Oconomowoc, WI Homes

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  $654,900

  • 3 Beds
  • 2.5 Baths
  • 3,268 Sq Ft

  N5187 Union Hill Rd, Oconomowoc, WI 53066

  Your own oasis with a peaceful setting & space inside & out! This immaculately updated sprawling ranch offers space to grow inside & out! Split ranch, with a great laundry & mud room space opens up to great tree-lined views of your sunset off the back patio, with plenty of green space! Spacious kitchen allows for endless entertaining! LL features a custom made bar & entertainment center, perfect

  

  Dave Geszvain

  Keller Williams Realty-Lake Country

  (262) 205-6645

  N5187 Union Hill Rd, Oconomowoc, WI 53066
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  /35

  $1,460 - $6,746 per month

  Hackney House Apartments

  1 - 3 Beds

  1550 Valley Rd, Oconomowoc, WI 53066

  Mandel Group is pleased to offer a tastefully designed apartment community, Hackney House, developed on the iconic Pabst Farms and strategically located just minutes from I-94, offering easy access to Milwaukee and Madison. Hackney House offers a suburban setting with instant access to community amenities, we are just steps from the YMCA, restaurants, coffee shops, grocery stores, and more. With

  1550 Valley Rd, Oconomowoc, WI 53066
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  $135,000 Sold Jun 02, 2025

  214 E Jefferson St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 897 Sq Ft

  Last Sold Summary

  • 12% Above List Price
  • $151/SF
  • 1 Day On Market

  Current Estimated Value $149,986

  Last Listing Agent Amy Hopfinger & Co. Team EXP Realty, LLC~MKE

  214 E Jefferson St, Oconomowoc, WI 53066
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  Est $673,591 Not Listed For Sale

  1500 Woodside Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft
  • Built 2008

  1500 Woodside Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 19% Above List Price
  • $165/SF
  • 65 Days On Market

  • Last Sold Price $564,100
  • Dec 08, 2023

  Last Listing Agent The Italiano Team* Lake Country Flat Fee
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  $2,300,000

  • 3 Beds
  • 3 Baths
  • 1,979 Sq Ft

  4640 Lake Club Cir, Oconomowoc, WI 53066

  Welcome to a rare waterfront gem nestled along the prestigious Lake Club Circle in the Village of Oconomowoc Lake. This coveted community celebrates a lakeside lifestyle most people only dream about, complete with a private pier on the Oconomowoc River and direct access to the lake beyond. This lovely ranch home is situated on a beautifully landscaped 3.4 acre lot with lake views that shift with

  Nicole Gillette The Real Estate Company Lake & Country

  4640 Lake Club Cir, Oconomowoc, WI 53066
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  $1,648 - $2,000 per month

  Lake Country Village Apartments

  1 - 3 Beds

  1071 Regent Rd, Oconomowoc, WI 53066

  Nestled in the scenic landscape of Oconomowoc, Wisconsin, Lake Country Village Apartments offers a peaceful retreat with modern comforts and convenient access to shopping, dining, and major highways. Choose from spacious one, two, and three-bedroom floor plans featuring gourmet kitchens, granite countertops, and bright living areas with large windows and private balconies or patios. Enjoy

  1071 Regent Rd, Oconomowoc, WI 53066
• 

  $394,500 Sold Aug 22, 2025

  739 Elizabeth St, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $264/SF
  • 11 Days On Market

  Current Estimated Value $387,916

  Last Listing Agent Timothy Michelic Realty Executives - Integrity

  739 Elizabeth St, Oconomowoc, WI 53066
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  Est $566,581 Not Listed For Sale

  N52W35366 Lighthouse Ln Unit 732, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,164 Sq Ft
  • Built 2006

  N52W35366 Lighthouse Ln Unit 732, Oconomowoc, WI 53066

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Lyn Owsiak Shorewest Realtors, Inc.
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  $399,900

  • 2 Beds
  • 2.5 Baths
  • 1,582 Sq Ft

  512 Frederick Ct, Oconomowoc, WI 53066

  Sharing a fantastic new listing for a 2 bedroom, 2.5 bath condo that truly has it all. This property features a full walkout basement, a two-car garage, and professional landscaping with a private entry and a beautiful wooded backyard. Inside, the home offers a spacious living room centered around a gas fireplace with plenty of natural lighting. The kitchen is well-appointed with a dinette and

  Kelly Leitner Leitner Properties

  512 Frederick Ct, Oconomowoc, WI 53066
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  $3,500 per month

  • 4 Beds
  • 3 Baths
  • 2,133 Sq Ft
  • House for Rent

  2310 N Lake Dr, Okauchee Lake, WI 53066

  AVAILABLE OCTOBER 15TH. This spacious home located on Upper Nemahbin Lake is perfect for enjoy lake views; lake sports and an all-around Lake Country lifestyle. Walking distance to restaurants and shopping in downtown Delafield. EVERYTHING IS INCLUDED! Fully furnished. Free utilities & Wi-Fi. Has 4 bedrooms and 3 FULL bathrooms. A 2.5 car garage. Also a great rental if you're in-between homes.

  2310 N Lake Dr, Okauchee Lake, WI 53066
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  $507,500 Sold Jun 20, 2025

  N57W35772 Surrey Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,652 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $191/SF
  • 24 Days On Market

  Current Estimated Value $508,065

  Last Listing Agent James Reuter First Weber Inc - Brookfield

  N57W35772 Surrey Ct, Oconomowoc, WI 53066
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  Est $546,748 Not Listed For Sale

  N53W35252 Lighthouse Ln, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,517 Sq Ft
  • Built 2011

  N53W35252 Lighthouse Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 11% Above List Price
  • $325/SF
  • 7 Days On Market

  • Last Sold Price $493,000
  • Jan 12, 2024

  Last Listing Agent Scott Heyerdahl First Weber Inc - Delafield
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  $685,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft

  1746 Whalen Dr, Oconomowoc, WI 53066

  Move-in-ready, the Lauren 1805 places the generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen, & dining area - at the back of the home for privacy. A large island that doubles as a snack bar, spacious walk-in-pantry, quartz counters & ample storage cabinets in the kitchen provide the perfect space for meal prep. The primary bedroom offers a large

  Jennifer Durand Bielinski Homes, Inc.

  1746 Whalen Dr, Oconomowoc, WI 53066
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  /20

  $519 - $1,700 per month

  Oconomowoc School Apartments

  1 - 3 Beds

  623 Summit Ave, Oconomowoc, WI 53066

  Oconomowoc School Apartments is a beautifully renovated school house located in downtown Oconomowoc. The building offers that old school charm with over 55 unique floor plans ranging from one bedroom to three bedroom apartments. Each floor plan offers something special from chalkboards to original wood cabinets used during the school days and offers many amenities for your convenience. We invite

  623 Summit Ave, Oconomowoc, WI 53066
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  $715,000 Sold Aug 04, 2025

  1040 Ann Marie Way, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,979 Sq Ft

  Last Sold Summary

  • $240/SF
  • 3 Days On Market

  Current Estimated Value $720,215

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  1040 Ann Marie Way, Oconomowoc, WI 53066
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  Est $491,622 Not Listed For Sale

  N53W35277 Lighthouse Ln Unit 542, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 2005

  N53W35277 Lighthouse Ln Unit 542, Oconomowoc, WI 53066

  Last Sold Summary

  • 13% Above List Price
  • $274/SF
  • 101 Days On Market

  • Last Sold Price $435,000
  • Jan 20, 2025

  Last Listing Agent Joseph Jewell Lake Country Flat Fee
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  $485,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  415 S Concord Rd, Oconomowoc, WI 53066

  Updated home with old-world charm, beautiful natural light, and smart, well-designed spaces that make everyday living as enjoyable as entertaining. Warm and inviting gathering areas are balanced with practical functionality, creating comfort and convenience throughout. Abundant storage in both the home and garage adds to the appeal. Situated on a park-like .38 acre lot filled with perennials and

  Bonnie Lewis-Tschannen Stapleton Realty

  415 S Concord Rd, Oconomowoc, WI 53066
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  $1,000 - $2,800 per month

  Morningside Orchard Apartments

  1 - 2 Beds

  172 Morningside Orchard Dr, Oconomowoc, WI 53066

  Morningside Orchard Apartments offers both one and two bedroom units. We also have fully furnished executive apartments with flexible lease options. There is a beautiful heated pool area, and we are close to the downtown area for restaurants, city parks and beaches.

  172 Morningside Orchard Dr, Oconomowoc, WI 53066
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  $584,900 Sold Jul 29, 2025

  371 Thurow Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,067 Sq Ft

  Last Sold Summary

  • $191/SF
  • 0 Days On Market

  Current Estimated Value $592,678

  Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.

  371 Thurow Dr, Oconomowoc, WI 53066
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  Est $506,731 Not Listed For Sale

  N53W35271 Lighthouse Ln Unit 541, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 2005

  N53W35271 Lighthouse Ln Unit 541, Oconomowoc, WI 53066

  Last Sold Summary

  • 7% Above List Price
  • $298/SF
  • 4 Days On Market

  • Last Sold Price $474,000
  • Jun 24, 2024

  Last Listing Agent Maggie Ellingson Berkshire Hathaway Metro Lakes
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  $635,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1751 Derby Ln, Oconomowoc, WI 53066

  Skip the wait - this Kingsway condo at Pabst Farms is move-in ready - every detail has been done for you. The gourmet kitchen impresses with a large island, S/S appliances, custom tile backsplash, and Closet Concepts pantry, flowing into a living area with soaring 10' ceilings and a gas fireplace. The owner's suite features a spa-like tiled walk-in shower, double vanity, and Closet Concepts

  Damask Realty Group* First Weber Inc - Delafield

  1751 Derby Ln, Oconomowoc, WI 53066
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  /20

  $1,212 - $1,458 per month

  Berkshire Oconomowoc Senior Apartments

  1 - 2 Beds

  210 S Main St, Oconomowoc, WI 53066

  The Berkshire Independent Senior Apartments (AGES 55+ ) are designed to specifically meet the changing needs of. Our comfortable units are an ideal option for those who no longer want the responsibility and upkeep of a house but still desire privacy, security and independence. Our apartments are spacious and most have new flooring installed. We are located one block away from beautiful

  210 S Main St, Oconomowoc, WI 53066
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  $425,000 Sold Jul 07, 2025

  707 E Roland St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  Last Sold Summary

  • 8% Above List Price
  • $254/SF
  • 4 Days On Market

  Current Estimated Value $410,671

  Last Listing Agent Salina Judkins Stapleton Realty

  707 E Roland St, Oconomowoc, WI 53066
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  Est $509,120 Not Listed For Sale

  N52W35297 Lighthouse Ln Unit 522, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 2005

  N52W35297 Lighthouse Ln Unit 522, Oconomowoc, WI 53066

  Last Sold Summary

  • 3% Below List Price
  • $331/SF
  • 15 Days On Market

  • Last Sold Price $525,000
  • Jul 30, 2024

  Last Listing Agent Barbara Pedersen Realty Executives - Integrity
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  $629,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  1219 Arrowood Cir W, Oconomowoc, WI 53066

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1219 Arrowood Cir W, Oconomowoc, WI 53066
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  /19

  $1,235 per month

  Grace Manor Apts., LLC

  2 Beds

  675 S Worthington St, Oconomowoc, WI 53066

  Welcome to Grace Manor Apartments, a beautiful place to live with a quiet, peaceful environment, spacious apartments and wonderful neighbors. Located on a dead end street near Roosevelt Park. This secured community is professionally handled with excellent management and maintenance staff. Sorry, NO pets allowed. Please call our office today for more information and availability for your new home

  675 S Worthington St, Oconomowoc, WI 53066
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  $2,664,000 Sold Jun 20, 2025

  302 Lac La Belle Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $701/SF

  Current Estimated Value $2,619,605

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group

  302 Lac La Belle Dr, Oconomowoc, WI 53066
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  Est $486,200 Not Listed For Sale

  N52W35293 Lighthouse Ln, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Built 2005

  N52W35293 Lighthouse Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $282/SF
  • 1 Day On Market

  • Last Sold Price $450,000
  • Jul 12, 2024

  Last Listing Agent Ashley Netzer HOMEPOINT REAL ESTATE LLC
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  $659,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  1722 Hammock Ln, Oconomowoc, WI 53066

  Welcome to PRAIRIE CREEK RIDGE SUBDIVISION, this beautiful new construction house will be ready for occupancy around mid-June 2026. Spacious 2-Story featuring a Master Suite w/tray ceiling, 2 walk-in closets,, private bath w/double bowl vanity and walk-in shower, 3 more generous bedrooms w/walk-in closets on the upper level. Main level features kitchen w/an abundance of cabinets, island, pantry

  Greggory Schmidt Gregg Schmidt Realty LLC

  1722 Hammock Ln, Oconomowoc, WI 53066
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  $1,595 per month

  Whitman Place Apartments

  2 Beds

  1156 Lowell Dr, Oconomowoc, WI 53066

  Deluxe 2 bedroom, 2 bathroom apartments in a private wooded setting, with the expressway and shopping nearby. Full size washer and dryer in each unit. Underground parking included.Water and sewer included in rent as well.

  1156 Lowell Dr, Oconomowoc, WI 53066
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  $724,900 Sold Sep 18, 2025

  1704 Whalen Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,903 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 117 Days On Market

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1704 Whalen Dr, Oconomowoc, WI 53066
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  Est $559,640 Not Listed For Sale

  N52W35437 Lighthouse Ln Unit 471, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,936 Sq Ft
  • Built 2006

  N52W35437 Lighthouse Ln Unit 471, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $269/SF
  • 12 Days On Market

  • Last Sold Price $520,000
  • Apr 30, 2024

  Last Listing Agent Kimberly Stark First Weber Inc - Delafield
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  /5

  $673,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  1283 Wild Rye Ln, Oconomowoc, WI 53066

  This Rylee is a split-bedroom ranch home currently under construction. The oversized gathering room w/ GFP offers the opportunity to create multiple seating layouts. The kitchen has quartz counters, tile backsplash, a walk-in pantry, & a prep island w/ seating. While the secondary bedrooms & hall bath are located on one end of the home, the primary bedroom is privately tucked away on the opposite

  Jennifer Durand Bielinski Homes, Inc.

  1283 Wild Rye Ln, Oconomowoc, WI 53066
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  $1,700 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Townhouse for Rent

  123 Marcella St, Oconomowoc, WI 53066

  Side by side duplex with 1/2 garage. Quiet, deadend street. 3 bedrooms, 1.5 bathrooms. Appliances included refrigerator, range and dishwasher. Basement (not shared) with hook up for washer/dryer (not included). Gas heat/central air. Tenant pays all utilities (gas, electric, water/sewer). NO SMOKING. Background and credit check required. Available June 1. 1 year lease. $1700 security deposit.

  123 Marcella St, Oconomowoc, WI 53066
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  $310,000 Sold Aug 27, 2025

  211 Oconomowoc Pkwy Unit 206, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 62 Days On Market

  Current Estimated Value $314,040

  Last Listing Agent Shay Froemming Froemming Realty LLC

  211 Oconomowoc Pkwy Unit 206, Oconomowoc, WI 53066
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  Est $399,275 Not Listed For Sale

  177 N Lapham St Unit 205, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  177 N Lapham St Unit 205, Oconomowoc, WI 53066

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Annette Herbert Compass RE WI-Tosa
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  $644,900 New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  The Kendall Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

  The Kendall is a split-bedroom ranch that stands out with its distinct Flex Room situated at the home's front. Its broad entryway directs attention towards the main living space. The Great Room serves as a gateway to the secondary bedrooms, which are conveniently separated by a full bathroom featuring a linen closet. The generous Dinette, located off the Kitchen, extends out the back of the home,

  Tim O'Brien Homes Builder

  1550 Creekview Ln Unit 37957722, Oconomowoc, WI 53066
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  /21

  $1,200 total monthly price

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

  532 W South St Unit 2 - upper, Oconomowoc, WI 53066

  This 1-bedroom, 1-bathroom property located at 532 W South St offers 800 square feet of living space. Just 0.5 miles from downtown Oconomowoc you have all the local amenities you could ask for. Enjoy city beach and all the festivals year round within walking distance from your new home. The living room provides ample room for relaxation and features central air conditioning for comfort.

  532 W South St Unit 2 - upper, Oconomowoc, WI 53066
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  $330,000 Sold May 14, 2025

  716 W Highland Ave, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft

  Last Sold Summary

  • $340/SF
  • 6 Days On Market

  Current Estimated Value $328,731

  Last Listing Agent Mary Hickenbottom Coldwell Banker HomeSale Realty - Wauwatosa

  716 W Highland Ave, Oconomowoc, WI 53066
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  Est $495,765 Not Listed For Sale

  177 N Lapham St Unit 201, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • Built 2007

  177 N Lapham St Unit 201, Oconomowoc, WI 53066

  Last Sold Summary

  • 40% Above List Price
  • $192/SF
  • 4 Days On Market

  • Last Sold Price $355,000
  • Jun 15, 2023

  Last Listing Agent Nikolic Group* Keller Williams-MNS Wauwatosa

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