15

Roosevelt Grove Homes for Sale

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  • /16

    $349,900

    4435 W Capitol Dr, Milwaukee, WI 53216

    All Brick 4 family in a popular, handy, location features; spacious 2 bedroom units, plenty of parking, separate utilities and a full basement. Rent are a touch below market which offers an immediate upside.

    Jason Fernhaber Jason Scott Realty & Management, LLC

    4435 W Capitol Dr, Milwaukee, WI 53216
  • /15

    $194,900

    • 2,443 Sq Ft

    3925 N 40th St Unit 3927, Milwaukee, WI 53216

    2/2 Lannon Stone Duplex, Dining Rooms, Natural Fireplace in lower unit, Hardwood flooring, Buit in corner hutches, Ceramic tile, newer mechanicals, new water heater, Gas Washers and Dryers, working toilet in basement, some updates in upper unit, ceiling fans. new fixtures 2car garage

    Robin Smith Realty ONE Group Boardwalk

    3925 N 40th St Unit 3927, Milwaukee, WI 53216
  • /17

    $124,900

    • 1,711 Sq Ft

    3201 N 35th St, Milwaukee, WI 53216

    Solid turnkey duplex fully rented. Updates include newer replacement windows, updated mechanicals, and new porch. The upper unit is currently rented for 650/mo. Upper also has an additional room that could be small bedroom, nursery or office. Spacious lower also rented so you can start collecting cashflow. Schedule your showing NOW.

    Corey Paszkiewicz EXP Realty, LLC~MKE

    3201 N 35th St, Milwaukee, WI 53216
  • /13

    $179,900

    • 2,123 Sq Ft

    3758 N 41st St Unit 3760, Milwaukee, WI 53216

    Don't miss this solid, all-brick duplex on a quiet residential block in Milwaukee's Roosevelt Grove neighborhood. The lower unit features 2BR and is currently rented and $1,075 per month by a long-term tenant. The upper 1BR is vacant and ready for an owner-occupy who is looking to live nearly free. Both units have separate utilities. Hardwood floors and lots of character throughout. Spacious

    Paul McKenna McKenna Real Estate LLC

    3758 N 41st St Unit 3760, Milwaukee, WI 53216
  • /16

    $159,900

    • 1,732 Sq Ft

    3746 N 38th St Unit 3748, Milwaukee, WI 53216

    Turnkey duplex with strong cash flow in Milwaukee's Roosevelt Grove neighborhood. This well-maintained property features two updated 2 bedroom, 1 bathroom units with separate utilities and a low-maintenance vinyl exterior. The lower unit is rented through Section 8 at $980/month, while the upper unit is leased at $950/month through 7/31/2026, generating a total of $1,930 in monthly rental income.

    Tong Vang Homestead Realty, Inc

    3746 N 38th St Unit 3748, Milwaukee, WI 53216
  • /20

    $169,900

    • 2,288 Sq Ft

    3507 N 40th St Unit 3509, Milwaukee, WI 53216

    Don't miss this opportunity to own a spacious 2/2 turnkey duplex in a highly desirable rental neighborhood. Each unit features a comfortable living and dining area and beautiful natural woodwork. Recent updates include durable LVP flooring and modern finishes throughout. Secure guaranteed rent with Section 8 tenants in both units and start generating cash flow immediately. Perfect for investors

    Corey Paszkiewicz EXP Realty, LLC~MKE

    3507 N 40th St Unit 3509, Milwaukee, WI 53216
  • /12

    $159,000

    • 1,898 Sq Ft

    3502 N 37th St, Milwaukee, WI 53216

    This property is perfect for a savvy investor or house hacker. The downstairs unit awaits your ideas, updates and finishing touches, and the property has been priced with this in mind. The upstairs already offers cash flow with a long term, reliable, month to month tenant who would like to stay. Don't miss your opportunity to indulge in short term and long term opportunities. Create equity by

    Chiqueta Ferguson Coldwell Banker Realty

    3502 N 37th St, Milwaukee, WI 53216
  • /20

    $215,000

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    3731 N 39th St, Milwaukee, WI 53216

    Welcome Home! Come explore elevated living in the Roosevelt neighborhood. Your new home features spacious upper master bedroom, 2 main level bedrooms, bathroom, living room, kitchen and basement. Your new basement is dry and finished enough to make it whatever your heart desires. Kitchen appliances includes stainless steel range and refrigerator. This home provides your laundry essentials with

    Rachel Greer EXP Realty, LLC~MKE

    3731 N 39th St, Milwaukee, WI 53216
  • /29

    $124,900

    • 1,723 Sq Ft

    3205 N 35th St, Milwaukee, WI 53216

    2/1 duplex in Milwaukee's Sherman Park neighborhood. The lower unit offers 2 bedrooms, and the upper features 1 bedroom. Both units include a kitchen, full bath, living room, and dining room. The lower is leased at $950/month through 4/30/2026, and the upper at $909/month through 10/31/2025, both with matching security deposits. Property includes a 2 car detached garage, additional rear parking

    Holly Speranza Keller Williams-MNS Wauwatosa

    3205 N 35th St, Milwaukee, WI 53216
  • /16

    $459,900

    • 3,850 Sq Ft

    4715 W Capitol Dr, Milwaukee, WI 53216

    Attention buyers!! Wait till you see this AWESOME easy to run updated 4 family. All four units feature newer kitchens with granite tops, custom tiled backsplashes and LVP flooring, new custom tiled bathrooms with high end fixtures/vanities and tiled floors. The living room/dining area with built in hutch is perfect for entertaining. The basement has new glass block windows, painted walls and

    Judith Cimbalnik Milwaukee Area Real Estate Specialists, LLC

    4715 W Capitol Dr, Milwaukee, WI 53216
  • /3

    $399,900

    3910 N Sherman Blvd, Milwaukee, WI 53216

    Stone, fully occupied, 4 beautiful 2 bedroom unit multifamily, newer roof and windows, huge yard and 2-2 car garages. A stately building, with wood floors and charm. A handy popular location, completes the picture.

    Jason Fernhaber Jason Scott Realty & Management, LLC

    3910 N Sherman Blvd, Milwaukee, WI 53216
  • /20

    $229,900

    • 1,964 Sq Ft

    4122 W Roosevelt Dr Unit 4124, Milwaukee, WI 53216

    Great Property as an investment or owner occupy. Brand new roof, facia and gutters! Granite counters, LVP flooring, easy maintenance brick exterior. New water heaters and windows. A great addition to your portfolio! This home can be sold as part of a package with mls numbers....1913274,1913266,1913269,1913271, 1913273

    Amanda Kuss Compass RE WI-Tosa

    4122 W Roosevelt Dr Unit 4124, Milwaukee, WI 53216
  • /2

    $166,918

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    3803 N 38th St, Milwaukee, WI 53216

    This is a tax foreclosed property. All offers can be uploaded and submitted to the City of Milwaukee, Real Estate Section beginning: THURSDAY 9/25/25 AT 12:01 AM THROUGH MONDAY 9/29/25 UNTIL 10:00AM. For the first 30-days of the listing period, no offers below the listing price will be considered per Wisconsin Foreclosure Law. Owner Occupants will be prioritized. Bids due by September 29,

    Deborah McCollum-Gathing Redevelopment Authority City of MKE

    3803 N 38th St, Milwaukee, WI 53216
  • /2

    $24,600

    • 4 Beds
    • 1 Bath
    • 1,232 Sq Ft

    3130 N 33rd St, Milwaukee, WI 53216

    This is a tax foreclosed property. All offers can be uploaded and submitted to the City of Milwaukee, Real Estate Section beginning: THURSDAY 9/25/25 AT 12:01 AM THROUGH MONDAY 9/29/25 UNTIL 10:00AM. For the first 30-days of the listing period, no offers below the listing price will be considered per Wisconsin Foreclosure Law. Owner Occupants will be prioritized. Bids due by September 29,

    Deborah McCollum-Gathing Redevelopment Authority City of MKE

    3130 N 33rd St, Milwaukee, WI 53216
  • /2

    $99,000

    • 1,776 Sq Ft

    3260 N 34th St, Milwaukee, WI 53216

    Tamairo Moutry Milwaukee's Best Real Estate Services LLC

    3260 N 34th St, Milwaukee, WI 53216

Why Live in Roosevelt Grove

Roosevelt Grove in Milwaukee is a neighborhood with a rich architectural history, featuring homes from the 1890s to the 1940s, including Cape Cods, Colonial Revivals, and 1920s bungalows. Sherman Boulevard is notable for its stone-façade Tudor-style homes. The area has a mix of single-family and multi-family homes, with prices varying based on condition and location. The neighborhood is part of the larger Sherman Park area, known for its diverse racial, national, and religious backgrounds, including a significant African American and Orthodox Jewish population. Parks like Dineen Park and Sherman Park offer various outdoor activities, including disc golf, tennis, and community gardens. Sherman Park also hosts a large Fourth of July celebration. Fond du Lac Avenue is the main commercial strip, home to many small businesses and diverse dining options, including barbeque, Southern soul food, and Jamaican cuisine. The Sherman Phoenix Marketplace is a hub for Black-owned businesses. For shopping, residents frequent Midtown Center, which includes stores like Pick 'n Save and Foot Locker. The neighborhood is well-connected, with Capitol and Fond du Lac Avenue providing routes to downtown Milwaukee, 8 miles away. Public transportation is available, and Milwaukee Mitchell International Airport is 16 miles south. Families have access to schools like Townsend Street Elementary and Fifty-Third Street School, with many students attending the highly rated Rufus King International High School for its strong college prep program.

Frequently Asked Questions

Is Roosevelt Grove a good place to live?
Roosevelt Grove is a good place to live. Roosevelt Grove is considered fairly walkable and somewhat bikeable with good transit options. Roosevelt Grove is an urban pioneer neighborhood. Roosevelt Grove has 6 parks for recreational activities. It is somewhat dense in population with 11.0 people per acre and a median age of 38. The average household income is $45,416 which is below the national average. College graduates make up 10.3% of residents. A majority of residents in Roosevelt Grove are renters, with 60.3% of residents renting and 39.7% of residents owning their home. A local real estate agent serving Roosevelt Grove can help you decide if this neighborhood is the right one for you. Learn more on our Roosevelt Grove neighborhood guide.
How much do you need to make to afford a house in Roosevelt Grove?
The median home price in Roosevelt Grove is $145,000. If you put a 20% down payment of $29,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $32K a year to afford the median home price in Roosevelt Grove. The average household income in Roosevelt Grove is $45K.
What are the best public schools in Roosevelt Grove?
The best public schools that serve Roosevelt Grove are:
What are the best private schools in Roosevelt Grove?
The best private schools that serve Roosevelt Grove are:
What are the most popular zip codes in Roosevelt Grove, Milwaukee, WI?
The most popular zip codes in Roosevelt Grove, Milwaukee, WI include 53216, 53210, 53206, 53209 and 53218.
What are the most popular neighborhoods near Roosevelt Grove, Milwaukee, WI?
The most popular neighborhoods near Roosevelt Grove, Milwaukee, WI are Sherman Park, Sunset Heights, Grasslyn Manor, Lincoln Creek and Franklin Heights.

Home Trends in Roosevelt Grove, WI

Housing Trends

Median Sale Price
$145,000
Median Single Family Sale Price
$139,000
Median Townhouse Sale Price
$167,750
Average Price Per Sq Ft
$103
Number of Homes for Sale
3
Last 12 months Home Sales
50
Months of Supply
0.70
Median List Price
$145,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
19%
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