Oconomowoc, WI Homes

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  /61

  $1,184,000

  • 4 Beds
  • 3.5 Baths
  • 4,045 Sq Ft

  3127 Monona Ct, Oconomowoc, WI 53066

  Interlaken Village is nestled in the perfect Lake Country location, close to shopping, schools, YMCA, & freeway. Spacious split ranch offers a finished lower level w/9 ft. ceilings, and open concept main living w/10 ft. ceilings. Bright, sun-filled kitchen has a massive island, large walk-in pantry, & cozy fireside seating area. The great room has another fireplace & coffered ceiling. The primary

  

  Bill Minett

  The Real Estate Company Lake & Country

  (262) 889-3171

  3127 Monona Ct, Oconomowoc, WI 53066
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  Explore Oconomowoc

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  /50

  $2,059 per month

  Worthington Apartments

  1 - 2 Beds

  233 W Wisconsin Ave, Oconomowoc, WI 53066

  Welcome to “The Worthington” lake country’s newest and finest leased residences. “The Worthington” offers stunning views of Lac LaBelle and is within walking distance of the library, post office, banks, the beach, restaurants and more!Featuring both one and two bedroom apartments “The Worthington” offers granite countertops, stainless steel appliances, nine and ten foot ceilings, your own

  233 W Wisconsin Ave, Oconomowoc, WI 53066
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  /18

  $349,900 Pending

  • 1,658 Sq Ft

  138 W 2nd St Unit 140, Oconomowoc, WI 53066

  Rare opportunity to own a duplex in the City of Oconomowoc. Upper/lower layout, each unit has 2 bedrooms and 1 bathroom. Investment opportunity or owner occupy.

  Matt Spheeris Coldwell Banker Elite

  138 W 2nd St Unit 140, Oconomowoc, WI 53066
• 

  Est $2,837,781 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,459 Sq Ft

  582 Lac La Belle Dr, Oconomowoc, WI 53066

  582 Lac La Belle Dr, Oconomowoc, WI 53066
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  /24

  $2,995,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,736 Sq Ft

  36082 N Beach Rd, Oconomowoc, WI 53066

  Set on 2.7 acres along the shores of prestigious Oconomowoc Lake, this exceptional brick home offers a rare opportunity to own a private lakeside retreat. With 99' of pristine water frontage, breathtaking views, & serene setting. Step inside to find an inviting floor plan featuring HWFs throughout the main & upper levels. The spacious living areas offer a warm & inviting atmosphere, highlighted

  

  JJ Hausmann

  Compass RE WI-Lake Country

  (262) 379-8787

  36082 N Beach Rd, Oconomowoc, WI 53066
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  /36

  $6,000 per month

  • 4 Beds
  • 3 Baths
  • 1,892 Sq Ft
  • House for Rent

  N64W35061 Road J, Oconomowoc, WI 53066

  Live the dream lake lifestyle with a fantastic opportunity to rent a fully furnished home on Okauchee Lake. Not looking long term - short term rentals are allowed. This single-family home offers almost 2,000 square feet of living space, including a great room with fireplace that opens to the kitchen and dining area. There are three bedrooms on the main floor, including a primary suite complete

  Jane DiChristopher Mahler Sotheby's International Realty

  N64W35061 Road J, Oconomowoc, WI 53066
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  $367,000 Sold Sep 22, 2025

  • 1,344 Sq Ft
  • $273/SF
  • 37 Days On Market

  • 3 Beds
  • 1.5 Baths

  335 W 2nd St, Oconomowoc, WI 53066

  Looking for a turnkey home walking distance from downtown Oconomowoc? Your search has ended. This beautifully maintained cape cod will impress with vintage appeal. The kitchen offers new LVP flooring, large pantry, abundant cabinetry and countertop space. Timeless hardwoods greet you as you enter the charming dining room fitted with crown molding and arched walkthrough. The great room offers a

  Sue Patti Realty Executives - Integrity

  335 W 2nd St, Oconomowoc, WI 53066
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  Est $622,288 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,717 Sq Ft

  1030 Ann Marie Way, Oconomowoc, WI 53066

  1030 Ann Marie Way, Oconomowoc, WI 53066
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  /44

  $1,499,999

  • 4 Beds
  • 4.5 Baths
  • 6,385 Sq Ft

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066

  Luxury meets functionality in this custom Colby-built home located in a quiet conservancy with deeded access to Hunter's Lake. Thoughtful floorplan with private spaces, vaulted ceilings, and a sun-filled interior. High-end appliances, large mudroom, full basement windows, wet bar, wine room, workshop, and direct basement to garage access. First floor owner's suite that opens directly to a

  

  JJ Hausmann

  Compass RE WI-Lake Country

  (262) 228-9040

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066
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  /50

  $1,295 per month

  Whitman Park Apartments

  2 Beds

  1033-1095 Lowell Dr, Oconomowoc, WI 53066

  Now under new ownership and management. Joseph Property Development is excited to be managing Whitman Park Apartments! Welcome to Whitman Park Apartments in charming Oconomowoc, WI! These spacious two-bedroom apartment homes offer an inviting atmosphere, spacious living areas and ample storage. Enjoy beautifully landscaped grounds, convenient parking, and easy access to local shops, dining, and

  1033-1095 Lowell Dr, Oconomowoc, WI 53066
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  $550,000 Sold Sep 19, 2025

  • 1,476 Sq Ft
  • $373/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths

  W650 E River Dr, Oconomowoc, WI 53066

  Embrace tranquil country living in this beautifully maintained 3-bedroom, 2-bathroom home, set on 6.3 acres of private, scenic land. Relish stunning Oconomowoc River views right from your doorstep. The property boasts a large barn and several outbuildings, perfect for a hobby farm or expansive garden. Inside, enjoy a spacious two car attached garage, a versatile lower level, and a charming patio

  Andrew Otis Shorewest Realtors, Inc.

  W650 E River Dr, Oconomowoc, WI 53066
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  Est $513,568 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,539 Sq Ft

  1786 Regal Ct Unit 19, Oconomowoc, WI 53066

  1786 Regal Ct Unit 19, Oconomowoc, WI 53066
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  /43

  $1,798,000

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  W352N6080 Bauers Ln, Oconomowoc, WI 53066

  Experience the perfect blend of modern construction and lakefront tranquility in Stumpy Bay on Okauchee Lake! This thoughtfully designed home features expansive lake views across the lake, a main-level primary suite, and a covered deck perfect for relaxing or entertaining. The rare flat lot leads directly to 54 feet of private frontage, beautifully complemented by lush perennials and a peach

  

  JJ Hausmann

  Compass RE WI-Lake Country

  (262) 684-1672

  W352N6080 Bauers Ln, Oconomowoc, WI 53066
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  /4

  $2,100 per month

  • 3 Beds
  • 1.5 Baths
  • 1,547 Sq Ft
  • House for Rent

  659 E Wilson St, Oconomowoc, WI 53066

  Discover the charm of 659 Wilson Street, a classic Oconomowoc rental full of character and warmth. This home offers spacious living areas, original details, and a comfortable layout ready for your personal touch. Enjoy a generous yard in a quiet neighborhood setting. Just minutes from downtown Oconomowoc, local parks, schools, and the lakefront, this property provides both comfort and convenience

  Michael Moen Arkenstone Real Estate Experts

  659 E Wilson St, Oconomowoc, WI 53066
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  $679,900 Sold Sep 19, 2025

  • 2,916 Sq Ft
  • $233/SF
  • 34 Days On Market

  • 4 Beds
  • 2.5 Baths

  W351N5949 Westshore Ct, Oconomowoc, WI 53066

  Tucked on a quiet cul-de-sac in sought-after Westshore Subdivision, this Lake Country gem offers a spacious yard with apple & pear trees, water feature, hot tub, and patio with pergola, your very own private outdoor oasis! Inside, the primary suite features a walk-in closet and beautifully updated bath. Three more bedrooms upstairs share another full bath. The main level boasts a seamless flow:

  Patrice Thiede Coldwell Banker Elite

  W351N5949 Westshore Ct, Oconomowoc, WI 53066
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  Est $594,982 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,484 Sq Ft

  1758 Bess Ct, Oconomowoc, WI 53066

  1758 Bess Ct, Oconomowoc, WI 53066
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  /45

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 4,170 Sq Ft

  495 N Waterville Rd, Oconomowoc, WI 53066

  Trustway-built home on 5 private, marvelous wooded acres in Summit with a pond, mature trees, and water views. Enjoy peace, privacy, and abundant wildlife just minutes from Oconomowoc and Delafield. This light-filled colonial home features a granite kitchen w/ oak cabinetry, hardwood floors, stainless appliances, island, and breakfast nook. Main level offers formal dining, living and great room

  

  William Lauer

  Keller Williams Realty-Milwaukee North Shore

  (262) 999-6898

  495 N Waterville Rd, Oconomowoc, WI 53066
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  /32

  $1,329 - $4,644 per month

  The Locklyn

  Studio - 3 Beds

  1350 Kari Ct, Oconomowoc, WI 53066

  There's no better place to experience the best of Lake Country living. At The Locklyn Apartments in Ocnomowoc, Wisconsin, you get easy access to all the places you love, plus the serenity of a community that makes you feel completely at home.

  1350 Kari Ct, Oconomowoc, WI 53066
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  $1,150,000 Sold Sep 19, 2025

  • 4,575 Sq Ft
  • $251/SF
  • 38 Days On Market

  • 4 Beds
  • 5 Baths

  120 Monastery Hill Dr, Oconomowoc, WI 53066

  Not able to decide between golf course or lake living? Worry no more! Welcome to Monastery Hill Dr in the highly sought-after Lac La Belle community! This thoughtfully designed home features soaring ceilings, expansive windows, and a 2025 remodeled chef's paradise. The master suite offers a private retreat with a spa-like bath, and massive sitting space. Residents enjoy shared community pier

  Tony Wendorf & Associates Team* First Weber Inc - Delafield

  120 Monastery Hill Dr, Oconomowoc, WI 53066
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  Est $377,737 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,552 Sq Ft

  686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

  686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066
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  /17

  $479,900

  • Land
  • 1.64 Acres
  • $292,622 per Acre

  Lt1A La Lumiere Rd, Oconomowoc, WI 53066

  LOT 1A South is approx. 1.52 acres on a secondary channel with outbuilding allowed. It includes Lot 1B (.11 acre) & 55 ft. of frontage on primary channel (newly dredged) allowing for pier & boats access to Oconomowoc Lake. Lots are permanently attached and never sold separately. No structure allowed on Lot 1B. House plan and site design are included.

  

  Bill Minett

  The Real Estate Company Lake & Country

  (262) 233-2470

  Lt1A La Lumiere Rd, Oconomowoc, WI 53066
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  /21

  $1,495 per month

  • 2 Beds
  • 1.5 Baths
  • House for Rent

  W379N5686 N Lake Rd, Oconomowoc, WI 53066

  The place to be! Spacious 2BR upper thats bright, sunny and only steps away from La Belle beach and everything downtown has to offer. Larger BR has its own 1/2/bath. Live in a former mansion that still retains its charm on a private setting and picturesque yard.

  Diane Higgins Lakehomes

  W379N5686 N Lake Rd, Oconomowoc, WI 53066
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  $724,900 Sold Sep 18, 2025

  • 2,903 Sq Ft
  • $250/SF
  • 117 Days On Market

  • 4 Beds
  • 2.5 Baths

  1704 Whalen Dr, Oconomowoc, WI 53066

  Welcome home to The AUBREY plan by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 Beds, 2.5 Baths and a 3 Car garage. This lot is a flat lot. The kitchen comes w/ quartz countertops, soft close doors and LG appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology such as a Ring Doorbell and touchless faucet. You

  Amy Krieghoff Coldwell Banker Realty

  1704 Whalen Dr, Oconomowoc, WI 53066
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  Est $573,409 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,696 Sq Ft

  W359N5278 Crestview Dr, Oconomowoc, WI 53066

  W359N5278 Crestview Dr, Oconomowoc, WI 53066
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  /25

  $675,000

  • 2 Beds
  • 2 Baths
  • 2,200 Sq Ft

  36619 Normandale Dr, Oconomowoc, WI 53066

  Discover a truly unique home designed by renowned architect LaVerne Lantz. This one-of-a-kind ranch masterfully blends timeless mid-century modern design with the beauty of its surrounding wooded landscape, thanks to striking floor-to-ceiling windows and solarium. A massive stone fireplace anchors both levels of the home. Currently 2 beds, 2 baths with 2,200 square feet, but the layout could be

  Gerald DeJong Shorewest Realtors, Inc.

  36619 Normandale Dr, Oconomowoc, WI 53066
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  /4

  $795 - $860 per month

  Parkside Apartments

  2 Beds

  205-219 W Jefferson St, Oconomowoc, WI 53066

  205-219 W Jefferson St, Oconomowoc, WI 53066
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  $625,000 Sold Sep 17, 2025

  • 3,392 Sq Ft
  • $184/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths

  1180 S Opengate Ct, Oconomowoc, WI 53066

  Dreaming of space, style, and serenity? This beautifully updated 3BR, 2BA ranch on 2.31 acres in the coveted Kettle Moraine school district has it all! The heart of the home features hardwood floors, an oversized island, and a pantry that flows into a sun-filled 3-season roomperfect for year-round enjoyment. Relax in the comfy living room with a cozy gas fireplace, or retreat to the spacious

  Laurie Belmer BOLD REALTY

  1180 S Opengate Ct, Oconomowoc, WI 53066
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  Est $380,669 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  824 S Silver Lake St, Oconomowoc, WI 53066

  824 S Silver Lake St, Oconomowoc, WI 53066
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  /32

  $799,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  34118 Delafield Rd, Oconomowoc, WI 53066

  Beautifully renovated waterfront home with 150 ft of Bark River frontage leading into Upper Nemahbin Lake! Enjoy a private yard and pier that extends the length of the waterfront and can house 4-5 boats. Home has been renovated inside and out with high-end finishes. Interior has hardwood floors on main and upper levels. Open concept main level features kitchen quartz counters and SS appliances.

  Paul Liebe Lake Country Flat Fee

  34118 Delafield Rd, Oconomowoc, WI 53066
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  /35

  $1,188 - $2,675 per month

  The Preserve at Prairie Creek

  Studio - 3 Beds

  1200 Prairie Creek Blvd, Oconomowoc, WI 53066

  Experience all the luxuries you desire at The Preserve at Prairie Creek Apartments in Oconomowoc. This pristine community in exclusive Lake Country is your place to call home. Our ideal location allows you to walk to grocery, specialty stores and restaurants for a truly carefree living experience.The Preserve at Prairie Creek offers spacious one, two and three-bedroom innovative floor plans which

  1200 Prairie Creek Blvd, Oconomowoc, WI 53066
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  $185,000 Sold Sep 15, 2025

  • 728 Sq Ft
  • $254/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath

  1061 Regent Rd Unit 628, Oconomowoc, WI 53066

  Delightful first floor unit features soaring vaulted ceilings and an open layout with peaceful pond views, perfect for enjoying your morning coffee or relaxing at sunset. Enjoy maintenance-free living with a brand-new roof and siding, giving the building a fresh, modern look and peace of mind for years to come. This unit includes rare perks like heated underground parking and a dedicated storage

  Andrea McHenry Lake Country Flat Fee

  1061 Regent Rd Unit 628, Oconomowoc, WI 53066
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  Est $880,019 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,500 Sq Ft

  1379 Mamerow Ln W, Oconomowoc, WI 53066

  1379 Mamerow Ln W, Oconomowoc, WI 53066
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  /26

  $640,000

  • 4 Beds
  • 3.5 Baths
  • 3,119 Sq Ft

  35230 Winnebago Ct, Oconomowoc, WI 53066

  Welcome home to one of the top communities in Lake Country! Set on a quiet cul de sac lot overlooking walking paths, you'll immediately feel at home. Enter into the two story foyer which opens to the main floor den/office and living area with fireplace. The open concept layout is great for entertaining and offers a spacious kitchen with patio door which opens to the private backyard. Upstairs

  Mikel Kollmansberger Shorewest Realtors, Inc.

  35230 Winnebago Ct, Oconomowoc, WI 53066
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  /35

  $1,539 - $4,560 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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  $749,900 Sold Sep 15, 2025

  • 3,195 Sq Ft
  • $235/SF
  • 30 Days On Market

  • 4 Beds
  • 3 Baths

  1597 Bluestem Trail, Oconomowoc, WI 53066

  New Construction. Move in ready. Welcome to your dream home! This stunning Contemp Ranch offers modern living in the heart of Oconomowoc. Featuring 4 spacious bedrms & 3 full baths, this thoughtfully designed home blends comfort, style & functionality. Open concept main level w/LVP flooring in Bsmt & main level. Carpet in bedrms & stairs. The gourmet kit boasts quartz countertops and a center

  Ted Polczynski Full Service Realty,LLC

  1597 Bluestem Trail, Oconomowoc, WI 53066
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  Est $729,992 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,948 Sq Ft

  1386 Waters Edge Dr, Oconomowoc, WI 53066

  1386 Waters Edge Dr, Oconomowoc, WI 53066
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  /51

  $750,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  706 S Waterville Lake Rd, Oconomowoc, WI 53066

  Escape to the country- right on the edge of Delafield! Tucked away on a private 5-acre Summit homestead, this 4BR, 2.5BA Cape Cod blends peaceful country living with city convenience. Bring your horses, and chickens, - no subdivision rules or restrictions. Inside offers an oversized great room, cozy living room with fireplace, formal dining, kitchen, office, and main-floor laundry. Thoughtful

  Sharon Tomlinson Shorewest Realtors, Inc.

  706 S Waterville Lake Rd, Oconomowoc, WI 53066
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  /35

  $1,395 - $1,850 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
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  $550,000 Sold Sep 12, 2025

  • 2,412 Sq Ft
  • $228/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths

  1815 N Davies Dr, Oconomowoc, WI 53066

  Enjoy lake views right from the backyard, take full advantage of the pontoon boat (included) for endless days on the water. With direct lake access, you can fish, swim, or cruise whenever you like. This cozy 3-bedroom home offers a rare opportunity to enjoy lake living at an affordable price. Whether you're looking for a peaceful weekend getaway, a seasonal escape, or a long-term fixer-upper with

  Connie Ahola EXIT Realty HGM

  1815 N Davies Dr, Oconomowoc, WI 53066
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  Est $629,977 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  1347 Mamerow Ln W, Oconomowoc, WI 53066

  1347 Mamerow Ln W, Oconomowoc, WI 53066

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