Homes for Sale in Oconomowoc Under $400,000

Oconomowoc homes for sale under $400,000

907 W South St, Oconomowoc
$389,900
3 Beds ⋅ 2 Baths
Charming two-story home just steps to the river! You'll be impressed the moment you step into the bright side porch. Enter into large formal DR with built-ins. Flows into eat-in kitchen with room for large table. Spacious LR, full bath and laundry on main level. Upper level with 3 large bedrooms and second full bath. There is a nice-sized two car garage right in time for snowy winters. Perfect entertainment-sized deck overlooking a great gardening yard too. The location is perfect for leisurely strolls the parks, downtown dining and shopping, and public beach. Being located right by the trail head makes it easy to jump on the new Interurban trail and ride your bike all the way to Watertown and back! Front row seats to the holiday Christmas train too! Come see it today!

907 W South St, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

507 S Main St, Oconomowoc
$355,000
3 Beds ⋅ 1 Baths
Welcome to this charming Oconomowoc bungalow, where timeless character meets tasteful modern updates! Step inside to discover beautiful hardwood floors, original woodwork, and freshly painted living spaces that create a warm and inviting atmosphere. The beautifully renovated kitchen features updated finishes and brand-new appliances, making it a standout feature of the home. Relax and unwind in the sun-filled enclosed front porch, or head outside to enjoy the newly poured concrete patio overlooking the spacious backyard, ideal for summer gatherings and entertaining. The location is hard to beat! Just a short walk from downtown, popular restaurants, boutique shops, and community events, as well as Roosevelt Park, featuring Imagination Station, a splash pad, and skate park.

507 S Main St, Oconomowoc

Listing courtesy of The Hub Realty.

816 Armour Rd, Oconomowoc
$349,900
2 Beds ⋅ 1 Baths
This charming 2-bedroom, 1-bath ranch offers comfortable living, a spacious backyard & a standout detached heated garage with its own half bath. Inside, a large kitchen provides plenty of room for cooking, dining & gathering, while the ranch layout offers easy everyday living. Outside, enjoy a generous backyard with space to relax, entertain or make your own. The oversized heated garage is a major bonus, offering exceptional space for vehicles, hobbies, a workshop or additional storage. Conveniently located in Oconomowoc with easy access to shopping, dining & everyday amenities, this home combines a great location with versatile spaces inside & out.

816 Armour Rd, Oconomowoc

Listing courtesy of Compass RE WI-Lake Country.

326 S Silver Lake St, Oconomowoc
$329,900
5 Beds ⋅ 2 Baths
Beautiful Downtown Oconomowoc Victorian home offering timeless charm, spacious living, and versatile possibilities! This 5-bedroom, 2-bath home sits on a generous .4-acre lot and can function as a single-family residence or offers duplex potential. Enjoy classic character throughout, a welcoming front porch, and a side deck perfect for relaxing or entertaining. A newer roof adds peace of mind, while the convenient downtown location puts shopping, dining, parks, and Oconomowoc's vibrant community just moments away. A wonderful opportunity to own a piece of Oconomowoc history with flexibility for your lifestyle or investment goals!

326 S Silver Lake St, Oconomowoc

Listing courtesy of Keller Williams Realty-Milwaukee Southwest.

W342N4868 Oak Ln, Oconomowoc
$290,000
2 Beds ⋅ 1 Baths
Cozy 3 bedroom 1 bath home with fenced in yard and offers an access to Lake Park Heights Association on Okauchee Lake. Enjoy a bond fire along the lake, swimming, community raft and cookouts on shared lake front park. And you are nearby waterfront dining, boating amenities, Lions Park, Nashotah's dog park, and downtown Okauchee. Renovate the existing home or build your custom retreat or can be a great short term investment opportunity. Key due diligence is complete, including environmental reports/testing, building inspection survey, and township/Park & Planning coordination. Sold as is, interior of home has be gutted.

W342N4868 Oak Ln, Oconomowoc

Listing courtesy of United REALTORS, LLC.

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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.

Oconomowoc homes under $400,000

Looking for a home in Oconomowoc under $400,000? It's one of the smaller groups on the market right now, but there are some nice ones in it, and I'm happy to help you find the right fit.

By Heather Henry, broker and owner, more than 25 years in real estate.

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