19229 Winslow Rd

Off Market

19229 Winslow Rd

Shaker Heights OH 44122

3037 sq. ft.

0.13 ac.

Duplex

Last sold for $390,000

Sarah Wilk, last sold this property on 12 November 2025 after 32 days on market.

Overview

Fantastic opportunity to own an architectural gem in the Historic Winslow District of Shaker Heights! Perfectly positioned just steps from the vibrant Van Aken District, this two-family home offers an ideal blend of historic character, modern updates, and investment potential. Enjoy a walkable lifestyle home to local artisans, eateries, boutiques, and year-round community events that make this neighborhood truly special. The property offers incredible flexibility—ideal for an owner-occupant (the upper unit will be vacant upon transfer) or an investor ready to start earning on the occupied lower unit with the option to fill the remaining space. The lower unit features 2 bedrooms, 1 bath with a tiled walk-in shower, central air, and a private back deck. The upper unit boasts 4 spacious bedrooms, 2 full baths, front and rear porches, and two mini-split A/C systems for added comfort. Both kitchens feature modern finishes and stainless steel appliances, with dedicated laundry for each unit in the basement. A two-car garage and backyard fire pit add convenience and outdoor enjoyment. Major systems have been thoughtfully maintained and updated in recent years, including a boiler replacement for the upper unit (2025), a full lateral sewer line replacement (2025), newer hot water heaters (2022), lower unit furnace and A/C (2022). Come experience the charm and versatility of this turn-key historic home for yourself!

Features

6 bedrooms

3 bathrooms

2 carspaces

2 garage spaces

3037 sq. ft. floor area

0.13 ac. lot size

Duplex

Estimated Value

Based on this property and similar 6 bedroom duplexes sold in Shaker Heights over the last 12 months, the estimated median property value of 19229 Winslow Rd is $325k.

Median value

$325k

Estimated value range

$170k - $390k

Median days on market

Estimated value trend

14%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Shaker Heights. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 19229 Winslow Rd

2025

Sold

$390,000

12 Nov 2025 by Sarah Wilk, of BHHS Professional Realty

2023

Sold

$365,000

20 Jun 2023 by Marilyn Kahn, of Howard Hanna

2017

Sold

$203,500

30 Jun 2017 by Amanda S Pohlman, of Keller Williams Greater Metrop

Happy sellers in Shaker Heights

87%

87% of sellers in Shaker Heights reported that their sale price either exceeded or met their price expectations.

Shaker Heights stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Shaker Heights over the last 12 months.

Local market activity for 6 bedroom duplexes in Shaker Heights

In the last 12 months, 8 six-bedroom duplexes similar to 19229 Winslow Rd, have been sold.

This represents a 31% increase in six-bedroom duplexes sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Shaker Heights for a market analysis.

Dechella Woodruff

at Century 21 Premiere Properties, Inc.

(8 reviews)

Get a market analysis

Melody Caraballo

at eXp Realty

4.9

(56 reviews)

Get a market analysis

James Arnos

at Cutler Real Estate | Greater Cleveland

(30 reviews)

Get a market analysis

Myra White

at Howard Hanna Shaker Heights

(2 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Shaker Heights

Dechella Woodruff

Dechella Woodruff is a recommended agent for Shaker Heights. They have 2 local sales and collected 2 local reviews across the last 12 months.

5 (8 reviews)
2 Reviews in Shaker Heights
2 Sales in Shaker Heights

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Melody Caraballo

Sellers who recommend Melody Caraballo have praised them for being local expert, responsive, clear communication, supportive, friendly, patient, and well-prepared