2,800

Jackson Park Homes

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  • /24

    $300,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    3363 S Princeton Ave, Milwaukee, WI 53215

    Adorable and full of charm, this classic 1930s Cape Cod in sought-after Harder Oaks is the perfect blend of character and thoughtful updates! Featuring 3 bedrooms and 1.5 baths, this home showcases beautiful hardwood floors, timeless details, and a warm, inviting feel throughout. The completely renovated full bath upstairs offers a fresh, modern touch, while recent improvements--including chimney

    Agent Photo

    Kristel Sikora

    Shorewest Realtors, Inc.

    (414) 441-1335

    3363 S Princeton Ave, Milwaukee, WI 53215
  • /35

    Starting at $1,069 Per Month

    • 1 - 2 Beds

    3701 W Oklahoma Ave, Milwaukee, WI 53215

    Oklahoma Gardens is situated among beautiful plantings and close to St. Luke's medical center, and offers some unique bi-level apartment homes.

    Oklahoma Gardens

    (414) 250-0497

    3701 W Oklahoma Ave, Milwaukee, WI 53215
  • 5110 W Cleveland Ave, Milwaukee, WI 53219

    $315,000 Sold Aug 11, 2025

    5110 W Cleveland Ave, Milwaukee, WI 53219

    • 4 Beds
    • 2.5 Baths
    • 1,820 Sq Ft

    Last Sold Summary

    • 6% Below List Price
    • $173/SF
    • 24 Days On Market

    Current Estimated Value $332,728

    Last Listing Agent Meghan Dinmore Real Broker Milwaukee

    5110 W Cleveland Ave, Milwaukee, WI 53219
    • 3123 W Drury Ln, Milwaukee, WI 53215

      Est $262,883 Not Listed For Sale

      3123 W Drury Ln, Milwaukee, WI 53215

      • 3 Beds
      • 1.5 Baths
      • 1,245 Sq Ft
      • Built 1956
      3123 W Drury Ln, Milwaukee, WI 53215

      Last Sold Summary

      • 20% Above List Price
      • $176/SF
      • 46 Days On Market
      • Last Sold Price $219,300
      • Nov 27, 2024

      Last Listing Agent Alejandro Soto Melgoza RE/MAX

  • /29

    $349,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,081 Sq Ft

    3254 S 35th St, Milwaukee, WI 53215

    This beautiful 3BR, 2 full bath home blends modern updates with thoughtful design throughout. Primary bedroom features multiple closets for all your storage needs. The main floor features refinished hardwood floors and a bright, open layout connecting the living area, dining space, and kitchen. Kitchen includes granite countertops, tile backsplash, bar seating, stainless cooktop, stainless

    Ivy Sanchez First West Realty, LLC

    3254 S 35th St, Milwaukee, WI 53215
  • /6

    $895 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    4925 W Oklahoma Ave Unit 6, Milwaukee, WI 53219

    Property Id: 2491383Freshly painted and cleaned upper 1 bedroom 1 bathroom unit in a great Milwaukee location. New windows and like new appliances. Heat, water, 1 parking spot, and storage in the basement is included. No smoking or pets. Required income is 3x the rent of $895 ($2,685) with no history of evictions or judgments. Proof of income is required before a showing can be set up.

    (414) 710-1821

    4925 W Oklahoma Ave Unit 6, Milwaukee, WI 53219
  • 2807 S 49th St, Milwaukee, WI 53219

    $231,500 Sold Jul 28, 2025

    2807 S 49th St, Milwaukee, WI 53219

    • 2 Beds
    • 1 Bath
    • 857 Sq Ft

    Last Sold Summary

    • 20% Above List Price
    • $270/SF
    • 3 Days On Market

    Current Estimated Value $211,317

    Last Listing Agent Patrick Komperda Royal Brokers LLC

    2807 S 49th St, Milwaukee, WI 53219
    • 3006 W Ruskin St Unit 3008, Milwaukee, WI 53215

      Est $380,831 Not Listed For Sale

      3006 W Ruskin St Unit 3008, Milwaukee, WI 53215

      • 6 Beds
      • 2,618 Sq Ft
      • Built 1957
      3006 W Ruskin St Unit 3008, Milwaukee, WI 53215

      Last Sold Summary

      • 17% Above List Price
      • $125/SF
      • 2 Days On Market
      • Last Sold Price $326,000
      • Nov 27, 2023

      Last Listing Agent Margaret McKenzie Palen Realty One Group Luminous

  • /20

    $349,000 Under Contract

    • 5 Beds
    • 2 Baths
    • 1,794 Sq Ft

    4013 W Forest Home Ave, Milwaukee, WI 53215

    Classic charm meets opportunity in this spacious 5-bedroom, 2-bath bungalow located near Jackson Park. This home offers a flexible layout with generous living spaces, perfect for growing households or those seeking extra room to work from home. Character details throughout provide warmth and charm, while the functional floor plan allows for comfortable everyday living. Conveniently located near

    Charles Walker Keller Williams Realty-Milwaukee North Shore

    4013 W Forest Home Ave, Milwaukee, WI 53215
  • /7

    $895 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    3135 S 47th St Unit 7, Milwaukee, WI 53219

    Property Id: 1222370Nice sized upper 1 bedroom 1 bathroom unit in a great location. Carpet and vinyl plank flooring throughout the unit. Heat, water, and 1 parking spot are included. New bathroom vanity, kitchen counter, electrical, and paint. Quiet building with long-term tenants. No smoking & no pets. Income must be 3x the monthly rent amount of $895 ($2,685). Proof of income is

    (414) 710-2083

    3135 S 47th St Unit 7, Milwaukee, WI 53219
  • 5236 W Cleveland Ave, Milwaukee, WI 53219

    $330,000 Sold Aug 27, 2025

    5236 W Cleveland Ave, Milwaukee, WI 53219

    • 3 Beds
    • 1.5 Baths
    • 1,626 Sq Ft

    Last Sold Summary

    • 3% Above List Price
    • $203/SF
    • 1 Day On Market

    Current Estimated Value $326,857

    Last Listing Agent Randal Young Keller Williams Realty-Milwaukee North Shore

    5236 W Cleveland Ave, Milwaukee, WI 53219
    • 3414 W Poe St, Milwaukee, WI 53215

      Est $278,401 Not Listed For Sale

      3414 W Poe St, Milwaukee, WI 53215

      • 3 Beds
      • 1.5 Baths
      • 1,377 Sq Ft
      • Built 1951
      3414 W Poe St, Milwaukee, WI 53215

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Lisa Gellings EXP Realty, LLC~MKE

  • /27

    $380,000

    • 4 Beds
    • 2 Baths
    • 1,915 Sq Ft

    3334 W Lakefield Dr, Milwaukee, WI 53215

    Meticulously renovated and maintained brick Cape Cod in desirable neighborhood. This 4-bedroom, 2 bath home blends classic charm with upscale finishes. Inside the fireplace sets the ambience in the sun drenched living room where you can cozy up with family. Conveniently located are the first floor Bedroom and laundry . The kitchen offers premium cabinets, appliances, a pass-through to the

    Cleotilde Alcantara First West Realty, LLC

    3334 W Lakefield Dr, Milwaukee, WI 53215
  • /6

    $895 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    4820 W Forest Home Ave, Milwaukee, WI 53219

    May 1st availability! This 1-bedroom, 1-bathroom apartment located at 4820 W Forest Home Ave offers approximately 600 square feet of living space. The living room provides ample space for relaxation and entertainment. The eat-in kitchen is equipped with a microwave and features instant hot water for convenience. The bathroom includes essential fixtures for daily use. Additional amenities include

    Daniel Shovers Premier Point Realty LLC

    4820 W Forest Home Ave, Milwaukee, WI 53219
  • 2967 S 50th St, Milwaukee, WI 53219

    $235,000 Sold Nov 03, 2025

    2967 S 50th St, Milwaukee, WI 53219

    • 3 Beds
    • 1 Bath
    • 1,268 Sq Ft

    Last Sold Summary

    • 2% Below List Price
    • $185/SF
    • 7 Days On Market

    Current Estimated Value $242,086

    Last Listing Agent Chris Gregg Coldwell Banker HomeSale Realty - Wauwatosa

    2967 S 50th St, Milwaukee, WI 53219
    • 3355 W Ruskin St, Milwaukee, WI 53215

      Est $314,400 Not Listed For Sale

      3355 W Ruskin St, Milwaukee, WI 53215

      • 3 Beds
      • 2 Baths
      • 1,752 Sq Ft
      • Built 1948
      3355 W Ruskin St, Milwaukee, WI 53215

      Last Sold Summary

      • 11% Above List Price
      • $161/SF
      • 4 Days On Market
      • Last Sold Price $282,000
      • May 21, 2024

      Last Listing Agent Susan Rossetto Rossetto Realty, LLC

  • /18

    $349,900 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,746 Sq Ft

    3122 S 46th St, Milwaukee, WI 53219

    Charming Cape Cod featuring a functional layout with a spacious living room highlighted by a fireplace. The home flows into an updated kitchen, offering a bright and refreshed feel. The main level includes two bedrooms and a full bath, while the upper level features two additional bedrooms along with bonus space. The finished basement adds extra living space and includes a second full bath.

    The Tighe Team* Keller Williams-MNS Wauwatosa

    3122 S 46th St, Milwaukee, WI 53219
  • /16

    $1,150

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    2637 S 51st St Unit 2637 S 51st St Upper Unit, Milwaukee, WI 53219

    This sun-filled upper unit at 2637 S 51st St is perfectly nestled in a quiet, tree-lined street of Milwaukee’s Jackson Park neighborhood. The well-maintained 1-bedroom, 1-bath unit offers comfort and convenience. You would be a few blocks away from the park for relaxing walks, a quick drive to American Family Field for a game, and close to big stores for easy grocery / home shopping (Target,

    2637 S 51st St Unit 2637 S 51st St Upper Unit, Milwaukee, WI 53219
  • 2772 S 50th St, Milwaukee, WI 53219

    $215,000 Sold Nov 10, 2025

    2772 S 50th St, Milwaukee, WI 53219

    • 2 Beds
    • 1 Bath
    • 726 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $296/SF
    • 1 Day On Market

    Current Estimated Value $219,745

    Last Listing Agent Jane DiChristopher Mahler Sotheby's International Realty

    2772 S 50th St, Milwaukee, WI 53219
    • 3149 S 31st St, Milwaukee, WI 53215

      Est $288,799 Not Listed For Sale

      3149 S 31st St, Milwaukee, WI 53215

      • 3 Beds
      • 2 Baths
      • 1,334 Sq Ft
      • Built 1977
      3149 S 31st St, Milwaukee, WI 53215

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Cheryl Ryan Lannon Stone Realty LLC

  • /91

    $399,000

    • 2 Beds
    • 2 Baths
    • 2,587 Sq Ft

    2609 S 50th St, Milwaukee, WI 53219

    Step inside a beautifully updated Milwaukee home near Greenfield. The living room features refinished hardwood floors, windows, a classic brick fireplace, and built-in glass cabinets. The modern kitchen connects seamlessly to the heart of the home. The large basement offers a pool table, heated bath floors, a spa-like bathroom with a freestanding tub, & a large laundry room. Updates include 2021

    Elana Kootstra Real Broker LLC

    2609 S 50th St, Milwaukee, WI 53219
  • /7

    $895 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    4934 W Forest Home Ave, Milwaukee, WI 53219

    Nice upper level 1 bedroom apartment w/eat-in kitchen, appliances, and parking. This apartment is on the Milwaukee- Greenfield border and is close to shopping, colleges, and entertainment. Heat, water/sewer, hot water, and electric are not included. Upgrades include: new quartz kitchen countertops, new bathtub, new bathroom tile, new bathroom vanity cabinet, and freshly painted kitchen cabinets.

    Daniel Shovers Premier Point Realty LLC

    4934 W Forest Home Ave, Milwaukee, WI 53219
  • 4325 W Cleveland Ave, Milwaukee, WI 53219

    $350,000 Sold Apr 24, 2026

    4325 W Cleveland Ave, Milwaukee, WI 53219

    • 3 Beds
    • 1.5 Baths
    • 1,744 Sq Ft

    Last Sold Summary

    • 23% Above List Price
    • $201/SF
    • 3 Days On Market

    Last Listing Agent Cheryl Spychalla First Weber Inc- Greenfield

    4325 W Cleveland Ave, Milwaukee, WI 53219
    • 3462 S 35th St, Milwaukee, WI 53215

      Est $325,842 Not Listed For Sale

      3462 S 35th St, Milwaukee, WI 53215

      • 3 Beds
      • 1,877 Sq Ft
      • Built 1951
      3462 S 35th St, Milwaukee, WI 53215

      Last Sold Summary

      • 16% Above List Price
      • $149/SF
      • 3 Days On Market
      • Last Sold Price $280,000
      • Dec 12, 2024

      Last Listing Agent Kim LaVassor RE/MAX

  • /46

    $365,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,175 Sq Ft

    5542 W Jerelyn Place, Milwaukee, WI 53219

    Well maintained all brick ranch in the coveted Jackson Park Neighborhood. A country style size eat-in- kitchen las tons of cabinets with built-in range and over. The living room/dinning combo features a gas fireplace with stone facade. A bonus room just off the kitchen could be used for wide Bedroom. A wide range backyard and landscaping, patio and large storage shed in the corner. Spacious lower

    Van Hnun Homestead Realty, Inc

    5542 W Jerelyn Place, Milwaukee, WI 53219
  • /22

    $2,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    3370 S Princeton Ave, Milwaukee, WI 53215

    Showing Saturday 5/9 @ 10:30Welcome to 3370 S Princeton Ave, a charming and roomy 3-bedroom, 2-bath home offering plenty of space and comfort. This property features a large living room and dining room, perfect for entertaining or family gatherings. The hardwood floors add warmth and character throughout.Enjoy the convenience of a full basement for extra storage, a garage for

    3370 S Princeton Ave, Milwaukee, WI 53215
  • 4900 W Oklahoma Ave, Milwaukee, WI 53219

    $440,000 Sold Oct 14, 2025

    4900 W Oklahoma Ave, Milwaukee, WI 53219

    • 2,923 Sq Ft

    Last Sold Summary

    • 2% Below List Price
    • $151/SF
    • 63 Days On Market

    Last Listing Agent Jennifer Luna Luna Listings

    4900 W Oklahoma Ave, Milwaukee, WI 53219
    • 3456 S 35th St, Milwaukee, WI 53215

      Est $324,588 Not Listed For Sale

      3456 S 35th St, Milwaukee, WI 53215

      • 3 Beds
      • 2 Baths
      • 1,839 Sq Ft
      • Built 1952
      3456 S 35th St, Milwaukee, WI 53215

      Last Sold Summary

      • 10% Above List Price
      • $160/SF
      • 3 Days On Market
      • Last Sold Price $295,000
      • Feb 16, 2024

      Last Listing Agent Joey Carini Keller Williams Realty-Milwaukee North Shore

  • /26

    $389,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 1,556 Sq Ft

    3052 S 46th St, Milwaukee, WI 53219

    Rare opportunity to own this beautifully updated Tudor home in Milwaukee's beloved Jackson Park neighborhood. Thoughtfully updated throughout while preserving the timeless charm only a Sears Roebuck can offer, this home features three spacious bedrooms, hardwood floors throughout, a classic brick fireplace, and character at every turn. Among the countless updates, the true showstopper is the

    The Wright Group* Compass RE WI-Northshore

    3052 S 46th St, Milwaukee, WI 53219
  • 3058 S 45th St, Milwaukee, WI 53219

    $275,000 Sold Sep 22, 2025

    3058 S 45th St, Milwaukee, WI 53219

    • 3 Beds
    • 1.5 Baths
    • 1,601 Sq Ft

    Last Sold Summary

    • $172/SF
    • 19 Days On Market

    Current Estimated Value $284,976

    Last Listing Agent Claudia Just Dream Realty LLC

    3058 S 45th St, Milwaukee, WI 53219
    • 3353 W Lakefield Dr, Milwaukee, WI 53215

      Est $342,715 Not Listed For Sale

      3353 W Lakefield Dr, Milwaukee, WI 53215

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1950
      3353 W Lakefield Dr, Milwaukee, WI 53215

      Last Sold Summary

      • 10% Above List Price
      • $173/SF
      • 4 Days On Market
      • Last Sold Price $312,000
      • Nov 18, 2024

      Last Listing Agent Maggie Brogan Keller Williams Realty-Lake Country

  • /25

    $295,000

    • 3 Beds
    • 1 Bath
    • 1,189 Sq Ft

    3170 S 36th St, Milwaukee, WI 53215

    Perfect for a medical professional, student, or educator, this home blends unbeatable convenience with classic charm. Walkable- Steps from St. Luke's & Alverno! Stop the commute and start living! This move-in-ready gem is perfectly positioned just two blocks from St. Luke's Main Campus and Zablocki Library, with Alverno College just minutes away. Whether you're heading to work or school, your

    Jeanne Van Oss Century 21 Benefit Realty

    3170 S 36th St, Milwaukee, WI 53215
  • 3405 W Lakefield Dr, Milwaukee, WI 53215

    $345,000 Sold Jan 05, 2026

    3405 W Lakefield Dr, Milwaukee, WI 53215

    • 5 Beds
    • 2.5 Baths
    • 2,442 Sq Ft

    Last Sold Summary

    • 9% Below List Price
    • $141/SF
    • 32 Days On Market

    Current Estimated Value $354,969

    Last Listing Agent Yuliza Castillo reThought Real Estate

    3405 W Lakefield Dr, Milwaukee, WI 53215
    • 3404 S 33rd St, Milwaukee, WI 53215

      Est $265,744 Not Listed For Sale

      3404 S 33rd St, Milwaukee, WI 53215

      • 2 Beds
      • 1.5 Baths
      • 1,151 Sq Ft
      • Built 1958
      3404 S 33rd St, Milwaukee, WI 53215

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Brittany Martell Shorewest Realtors, Inc.

  • /7

    $899,900 Under Contract

    • 7,000 Sq Ft

    4421 W Arthur Ct, Milwaukee, WI 53219

    Attention Investors! Hard to find & well maintained, Turn key 10 FAMILY in great south side location near desirable Jackson park is now available significantly under assessment value for quick sale only due to current owner's unforeseen retirement. Fully occupied solid apt building w brand new complete tear off roof w reinforced decking. Featuring 5 two BR, 4 one BR, &1 studio apt. Includes a

    Yoon Kim RE/MAX Lakeside-South

    4421 W Arthur Ct, Milwaukee, WI 53219
  • 3119 S 39th St, Milwaukee, WI 53215

    $330,000 Sold Aug 05, 2025

    3119 S 39th St, Milwaukee, WI 53215

    • 1,933 Sq Ft

    Last Sold Summary

    • $171/SF

    Current Estimated Value $350,649

    Last Listing Agent Mustafa Ghazai Dream House Realties

    3119 S 39th St, Milwaukee, WI 53215
    • 3328 W Poe St, Milwaukee, WI 53215

      Est $256,345 Not Listed For Sale

      3328 W Poe St, Milwaukee, WI 53215

      • 2 Beds
      • 1.5 Baths
      • 1,453 Sq Ft
      • Built 1951
      3328 W Poe St, Milwaukee, WI 53215

      Last Sold Summary

      • 1% Above List Price
      • $174/SF
      • 3 Days On Market
      • Last Sold Price $253,000
      • Feb 21, 2025

      Last Listing Agent Tracy Nienow Hearthside Real Estate

  • /38

    $255,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,579 Sq Ft

    3249 W Ruskin St, Milwaukee, WI 53215

    Great location with endless potential in this spacious 3-bedroom home! Generous room sizes and hardwood floors highlight the main level, while the upper level features a third bedroom plus a HUGE expandable attic ready for your ideas. The dry basement adds even more flexibility with a bonus room for additional living space. Enjoy a bright, airy kitchen with patio doors leading to a fenced

    Jennifer Dassow Century 21 Benefit Realty

    3249 W Ruskin St, Milwaukee, WI 53215
  • 2975 S 50th St, Milwaukee, WI 53219

    $250,000 Sold Sep 26, 2025

    2975 S 50th St, Milwaukee, WI 53219

    • 3 Beds
    • 2 Baths
    • 1,171 Sq Ft

    Last Sold Summary

    • 9% Above List Price
    • $213/SF
    • 14 Days On Market

    Current Estimated Value $254,988

    Last Listing Agent Dana Lazich Abundance Real Estate

    2975 S 50th St, Milwaukee, WI 53219
    • 3340 W Poe St, Milwaukee, WI 53215

      Est $349,027 Not Listed For Sale

      3340 W Poe St, Milwaukee, WI 53215

      • 3 Beds
      • 1.5 Baths
      • 2,170 Sq Ft
      • Built 1951
      3340 W Poe St, Milwaukee, WI 53215

      Last Sold Summary

      • 4% Above List Price
      • $154/SF
      • 2 Days On Market
      • Last Sold Price $334,000
      • Apr 30, 2025

      Last Listing Agent Lauri Srok Keller Williams-MNS Wauwatosa

Showing Results 1 - 40, Page 1 of 18

Home Trends in Jackson Park, WI

Housing Trends

Median Sale Price
$263,250
Median Single Family Sale Price
$273,000
Median Townhouse Sale Price
$250,000
Median 1 Bedroom Sale Price
$79,000
Average Price Per Sq Ft
$209
Number of Homes for Sale
3
Last 12 months Home Sales
84
Months of Supply
0.40
Median List Price
$259,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
-4%
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