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Oconomowoc truly embodies the spirit of Lake Country. As one of only two cities in all of Wisconsin to have not one, but two lakes accessible from the downtown area, Oconomowoc has become a premier living destination for young families and professionals alike. Located on the Interstate 94 corridor, living in Oconomowoc makes for an easy commute to either Milwaukee or Madison, while maintaining a friendly, small-town atmosphere. Home to several unique shops, restaurants, recreational opportunities, and a wealth of residential services, it’s no wonder this area is fast-growing.

Oconomowoc has a long history of delighting its residents with a healthy downtown and several points of interest. In fact, following the arrival of the railroad, Oconomowoc became a favorite summer retreat for tourists and wealthy vacationers from all major Midwest cities, including several well-known beer barons.  Some of the nation’s most affluent families were drawn to the excitement of the area and built stately summer homes on the lakes, most still present today. In the 1880’s Oconomowoc featured six luxury resorts and from then until the Great Depression, it was fondly known as the “Newport of the West.”

See all that Oconomowoc has to offer:

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Single-Family

N60W39616 Mary Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
30Picture(s)
3,019Sqft
Red often symbolizes love & throughout this amazing home, you will see touches of this color & feel the love that was instilled into creating it. Views of beautiful Lac La Belle greet you immediately after entering.
$1,950,000

Single-Family

W355N4955 Lakeview Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/2Bathroom(s)
48Picture(s)
3,515Sqft
This spacious ranch home with a gradual slope to 137' sand frontage on Upper Oconomowoc Lake's East shore. With all the activities of Okauchee Lake, this spacious and private lot provides stunning sunsets and great swimming. The home has a finished lakeside walk out lower level with family room and 2nd fireplace plus full guest quarters, a 2nd kitchen, bath, and large bedroom.
$1,495,000

Single-Family

W398N6117 Mary Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,968Sqft
Classic 4 bedroom, 2.5 bath colonial across the street from Lac La Belle. Quiet and peaceful neighborhood. Spacious over 1 acre lot!!. Views of the lake from the front yard. Living room with a dining ''L'' attached that has built in cabinetry, family room with fireplace, and a nice dinette connected to the kitchen. First floor laundry room just off the garage.
$497,000

Single-Family

731 Harvard St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1/2Bathroom(s)
32Picture(s)
1,294Sqft
Welcome home to this incredibly well kept, 4 bedroom home in Oconomowoc! Within walking distance to downtown and Fowler Park, you'll be wowed from the moment you pull up. Fresh landscaping, beautiful perennials, painting and a brand new roof, all before you step foot into the home.
$374,900

Single-Family

1593 Butternut Rdg, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,830Sqft
NEW CONSTRUCTION by Stepping Stone Homes! This CELESTE model will impress you with it's open floor plan. Spacious Kitchen w/stainless appliances, quartz countertops, subway tile, island and pantry. Dinette area opens to nice sized Living Room. Master suite offers private bath and large closet.
$539,900

Single-Family

W346N5340 Elm Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2Bathroom(s)
46Picture(s)
1,655Sqft
Okauchee Lake Living at an Affordable Price! Deeded Lake Access with Pier for Swimming and Fishing. 2 Bedroom Plus Den, 2 Full Bath, Walk-Out Ranch. Open Concept. Large Living Room/Dining Room Combo Opens to Nice Size Kitchen with Loads of Cabinet Space. Family Room with Wood Burning Stove in Walk-Out Lower Level. Deck & Patio! 2 Car Attached Garage and Additional Storage Above.
$384,900

Single-Family

W347N6132 Road I, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2/1Bathroom(s)
49Picture(s)
2,000Sqft
A rare find on Okauchee Lake, cul-de-sac setting w/level, clear swimmable frontage. Front & rear concrete patios, great for entertaining, complete w/ 3 concrete patio sets, hot tub, pier, pump house for watering, mature trees, plantings + nicely landscaped.
$1,399,900

Single-Family

1451 Rosewood Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
9Picture(s)
2,473Sqft
GORGEOUS NEW CONSTRUCTION...ready for immediate occupancy! Spacious 2-story features a Master Suite with tray ceiling, 2-walk-in closets and private bath with double bowl vanity and subway tile lined shower, 3 more generous bedrooms with walk-in closets.
$564,900

Single-Family

607 South St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
30Picture(s)
1,920Sqft
Bring your kitchen and bathroom remodeling ideas when you visit this spacious 3BR &Den home with over 1900 SF. Located within walking distance of downtown shops and restaurants.
$199,900

Single-Family

1325 Rosewood Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
54Picture(s)
2,203Sqft
Beautifully well-maintained spacious ranch offers 3 bedrm 2.5 bath, large living rm/dinette area and granite countertops throughout home. Double sinks in family bath. Pitched ceilings in Living rm, Dinette, Kitchen, and Foyer. Tray ceiling in Master Bedrm. Knockdown drywall w/rounded corners. Ceramic tiled walk-in shower w/ 2showerheads, double sinks in master.
$592,500

Single-Family

N52W34321 Gietzen Dr, Oconomowoc, Wisconsin 53069

4Bedroom(s)
1/1Bathroom(s)
27Picture(s)
1,128Sqft
OKAUCHEE LAKE! Presenting a wonderful lifestyle opportunity not to be missed is this updated 4 bed home boasting generous water frontage on Okauchee Lake. 50' on Park Bay & 50' on Tierney Bay. Welcoming & bright open concept updated kitchen, living & dining areas w/gorgeous updated full bath. 2nd floor features new carpeting & 3 additional bedrooms.
$849,000

Single-Family

1347 Mamerow Ln W, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
32Picture(s)
2,145Sqft
Situated on a serene pond, this incredible 3 bedroom ranch features quality finishes including maple engineered hardwood floors that flow throughout main living areas. Enjoy the stunning water views from the light-filled sunroom & living room while relaxing by the gas fireplace with stone surround.
$500,000

Single-Family

1553 Butternut Rdg, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
17Picture(s)
1,764Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the ROSEBURY floorplan is bright and open with 3 bedrooms, 2 full bathrooms, and a large Great Room! Beautifully appointed Kitchen offers large island, stainless steel appliances, quartz countertops, subway tile backsplash and soft close cabinetry! Nice Master Suite with tray ceiling, large walk in closet and double vanity in bath.
$559,900

Condominiums

320 Pleasant St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
2 or more spaces assignedParking(s)
41Picture(s)
1,222Sqft
Located along the popular Fowler Lake walk! Move in and enjoy the downtown lifestyle! Walk to restaurants, shopping, downtown city events. Remodeled from the studs (per seller) - new wiring, sheet rock, flooring, heating, lighting. New kitchen design, cabinets, appliances! Rustic Alder doors, woodwork and trim throughout. Private balcony.
$360,000

Single-Family

1286 Cardinal Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
21Picture(s)
2,196Sqft
Exceptional 4BR home in Oconomowoc's Wood Creek! Enjoy plenty of curb appeal with the beautifully landscaped lot and covered front entrance. Interior offers an open floor plan with plenty of natural light. Family room includes stone gas fireplace. Kitchen features hardwood floors, island breakfast bar, and SS appliances included. Foyer is flanked by formal living and dining rooms.
$479,900

Single-Family

83 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
1Picture(s)
3,067Sqft
NEW CONSTRUCTION by Stepping Stone Homes! The CECILIA model features a 3 bedroom/3 bath open concept ranch. Thoughtfully designed kitchen equipped with stainless steel appliances, quartz countertops, large island and pantry. Dining area and family room off kitchen are full of natural light. Flex room offers a customizable space for your needs.
$569,900

Single-Family

1450 Prairie Creek Blvd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
22Picture(s)
2,556Sqft
Open concept 4 bedroom, 2.5 bath custom built Koerndoerfer home with soaring ceilings is now available due to a job transfer! Primary bedroom and huge primary bath located on the first floor. Beautiful eat-in kitchen with granite countertops, stainless steel appliances and large pantry look out to the deck and patio. Additional first floor den and laundry.
$609,900

Single-Family

471 South St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
15Picture(s)
1,657Sqft
Great 4 bedroom home, walking distance to parks, library, downtown beach and shopping. First floor bedroom, full bath, and laundry. Spacious updated kitchen with stainless steel appliances, 4 can sit at the breakfast bar/island with prep sink, built in cabinets in the dining area. Three more bedrooms and full bath upstairs, plus a bonus room could be an office space or play area.
$265,000

Single-Family

1710 Morgan Station Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,172Sqft
New Construction - Ready in November! The gorgeous classic exterior styling on this Adams with a 3 car garage will make you feel like it's HOME from first glance! This open flow of the main floor main features a flex room, a spacious great room and kitchen with a huge walk in pantry! Upstairs, the master suite is complete with a large walk in closet, tray ceiling and bath with double vanity.
$498,900

Single-Family

N54W37106 Yale St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
4Picture(s)
1,690Sqft
The Quinn is a 3 bedroom 2 1/2 bath home currently under construction. The first floor is home to common living areas such as the gathering room w/ GFP, dining area, & kitchen w/ quartz counters.
$476,900

Single-Family

1734 Eastlake Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
37Picture(s)
4,117Sqft
This former Model Home is conveniently located in the Eastlake Village of Pabst Farms. The open concept main level features newer Brazilian Cherry Hardwood floors, new carpet and new paint. The Kitchen boasts granite countertops, breakfast island w/seating, stainless appliances and opens up to a sunroom w/vaulted ceiling and great room w/fireplace.
$639,900

Single-Family

1495 Turnberry Cir, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
30Picture(s)
2,747Sqft
Exceptional split bedroom ranch home in Oconomowoc's Briarwood! Exterior was just redone with new roof, gutters, downspouts, paint, and skylight. Interior features an open concept great room with vaulted ceiling and gas fireplace. Open dining room. Kitchen has breakfast bar and appliances included. Main floor laundry room.
$479,900

Single-Family

W381N8356 Rolling River Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
15Picture(s)
2,105Sqft
Stunning inside and out. Large 4 Bedroom, 3 Bathroom Ranch with a gorgeous yard and a 3 Car Garage. Featuring Tile, Stone, and Hardwood Floors. Large Basement Plumbed for a bathroom and ready for your Rec Room Ideas. Peaceful Country Living at River Hills and conveniently adjacent to the beautiful Montery Park.Seller to replace roof within 4-6 weeks.
$499,900

Single-Family

1198 Dorchester Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,404Sqft
Step inside this beautifully updated Oconomowoc home and you'll know this is the one! Stylish quartz counters and sleek new stainless steel appliances showcase a refreshed kitchen that leads into an adjacent dining room. A sunny living room is complimented by a large family room that leads outside to a spacious deck & charming gazebo.
$364,900

Single-Family

1554 Butternut Rdg, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2/1Bathroom(s)
1Picture(s)
1,813Sqft
New construction by Stepping Stone Homes, the 2 story Willow model offers open concept living with 2 bedrooms and 2.5 bathrooms! This fabulous home is located in the Weston Meadows subdivision of Oconomowoc. The spacious kitchen overlooks the great room and includes upgraded cabinetry with crown molding, quartz counter-tops, island, subway tile and stainless steel appliances.
$469,900

Single-Family

93 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
1Picture(s)
1,764Sqft
New Construction by Stepping Stone Homes, this Haverford model in Weston Meadows is from the Pathway Series. It offers over 1800 square feet of living space with a full basement for future expansion. This open concept home offers 3 BR and 2.5 baths, along with first floor laundry.
$474,900

Single-Family

1320 Rosewood Ct, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3Bathroom(s)
30Picture(s)
3,694Sqft
Remarkable newer ranch home with finished lower level on a cul-de-sac lot in Oconomowoc's Prairie Creek Ridge! Enjoy great curb appeal with a 3-car garage and covered front entrance. Spacious interior includes 5BR/3BA and an open concept floor plan. Vaulted kitchen-great room. Option for den or dining room off foyer. Great room features corner gas fireplace.
$629,900

Single-Family

N53W34357 Road Q, Oconomowoc, Wisconsin 53069

3Bedroom(s)
3Bathroom(s)
30Picture(s)
1,870Sqft
Private setting with 225' of frontage on Okauchee's Tearney Bay. 1996 built walk out ranch with cement board siding features open concept granite kitchen, living room with gas fireplace & dining space, all with lake views. Spacious owner's suite with walk-in closet & updated bath. The 2nd bedroom is currently used as an office.
$1,049,000

Single-Family

800 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

4Bedroom(s)
4Bathroom(s)
32Picture(s)
2,936Sqft
Get ready to fall in love with this Oconomowoc ranch pool home w/ dual suites - perfect for in-laws! The open concept, split ranch is super spacious w/ oversized living areas & vaulted ceilings. Huge kitchen with tons of counter space and natural light. Recently master suite addition is HUGE & features an oversized walk-in-closet, custom walk-in shower and private deck near the pool.
$499,000

Single-Family

W358N5965 Hackney Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
3Picture(s)
3,070Sqft
Brand new construction in desired Misty Meadows subdivision in Oconomowoc just minutes from Okauchee Lake! Beautiful open concept ranch on almost 3/4 of an acre with white oak floors throughout, 9' ceilings, extra large gas fireplace, pantry, and everything you need all on one floor. Bonus lower level to be finished with a 4th bedroom and 3rd full bath and a huge family room.
$568,000
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