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$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..

$749,900
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Experience refined luxury in Eastlake Village at Pabst Farms with this meticulous 4BR/3.5BA estate. A striking grand foyer anchors the main level, opening to both an elegant formal dining room with a butler's pantry and a gracious great room centered by a gas fireplace. The gourmet eat-in kitchen features SS appliances, granite countertops, a breakfast bar, and direct access to a private patio. A bedroom & half bath complete the main level. Upstairs, two bedrooms reside alongside the primary with ensuite & convenient adjacent laundry. The LL is built for entertaining, boasting a custom bar, wine cooler, second gas fireplace, full bath, workshop, and direct entrance to the oversized 3.5-car garage. Set in a top-rated school district, this turnkey home offers exceptional quality throughout.

1704 River Lakes Road N, Oconomowoc

Listing courtesy of Mahler Sotheby's International Realty-Lake Country.

$460,000
2 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Discover ease of living in this well maintained ranch home on a wooded cul-de-sac. The overhanging roof shelters and extends your welcome! Note hardwood floors throughout and the space saving closets/storage. Step out to the sun-side patio from the modern kitchen featuring black hard surface counter tops with center island, newer appliances and maple cabinetry. Newer roof, gutters and a bonus garage. Please notice completely finished lower level with areas staged for extended hospitality. River Highlands welcomes you!

1326 Orchard Terrace, 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.

$1,075,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Discover the charm of lake living in this inviting 2-bedroom, 2-bath home on beautiful Okauchee Lake! Nestled on a quiet no-wake bay with 48 feet of frontage, this property offers the perfect balance of relaxation and recreation. Enjoy morning coffee or sunset gatherings on the spacious lakeside deck, entertain on the expansive patio, and take advantage of two private docks for all your boating and water activities. Ample parking, storage sheds, and a private setting make hosting family and friends effortless. Just a short walk or boat ride to all of Okauchee's popular restaurants, parks, and entertainment. This is your opportunity to enjoy the best of Lake Country in a peaceful waterfront retreat. Live where you want to play! 1.5-2 hours to Chicago & 35min to Milwaukee & 45min to Madison

W352N5282 Lake Drive, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$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.

$2,100,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status
You will find this home tucked away on a dead-end street, bordering historic Merchants Plat. With three levels of lakeside enjoyment on Lac La Belle, this home has its own sandy beach, 61.5 feet of frontage, and a boathouse renovated in 2011. The setting feels both peaceful and connected, with spaces designed for everyday living, quiet nights in, and easy gatherings. Cozy mornings and evenings are made even better by the double-sided fieldstone fireplace. At the same time, the walk-out finished lower level adds even more room to entertain with a bar, sauna, and flexible gathering space. Stroll to dining, shopping, coffee, parks, and community events, then come home to your own private spot on Lac La Belle. Don't let this rare opportunity pass you by!

904 W Labelle Avenue, 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.