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Location

2227 S Winchester St # 2229, Milwaukee, WI 53207, USA|Bay View

Floor plans

2229A S Winchester Street Lower Rear2 bed1 bath552 sqft- Located within a block of Sugar Maple and a block from Collectivo, Stone Creek, Wild Flour, and Cafe Central.
2229A S Winchester Street Lower Rear2 bed1 bath552 sqftFIRST MONTH RENT FREE SPECIAL: Bayview 2-bedroom apartment, hardwood floors, off-street parking, fireplace. - 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, a tiled bathroom, fireplace. It has a full kitchen with a gas range and refrigerator and updated kitchen cabinetry. One car off-street parking is also included which is hard to find in the area.
2227A S Winchester Street Upper Rear2 bed1 bath1,118 sqft- Located within a block of Sugar Maple and a block from Collectivo, Stone Creek, Wild Flour, and Cafe Central.
2227 S Winchester Street Upper Front2 bed1 bath995 sqftBayview 2-bedroom loft style apartment, hardwood floors, Large Porch - 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 with glass shower door. It has a full kitchen with gas range and refrigerator with ice maker, dishwasher, granite countertops and updated kitchen cabinetry.

Available rentals nearby

featured image of 1029 North Jackson Street

Juneau Village Towers Apartments- Milwaukee, WI

Our team has verified this company

Juneau Town • 1029 North Jackson Street

2 Beds

$2,095

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 2105 N Booth St

Riverwest • 2105 N Booth St

2 Beds

$1,799

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 249 N Water St

Historic Third Ward • 249 N Water St

2 Beds

$1,865–$2,180

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 401 W Michigan St

Kilbourn Town • 401 W Michigan St

2 Beds

$1,954–$2,199

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 2340 N Cramer St

The Standard @ East Library

Our team has verified this company

Murray Hill • 2340 N Cramer St

2 Beds

$2,120

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 700 E Kilbourn Ave

700 E Kilbourn Avenue

Our team has verified this company

Juneau Town • 700 E Kilbourn Ave

2 Beds

$5,982

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 1303 N 10th St

Hillside • 1303 N 10th St

2 Beds

$2,150–$3,975

Total Monthly Price. The price shown reflects a 10-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 321 N Jefferson St

Historic Third Ward • 321 N Jefferson St

2 Beds

$2,595–$3,260

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 1029 North Jackson Street

Juneau Village Towers Apartments- Milwaukee, WI

Our team has verified this company

Juneau Town • 1029 North Jackson Street

2 Beds

$2,095

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 2105 N Booth St

Riverwest • 2105 N Booth St

2 Beds

$1,799

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 249 N Water St

Historic Third Ward • 249 N Water St

2 Beds

$1,865–$2,180

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 401 W Michigan St

Kilbourn Town • 401 W Michigan St

2 Beds

$1,954–$2,199

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 2340 N Cramer St

The Standard @ East Library

Our team has verified this company

Murray Hill • 2340 N Cramer St

2 Beds

$2,120

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 700 E Kilbourn Ave

700 E Kilbourn Avenue

Our team has verified this company

Juneau Town • 700 E Kilbourn Ave

2 Beds

$5,982

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 1303 N 10th St

Hillside • 1303 N 10th St

2 Beds

$2,150–$3,975

Total Monthly Price. The price shown reflects a 10-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 321 N Jefferson St

Historic Third Ward • 321 N Jefferson St

2 Beds

$2,595–$3,260

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Rent trends in Bay View

Median rents as of Oct 24 2026.
Bay View
Milwaukee
A table of studio rental data trends in Milwaukee
MonthMedian Rent
November 2024$1,109
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$885
April 2026$895
May 2026$912
June 2026$910
July 2026$875
August 2026$892
September 2026$930
October 2026$943
A table of studio rental data trends in Bay View
MonthMedian Rent
November 2024$1,362
February 2025$1,300
March 2025$1,300
August 2025$1,155
September 2025$1,155
May 2026$1,323
June 2026$1,251
July 2026$1,360

Schools near 2227-2229 S Winchester Street

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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Getting around Milwaukee near 2227 S Winchester St # 2229

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 # 2229, Milwaukee

Groceries

8/10
Wide variety of groceries within a short drive, including some within walking distance

Shopping

7/10
Wide variety of shops within a short drive, including some within walking distance

Cafes

8/10
Wide variety of cafés within a few minutes’ walk

Restaurants

8/10
Wide 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

9/10
Wide variety of bars within a few minutes' walk

Explore the area around 2227 S Winchester St # 2229

Restaurant Depot
125 W Becher St
Groopie's Food Market
1441 E Russell Ave
Bayview Metro LLC
2759 S Kinnickinnic Ave
Outpost Natural Foods
2826 S Kinnickinnic Ave
Frank's Foods
2500 S 9th St

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