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$585,000
6 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Back and Better than Ever! This custom contemporary home is nestled in one of Oconomowoc's highly desirable Fowler Lake area neighborhoods, offering an expansive 3,700+ square feet of living space, It features large bedrooms, Huge closets, two large bathrooms, double sink and dual shower heads in upper bath, and is flooded with natural light, soaring ceilings & architectural details that you don't see often! Private primary bedroom on its own level or guest quarters. Upper lofted rec rm and so much more. Enjoy a Private yard with patio, 10/10 walkability score to all that Downtown and Fowler Park/ lake loop have to offer. If you are looking for wow, come now!

727 E Madison Street, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$550,000
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
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 Court, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$547,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Move-in Ready 96 ARW Julian Cottage I 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 homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, better than a typical used home. You can expect the best local brands and trades for your home as well. We've partnered with Lindsay Windows, Kohler(r), Floor 360 and Auburn Ridge just to name a few. To top it off, offers a one-year limited warranty, backed by our own dedicated customer service team.

1076 Elderberry Road, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$539,900
5 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Set in one of Oconomowoc's most sought after neighborhoods, this 5 bedroom, 2.5 bath home delivers space, character, and a relaxing backyard retreat! Mature landscaping frames the partial brick exterior, while a private composite deck with a tranquil water feature creates an unforgettable outdoor escape in back. Inside, hardwood floors anchor a large living room and formal dining room, leading to a kitchen with tile flooring, walk in pantry, and built in dining table. The main floor primary suite addition impresses with a vaulted ceiling, fireplace, built ins, walk in closet, and spa like bath. Four generous upper level bedrooms and a partially finished lower level with workshop complete a home that blends comfort, charm, and lasting quality! New roof in 2022. Conveniently located!

1205 Blue Dahlia Road, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$539,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Move-In Ready 101 ARW Beryl Cottage Victorian - Available Now!All 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(r), Floor360 and Auburn Ridge just to name a few.

1270 Arrowood Circle W, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$519,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Move-in Ready 81 ARW Olivia Cottage I Unit A, 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 Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, better than a typical used home. As your local homebuilder, you can expect the best local brands and trades for your home as well. We've partnered with Lindsay Windows, Kohler(r),Floor 360 and Auburn Ridge just to name a few. To top it off, Veridian Homes offers a one-year limited warranty, backed by our own dedicated customer service team.

1037 Elderberry Road, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$499,900
4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
This spacious and inviting home is filled with natural light and thoughtful spaces designed for both everyday living and relaxation. The living and family rooms feature large windows, creating a bright and welcoming atmosphere. Kitchen offers a convenient breakfast bar and opens to family rm, complete with a natural fireplace to enjoy cozy nights. Spacious three-season rm overlooking large yard makes for a wonderful spot to relax, enjoy the great outdoors and admire the beauty of the apple orchard, sunset, and wildlife. Other features include stainless-steel appl, new floors on main level, new roof, leaf guard, gutters and siding in 2022.With its comfortable living spaces and beautiful outdoor surroundings, this home offers a blend of warmth, charm and space for you to enjoy for years.

686 S Concord Road, Oconomowoc

Listing courtesy of Expert Realty.

$489,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
NEW CONSTRUCTION - Ready DECEMBER 2026- Our Alexander model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes quartz countertops, pantry, a large island and soft close cabinetry. The Great Room features a stunning stone to 9' ceiling gas fireplace. In addition, the first floor offers a Powder Room and Rear Foyer with WIC. The second floor Primary Suite features 2 walk in closets, box tray ceiling and a luxurious bathroom with tiled shower walls and tiled bench. A second floor Laundry Room with upper cabinets, two additional bedrooms and full bath round out this ideal floor plan.

947 Lagom Way Unit Bldg 9 Lt104, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$489,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
READY DECEMBER 2026 - Our Donovan model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes quartz countertops, pantry, a large island and soft close cabinetry. The Great Room features a stunning stone to 9' ceiling gas fireplace. In addition, the first floor offers a Powder Room and Rear Foyer with WIC. The second floor Primary Suite features a large walk in closet, box tray ceiling and a luxurious bathroom with tiled shower walls and tiled bench. A second floor Laundry Room with upper cabinets, two additional bedrooms and full bath round out this ideal floor plan.

945 Lagom Way Unit Bldg 9 Unit 103, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$459,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Move-in Ready 87 ARW Wyatt Cottage Unit B, TWIN HOME! AVAILABLE 9/29/26! 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 Veridian 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(r), Floor360 and Auburn Ridge just to name a few.

1097 Elderberry Road, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$455,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome to the neighborhood. Here is a chance to own a very well maintained 3 bedroom 2.5 bath home. Newer siding, roof, windows, doors and paint. Other upgrades since 2017 include: finished basement with bathroom and laundry room, shed with power and concrete and newer garage door. It boasts a big lot that is level and easy to maintain. A huge patio in the back with lots of privacy. This home is truly move in ready.

1544 Riverdale Drive, Oconomowoc

Listing courtesy of Best Realty of Edgerton.

$455,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome to the neighborhood. Here is a chance to own a very well maintained 3 bedroom 2.5 bath home. Newer siding, roof, windows, doors and paint. Other upgrades since 2017 include: finished basement with bathroom and laundry room, shed with power and concrete and newer garage door. It boasts a big lot that is level and easy to maintain. A huge patio in the back with lots of privacy. This home is truly move in ready.

1544 Riverdale Drive, Oconomowoc

Listing courtesy of Best Realty of Edgerton.

$449,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 Court, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$449,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 Street Unit 106, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$439,900
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status
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 Street, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$439,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Why wait for new construction when this practically new Veridian Twin Home is finished & move-in ready? Barely lived in & impeccably maintained, this ranch-style home offers easy, low-maintenance living with lawn care & snow removal included in the $245/month HOA fee. The open-concept floor plan features 2 BRs, 2 full BAs & spacious kitchen w/large island, pantry, & abundant cabinetry. Patio doors lead to concrete patio w/open views. Nice primary suite w/walk-in closet & private bath. Convenient main-floor laundry w/upgraded washer/dryer & bench/storage. Expansive LL plumbed for 3rd BA & ready for future finishing and/or excellent storage. A 2-car attached garage provides add'l storage space, & the yard is yours to enjoy & plant as you please! Great subdivision w/multiple walking paths!

957 Elderberry Road, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$419,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
A rare, corner-unit retreat in Pioneer Ridge. This 3rd floor condo pairs sweeping views of Oconomowoc with refined, easy living! Vaulted ceilings and an open concept layout frame the great room's gas fireplace, while the spacious balcony delivers unforgettable sunset views. The kitchen features granite counters, breakfast bar, and large walk-in pantry, flowing naturally into the dining area. The primary suite offers two closets and a bath with separate tub and shower. Enjoy in-unit laundry, newer appliances, two underground parking spaces, and two storage lockers. Furnace and AC replaced in 2026. Pet friendly. Amenities include green space, clubhouse, outdoor pool, gym. Secure building with elevator, plus a prime location near downtown Oconomowoc.

173 N Lapham Street Unit 306, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$419,900
ACTIVE Status
Move-in ready office in a highly visible diverse use location in the heart of Lake Country. Blocks from Okauchee Lake, this nicely maintained handicap accessible building has 4 offices, reception area, kitchen, bath, file room & full lower for ample storage. Natural & gas stone fireplace hi-lites the main office. Parking for 15+ cars & 2.5 car garage w/motion lighting, key pad & new garage door. Recently updated doors, flooring, paint, siding, bath, tile, furnace, water softener, gutter guards, siding, chimney, concrete & asphalt extra wide drive. Foundation has been professionally waterproofed with transferable warranty! All set on a appx. 1/2 ac lot w/mature trees & plantings. Lawn serviced by Natural Lawn Care Service of America. Zoned, SF, low density, rental, commercial, investment

N50W34710 Wisconsin Avenue, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$330,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
A 3-bedroom, 2-full-bath ranch offering an exciting opportunity to create a home that reflects your style while adding value along the way. Conveniently located near Fowler Park, Fowler Lake, and Downtown Oconomowoc. The roof was replaced in 2023, a water filtration system has been added, and select plumbing has been updated. This home is being sold AS-IS.Schedule your tour today!

723 N Roosevelt Avenue, Oconomowoc

Listing courtesy of Prolific Realty Group.

$299,000
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
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 Avenue, Oconomowoc

Listing courtesy of Byowner.com.

$259,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 Street, Oconomowoc

Listing courtesy of Fathom Realty, LLC.

$232,000
2 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
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 Road Unit 612, Oconomowoc

Listing courtesy of Milwaukee Flat Fee Homes.

$195,900
ACTIVE Status
The Snyder Farm is a premier residential community located in the Town of Oconomowoc, offering a peaceful Lake Country setting with gently rolling hills and spacious home sites. This sought-after neighborhood provides the perfect balance of privacy and convenience, with easy access to nearby shopping, dining, schools, churches, and everyday amenities. Ideally situated just minutes from downtown Oconomowoc and major commuter routes, The Snyder Farm allows for convenient travel throughout Waukesha County and the greater Milwaukee area. With improved, generously sized home sites this exceptional community offers an ideal setting to plant your roots.

N62W35751 Doolan Drive Unit Lt48, Oconomowoc

Listing courtesy of Korndoerfer Homes LLC.

$189,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
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 Road, Oconomowoc

Listing courtesy of Grandview Realty.

$186,600
ACTIVE Status
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.

W359N6209 Margaret Court, Oconomowoc

Listing courtesy of Zach Realty.

$178,100
ACTIVE Status
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.

W358N6291 Ennis Road, Oconomowoc

Listing courtesy of Zach Realty.

$165,000
ACTIVE Status
Tired of competing for homes that still aren't quite right? Stop competing and start building instead! This beautiful .48-acre flat, level lot offers a rare chance to create exactly what you want in the heart of Lake Country. Bring your own builder, enjoy no HOA and no timeline to build, plus mature trees and an established setting without the feel of a typical new subdivision. Minutes from Downtown Oconomowoc, Lac La Belle, Fowler Lake, Okauchee Lake, beaches, boating, golf, parks, dining and shopping. Easy access to Hwy 16 and I-94, with Costco and Pabst Farms nearby. Buy the lot, choose your builder and create the home you've been waiting for!

N56W36834 Lisbon Road, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$2,975
ACTIVE 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, Oconomowoc

Listing courtesy of Stapleton Realty.

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.