Zumper
modified
3 Days Ago

Highlights

  • Dishwasher
  • Hardwood floors
  • Granite countertops
  • Gas range
  • Updated kitchen cabinetry
  • Tiled bathroom

Location

2227 S Winchester St, Milwaukee, WI 53207, USA|Bay View
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Contact

Management

Cardinal Investments, LLC

Leasing office

(262) 685-2051

Property Overview

2227 S Winchester receives an expert rating of 8.5/10, indicating it’s a top choice for renters due to its competitive price and high value. With excellent amenities including a dishwasher, hardwood floors, and an updated kitchen, it excels in overall quality of living. Additionally, its location is highly rated for convenience, while it’s recognized for its pet-friendly features and accessibility to outdoor spaces and nearby dog parks.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings,” “Things you’ll love,” and “Great for” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

8.5
Very Good
With a solid 8.5 out of 10 overall, 2227 S Winchester is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 2227 S Winchester has a number of attractive features—namely its Amenities— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • More space
  • Fireplace
  • Outdoor space

Great for

  • Pet owners

Floor plans

2BR/1.0BA2 bed1 bath1,118 sqft$1,585 /mo1 unit availableUpdated apartment located in the heart of the Bayview area of Milwaukee, within a block of Sugar Maple and a block from Collectivo, Stone Creek, Wild Flour and Café Central. This apartment features several updates such as hardwood floors, tiled bathroom, fireplace. It has a full kitchen with gas range and refrigerator and updated kitchen cabinetry. One car off-street parking is also included which is hard to find in the area.

Let's explore this property.

Amenities for 2227 S Winchester

Apartment Amenities

FireplaceHardwood Floor

Building

Basement StorageCats OK
Coin Laundry in BasementOnsite Laundry

Grounds

Assigned ParkingOutdoor Space
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Parking Policy

Assigned Parking

Dog Policy

Not allowed

Cat Policy

Allowed
Limit1

Questions about this property’s policies and fees?

Building details

Property details

Units4
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About 2227 S Winchester

HomeApartments in MilwaukeeBay View 2227 S Winchester

Updated apartment located in the heart of the Bayview area of Milwaukee, within a block of Sugar Maple and a block from Collectivo, Stone Creek, Wild Flour and Café Central. This apartment features several updates such as hardwood floors, tiled bathroom, fireplace. It has a full kitchen with gas range and refrigerator and updated kitchen cabinetry. One car off-street parking is also included which is hard to find in the area.


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
8.5
/10
Very Good
With a solid 8.5 out of 10 overall, 2227 S Winchester is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 2227 S Winchester has a number of attractive features—namely its Amenities— so you can be assured your rent will come with a high standard of living.
How we rated 2227 S Winchester
Price·9A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
2227 S Winchester stands out with a remarkable rating of 9/10 for its cost per bedroom compared to other rentals in the area. Considering the excellent balance between price, convenience, and comfort that it provides, residents enjoy a high-quality living experience.
Amenities·10A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
2227 S Winchester stands out as a premier property with an impressive array of amenities and an excellent standard of living. Residents here have access to many of the most popular and desired perks—cats allowed—making this one of the top choices for renters seeking unparalleled comfort and convenience.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
2227 S Winchester is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·6A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
While 2227 S Winchester does not have many hallmark characteristics to highlight, it has some qualities and features that will resonate with a broad range of renters.
Trustworthiness·8A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The level of transparency this property provides distinguishes it as a great rental. With a high attention to detail and desirable features, renters can be sure they will get an accurate picture of their potential new home.

2227 S Winchester is great for:

Pet owners

  • Outdoor spaces are available at this property
  • 2 dog parks within 1 mile
  • Tile, vinyl or hardwood floors
  • 3 pet grooming services nearby

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 2227 S Winchester compares to other nearby properties.

Positives

More space
The 2-bedroom is 216 sqft larger than other listings nearby
Fireplace
Upgraded in-unit features
Outdoor space
Easy access to the outdoors

Considerations

Greater distance from grade schools
The nearest elementary school is farther than 0.4 mile away
Lacks images
Fewer than 10 photos available for this location

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Rent trends in Bay View

2-bedroom apartments at 2227 S Winchester cost about 7% less than the average rent price for 2-bedroom apartments in Bay View.

Median rents as of Mar 21 2026.
Bay View
Milwaukee
A table of studio rental data trends in Milwaukee
MonthMedian Rent
April 2024$872
May 2024$847
June 2024$849
July 2024$818
August 2024$825
September 2024$834
October 2024$890
November 2024$1,110
December 2024$1,072
January 2025$911
February 2025$855
March 2025$846
April 2025$846
May 2025$887
June 2025$864
July 2025$874
August 2025$895
September 2025$898
October 2025$912
November 2025$942
December 2025$961
January 2026$902
February 2026$909
March 2026$888
A table of studio rental data trends in Bay View
MonthMedian Rent
August 2024$1,272
October 2024$1,260
November 2024$1,359
February 2025$1,300
March 2025$1,300
August 2025$1,155
September 2025$1,155

Affordability calculator

Can I afford to live at 2227 S Winchester St?

Bedrooms

2 bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$63,400/yr

With your selected rent-to-income ratio, you'd ideally want to make $63,400 annually to afford this 2-bedrooms monthly rent price of $1,585.
For more information on rent affordability, visit our rent calculator.

Schools near 2227 S Winchester

Milwaukee Academy of Chinese Language

2430 w wisconsin ave

milwaukee, WI, 53233

PK, K-8Public
C-

Acelero Learning - Penfield Children's Center

833 north 26th st

milwaukee, WI, 53233

PKPublic

Grant Gordon Learning Center

921 w meinecke ave

milwaukee, WI, 53206

PK, KPublic
B-

Acelero Learning - Cudahy North Center

5809 south packard ave

cudahy, WI, 53110

PKPublic

Acelero Learning - Cudahy South Center

5885 south packard ave

cudahy, WI, 53110

PKPublic
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Internet available near 2227 S Winchester

Getting around Milwaukee near 2227 S Winchester St

Walking

5/10
Some shops and stores are within a few minutes.

Driving

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

6/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

5/10
Frequent public transit options are within walking distance.

Points of interest for 2227 S Winchester St, Milwaukee

Groceries

6/10
At least one supermarket within a 20-minute walk

Shopping

5/10
Several shops within walking distance

Cafes

6/10
Some cafés within a few minutes’ walk

Restaurants

6/10
Variety of restaurants within a few minutes' walk

Primary schools

8/10
At least one elementary school within a 15-minute walk

High schools

6/10
At least one high school within a 20-minute walk

Parks

7/10
Large amount of park space nearby

Nightlife

6/10
Some bars within a few minutes’ walk

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