14,800

Oconomowoc, WI Homes

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  • /4

    $658,900

    Pending
    • 3 Beds
    • 3 Baths
    • 2,450 Sq Ft

    1508 Weston Ridge Rd, Oconomowoc, WI 53066

    There's still a ''big sky'' location left in Lake Country! Premium corner build w/a bit of extra privacy & beautiful view of untouched wooded landscape. Home has an architecturally unique floorplan designed for daily functionality while maintaining the WOW factor you'll be proud to share w/guests. This is the kitchen you'd have designed yourself! A vast quartz island centerpiece, walk in pantry,

    Agent Photo

    Jennifer Villarreal

    Villa Realty

    1508 Weston Ridge Rd, Oconomowoc, WI 53066
  • /35

    Starting at $1,545 Per Month

    • 1 - 3 Beds

    1550 Valley Rd, Oconomowoc, WI 53066

    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 1-, 2-, and 3-bedroom apartments and a select offering of townhomes, we take

    Hackney House Apartments

    1550 Valley Rd, Oconomowoc, WI 53066
  • 739 Elizabeth St, 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 $395,498

    Last Listing Agent Timothy Michelic Realty Executives - Integrity

    739 Elizabeth St, Oconomowoc, WI 53066
  • /21

    $639,900

    Pending
    • 3 Beds
    • 3 Baths
    • 2,470 Sq Ft

    1538 Weston Ridge Rd, Oconomowoc, WI 53066

    Modern living at its finest in these 3bed, 3bath townhome-style ranch condos. COMPLETION est for 7/26. Several available that could include STEPLESS ENTRY. Open & thoughtful floorplans flow seamlessly, meeting the needs of every day living while maintaining that WOW factor you can feel proud to share w/guests. Beautiful kitchen designed for functionality includes full appliance package, island

    Agent Photo

    Jennifer Villarreal

    Villa Realty

    1538 Weston Ridge Rd, Oconomowoc, WI 53066
  • /20

    Starting at $1,458 Per Month

    • 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

    Berkshire Oconomowoc Senior Apartments

    210 S Main St, Oconomowoc, WI 53066
  • 1040 Ann Marie Way, Oconomowoc, WI 53066

    $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 $733,705

    Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

    1040 Ann Marie Way, Oconomowoc, WI 53066
  • /37

    $999,000

    New Construction $51K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    N66W34839 Baltic Pass, Oconomowoc, WI 53066

    Exceptional craftsmanship & modern design in this stunning new construction home by Elegant Builders LLC, Every detail reflects artistry, precision & timeless quality. Desirable Meadowlands subdivision in NW corner of Okauchee Lake. Impressive open-concept ranch on 1 acre lot backs to a conservancy. 4 BRs & 2.5 BAs, including a split floor plan, full primary suite, & 2 more BRs w/shared full BA

    Agent Photo

    Donna Best

    Shorewest Realtors, Inc.

    N66W34839 Baltic Pass, Oconomowoc, WI 53066
  • /20

    Starting at $519 Per Month

    • 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

    Oconomowoc School Apartments

    623 Summit Ave, Oconomowoc, WI 53066
  • 371 Thurow Dr, Oconomowoc, WI 53066

    $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 $605,799

    Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.

    371 Thurow Dr, Oconomowoc, WI 53066
  • /35

    $379,900

    $20K PRICE DROP Pending
    • 2 Beds
    • 4 Baths
    • 1,582 Sq Ft

    512 Frederick Ct, Oconomowoc, WI 53066

    Sharing a fantastic new listing for a 2 bedroom, 2 full, 2 half 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

    Kelly Leitner Leitner Properties

    512 Frederick Ct, Oconomowoc, WI 53066
  • /16

    Starting at $1,275 Per Month

    • 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.

    Morningside Orchard Apartments

    172 Morningside Orchard Dr, Oconomowoc, WI 53066
  • 707 E Roland St, Oconomowoc, WI 53066

    $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 $423,740

    Last Listing Agent Salina Judkins Stapleton Realty

    707 E Roland St, Oconomowoc, WI 53066
  • /34

    $634,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    1299 Arrowood Cir W, Oconomowoc, WI 53066

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1299 Arrowood Cir W, Oconomowoc, WI 53066
  • /16

    $1,295 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    W379N5686 N Lake Rd Unit 4, Oconomowoc, WI 53066

    Property Id: 2510100Apartments like this don’t come up often. This 1 bed / 1 bath with a bonus room den area is set inside a large older home that’s been divided into just 4 units—so it has a completely different feel than a typical complex.You get an eat in kitchen, multiple closets for storage and your own private ground floor entrance near the surface parking stalls. It sits

    W379N5686 N Lake Rd Unit 4, Oconomowoc, WI 53066
  • 1704 Whalen Dr, Oconomowoc, WI 53066

    $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
  • /28

    $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
  • /19

    $1,695 Per Month

    • 2 Beds
    • 1.5 Baths
    • Condo for Rent

    W379N5686 N Lake Rd Unit . 1, Oconomowoc, WI 53066

    Property Id: 2510095Apartments like this don’t come up often. This 2 bed / 1.5 bath with a large balcony is set inside a large older home that’s been divided into just 4 units—so it has a completely different feel than a typical complex.You get large open living area, breakfast bar in the kitchen, multiple closets for storage and all on the second floor with great access to the

    W379N5686 N Lake Rd Unit . 1, Oconomowoc, WI 53066
  • N50W35328 Wisconsin Ave, Oconomowoc, WI 53066

    $1,425,000

    Sold Jun 05, 2026

    N50W35328 Wisconsin Ave, Oconomowoc, WI 53066

    • 2 Beds
    • 2 Baths
    • 1,960 Sq Ft

    Last Sold Summary

    • 5% Below List Price
    • $727/SF
    • 4 Days On Market

    Current Estimated Value $1,474,852

    Last Listing Agent Cynthia Klenk Shorewest Realtors, Inc.

    N50W35328 Wisconsin Ave, Oconomowoc, WI 53066
    • /43

      Est $479,953

      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

      • 1 Day On Market

  • /36

    $719,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    W358N6658 W Spring Hollow Cir, Oconomowoc, WI 53066

    Welcome to your dream home in the highly desirable Woodside Farms subdivision! Tucked away at the end of a quiet cul-de-sac, this meticulously maintained, custom-built ranch is looking for its second owner. Step through the grand entry foyer into a sun-bathed main living space with a massive east facing window bank. The space is perfectly connected to the dining room and kitchen with a patio off

    Ben Ambroch Redfin Corporation

    W358N6658 W Spring Hollow Cir, Oconomowoc, WI 53066
  • /15

    $1,995 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    W379N5686 N Lake Rd Unit . 3, Oconomowoc, WI 53066

    Property Id: 2465766This unit is the largest in this building with 2 bedrooms and 2 baths, it offers a rare opportunity to live in a unique, subdivided historic home just outside Oconomowoc.Located in a quiet setting on a large, park-like lot, this upstairs unit combines classic character with practical living space. The layout includes a full dining room, large sunny rooms with

    W379N5686 N Lake Rd Unit . 3, Oconomowoc, WI 53066
  • 211 Oconomowoc Pkwy Unit 206, Oconomowoc, WI 53066

    $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 $308,274

    Last Listing Agent Shay Froemming Froemming Realty LLC

    211 Oconomowoc Pkwy Unit 206, Oconomowoc, WI 53066
  • /52

    $719,900

    Under Contract
    • 4 Beds
    • 4 Baths
    • 2,501 Sq Ft

    1384 Bluestem Trail, Oconomowoc, WI 53066

    Welcome to your own private backyard retreat in sought-after Prairie Creek Ridge! The showstopping outdoor living space features a low-maintenance fiberglass pool with automatic cover, an expansive patio, pergola, outdoor fireplace, and dedicated outdoor bathroom, creating a resort-style atmosphere ideal for both relaxation and entertaining. Inside, you'll find an open-concept floor plan with

    The Elements Team* Elements Realty LLC

    1384 Bluestem Trail, Oconomowoc, WI 53066
  • /16

    $2,000

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft
    • Condo for Rent

    863 S Silver Lake St Unit Lower unit, Oconomowoc, WI 53066

    This property at 863 S Silver Lake St features 3 bedrooms and 1 bathroom within a total of 950 square feet. The living room provides ample space for relaxation and entertainment. The kitchen is equipped with a dishwasher for convenience and includes necessary appliances. The bathroom is functional and designed for everyday use with heated floors for winter time. Each bedroom offers sufficient

    863 S Silver Lake St Unit Lower unit, Oconomowoc, WI 53066
  • 1591 Creekview Ln, Oconomowoc, WI 53066

    $655,045

    Sold Mar 27, 2026

    1591 Creekview Ln, Oconomowoc, WI 53066

    • 5 Beds
    • 2.5 Baths
    • 2,874 Sq Ft

    Last Sold Summary

    • 4% Above List Price
    • $228/SF
    • 142 Days On Market

    Current Estimated Value $654,876

    Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

    1591 Creekview Ln, Oconomowoc, WI 53066
  • /49

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 4,940 Sq Ft

    N76W36096 Saddlebrook Ln, Oconomowoc, WI 53066

    Lovingly maintained executive estate in the prestigious Saddlebrook Farms. Offering abundant space for both living & hobbies. Discover elegant finishes: dining room highlighted by a striking coffered ceiling, great room with soaring 18-foot ceilings, a cozy fireplace, & direct access to the outdoor deck/patio. Maple floors lead to a large, bright kitchen featuring quartz countertops. Relax in the

    Spheeris Team* Coldwell Banker Elite

    N76W36096 Saddlebrook Ln, Oconomowoc, WI 53066
  • /14

    $2,100

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Townhouse for Rent

    821 State St, Oconomowoc, WI 53066

    This 3-bedroom, 1.5-bathroom property located at 821 State St offers 1250 square feet of living space and is only a mile from downtown Oconomowoc! The entire unit has been freshly remodeled, with new flooring, windows, kitchen, bathrooms and backyard patio!Multiple lakes are just a stones throw away, along with the downtown experiences that make Oconomowoc so well known! All schools in

    821 State St, Oconomowoc, WI 53066
  • /2

    $449,900

    Sold Dec 17, 2025

    1117 Elderberry Rd, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $283/SF
    • 100 Days On Market

    Veridian Homes Arrowood

    1117 Elderberry Rd, Oconomowoc, WI 53066
  • /45

    $2,300,000

    $195K PRICE DROP Pending
    • 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
  • /15

    $2,050

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    424 W Wisconsin Ave, Oconomowoc, WI 53066

    Enjoy living in one of Oconomowoc's most desirable neighborhoods, just a short walk from City Beach, Lac La Belle, and the charming shops, restaurants, and entertainment of historic downtown Oconomowoc.The main level features a welcoming living room, a nice kitchen with plenty of cabinet space, and a convenient half bath.Upstairs, you'll find three comfortable bedrooms and a full

    424 W Wisconsin Ave, Oconomowoc, WI 53066
  • 627 W Wisconsin Ave, Oconomowoc, WI 53066

    $422,000

    Sold Apr 10, 2026

    627 W Wisconsin Ave, Oconomowoc, WI 53066

    • 3 Beds
    • 1.5 Baths
    • 1,569 Sq Ft

    Last Sold Summary

    • 14% Above List Price
    • $269/SF
    • 3 Days On Market

    Current Estimated Value $408,696

    Last Listing Agent Christel Penn Berkshire Hathaway HomeServices Sophia Barry Realty Group

    627 W Wisconsin Ave, Oconomowoc, WI 53066

Showing Results 41 - 80, Page 2 of 18

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