Oconomowoc Homes under $600,000

Welcome to Oconomowoc, Wisconsin – a picturesque gem nestled in Waukesha County, where charming small-town vibes meet stunning natural beauty. Known for its captivating lakes and vibrant downtown, Oconomowoc offers a unique blend of outdoor adventures and community spirit. The city is strategically located just a short drive from Milwaukee, making it an ideal haven for those seeking tranquility without sacrificing accessibility to urban amenities.

Oconomowoc boasts a rich history, reflected in its well-preserved architecture and welcoming neighborhoods. Residents enjoy a plethora of recreational activities, including boating, fishing, and hiking along scenic trails. The city's parks and waterfront areas provide perfect spots for family picnics or leisurely strolls, while the lively local arts scene and seasonal events keep the community buzzing with energy.

For those in search of their dream home, Oconomowoc presents an enticing opportunity with a diverse range of properties available under $600,000. Whether you're looking for a charming single-family home, a cozy townhouse, or a spacious property with a beautiful backyard, Oconomowoc's real estate market offers something for everyone. With its affordable housing options and family-friendly atmosphere, it's no wonder that many families and professionals are choosing to call this vibrant city home.

Embrace the Oconomowoc lifestyle, where stunning lakes, friendly neighbors, and beautiful homes come together to create a perfect blend of comfort and community. Discover your ideal home in this enchanting city today!

Newest Oconomowoc Homes under $600,000

$515,000

4 Beds ⋅ 3 Baths

Move right in and enjoy easy condo living in this beautifully updated and exceptionally cared-for first-floor ranch-style condo in the heart of Oconomowoc! Major updates are already complete, including a new roof, furnace/AC and interior paint, within the last few years, offering peace of mind for years to come. The bright, open-concept main level features a spacious kitchen with beautiful hardwood cabinetry, solid-surface countertops, and convenient access to the private porch. Three bedrooms and a full bath complete the main level, while the finished lower level provides an incredible extension of the living space with an additional bedroom, full bath, and plenty of room for family, guests, or entertaining. Tucked away on a quiet circle yet within walking distance of charming downtown.

493 Sutherland Cir, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$345,000

2 Beds ⋅ 2 Baths

Enjoy the ease of lake life from this inviting 2nd floor condo on beautiful Fowler Lake. The expansive west-facing balcony is your perch above the neighborhood, offering golden sunsets and peek-a-book views of Lac La Belle, changing seasons and the simple pleasure of watching life unfold below. Just outside your door, a swimming pier and kayak launch invite you to enjoy the lake in every season - from summer swims and paddles to winter ice fishing and snowshoeing. The famous Fowler Lake Loop is also right outside your door, offering daily walks and waterfront views, while downtown Oconomowoc's dining, shopping and year-round events are just a few blocks away. Here, lake life and a walkable lifestyle come together naturally.

333 N Lake Rd Unit 201, Oconomowoc

Listing courtesy of Andrus Realty, LLC.

$549,900

3 Beds ⋅ 2 Baths

Move-In Ready 134 ARW Harlequin Farmhouse - Available 12/28/26! All of our homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, much better than a typical used home. As your local home builder, you can expect the best local brands and trades for your home as well. We have partnered with Lindsay Windows, Kohler, Floor360 and Auburn Ridge just to name a few.

1155 Arrowood Cir E, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$519,900

3 Beds ⋅ 2 Baths

Move-in Ready 93 ARWT Olivia Cottage II Unit B, TWIN HOME! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes with private yards. Monthly association fee of $245 covers lawn mowing, fertilization, and snow removal; plus a la carte seasonal services are available for a separate rate. All of our homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, much better than a typical used home. As your local home builder, you can expect the best local brands and trades for your home as well. We have partnered with Lindsay Windows, Kohler, Floor360 and Auburn Ridge just to name a few.

1100 Elderberry Rd, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$290,000

3 Beds ⋅ 1 Baths

Fantastic opportunity in the heart of Oconomowoc! This charming 3 bed home offers incredible potential in a highly desirable location. With a generous sized kitchen and living room warmed by a natural fireplace, the functional layout provides a great foundation to make this home your own. Whether you're a first-time buyer, investor, or looking for a home with room to add your personal touches, this property is worth a look. Enjoy the convenience of being close to downtown Oconomowoc, shopping, dining, parks, schools, and all the amenities this vibrant community has to offer. Don't miss this opportunity to bring your vision to life!

143 E Luther Ave, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$435,000

Charming duplex perfectly located in the center of all things Oconomowoc! Wonderful yard offers plenty of green grass and shade trees, along with ample off street parking. Exterior has been updated: Roof, gutters, siding and paint in 2022! All of the windows are modern too. The main floor unit has a timeless, covered front porch that invites you into a good sized living area. You can move right in or rent it out immediately, because this place is turn key ready! Eat in kitchen is clean and bright with modern cabinets. Bathroom has been redone with modern finishes and it shows! Upper unit has a separate entrance, in-unit laundry & flows well as the living room is open to kitchen with a pronounced modern feel. 3rd floor loft area has heat & AC and could be used for storage! Basement=Storage!

530 S Main St Unit 530A, Oconomowoc

Listing courtesy of Realty Executives Integrity~Brookfield.

855 Stirling Dr Unit Bldg 21, 41, Oconomowoc

$559,900

2 Beds ⋅ 2 Baths

NEW CONSTRUCTION Caroline plan - Ready January 2027. Welcome to this luxury ranch-style condominium offering 2 bedrooms plus a versatile flex room, thoughtfully designed with an open-concept layout and 9' ceilings throughout. The stunning Gourmet kitchen with built in appliances is ideal for entertaining, featuring a large center island, soft-close cabinetry, and quartz countertops. The spacious great room showcases a dramatic floor-to-ceiling stone fireplace and a box tray ceiling, creating a warm yet upscale atmosphere.

855 Stirling Dr Unit Bldg 21, 41, Oconomowoc

Listing courtesy of Harbor Homes Inc.

853 Stirling Dr Unit Bldg 21, 42, Oconomowoc

$549,900

2 Beds ⋅ 2 Baths

NEW CONSTRUCTION Caroline plan - Ready January 2027. Welcome to this luxury ranch-style condominium offering 2 bedrooms plus a versatile flex room, thoughtfully designed with an open-concept layout and 9' ceilings throughout. The stunning kitchen is ideal for entertaining, featuring a large center island, soft-close cabinetry, and quartz countertops. The spacious great room showcases a dramatic floor-to-ceiling stone fireplace and a box tray ceiling, creating a warm yet upscale atmosphere. Retreat to the private primary suite, highlighted by a box tray ceiling and a spa-inspired ensuite with a ceramic tiled shower and bench, double-bowl vanity, and a generous walk-in closet.

853 Stirling Dr Unit Bldg 21, 42, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$424,900

5 Beds ⋅ 3 Baths

WOW! This home has all the space you will need with so many updates they can not be listed! Walk Score is really high, located close to everything! places to eat, shopping, the beach, downtown, parks and more! Schools are near by as well. This home has updated bathrooms (3 full) updated kitchen with new countertops, all appliances included too! Everyone will have their own space in this updated home! Grab this steal under $500k in sought after Oconomowoc! Take a stroll to coffee and breakfast at the downtown area! Enjoy days at the beach at Lake Fowler. Lots of parks, green space and things to enjoy. Or just enjoy this nicely updated home, New asphalt driveway, plenty of off street parking, nice sized yard and deck to enjoy. 1 block from Fowler Lake/Lac Labelle and City Beach!

235 W South St, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$259,900

4 Beds ⋅ 2 Baths

Discover the opportunity to make this charming home your own! Ideally located just two blocks from the public beach on the beautiful shores of Lac La Belle, this property offers the perfect setting to enjoy lake life and all the area has to offer. Conveniently located near downtown, you'll have easy access to the band shell, shopping, dining, and local entertainment. Bring your vision and transform this home into a space that reflects your style and lifestyle. Whether you're looking for a year-round residence, weekend getaway, or investment opportunity, this property offers an excellent location and plenty of potential.

29 S Locust St, Oconomowoc

Listing courtesy of Fathom Realty, LLC.

$449,900

3 Beds ⋅ 2 Baths

Discover the perfect blend of comfort, style, and location in this beautifully maintained ranch home tucked away at the end of a cul-de-sac in Oconomowoc! Step inside and be welcomed by a sun-filled living room, while the family room addition offers soaring vaulted ceilings, skylights, and a striking stone gas fireplace. The kitchen flows seamlessly into the adjoining dining room, and three bedrooms feature hardwood floors. The partially finished lower level provides extra space for entertaining, hobbies, or relaxation. Outside, enjoy a private patio, fenced area, and peaceful backyard setting. A 2.5-car garage, newer windows, and new roof in 2022 add value and peace of mind. Exceptional location, charming neighborhood, and move-in-ready appeal make this a home that you don't want to miss!

668 Tulip Ct, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$550,000

4 Beds ⋅ 2 Baths

Welcome to this classic 4-bedroom, 2.5-bath Colonial in a desirable Oconomowoc neighborhood. Fresh interior paint throughout and brand-new upstairs carpeting create a bright, move-in-ready feel. Gather in the inviting rec room with a natural fireplace, or enjoy warm-weather living on the fabulous screened porch overlooking the back yard. Use your imagination in the heated backyard bonus building- perfect for a home office, hobby studio, game-day retreat or cozy gathering space. Comfortable, versatile and ideally located near shopping, dining, and all that Oconomowoc has to offer, this home is ready for its next chapter! Estate sale 9/20-9/21.

983 Chesterton Ct, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

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Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.