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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

409 Concord Rd, Oconomowoc, Wisconsin 53066

1Bedroom(s)
1Bathroom(s)
11Picture(s)
1,121Sqft
This location is perfect for walking downtown and is close to everything Oconomowoc and Lake Country have to offer. Numerous possibilities to improve this property to meet your needs. Loads of storage space between the detached garage and additional storage building.
$137,000

Condominiums

1657 Belmont Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
27Picture(s)
1,570Sqft
Beautiful Ranch 2 bed, 2 bath, 2 car garage Condo built by Kingsway Homes. Only about 1.5 years new!! Separate Main floor utility rm w/cabinet & storage shelves. Gas Fireplace, granite counter tops@ Kitchen w/stainless appliances. Corion tops in both baths. Pantry @Kitchen w/auto light. Hardwood floors thru out except tile in baths/carpet@ both bedrooms. Approx 1570 sq ft.
$519,900

Single-Family

824 High St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
25Picture(s)
1,261Sqft
Don't miss this adorable 4 bedroom ranch on a quiet, non-through street featuring a plethora of updates! As you approach the home, you will find a newer concrete driveway that leads you to a 2.5 car attached garage. Step inside and be greeted by a lot of natural light & fresh paint. Find all new luxury vinyl plank throughout the first floor.
$314,900

Single-Family

1791 Morgan Station Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
5Picture(s)
1,690Sqft
The Washburn offers 3 beds and 2 baths in this split ranch plan with a spacious great room and a angled gas fireplace creates a beautiful focal point to the room. This home offers an open kitchen with a raised snack bar and pantry. The master suite includes a WIC and private bath.
$474,800

Condominiums

1623 St Andrews Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,739Sqft
UNDER CONSTRUCTION! Located a stones throw from 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.
$619,900

Condominiums

1610 Vico Pass, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
42Picture(s)
2,046Sqft
MOVE IN READY - Dolcetto Design. Located a stones throw from Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy.
$719,900

Single-Family

535 Grove St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
42Picture(s)
1,414Sqft
Welcome Home to this beautiful Victorian/Federal style home with serene lake views from your front porch. You are going to LOVE living in the Fowler Park Neighborhood & being walking distance to Fowler Lake Park (beach, tennis courts, etc), Fowler Lake as well as the awesome downtown area of Oconomowoc! This quality home has hardwood floors, crown molding, wainscoting & built in bookcases.
$299,900

Condominiums

N53W35269 Lighthouse Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
3Bathroom(s)
Private garageParking(s)
25Picture(s)
2,793Sqft
You're home in this ranch condo in Oconomowoc's desirable Bay Pointe. The units in Bay Pointe are side-by-side ranch homes featuring an open concept floorplan and 9' ceiling. Featuring hardwood flooring, gas fireplace in living room, kitchen island and sun lit 4 seasons room with access to the patio and the private backyard surrounded by greenspace.
$449,900

Single-Family

1073 Christopher Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
19Picture(s)
2,056Sqft
Welcome to this affordably priced, turnkey charmer on a cul-de-sac in the popular Nature Hill School area. This 3 bedroom, 2 bath bi-level has been updated throughout! The open concept kitchen, dining and living room offers gracious space and style featuring beautiful hardwood floors and a custom, moveable kitchen island. You'll love the main bath outfitted with the latest decor.
$350,000

Single-Family

235 Woodland Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,828Sqft
Enjoy boating on Lac LaBelle from your private pier! One of Oconomowoc's favorite neighborhoods, The Woodlands, is located just past City Beach & downtown activities, shops, restaurants & more. There is also a neighborhood swimming beach at the end of the block. This classic home has been freshly painted throughout and has beautiful hardwood floors that have just been refinished.
$879,000

Single-Family

1286 Niagara Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
33Picture(s)
2,442Sqft
Open concept 4 bed Tim O'Brian Green Certified home in Lakewood Estates! You will enjoy cooking and entertaining in this welcoming yet functional kitchen / great room combination. Walk-in pantry, dual oven, & tile backsplash are just a few of the kitchen features.
$459,000

Condominiums

N55W35038 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
14Picture(s)
1,506Sqft
Only one side-by-side left. Under 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.
$549,900

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

Condominiums

W398N6075 Autumn Woods Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
39Picture(s)
1,506Sqft
IMMACULATE condition condo awaits new ownership! Plenty of room to comfortably relax in this 2 BR, 2 Full BA upper unit. End unit which adds extra privacy. Newly renovated kitchen with granite countertops, tile backsplash, laminate wood flooring. Newer oven/range, microwave and dishwasher. Refrigerator and washer/dryer are original but in excellent condition.
$275,000

Single-Family

W379N8352 Mill St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
5Picture(s)
1,216Sqft
Great for the investor in you! Needs work. Three bedrooms- main floor bedroom and main floor laundry. 2 car detached garage.
$149,900

Single-Family

1537 St Andrews Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
26Picture(s)
2,117Sqft
FIRST TIME OFFERED, lovely open and light french-country style ranch home in desirable Briarwood! One-owner home boasts tasteful updates, soaring ceilings, and spacious floor plan. Beautiful landscaping surrounds this prize, with close proximity to the bike trails, shopping and I94. Fenced, side/rear yard, new roof, and plumbed-in area for future bath in lower level.
$499,900

Single-Family

4408 Deer Park Rd, Oconomowoc Lake, Wisconsin 53066

5Bedroom(s)
4/2Bathroom(s)
27Picture(s)
13,000Sqft
THE CARRIAGE HOUSE OF DANFORTH LODGE! This outstanding brick residence was the original carriage house of the Armour/Valentine estate on Oconomowoc Lake. Over 13,000 square feet complete with an indoor pool, an authentic English Pub, an outstanding kitchen and numerous guest quarters.
$2,400,000

Single-Family

545 Lapham St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
35Picture(s)
1,554Sqft
HERE IT IS! A beautiful home w/ 110ft of water frontage on the Oconomowoc River. You're connected to 4 major lakes in Lake Country and endless water activities. This desirable property is a corner lot next to Cherry St Bridge & Park. You'll find striking charm, history and views of the water throughout. Enjoy a bright and spacious kitchen, main fl.
$430,000

Single-Family

1734 Eastlake Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
47Picture(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.
$619,900

Single-Family

712 State St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
55Picture(s)
1,380Sqft
UPDATES UPDATES! From floor to ceiling, updates are everywhere in this Victorian w/freshly painted 3 season front porch & 1.5 car detached garage. Main level offers large LR that flows into beautiful remodeled KIT/DR featuring Quartz counters, tile backsplash, & SS appliances. DR opens up to deck & private tree-lined backyard from sliding patio door.
$314,900

Single-Family

1091 Evergreen Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
36Picture(s)
2,157Sqft
This stunning home could be yours! The kitchen offers maple cabinets, granite countertops, huge island, upgraded appliances & walk in pantry anyone is sure to love! Open concept to dining area with patio doors to stamped patio & spacious landscaped yard.
$469,900

Single-Family

1360 Concord Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
12Picture(s)
1,074Sqft
MOTIVATED SELLER - PRICED TO SELL! Minutes to shopping, restaurants, and highway I-94. Upon entry, you will be greeted with views of gorgeous, mature trees on huge 1+ acre lot. This home has an abundance of natural light. Oversized bedrooms with sliding doors leading to private deck, a perfect way to enjoy your morning coffee, or an afternoon sunset.
$299,900

Single-Family

1121 Juniper Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,288Sqft
NEW Construction! Move In Ready: February 2023! The Catalina model features 4 BR's 2.5 BA's and a Flex Room with French Doors. The Kitchen offers plenty of space complete with a large Kitchen island, quartz countertops and a pantry for storage. The Family Room includes a corner gas fireplace with stone to ceiling detail and luxury vinyl plank flooring.
$454,900

Single-Family

36140 LaLumiere Rd, Oconomowoc Lake, Wisconsin 53066

4Bedroom(s)
1/1Bathroom(s)
27Picture(s)
1,261Sqft
Rare Opportunity to have a home with access to Oconomowoc Lake for under $500,000.00! Imagine your pontoon and fishing Boat just steps out of your back door! Shared beach swimming frontage is also on the Lake itself.
$499,990

Single-Family

937 Royalty Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
48Picture(s)
1,564Sqft
This 3+ bedroom, 2 bath Ranch is located on a quiet cul de sac with mature landscaping to enjoy all the seasons! The many amenities include open floor plan, sunroom, hardwood floors, first floor laundry, 4th bedroom in lower with egress window, rec room area, and lots of storage space.
$350,000

Single-Family

1245 Juniper Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,739Sqft
Newer home in a great neighborhood! Beautiful kitchen includes granite, sit-at island, oversized pantry, maple cabinets, and laminate wood flooring. Livingroom has corner gas fireplace with stone detail to ceiling and box tray ceiling. Master Suite features box tray ceiling, walk in closet, and double bowl vanity. All interior walls are insulated.
$494,900

Single-Family

754 Prestwick Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
58Picture(s)
2,857Sqft
Oconomowoc split bedroom ranch home in a great location. Abundant space on main and lower levels, awaiting your updates. Fireplace on each floor. Formal dining room. Primary bedroom has a double sink, jetted tub and walk-in closet. A wet bar in the lower level has good space to entertain friends and family. Whole house speaker system.
$549,900

Single-Family

1485 Riverline Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
25Picture(s)
2,203Sqft
Welcome to the neighborhood! Beautiful 3 bedroom ranch in Riverline Subdivision. Large, park-like lot that backs up to farm field. Enjoy the open living/entertaining spaces as well as the attached sunroom that looks out to the patio. Easy access to 94 corridor and all that Oconomowoc has to offer.
$449,000

Single-Family

1240 Mamerow Ln W, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
37Picture(s)
2,137Sqft
Located in the highly desirable Hickorywood Farms in Oconomowoc! Beautiful 3BR/2.5BA ranch offers smart tech features. Many touches take this home from builder grade to cozy. Kitchen has quartz counters, loads of soft close cabinets, & under cab lighting. Bright dining overlooks great room with 11' ceilings & electric FP.
$575,000

Single-Family

W347N5258 Road Q, Oconomowoc, Wisconsin 53069

4Bedroom(s)
3Bathroom(s)
89Picture(s)
3,000Sqft
Priced to sell. Looking for that Northwoods feel but close to Lake Country amenities? Then this custom built home sitting on a beautiful 1.7 acre private setting is a must see. Take in the private pond views from the homes wrap around deck or the lakeside gazebo . Open concept home with large windows & cathedral ceilings. Ideal for entertaining.
$795,000
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