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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

W380N8291 Mill St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
20Picture(s)
2,210Sqft
Lots of room in this rural setting! Absolutely charming 4 bedroom 3 bath home with large rooms. Home has bright kitchen with center Island & breakfast bar, Refrigerator, Oven/Range, including built in microwave & dishwasher! Laundry area in lower level includes washer & dryer. Note: plumbing in upper level for laundry. Large formal dining room.
$314,900

Single-Family

W345N5298 Tearney Dr, Oconomowoc, Wisconsin 53069

6Bedroom(s)
3/1Bathroom(s)
36Picture(s)
4,319Sqft
Okauchee Lake! This home is the ultimate in luxurious lakefront living. Those who appreciate room to move will adore the 3 generous levels of living space plus an expansive deck where you can relax w/guests & admire the lake views. The kitchen & breakfast area will put a smile on the face of any cook.
$1,375,000

Vacant Land

Lt0 Road Q, Oconomowoc, Wisconsin 53066

19Picture(s)
0Sqft
Buildable lot with frontage on Tierney Lake that will get you into Okauchee Lake, is ready for you to start building. Much of the preliminary work has been done, survey, grading plan, house plan, and information on variances from Waukesha County. This a great opportunity to live in this lake neighborhood on a no thru street for added privacy.
$249,000

Single-Family

N57W38485 Beggs Isle Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
14Picture(s)
2,922Sqft
Once upon a time there was a magical place called ''Beggs Isle'' on Lac La Belle- & it's still there. You just don't hear much about it because it's so private & secluded, but the ''magic'' remains! Imagine driving down a tree-lined archway, past your private tennis courts, over the bridge to 1.08 acres with panoramic views.
$1,790,000

Condominiums

1636 Toscano Ter, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,607Sqft
Located on the shores of Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$489,900

Single-Family

1154 Wisconsin Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
33Picture(s)
2,248Sqft
Stunning Lac La Belle lakefront property with newer construction ranch-style home! Enjoy the 60 ft of swim-able frontage with gorgeous views. Quality custom home built in 2015 by Aspen Builders.
$1,200,000

Condominiums

N55W35124 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
35Picture(s)
1,506Sqft
Completed New Construction off pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a zero 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.
$414,900

Single-Family

1331 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
37Picture(s)
2,403Sqft
This 2-story home has plenty of living space w/ the kitchen, morning room & great room w/ an open-concept format. The formal dining room & home office are located at the front of the home. The gourmet kitchen features quartz counters, WIP, island w/ seating & s.s. kitchen appliances.
$517,900

Single-Family

1263 Mamerow Ln W, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
26Picture(s)
2,230Sqft
New construction by Stepping Stone Homes, the CAMDEN model features all of today's smart home technology! This beautiful 3BR/2.5BA 2 story offers a gorgeous Kitchen w/ quartz countertops, soft close cabinets, under cabinet lighting and high end appliances. Great Room w/fireplace and a Sunroom that lets in all the natural light! All bedrooms w/walk-in closets. Convenient upper level laundry.
$444,900

Single-Family

1321 Mamerow Ln W, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
15Picture(s)
2,651Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the ISABELLA model features all of today's smart home technology! This beautiful 4 bedroom/2.5 bath open concept 2 story offers a gorgeous Kitchen w/quartz countertops, soft close cabinets, under cabinet lighting and high end appliances. Large Great Room w/electric fireplace.
$489,900

Condominiums

1634 Toscano Ter, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,739Sqft
Located on the shores of Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$504,900

Condominiums

1639 Toscano Ter, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,107Sqft
Located near Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$594,900

Condominiums

W354N5353 Coastal Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,811Sqft
Under construction, single Family condominium. Located a few blocks away from Okauchee Lake, 3 minutes from Hwy 16 & 10 minutes off I-94 this condominium home won't last long. This 1811 square foot split-bedroom ranch home provides plenty of elbow room. The large great room w/ GFP & coffered ceiling is adjacent to the gourmet kitchen with custom cabinets, quartz counters, S.S.
$494,900

Condominiums

N55W35148 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
1,506Sqft
Completed New Construction off pond unit. The Adalyn is our new open-concept side x side ranch condo. Offering zero-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.
$414,900

Condominiums

N55W35156 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
29Picture(s)
1,506Sqft
Completed New Construction off pond unit. The Adalyn is our new open-concept side x side ranch condo. Offering zero-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.
$429,900

Single-Family

651 Wilson St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
33Picture(s)
1,082Sqft
This is your opportunity! This quaint 2 bed, 1 bath ranch with spacious back yard is available now. Located in the coveted Oconomowoc Heights neighborhood, it is perfectly positioned just steps from the walk around the lake, downtown Oconomowoc and all the local shops and eateries. The open floor plan was ahead of its time and functions wonderfully.
$184,900

Single-Family

1384 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,501Sqft
Exceptional new construction 4BR home in Oconomowoc's Prairie Creek! Scheduled for completion Summer 2020. Introducing the Westbay Model by Clavette Homes. Spacious interior features 2501 sq ft of living space and plenty of upgrades throughout. Great room with gas fireplace. Kitchen has island, upgraded surfaces, and SS appliances included. Large upper level bedrooms.
$485,000

Condominiums

N55W35142 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
31Picture(s)
1,506Sqft
Completed New Construction off pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering no-step entry at 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.
$414,900

Condominiums

N55W35150 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
29Picture(s)
1,506Sqft
Completed New Construction off pond unit. The Adalyn is our new open-concept side x side ranch condo. Offering zero-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.
$414,900

Condominiums

N55W35128 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
35Picture(s)
1,506Sqft
Completed New Construction off 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.
$414,900

Condominiums

N55W35147 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
1,506Sqft
Completed New Construction pond unit w/ walkout basement. The Adalyn is our new open-concept side x side ranch condo. Offering 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.
$439,900

Single-Family

1351 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
35Picture(s)
2,403Sqft
This 2-story home has plenty of living space w/ the kitchen, morning room & great room w/ an open-concept format. The formal dining room & home office are located at the front of the home. The gourmet kitchen features quartz counters, WIP, island w/ seating & s.s. kitchen appliances.
$519,900

Single-Family

1337 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,815Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction split-bedroom ranch home is move in ready. The kitchen features an abundance of cabinetry, quartz counters, s.s. kitchen appliances, a WIP & an oversized island w/ seating. The dining room offers another option for dining outside of the kitchen.
$489,900

Condominiums

N55W35141 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
31Picture(s)
1,506Sqft
Completed New Construction pond unit w/ walkout basement. The Adalyn is our new open-concept ranch side x side condo. Offering no-step entries @ 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.
$439,900

Single-Family

1341 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,811Sqft
New construction split-bedroom ranch home located just off Hwy 16. This home offers a large great room w/ 10 foot coffered ceiling, GFP & LVP flooring. The kitchen has quartz counters, backsplash, s.s. kitchen appliance package, WIP & an oversized island w/ seating for casual meals.
$482,900

Condominiums

N55W35096 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
32Picture(s)
1,506Sqft
Move in ready new construction off pond unit,. The Adalyn is our new open-concept ranch side x side condo. Offering zero 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.
$421,900

Single-Family

1345 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,803Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction 3 bedroom/2 bath ranch home is nearing completion. A generously sized master bedroom & shared living spaces - including the great room w/ GFP, kitchen & dining - at the back of the home for privacy.
$482,900

Single-Family

N67W34230 Jorgenson Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
50Picture(s)
2,814Sqft
If you are looking for a home in stellar condition here it is. Brazilian cherry floors, maple cabinets, wide moldings, six panel doors, arched openings, built in planning desk in kitchen, with stainless steel appliances. Awesome sun room, with ceramic tile and ceiling fan. This four bedroom, 2 and a half bath Colonial sits on an elevated cul du sac. The back yard is tree lined for your privacy.
$469,900

Single-Family

1280 Orchard Cir, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
35Picture(s)
3,200Sqft
*Taking Secondary Offers* Welcome home to this exceptional Oconomowoc ranch, located in the sought after Apple Grove Estates Subdivision! This home is move-in ready with updated flooring, new windows, doors and so much more! (See attached updates sheet).
$389,900

Single-Family

N56W34526 Road F, Oconomowoc, Wisconsin 53066

4Bedroom(s)
4/1Bathroom(s)
28Picture(s)
4,000Sqft
Remarkable home and setting with 278 ft. of prime main lake frontage on Okauchee Lake! This premier lot offers level swim frontage, boat house, and incredible lake views. Home offers nearly 4000 sq. ft. of living space with lake views from every room. Vaulted great room with a wall of lakeside windows. 2-sided fireplace to family room. Open kitchen features center island and appliances included.
$1,695,000
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