stores1
Parks8
Schools12
Transit stops20
Pharmacies3

Market position

How this listing compares to current activity in Shaker Heights, from live MLS data.

On the market 63 days -- 5 more days than Shaker Heights's current average of 58 days.
For reference, the median list price across 110 active listings in Shaker Heights right now is $235,000.

Mortgage calculator

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Est. monthly payment
$2,769/mo
$86,980 down
$347,920 loan
Principal & interest$2,257
Property tax (est.)$362
Home insurance (est.)$150

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Data source: Listing information provided by NOWDD via Trestle/CoreLogic. Last updated August 14, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.