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614 S Silver Lake Street Street, Oconomowoc
$325,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
Charming 3-bedroom, 1-bath, 2-story home full of timeless character and conveniently located close to local amenities. Situated directly across from the park, this inviting home features beautiful natural woodwork, hardwood floors, spacious bedrooms, and a welcoming front porch with a low-maintenance composite deck--perfect for relaxing and enjoying the neighborhood setting. The formal dining room showcases a classic built-in china cabinet, adding warmth and functionality for entertaining or everyday living. A walk-up attic provides excellent storage or future expansion potential. Outside, enjoy a nice-sized backyard with room to relax, garden, or play. Conveniently located near shopping, dining, schools, and downtown Oconomowoc, this home offers classic appeal in a desirable location.

614 S Silver Lake Street Street, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

428 S Lyman Street Street, Oconomowoc
$324,000
2 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Opportunity to own this great home in a convenient Oconomowoc neighborhood! Enjoy a nice sized lot with private back yard. Spacious interior is ready for you to come in and make it your own. 3-season sun porch greets you. Large front living room has plenty of windows and natural light. Additional family room off of living room. Kitchen has appliances included and adjoining dining room. Half bath on main level. Upper level offers 2 bedrooms, full bath, and kitchenette area. Extra large primary bedroom could be divided to make 3 bedrooms. New roof and siding in 2023. Large deck on the back of home. Walking distance to downtown Oconomowoc!

428 S Lyman Street Street, Oconomowoc

Listing courtesy of Lake Country Flat Fee. Selling Office: .

920 Oconomowoc Parkway Parkway, Oconomowoc
$320,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Welcome home to this beautifully maintained 3BR, 2BA condo offering the perfect blend of comfort, convenience, and privacy! The open-concept layout features a spacious great room with a cozy gas fireplace and patio doors leading to your private deck overlooking a peaceful backyard setting. The kitchen and dining areas flow seamlessly together, making everyday living and entertaining easy. Relax in the primary suite with a private bath, while two additional bedrooms offer space for guests, an office, or hobbies. Enjoy the convenience of in-unit laundry, two underground heated parking spaces, and a private storage locker. Carefree condo living with the space and amenities you've been looking for!

920 Oconomowoc Parkway Parkway, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

339 W South Street Street, Oconomowoc
$315,000
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
This 3 bedroom 1-1/2 bath home in the heart of all Oconomowoc has to offer. A very short one block to the main Lac La Belle Beach with band shell and many fun activities throughout the year. Did I also mention one block away from the amazing farmers market! The home has a main floor bedroom, a living room with a beautiful arched opening to the dining area. The kitchen has a very nice cooking/prepping area that was historically used for making candy and sold right from the amazing front porch. The home was known as the 'little red candy home.' The back of the home has a well manicured private yard. Nice sized field stone basement with a walk out rear door.

339 W South Street Street, Oconomowoc

Listing courtesy of EXP Realty, LLC MKE. Selling Office: .

273 Oconomowoc Parkway Parkway, Oconomowoc
$315,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
LIVE YOUR BEST LIFE in this beautifully updated 2BR/2BA condo at Oconomoc's Silver Ridge! Unbeatable prime location near downtown, the interstate, and the Lake Country Trail. This sought-after third-floor unit features cathedral ceilings, great views, & easy elevator access. Updates include newer carpet, stylish kitchen backsplash, stainless appliances, and marble tile bath surround. Both bedrooms have walk-in closets and private bath access. Relax in the bright three-season room with floor-to-ceiling windows. Additional highlights include a den/office, in-unit laundry, secure entry, community room and 2 heated underground garage spaces. Although it's a 55-plus community, up to 4 units can be owned by people under 55, and that threshold has not been met! Water/sewer included in dues!

273 Oconomowoc Parkway Parkway, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

1119 W Wisconsin Avenue Avenue, Oconomowoc
$315,000
4 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
One Party Listing - Comp purposes only.

1119 W Wisconsin Avenue Avenue, Oconomowoc

Listing courtesy of Froemming Realty LLC. Selling Office: .

W398N6071 Autumn Woods Drive Drive, Oconomowoc
$310,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Easy living meets an unbeatable location! This inviting main-floor condo offers the perfect blend of comfort, convenience, and recent updates. The open-concept layout features 2 bedrooms, 2 full bathrooms, a cozy fireplace, private entrance, and 2-car attached garage. Enjoy peace of mind with a brand-new roof, new HVAC, new flooring, new stainless steel appliances, and fresh paint throughout. Ideally located in the desirable Oconomowoc School District and just a short drive to downtown shops, restaurants, parks, and all that Lake Country has to offer. Move right in and start enjoying the Oconomowoc lifestyle!

W398N6071 Autumn Woods Drive Drive, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

W398N5953 Autumn Woods Drive Drive, Oconomowoc
$310,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Welcome home to this beautiful 2-bedroom, 2-bathroom ground floor condo in desirable Oconomowoc. The open-concept floor plan offers a spacious and inviting living area, perfect for everyday living and entertaining. Large windows fill the home with natural light, creating a bright and airy atmosphere throughout. The primary suite features a private bath and generous closet space, while the second bedroom and full bath provide flexibility for guests or a home office. Relax on the covered patio or enjoy the community clubhouse. A two-car garage offers plenty of space for vehicles or added storage. With low property taxes and a great location near shopping, dining, parks, and recreation, this home offers comfort, value, and convenience in a low maintenance condo lifestyle.

W398N5953 Autumn Woods Drive Drive, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country. Selling Office: .

942 Oconomowoc Parkway Parkway, Oconomowoc
$310,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Spacious 3BR condo in Oconomowoc's Village Green! Enjoy this beautifully maintained complex with mature trees. This 2nd floor unit offers an open concept main living area featuring great room with gas fireplace and patio doors to private balcony. Kitchen has newer countertops, breakfast bar, appliances included, and adjoining dining room. In-unit laundry area. 3 nice size bedrooms including the master suite with one walk-in closet, additional closet, and private bath. Unit also has storage closet. Underground parking is right downstairs. Unit has 2 assigned underground space plus underground storage locker. Excellent location is convenient to Lake Country Trail bike/walking path and is easy access to shopping, dining, and I-94 access!

942 Oconomowoc Parkway Parkway, Oconomowoc

Listing courtesy of Lake Country Flat Fee. Selling Office: .

W398N5983 Autumn Woods Drive Drive, Oconomowoc
$300,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Exceptional first floor condo in Oconomowoc's Autumn Woods! Enjoy this premium complex that offers a beautiful setting amongst mature trees. This unit sits in a great location within the complex bordering private tree line. Private outside entrance and attached garage. Well-maintained interior features an open concept design. Large great room includes stone gas fireplace. Kitchen has breakfast bar, SS appliances included, attached dining area, and storage pantry. In-unit laundry with washer and dryer included. Two nice size bedrooms with abundant closet space. Primary suite includes private bath. Main bath off hallway. Relax on the private covered patio overlooking nature and wooded backdrop. Complex also has a neighborhood clubhouse. Low town/village taxes. Very conveniently located!

W398N5983 Autumn Woods Drive Drive, Oconomowoc

Listing courtesy of Lake Country Flat Fee. Selling Office: .

207 Oconomowoc Parkway Parkway, Oconomowoc
$300,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Welcome to easy main-level living at 207 Oconomowoc Pkwy! This beautifully appointed 2-bedroom, 2-bathroom condo + den offers the perfect blend of comfort and convenience. Step inside to a bright, open layout designed for effortless everyday living. The spacious primary suite provides a private retreat, while the second bedroom and den offer flexible space for guests or hobbies. The standout feature? A versatile three-season room perfect for morning coffee, evening relaxation, or enjoying the outdoors in just about any weather. Located in sought-after Oconomowoc, just steps from trails, dining, shopping, and the charm of Lake Country, plus a community room. Don't miss this gem! This is a 55+ community; the occupancy quota has currently been met--please inquire for details

207 Oconomowoc Parkway Parkway, Oconomowoc

Listing courtesy of Compass RE WI-Lake Country. Selling Office: .

754 Summit Avenue Avenue, Oconomowoc
$300,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Discover charm and convenience in this inviting, affordable Oconomowoc ranch! Set on a nearly half-acre lot, this lovely 2BR/1BA home features beautiful original woodwork, hardwood floors, and generous sun-welcoming south facing windows. The cozy interior has so much vintage charm, while the unfinished lower level provides endless potential for added living space, workshop, or storage. Enjoy relaxing or entertaining on the spacious covered porch overlooking the expansive yard. Just minutes from the freeway and within walking distance to your favorite local shops, restaurants, and downtown events. Per Seller: electric updated in 2015, water heater installed 2023, and both roofs are less than 5 years old. 1-year home warranty is included, providing added confidence and peace of mind.

754 Summit Avenue Avenue, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

972 Valentine Road Road, Oconomowoc
$293,000
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Welcome to easy living in this charming 3 bedroom traditional townhouse style condo, nestled in one of Oconomowoc's most unique communities. Featuring resort style amenities including a swimming pool and tennis courts, this complex offers a lifestyle few can match. Inside, a clean and functional layout including; kitchen, dining room and living room; await your personal touch, a true blank canvas ready for your vision. Enjoy the convenience of main-level laundry, a full unfinished basement brimming with potential and a private back patio just steps from the pool, perfect for summer entertaining. Whether you're looking to update and customize or simply move in and enjoy the surroundings, this home offers incredible value in a one-of-a-kind setting. Don't miss your chance to make it your own

972 Valentine Road Road, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: .

930 Oconomowoc Parkway Parkway, Oconomowoc
$289,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Bright and inviting 2-bedroom, 2-bath main-level condo in desirable Valley Green of Oconomowoc! This well-maintained unit features an open layout with a spacious living area and a private patio- perfect for relaxing or entertaining. The kitchen and large dinette is a dream with sleek stainless-steel appliances and ample cabinet space. The large primary suite offers a comfortable retreat with a walk-in closet and en-suite bath. Enjoy the convenience of two underground heated parking spaces, ideal for Wisconsin winters. Low condo fees make for easy, affordable living, while quick access to I-94 ensures easy access to area amenities. A fantastic opportunity to enjoy comfort, convenience, and low-maintenance living in a great location!

930 Oconomowoc Parkway Parkway, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

206 W 2nd Street Street, Oconomowoc
$280,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Charming 2-bedroom, 1-bath ranch in the heart of Oconomowoc! Enjoy a fully fenced backyard, 1.5-car detached garage, and a relaxing three-season porch perfect for morning coffee or unwinding at the end of the day. Ideally located just blocks from downtown, you'll love the convenience of being within walking distance to the beach, kayaking, local shops, restaurants, and year-round community events. The popular farmers market is nearby, adding to the vibrant small-town atmosphere. Whether you're looking for your first home, downsizing, or a weekend retreat, this location puts everything Oconomowoc has to offer right at your doorstep. Roof on home and garage 3 years old. Central Air unit 3 years old.

206 W 2nd Street Street, Oconomowoc

Listing courtesy of EXP Realty, LLC MKE. Selling Office: .

449 W Wisconsin Avenue Avenue Unit 9, Oconomowoc
$277,000
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Great 3BR condo in an excellent location near downtown Oconomowoc! Enjoy walking to the beach, park, and downtown shops and restaurants! Spacious townhouse style unit features a private outside entrance, full basement, and a detached garage. Main level includes the kitchen with appliances included, adjoining dining room, half bath, and large living room. Private back yard patio on the back of unit. Upper level features 3 BR's and full bath. Plenty of closet and storage space. Unit has a full basement that offers tons of storage space and room for a future rec room. Parking space right outside your unit plus a private 1.5 car garage. Complex has a newer roof. Just move in and enjoy!

449 W Wisconsin Avenue Avenue Unit 9, Oconomowoc

Listing courtesy of Lake Country Flat Fee. Selling Office: .

1365 N Morgan Road Road, Oconomowoc
$275,000
CLOSED Status
Build your dream home on a 2+ acre lot with mature trees and rural feel, but close proximity to thriving downtown Oconomowoc and easy access to I-94. With well & septic already on-site, this site is ready for you to bring your own builder.

1365 N Morgan Road Road, Oconomowoc

Listing courtesy of Oconomowoc Realty LLC. Selling Office: .

N49W36111 Nottingham Lane Lane Unit 3, Oconomowoc
$274,900
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Welcome home to this charming 3BR/1.5BA condo offering the space & privacy of a home w/ the ease of condo living! The inviting multi-level layout features updated laminate flooring, a spacious living room & kitchen w/ newer appliances, breakfast bar & plenty of storage. Enjoy personalized comfort w/ individually controlled heating & cooling units throughout-allowing you to easily adjust the temperature room by room. The three-season porch opens to a private patio, perfect for relaxing or entertaining. A finished lower-level rec room provides add'l living space, while the 3rd bedroom offers added privacy & flexibility. Private entry, attached 1.5-car garage, pet-friendly association & a quiet 15-unit community complete this Oconomowoc gem! Enjoy close proximity to the lakes of Lake Country!

N49W36111 Nottingham Lane Lane Unit 3, Oconomowoc

Listing courtesy of RE/MAX Liberty. Selling Office: .

235 W South Street Street, Oconomowoc
$270,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status
Packed with potential in a prime Oconomowoc location! This home was previously used as a duplex and offers the flexibility to keep as a large single family residence or convert back to a duplex. Features include newer roof and siding, adding value and peace of mind. Ideal for investors, owner occupants, or anyone ready to bring their vision to life. Conveniently located near downtown, shopping, dining, parks, and more. Endless possibilities await. Come check it out today!

235 W South Street Street, Oconomowoc

Listing courtesy of Royal Brokers LLC. Selling Office: .

423 W South Street Street, Oconomowoc
$235,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Prime location and affordability! Don't miss your chance to own this charming bungalow in the heart of Oconomowoc--perfect for a starter home or an investment property. This 2-bedroom home has an enclosed front porch for year-round enjoyment. The bathroom has been updated with heated floors and the kitchen features SS appliances. The backyard is a gardener's oasis, with garden beds already set up for planting. A little love will maximize this home's full potential. Only 2 blocks from the beach and walking distance to downtown festivals, shopping, food and more provides everything you need. Don't pass up this opportunity to own prime real estate in downtown Oconomowoc!

423 W South Street Street, Oconomowoc

Listing courtesy of Century 21 Affiliated - Delafield. Selling Office: .

1734 Switchgrass Street Street, Oconomowoc
$179,000
CLOSED Status

1734 Switchgrass Street Street, Oconomowoc

Listing courtesy of homecoin.com. Selling Office: .

Pcl4 Poppy Street Street, Oconomowoc
$177,000
CLOSED Status
Welcome to the last remaining lot in the coveted Flowers Street area of Oconomowoc! This spacious, flat, and open 0.35-acre parcel sits quietly at the end of a dead-end street, offering rare privacy with no through traffic. Enjoy the convenience of city utilities--sewer and water already in the street--so there's no need to deal with septic or well systems. Plus, no sidewalks mean less winter maintenance! Just a short walk to Fowler Lake, Park and walking loop and Bender beach on Lac La Belle. Only a few blocks further to the heart of Downtown Oconomowoc where you'll find charming shops, restaurants and local events. Get all the perks of lakeside living without the lakefront price tag. Build your dream home in an established, HOA-free neighborhood. This lot is a rare find!

Pcl4 Poppy Street Street, Oconomowoc

Listing courtesy of Avanti Realty LLC. Selling Office: .

118 N Main Street Street, Oconomowoc
$2,975
CLOSED Status
Bring your business to the heart of Downtown Oconomowoc. This 1,268 sq. ft. street-level space has the kind of character that is hard to recreate -- original hardwood floors, tall ceilings, a beautiful Cream City brick accent wall, and a large garage door that creates a memorable first impression. The space offers a flexible, nearly open layout, making it easy to envision a variety of uses. Surrounded by restaurants, shops, lake traffic, community events, and daily downtown activity, this is a great opportunity to put your business in a visible and well-loved location. Downtown Oconomowoc continues to be a destination -- this is your chance to be part of it.

118 N Main Street Street, Oconomowoc

Listing courtesy of Stapleton Realty. Selling Office: .

411 W Wisconsin Avenue Avenue, Oconomowoc
$2,000
CLOSED Status
Stylish and updated commercial property in excellent condition just 4 blocks west of downtown Oconomowoc. Solid exposure on Wisconsin Avenue with a huge daily traffic count. Open floor plan, private loft office, and a kitchenette and new full bathroom. Property includes a large asphalted storage area in the back.

411 W Wisconsin Avenue Avenue, Oconomowoc

Listing courtesy of Oconomowoc Realty LLC. Selling Office: .

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. 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. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. 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. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.