Oconomowoc Homes under $400,000

Welcome to Oconomowoc, Wisconsin – a charming city nestled in the heart of Waukesha County, where picturesque lakes meet vibrant community life. Known for its stunning natural beauty, Oconomowoc boasts a rich history and a welcoming atmosphere that makes it a perfect place to call home. With its scenic parks, delightful downtown area, and a plethora of recreational activities, residents enjoy a lifestyle that beautifully balances tranquility with adventure.

For those seeking a new home in this idyllic setting, Oconomowoc offers an array of options under $400,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a variety of charming houses that fit your budget. From cozy bungalows to modern townhomes, each property showcases unique features that reflect the character of this vibrant community.

Imagine waking up to serene lake views or enjoying a leisurely stroll through one of the city’s many parks. With a strong sense of community and an abundance of local events, Oconomowoc provides a warm and inviting environment for all. The city is also conveniently located near major highways, making commuting to nearby cities a breeze.

Discover your dream home in Oconomowoc, where affordable living meets a rich tapestry of culture, nature, and community spirit. Embrace the opportunity to create lasting memories in a city that truly has it all – all without breaking the bank! Explore the homes under $400,000 today and take the first step toward your new beginning in this enchanting Wisconsin gem.

Newest Oconomowoc Homes under $400,000

$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.

$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.

$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.

$269,900

2 Beds ⋅ 1 Baths

Welcome to this charming Cape Cod just blocks from Downtown Oconomowoc! This beautiful 2-bedroom, 1-bath home offers timeless character, comfortable living spaces, and an unbeatable location. Enjoy easy access to downtown restaurants, shops, entertainment, parks, and all that Oconomowoc has to offer. Whether you're looking for a place to call home or a smart investment opportunity, this property offers excellent flexibility and potential. A wonderful opportunity to own in a highly desirable Oconomowoc location! Updates include Kitchen Faucet (2026), Front/Back door and strom door (2025), Siding (2024), Roof (2022), Bathroom (2019), Carpet and closet doors in both bedrooms (2019), Wine Bar (2018), AC unit (2017).

334 W 2nd St, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$380,000

2 Beds ⋅ 2 Baths

Enjoy lake living in this 2-bedroom, 2-bathroom first-floor corner unit featuring peaceful green-space views and a sizable patio. 2 patio door access to private patio. Underground parking is a sought after condo convenience. Located just one block from downtown Oconomowoc's shopping, dining, and year-round activities. Your new home places you steps away from beautiful Fowler Lake. Launch a kayak, enjoy easy boating access, or relax beside the gorgeous in-ground pool surrounded by beautifully maintained gathering areas overlooking the lake. Pier slips may also be available for the ultimate lakeside lifestyle.

320 E Pleasant St Unit 106, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$299,000

3 Beds ⋅ 1 Baths

Welcome to the heart of Lake Country! Fully remodeled in 2019, located within walking distance to downtown Oconomowoc, lakes, shops, restaurants, parks, imagination station, the splash pad and Oconomowoc High School. This cozy original farm home was remodeled down to the studs making it easy to move right in. The open main level, first floor laundry, master walk-in closet and newly added half bath give it a modern feel. Perfect for a starter home, someone downsizing or a rental property. All furnishings included! Being sold ''As-Is''. The home has operated as a successful Airbnb since 2019 with returning guests in a perfect location. Move right in or start your own turnkey business with the name, future bookings and all furnishings for $360,000.

642 Summit Ave, Oconomowoc

Listing courtesy of Byowner.com.

$354,900

3 Beds ⋅ 1 Baths

Charming 3-bedroom, 1-bath bungalow in a fantastic location just walking distance to downtown Oconomowoc! This well-maintained home features beautiful hardwood floors throughout the main level, a tastefully updated bathroom, and a refreshed kitchen with newer countertops and sink. Recent updates include newer roof, siding, gutters, furnace, and plumbing for added peace of mind. Fresh paint throughout provides a bright, move-in-ready feel. Step outside to enjoy the fenced-in backyard, perfect for pets, play, or entertaining. A wonderful opportunity to own an updated home close to shops, restaurants, parks, and all that downtown Oconomowoc has to offer!

229 S Concord Rd, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$360,000

3 Beds ⋅ 1 Baths

If walkability and being part of the Downtown Oconomowoc community are important to you, this is the house for you! Perfectly perched on Pleasant Street, this charming farmhouse-style home offers character, function and a fantastic location. A dedicated first-floor office keeps you connected to the home while providing a defined workspace. Storage is everywhere, including a walk-in closet, full basement, mudroom with built-ins and a detached garage with additional workshop/storage space at the rear. Step out the back door to a deck and wide-open backyard with plenty of room to relax, garden or entertain. A wonderful opportunity to enjoy the Downtown Oconomowoc lifestyle!

317 E Pleasant St, Oconomowoc

Listing courtesy of Stapleton Realty.

$229,000

2 Beds ⋅ 1 Baths

Welcome to Lake Country Village! This freshly updated 2BR, 1.5BA condo offers new carpeting, fresh paint, underground parking plus additional surface parking, and an exceptionally convenient location. Rentals are allowed, making this an attractive opportunity for investors, with strong rental potential in the area. Enjoy everyday convenience with Chipotle, Panera and numerous restaurants, shopping, services and daily necessities just minutes away, many within walking distance. Exciting new residential development is also underway directly behind the community, adding to the continued growth of the surrounding area. Whether you're looking for a comfortable place to call home or a smart investment property, this move-in-ready condo offers affordability, convenience and potential!

1061 Regent Rd Unit 612, Oconomowoc

Listing courtesy of Milwaukee Flat Fee Homes.

$179,900

3 Beds ⋅ 1 Baths

Charming corner lot opportunity in Oconomowoc featuring a spacious yard and convenient location near schools, parks, shopping, dining, and downtown amenities. Property offers great potential for owner occupants, investors, or those looking to add their personal touches. Easy access to major roadways and everything the area has to offer.

803 E Lisbon Rd, Oconomowoc

Listing courtesy of Grandview Realty.

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