Oconomowoc Homes under $300,000

Welcome to Oconomowoc, Wisconsin—a hidden gem nestled in the heart of Waukesha County. This picturesque city is known for its stunning lakes, charming downtown area, and a vibrant community that welcomes newcomers with open arms. With a rich history dating back to the 19th century, Oconomowoc boasts a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

One of the most appealing aspects of Oconomowoc is its diverse real estate market, particularly for those seeking homes under $300,000. Here, you can find a variety of options that cater to different lifestyles and preferences. From cozy single-family homes to well-maintained townhouses, there’s something for everyone. Many of these properties are located in family-friendly neighborhoods, offering easy access to parks, schools, and recreational activities.

Living in Oconomowoc means embracing a lifestyle that celebrates nature and community. Residents enjoy year-round outdoor activities, including boating, fishing, and hiking along the scenic trails surrounding the area. The downtown district is a delightful blend of local shops, restaurants, and cultural events, providing a vibrant social scene that fosters connection among neighbors.

Whether you’re a first-time homebuyer or looking to downsize, Oconomowoc offers an affordable entry point into the housing market without sacrificing quality of life. Discover the charm of this remarkable city and find your dream home today—your new adventure awaits in Oconomowoc!

Newest Oconomowoc Homes under $300,000

$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.

$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.

$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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