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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

1367 Windwood Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,400Sqft
Move-in Ready 9 ARW Margot Cottage. Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$624,900

Single-Family

W360N7322 Carol Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
13Picture(s)
1,602Sqft
This charming 3 bedroom, 1.5 bathroom home offers both tranquility and convenience in one perfect package. Step inside and be greeted by a beautifully remodeled kitchen with an open concept design creating a seamless flow between the kitchen, dining area, and living room.
$399,000

Single-Family

758 Burr Oak Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,880Sqft
Move-in Ready 18 ARW Sawyer Craftsman. Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$539,900

Single-Family

655 Heather Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
37Picture(s)
1,636Sqft
Meticulously maintained 3 bedroom ranch home ideally located in the heart of Oconomowoc. Within walking distance to the Fowler Lake walk.
$450,000

Single-Family

1778 Mineral Springs Blvd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
4/1Bathroom(s)
61Picture(s)
6,700Sqft
Wow-One of a kind! Former Parade of Homes Model & fully furnished! This home lends itself to a host of living,entertaining & sporting lifestyles. A paver brick walkway winds past Koi pond & waterfalls as you enter the beautiful open concept over the top elegant main level.
$1,199,900

Single-Family

517 Cassie Lynn Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
37Picture(s)
3,603Sqft
Stunning custom home set on a private wooded backdrop, with pond views in the coveted Orchards at River Bluff subdivision. LOW HOA & LOCATION IS PRIME! Highlights of this home include a fully exposed lower level, custom theatre room and a dramatic 2-story great room with a gas fireplace. The open kitchen features a breakfast bar, granite countertops, and SS appliances.
$695,000

Single-Family

437 5th St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
44Picture(s)
1,040Sqft
READY TO CREATE AN EXPRESSION OF YOURSELF!! You'll feel right at home as you enter this warm and welcoming 3 bedroom, 1 bath ranch style home. Bright kitchen, filled with oak cabinets, provides what every chef needs, garden window for extra sunlight. Cheerful living room/dining area flow together harmoniously with sunny picture window. Rec room in lower level for entertaining.
$250,000

Single-Family

1162 Juniper Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,189Sqft
NEW CONSTRUCTION- Move in ready - December 2023!! - This beautiful Hudson model has all the amenities you are looking for! The Kitchen includes upgraded quartz countertops, a workspace island with overhang for additional seating, and is open to the Great Room which has a gas fireplace with beautiful stone to ceiling detail and LVP flooring.
$467,900

Single-Family

514 5th St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,355Sqft
Charming 3BR/2BA Ranch with a fenced-in yard and partially-finished LL with rec room is ready for its next ownership! This open concept main floor makes entertaining a breeze! Sun-filled LR is overlooked by the updated eat-in kitchen. Here, find HDWD flooring, white cabinetry, granite countertops, SS appliances, and under-mount sink.
$289,900

Two-Family

313 Oakwood Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
Driveway entranceParking(s)
71Picture(s)
0Sqft
VERY RARE DUPLEX IN AMAZING LOCATION. VIEWS OF FOWLER LAKE, walkable to Fowler Park, Lac La Belle, downtown Oconomowoc. OVER $75,000 IN UPDATES:roof, siding, double-hung windows, gutters, lower kitchen, bath, flooring, furnace, sewer lateral replaced (see 'Seller Updates' for more).
$365,000

Single-Family

1211 Yorktown Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
25Picture(s)
1,584Sqft
If home ownership is calling your name, welcome home to this charming Ranch home in Oconomowoc! Why rent when you can own your own piece of the American Dream? Pride of ownership is present throughout. The kitchen has been updated by Ware Design, complete with high-end finishes and a stunning island.
$380,000

Single-Family

W395N5876 Laketon Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
25Picture(s)
1,123Sqft
OCONOMOWOC RANCH. You will be hard pressed to find a cleaner home than this. Built in 1968 this beautiful well kept, one owner home, is in immaculate condition.The original hardwood floors are in pristine condition as is the rest of the home. This charming gem features 3 bedrooms and 1.5 baths. The home sits on a large private half acre lot in a wonderful subdivision of well cared for homes.
$350,000

Single-Family

N52W35167 Lake Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
25Picture(s)
727Sqft
Looking to GET ON THE WATER!! This is your chance! Perfectly charming Okauchee Lake Home w/ classic T&G knotty pine walls & vaulted ceiling, HWF/Slate tile/New LVP & open concept! Walk to bars, restaurants & community events! Newer kitchen cabinets & Appliances, INSTANT water heater, cozy gas fireplace, fenced in yard, large no maintenance deck & permanent pier!! Home also
$724,900

Condominiums

1568 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
11Picture(s)
2,332Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level with full size windows. Great room with gas fireplace adjacent to stunning kitchen with gorgeous quartz tops and full suite of appliances. Spacious dining room with cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Condominiums

1566 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
9Picture(s)
2,395Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level with full size windows. Great room with gas fireplace adjacent to stunning kitchen with gorgeous quartz tops and full suite of appliances. Spacious dining room with cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Single-Family

1085 Spruce Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,900Sqft
Built in 2020, this 'like new'' construction home has all the amenities you're looking for. This raised ranch has 3 bedrooms, 2 baths + flex room. Enjoy open concept living! Quartz countertops, lots of closet space and walk-out basement that is also plumbed for another bath. Sit back and relax on a raised deck overlooking a beautiful view! Convenient location and just a fantastic home.
$539,000

Condominiums

1758 Bess Ct, Oconomowoc, Wisconsin 53066

2Bedroom(s)
3Bathroom(s)
Private garageParking(s)
19Picture(s)
2,484Sqft
Experience an unparalleled gem in Village Crossings Condos at Pabst Farms. This exquisitely designed condo offers matchless luxury, top-tier amenities, and a fully finished lower level with wet bar and open living -- no construction wait. Enjoy a spacious open living area bathed in natural light, featuring a gas fireplace.
$618,800

Single-Family

1036 Wisconsin Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
36Picture(s)
2,596Sqft
LAC LA BELLE. Rare opportunity to be on beautiful Lac La Belle at an affordable price. This extremely well maintained ranch home sits on a large lot with 67 feet of prime sand bottom lake frontage. This amazing lake home offers 2600 sq ft of living space with 3 Bedrooms, 2.5 Baths, formal dining RM, fireplace and a hot tub for relaxing.
$1,375,000

Single-Family

W358N5115 Crestview Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
24Picture(s)
1,791Sqft
Welcome to your dream home in Oconomowoc! This stunning contemporary gem offers an exquisite blend of style and functionality. With a finished walk-out basement boasting an entertainment haven complete with a wet bar and 1/2 bath, this home is designed for both relaxation and fun. The stone fireplace in the living area adds a touch of warmth and charm.
$420,000

Single-Family

1500 Woodside Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
41Picture(s)
3,420Sqft
Welcome home to this beautiful and spacious 4BD/3.
$574,900

Condominiums

1586 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
9Picture(s)
2,478Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level. Great room with gas fireplace adjacent to stunning kitchen with gorgeous quartz tops and full suite of appliances. Spacious dining room with cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Condominiums

1588 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
7Picture(s)
2,376Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level with full size windows. Great room with gas fireplace adjacent to stunning kitchen with gorgeous quartz tops and full suite of appliances. Spacious dining room with cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Single-Family

1030 Keats Cir, Oconomowoc, Wisconsin 53066

5Bedroom(s)
2/1Bathroom(s)
44Picture(s)
3,997Sqft
Welcome to this stunning Colonial that is the perfect blend of updates and spacious living. Upon entering you'll notice the warmth of the hand scraped wood floors that guide you through an open concept layout. Relax by the fire place in the cozy living room or bask in the natural light from the adjacent sunroom.
$524,900

Condominiums

128 Wisconsin Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
2 or more spaces assignedParking(s)
41Picture(s)
2,954Sqft
Stunning & Practically New Condo at Eagle Landing! Enjoy lake living AND the convenience of downtown Oconomowoc! With over 2900 SF, this 3 Bed condo features highend finishes throughout. Notice the 8' doors, solid wood floors, Alder cabinets, & beautiful wall finishings.
$2,150,000

Single-Family

1412 Lapham St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
29Picture(s)
1,642Sqft
No more school pick-ups/drop offs! Located right by Nature Hill Intermediate School, you will find this well maintained two story with extensive updates! Updated center island custom kitchen and dinnette. Open to bright Living room. Family room with patio doors out to deck over looking park-like yard. Main level 1/2 bath. Upper level large master bedroom, hall bath and two more bedrooms.
$389,900

Single-Family

1303 Ridgeside Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
40Picture(s)
2,089Sqft
Welcome to this exquisite luxury ranch home nestled in a tranquil subdivision. This stunning home boasts three spacious bedrooms and two full bathrooms. The open-concept layout seamlessly blends modern aesthetics with cozy comfort, providing an inviting atmosphere for both relaxation and entertainment. The primary suite offers a private retreat, complete with a spa-like en-suite.
$600,000

Condominiums

N55W34897 Lake Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
58Picture(s)
3,300Sqft
Beautiful Condo on Okauchee Lake! Welcome to this beautifully updated end unit with fantastic views of the Lake. Watch the changing seasons from your large deck. The open floor plan is welcoming for entertaining. Nice spacious kitchen has granite counter tops, center island, and extensive Hickory cabinetry. Living room is bright and airy with a gas fireplace and new carpeting.
$1,225,000

Condominiums

1546 Champion Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
36Picture(s)
1,760Sqft
Don't miss out! Spacious 3bed/2 bath side x side Kingsway ranch condo@ Village Crossing @Pabst Farms Oconomowoc. Within walking distance of stores, offices, restaurants & YMCA.Enjoy the conveniences the City of Oconomowoc has to offer in a lake Country setting!Well maintained open concept, immaculate & classic design/ easy color pallet to make this condo your own.
$579,900

Single-Family

1524 Butternut Rdg, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,830Sqft
Welcome home to The CELESTE by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Beds, 2 Baths and a 2 Car garage. The kitchen comes w/ quartz countertops, soft close doors and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$549,900

Single-Family

1220 E Mamerow Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,191Sqft
Welcome home to The CHARLOTTE by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Beds, 2 Baths and a 3 Car garage. The kitchen comes w/ quartz countertops, soft close doors and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$594,900
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