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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

1345 Goldenrod Way, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,805Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction Lauren 1800 is a 3 bedroom/2 bath ranch home that is UNDER CONSTRUCTION. This home has a generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen & dining - at the back of the home for privacy.
$508,900

Condominiums

906 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
11Picture(s)
1,475Sqft
Spacious 2BR 2BA stairless unit. Open concept kitchen, dining and great room.The kitchen has an abundance of cabinet and counter space and pantry. The great room is accented by gas fireplace and patio doors leading to your patio. Huge Master Bedroom w/ walk-in closet and a private ensuite (walls & ceiling freshly painted).
$225,000

Single-Family

739 Roosevelt Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
26Picture(s)
2,800Sqft
Wonderful huge Family/Great Room with engineered wood flooring & a fireplace is open to the kitchen, a screened porch and a large deck overlooking the fenced side yard. The lower level has a 2 rec rooms, 2 dens with closets & windows, full bath, laundry room, lots of storage areas. Enjoy the great location near Fowler Park.
$285,000

Single-Family

W356N6725 Stonewood Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
29Picture(s)
3,399Sqft
Rare opportunity awaits in the Woodside Farms Subdivision! This like-new construction, original owner, sprawling ranch home offers an open-concept floor plan with serene views! Perfect for entertaining, a large walk-out deck (31x14ft) sits off of the kitchen and unites the interior of the home to the exterior.
$649,000

Condominiums

N55W35047 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,506Sqft
Under Construction on pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$509,900

Condominiums

N55W35041 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,506Sqft
Under Construction on pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$509,900

Condominiums

N55W35025 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,506Sqft
Under Construction on pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$529,900

Single-Family

1527 Whalen Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,805Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction Lauren 1805 is a 3 bedroom/2 bath ranch home that is UNDER CONSTRUCTION. This home has a generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen & dining - at the back of the home for privacy.
$521,900

Single-Family

1521 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,200Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new home is UNDER CONSTRUCTION. This 2-story home has its kitchen, morning room & gathering room w/ GFP positioned in an open-concept format. The kitchen features quartz counters, tile backsplash, SS appliances, WIP & island w/ seating.
$537,900

Single-Family

1357 Goldenrod Way, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,200Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new home is UNDER CONSTRUCTION. This 2-story home has its kitchen, morning room & gathering room w/ GFP positioned in an open-concept format. The kitchen features quartz counters, tile backsplash, SS appliances, WIP & island w/ seating.
$549,900

Single-Family

1517 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,203Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new home is UNDER CONSTRUCTION. The Elise 2203 offers a kitchen which features a walk-in pantry, quartz counters, s,s, apps, tile backsplash & prep island with seating. Moving past the dining area, the spacious gathering room offers a cozy GFP.
$535,900

Single-Family

1531 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,407Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction Francesca 2407 is UNDER CONSTRUCTION. The Francesca is a spacious home for those that needs both communal & private spaces. The 1st-floor is home to the gathering room w/ GFP which is open to the kitchen & morning room. The kitchen features quartz counters, S.S.
$565,900

Single-Family

1351 Goldenrod Way, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,407Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction Francesca 2407 is UNDER CONSTRUCTION. The Francesca is a spacious home for those that needs both communal & private spaces. The 1st-floor is home to the gathering room w/ GFP which is open to the kitchen & morning room. The kitchen features quartz counters, S.S.
$576,900

Single-Family

709 Washington St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
21Picture(s)
1,352Sqft
Location .... Location ... Location! Bring the Kayaks, canoes and poles! Dream setting for this 3 bedroom 1.5 bath house with fenced in yard backing up to Riverside Park and river views! Move right in and enjoy the views next to the fireplace in the living room with wall of windows letting the sunlight shine in. Nice sized kitchen, remodeled half bath and dining area complete the main floor.
$334,900

Single-Family

1044 Winterberry Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
36Picture(s)
1,855Sqft
Pride of ownership shows throughout this sprawling split ranch in prestigious Long Meadow Subdivision. This 4BR/3BA home features open-concept kitchen, dinette, great-room and DR, with soaring cathedral ceilings, perfect for entertaining! Kitchen includes quartz tops, breakfast bar and SS appl. Great-room with HWF and floor-to-ceiling GFP leads to gorgeous 3-season room adding more space to roam.
$499,000

Single-Family

W379N8428 Mill St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
33Picture(s)
1,276Sqft
Situated on 125' of river frontage on the Ashippun River, this classic home will welcome you with an enclosed porch, elegant millwork, spacious dining room and family room with windows overlooking the river. Upstairs you will find three bedrooms: the primary bedroom is oversized and offers river views. Updates include newer windows and a newer 2.5 car garage with large upper attic storage.
$299,900

Single-Family

1147 Willow Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,739Sqft
NEW CONSTRUCTION - Ready May 2022! Our Wingra model is a 3 Bed, 2 BA, 2.5 Car Garage, split ranch with an open concept layout. The Kitchen boast quartz countertops, maple cabinets with soft close, corner walk-in pantry and a large island with overhang, great for entertaining family and friends!.
$427,900

Single-Family

1244 Evergreen Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
34Picture(s)
3,089Sqft
Exceptional 2 year old home with a beautiful lot backing up to a pond in Oconomowoc's Pine Ridge subdivision! This spacious ranch home with a total of 3089 sq ft (total upper and lower level) features a split bedroom, open concept floor plan. Entry foyer opens to large great room with vaulted ceiling and gas fireplace.
$499,000

Single-Family

216 Franklin St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
19Picture(s)
1,532Sqft
Cute home nestled close to downtown Oconomowoc. Walk to enjoy the great restaurants, shops, and lake activities only a few blocks away! New roof in 2019, updated paint and bathrooms. Large yard with additional basement access from the outside. Many updated windows and flooring. 13x9 enclosed front porch, 9x5 updated back porch, 12x22 garage.
$249,900

Single-Family

668 Daffodil Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,208Sqft
Beautifully updated ranch home in the desirable ''Flower Streets'' neighborhood. Enjoy newly refinished hardwood floors, new bright white kitchen outfitted with new stainless steel appliances, and updated bathrooms. Optional laundry hook up in the 2nd full bath on the main floor or keep it in the lower level. Energy saving tankless water heater was new in 2018.
$374,900

Condominiums

297 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
2 or more spaces assignedParking(s)
28Picture(s)
1,389Sqft
This 2 Bedroom plus Den Condo is bright and airy throughout! With Galley style kitchen opening to living room with Cathedral Ceilings. The Bonus Enclosed Porch is a great spot to relax and unwind. The ample sized bedrooms with new windows, walk-in closets, both with their private access to the full bathrooms. Laundry room off kitchen offers great additional pantry storage.
$244,900

Single-Family

223 Shore Cir, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
47Picture(s)
3,269Sqft
SPACIOUS 5BD/3.5BA 2 STORY W/LL EXPOSURE ON A BEAUTIFUL LOT W/VIEW OF POND. Kitchen w/ample cabinets, SS appliances, pantry & snack bar for 4. Spacious Dining area has patio doors that lead to a large deck. Living Rm w/gas or natural fireplace, vaulted ceiling and huge windows all featuring new flooring. Den or Dining rm on main w/french doors.
$459,900

Condominiums

265 Thurow Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
24Picture(s)
1,215Sqft
Call the movers! It's time to ditch the shovel and lawn mower! Lake Country condo living is here! Never been lived in, this beautifully finished unit with espresso cabinets, granite counters, and all appliances is ready for the next proud owner. Secure building offers heated underground parking with extra garage, storage locker, & extra lot parking for guests.
$294,900

Condominiums

269 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
28Picture(s)
1,674Sqft
This Spacious condo with vaulted ceilings overlooking conservancy and access to Lake Country Trail has plenty of windows with natural light. Fresh paint and new carpeting make this condo ''like new''. 3 large bedrooms (3rd bedroom is being used as a dining room) and 2 full bathrooms and in-unit laundry. The 3 season room adds a great seating area to enjoy the southern sun.
$285,000

Single-Family

1655 Mamerow Ln W, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,338Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the beautiful 2-story CLARA model offers 3 Bedrooms and 2.5 Baths. All BRs up w/convenient upstairs laundry! Spacious MBR w/private MBA & large WIC. Open concept Kitchen/Sunroom, and Living Room w/ cozy electric fireplace.
$499,900

Single-Family

1205 Mamerow Ln E, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
1Picture(s)
2,001Sqft
NEW CONSTRUCTION by Stepping Stone Homes, The ELIZA model offers a split floorplan w/3 Bedrooms, 2 full Bathrooms and a flex room, perfect for an at home office! Enjoy the private backyard with conservancy views.
$499,900

Vacant Land

Lt8 Baltic Pass, Oconomowoc, Wisconsin 53066

4Picture(s)
0Sqft
Desirable new neighborhood in the Oconomowoc School District minutes away from the new Meadow View elementary school. This great new neighborhood offers a quiet, serene setting yet minutes away from schools, shopping and lakes. Choose your own builder in this new development which boasts large lots (about 1 acre), open space and black Kentucky Criss Cross fencing on Hwy K and part of Rd. J.
$139,900

Single-Family

920 Tanglewood Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
32Picture(s)
2,174Sqft
Nestled in a private wooded setting this exceptional home offers so much. Rising ceilings with lots of bright open spaces. Living room has gas fireplace. Hardwood floors truly compliment open concept in home. One has to see the large four season room that offers peace, tranquility and privacy. The large family room has a wood burning fireplace and is right off kitchen.
$324,900

Condominiums

N55W35021 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,506Sqft
Under Construction on pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$529,900

Condominiums

1061 Regent Rd, Oconomowoc, Wisconsin 53066

1Bedroom(s)
1Bathroom(s)
SurfaceParking(s)
16Picture(s)
728Sqft
Why rent when you can own! One bed one bath unit available in Lake Country! Enjoy mornings on the patio overlooking the pond and the convenience of in-unit laundry. 1 heated indoor parking space (number 26) and 1 surface parking space. Storage unit space is number 626.
$134,900
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